Betty Pearl's Sissy Stories 20.1

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=> Topic started by: Andlat on December 07, 2019, 08:20:27 PM

Title: Boys Don't Wear Dresses
Post by: Andlat on December 07, 2019, 08:20:27 PM
“Boys don't wear dresses!” Sam insisted. His sister Sarah rolled her eyes. That was always his argument.
   
“Well, why don't they, Sammy?” She asked. He shrugged, just like he always did. In some ways, she felt like they were stuck in a loop when it came to this. She figured clothes were clothes. If she could wear jeans and t-shirts, he could wear dresses from time to time, right?
   
“It's just how things are. You've never seen dad or your teacher Mr. Lapine wear a dress, have you?”
   
“No, but they're grown-ups. You're practically my twin.”
   
“I'm”
   
“I know, I know. Seventeen months older than me.” She waved a hand dismissively. “You’re still basically a little boy, is my point.” She wisely pushed on before that comment could fully register with his fragile male ego. “Bet I have a dress that'll fit you.” She grinned as his cheeks grew pink.
   
“That” he sputtered. “That doesn't matter.” She giggled. She knew all too well that she had him now.
   
“How about we make it one?”
   
“One what?”
   
“A bet.” She said it slowly, as if he was stupid. “If my dress fits you, you have to wear it. If it's too small, then you don't.” She could see his reservations written all over his face, so she patted his shoulder reassuringly, just like their mom often did. “It's just a harmless bet.”
   
“That's what you always say.” Her proclivity for so-called harmless bets always seemed to get him stuck in terribly embarrassing situations.
   
“Look,” she said with a weary sigh. “I promise that, if it does fit you” she knew it would, but she still emphasized the if, just for his peace of mind. “We’ll play in my room until you take it off. Even mom and dad won’t know unless you tell them.”
   
“No photos, no videos, nothing.” Sam said shrewdly. Thanks to another allegedly harmless bet, she had a phone and he did not.
   
“Does that mean you’re going to try?” She asked, grinning as broadly as could be. He sighed.
   
“Yeah.” He said through gritted teeth. With a squeal, she grabbed his hand and pulled the boy toward her room.
   
“Sit down on my bed.” She ordered, giggling as the boy complied. “Is your bed made?” She asked as she nearly skipped over to her closet.
   
“Yeah.”
   
“Should I go check?”
   
“I hate when you sound like mom.”
   
“Psh” was all she said as she began to look through her closet. There was a specific dress she had in mind, one that was just a tad too big for her. She had not one single doubt that it would fit Sammy as if it was made for him, if perhaps a bit short. She hoped he was wearing cute undies, giggling to herself as she imagined ordering him to go put on cuter underwear under threat of having to wear her panties. She would hold true to her promise not to take any photos or video, but she could still have fun in other ways, right?
   
Finding just the dress she was looking for, she kept it out of sight and turned back toward her brother. He looked as though he was about to be sick, which seemed a bit extreme to her.
   
“Go ahead and get undressed. You can’t wear it over your clothes.”
   
“How long am I going to have to do this?”
   
“Again, it’s only if it fits.” She said, trying to reassure him. “But, if it does, well, how long would you be wearing those clothes?”
   
“Until bed.” He said nervously. “You can’t.”
   
“Well, that’s why we’re discussing it now, isn’t it? Silly Sammy.”
   
“It's Sam.” He corrected before returning to the issue at the forefront of his mind. “I’m not wearing it all day.”
   
“Like I said, we’ll stay in here and not even mom and dad’ll know.”
   
“But mom’s running errands. She’ll be home in a couple hours.”
   
“Are you saying you’ll wear it until she comes home?”
   
“No.” He said hesitantly.
   
“Longer then.”
   
“No!” He protested. She tapped her chin as she thought, another habit of hers that echoed their mom.
   
“How about we” she said slowly. “Roll a die? If you roll higher, you'll wear it until Mom comes home. If I roll higher, you'll wear it until bed.” He looked unhappy about it.
   
“If I win, I get to take it off after an hour.” He hoped that that was long enough to appease her.
   
“If that's the case, then if I win, you have to wear dresses until school on Monday!” She giggled as his eyes became as wide as dinner plates. It was only Friday and that would mean far too long in dresses for his tastes. Even the rest of the day was too long, if he was being honest. “Wanna agree to my original terms then?” He nodded, his eyes filling with defeat. “Alright. If you roll higher, you're in a dress until Mom comes home. If I win, you're in a dress all day. Agreed?”
   
“Yeah.” He grunted. She walked over to her dresser and grabbed a white die from on top of it.
   
“I'll roll first so you know what you need to beat.” She shook it and rolled it on the floor where he could clearly see it. “Four. You've got a chance.” He nodded.
   
“What happens with a tie?”
   
“We'll both reroll.” He shook the die in his hands and rolled it. It tumbled and bounced before landing on five. He breathed an audible sigh of relief.
   
“Alright,” she said, trying to hide her disappointment. “Get undressed. We’ve only got so much time for you to wear a dress before Mom gets home.” She stood there, watching him as he pulled his shirt off and then stopped at the button of his jeans. “Pants too. I’ve seen your underwear before. You’re my brother, after all.”
   
“Couldn’t you at least stop staring?”
   
“We shared a room until you were seven. Geez!” She smirked deviously. “And I know for a fact that your undies haven't changed since then.” For his last birthday, he had begged and pleaded for boxer briefs, but she had asserted her strange ability to get their parents to do whatever she wanted. Rather than opening packages of the underwear he insisted all the other boys in his grade wore, he opened packs of childish briefs with rockets, racecars, and sailboats on them. There had even been a few pairs with teddy bears on them. “C’mon.” She urged. “Drop your pants so you can get dressed.”
   
“Fine.” He unzipped his fly and dropped his jeans, revealing a pair of white briefs with red fire trucks all over them. She giggled and turned to grab the dress she had picked out for him.
   
“It won’t really match, but I’m sure you don’t mind.” She held up the baby blue party dress, a gift from their aunt to her a year or two ago. To her eye, it was painfully juvenile, which only made it better that her brother would be wearing it. It had puffed sleeves, a white sash to tie around the waist, and plenty of petticoats that would ensure that his underwear was on display if and when he was not careful. “Don’t look like that.” She scolded. “You know you’re only in it until Mom gets home.” She carefully removed it from its hanger. “Now, come on. It slips over your head just like a shirt.” He took it, his face almost looking green. “Be careful. It’s not like your shirts where you can be so rough.”

She grabbed the skirt and pulled it down his body, making sure it did not get stuck as it fell into place. She smirked as she turned him around and zipped it up his back. Sure enough, it fit, although not as perfectly as she had hoped.

“It fits.” He mumbled.

“Here. Look at yourself in the mirror.” She said, steering the bashful boy exactly where she wanted him. He stared at his reflection as she, figuring fair was fair, slipped into a dress nearly as frilly and little girlish as the one he now wore. She hated wearing dresses like this one, but it was definitely sweeter to see her brother in one as well. “What do you think?” She asked, smoothing out her skirt out of habit.

“Can’t believe you talked me into this.”

“Oh, please.” She punched him in the arm. “We used to do this all the time! Remember that time me and my friends held you down and painted your nails?”

“No, actually.”

“Sammy! We did it like three different times, I think.”

“What do we do now?” He asked sullenly. She shrugged.

“Whatever we want. You’re shy, but we could go out to the living room and play a game or watch TV or something.” She loved how shy and bashful he looked, but she would have to devise some way to normalize dresses for him. After all, they were just clothes and she wanted nothing more than to make her brother see them that way as well.
Title: Re: Boys Don't Wear Dresses
Post by: Simonssister on December 08, 2019, 08:57:40 AM
Thanks for this. Great beginning. Looking forward to next episode.
Title: Re: Boys Don't Wear Dresses
Post by: PervScenes11 on December 08, 2019, 01:08:04 PM
Andlat! So great to see you posting here again.

(What? No, of course I haven't been checking this website obsessively, daily in the hopes of getting a new chapter of "Secluded Cabin Sissy." No, of course not!)

(OMG -- any chance that story will ever continue?!? Asking for a friend. Who is me.)

This is a great start to a story as well, one with similar themes of a Mom and Sister teaming up to overwhelm a wimpy boy. If this continues, I can't wait for his Dad to see him in a dress. It'd be hot if Dad was accepting and also started pushing the household towards seeing Sam as a little girl.

Thanks for your work.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on December 08, 2019, 01:56:31 PM
Andlat! So great to see you posting here again.

(What? No, of course I haven't been checking this website obsessively, daily in the hopes of getting a new chapter of "Secluded Cabin Sissy." No, of course not!)

(OMG -- any chance that story will ever continue?!? Asking for a friend. Who is me.)

This is a great start to a story as well, one with similar themes of a Mom and Sister teaming up to overwhelm a wimpy boy. If this continues, I can't wait for his Dad to see him in a dress. It'd be hot if Dad was accepting and also started pushing the household towards seeing Sam as a little girl.

Thanks for your work.

Thanks! I think (and hope) you'll be pleasantly surprised where this story goes. It'll be rather different from my earlier fare.

-Simonssister: glad you're along for the ride! :)
Title: Re: Boys Don't Wear Dresses
Post by: babycakes on December 08, 2019, 02:29:41 PM
Great start Andlat.  Not sure where you are going when you say, "I think (and hope) you'll be pleasantly surprised where this story goes. It'll be rather different from my earlier fare." 

I do wonder if Mom's comments about Dad's youthful experiences of playing dressup with his cousins is a harbinger of some changes in store for Dad.    Also, given Mom's enthusiastic compliance with and enhancement of Sam's forfeit from his and Sarah's bet it seems a given that Sam's life may be changing forever. 
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on December 08, 2019, 03:14:29 PM
Great start Andlat.  Not sure where you are going when you say, "I think (and hope) you'll be pleasantly surprised where this story goes. It'll be rather different from my earlier fare." 

I do wonder if Mom's comments about Dad's youthful experiences of playing dressup with his cousins is a harbinger of some changes in store for Dad.    Also, given Mom's enthusiastic compliance with and enhancement of Sam's forfeit from his and Sarah's bet it seems a given that Sam's life may be changing forever.

One of my favorite things about sharing stories is reading theories. The things readers fixate on is always a surprise. Keep those theories coming and, perhaps more importantly, don't be too sore IF they end up not being true.
Title: Boys Don't Wear Dresses - part 2 by Andlat
Post by: BetBots on December 08, 2019, 07:26:10 PM
She could feel the wheels of her mind turning. After all, she had asserted her will over him in so many ways, how hard could this be? She was the one who had found that study that argued that boys need more sleep than girls, pushing his bedtime to an hour before hers. She would find some way to make him wear dresses. Not all the time, but sometimes.
“So, what do you want to do? I’d say you can go to your room, but how do I know you’ll leave your dress on?”
   
“I guess we can go watch TV.” He said. “But we’ll need to make sure we can hear when Mom comes home.” She nodded.
   
“Yeah, I’d rather she not see me like this.” She said, giggling as he gave her a strange look. “I’ve worn dresses enough to know what dresses I like and what I don’t. Maybe you’ll get to that point someday.”
   
“Doubt it.” She felt her heart leap. Could this be the chance already? She tried to control herself. Her brother was dumb, but even he picked up on her plans sometimes.
   
“Wanna bet?”
   
“No!” She patted his shoulder.

“C’mon, let’s go watch TV.”

* * *

After a brief tutorial on how to sit without flashing his underwear, the siblings settled in to watch television. Sarah could not resist glancing over and seeing the ridiculous sight of her brother sitting there, skinny pale legs poking out from the blue dress. He kept his hands in his lap to hold the skirt of the dress down and she almost wished she could find some way to make him relax, if only to tease him about flashing his boy underwear.
   
“How do you feel?” She asked as the show went to commercials.
   
“About what?”
   
“Wearing a dress.”
   
“It feels weird.”
   
“You seem comfortable.” She remarked. “You haven’t really complained since we came out here.” He blushed as he realized how right she was. “Not that you should start!”
   
“The breeze is weird. I feel exposed.”
   
“You’re wearing more than you do in your room.”
   
“That’s different.” She scoffed. She knew firsthand that he at least used to strip to his underwear whenever he was in his room, although he had stopped doing it as often due to her habit of simply walking into his room whenever she had a question for him. “It's only for a little longer. Mom'll probably be back in an hour.” She could tell that this news relieved him, at least for the moment.
   
Even after the fact, neither of them were able to say whether they had simply lost track of time or their mom had come home earlier than expected, but the next thing they knew, they heard her voice and the sound of the door that led from the garage to the kitchen opening.
   
“Hello? I'm home.” Terror gripped the boy's heart as he realized that he had about two-thirds of a second before his mom would lay eyes on him sitting on the couch in his sister's dress. He looked over to his sister, fear written on every inch of his face, but she had no more answers than he did.
   
“Uh, hi, mom.” She said, a second too late. They heard the sound of her putting her keys down on the counter and then her face appeared. Time seemed to slow to a crawl as she looked at them, not really registering just what she was seeing until her face lit up as recognition hit.
   
“What’s this?” She asked, a smile playing at her lips. “I feel like I’m underdressed.”
   
“We were just having a little bit of fun.” Her daughter said as the boy seemed to be gasping for air like a fish on the shore.
   
“I can see that. Your brother certainly seems to be having a ball, hmm?”
   
“I may have promised him that he could take it off before you got home.” She explained, looking over at him. “Sorry, bro.” At last, he found his voice.
   
“Please don’t be mad.”
   
“Mad? Why would I be mad? This is different, but it’s a lot better than you two arguing all the time.”
   
“You’re not going to tell dad, are you?” He was clearly working his way down some sort of mental list. His mom laughed.
   
“He might not like that I’m telling you this, but he used to play dress-up with his cousins all the time as a kid.” She came over and gave the boy a hug to reassure him. “Like father, like son, I guess.” She stood back and looked him up and down. “It does fit you pretty well, doesn’t it?”
   
“Can he keep it on then?”
   
“That’s up to your brother. If you want to keep it on, you’re welcome to. I don’t mind.” He looked from his sister to his mom and back again, conflicted about what to do. Clearly, he did not want to wear the dress any longer, but now that he had, what was to stop his sister from making him wear it again? Perhaps, if he wore it just a bit longer, it would appease her enough to not bring it up again. He knew it was unlikely to work. Was it worth a try regardless?
   
“I guess” his voice seemed so small, so timid. He thought he was speaking at a normal volume, but it seemed more like a whisper. “I guess I'll leave it on for now.” His sister squealed with delight and hugged him.
   
The boy tried to forget about his unorthodox outfit, but every time he nearly did, he shifted and felt the soft material against his body, completely unlike anything he ever wore. Even his dressy clothes were nothing like the dress. His mom and sister, however, did not seem to treat it as if it was anything out of the ordinary.
   
“What are you wearing under your dress?” His mom asked when he shifted enough to give her a glimpse.
   
“My normal underwear.” He felt his cheeks grow warm a bit. His mom nodded.
   
“That's what I thought. When you're wearing a dress, you need to be careful not to flash anyone. Let's practice.”
   
“It's not like I'm going to be wearing a dress again.”
   
“I know, but it'll be fun. Here, watch your sister demonstrate.” He dutifully watched as his sister went through a variety of activities: sitting, standing, jumping, bending over. After the demonstration, he had to do them all himself, which was easier said than done.
   
“Maybe he just wants to show us his undies.” His sister said after he jumped up and down for what had to be the twentieth time.
   
“They are pretty cute, aren't they?” His mom teased, smiling at him. “That's enough practice for now, sweetie.” She kissed the top of his head.
   
“I'm going to go change then.” Sarah announced.
   
“Can I take this off too?” He asked. He cleared his throat. That had sounded far too wimpy. “Please?” He added in a lower register.
   
“I think you could use a little more practice navigating life in a dress, don't you?” He did not know how to respond. His sister giggled, confident that her brother would be stuck in the dress all day.
   
“I dunno.” He said after a moment.

“Tell you what.” Mom said. “Either you can leave that on a bit longer or you can change now and take a bath before bed.” As his mother, she knew quite well just how much he hated baths. His sister giggled. Baths were another thing she had reintroduced for her brother, just to see if she could. So far, his efforts to go back to showering had proved fruitless and even she could not figure out why. Still, there were few things better than walking past the bathroom in the evening and hearing the sounds of her brother in the bath.
Title: Boys Don't Wear Dresses - part 3 by Andlat
Post by: BetBots on December 08, 2019, 07:27:52 PM
Well, come to think of it, there was another evening phenomenon that was equally as fun: hearing him being told it was bedtime in the same breath as her being told it was an hour until hers. She had considered trying to push her bedtime back or his up more, but she kind of liked things where they were at the moment. His bedtime was earlier than hers, but not ridiculously so.

“I'll keep it on.” He felt as timid as could be.

“Well, I can't stand being in a dress another minute.” His sister proclaimed. “I just can’t pull it off like you can, bro!” With a final giggle, she left the room to change into something that would only remind her brother more that he was now the only one not wearing pants. She silently chided herself a moment later though. She was trying to normalize his wearing dresses, not embarrass him. With a shrug, she put on a skirt instead of jeans. There. That would work, she thought as she twirled in the mirror before heading back out to her brother and mom.

The rest of the afternoon passed without incident. It seemed that the boy was growing used to wearing the dress, which was exactly what his sister had been hoping for. Of course, she knew that once he took it off, he would never want to wear a dress again. There had to be a way to make sure he did not forget about how easily wearing a dress had come to him. But what could it be? A stroke of inspiration came to her and she complimented him on his dress, emphasizing that she saw it as his.

“My dress? It’s yours! I just uh borrowed it.” His sister shook her head.

“You've worn it all day.” She explained. “So, I think it's your dress now. Mom, there's no reason he can't hang it in his closet, is there?”

“Of course not.” She said. “Thank your sister for giving you your first dress.”
   
“But” his head swam. They were teaming up on him!
   
“If you say it sincerely enough, I won't have her teach you how to curtsey.” Come to think of it, she doubted her daughter even knew how to curtsey, but it still worked as an empty threat.

“Thank you for my” he looked to his mom, who nodded firmly. “My first dress.” He did not like the idea of it being his ‘first’ dress. Did that mean that there were more to follow? He was a boy, he was not supposed to wear dresses! His mom could see that he was upset, so she relented, at least a bit.

“How about you go take your dress off? But I’ll be up there a little later to make sure that you hang it up.”

“I will.” He mumbled, eager to get upstairs and take it off. He practically ran upstairs and the two women giggled, knowing he would return a moment later when he realized. In truth, it was at least five minutes before the embarrassed boy came back, still in his dress.

“Changed your mind about taking it off?” His sister asked with a grin.

“No, I just need help.” With a giggle, she came over to help him, but Mom had other more nefarious plans.

“It'll be dinner in a bit and then after that, it’ll be bedtime. Might as well just leave it on, don't you think?”

“But”

“No buts. How about your sister gives you some more training on how to move, now that you own a dress all your own?” Even though she made it sound like a suggestion, it was anything but and the boy found himself shuffling into the living room for his sister to teach him how to skip without flashing his underwear.

“Remember when you were like seven and me and my friends cornered you?”

“No?”

“Bet you do! We made you wear my whole ballet outfit and kept teasing you about joining ballet until you cried.” She grinned. “Come to think of it, isn't that why mom decided to move you into your own room?”

“Was not!” He protested, not even caring how whiny he sounded.

“You two better not be fighting in there!”

“Are you sick of skipping?” She asked. He shrugged. “I could try teaching you to curtsey.”

“Skipping's fine.” He mumbled, looking nervously at her. She gave an approving nod and gestured for him to continue skipping around the room in a tidy circle. She clapped her hands every time she caught the slightest glimpse of his underwear, which was easy since it was bright white cotton with equally eye-catching red fire trucks all over it.

She kept him skipping until dinner time, which thankfully passed without incident. By the time dinner was eaten and the dishes were washed, it was nearly his bedtime. He shuffled upstairs, followed closely by his mom, who had promised to unzip the dress this time. He breathed a soft sigh of relief when he was finally free, even if it meant being in just his underwear in front of his mom.

He placed the dress in his closet, resolving to find a way to hide it once he had a chance. He walked over to his bed to get in, but the door suddenly flew open and his sister stepped in.

“Mom.” She said, ignoring him. “I’ve been thinking. How’s it fair that Sammy gets to sleep in just his underwear, but I’m required to wear pajamas?” He stared at her. What a dumb question! He had stopped wearing pajamas four years ago, right around the time he had first gotten free of the kiddy printed briefs he had found himself back in since his last birthday.

“That’s true.”

“It is?” He said in disbelief.

“Think about it. If there’s an emergency, do you really want to have to run out of the house in just your underwear?”

“No, I guess not.” His mom nodded.

“Well, we’ll need to find you some jammies.”

“I don’t have any.”

“We’ll get you some.” His mom replied. He went to climb into bed, but she held a finger up. “For now, I’m sure your sister can lend you some.”

“What?”
   
“You wore a dress all day, didn’t you?” His mouth opened and closed, but no sound came out. “Go grab your brother whatever you don’t wear anymore. That way, we won’t feel rushed to go spend money on new pajamas.” He could have told his mom that she would come back with nothing but nightgowns, and sure enough, she did. “Pink, white, and yellow. Looks like you’ve got options, hmm?” His mom said as she looked at the three nighties her daughter had brought in. He sighed.
   
“Mom, this is ridiculous.”
   
“You’re just wearing them to bed. Calm down.”
   
“I’m too old”
   
“You’re too old to whine about clothes. Here. Put on the white one and get to bed. It’s five minutes past your bedtime already and I can tell you’re getting crabby.” Sammy huffed and grabbed the nightgown, but froze as he felt his mom's hand wrap around his wrist. “Do you need a spanking before you go to bed?” He shook his head. “Alright then. Get dressed without the attitude.” As Sarah looked on, Sammy put the nightgown on, blushing as he did so. It felt a lot like the dress, but softer and lighter somehow.
   
“It fits.” Sarah said with a smile.
   
“Put your other two nighties in the bottom drawer of your dresser, Sammy.” His mom instructed. He complied, grateful at least that the nightie fell to his ankles, so he could not possibly flash anyone.
   
“Do I have to call them nighties?” He asked. “Why not just pajamas?” His mom pulled back the covers and patted his mattress. He should have known it would be a tucked in night.
   
“We'll give you a choice. Nightie, nightgown, or dress jammies.” Sammy's face made it abundantly clear just what he thought of that.
   
“Can I think about it?”
   
“You can tell me what you picked tomorrow, okay?” His mom said with a smile.
   
“Can we go buy me some different pajamas tomorrow?”
   
“We'll see.” She replied diplomatically, pulling the blankets over her son. “Good night, Sammy. Sarah, you better not drag out your bedtime as much as Sammy did.” With that, they left the room, leaving Sammy to drift into a deep sleep.
Title: Re: Boys Don't Wear Dresses - part 4
Post by: Andlat on December 08, 2019, 08:12:54 PM
The next morning, a rumble of thunder woke Sammy up. He sat up, determined to avoid wearing a dress again. He knew that the best way to accomplish that was to make sure Sarah did not catch him before he was dressed. Leaping from bed, he dashed over to the dresser, tripping over the hem of his nightgown and falling with a thump! He froze in place, terrified that someone would come investigate at any moment. The house remained silent except for the thundering thumping of his heart. Getting back up, he quickly stripped, taking care to put everything in his hamper to avoid being teased for just leaving his nightgown on the floor.
   
“It’s not mine.” He muttered, making a point to avoid looking at the dress hanging in his closet.
   
Sammy dressed so quickly that he hardly even noticed the beach balls on his underwear before he had pulled his shorts on. He looked at himself in the mirror. A return to normalcy, he thought. He marched over to his hamper and pulled a few shirts on top of the nightgown. There. Now it was especially normal. Time for breakfast.
   
As he emerged from his bedroom, however, an idea occurred to him. He had avoided having to take a bath last night, which all but guaranteed his evening would involve the dreaded tub. Unless… he smiled and went into the bathroom. He would take a shower now, before anyone was up. Then, when mom told him to get in the tub that evening, he would spring it on here. It would ensure that he no longer had to take childish baths. The idea, he knew, was foolproof.
   
His anxiety led him to take a very abbreviated shower before quickly drying off and dressing again. He listened at the door before sneaking out, but all he heard was the rain falling outside on the roof. Had he gotten away with it? Part of him simply could not believe it and he did a bit of an impromptu jig from overwhelming joy. This was it, the answer to finally regaining some of the maturity he had inexplicably lost.
   
He sat at the table, eating some cereal, when Sarah came downstairs. She noticed that he had his normal clothes on again, which elicited giggles from her. She poured herself some cereal, but it sat in the bowl as she stared at Sammy, as if there was something puzzling about him. He tried not to show that her stare was bothering him, but he could not help but wonder just what it was that she was pondering. He knew from experience that it could not mean anything good for him.
   
“What?” He said at last, annoyance and impatience coloring his voice. Sarah took this as an invitation to step closer to him and he realized her gaze was on his still damp hair.
   
“Why’s your hair wet?” Her tone made it clear that she already knew why. She just wanted to hear him say it.
   
“I took a shower.” He tried to remain as nonchalant as possible. After all, it was not like taking a shower was a crime or something. She grinned at him.
   
“Won’t you get in trouble?”
   
“Why would I?” He asked, his heart pounding all the same. She sat down right beside him, her eyes warm and eager.
   
“Because you’re supposed to take baths, mister.” She said. “Mom said so.”
   
“So? She’ll probably be happy I took inish” What was that word their mom always seemed to use?
   
“Initiative.”
   
“Yeah, that.”
   
“No, I’m pretty sure she’ll be upset. You’ve been begging to shower for like a month and she keeps refusing.”
   
“Isn’t it weird to you?” Sarah simply shrugged, even though it did strike her as weird.
   
“Maybe we should keep it a secret, just in case.”
   
“Yeah” Sammy said cautiously. Sarah nodded, grateful that he saw things her way. She rose to grab her cereal from the counter.
   
“Of course” she said. “I’ll need something to ensure my silence.”
   
“Great.” Sammy muttered. “Like what?”
   
“Hmm” Sarah tapped her chin as if she had to think.
   
“I’m not wearing a dress again.”
   
“There’s an idea!” Sarah said with a grin. “No, I wouldn’t suggest that, Sammy.” She snapped her fingers as they heard the sounds of their mom moving around upstairs. “Got it. From now on, when we’re alone, and only when we’re alone, I want you to call me big sis.”
   
“What? Why?”
   
“Let’s face it. I kinda am your big sister, aren’t I?” Sammy grumbled. “Unless you want to find out if mom’s mad or not.” She figured that she would not be, but Sammy did not need to know that and she hoped that he would not find out. She figured that her brother was too timid to take that risk, but he had taken the initiative to shower this morning. Was he finally growing a backbone?
   
“Fine. Whatever.” Sammy muttered.
   
“We’re alone right now.” Sarah was eager to test it out.
   
“You promise to keep it secret? And I only have to call you big sis when we’re alone?”
   
“Exactly.” She drew a cross over her heart. “I solemnly swear.” Sammy squirmed in place before nodded.
   
“Fine.” Sarah clapped excitedly, but quickly fell silent as their mom came down the stairs.
   
“Sammy, did you leave your clothes on the floor?”
   
“Nope. Put them in the hamper.” Sam replied immediately. After all, he needed to demonstrate his maturity as frequently as possible if he wanted to break free of Sarah's plans.
   
“Did Sarah have to remind you?” Sarah snorted into her cereal.
   
“Why would she? She wasn’t even up when I got dressed.”
   
“Oh, really? You got up and dressed all by yourself?” Sammy felt like the world was spinning. Of course he did. He did every morning.
   
“C’mon, mom. I’m not a baby!”
   
“Of course you’re not, Sammy.” His mom replied. Just like that, she shifted gears. “What’s the plan for today? Hopefully the rain clears up soon.”

“Maybe we could play a game?” Sarah suggested. Sammy simply shrugged. Given their agreement, he did not want to be alone with Sarah any more than he absolutely had to. He would finish his breakfast and hide up in his room. Yep, that was what he would do.

He carried his bowl into the kitchen, realizing that this was another opportunity to demonstrate his maturity. He walked to the sink, fully determined to wash his bowl and spoon. As soon as he set to work, however, his mom appeared behind him and took the dishes out of his hands.
 
“These can just go in the dishwasher, Sammy.” She said, doing it for him. He shrugged and headed for the stairs. Sarah was still eating, but he knew he only had a limited amount of time before she would pursue. Little sisters could be so annoying.

He closed the door behind him and, not for the first time, wished his door had a lock on it. This would not stop Sarah at all, he knew. His only hope was to find something to do to keep her from forcing him to play with her. His eyes drifted over to the dress and he reminded himself that he needed to find some way to hide that. Later. The last thing he wanted right now was for Sarah to come in to find him fiddling with it. She would probably make him wear it! He shuddered and, grabbing a book, started to at least pretend to read it.
Title: Re: Boys Don't Wear Dresses - part 5
Post by: Andlat on December 08, 2019, 08:17:19 PM
Sam stared at the page before him, listening to the rain falling against the window, but he knew he was waiting for another sound, the sound of Sarah’s footsteps on the stairs. Maybe she had found something to do downstairs. Maybe mom had told her to leave him alone. Maybe

Sammy screamed as the door flew open and Sarah stood in the doorway. She giggled at his shrill shriek. Under her arm, she held a couple board games.

“Sorry for startling you, Sammy.”

“It’s Sam. I’m twelve years old for god’s sakes!”

“And what are you supposed to call me?”
   
“Big sis.” He muttered. She nodded.
   
“And why do you think I want you to do that?”
   
“To embarrass me.” He had meant to say annoy, but embarrass had slipped out. She shook her head and sat on the edge of his bed.
   
“That’s not it at all, Sammy.” She said. “Look, I know you’re twelve and I’m only ten, but I think I know enough to recognize when a little boy needs a big sister’s guiding hand.” She saw him about to interject, so she just kept going. “You know Jayden Blankenship down the street? He seems to benefit a lot from his big sister Rose, don’t you think?”
   
“Jayden’s five.” Sammy’s tone was so acidic that, for a moment, Sarah considered reminding him just how many similarities there were between his life and Jayden’s, but she quickly thought better of it.
   
“It doesn't really matter if you accept it or not, Sammy.” She said calmly. “I'm your big sister. Who am I?” Sammy remained silent. “Remember what you agreed to. I promise mom still doesn't know about your shower, but” she allowed her voice to trail off ominously.
   
“Big sister.” Sammy mumbled.
   
“What a good little boy!” She praised effervescently. “Now, which board game would you like to play? This is a good opportunity to practice your manners.” Sammy, feeling terribly defiant, simply pointed at one of the games. Sarah patiently smiled. “Maybe you're too little to even know how to use your words. Good thing you have a big sister, hmm?” Sammy rolled his eyes.
   
“Can we please play Risky Business?” He said mockingly.
   
“It’s ages 8 and up. It might be tough for you.”
   
“Sarah!”
   
“Call me my name one more time and you’ll be sorry. As far as you’re concerned, my name is big sister. Understand?”
   
“Why are you doing this?”
   
“I already told you. You’re a little boy in need of a big sister’s guidance.”
   
“You’re younger than me!” Sarah wanted to get angry with him, but she knew that that would only make things worse. She chose a different tactic. She dove on the unsuspecting boy and began to mercilessly tickle him. Both of them had been ticklish as kids. While Sarah had mostly outgrown it, Sammy had never really lost it. He squealed with laughter as she tickled him in exactly the right spots to render him completely unable to defend himself. Sarah's grin grew as he wiggled and squirmed, looking every bit in his giggles like the little boy she knew he still was deep down. She could see that Sammy was trying desperately to say something, so she slowed her tickles enough to let him gasp out whatever he wanted to say.
   
“Stop!”
   
“Say you're just a little boy who needs his big sister.”
   
“No!” Immediately, Sarah resumed tickling him, wondering if she could make him wet himself if he did not give in soon. She did not really want to.
   
“Say it and I'll stop.” She felt like she had to yell just to hear herself over his shrill squeals and giggles. Would it draw mom's attention? She hoped not. “Say that you're a little boy who needs his big sister.”
   
“I'm a” Sammy began between giggles and squeals “little boy who needs his big sister.” Too late, Sarah wished she could have recorded it. She pulled her hands back and smiled at him. “One more time?” He remained silent and she chuckled. She knew it was pressing her luck. “Ready to play Risky Business?” Sammy nodded.
   
They both moved to the floor and Sarah began to set up the game. She smiled at Sammy, admiring his long eyelashes and pink lips with new eyes. He had a certain beauty to his face that seemed unbecoming a boy.
   
“Oh, I forgot to tell you.” Sarah said. “Izzie’s coming over this afternoon.” Sammy made a face before he could stop himself. “Don’t worry. We’ll leave you alone.”
   
“Promise?”
   
“Who am I?”
   
“Big sister.” He said wearily.
   
“Yep. And I promise as your big sister that we’ll leave you alone.”
   
“And no telling her about yesterday.”
   
“What about yesterday?”
   
“You know? What I wore?” Sarah giggled.
   
“We’ll be talking about big sister stuff. You won’t come up, silly.” Sammy felt foolish, but he was still glad he had brought it up, just to be safe. Girls were weird. “Are we going to play Risky Business or what?”
   
Playing the game would have felt normal, except every time that Sammy needed to make a trade, Sarah insisted on him ending every offer by calling her ‘big sister’. In turn, she called him ‘little brother’ or even ‘baby brother’, alternating between them as if she was trying to decide which she liked more, which of course she was. His annoyance might have bothered her on another day, but she was grateful that it was distracting him from the fact that she was beating him badly at the game, something that always put him in a dark mood. By the end of the game, it became obvious that she would win. She could see Sammy starting to pout, so she quickly tried to mend things like a big sister should.
   
“You almost had me there, Sammy.” She said with a grin. “Had to really try to win at the end.” Sammy frowned. He did not seem to be believing a single word. “Now what should I pick for my prize?”
   
“Prize?”
   
“Didn’t I say that we were playing for a prize?” Sammy knew immediately what she was thinking.
   
“I’m not wearing a dress. Especially if Izzie’s coming.”
   
“Fine. Until Izzie comes. I’m kidding!” She said, chuckling. “I just want you to give your big sister a kiss.”
   
“A kiss? Blech!”
   
“Just on the cheek, geez. Little boys.” Sammy grumbled. Sarah thought for a moment. “How about this? You can pick. Either you give me a kiss” she tapped her cheek. “Or, you let me pick out your undies for the next”
   
“No.”
   
“Kiss it is then!” She tapped her cheek. Sammy rolled his eyes.
   
“You’re joking.”
   
“You have until the count of three or I’m picking your underwear for a week. Maybe even a month!”
   
“A month?” Sarah nodded and tapped her cheek one last time. She grinned as he hurried over and pecked her cheek. She smiled. “That’s a start, but I can tell you’ll need lots of practice.” She looked at the game. “Can you clean the game up yourself or do you need big sister’s help?” Sammy’s laziness was nearly legendary, but she had a suspicion he would rather do it himself than have to call her big sister again.
   
“I’ll do it myself.” He said.
   
“Alright, bring it downstairs once you’re done.” She said. “Is it still raining?” She went over to his window. “I think it stopped.” She looked back at him. “Do you remember where board games go, little boy?”
   
“Yes” He said acerbically. She giggled and left him alone. If he did not come downstairs in five minutes, she would check on him.
   
To Sarah’s surprise, he came downstairs in no time at all with the box in his hands. She smiled and took it from him, placing it back in the game cupboard as if he did not know where it went. She tapped her cheek, but he pretended not to notice.
   
“Izzie’ll be here soon.” She said. “She’s bringing over the new Battle Gems game, so we’ll be playing it in here, in case you don’t want to be around.”
   
“I don’t want you locked up in your room all day, Sammy.” His mom said, poking her head in. “You can either help me mop the kitchen floor or you can go play outside.” That was an easy choice for Sammy and his mom knew what he would pick without him even saying it. “The sun’s coming out, but it’s still wet, so be careful.”
   
“Ok.” He went over to the closet by the front door to grab his shoes. “Hey, mom? Where are my shoes?”
   
“I’m not in charge of keeping track of them.” His mom said. “They have to be in there somewhere.”
   
“They’re not” Sammy did not even care if he sounded like he was whining.
   
“Wear your sister’s or something.” She said wearily.
   
“No!” Sammy muttered. His eyes fell on a pair of his dad’s. They would be too big, but he needed shoes, didn’t he? He slipped his foot in. If he tied them tightly enough, they would work, he figured. Sarah watched him curiously.
   
“Those look like clown shoes on you.”
   
“They’ll work.” He grunted.
   
“You could just be barefoot.” She remarked, but the chime of the doorbell distracted her. “Izzie’s here!” Sam beat the hastiest retreat he could in the overly large shoes.
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on December 09, 2019, 03:10:44 AM
It is interesting sister has a way of pushing Sam's buttons and getting what she wants.  I think she hid his shoes
Title: Re: Boys Don't Wear Dresses
Post by: Sissy Poopsie on December 09, 2019, 08:58:59 AM
Enjoying your story, his little sister has always got the better of him it seems, which is a good thing.

Keeps the little fellow in check.


I hope his mommy buys him some cartoon or super hero pj's.

His sister might also suggest to mommy some dry night pants,  if his bedtime gets any earlier. Lol
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on December 09, 2019, 12:02:36 PM
Krystalasbaby2017 - what possible reason would dear sweet Sarah have for doing that?

Sissy Poopsie - my imagination has been running wild with what Sammy will be wearing to bed in the near future. A boy like him could very well have had past issues staying dry, but I don't know if diapers or pullups are quite in the cards for him. Yet.
Title: Re: Boys Don't Wear Dresses
Post by: Sissy Poopsie on December 09, 2019, 07:44:18 PM
Andlet I leave it up to your wonderful imagination to decide.

I can't wait to see what you come up with.

Title: Re: Boys Don't Wear Dresses
Post by: Andlat on December 12, 2019, 06:56:22 PM
As soon as Sam emerged out into the backyard, he regretted the shoes. He slipped and slid everywhere, the shoes threatening to come off at any moment. He eyed the mudhole at one end of the yard, a source of annoyance for his parents every time it rained. Mudhole was an exaggerated name for it most of the time, but the heavy rain had turned it into a veritable mudhole, to Sam’s eye.

Spying a ball on the other side of the yard, Sam crossed over to it, almost losing his balance a few times, but not having too difficult of a time. Even with the shoes tied as tightly as he could get them, his feet threatened to come out of them and he had to take careful steps. Grabbing the ball, he wondered if he should kick it around or what. How long did he have to stay out here before he could go back inside? He looked up at the sky. Maybe the rain would come back, he thought. He frowned as he saw that the clouds were clearly leaving. He sighed and kicked the ball around, which proved rather difficult with his shoes. Maybe he should go barefoot, he thought for a moment. He felt a rock under his foot and decided against it.

“Hi, Sammy!” He looked to the door to see Izzie and Sarah emerging from the house. Sarah had promised! “Thought it’d be fun to come out and bother you.”

“The game’s downloading.” Sarah explained. “Sorry.” Sammy looked at her in surprise. When was the last time she had apologized to him about anything?

“Whatcha playing out here, Sammy?” Izzie asked. The girl stood about a head taller than Sammy and Sarah, her auburn hair pulled back in a ponytail that allowed her confident face complete exposure to the late morning sun.

“Just kicking the ball around.” Sammy replied, adding under his breath that his name was Sam, not Sammy.

“It's no fun doing that alone. Let's play with him, Sarah.” With a noncommittal shrug, Sarah agreed.
“What shall we play?” Sarah asked. “We don’t really have fair teams.”

“We could do the two of you against me.” Izzie said with a chuckle. “Just kidding. I’m not that good!”

“We could just kick it around, I guess.” Sammy said. “Me to Sarah to Izzie.” Sarah smiled and nodded, tapping her cheek. Sammy blushed and looked away. Izzie noticed, but despite her curiosity, remained silent.

“I don’t want to just stand in a circle or triangle or whatever.” Izzie said, taking charge. “So, let’s run around the yard and do it.” Sammy immediately saw the disadvantage he would be at, given his overly large shoes. “Kick them off, if you want.” Izzie said.

“There’s rocks.” Sammy replied, realizing how pathetic that sounded.

“Up to you.” Izzie replied.

“C’mon, Sammy. Our game will be done downloading in like ten minutes. Can’t you just deal with it until then?” Sammy decided he could and the impromptu game began.

It took a couple of tries, but soon the three of them were running all around the backyard, kicking the ball from person to person, keeping count of how many consecutive successful passes they had as a group. Sammy took every opportunity where he did not have the ball to adjust his shoes, but he kept slipping, sliding, and almost losing them. The girls said it would only be about ten minutes, but Sammy was soon panting and breaking into a sweat from the exertion.

“Sammy!” He had been so distracted by his shoes, the ball rolled right past him.

“Got it!” He quickly chased after it, seeing nothing but his target, the ball.

“Look out!” Sarah and Izzie yelled at the same time, but it was too late. Sammy tried to stop, but the wet grass and his shoes conspired to send him flying face first into the mudhole, dramatically swollen by the heavy rain that morning. He sat up and wiped off his face as the girls ran over, deeply concerned.

“Are you okay?” Sarah asked. Both girls seemed like they wanted to help him up, but they also did not want to get dirty. Sammy was covered in mud from head to toe, looking like a boy made out of mud.

“What’s going on?” Sammy stood up as his mom came out of the house. “I heard yelling. Sammy!” She rushed over and tried to grab him, but he had already extracted himself from the mud. She looked him over.

“What happened?” She looked at Sarah and Izzie. “Why was Sammy this close to the mudhole?”

“We were playing and he slipped.”

“Slipped?” She turned to the mud-covered boy. “Sammy, I told you the grass is wet and slippery, why weren’t you more careful?” Nervous, the entire explanation flooded out of Sammy, from his shoes to his desire to catch the ball. His mom sighed. “Why on earth are you wearing your dad’s shoes?”

“I couldn’t find mine!”

“You should’ve looked harder or asked me or your sister for help. Dad’s shoes are too big for you.” Sammy tried to argue that he had tried to ask for help, but his mom was already on to the next step of fixing everything. “Girls, go inside. I just mopped the floors inside, so Sammy” she sighed. “I guess we’ll hose you off out here.” The girls giggled. “Hush, girls. I place some of the blame on you two. Sarah, didn’t your dad ask you to bring the sawhorses out of the garage to block off the mudhole?”

“No, he changed his mind. I had to take the trash out and Sammy was supposed to grab the sawhorses.” Sammy withered as his mom looked at him sternly.

“So this is your own fault then, hmm?” Sammy wisely remained silent as he followed his mom over to the patio and the garden hose. “Get undressed please.” His mom said.

“Out here?”

“Yep. You're filthy and I'm not letting you set one foot inside like this.” She noticed his apprehension. “Your sister and Izzie are nowhere near by. Come on.” With a resigned sigh, he pulled off his shirt, followed hesitantly by his shorts. “God, even your underwear got a dose.” She said. “Hand them here.” He tried his best to remove them while keeping a hand over his privates, but it took a bit longer than his mom would have liked.

There was something particularly embarrassing for Sammy to see his underwear, with its blue piping, beach balls, and all, out in the open and exposed like this in the backyard as his mom held them up to look at them. What if the girls came back? Sarah obviously knew about his embarrassing underwear, but there was a chance Izzie didn’t!

“I should be able to save them.” She muttered to herself, setting them aside, but still on top of his shirt and jeans. “Let's get you hosed off real fast.”

Sam tried to hold in his yelps as the cold water washed over him, knowing that the girls would hear every single one of them. Thankfully, his mom did not prolong it any more than she had to.

“Alright, you can go inside now. Head for the tub.”

“What?”

“You’re getting a bath, mister. There’s probably still quite a lot of dirt in your hair.”

“But”

“I’ll go first so that the girls cover their eyes.” She stepped inside and beckoned for him to follow. “Girls, cover your eyes. Sammy’s coming inside and he’s naked.” Sammy heard the giggles of the girls in the living room from the kitchen and, hands practically plastered over his crotch, he went as fast as he could past the entrance to the living room, hoping that they were not sneaking peeks at his pale bubble butt.
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on December 13, 2019, 01:49:14 AM
Wearing daddy's shoes like a little boy, wearing little boy under pants.  What's next does mum not find any nice clean clothes and he ends up wearing a girls dress and panties?  Would serve him right
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on December 13, 2019, 10:02:44 AM
Wearing daddy's shoes like a little boy, wearing little boy under pants.  What's next does mum not find any nice clean clothes and he ends up wearing a girls dress and panties?  Would serve him right

He doesn't even need to wear a girl's dress. Sarah have him one of his own! But he did just wear it yesterday, so it'd be a faux pas to wear it two days in a row. Guess he'll have to wear dumb old boy clothes, hmm?
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on December 16, 2019, 05:59:21 PM
“Let's get the tub filled up.” Mom said, kneeling by the tub and starting the water. She tested the temperature and turned to him. “Get in, mister.” She said, dipping a washcloth in the tub.

“I can wash myself.” Sammy mumbled. He could tell that his mom did not want to hear any talking back. She seemed strangely unhappy about him going in the mud. It was not like he had been hurt. Sure, his pride was a little bruised, but that was about it. Sure enough, his mom gently grabbed one of his arms and started to wash it.

“Why were you wearing Daddy’s shoes?” She asked after a few minutes of silence.

“I couldn’t find mine.”

“You could have worn Sarah’s.”

“But” his voice died in his throat. If he argued that those were girls shoes, he knew his mom would just point out that he had worn a full-blown dress and nightgown the day before. “I didn’t think she’d let me.”

“You can always ask your sister, Sammy.” She said. “She clearly loves you.”

“I know.” Sammy mumbled. “Can you at least tell her that I’m not a baby?”

“I don’t think she treats you like a baby.” His mom replied. “Why are you so preoccupied with this whole baby stuff?”

“You’re bathing me right now!” Sammy muttered irritably.

“To make sure it’s done right.”

“You didn’t even give me a” Sammy suddenly felt a burst of inspiration. “You know I took a shower this morning.”

“And look what happened. You went and got covered in mud.” She kept bathing him. “And I thought we agreed you aren't taking showers.”

“We never agreed about that.” Sammy tried to keep his voice level, but it proved difficult.

“Shh. You know how voices echo in the bathroom, kiddo.” She scolded. “I'm right here.”

“I used to take showers.”

“I remember, Sammy.” She tapped his nose lovingly. “But do you remember why we decided you should take baths?” Sammy sighed.

“Because I got the floor wet and Sarah claims she slipped and nearly fell.”

“That's right. Your sister almost hurt herself because you didn't dry off in the shower enough before stepping out.” Sammy rolled his eyes when his mom turned to grab the shampoo. Sarah had exaggerated to make sure he got in trouble. She had never confessed, but he was sure of it. “This way,” His mom continued. “The water stays in the tub with you, hmm?”

“I guess.”

“Alright, kiddo. Close your eyes so I can wash your hair.” Sammy complied. “Maybe we should buy that tear free shampoo again. It's hard to keep control of it when you're not washing your own hair.”

“I can wash my own hair.”

“Now, now, Sammy. I know you can. But I think this is a lot better than me just sitting there, supervising your baths. This way, I actually get to do something and we can make sure you're squeaky clean like a boy should be.”

“Mom! No!”

“Keep your mouth closed, Sammy. Shampoo smells good, but it definitely doesn’t taste that way!” She rubbed his back with a sudsy hand. “If you don’t want me giving you your baths, we can ask Sarah.”

“You’re mani, many, mana”

“Manipulating” His mom said gently, smiling at her son's adorable efforts.

“Yeah!”

“So what if I am? I can still ask Sarah, even if you don’t want me to.” She smiled. “Close your mouth. I’m going to rinse your head now.” Sammy held his breath as a bucketful of warm water washed over him.

“Are we done yet?”

“Just one last bit, Sammy. Haven’t you been paying attention?”

“What’s left?”

“Your tushie and your dinky, of course!”

“Mom!”

“Keep yelling like that and Sarah’s going to come investigate.”

“No, the bathroom’s off limits when I’m” he blushed. “Naked.”

“True, but you know as well as I that rules are made to be changed.”

“Mom, please.”

“Hush and let me finish your bath.” Sammy tried to remain silent, but he still squirmed and splashed out of surprise when his mom touched his privates with the washcloth. “How am I supposed to get you clean if I can’t touch you?” She teased, planting a kiss on his cheek.

Finally, she deemed him clean and drained the tub, holding out a fluffy white towel to wrap him in. She fussed over his hair for a moment before sending him off to his room to get dressed.

“Izzie will be here for a few hours yet, so if you want to hide, I understand.” She said with a fond smile. “Just stay in the house, okay? This afternoon, we’ll be going shopping for a few things, okay?”

“Like pajamas?”

“You still have a few nighties to try. No rush for pajamas.” She saw his crestfallen face and tousled his damp hair. “Maybe if you’re good. Now hurry up and get dressed before the girls catch you naked.”
Remembering the embarrassment of his mom holding up his beach ball briefs outside, Sam resolved to find his most mature pair of underwear to wear, which proved easier said than done. It used to be that he wore solid briefs, mostly dark shades like navy blue or forest green. Those had vanished almost immediately after his birthday, his mom insisting that they were all worn out.

After some deliberation between a pair with red piping and airplanes and a second pair with navy blue piping and sharks, Sammy settled on the sharks. He pulled them on and dressed quickly, knowing that Sarah could burst in at any moment, with or without Izzie in tow. He ran his fingers through his hair and wondered what to do next. He did not want to encounter the girls so soon after his humiliation, so that meant he would just stay up here in his room, right? Confident that that was the right choice, he flopped down on his bed to while away the next couple hours.
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on December 17, 2019, 03:02:11 AM
Good story keep up the great writing
Title: Re: Boys Don't Wear Dresses
Post by: babycakes on December 18, 2019, 12:16:21 AM
Really not sure why mom treats Sammy in such a juvenile manner.  Also, her bias seems beyond the pale.  Does she really believe everything her daughter says, without question, while disbelieving everything from Sammy?  Also, not sure it's healthy for Sarah to be bathing Sammy not to mention the lack of privacy he's afforded.  I don't think Sammy can ever win. :-\
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on December 18, 2019, 12:36:58 AM
Sammy is just having a bout of bad luck, if you will, and I'm sure Mom wouldn't actually let Sarah bathe her brother. If you'll recall in the immediate aftermath of the mud hole incident, Mom was absolutely blaming Sarah until it was brought up that it was Sammy's task to fence off the mud hole, which he did not do. It's my intent that the reader should feel for Sammy. He's the main character and most events are at least partially seen from his perspective, so it can feel like it's him against the world in a lot of ways. Thank you for sharing your concerns though. I do try to take everyone's thoughts into account as I plan the further misadventures of Sammy.
Title: Re: Boys Don't Wear Dresses
Post by: babyamylee on December 18, 2019, 01:58:37 PM


Andlat,

I love your stories, and you should only ever write the story you want to tell. I love the fact that his mother treats him in a juvenile way and his sister gets favouritism. Thats my fave part.

Please write the stories you want to write, and let others who complain write the stories they want to hear.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on December 18, 2019, 04:32:47 PM
Don't worry, babyamylee, what I've written and planned goes so far into the future there's no way to deviate from it now.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on December 19, 2019, 08:03:31 PM
(such a massive next installment that it's split into two posts :) )

A knock at the door roused Sammy from the book he was reading. Since it was a knock, he knew it was not Sarah.

“Come in.” His mom poked her head in.

“Izzie’s left, so time to go to the store. C’mon.”

“Are you sure we can’t get me pajamas?” He asked again.

“We’ll see.” She replied. “Careful on the stairs, Sammy!” He grabbed the railing to stop himself from falling. He had misjudged the first step and had nearly tumbled. “You need to be more careful. Maybe you should start scooting down on your bum-bum like you used to.”

“Mom!” Sammy whined. She chuckled.

“I’m just teasing.” They reached the bottom of the stairs. “Find your shoes, mister. No wearing Daddy’s.”

“I know.” Sammy mumbled. His dad’s shoes were probably still out in the backyard anyway.

He trod over to the shoes, but try as he might, he could not find them. He dug all the way to the back of the closet to where the snow boots were, but his shoes were nowhere to be found.

“I see Paris, I see France, I see Sammy’s underpants.” Sarah teased. Sammy quickly tugged down his shirt.

“You did not.”

“Sharks.” Sarah teased. Sammy blushed.

“Did you find them?” Mom asked.

“No. I don’t know where they are.”

“When did you have them last?”

“Yesterday, maybe the day before.” Mom came over, but had no more luck than Sammy had.

“Hmm, here we go.” She held up a pair of white sneakers with three pink stripes on the sides.

“Those are Sarah’s!”

“They’re her spare shoes. It doesn’t make sense for her to have two pairs and for you to have none.”

“I can’t wear girl shoes!”

“You wore a dress yesterday. I think you can handle white sneakers.” Sammy fumed, but he still had a chance. If they did not fit, then there was no way he would have to wear them, right? “Just try.” With a sigh, Sammy pulled one of them onto his left foot. “Does it fit?”

“Naw.” His mom knelt down and squeezed the shoe around his foot. She looked at him accusingly.

“It fits perfectly.” He said nothing and pulled the other shoe on, bending to tie them up. He stood back up, but Sarah suddenly knelt down.

“Here, let me tie them right.” She undid and tied his shoes again exactly as he had had them. “There you go.” He rolled his eyes and muttered a half-hearted ‘thank you’.

“C’mon, you two.”

“Rock paper scissors for front seat?” Sarah asked as they headed out to the car.

“Best two out of three?” Sammy said. Sarah nodded. They bounced their fists and Sammy won the first round, scissors to paper. Sarah smiled and they went again. This time, Sarah won, paper to rock.

“For all the marbles” Sarah said, bouncing her fist. Sammy tried to predict what Sarah would throw next, but he knew it was little more than a game of chance. He picked paper, hoping for at least a tie, but he saw Sarah’s hand in the undeniable scissors position. “Guess I get the front seat.” She said with a grin. Sammy felt disappointed, but climbed into the back seat, having fairly and undeniably lost the game.

The car started moving, but then Sarah looked back at Sammy and gasped.

“Mom! Sammy’s not buckled yet.”

“Oh!” Sammy reached around to grab his seatbelt as the car stopped.

“Buckle up.” Mom said, looking back at Sammy. He always seemed to forget until the car started moving. He buckled and moved the shoulder strap behind him. “Why are you doing that?”

“It digs into my neck otherwise.” He said. “I always do it.” His mom looked at him for a moment as she pondered something before turning back around and starting the car.

The short drive to the store proved uneventful. Sammy realized he was actually hoping for pajamas. How weird that only two nights before, he had slept in just his underwear, but now, now he was hoping for pajamas to avoid having to wear a nightgown again. Not that long ago, he had wanted boxer briefs and now, now he just wanted boy pajamas. Why did Sarah have so much power in his life?

“Everyone out!” Mom said cheerfully. “Sammy, stay close to me and your sister, okay? Parking lots can be dangerous.” As Sammy got out of the car, he suddenly remembered his feminine shoes and sighed. He just knew that everyone would notice.

Despite his anxiety, no one seemed to notice as he followed his mom and sister up and down the aisles. He kept hoping that they would go toward the clothing section, which had to be a first for him. Unfortunately, mom seemed to only want to get house goods, which bored the boy practically to tears.

“Mom, can I go look around?” He asked. He quickly amended it. “May I please go look around?” His mom looked at him before shaking her head.

“We're nearly done, kiddo.” She said. “Hang on to the cart, it's busy today.” Sammy sighed, but obeyed. He had lost a lot of ground lately and he wanted to start regaining it immediately.

Before too long, he felt the boredom pressing down. It had to have been an hour since Mom had said they were nearly done! A brilliant idea came to mind. He would go to the bathroom and wander the store a bit.

“Where do you think you’re going?”

“To the boys’ room.” His mom nodded.
   
“Sarah, can you please take Sammy to go potty?” Sammy frowned.
   
“I can go by myself.” He insisted.
   
“It’s a very big store and there are a lot of people. I don't want you, either of you, getting lost.”
   
“You got lost in this store before, didn't you?” Sarah asked.
   
“Like six years ago.” Sammy muttered.
   
“Go on. Come find me once you’re done.”
   
“You’re lucky she didn’t make you hold my hand.” Sarah said as they walked away from their mom. “Might be a good idea in such a busy store for a little boy to hold his big sister’s hand.”
   
“Shuddup.” Sammy muttered, but no one seemed to have even looked up. He realized that some of them probably thought she was his big sister. He tried his best to look taller, but Sarah remained the tiny bit taller than him that she had been for a while now. For a brief second, it seemed like she was even taller than she had been that morning, but he dismissed that thought as impossible.
   
They reached the restrooms at the front of the store and Sammy turned to go into the men's room, but Sarah grabbed his hand and stopped him.
   
“What are you?” She asked with a scheming smile. Sammy looked at her in confusion.
   
“About to wet myself. Let me go!”
   
“You're a little boy who needs his big sister, so I'm not letting you out of my sight.”
   
“Sarah!”
   
“Don't you mean” he sighed.

“Big sister.” He whispered. Sarah grinned.

“That'll do. For now.” She released his hand and let him go to the bathroom.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on December 19, 2019, 08:14:58 PM
By the time they found their mom again, she was ready to check out. Sammy noticed a large box in the cart, but he could not see just what it was, so he followed along, trying every now and again to steal a peek to see if it was anything to do with him. He knew it probably was not, but he could not ignore his curiosity. As they went through the check out, Sammy realized his best opportunity would be when they got back out to the car.
   
Sure enough, Sammy did learn what the big box was once they got out to the car. His mom put the bags in the trunk, but left the box out.
   
“What’s that, mom?” Sarah asked.
   
“Well, I noticed that Sammy is having some trouble with the seatbelts.” Sammy felt a weight in his stomach. “So, I got him this booster seat.”
   
“Mom!” Sammy protested, but his mom ignored him. She opened up the box, right there in the parking lot, and pulled out what looked to Sammy to be a baby car seat, just in a size that he had never seen before. It was big. Big enough for him. And worse... “It’s pink!” He whined.
   
“It’s all they had.” His mom replied. “Besides, you have a pink nightie at home.”
   
“Mom!”
   
“Sarah, help me get this into the car since Sammy’s not going to help us.”
   
“It’s like your own special seat, Sammy.” Sarah said. He knew she was over the moon about this, but she was doing a surprisingly good job about hiding it. Had mom mentioned it to her beforehand? Sammy had his suspicions. “Almost set for you!” Sammy sighed and looked around the parking lot. Could he make a run for it? He tried to summon the resolve to do it, but all he managed to do was shuffle his pink striped sneaker slightly away from the car.
   
“Alright, Sammy. All set for you!” His mom grabbed his wrist and pulled him back over. “Climb up.” With all the enthusiasm of a prisoner at the gallows, Sammy complied, although he got a little boost from his mom. Immediately, she locked him in, the buckle fastening between his thighs. With the added height, he could only touch the floor if he pointed his toes.
   
“He fits!”
   
“With room to grow.” Mom added. “Looks like we've found a winner, Sammy.” Rather than sit in the front with her mom, Sarah slid into the back row with Sammy, leaning over to inspect his new car seat.
   
“What a secure little boy.” She whispered. She only giggled when Sammy glared at her. “Take the scenic route home, mom.” Sarah said. “So Sammy can really get a chance to enjoy his new car seat.”
   
“Sarah!” Sammy whined.
   
“Geez, your feet barely even touch the floor, you're so little.” She commented.
   
“Sarah, be nice to Sammy.” Mom said mildly. “And Sammy, if you didn't realize by now, you're not able to get out of your car seat by yourself, so be nice to Sarah so she'll let you out.” Sarah grinned at Sammy and he sighed. Why did mom have to say it like that? Sarah smiled and leaned in again.
   
“Face it. You look like a little baby in your car seat. Little baby Sammy.”
   
“Shuddup.” Sammy whispered.
   
“Itty bitty Sammykins, all snug and cozy in his car seat.”
   
“Mom! Sarah’s teasing me!”
   
“Sarah, stop.” Mom said. “Your brother’s in there for his safety, not so you can make fun of him. Next time, sit up front with me. You two need to be separated.”
   
They arrived home and Sammy immediately wanted to get out of the car, but Sarah had other plans. She got out of the car and offered to help carry bags in, leaving Sammy stuck wiggling in the car seat, trying to get it to unbuckle. The button would not release, try as he might. He looked over his shoulder, trying to get his mom’s attention, but the seat was too high and he could not twist all that well with the straps holding him securely in place.
   
At long last, the door opened and Sarah stood there, grinning. Sammy grumbled and tried to unbuckle himself again. It just would not work! There must be some trick to it that Mom had kept secret from him.
   
“What do we have here?” Sarah asked. Sammy looked away and saw Mom going into the house, leaving him in Sarah’s clutches. He sighed, knowing just how screwed he was without her.
   
“I’m a little boy who needs his big sister.” Sammy said quickly. He was pretty sure he had never seen his sister grin so broadly. Rather than unbuckle him, however, Sarah fished her phone out of her pocket. “What’s a ten year old even need with a phone?” He muttered.
   
“Say it again for the camera, itty bitty Sammykins!” She cooed.
   
“No.” Sarah shrugged.
   
“I’ll go tell Mom you want to stay in your car seat because you love it so much.” Sammy sighed.
   
“Sarah.”
   
“We’re alone, Sammykins.” She said in sing-song.
   
“Big sister.” He said through clenched teeth.
   
“Say it nicely for the camera.”
   
“Why? So you can blackmail me?”
   
“No, no. I have a million other ways I could blackmail you if I want.” Sarah said. “I just think it’d be cute.” She shrugged. “And it’s the only way to get out before dad gets home.” Sammy sighed, once again running into the obstacle that was Sarah with her mind made up about something.
   
“Ready?” He asked, rolling his eyes.
   
“Mhm!” He looked directly at the phone Sarah held up.
   
“I’m a little boy who needs his big sister.” Sarah grinned and put her phone away.
   
“Perfect.” With shocking ease, she unbuckled the car seat, releasing her brother. “Can’t believe mom actually bought this for you.” She looked at it in amazement. Sammy just walked toward the house and Sarah ran to catch up.
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on December 20, 2019, 03:39:33 AM
Sammy is wearing nighties to bed, girls runners and now a car seat. What is next for the little sissy?
Title: Re: Boys Don't Wear Dresses
Post by: babyamylee on December 20, 2019, 07:48:59 PM
Thanks Andlat. I love the little sisters in your stories. They know their place.
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on December 30, 2019, 03:54:58 PM
What a great story.  Can’t wait to see what Sammy’s Mommy has in store for him next.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on January 02, 2020, 08:35:34 PM
“I'm starting dinner.” Mom said as they entered the house. “I expect you two to behave and not argue, understand?” They nodded. Sammy planned to go to his room and avoid Sarah by any means necessary, but like always, she had other plans.
   
“Come here, Sammy. I want to show you something.” She said, stopping in the doorway of her room. He sighed and made no move toward her.

   “Look, can't we just spend some time apart?” He asked. “I'm not in the mood”

   “Not in the mood for what?”

   “Stop that.” He said, annoyed. “You're my big sister, whatever. Just leave me alone.”

   “Alright, we can play in your room then.” Sarah said, following him. Since Sammy did not have a lock, he had no way to keep her out.

   “Please, Sarah. Big sister.” He said, flopping down on his bed. Sarah shrugged.

   “Fine. If you're going to be a baby about it.” She turned and stormed out, leaving Sammy perplexed. Had he just won against Sarah? It happened so infrequently that he almost did not know what to do. Should he go after her to apologize? He scoffed. What did he have to apologize for. She was the one who endlessly teased him. She was the one who had made him into some sort of little boy, not the young man he wanted so badly to be. He glared at his dress, no, it was just the dress in the closet. It was not his. He hated it.

   Marching over, Sammy grabbed the dress and balled it up, throwing it into the back of his closet. He felt a strange swell of relief in the small act of defiance. He grinned at his reflection. He felt so much better, taller even. He knew that Sarah had no power over him now. He was his own man, as it were. He hoped the feeling would last.

* * *

To his surprise, the next time that he saw Sarah was downstairs, when it was time for dinner. Halfway down the stairs, he sniffed the air and groaned. That was the unmistakable smell, no stench of broccoli, which easily had to be his least favorite vegetable, not that Sammy liked any vegetables.
   
“Sammy, is that you pounding down the stairs like a herd of elephants?”

“Yeah.”

“You were making so much noise, I thought you'd fallen.” His mom said as he reached the ground floor. “Go wash up. Sarah's setting the table right now and your dad will be here in just a few minutes.” Sammy had forgotten that Dad was due to come home from his business trip today and he could not help but smile. Sure, his dad usually sided with his mom and Sarah, but he firmly believed that his presence would help Sammy resist Sarah's latest bout of manipulations.
   
“She'll be my little sister again.” He mused as he scrubbed his hands.
   
“Use soap.” His mom called through the door. How did she always know? He pumped some soap onto his hands and washed them again before heading out to the dining room. He perked up as he saw his dad sitting at the table.
   
"Hi there, Sam.” His dad said, smiling at him. “Why do you look so happy?”
   
“Just missed you.” He said with a slight shrug. His dad chuckled and tousled his hair.
   
“Getting a little shaggy there.” He said with a grin.
   
“Yeah”
   
“It’s okay. I kinda like it.” His dad said. “Why can’t guys have long hair, hmm? Might even get you a girlfriend!” Sammy chuckled nervously. He was not sure he wanted a girlfriend. After all, Sarah was a girl and she had weird ideas.
   
“Here comes dinner!” Mom said, carrying in a plate of chicken breasts. “Sammy, sit down.” Sammy slid into his chair next to Sarah, who smiled at him.
   
“Did you wash your hands?”
   
“Did you?”
   
“Sammy makes a good point, Sarah. Did you?” Mom said. Sarah ran to the bathroom. “Walk, young lady!” Sarah grumbled, but complied.
   
By the time Sarah had returned, Mom was dishing up food. Sammy wrinkled his nose as he saw that Mom had given him far more broccoli than she had given Sarah.
   
“They're exactly equal, Sammy.” She said, reading his mind. “You just have bigger pieces.” Sammy had his doubts, but what could he do? He looked at the chicken, but realized he did not have a knife.
   
“Hey, where's my knife?”
   
“Oh, one of our steak knives broke, honey.” Mom said to the kids’ dad. “I meant to get a new set today, but the store didn't have the style I like.”
   
“I can cut your chicken for you, Sammy.” Sarah immediately swooped in and set to work eagerly cutting his chicken. Rather than cut it all at once, she cut a piece off and then held it up to his lips. “Open wide, Sammy.”
   
“C'mon” he began to say, but the intrusion of the chicken silenced him. Sarah smiled and, retracting the fork, cut a second piece as Sammy chewed the first. “Give me” the fork pushed its way in again. Somehow, Sarah knew just the right size of piece, just slightly too big, to silence Sammy with chewing. He glared at her as she used his chewing time to spear two of the biggest pieces of broccoli, promising him a disgusting mouthful ahead.
   
Sammy held his mouth shut and reached for the fork, but Sarah pulled it away. He chased it, but Sarah remained firm.
   
“I'll give you the fork after one more bite.” She said. Sammy looked to his parents appealingly.
   
“Sarah, you've had your fun.” Mom said.
   
“Give Sammy the fork after one last bite.” Dad added. “And cut up his chicken for him, please.”
   
“I will.” Sarah said as angelically as she could.
   
“They've been doing things like this all day.” Mom said wearily. “Sammy, just open your mouth so you both can eat your dinner.” Sammy frowned, but complied, practically gagging as his mouth was filled seemingly to the brim with broccoli.
   
Making short work of cutting his chicken, Sarah left his fork on the plate and started eating her own meal.
   
“At least Sammy's eating his veggies.” Mom mused. “Maybe that's all we need, a threat of having someone feed him them.” Sammy rolled his eyes, but took care to finish his broccoli before his chicken, forcing it down and trying his best to hide his revulsion.
   
“That darn washer shredded a few dish towels today.” Mom said. “We’re going to have to get it replaced soon, I think.” Dad sighed.
   
“At least it was only some towels.” Weariness and annoyance filled his voice, but he smiled as he looked at his kids. “And what have you two been up to lately?” Sammy looked over at Sarah, wondering if she was going to tell him about the dress he had worn the day before.
   
“Nothing much.” Sarah said. Sammy nodded, appreciative.
   
"Sammy, tell your dad about what you wore yesterday.” He blushed and hoped his mom knew how betrayed he felt.
   
“Um… Sarah and I had a bet that one of her dresses would fit me.”
   
“And did it?” Sammy felt a few tears well up in his eyes as he nodded. His dad chuckled. “You know, I wore dresses a couple times playing with my cousins.” He patted Sammy’s shoulder. “They’re just clothes, kiddo.”
   
“Does that mean Sammy can wear dresses more often?” Sarah exclaimed.
   
“Only if he wants, remember?” Mom said.
   
“Oh, good! After dinner, can we go upstairs and I can give Sammy all the dresses I don’t wear anymore.”
   
“Calm down, sweetie.” Dad said.
   
“Well, he’s already got my old nighties.”
   
“He does?” Dad’s surprise was written all over his face as he looked at his timid son.
   
“Sammy realized that he would rather not have to run out of the house in just his undies if there's an emergency.” Mom said. Sammy was not sure how he felt about it sounding like it was his idea. “So, we're making due with some of Sarah's old nightgowns. Just until we can go buy him some pajamas of his own.” Mom explained. Dad laughed and looked over at his son, who was staring down at his food, humiliated.
   
“And what do you think of all this?”
   
“Don’t like it.” Sammy mumbled. “It’s embarrassing. I’m a twelve year old boy, not Sarah’s doll!”
   
“C’mon, Sammy.” His dad said. “If you’re wearing the dresses, they’re doing a lot more good than they would just hanging in Sarah’s closet. You only need to wear them when you want, okay?”
   
“Okay.”
   
“So, Sarah. That means no forcing your brother to wear them.” He turned his attention back to the boy. “But I do want you to wear one tomorrow so I can see, alright?”
   
“But”
   
“Please wear one for me, Sammy?” His dad asked.
   
“The whole day?”
   
“Sure. Sara’s worn dresses all day lots of times, hasn’t she?”
   
“That’s different.” Sammy mumbled, but he knew he had lost the battle.
   
“Finish eating.” Mom said. “You've already taken your bath for today, so I want you to put on your nightie immediately after dinner. Bedtime's not that far off.” Sara giggled until Sam’s glare caught her attention.
   
“I still don't see why I can't take showers.” He muttered. His mom tsked.
   
“We went over this earlier.”
   
“Why's Sammy already had his bath?” Dad asked. Sammy sighed and explained the whole mud hole fiasco. Dad shook his head.
   
“And this is why I tell you kids to stay away from it. You're lucky you didn't get hurt, Sammy.”
   
“I think you should block it off yourself, Dave.” Mom said. “The kids clearly can't handle it.” She looked back at Sammy.
   
“Like I said earlier, Sammy, you'll be taking baths for the time being. I think at least for the summer. When school comes in the fall, maybe we can discuss letting you take showers like your sister, okay? If you think you can be trusted to keep clean like a big boy.” Sammy felt his ears burn from the most extensive blush ever. He was twelve years old for god's sakes! “Now, take your dishes into the kitchen, put them in the dishwasher and then go upstairs and put on your nightie. I'm sure your dad wants to see you in your new nightwear.”

“Okay.” Sammy mumbled, getting up and putting his dishes in the dishwasher before disappearing upstairs.
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on January 03, 2020, 03:40:08 AM
OMG even Sam's dad is with his mom and sister on the girl clothes he can not win :-[
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on January 03, 2020, 08:40:42 AM
OMG even Sam's dad is with his mom and sister on the girl clothes he can not win :-[

Clothes are clothes and hopefully Sammy is mature enough to accept that
Title: Re: Boys Don't Wear Dresses
Post by: PervScenes11 on January 03, 2020, 05:53:12 PM
I loved Dad's appearance and involvement in this chapter. It's an unusual take to have a Dad involved in these kinds of stories. I sure hope that he calls Sammy "pretty" once Sammy is modeling a dress for him. Would die and go to heaven if Dad started using feminine pronouns for Sammy.
Title: Re: Boys Don't Wear Dresses
Post by: mandycduk on January 03, 2020, 10:19:38 PM
I get the feeling the washer will be shredding more than just dish towels
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on January 04, 2020, 03:52:57 AM
Sammy eyed the pink and yellow nightgowns side by side in his dresser drawer, unsure of which one to pick. The pink one was a no for obvious reasons, but the yellow did not look much better. He knew that if he did not pick, and soon, his mom or Sarah would show up to ‘help’ him. He sighed and grabbed the yellow nightgown.
   
“I can't believe I'm doing this.” He muttered as he undressed. Only two nights ago, he would have slept just like this, but now? Now he had to wear a dumb sissy nightgown! “We were at the store and everything.” He said to his reflection. “I don’t get pajamas, but I get a dumb car seat.” It just did not seem fair.
   
A creak that sounded like it was just outside his room threw the boy into a panic and he quickly pulled the nightgown over his head. It was only as it settled around him that he realized he would have preferred to have been walked in on in his underwear, not this sissy nightie. He stomped his foot, which made him feel a little bit better.
   
“Guess I better go downstairs.” He said with a sigh. He did not head toward the door, trying his best to delay the inevitable. He looked around his room, glad that it had remained untouched by the last few weeks’ odd changes. He groaned as he reminded himself once again about the car seat he now had to sit in. If his friends heard about that, he would never live it down!
   
“Sammy? What’s taking so long?”
   
“Coming, mom.” He called, hurrying to the door. She smiled to see him in his yellow nightgown.
   
“Figured you were dragging your feet. Dad’s not going to be mad that you’re wearing that. He’s actually pretty excited, you know.”
   
“But why?” Mom shrugged.
   
“Who knows? You should know your dad’s a weirdo.” She smiled and kissed his forehead. “I think you look very” she hesitated. “Handsome.” He knew that that was not the word she had meant to use, but he chose not to press it. “Let's go downstairs.”
   
“Sarah's going to love this.” He muttered. Mom only smiled.
   
Sarah did indeed look like her face would soon start hurting from how broadly she was grinning, but Sammy found himself busy with his dad, who seemed even more thrilled than his sister about Sammy's nightgown. Sammy found himself twirling so that his dad could get a full look at the yellow nightgown, taking care not to flash his underwear.
   
“Look how good you are at moving in it.” Dad said. “Like a natural.” Sammy looked away, but mumbled a thank you. After all, Dad clearly meant it as a compliment.
   
“Can I go help Sammy yet?”
   
“Help me with what?” Sammy asked.
   
“Well, you'll need to pick out a dress to wear tomorrow.” Dad said. Sammy felt pale.
   
“I thought I'd just wear the same one.”
   
“You wore that yesterday.” Mom said.
   
“So?” Sammy replied, a bit more brusquely than he had intended. “Dad didn't see me in it.” It struck him as a good strategic observation. “And” he added. “I only wore it for a few hours, so I’m not sure if it needs to be washed before I wear it again.”
   
“So what you’re saying is that you want to wear that blue dress again?” Mom said. Sammy nodded after a moment's thought. “Alright. You can, but I still want you to go up with Sarah. She's got a few dresses that she thinks would fit you better than her.”
   
“What? Why?”
   
“Don't overreact, Sammy.” His dad said. “I think it's sweet that you're fine wearing dresses.”
   
“I'm not though.” Sammy whined, looking down at his nightgown in dismay. “I'm just being” was bullied the right word?
   
“Oh, Sammy.” His mom hugged him. “No one wants to make you wear something you don't want. We just thought you liked wearing them.” She gave him a kiss. “No one's forcing you to do anything, Sammy bear.”
   
“Then I don't need to take Sarah's dresses?”
   
“How about we start with just a few?” His mom said diplomatically. “You don't even have to wear them unless you want to. You're wearing your blue dress tomorrow, right?”
   
“I” Sammy felt conflicted. He had made a promise to his dad to wear it, right? He squirmed in place, wracked with indecision. “Can I decide in the morning?”
   
“Of course, angel. Now, c'mon. I think your sister already has a few dresses picked out that she's going to give to you. We won't have time for you to try them on before bed, but maybe tomorrow. Only if you feel up to it.” Mom took his hand and led him upstairs with Sarah eagerly following behind.
   
“What dresses are you giving Sammy?” Mom asked. Sammy sighed, hoping that Sarah was not going to give him any of them.
   
“All of them.” Sarah said with a grin.
   
“Keep some for yourself, Sarah.” The two women went to Sarah's closet, leaving Sammy standing there, curling his toes in Sarah's carpet. “Like this one. You just got it for Easter.”
   
“That one’s okay. In fact, I’m keeping all of these” Sammy turned away from his chatting mom and sister, trying his best to tune them out.
   
“Sammy, come over here. I want to see what size your nightgown is.” He trudged over with a sigh so his mom could check the tag.
   
“I haven’t worn that since like second grade.” Sarah remarked. “Amazing it fits Sammy.”
   
“Wasn’t it big for you then?” Mom asked, smiling. “Ah, a lot of your old dresses are the same size as this nightie, so I think Sammy can take them all.” She began pulling them out of the closet, but then stopped and studied her daughter. “Is this all just an excuse to go shopping?”
   
“Not at all!” Sarah said with a giggle. “Besides, you know I’ve never been a dress kind of girl. Let Sammy have them.”
   
“I don’t want them!” Sammy exclaimed.
   
“You’ve hardly even looked at them.” His mom replied. “You’re tired and it’s getting close to bedtime. You can look at them in the morning.” She carried an armful of dresses out of Sarah’s room, with Sammy’s room as the clear destination.
   
“What’ll your friends think when they see all the dresses you have now?” Sarah asked with a smirk. Sammy refused to let her get to him. “Mom just took six of them in there, so now you’ve got enough for every day of the week. Imagine that, Sammy. You could wear a different dress every single day.”
   
“Shuddup.”
   
“Sammy, that’s not very polite. And we’re alone.”
   
“Big sister.” Sammy muttered through clenched teeth. Sarah smiled.
   
“Someone’s getting fussy. I think we should get you to bed, Sammy. You've had a lot of excitement today for such a little boy.”
   
“It’s not time yet.” Sarah grabbed his wrist.
   
“C’mon, itty bitty Sammy baby.” She said, pulling him along.
   
“No, Sarah! Stop! This isn’t funny!”
   
“Sammy, use your inside voice. Sarah, stop being so rough with your brother.” Mom said, looking from her son to her daughter. “Sammy, why was your dress on the floor of your closet?”
   
“Um, I forgot?” Sammy said sheepishly.
   
“Well, don’t do it again. What are you two doing?”
   
“Isn’t it Sammy’s bedtime?” Sarah asked with an angelic smile.
   
“Not for like another half hour.” Sammy said. Mom gasped and looked at her watch.
   
“I completely lost track of time! You’re right, Sarah.”
   
“But mom!”  She did not listen, pulling back the covers.
   
“Come on, Sammy. It won’t hurt you to go to bed a few minutes early.” Mom said, patting the mattress.
   
“It’s not time yet.” Sammy protested.
   
“Maybe we should start putting you to bed right after dinner, like a baby.” Sammy wanted to argue that dinner was barely even an hour ago, but he knew that would not help his case. “Please get into bed, Sammy.” He sighed and complied. Now that it was nearly summer, the sun was still quite high in the sky, but he knew that arguing would only make things worse. His mom kissed his forehead and Sarah came over.
   
“Sweet dreams, Sammy.” He could tell she was over the moon with how quickly Sammy had been put to bed. He sighed and closed his eyes as they left him to sleep, the evening sun shining through the curtains over his window.
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on January 04, 2020, 05:37:37 PM
What an excellent installment!  On the edge of my seat waiting to see what else happens with little Sammy
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on January 05, 2020, 04:17:04 AM
looks like sammy being turned into the youngest one now.  With a carseat more dresses clearly that are for a younger girl, what next happens to sammy
Title: Re: Boys Don't Wear Dresses
Post by: pierrylouys on January 05, 2020, 09:10:04 AM
I think Sammy is gonna be wearing diapers very soon ! Because with gonna be so cute seeing him with diapers and rumba panties
Title: Re: Boys Don't Wear Dresses
Post by: mandycduk on January 05, 2020, 01:44:50 PM
Once the washer has shredded his boys underwear and non of his pretty panties are cleqn diapers will be the only thing left to wear
Title: Re: Boys Don't Wear Dresses
Post by: babyamylee on January 05, 2020, 06:53:03 PM
I dearly love this story. It's wonderful.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on January 19, 2020, 09:49:24 PM
“Wake up, baby Sammykins!” Sarah cooed, standing over her sleeping brother. He groaned and rolled so that his back was to her. “C'mon, sleepyhead, time to start a new day!”
   
“Go away.” He muttered, holding the blankets close to him. “What are you doing in here?”
   
“Mom sent me. She didn't want you to spend all day in bed.”
   
“Go away.” He repeated.
   
“You went to bed so early last night, you must've gotten enough sleep by now!” Sarah teased. Sammy growled.
   
“Leave me alone.”
   
“Get out of bed.” Sarah retorted. Sammy sighed and sat up, rubbing his eyes. Sarah grinned, pleased by her perceived victory.
   
“Go away. I need to get dressed.” Sarah giggled.
   
“I saw you in your nightie already.” Sammy took a swipe at her and she relented. “Fine, but if you’re not downstairs in, let’s say ten minutes, I’m coming to find you.” She pulled the blankets down to the foot of his bed and pinched his thigh. “You still have so much baby fat.” She commented. “Such a little boy.” She walked out of the room, but left the door slightly ajar, like she always seemed to. Sammy stomped over to the door and pushed it shut.
   
He shuffled over to his dresser and pulled his nightgown off, sighing as he remembered his promise to wear a dress today.
   
“I don’t want to.” He said aloud. Last night, his mom had said that he did not need to do anything he did not want to. Did that mean he could wear his normal clothes? He had to decide soon. His clock had broken a few weeks ago and still had to be replaced, so there was no way to tell, but he felt like it had nearly been ten minutes already. “Sarah probably won’t even wait a full ten minutes.” He muttered. If Sarah did come back, he would almost certainly be forced to wear a dress, so… what would he do?
   
“Are you ready, Sammy?” He gasped as he heard Sarah coming. Diving toward the closet, he grabbed the first dress he could. He wrinkled his nose at how fluffy the skirt was, but at least it was navy blue. That was a boy color, right? Maybe he would get bonus points for how it kind of matched his shark underwear. He pulled it on just as Sarah opened the door. She seemed almost speechless as she saw him standing there, sheepishly pushing down on his skirt’s efforts to flare out around him.
   
“What?”
   
“I just didn’t really expect you to pick that one.” She seemed weirdly mellow, which only concerned Sammy more. “Dad’ll be pleased, I bet!”
   
“What do you mean?” Sammy asked.
   
“Oh, never mind. C’mon. It’s time for breakfast.” She gestured toward the door.
   
“After you.” Sammy said. Sarah smirked.
   
“No, ladies first.” She teased. Sammy rolled his eyes.
   
“Lead the way, big sister.” She giggled, tapping her cheek until Sammy obediently gave her a kiss. She did not like how long it took him, so she resolved to keep it up until he did it in a heartbeat.
   
“Glad this all comes so naturally to you, but this time, I think you should go first. You've got your lovely new dress to show off!”
   
“Can you just calm down about it? Please?” Sammy said. “I’m taking it off the first chance I can get.”
   
“Kids, are you coming?” Mom called up the stairs. “Your breakfast is getting cold.”
   
“Lead the way, little baby Sammy.” Sarah said, pushing him toward the door before he realized just how short his dress was.
   
Sarah held back a step or two so she could watch Sammy’s poofy skirt bounce with every careless step. Her brow furrowed a bit as she noticed that he had the same underwear on as the day before, but she stored it away for later, when she could use it to her advantage somehow.
   
Sammy descended the stairs to oohs and ahs from his parents and he did his best to grin and bear their praises.
   
“Spin for us, Sammy.” Dad said, grinning from ear to ear. Sammy complied as his entire family looked on.
   
“Samuel Leslie, did you remember to change your undies today?” Mom said sternly.
   
“I only just put them on yesterday afternoon.” Sammy mumbled, tugging down on his short skirt. “I’ll go change them.” He said. That would let him go upstairs and put on a different outfit.
   
“It can wait until after breakfast.” Mom said. “After all, it hasn’t been that long since your bath.” She kissed his forehead. “But from now on, a new day means new undies, understand?”
   
“Yeah.” Sammy mumbled, sitting down at the table, having to try a couple times to get his dress to cooperate.
   
“After breakfast, how about we block off the mudhole?” Dad said, smiling at his son’s struggles with the dress.
   
“Help like this?”
   
“Well, you can just supervise.”
   
“I don’t really want to go outside in”
   
“Your dress?” Sarah said helpfully. “It’s just clothes, Sammy.”
   
“But” Dad reached over and patted his shoulder. Sammy suspected he had an ulterior motive and wanted to touch the dress.
   
“You don’t have to if you don’t want to, but I would really like your help.”
   
“Alright.” Sammy said.
   
Once breakfast was over and Sammy had fended off Sarah’s attempts to wipe his face clean, he followed his dad out to the backyard, his shoes tightly tied by Sarah, despite his insistence he would do it himself. Sammy had discovered that if he kept his arms flat to his sides, the skirt of the dress behaved and he was much less likely to give people what his mom had already termed ‘a free show’.
   
“What do you need me to do, dad?” He asked, suddenly struck by an unmistakable feeling that things had finally gone back to normal at last. His dad walked to the side door of the garage.
   
“You stay out there. It’s dirty in here and I don’t want your mom to have to give you a bath in the middle of the day twice this week!” He chuckled at his comment as he walked into the cool dankness of the garage, leaving Sammy outside in the morning sunshine.
   
“How are we going to block it off?” Sammy asked. His dad was too busy to answer, so he waited patiently to find out.

His dad emerged a moment later carrying two sawhorses. Sammy reached out to help, but his dad moved past him. Confused, Sammy followed him, remembering that the last time he had been out here, he had had to watch every step due to his giant shoes. At least Sarah’s old shoes fit him.
Sammy stood back as his dad set up the sawhorses between him and the mudhole. He began to suspect that he was not really helping his dad in any way.

“What do you think?” His dad asked. Sammy shrugged.

“Looks good?”

“I think I spotted something that could work as a fence in the garage.” His dad said, already starting back that way. Sammy followed, grateful that the backyard’s fence was too high for the neighbors to see his sissy appearance. He was not a sissy. He was just a boy in a dress. That did not sound much better, but it at least made him feel a bit better.

Once again, Sammy stayed outside the garage, feeling the breeze on his cotton-clad bottom, as his dad retrieved whatever he needed from the garage. At least, Sammy thought, he was away from Sarah for the moment. He felt the hair on the nape of his neck rise and he turned to see if Sarah was coming out of the house. He breathed a sigh of relief when he realized he was only being paranoid.

“Whatcha looking at, Sammy?” His dad asked, his arms full of bright orange fencing.

“Nothing” Sammy said. “Is that the fence?”

“Yep. Follow me, Sammy Whammy!” He complied, but as he followed, he realized that Sarah's absence could mean something far worse: she could be planning some new torment for him. Maybe she had just gone over to a friend’s house or something.

“Earth to Sammy, earth to Sammy.” He heard his dad say. Sammy shook his head to free himself from his thoughts. “What’s got you so distracted, bud?”

“Sarah.” Sammy said before he could think better of it. His dad stopped rolling out the fencing and looked at his son.

“Oh?”

“Just the way she treats me.” He shrugged out of habit, blushing as that made his short skirt rise up.

“Your sister loves you.”

“She doesn’t act like a little sister.” His dad’s smile seemed strained.

“You two have a complicated relationship since you’re so close together in age. You always have.” Close in age? They were nearly two years apart, Sammy thought. He did not say that though.

“I know, but”

“I think you just need to get better at saying no to her. Your sister has a way of getting what she wants. She gets it from your mom, honestly.” He chuckled. “She’ll grow out of it, I’m sure.”

“But dad. I mean, look at me.”

“It’s just fun, Sammy.” He hugged the boy. “We both know you’re my little man, right?”

“I don’t feel like a man.”

“You will.” He held Sammy’s scrawny shoulders. “Trust me, one day you’re going to look back on this and wish you could be here again.” He chuckled as Sammy wrinkled his nose. “Trust me.” He turned back to the fencing. “And, tell Sarah no every now and again.”

“I try. She just pushes.”

“Stay firm. She’s used to you doing whatever she says, but if you just keep saying no, eventually you’ll break through.”

“Can you help me?”

“I can try, but you know Sarah’s”

“Just gonna get me alone, I know.” Sammy sighed. He had done it the night before, he could, and would, do it again. He almost shuddered at the thought, but pushed it from his mind. “Can I help you?” It looked to him like his dad was struggling.

“Naw, you just keep supervising.” His dad replied amiably. “I've got it right where I want it.” Sammy thought about insisting, but decided not to. After all, why should he not take advantage of not actually having to do anything? He busied himself trying to figure out how to keep his skirt from blowing around.

Did he really have to wear the dress all day? Surely just the morning would be fine. What if they had to go somewhere? Would he be allowed to change? Was that Sarah's plan? What if it was? He would refuse, that was what. He would insist that he be allowed to put on normal clothes, regardless of how they tried to tell him that the dress was normal clothes.

“I’m changing by lunch.” He told himself, his words sounding hollow. He tried to find his confidence, but it evaded him. Was it just that it was hard to feel tough in the dress? Was the dress softening him up? “Hey, dad?”

“What’s up, bud?”

“What does the clothes make the man mean?” His dad chuckled.

“Still fixated on that dress, huh?”

“Well, yeah.” Sammy said. “It keeps blowing around.”

“I thought your sister gave you some tips.”

“We stayed inside yesterday.”

“Well,” his dad said with a shrug. “It’s just something you’ll have to get used to.”

“I’m not going to wear the dresses.” Sammy said. “They sat in Sarah’s closet for a long time, why should I wear them?”

“Seems kind of silly not to.” His dad said. “You’ve worn dresses twice now and look, you’re perfectly fine.” He shrugged again as he finished the fence. “Seems like you’re making a big deal out of it. If you don’t look like you care, I bet even Sarah will leave you alone.” He stood back from the makeshift fence. “What do you think, Sammy?”

“Sam.” Sammy corrected. “Looks good.” His dad chuckled.

“Let’s head inside. See what the women have been up to.”
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on January 20, 2020, 04:43:13 AM
quite the quiet chapter just sam and his dad.  Wonder what sarah is thinking up?  Can't be good for the new sissy.
Title: Re: Boys Don't Wear Dresses
Post by: PervScenes11 on January 20, 2020, 07:56:28 AM
Thanks for continuing this story, Andlat. (Though of course if you wanted to return to "Secluded Cabin Sissy" that would also be amazing!) Really cool to see Sammy in a dress, hanging out with his Dad. I hope, over time, that Dad can encourage Sammy to see the good in being treated like a girl. Like, I loved Sammy just "supervising" and not helping. It would be hot to see Dad sell that to Sammy as a feature of femininity: girls don't have to do the hard things boys do, things Sammy isn't good at.
Title: Re: Boys Don't Wear Dresses
Post by: babycakes on January 21, 2020, 04:13:52 PM
Thank you Andlat.  Continues to be a great story.  Very teasing; Sammy gets gumption, then his will fades and he's putty in Sarah's hands.  Wonder what his father's motivations are?
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on January 23, 2020, 09:27:55 PM
When they got inside, Sarah was nowhere to be found. Sammy felt an immense surge of relief when his mom said that she had gone over to Rose’s house, with no clear expected time of return. If she was over at a friend’s house, he was basically free. Maybe she would even spend the night.

Sammy trod into the living room and watched TV. Sitting down, he was able to keep his skirt tamed, but he still felt so exposed, his bare legs touching the fabric of the couch.

“We could see about tights or leggings.” His mom suggested jovially when he mentioned it to her. He wrinkled his nose and his mom chuckled. “You can watch one more show. I don't want you wasting all day in front of the television.” She looked him over. “And I don't mean you should go hide in your room for the rest of the day. I'm washing your sheets and I don't want you in the way once they're clean and dry.”

“What am I supposed to do? I can't go over to Gavin's house dressed like this!”

“True.” His mom allowed. “You can go play in the backyard. I understand you and dad made it much safer back there, hmm?”

“Yeah” Sammy mumbled.

“Enjoy your free time from your sister.” Mom said with a smile.

“She’s not going to bring Rose back here, is she?”

“I don’t think so. She knows that your dresses are our little secret.” Mom leaned in and hugged him. “Until you’re ready to go public, that is.”

“Which will be never.” Sammy muttered as his mom left the room to resume doing laundry or whatever it was she did all day. Sammy wondered if he should know, but shrugged it off. Might as well enjoy being a kid with few responsibilities, right?

* * *

“Sammy, isn’t your show over yet?” How had Mom known that he might try to cheat and get a little more TV time? She seemed to know everything.

“It is.” He sighed as he turned it off. “I'm going outside.”

“Take smaller steps, sweetheart.” His mom suggested. “Then your dress won't bounce quite as much.”

“Can't I at least go put a different one on?”

“Why?” Rather than answer, Sammy pulled his shoes on, tying loose bows. Sarah tied them too tightly, he thought as he emerged from the house into the backyard. What was he supposed to do now? There was nothing back here, other than the mudhole and the old overgrown sandbox near the fence.

With nothing better to do, he trudged over to the sandbox, looking at the dandelions growing in it. He had hoped to find a bug or snake or something over here, but the only thing moving was the dandelions and grass in the breeze. He looked to the old tree, hoping to see a squirrel or a bird or something, anything.

Two summers ago, Sammy had decided that what he really wanted was a treehouse. Once Sarah agreed that that seemed like a fun idea, they had begged their parents to build them one. Dad had bought all of the materials and had even built the base of the treehouse before the fatal flaw was exposed; Sammy, the one who had insisted that he would all but live in the treehouse had burst into tears when he realized how high off the ground he would be in the treehouse, needing his dad’s help to get down from the base in the branches. Thinking back, Sammy felt a little foolish about crying over the height, but in his defense, even now, where the treehouse would have been seemed awfully high off the ground.

Sammy’s gaze slid down from the top of the tree to its trunk. Something shiny among the roots drew his attention and he hurried over, only then realizing that running was just about the worst thing he could do in the dress.

“Taking it off first chance I get.” He declared to the empty backyard.

Upon reaching the roots, he could not immediately tell what the shiny something was between them. Thinking nothing of it, he got down on his knees and reached through the gnarled roots.

“Well, this isn't very modest.” His mom said behind him. He jerked up and looked over his shoulder to see her standing there with a big smile on her face. “Be glad I wasn't your sister. She'd make you practice over and over. You know she would.” She looked over his shoulder toward the tree. “What were you even doing?”

“There’s something shiny in there.”

“It’s awfully mucky in there though.”

“So?”

“So you’re looking for another midday bath?”

“No.” Sammy mumbled, standing up and making a show at least of dusting himself off. His mom nodded.

“Just be careful. I came out here to ask what you wanted for lunch. Still not sure when Sarah will be coming home, so it might just be you for lunch.”

“Can I have” Sammy had never been very good at making up his mind when it came to what he wanted to eat. “I dunno.”

“How about I surprise you?” His mom said with a smile.

“How are we surprising Sammy?” Sarah asked, coming out of the house. Both Sammy and his mom turned to look at her.

“Back already?”

“Yeah, Rose had to go visit her aunt Sabrina.” Sarah said with a shrug. “What's Sammy been up to?”

“He helped dad with some yard work and now he's having some trouble picking a lunch. What are you thinking for lunch?”

“I already ate actually.” Sarah walked closer to Sammy. “How about you head inside, mom, and I’ll keep Sammy entertained while you whip up something for him.”

“No, I want to help mom make lunch.”

“I don’t need help, silly Sammy.” His mom said with a chuckle. “Just play nicely with your sister. No fighting, and stay away from the mudhole, even if it is nice and blocked off.” She looked from her son to her daughter and then back again. “And Sarah, please be nice to your brother.”

“I always am, mom.”

“Mhm.” With that, mom went back into the house, leaving Sammy alone with his tormentor.

“What were you doing out here?”

“Wandering around. Mom wouldn’t let me stay inside.”

“Well, it is a nice day.”

“That’s such a mom thing to say.” Sarah brushed it off.

“Do you want to play something? I bet there’s some sidewalk chalk in the garage. We could draw on the patio.” Sammy shook his head. He did not want to get down on his hands and knees dressed as he was, not that he would ever say it in those words to Sarah. “We could kick the ball around again.”

“Isn't it still stuck in the mudhole?”

“Oh, yeah.” Sarah walked around in a small circle, thinking. “I know! Follow me!” Sammy obeyed, but he wondered just what plot Sarah was cooking up this time. “Wait here.” Sarah said before disappearing into the garage.
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on January 25, 2020, 07:00:49 AM
mmm...wonder what Sarah is up to now.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on January 26, 2020, 05:22:09 PM
“Don’t like the sound of this.” Sammy muttered. He walked away from the garage door and over to the patio. Maybe mom was almost done with lunch? He could not see her. Had she forgotten? Had she gotten distracted? She always seemed to be doing a million things at once. “Shoot, shoe’s untied.” He kneeled down, taking special care to try to keep his bottom covered as he did so, knowing Sarah would not miss a chance to tease him for exposing his underwear. “There.”

“How’d you get all the way over there?” Sarah asked, stepping out into the late morning sun. “I found my old jump rope!”

“Jump rope? That’s what you made me wait for?” Sammy whined. “I’m not good at that.”

“You haven’t tried in years! Bet you’re a lot better at it than you remember.”

“Bet I’m not.” Sammy mumbled.

“I’ll go first.” Sarah bounced a bit and then starting twirling the rope. “One, two, three, four, five!” She agilely stopped jumping and bowed. “There. I’m sure you can do more than five!” She held the jump rope out to him, but Sammy did not take it.

“I'm not doing it.”

“Why not?”

“Cuz”

“Cuz why.”

“It'll be fun. You just have to beat five. Do six jumps and you can be done.” Sammy considered it. Six was not all that many. But how could he, dressed as he was? “Come on.”
   
“In this?”
   
“Think of it as practice.”
   
“For what?” Sarah only smiled knowingly, which unnerved Sammy as it always did. “For what?” Sammy repeated.
   
“Well, it's not even noon yet and you'll be in that until bedtime, won't you, little Sammy?”
   
“Hope not.” Sammy mumbled. Sarah smirked, but ignored his muttered comment.
   
“So you’re going to do it? Just six jumps.” She helpfully held up six fingers. Sammy sighed.
   
“I guess.”
   
“Yay!” Sarah clapped her hands before handing the jump rope to Sammy. “Just take one of the handles in each hand and”
   
“I know how.” Sammy insisted. He took a deep breath, but then stopped. “How many tries do I get?”
   
“As many as you need, silly Sammy!”
   
“I’ll only need one.” Sammy said, hoping his confidence would make it true. Sarah took a couple steps back to give him plenty of space and waited for the show to begin. Even with the light breeze, Sammy’s skirt was unruly. She just wished he had cuter underwear on. The sharks looked so angry and ferocious, not at all cutesy like his undies should look. She silently scolded herself. She was getting ahead of herself. One day at a time, Sarah, one day at a time.
   
Sammy breathed in and out, trying to gather himself. He knew Sarah had something planned, but what? He had never had much success with trying to outthink her, but he still remained hopeful he would, one of these times. With the slightest shrug, he decided just to jump. Six jumps was nothing. He would just take it slow.
   
“One! Two!” He stumbled as he realized just how much his skirt bounced with his jumps. It almost felt like Sarah could see his belly button! Sarah giggled, but tried to keep her face impassive.
   
“Not quite six. Is something wrong?”
   
“No.” Sammy replied through gritted teeth. He shook his head and gave it a second try. This time, he made it up to four, but stumbled over of all things, an untied shoelace. He fell to his knees onto the patio. “Ouch.” Sarah swooped over and helped him up, tugging his skirt down over his shark undies.
   
“No wonder you tumbled!” She said, looking down at his shoes. “You tie your shoes too loosely, Sammy.” She said. “So, from now on, I want you to let me tie your shoes for you.”
   
“What? Why?” She knew that she would get her way regardless, but why not try to make him genuinely want it?
   
“Don't you like the idea of me tying your shoes for you? Like a servant?”
   
“Not the way you're talking about it!” Sammy exclaimed. “You're making me sound like… like I can't do it myself.”
   
“You literally just tripped over your shoelaces, Sammy. You can't do it yourself. But that's why it's so good that you have a big sister.” She tapped her cheek and Sammy kissed her cheek. “Sealed with a kiss. From now on, I'm tying your shoes for you, right?” Sammy sighed.
   
“Can I just have a chance to prove I can do it?" Sarah shrugged.
   
“If it's that important to you, sure.” She looked at his knee. “But we’re going to have to take a break from jumping rope. Look at your knee!”
   
“It’s barely bleeding.”
   
“You’re being such a brave little boy.” She praised. “C’mon, big sister’ll get a bandage on your booboo.” She grabbed his hand and pulled the baffled boy toward the house.
   
“Sarah, seriously. It’s not even bleeding anymore!” Sammy protested as she dragged him inside, but she was on a mission and not listening.
   
“What’s going on?” Mom asked.
   
“Oh, Sammy had a little oopsie, but I’m going to help him get cleaned up. Now that his tears have stopped!”
   
“I did not cry!” Sammy insisted, trying desperately to pull away from Sarah’s grip. “Let me go!”
   
“We’re almost to the bathroom, Sammy wammy.” Sarah said. “We’ll get your booboo all cleaned up!”
   
“Sarah, stop!”
   
“You’re going into shock, Sammy.” She teased as they entered the bathroom. “Sit down on the potty while I find you a nice, fun band-aid. That’ll make you feel all better, I bet!” Sarah snuck a peek at Sammy and smiled as he complied, brushing his skirt smooth like a natural. He was becoming such a good little boy, she thought. “Let’s see what we’ve got. That one’s boring… ugh! How long’s that one been in here?”
   
“What are you looking for?”
   
“Just a minute!” Sarah said in sing-song. Sammy rolled his eyes. Why was he even putting up with this? Grabbing a bit of toilet paper, he decided he would just wipe the blood away. Then Sarah would see that it was barely even a cut. “What are you doing?” Sarah asked the second the paper touched his knee.
   
“Cleaning myself up.” He braced himself for her to scold him.
   
“Aw, Sammy! You’re such a big boy!” Sarah praised effervescently. He stared at her. “But why don’t you let your big sister help, hmm?”
   
“Sarah. I don’t need your help.” Sammy tried his best to speak clearly and calmly so that there was no chance for misunderstanding. “Look, it’s already cleaned up.” His comments fell on deaf ears as Sarah wet a washcloth in the sink and, kneeling down, dabbed at his knee. “This is ridiculous.”
   
“Big sister will get you all cleaned up. You’re being so brave!”
   
“How?”
   
“By only whining a little.” Sarah winked at him. Sammy huffed.
   
“Was not.” Sarah shook her head.
   
“Look what I found!” She unwrapped a bandage and stuck it to Sammy’s knee. He looked down at it. Where had she found a Sesame Street Band-aid? “All better!”
   
“I guess.” Sammy mumbled.
   
“It’s just missing one thing.”
   
“What?”
   
“Dunno. Let me think.” Sarah tapped her cheek, making loud thinking noises. It took Sammy a moment to realize what she was doing.
   
“Fine.” He sighed and kissed her cheek.
   
“That’s a good little boy! Who am I?”

“Big sister.” Sammy mumbled.
   
“And you?”
   
“A little boy who needs his little sister.”
   
“Very funny. Maybe you’re too little to remember all that.” She smirked. “Maybe we should just shorten it to ‘little baby’.”
   
“No way!”
   
“Sure hope we go somewhere soon so you can use your new car seat again.” Sarah teased. Sammy glared at her.
   
“Let’s get out of here.”
   
“Eager to go back to jumping rope?” Sarah suddenly grabbed his wrist. “Sammy! Your shoes are untied. Again!”
   
“Let me” Sarah cut him off.
   
“Nope. You’ve had your chance. I’m tying them. You’ve been walking around with them untied all day!”
   
“Have not!”
   
“Kids, stop fighting.”

“Mom, Sarah”

“Sammy, I’ve got a lot going on right now.” His mom said. “I don’t have time to referee every little spat you two have.” Sammy felt like everything would be solved if she would just listen, but he had no such luck. “Did you get Sammy's injury taken care of?”
   
“Yep! See his bandaid?” Sarah reached over and lifted Sammy's skirt, not that it was necessary for their mom to see his Sesame Street bandaid.
   
“Where on earth did you find that?”
   
“Back of the medicine cabinet. Bandaids don't expire, do they?”
   
“I don't think they do.” They went back and forth, just chatting away as Sammy stood there awkwardly, wondering if he could go find something to do or if he had to stand here and listen to their boring conversation. When he tried to slip away, Sarah grabbed his hand.
   
“Sarah” he whined.
   
“Sammy, don’t interrupt.” She said before resuming talking to their mom, holding Sammy’s hand to keep him there, giving it a gentle squeeze every now and again.
   
“I suppose” mom said after what felt like an eternity. “We should make Sammy some lunch already, hmm?”
   
“What are you making him?” Sarah asked, pulling Sammy after their mom into the kitchen.
   
“What do you think we should do, Sarah?”
   
“How about”
   
“Sammy, sweetie, don't interrupt.” Sarah said. Sammy looked pleadingly at his mom, but she was not looking. “How about you go sit at the table while mommy and I make you some yummy lunch?” Sammy stared at her as if she had grown a second head, but she simply smiled and nudged him toward the table. Sammy walked over to the table, but as soon as Sarah disappeared back into the kitchen, he made his escape, sneaking upstairs to his room, wincing as the stairs creaked. It was time to take the dress off, no matter what. Once he was back in his clothes, things would surely go back to normal, right?
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on January 27, 2020, 03:25:02 AM
me thinks there will be a way to prevent him from changing back into boy clothes
Title: Re: Boys Don't Wear Dresses
Post by: PervScenes11 on January 27, 2020, 07:46:18 AM
Andlat: as always in your story, the slow but steady social demotion of the main character is excruciatingly hot. Hope we get more of Dad actively encouraging Sammy to wear dresses/be girly.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on January 27, 2020, 09:33:27 AM
Krystalasbaby - Sarah can't be everywhere at once, can she? Sometimes even her plans don't go the way she wants... Or maybe you're exactly right. -zips my lips-

Pervscenes - it's so rare for me to include dad as a figure in my stories, perhaps I should be sure to give him lots to do
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on January 29, 2020, 05:14:55 PM
Hi Andlat, still enjoying this story immensely.  I imagine it will get interesting for little Sammy as he tries to assert his independence, both with Sarah and especially his mom....
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on January 29, 2020, 06:18:00 PM
Easing the door shut, Sam breathed a sigh of relief, barely even glancing at his mattress with its missing bedsheets. Mom was washing them, like she had said. He had more important things on his mind.

His plan was simple. He would just put on pants and a shirt and then head back downstairs, not even acknowledging that he changed clothes. He nodded to himself. Maybe, just to be safe, he would change his underwear as well. That way, even if he was forced back into a dress, they would see that he changed his underwear and he would get some brownie points. The first step was getting the dress off.
   
Sammy tugged it over his head, but it got stuck around his neck. He yanked and nearly choked himself in his struggle. He would need to try something else.
   
“Oh, it’s still buttoned.” He reached to the back of his neck and unbuttoned it with only a minimal struggle. “There we go.” He pulled the dress off and breathed a sigh of relief. “Alright, now to change.” In no time flat, he felt normal again, standing in front of the mirror in his normal boy clothes. “Hope this lasts.” He felt a gnawing in his stomach as he realized that Sarah would never let him get away with this. “Who cares about what Sarah says? She’s my little sister!”
   
“Sammy?” He heard his mom call. “Are you up there?”
   
“Coming, mom.” Sammy said, hurrying out of his room. He only wished he had thought to remove the bandaid before right now. At least it was covered by his shorts. He skidded to a stop at the top of the stairs. Had he left the dress on his floor? He hurried back and put it in his hamper. He was not taking any chances.
   
“What do you think you’re doing?” Sarah asked accusingly the moment Sammy came downstairs. “Go back upstairs this instant!”
   
“No way” Sammy said. Sarah frowned.
   
“Sarah, leave your brother alone so he can eat his lunch.” Their mom called from the kitchen. “If he changed clothes, that's his choice.”
   
“Can I feed him again?” Sarah asked with a wicked grin as Sammy sat at the table. Sammy had a sneaking suspicion that she would try to dirty his shirt if she got to feed him.
   
“I don't think he needs any help with a sandwich.” Mom replied dryly. “Did you change your underwear?” Sammy stared at her in surprise before stammering a yes. “Do I need to check?”
   
“No, it just took me by surprise is all.” Sammy said. She nodded and set a sandwich in front of him. It was cut into quarters and the crusts were cut off, not that Sammy was too unhappy about that latter fact. He had never really liked bread crusts. The sandwich oozed peanut butter and grape jelly. “What's this?”
   
“Your lunch. You didn't tell me what you wanted, so” she set a glass of milk in front of him. “We went old school.” Sammy glanced over at Sarah, who seemed thrilled. Of course it was her idea. “Sarah, how about you go and do what we talked about while Sammy was upstairs?”
   
“What's that?” Mom smiled as Sarah practically skipped into the living room.
   
“Well, Sam,” she said slowly. “I'm getting a bit concerned about how much time you spend watching TV and playing on your tablet.”
   
“I've hardly touched them today!”
   
“This is more than just a one day thing, Sam.” She replied. “So, I'm having Sarah set up time limits. Once you exceed that amount of time, you won't be able to get access without a password, which only me and dad will have.”
   
“And Sarah? She's the one setting it up, after all.”
   
“I figure you'll be more comfortable asking me or dad for permission, so let's just say it's only us who have it.” Mom said with a smile. “If Sarah abuses it too much, she'll lose that privilege. Trust me.”
   
“How is that fair?”
   
“We’ll be watching very closely, Sammy.” Mom reassured him. “Now eat your lunch.” Sammy obeyed, quickly discovering that the sandwich had a lot of jelly on it, making it a messy endeavor. He leaned forward, keeping the sandwich over the plate, unsure of exactly what fate would befall him if any jelly got on his shirt. “Drink your milk, Sammy. You need it to grow up big and strong.” Sammy made a face. He had never really liked milk and now mom, or more likely Sarah, had poured a full glass in what had to be the biggest glass in the whole house. He reached out to grab it, nearly knocking it over. He quickly steadied it, realizing just how dangerously close he had come to spilling it. Sammy did not even want to think about what would happen if he had spilled. He shuddered.
   
Taking great care, he lifted the glass to his lips and took a sip, grimacing as the milk touched his tongue. Yep, still don’t like milk, he thought.
   
“You’re not leaving the table until you finish your milk.” His mom said. He stared at her. Could she read his mind? She just smiled. “Just drink it quickly, but not so quickly you give yourself a headache.” He nodded and took another sip. Maybe it was just his imagination, but the second sip seemed even worse.
   
Sarah came back into the dining room, smiling as she saw Sammy trying to force down his milk.
   
“Everything’s all set for Sammy, mom.”
   
“You didn’t do anything mean, did you, Sarah?” Mom asked. Sarah gasped.
   
“Mom! Why would you accuse me of such a thing?”
   
“You know why, Sarah. You never miss a chance to torment your brother.” Sammy looked at his mom and sister, trying his best to make it look like he was not looking, nor that he was beaming at the fact that his mom seemed to be taking his side for once. He felt a warmth inside as he realized that he had made it much longer than he had expected in his normal clothes. Maybe he would never have to wear a dress again!
One glance at Sarah was all he needed to know that that was little more than wishful thinking. Given the chance, Sarah would probably take away every scrap of clothes he owned other than the dresses she had forced on him. He could not, would not wear a dress to school, but there were only a few days of school left before summer. Maybe he could ask Gavin’s mom if he could live with them.
   
“Focus on eating, Sam.” His mom said. “Your milk will be warm by the time you’re done.” Sam rolled his eyes and finished his sandwich before turning his attention to the milk. He grabbed the glass, took a deep breath, and tried to force it down as quickly as he could. The taste of milk, heavy on his tongue, made him stop and he set the glass down. It wobbled, but he steadied it. “Just drink a little bit more.” His mom coaxed. “If you get halfway, I’ll let you stop.” Sammy nodded and reached for the glass. He missed and knocked the glass, causing it to tip right onto him. He felt as if he was soaked! “Oh, no! Sammy!” His mom said, running into the kitchen and grabbing a dish towel. She wiped up the small puddle on the table and then moved to the floor before assessing him. “Your clothes are soaked.” She remarked, setting the sodden towel on the table and pulling Sammy’s shirt over his head.
   
Sammy tried to take over, but in no time flat, his mom had him stripped to his soccer ball briefs, which soon joined his shirt and pants on the floor. He blushed and covered himself as he realized he was buck naked in the middle of the dining room with both his mom and Sarah right there. How had three quarters of a glass of milk gotten him that wet? He had the worst luck in the world! Grabbing the dish towel, his mom got the few drops of milk that had somehow made it to his skin.
   
“Alright, scamper upstairs and get dressed. These clothes will go in the wash.” His mom said. “Sarah, stop gawking at your brother. You’ve seen him naked before.”

“Sorry, just funny seeing his little boy butt.” Sarah said with a giggle. “It’s smooth like a baby’s!”
   
“Sarah, enough. Sammy, go get dressed. I’m not running a nudist colony." With one hand over his crotch and the other trying to cover his bottom, Sammy dashed upstairs.
   
“Think he’ll put on a dress?” Mom asked. Sarah smirked. They both knew that there was not a chance. Sure enough, Sammy came downstairs a few minutes later dressed remarkably similarly to the outfit he had spilled on. Sarah looked a bit disappointed, but brightened up when she realized it was time to show Sammy the new settings she had put in place.
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on January 30, 2020, 02:16:03 AM
Ok brother, sister torment is normal, but isn't it about time for Sarah to get what is coming to her.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on January 30, 2020, 01:44:18 PM
Ok brother, sister torment is normal, but isn't it about time for Sarah to get what is coming to her.

I'm glad you're so invested in the story that you want to see Sarah's comeuppance. Lots of surprises to come!
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on February 01, 2020, 03:16:45 PM
“So, I've created your own profile on the TV.” Sarah explained, showing Sammy the blue teddy bear icon labelled Sammy. “Since Mom wants your TV time limited, it'll keep track of how much TV you watch on your profile.”
   
“I know how profiles work.” Sammy muttered, clicking on it. “How much TV time do I get in a day?”
   
“Don't worry about it.” Sarah said with a smile. “Here.” She took the remote from him. “I also put some limitations on what you can watch.” She picked a horror movie and, instead of playing, a box popped up.
   
“Seriously?” Sammy growled as he read the text. “Ask Mommy, Daddy, or Big Sister for permission to watch this?”
   
“Isn't it cool how customizable it is?” Sarah teased. “Don't worry. You'll still be able to watch TV. It's just the stuff that's inappropriate that it blocks.” She turned off the TV. “But, you've already watched enough TV for today, don't you think? That's what mom said at least.” She grabbed his tablet and handed it to him. “I also made some changes to your tablet.” He nervously turned it on.
   
“Oh, my god.” He said, staring at it as it came to life with a colorful message. “Hi, Baby Sammy?”
   
“Mhm!” Sarah giggled as he glared down at the home screen, which now had a smiling teddy bear wallpaper. Every icon was a primary colored star, moon, or other basic shape. He shifted his glare to her, but Sarah tapped her cheek until he quickly kissed it.
   
“Put it back to normal.”
   
“Or what?”
   
“I'll tell mom.”
   
“Good luck with that. I won't put it back to normal even if you tattle.” Sammy tapped the settings, but an error popped up, saying that that was off limits for Baby Sammy. “Does it have to call me that?”
   
“That’s your name now in there.” Sarah said with a giggle. “Well, some games might just call you Baby.” She patted his thigh. “Like we discovered this morning, you still have so much baby fat, don’t you?” Sammy grunted. “I just asked you a question, Sammy. Use your words and answer it.” He ignored her, tapping one of his favorite games. An error message popped up: To unlock this game, you must complete three levels of Mr. Bunny’s Number Garden.
   
“What’s Mr. Bunny’s Number Garden?”
   
“Oh, it’s a new game that I know you’ll like.” Sammy dismissed the error and tried to open another app.
   
“Mr. Bunny’s Alphabet Garden? This game requires that.”
   
“Yep. You’ll have to play along to get access to your old stuff, Sammykins.” Sarah said. “I’m sure it won’t be tough for you. You’re a big boy, right?” She patted his thigh. “I know you know this one, Sammy!” He growled, shutting off his tablet.
   
“I’m a little boy who needs his big sister, happy?”
   
“I am.” Sarah replied. “I’d be even happier if you said you were a baby though.”
   
“I’m not!” Sammy realized how whiny he sounded, so he cleared his throat. “I am not a baby, Sarah.” Sarah smirked.
   
“Bet I could tickle you until you wet yourself like a little baby. That’d be what? Your third pair of undies you’ve ruined today?”
   
“I didn’t ruin the first pair. I just had to change them.” Sammy mumbled, realizing how silly that sounded out of his mouth.
   
“Wonder if I could convince mom and dad you need diapers. Bet I could.” Sammy rolled his eyes.
   
“Wouldn't they take me to a doctor or something?”
   
“Maybe, but they'd make you wear a diaper to the doctor. You know they would.”
   
“Quit it, Sarah.” Sammy said. He knew that she was just teasing. He got up off of of the couch. He set his tablet aside, but then thought better of it.
   
“Where do you think you're going?”
   
“Away from you.”
   
“Oh, no you don't.” She grabbed his wrist. “You owe me for allowing you to take your dress off.”
   
“Sammy, you changed.” They both froze as dad walked in the front door.
   
“Uh, yeah.” Sammy said. “I was ready to take the dress off.”
   
“Maybe you should start doing your own laundry if you insist on costume changes in the middle of the day.” His dad teased.
   
“That might be a good idea. Teach little Sammy some responsibility.” Sarah remarked.
   
“I don’t see you doing your laundry.” Dad replied with a smile. “Lead by example.” Sammy thought it was a little odd that his dad was encouraging his little sister to lead by example, but he supposed that it was not out of character. He did sometimes feel like his parents forgot that he was older than her. “Do you two have any plans for the afternoon?” Sammy was about to say that he did not, but Sarah answered for the both of them.
   
“I was thinking we’d go over to Tiffany’s house and use her pool.” Sammy grimaced when Sarah was not looking. He did not like Tiffany. All Tiffany ever seemed to talk about was boys and make-up and she had what had to be the single most annoying laugh ever. It sounded like a hyena’s, not a person’s.
   
“I don’t feel like swimming.”
   
“You can sit by the side of the pool then.” Sarah said. "Dip your itsy bitsy tootsies in the water where we can keep an eye on you." Sammy waited for his dad to scold Sarah for teasing, but it did not come.
   
“Doesn’t swimming sound a lot better than hanging around the house all day?” His dad said diplomatically. Sammy shrugged.
   
“Not really. I like sitting around the house.” His dad frowned slightly.
   
“You need fresh air.”
   
“I was just outside!”
   
“It’ll be fun. I promise.” Sarah said, gently rubbing his back. “We can go home whenever you want.” Sammy knew that that would prove to not be true, but what could he say? It sounded like his dad and Sarah had made up his mind for him.
   
“Why don't you run upstairs and find your swimming trunks?” His dad said with a smile. “Do you think you can do that on your own?”
   
“Yeah.” Sammy said at once.
   
“Go on then.” His dad said. “Sarah, I assume you’re already ready.”
   
“Yep!” Sarah said. “Oh, but real quick, dad, I want to ask you something.” She stopped and looked at Sammy. “Hurry up, Sammy! Tiffany’s expecting us!” Sammy wanted to know what Sarah was about to say, but she clearly did not intend to start talking until he was upstairs. His only hope, he thought as he ascended the stairs, was to find his trunks and hurry back as quickly as possible.
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on February 01, 2020, 04:10:26 PM
So much for Sarah not being mean.  Sammy should just give the tablet back to his mom and let her know if he is allowed to use it why did they give him one.  They are really being unkind
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on February 02, 2020, 02:30:38 PM
Sammy yanked open the bottom drawer of his dresser and dug to the back until he found the familiar pair of grey, blue, and green striped shorts. He grinned and hurried to the stairs, but he did not hear any voices. He pounded down the stairs, nearly tripping and falling.
   
“Is that Sammy I hear nearly falling down the stairs again?” His mom asked, poking her head around the corner. “If you don't start being more careful, you're going to break your neck.”
   
“I was in a hurry.”
   
“Stairs can be dangerous. Maybe I was right this morning. Maybe we really should start having you scoot down them again.”
   
“I'll be more careful.” Sammy hoped that Sarah had not heard, but the living room was not all that far away. He walked into the living room. Sarah was grinning about something. Had she heard? “Where’s dad?”
   
“Oh, he’s already gone out to the car.”
   
“The car?”
   
“Tiffany lives across town, so I asked if he’d drive us instead of us having to walk.”
   
“Oh.” Suddenly, it hit Sammy why Sarah was so happy. “Hey! You planned this.”
   
“Well, duh. I don’t want to walk all that way!”
   
“No, I mean” he stopped talking, blushing. Sarah snickered.
   
“And of course, your car seat is a plus.” Before Sammy could retort, the door opened and their dad walked back in.
   
“Let's go, kiddos. Sammy, get your shoes on.”
   
“I left my socks upstairs.” Sammy turned to run upstairs to grab them, but Sarah had other plans.
   
“We're already late. Can't you just go barefoot?”
   
“I guess?” Sammy said. Was she planning for another overreaction about a minor injury? What was her game?
   
As they headed outside, Sammy stepped gingerly on the rough sidewalk. It did hurt the soles of his feet, not that he was going to make Sarah aware of that. Noticing his careful steps, dad took matters into his own hands.
   
“Here we go, squirt.” Slipping his hands under Sammy's arms, he picked him up. “Good thing you're not still in your dress, hmm?” He teased, Sammy's entire midriff exposed. “Oof, you're getting too big for this!” All the same, he set Sammy against his shoulder and with a hand on his butt, carried him to the car and deposited him right into his pink car seat as if it were the most natural thing in the world. “Buckled in all safe and sound!” Dad said, smiling at Sammy, who was bewildered about how quickly this car seat had become the most ordinary thing in the world for his family.

He held his swim trunks in his lap as they drove, but he suddenly noticed something. He unfolded them and looked down at the gaping hole right in the middle of the backside, almost fully exposing the mesh inner lining.

“Oh, no.” Sarah looked over and saw his swimsuit, or at least what remained of it. She smiled kindly and gently padded his thigh in an almost maternal fashion.

“We can see if Tiffany’s brother has a spare.” Sammy nodded, but then he started to wonder. Did Tiffany have a brother? He had never met him. Then again, he had never been to Tiffany’s house before, she had only ever come over to Sarah’s. “Don’t worry.” Sarah said, gently patting his thigh again. Why was she being so nice? She had to have something planned.

Seeing his face, Sarah decided to take drastic measures. Grabbing one of his bare feet, she began to gently tickle its sole. Sammy tried to hold it in, but a high-pitched squeal broke free and he was soon laughing uncontrollably.
 
“There’s your smile!” Sarah said, letting go of his foot. Sammy settled back down as they pulled up to Tiffany’s house. Sarah had said that she lived across town, but they had barely travelled four blocks. Obviously, she had just wanted him to have to sit in his car seat. Which could only mean that she had something further planned inside. How could he be sure Tiffany even had a brother?
Title: Re: Boys Don't Wear Dresses
Post by: Kittykater on February 02, 2020, 09:25:02 PM
Hi, I liked this :) :)
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on February 04, 2020, 05:59:04 PM
Before we get to the next part of Sammy and Sarah, I just want to say that I appreciate what comments and feedback I have received, but I am feeling fairly discouraged by how few comments there are. As I'm writing this, there are eight different people reading this thread and none of them have, to my knowledge, left a single comment on this story. This is a free story on a free site, so it seems to me that the least you can do is leave a comment letting the author know what you think about what you're reading. This isn't only an issue on my stories, for what it's worth. I intend to at least post the reminder of this chapter on this site, but after that, I will reassess my priorities and may move to a site that has a sense of community. It is simply not worth my time and effort to continue to post here if I am getting nothing back. Anyway, on to the story.



Sammy’s concerns only grew as they waved good-bye to their dad and walked into Tiffany’s house. It looked like a nice house, with lots of photos of the family. In most of them, Sammy could see a red-headed little boy, playing Tee-ball and peewee soccer, smiling at the camera as he sat in his dad’s lap. If those were recent photos, Tiffany’s brother must have been no older than five!

“Home alone?” Sammy heard Sarah ask Tiffany. Tiffany was a bit taller than Sarah, making Sammy feel even smaller. He was older than either of them by nearly two years, but he was easily the shortest. At least, he thought, I’m not wearing a dress. He wondered idly if Jaxon had ever been made to wear dresses by Tiffany.

“Yeah, Mom’s running errands and Dad took Jaxon to see Paw Patrol on Ice or something.” Tiffany said, rolling her eyes. “Little brothers, right?” Sarah smirked at Sammy, who blushed.

“So,” Sarah said in a tone that echoed her mother’s as she got down to business. “Sammy’s swimsuit is ripped. Can he borrow one of Jaxon’s?” Tiffany sized Sammy up with her eyes.

“Yeah, I bet it’ll fit him. His room’s down the hall and on the left. His name’s on the door.” Sarah smiled and patted Sammy’s shoulder.

“Need us to draw you a map?”

“No.” Sammy said sullenly, only realizing as he walked down the hall that he should have just ignored her.

Jaxon’s bedroom looked like a pretty typical little boy’s room. He had a LEGO bedspread and a Paw Patrol poster on the wall. His name was spelled above his dresser in blue block letters. He had a small bookshelf with brightly colored books. Sammy noticed a number of Magic Tree House books, which he remembered from his younger days. Was Jaxon reading them at 5? Sammy had not gotten to them until third or fourth grade.
   
Sammy pulled open the drawers of Jaxon's dresser, trying to find a swimsuit. He could not prove it, but he knew that somehow, Sarah had ripped his trunks at some point. This was all an elaborate plot of hers. He knew it sounded paranoid, but he still believed it. He paused as he opened the drawer that held Jaxon's socks and underwear, blushing as he saw that the five year old wore plain colored briefs, much more mature than the colorful planes that adorned Sammy's current pair. Jaxon was not even half his age!
   
“Great.” He muttered, dourly pushing the drawer closed. He sighed as he admitted defeat and walked to the hall, where Sarah stood waiting already in her swimsuit. “Couldn't find it. Guess I'll just sit by the side of the pool.” Sarah shook her head.
   
“Naw, Tiffany has another idea.” Smiling, she tapped her cheek and waited for Sammy to obediently kiss it. Since Tiffany was out of sight, Sammy obliged. Sarah smiled. “Now, remember, it’s just you, me, and Tiffany, so no one else will see you.”
   
“See me?” He asked, his heart starting to pound. What had Sarah planned this time?
   
“Now, don’t freak out. We’re guests and Tiffany’s trying her best.” Sarah said slowly. “But, we figured you could wear one of her old suits.”
   
“What?”
   
“I said don’t freak out, Sammy.” Sarah said. “I know it’s not ideal, but”
   
“We promise not to laugh at you.” Tiffany said, coming out of her room in a green and white striped tankini. She held up a hand. “I solemnly swear.” Sammy frowned as Sarah echoed it. This could not be good.
   
“What, you’re going to have me swim in my underwear?” The girls exchanged a look.
   
“Hadn’t thought of that.” Sarah said.
   
“That could work.” Tiffany replied thoughtfully.

“What color undies are you wearing, Sammy?” Sarah asked. “You’ve changed them so many times today after all your accidents!” Sammy blushed as Tiffany mouthed the word ‘accidents’ to herself.

“Uh, mostly”

“White?” Sarah said, rampaging over Sammy’s reluctance. “That’s what I thought. “Not going to work, Tiffany.”

“Darn” Tiffany said, smiling at Sammy sympathetically. “Guess we’ll have to go with the other plan.” She disappeared back into her room for a second, emerging with, just as Sarah had promised, a girls’ swimsuit. Sammy stared at it in revulsion. It was bright pink with pink bows on the shoulder straps and a pink skirt that just barely came down to the bottom of the swimsuit. He took a step back.

“Look, I can just dip my feet in the pool or something.” He stammered. “I’m not wearing that!”

“It’s just a swimsuit.” Tiffany said. “I got the idea because Jaxon had to do the same one time he ripped his.”

“Really?” It felt like a lie to Sammy, but how could he know? Tiffany nodded.

“Sammy,” Sarah said, touching his shoulder and giving it a gentle squeeze. “We really want to swim.”

“Then go swim.”

“Not until we can make sure you have as much fun as we do.” Sarah said. “You love swimming!”

“And you promise no one will see?”

“It’s just us.” Tiffany said. “My dad and brother aren’t coming back until tomorrow since Jaxon’s school is already done for the summer. Wish ours was.” They all nodded, bonding over a dislike of school and an impatience for summer. “And mom’s probably going to stop at a friend’s house or something before she gets back.” Sammy’s doubt was written all over his face.

“I dunno. Maybe I could just swim in my shorts?”

“And what would you wear while they were drying?” Sarah asked.

“Something of Jaxon’s?” He knew it sounded silly, but he enjoyed any time he could outsmart Sarah. Sisters were tricky, after all. Sarah shook her head.

“Which makes more sense?” She said. “Putting on this swimsuit and then going back to your own clothes after or ruining your clothes and wearing Jaxon’s clothes home?” Sammy frowned.

“We really do promise we won’t laugh at you.” Tiffany said reassuringly. “The backyard has a really high fence, so no one will be able to see us, even if you jump really, really high.” Sammy’s nose wrinkled as he thought.

“Fine.” He muttered, looking at the swimsuit in Tiffany’s hand.

“Sammy” Sarah said. “How about we try that again?” He snuck a glare at her.

“I’ll wear the swimsuit. May I please have it?” Sarah could not hide how impressed she was. Tiffany handed it to him.

“Sammy, maybe I should help you. That’s not as easy as stepping into a pair of shorts.”

“I don’t need help.”

“Well, how about I come in, just in case?” Sarah and Tiffany exchanged a knowing smile of two big sisters before Sarah nudged Sammy back into Jaxon’s room.

“You really don’t have to”

“Hush, Tiffany’s waiting. Get undressed.”

“But”

“No buts, Sammy. Besides, I saw yours about an hour ago, didn’t I?” She smiled at her own wit.

“Can you at least turn your back or something?” Sammy asked.

“I’ll turn my back after you’re in just your underwear.” Sarah reasoned. “That’ll have to come off too, you know.”

“I know.” Sammy muttered darkly, forgetting once again that responding to everything Sarah said rarely, if ever, worked in his favor.

As he undressed, he thought back on his dad’s advice. Had it only been that morning that he had told him to not let Sarah get to him? It was clearly past time to take his dad’s advice, he thought as Sarah giggled at his briefs.

“What precious undies! Too bad they’d turn see-through in the pool! You don’t want me and Tiffany to see your little dinky!”

“Just turn around.” Sammy muttered through clenched teeth. Sarah shook her head.
“And miss an opportunity to help my baby brother put on his pink swimsuit? I wouldn’t miss that for the world.”

“Sarah” he began, backing away from her.

“Who are you, Sammy?”

“Sarah, c’mon.”

“Sammy, Tiffany is waiting and I know she’ll be curious if she hears me having to spank you.”

“You wouldn’t.”

“Stop being naughty then.” She said. “Now come here. You are a little boy who needs his big sister, aren’t you?” He nodded. “Alright, I’m going to pull down your undies and you’re going to put your hands on my shoulders to balance and step into your swimsuit, understand?” Sammy blushed, but did not answer. “Do you understand, Sammy whammy?”

“I do.” He mumbled. Sarah smiled and tugged down his underwear. His hands instinctively covered his crotch, but Sarah let him. He’d have to move his hands in just a moment.

“Alright, the first step is a lot like your clothes.” She gathered the swimsuit in her hands and kneeled. “Hands on my shoulders and step in. I’ll even look away from your dinky, okay?” Sammy whimpered, but she turned her head aside. She saw his hand rest on her shoulder and he stepped in. “And up comes your swimsuit!” She rose with it, pulling it up his body. “And the straps go over your arms!” In no time flat, Sammy had the little girl swimsuit on. Sarah reminded herself to ask Tiffany how old she was when she had worn it, but Sarah would’ve guessed Jaxon’s age, if not younger. “Was that so bad?” She asked, straightening Sammy’s skirt before gathering his clothes. “I’ll just put these with mine.” She said. “I promise we won’t lose them.” The thought had not even occurred to him, but now that she had said it, it became a real fear and he resolved not to let them out of his sight until he saw them with her clothes.

He followed Sarah out of the room, tugging on his skirt to try and make it longer. He thought it covered his privates, but how could he be so sure?

“We’ll need to wear shoes out back.” Tiffany said as they walked back to the entryway. “The ground’s a little rough, but once we’re on the deck, we can kick them off.”

“Oh,” Sarah said. “Silly Sammy forgot and didn’t bring shoes. Is there a pair of Jaxon’s he can borrow?”

“Sure. He has some Spider-Man flip flops. You like Spider-Man, don’t you, Sammy?” Sammy did not respond, unsure if there was even a right answer.

“He’s a little bashful about his swimsuit.” Sarah said, putting his clothes on top of hers on the couch. Sammy could not help but notice, whether it was intentional or on accident, but his underwear was right on top, where Tiffany would surely notice it. “I’m sure he’ll love the flip flops.” Sammy stepped into them, but an issue immediately presented itself. They were far too big. “Well, that won’t work.” Sarah said. “They’ll fall off before we’re even outside.”

“Yeah, they’re too big for Jaxon too.” Tiffany said. “That’s honestly probably why he left them here.” She smiled at Sammy. “You two must have the same size feet.” Even in a day full of embarrassments, Sammy did not like the idea he had the foot size of a kindergartener. “What else do we have?” Tiffany asked aloud. “I think we have some of my old ones back here somewhere…” Practically crawling into the closet, Tiffany suddenly gave a loud “aha!” before crawling back out with a pair of smaller flip flops in her hands. Sammy looked at them and sighed. They were pink with sparkly pink straps and even a large white flower on the top of each. Sammy knew even before she put them on the floor in front of him that, with his luck, they would fit perfectly. They did.

“Looks like we’re all set!” Tiffany said as Sarah looked at Sammy with a smirk. His hair was shaggy for a boy, but still a bit short for the typical toddler girl he was dressed as.

“Aren’t you forgetting something, Sammy?” Sarah asked. “Don’t you need to thank Tiffany for being so helpful?”

“Thank you for the outfit?” Sammy mumbled.

“You’re welcome!” Tiffany leaned down and patted Sammy’s shoulder. “I know it’s not what you’re used to or what you expected, but you really do pull it off.” Sammy knew it was supposed to be reassuring, so he smiled weakly and followed them out to the pool, trying to forget about his outfit.

Once they were in the water, Sammy almost forgot about his embarrassing outfit. Every time he got out of the pool to jump back in, as boys are wont to do, however, the water would tug slightly at his skirt as if to remind him that he had it on. On the plus side, the girls seemed to mostly leave him alone, other than Sarah occasionally reminding him not to run.

As he swam around, playing and cavorting in the water, he heard snippets of the girls’ conversation. Most of it was boring for him, talk about books and Tiffany’s plans for the summer. As he emerged from what he considered a world-class cannonball, he overheard Tiffany’s awful laugh. He shuddered, but then he heard what she said after.

“Yeah, little brothers all have annoying habits.” He froze. What had he missed underwater? Obviously, Sarah had said something about him being her little brother. He tried to eavesdrop without making it look like he was. “My mom’s determined to get Jaxon to stop suc-king his thumb. He only does it when watching TV and when we’re in the car, but she keeps saying big boys don’t suc-k their thumbs.” Sammy agreed, smirking to hear that a five year old still suc-ked his thumb. How old had he been when he stopped doing that? Younger than five, that much was for sure!

Sammy climbed out of the pool to do another jump, but Sarah looked over. She smiled as she saw his skirt yet again, but quickly remembered what she needed to say.

“Sammy sweetie, time to dry off. We need to get home in time for dinner.” Grabbing a towel, Sammy stood a fair distance away from Sarah, just to make sure she did not get any funny ideas about ‘helping’ him. Placing the towel around his shoulders, Sammy slipped his feet into the flip flops, glad that he could be rid of them once they were inside. Like seemed to always happen for Sammy though, his luck got worse once they went inside.
Title: Re: Boys Don't Wear Dresses
Post by: PervScenes11 on February 04, 2020, 07:04:43 PM
Andlat: very sorry to hear that you feel like you're not getting the kind of feedback/response that you want. I, for one, am loving this story. For whatever reason, a boy forced into a little girl's swimsuit is excrutiatingly hot to me, and the scene here where Sarah helps him get dressed is FIRE. Can you say more about what kind of feedback you want? I have a zillion things to say, but I try to keep my comments brief because I don't want you to feel like I'm demanding things or trying to dictate content in your work. Anyways, thank you so much for all your work. "Secluded Cabin Sissy" is one of my all-time favorite stories, and this is a close second. You have a real gift for describing social demotion, and I will miss your work if it stops being posted (which is, of course, your decision).
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on February 04, 2020, 08:04:21 PM
I sincerely hope you will continue to post here Andlat.  I am really enjoying this story.
Title: Re: Boys Don't Wear Dresses
Post by: Kayle on February 04, 2020, 08:57:30 PM
This story (like all your others) is very enjoyable to read. I try to avoid so i dont clutter up the thread, but please know I appreciate you sharing these here!
Title: Re: Boys Don't Wear Dresses
Post by: gunrunner on February 04, 2020, 09:03:52 PM
Andlet, I understand you deserve recognition for your effort. Yours, Baby Bobby's and Marybeth's stories are must reads.  When I come to Betty's story site often I'm not logged in.  This means I can't comment. Even when I am logged in I will often leave a "like". I hated English in school, can't spell (thank god for spell check), and my sentence structure may not be correct. So I try not to type much (I stink at that also).  So please continue to write. Count your likes, that is a simpler way for someone to say kudos.
Title: Re: Boys Don't Wear Dresses
Post by: kj777 on February 04, 2020, 10:37:28 PM
I also am not good at sentence structure and spelling. And therefore my writing stinks. But I do enjoy reading your stories. Thank you
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on February 05, 2020, 02:03:24 AM
I too hated English and spelling in school, but worked on it people.  I love this story and have been leaving comments.  I too will miss you if you move your stories to another community.
As far as signed in or visitor.  I am logged into the site at all times  so i can leave comments on stories i have read.
May i ask you to please reconsider.
Title: Re: Boys Don't Wear Dresses
Post by: Padfootpaddedbutt on February 05, 2020, 11:12:25 AM
Dear Andlat,

I'm so sorry you felt like you weren't getting enough feedback. I truly enjoy your stories, particularly this one. I hope you will continue to post here and please let us know what kind of feedback you're interested in so that we can learn to be more engaging. Thank you x
Title: Re: Boys Don't Wear Dresses
Post by: babyamylee on February 05, 2020, 02:47:38 PM
I am really enjoying this. The sisters in your stories are very well designed to create sweet agony for the sissy boys.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on February 05, 2020, 09:32:32 PM
Right there in the kitchen stood Tiffany’s mom, busy putting groceries away. She turned and saw them.
   
“I thought I heard voices in the back. How are you girls?” Sammy blushed, unsure if she included him or not in that.
   
“We’re okay, mom.” Tiffany said. “What’s for dinner?”
   
“Will these two be staying?”
   
“No, Sammy and I have to get home.” For the briefest of seconds, Tiffany’s mom stared at Sarah and then Sammy before she finally connected the dots mentally.
   
“Oh, my!” Tiffany’s mom said with a laugh very similar to her daughter’s. “I didn’t even realize that that was you, Sam! I’m so sorry!” Sammy’s face wrinkled and he looked away as her eyes unintentionally darted down to his crotch before returning to his face.
   
“His swimsuit was ripped, so we had to think of something else.” Sarah explained.
   
“It fits him very well.” Tiffany’s mom said, her eyes twinkling. “But I’m sure he’s had enough embarrassment for one day.”
   
“Let’s go get changed.” Sarah said, gently nudging Sammy toward their clothes. To his relief, Sarah seemed to feel bad about the mix-up, so she allowed him to go alone into Jaxon’s room and get redressed. As he stood there, underwear in his hands, a thought occurred to him. Surely Jaxon would not miss one pair of underwear. He paused, contemplating it. What would he do with his undies though? Putting them in his pocket would be pretty obvious. Knowing Sarah, he had to hurry, so he decided against it. Then again…
   
Working quickly, Sammy went over to Jaxon’s dresser and grabbed the first pair he could see, navy blue with a white waistband. He pulled them on, smiling to finally be in normal underwear again. He had not worn plain briefs since his twelfth birthday, practically a year ago!

The question now was, what would he do with his own underwear? His pocket was out and he could not hide them in Jaxon’s dirty clothes. They would stick out like a sore thumb. Spying the garbage can by the dresser, Sammy put them in, covering them with a few things to try to hide them. Satisfied, Sammy put on his shirt and pants, feeling almost like his old self again.
   
Dressed in his own clothes, Sammy brought the swimsuit out and gave it to Tiffany. She smiled at the meek boy.
   
“Are you sure you don’t want to keep it?”
   
“I’m sure.” Sammy mumbled.
   
“Okay, but you can totally have the flip flops. Sarah told me you two are walking home and you need something to wear.” Sammy wrinkled his nose and nodded.
   
“Uh thanks.” Slipping the flip flops on, he and Sarah said their goodbyes.
   
“We’ll have to hang out again real soon.” Sarah said.
   
“The pool’s always open for you two.” Tiffany’s mom said. “Walk safe!”
   
The walk home was surprisingly uneventful. Sammy suspected that Sarah felt guilty about his exposure to Tiffany’s mom, but he had no way to be sure. About a block from their house, though, a distracted Sammy almost stepped out in front of a delivery truck. Sarah grabbed him and pulled him back onto the sidewalk.
   
“Oh, my god! You almost died!” Sarah said. There was not a single note of teasing in her voice. She was genuinely concerned. Sammy was equally shaken, his breaths coming short and fast.
   
“Guess I gotta be more careful” he said, trying to calm his heart, which seemed to be beating out of his chest.
   
“Mom’s always said there should be a stop sign here.” Sarah said as they resumed walking. Thankfully, they made it the rest of the way home without any other incidents.
   
“There you two are.” Dad said. “Dinner’s almost on the table. Go wash up.”
   
Surprisingly, Sarah did not mention Sammy’s near miss, nor did she really look at him much over the course of dinner. They were having pasta, so Sammy did not need a knife. In fact, it seemed like an entirely ordinary family dinner, at least until Sarah’s phone chimed.
   
“No phones at the table.” Mom said, but Sarah looked over at Sammy.
   
“Sammy?” She said. “Are you wearing undies?”
   
“What?” Sammy and his mom said in unison. “Yeah!” Sammy objected.
   
“Well, Tiffany says they found your undies in Jaxon’s trash.” Sarah said slowly. “Are you fibbing?”
   
“No! I’m wearing” his voice failed him. He was caught, but he still could not bring himself to admit what he had done.
   
“Wearing what?” Dad asked.
   
“Show me.” Sarah said, standing up and pulling him off of his chair.
   
“Sarah, stop!” Sammy protested, but it was too late. Sarah had already yanked down his shorts and lifted his t-shirt out of the way, revealing the navy blue briefs.
   
“Those don’t look like yours.” His mom said. Sarah pulled out the back of the waistband and nodded.
   
“See? Jaxon written right in the waistband. Bad baby!” Sammy yelped shrilly as her hand connected with his backside with a smack!
   
“Sammy, you stole?” His dad said, his tone so grave that Sammy whimpered.
   
“I just borrowed” he mumbled meekly.     

“Sammy, this is very serious.” His mom said. “And, I think it shows we made the right decision.”
   
“Decision?” Sammy and Sarah said in near unison. Their parents exchanged a look.
   
“Starting tomorrow, since it’s Monday, your dad and I” mom said. “Are taking a big job in Sindelia. Because of how far it is, we’ll be leaving early and coming home pretty late, basically seven days a week. So, we’ll need you two to hold down the fort around here. I hope you’ll agree that you’re old enough, although Mrs. Boone is always next door if you need help.”
   
“And, since we can clearly see how things are around here” dad added. “Sarah’s in charge.”
   
“What?” Sammy and Sarah were again practically in unison, but this time, their tones could not have been more different.
   
“Given the fact that you stole, Sammy,” Mom explained. “I think it’s clear that you’re not ready to be in charge, so Sarah was the next choice. She’s shown a lot of maturity lately.”
   
“But”
   
“Sammy, hush.” Dad said. “We’re very disappointed in you and I hope that you show us you can be mature. You’ll be thirteen, you know.”
   
“I know.” Sammy mumbled.
   
“So it’s time to be a big boy.” Dad said. “Now, are you done eating?” Sammy had lost his appetite, so he nodded. A whole summer with Sarah in charge? How could they do this to him?
   
“Take off those undies right now, mister.” His mom said. “March right upstairs for your bath. And for goodness sakes, use the bannister!”
   
“Can I leave my shirt on?” Sammy asked, not relishing the idea of being naked in front of the whole family.
   
“What was that?” His mom’s voice softened.
   
“May I please keep my shirt on?” Sammy figured politeness would at least win her over somewhat.
   
“You may, but make sure it goes in your laundry basket and then meet me in the bathroom.” His mom sighed as she seemed to see his stolen underwear for the first time all over again. “Leave those undies on your chair. We’ll wash them and then you will return them to Jaxon with a very sincere apology.”
   
“Okay.” Sammy mumbled, stepping out of them and trying in vain to use his shirt to hide both his groin and his bottom.
   
“Mark my words, Sammy.” His mom said. “One more tumble down the stairs and you will be scooting down them on your butt until back to school.”
   
“Okay.” Sammy mumbled again, making a show of going up the stairs nice and slow.
   
“That’s more like it.” His mom said, calling his bluff. As he disappeared upstairs, she turned back to her husband and daughter. “Seriously, he’s still a cute little boy, but he’s getting that teenage attitude.”
   
“Spending too much time with Miss Sass over here.” Dad teased, looking at Sarah, who feigned offense.
   
“Sarah, let’s get upstairs before Sammy gets bored and gets into trouble.” Mom said, standing. Sarah looked at her, puzzled. “I didn’t want to mention it to Sammy right now on top of everything else, but since it’ll just be you two, you’ll be supervising Sammy’s baths. Just supervising. Understand?”
   
“Yep!” Sarah beamed. “Just watch little Sammy in the tub.”
   
“That’s right.” Mom said with a smile. “I know he doesn’t have anything you haven’t seen before. Oh, and gently remind him to wash behind his ears and things like that. He’ll be anxious to be done quickly at first, which is why we’re going to ease him into having you supervise.”
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on February 05, 2020, 09:54:53 PM
That is certainly an interesting twist with Sarah now babysitting her brother all summer.  Really enjoying how you are regressing little Sammy.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on February 05, 2020, 10:43:19 PM
That is certainly an interesting twist with Sarah now babysitting her brother all summer.  Really enjoying how you are regressing little Sammy.

She's only really in charge in emergencies. Sammy's a big boy. He can take care of himself, obviously.
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on February 06, 2020, 12:29:29 AM
Actually when the parents are away i too wonder how Sarah may take advantage of the situation.
Title: Re: Boys Don't Wear Dresses
Post by: Padfootpaddedbutt on February 06, 2020, 07:23:18 PM
Somehow silly me thought when Sammy stole Jaxon's underwear it was going to be training pants and it would backfire on him lol
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on February 06, 2020, 08:46:24 PM
Somehow silly me thought when Sammy stole Jaxon's underwear it was going to be training pants and it would backfire on him lol

Jaxon just finished kindergarten. No training pants for him!
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on February 07, 2020, 08:24:46 PM
As they went upstairs, Sarah could not help but feel warm and fuzzy inside. Her mom really talked to her like she was an equal when it came to Sammy. She had a sneaking suspicion that if she pressed her mom, she could even get her to admit that Sammy was basically her little brother.
   
Sammy’s door was closed upstairs, but to Sarah’s surprise, Sammy was not hiding inside. He was actually in the bathroom, patiently waiting for them. He still wore his t-shirt and he tugged it down a bit as they entered.
   
“What’s Sarah doing here?” He asked, staring at her. “She’s not supposed to see me in the bath.”
   
“She saw you naked how many times today?” Mom said. Sammy looked as if he was not sure if the question was supposed to be rhetorical or not. “Besides, Sarah’s going to have to supervise your baths while Dad and I are working.” Sammy looked at his mom in shock.
   
“What?”
   
“She’s just going to supervise. You’ll bathe yourself. Is that a fair compromise?” Sammy looked unconvinced. “You know why you can’t be alone in the tub, Sammy.” His mom said. “It’s either Sarah does it or Mrs. Boone from next door comes over and each and every evening to watch you in the tub.” Sammy’s nose wrinkled at the thought of that. “What’s your decision?” Sammy stared down at his toes, playing with the hem of his t-shirt.
   
“Sarah” he mumbled.
   
“That’s what I thought.” Mom said. “Let’s get that shirt off.” Sammy quickly covered his crotch. “Sarah, start filling the tub please.” Sarah complied, distracting her while Sammy was stripped of his last piece of clothing, leaving him a very naked little boy. “Looks like you got some sun, Sammy.”
   
“We were swimming for a while.” Sarah called over her shoulder. Mom inspected Sammy’s shoulders and back.
   
“If it starts to itch, let me know, kiddo. Look, the tub’s full. In you get.” Sammy got in under the watchful eye of both his mom and his sister, taking care to step slowly in so as not to give them any excuse to try and make this even worse for him.
   
“How’s the temperature?” Sarah asked.
   
“Fine” Sammy mumbled.
   
“We really should do something about your mumbling.” Mom said, handing him the washcloth. “Go on. Show us both how well you can bathe yourself.”

Sammy felt the same twinge of nerves as he did on a big test as he began to wash his arms. He kept stealing glances at his mom and sister, but they paid him little mind, chatting away about mom’s new job. Sammy did not really understand what it was his parents did, but Sarah apparently did. He could not help but feel small as he sat in the tub, bathing himself, the grown-up conversation sounding like nonsense in his ears. Everything seemed fine until his mom stood up.
   
“Sammy, stop dilly-dallying. I’m going downstairs for five minutes. I want you done by the time I get back. And that means everywhere.” She turned to Sarah. “And Sarah, behave yourself. If I hear Sammy whining, I’ll know that you’re doing something mean.” She walked out of the room, asking whatever powers were listening for five minutes of peace and quiet.
   
Almost the second that she had gone out of sight, Sarah swooped in and snatched the washcloth from a very surprised Sammy. Ignoring his attempts to take it back, she grabbed his ankle and began to wash his feet. Sammy squealed with laughter as the soft washcloth tickled his sensitive feet.

“Gotta make sure to clean between each and every one of your little tootsies.” She said. “You were barefoot today!” Sammy was practically paralyzed by the tickling sensation, but in between breaths, he begged for Sarah to stop. “I will if you say it.”

“I’m a little” he gasped between breaths. “Boy who needs his big sister.”

“To bathe him, that’s what I thought.” Sarah said, switching over to his left foot. “Except,” she paused to tickle the sole of his foot with soft, delicate touches of her fingers. “I think something’s wrong there.” She slowed tickling so Sammy could hear. “How little do you think you are?”

“Huh?”

“Compared to Jaxon.”

“I’m bigger.” Sammy said at once, his voice filled with a childish indignation. Sarah nodded.

“Of course you are.” She said indulgently. “That’s why, after all, you stole Jaxon’s undies.” Sammy whimpered. “It’s normal to steal a littler boy’s undies, isn’t it?” She tickled Sammy’s feet. “Isn’t it?” He blushed and shook his head. “That’s right.” She tickled him again, smiling as he squealed and squirmed. “I think it’s pretty clear that you’re smaller than Jaxon, isn’t it? Itty bitty Sammy. My helpless little baby.” Sarah kept going until, finally, just what she had expected to happen did. “Sammy! Did you just piddle in the tub?”

“You made me!”

“Only babies piddle in the tub, Sammy. That settles it, you must be a baby.” Sammy whimpered, tears welling up in his eyes. Sarah smirked, confident that she had reasserted her authority, but it had been five minutes since mom had left.

“Sarah Marie, what on earth are you doing?” Horror filled her voice. “Did I just hear Sammy say you made him potty in the tub?”

“We were just playing”

“I do not want to hear it, missy. March your butt downstairs this instant! Honestly.” She took the washcloth from Sarah and watched the girl leave. She turned back to Sammy. “Sammy sweetheart, I don’t blame you one bit. I know how forceful Sarah can be.” She came over and pulled open the drain. “We’ll drain out this icky peepee water and give you a proper bath, okay?” Sammy, still shaken by the experience, simply nodded.
Her idea of a proper bath meant that Sammy got bathed all over again and the bashful boy emerged from the tub all shiny and pink. His mom looked over her handiwork as she dried him.

“This bath might last you a week!” She teased. “Gosh, your hair’s getting shaggy. You’ll need a summer haircut soon.” Sammy simply nodded, eager to get clothes on again. “Oh, I almost forgot. Sammy, you know how the washer has been on the fritz for a while?”

“Yeah” Sammy did not like the sound of this. His mom paused at his closed bedroom door.

“It ate your sheets, so I had to dig in the attic to find your old ones.” His old ones? He had had those sheets for practically as long as he could remember. His mom opened the door and his jaw dropped. On his bed were the bedsheets he had had in preschool, Elmo’s smiling face everywhere he looked as the red monster danced around on his bedsheets. The comforter was a blue much more juvenile than Jaxon’s underwear and it had both Big Bird and Elmo on it, as if to advertise its babyishness.

“Mom” his voice shook.

“I know, but they’ll do for tonight, don’t you think?” She walked over to his dresser. “And in the box with those, I find these!” She held up a pair of Elmo briefs. Sammy stared at them in shock. What was going on? “You used to adore Elmo, remember?”

“I guess. Why do you have those?”

“There was an unopened pack in the box. I think I meant to donate them to charity, but I figured, why not see if they fit? They’re not that different from the ones in your drawer. In size, I mean.”

“Mom, they’re obviously too small.”

“Then it won’t hurt to try them on.” She said with a smirk all too reminiscent of Sarah. She kneeled down and held them out for him. He sighed.

“My legs won’t even fit” his voice faded away as he recognized suddenly that there was a very good chance they would fit him.

“Pull them up.” Mom said. He complied and she steered him in front of the mirror. Not that long ago, he had had on a pair of navy blue briefs and now? Now he stood in front of the mirror in red and white Elmo underoos. He knew that, at the moment, no one would think he was bigger than Jaxon. He whimpered.

“Okay, they fit, can I take them off?” His mom shook her head.

“Nope. You can wear them for tonight. Think of it as punishment for stealing.” She grabbed his pink nightie and pulled it over his head, threading his arms through. Sammy would never be thankful for his nightie, but at least it covered his humiliating briefs. He sighed as he realized nothing would cover his matching bedsheets. “Into bed.” Mom said. “It’s late and you have school tomorrow. I’ll put the other Elmo undies in your drawer, in case you change your mind.” She winked and kissed his forehead. “Nini, Sammy whammy ding dong.” She teased. “Just remember, come home straight after school and listen to Sarah.”

“But”

“We’ll talk to her about our expectations. You’ll only be alone with her during the day, okay?” Sammy nodded, but it would be a while before he fell asleep, fearful thoughts running through his head. He smiled and dismissed them. How bad could it be?
Title: Re: Boys Don't Wear Dresses
Post by: Padfootpaddedbutt on February 07, 2020, 08:56:42 PM
Somehow silly me thought when Sammy stole Jaxon's underwear it was going to be training pants and it would backfire on him lol

Jaxon just finished kindergarten. No training pants for him!

I don't know, maybe it's one of Jaxon's older pairs from when he still needed them or for night time accidents lol
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on February 07, 2020, 10:05:27 PM
Great addition.  Now little Sammy has Underoos and toddler bedding.  The regression continues.
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on February 08, 2020, 12:40:21 AM
both his sister and mom are making him younger, i wondering if his underoo's will be wet with pee when he wakes up.
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on February 08, 2020, 04:11:37 PM
Sammy is so concerned about appearing as younger than Jaxon, wouldn’t it be fun if when he returns the underwear that Jaxon says he wants Sammy to be his playmate and Sarah takes him there for play dates?
Title: Re: Boys Don't Wear Dresses
Post by: bobbie99 on February 08, 2020, 04:52:06 PM
I like this story.  It demonstrates Andlet’s creative and fresh story line ideas.  The idea of having the littile sister as the one in charge with both parents going away for months is a new unexpected twist.  Of course, Sarah would be in charge no mater what the parents decided. 
What up with mom in with treating Sammy as the little brother?  What change is there that under pants from when he was five years old would fit?  Did the washer really destroy his sheets?
Within five minutes of watching Sammy in the bath tub, Sarah demonstrates she can not be trusted to be in charge.  The result may be that the neighbor lady may be giving Sammy his bath.
I  like most about this story is that new episodes are coming very quickly. 
Andlet,  please finish the Secluded Cabin Sissy story.  Right now, your readers are just guessing at the ending.   Is that ending?  Kind of a British ending?

Title: Re: Boys Don't Wear Dresses
Post by: Padfootpaddedbutt on February 08, 2020, 07:27:07 PM
Sammy is so concerned about appearing as younger than Jaxon, wouldn’t it be fun if when he returns the underwear that Jaxon says he wants Sammy to be his playmate and Sarah takes him there for play dates?

Maybe Jaxon becomes Sammy's boyfriend :p
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on February 09, 2020, 04:13:23 PM
Sammy is so concerned about appearing as younger than Jaxon, wouldn’t it be fun if when he returns the underwear that Jaxon says he wants Sammy to be his playmate and Sarah takes him there for play dates?

Maybe Jaxon becomes Sammy's boyfriend :p

That's quite the cute idea, but I'm not sure if Sammy's ready for dating yet.
Title: Re: Boys Don't Wear Dresses
Post by: nappy1 on February 09, 2020, 10:09:58 PM
I can see nappies on the horizon for Sammy.
Title: Re: Boys Don't Wear Dresses
Post by: babyamylee on February 11, 2020, 06:25:38 PM
I think this is a wonderful story. The sisters getting the one above the brothers is always fun to me.
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on February 21, 2020, 08:35:50 AM
Hi Andlat, I hope you will have an opportunity to continue this wonderful story soon
Title: Re: Boys Don't Wear Dresses
Post by: moms.cross.dresser on February 24, 2020, 11:37:24 PM
 great story please more
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on March 13, 2020, 09:22:16 PM
It seemed to Sammy that the idea of a one day school week was one of the dumbest ideas ever, especially when it was the last day of school. Try as he might though, he had never succeeded in convincing his parents to let them just skip it.
   
The fateful morning came and Sammy did not start it on the right foot. He woke with a yelp, realizing that he had overslept and had to leave immediately. As he threw on clothes, he knew that this was some plot by Sarah. Everything was, after all. He barely remembered to toss his nightie in the hamper before rushing.
   
He charged out of his room and pounded down the stairs. With a yelp, he tripped and fell from the third to last stair to the floor below. It was not much of a fall, bruising his ego more than anything else, but his mom came around the corner.
   
“I was just coming to wake you up, but clearly you’re awake.” He stood up and straightened his shirt. “Since you still aren’t being careful, I think we need to go back to scooting and crawling on the stairs, mister.”
   
“But”
   
“No buts. Until I say otherwise, you will crawl up the stairs and scoot down them on your bottom, understand?”
   
“Mom! I’m twelve years old!”
   
“Only a month away from being thirteen” his mom agreed. “So you should be expected to be careful on the stairs. How many times have I told you to, Sammy?”
   
“I know.”
   
“This is how you’ll learn. I’ll make sure Sarah knows and you better believe she’ll be enforcing it.” Sammy sighed. He had forgotten that Sarah was effectively in charge for the summer. “Now, have a good day at school.” His mom kissed his cheek. “And don’t let Sarah get to you.”
   
“Hard to do that when you’ve put her in charge.” Sammy muttered darkly.

Sammy knew that Sarah had something planned for after school, but try as he might, he could not stop time from passing at its normal rate at school. If anything, the fun of it being the last day of school only served to make time gallop past even more quickly. His best friend Gavin noticed his moroseness, but attributed it to him not getting to go to Camp Green Pines with him.
   
“Maybe I can like sneak you aboard the bus or something? Dude? Earth to Sam?” Gavin suggested over lunch.
   
“Huh?” Sammy said, lost in his own mind.
   
“For camp? That’s why you’re all down in the dumps or whatever?”
   
“Huh? Oh! Uh, yeah” Sammy could not bring himself to tell Gavin the truth, so he tried his best to fake that that was the only reason. He remained distant for the rest of the day, his mind racing as he tried to think of some way, any way to avoid Sarah. She would surely be waiting for him when he left school, but how could he avoid her? They lived together. As the final bell rang, he felt like he was going to his death, as melodramatic a thought as that was.
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on March 13, 2020, 11:00:41 PM
Thanks for the new chapter Andlat.  Such an excellent story.  Having to crawl up the stairs!  Nice touch. 
Title: Re: Boys Don't Wear Dresses
Post by: babycakes on March 14, 2020, 02:12:49 PM
Love this story; thanks for the update.  Always enjoy how the infantilization ramps up slowly and as icing on the cake Sarah will supervise his compliance with his decent into toddler-hood over the summer.
Title: Re: Boys Don't Wear Dresses
Post by: PervScenes11 on March 14, 2020, 03:49:38 PM
So very glad to get an update to this amazing story. In both this one and "Secluded Cabin Sissy," what I think you do so well, Andlat, is create this sense in your protagonist that they are slipping down a path they don't want to be on, but are helpless to stop going down. I am excited to see what Sara has in store for Sammy and what the next step of his infantilization will be.
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on March 15, 2020, 02:22:56 AM
Thank you for the up date.  Yes i agree crawling up stairs aand down on bum.  Wonder what  Sarah has planned for him?
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on March 23, 2020, 09:58:33 AM
Hi Andlat, it would be great during this stressful time to be able read more about little Sammy.  Thanks
Title: Re: Boys Don't Wear Dresses
Post by: moms.cross.dresser on April 15, 2020, 11:22:45 AM
hello love this story if you can please continue
Title: Re: Boys Don't Wear Dresses (Baby Sammy)
Post by: Andlat on May 05, 2020, 08:47:53 PM
“Wanna walk home together?” Sammy asked Gavin as they headed for the exit and summer vacation.
   
“Can't. My mom's picking me up to go get a haircut.”
   
“Well, I could come with?” It was a last ditch effort on his part.
   
“Sorry, Sam. We're going to dinner with my aunt Evelyn after.” Gavin made a face. He had always been vocal about how much he disliked his aunt Evelyn. According to him, she seemed to think he was perpetually a little girl. His mom had only finally convinced her to stop buying him dolls at his tenth birthday. Sammy wondered for a moment if he would trade Sarah for Gavin's aunt. It was a tough decision.
   
“Ok.” Sammy mumbled, thoroughly defeated.
   
He walked out of the school, bracing himself to hear Sarah's cheery voice. He realized as he walked along the sidewalk that he only heard it in his head. Sarah was nowhere to be found! Would he be able to walk home alone? It felt like an immense relief, but there was something more that occurred to him as he walked under trees, the gentle early summer breeze dancing through their leaves. He could tattle on Sarah for allowing him to walk home unaccompanied. It drove a part of him crazy that he was actually thrilled about the prospect, but he reassured that part that it was all worth it.
   
“A real lapse in responsibility.” Sammy mused to no one. He could even go further. What if he went to the mall or something and did not go straight home? Maybe he could make Sarah think he had been kidnapped or something! He grinned, but his thoughts quickly sobered. That was too far. Sarah was a nuisance even in her best moments, but she did not deserve that. Besides, the mature thing to do, he knew, was to go home and face the music.
   
As he turned down his street, he sighed as his stomach did a flip. Just what was Sarah planning? The events of the last few days ran through his mind, but there did not seem to be any real method to her madness. She seemed to think of things on the spot and make him do them. That was better than some elaborate plot, at least. Wasn’t it?
   
He took a deep breath before climbing the three steps to the front door. He paused, his hand over the knob. What if Sarah was not home yet? While that would be a relief, it meant he was locked out. His parents had given her the passcode to get inside, but not him.
   
“Of course they did.” He muttered darkly. He tried the knob and it turned in his hand.
   
“You’re late.” Sarah said as he stepped inside. “And where were you?”
   
“Walking home from school.”
   
“I tried to find you.” Sarah said accusingly. “Were you avoiding me?”
   
“No!” Sammy said. “I actually kinda wondered why you weren’t waiting for me.” He chuckled nervously. Sarah smiled.
   
“And why did you wonder that, Sammy? Is it because” she paused and gestured for him to finish. He groaned.
   
“Because I’m a little boy who needs his sister.” He intoned like it was some mind-numbing fact from school.
   
“Big sister.” She corrected. “Let’s get one thing very clear, Sammy. You are a little boy. A very little boy and that makes me your big sister.” She came over and grabbed the hem of his shirt. “Now, let’s get your school clothes off.” She pulled his shirt up, gently swatting his hands away. “Did you remember to change your undies this morning?” Sammy’s stomach fell as he realized that he had not.
   
“I’m still wearing the ones I put on at bedtime. Cuz I woke up late.” Like a bolt of lightning, he remembered just what pair he had on. He stammered. “Can I get undressed in my room?”
   
“Little boys have no shame, Sammy.” Sarah said mildly. She would have loved to tip her hand about what she knew about his room, but she kept it secret. For now, at least. “Now, quit dilly-dallying. The sooner you’re out of your school clothes, the sooner you can put on one of your dresses.”
   
“I don’t want to wear a dress!”
   
“Did you tell Gavin about your dresses, Sammy?” Sarah asked, ignoring him.
   
“No!” He felt terribly scandalized. She smiled.
   
“Ooh, here’s a fun game. How about you can either take your jeans off like a big boy or I get to pick out the dress you wear?” Knowing his secret, Sammy was conflicted. “You have until the count of three, Sammy.” She held up her hand regally. “One.” Sammy sighed. He knew that she would find out sooner or later. He undid the snap on his fly and dropped his shorts without even the slightest preamble.
   
Sarah’s hand hung limply in the air and her eyes widened as she saw Elmo on Sammy’s underwear. It was rare that something genuinely surprised her.
   
“Where did you get those?” She asked breathlessly.
   
“Mom found them and wanted to see if they fit.”
   
“Why are you still wearing them?”
   
“Since I overslept, I got dressed too quickly to notice.” Sarah nodded as if she expected nothing less.
   
“Um, well” she said, still a bit taken aback and shaken by this development. “I was planning to have you put one of your dresses on, but I think you can spend the evening in just your undies.” Sammy stared at her.
   
“What? No way!”
   
“Sammy, you and I both know you used to hang out in just your underwear all the time. Besides, mom and dad put me in charge, remember?” She nodded as if it was all decided. “And you’re less likely to get clothes dirty if you aren’t wearing them.” She looked at his undies again. “You actually wore those to school all day?” Sammy nodded, annoyed and embarrassed. “I wonder what your friends would say if they knew a little boy in Elmo undies was in class with them all day?”
   
“Sarah, stop.”
   
“Sammy, we’re alone.”
   
“Big sister then.” She tapped her cheek and he kissed it. Wrapping her arms around him, she pulled him forward, leaving his shorts on the floor and the boy in just his Elmo briefs.
   
“Sit down on the couch.” Sammy complied, but he was not sure what she was planning. “Put your thumb in your mouth.”
   
“No!” Sarah took out her phone and snapped a few photos.

“We’ll add those to the photos of your swimsuit yesterday.”
   
“But”
   
“No buts. Mom and Dad left me in charge, as you know.” Sarah said. “If you cooperate and behave, it’ll be painless. Your friends won’t ever see the photos.” She smiled. “So how about we put that thumb in your mouth?”
   
“I’m calling mom and dad.” Sarah grabbed Sammy’s arm as he tried to get past her. She took his hand and pushed his thumb into his mouth.
   
“I’m stronger than you, Sammy.” She said calmly. “Imagine, a little girl stronger than a big tough boy. You’re not a big boy though, are you?”
   
“No.” Sammy mumbled around his thumb. Sarah smiled and sat down on the couch. Sammy pulled his thumb out, but saw Sarah’s face.
   
“Put that back in and come sit with big sister, Sammy.” She said. “What are you? And remember every word.” She tapped his nose.
   
“A little boy who needs his big sister.” Sammy sat down and reluctantly returned his thumb to his mouth. Sarah nodded.
   
“That’s right. Sammy the little boy.” She hugged him close and played with his hair. “But, I’ve been thinking. Little boys can feed themselves, but I fed you a couple nights ago, didn’t I?” Sammy looked away. “As long as you keep your thumb in your mouth, I don’t need you to answer.” Sarah cooed. “Little boys tinkle in the potty, but you tinkled in the tub.”
   
“You made me”
   
“Mom was gone for five minutes, Sammy. If you can’t hold in your peepee for five minutes” her voice trailed off, her point self-evident. “The point is, Sammy, you fail at being a little boy in a lot of ways.”
   
“I’m not a little boy!”
   
“I absolutely agree.” Sarah said, gently returning his thumb to his mouth once again. “Little boys can dress themselves, but you? Sammy, mom and I have both dressed you and undressed you in the last few days.” She pet his head. “You know what I call a boy who needs mommy to dress him?” She smiled. “Keep your thumb in your mouth, Sammy.” She tousled his hair before playfully snapping the waistband of his toddler briefs to remind him that he was almost entirely naked. “I think it’s time we face the facts, Sammy. You are, and have always been, a baby.” She had anticipated a tantrum and she got one.
   
Sammy yanked the thumb out of his mouth and stormed away, muttering darkly under his breath. Sarah noticed, from the little bit she heard, that he was keeping himself from swearing, as if he knew she would come down even harder on him if he did.
   
“Remember the new rule Mommy put in place for the stairs, Sammy.” She called as he began to go up them.
   
“Shuddup.” He snarled, but crawled up the stairs on his hands and knees. How old had he been before mom had let him stop doing that? Eight? Whatever age it had been, it made Sarah so happy to see him put back in that old habit.
Title: Re: Boys Don't Wear Dresses
Post by: SissyBraelyn on May 06, 2020, 12:11:49 AM
It’s good to see a new chapter, I have enjoyed reading this story and seeing how Sarah gets away with regressing Sam’s position from big brother to baby sister well baby brother for now
Title: Re: Boys Don't Wear Dresses
Post by: krystalasbaby2017 on May 06, 2020, 01:41:25 AM
Thank you for the new chapter it was worth waiting for. It will be interesting to see what his sister has planned for him now.
Title: Re: Boys Don't Wear Dresses
Post by: PervScenes11 on May 06, 2020, 06:57:19 PM
Andlat: thanks for continuing this great story. I love how determined Sarah is to have Sammy treated as she sees him. The enforced thumb-suc-king was very hot. Hope we get to see more of Dad encouraging Sammy's femme side.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on May 06, 2020, 08:51:30 PM
Thank you, everyone! Hopefully I won't keep you waiting quite so long as last time for the next part.
Title: Re: Boys Don't Wear Dresses
Post by: Sissy Little Girl on June 02, 2020, 09:41:33 PM
Andlat, it's been a while since you posted a new segment.  We all want to know what happens next to little Sammy.  You have a good story and you have all of us hanging in suspense wanting to know what happens.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on June 06, 2020, 10:56:24 PM
Sammy got upstairs, but noticed something immediately amiss about his bedroom, or rather the door. There was no knob! With a growl of frustration, he tried to close the door anyway, but it kept swinging ever so slightly open. How had Sarah had time to steal his knob? After all, it was obviously her doing! But how?

The answer, though Sammy did not know it, was simple. Every day, Sarah would spend an hour serving as the TA to one of the second grade teachers, Mrs. Addams. Since today had been the last day of school, Mrs. Addams had given Sarah a free period. Naturally, Sarah took the opportunity to run home and remove Sammy's doorknob, just to ensure that he would have absolutely no defense against her, short of locking himself in the bathroom or something ridiculous like that. Everyone in their family knew that there was a way to unlock the bathroom with just about any coin or even your thumbnail. She had nearly fallen over laughing when she saw his new bed sheets and blanket. She had planned to do something similar and she was glad to see that her mom had inadvertently beat her to it.

Sammy hoped that being in his room would help him to calm down, but seeing his preschooler bed sheets only made him madder. He growled and went to yank them off of his bed. After all, he could sleep on a bare mattress. That did not matter one bit to him. He stopped himself however. He had to think critically. If he kept behaving like this, it only proved Sarah’s point that she should be in charge.

“Can I beat her?” He asked himself. It seemed unlikely. Every time he thought he knew what she was going to do, she changed things. He hated how illogical girls were! “Alright” he muttered. “I can at least get dressed.”

He walked over to his dresser, feeling a bit more calm already. He would get dressed, but then what? Could he make it out of the house? He could go to Gavin’s and explain. He stopped himself. Explain what? That Sarah saw his underwear and had declared him a baby? No, he would not give every detail, but he was confident that Gavin’s family would let him stay there as long as he needed to. When had mom and dad said they would be coming home?

“Sammy! What are you doing?” He groaned as Sarah came striding into his room. “Why are you getting new clothes dirty when you left your old clothes downstairs?” She grabbed his wrist. “Do you need a spanking?”

“No!” He cried out as she gave his bottom a few hard smacks anyway.

“You need to start behaving, Sammy!”

“I'm not a baby. Stop treating me like one.” Sarah smiled indulgently.

“Alright, mister big boy in your Elmo undies.” Sammy glared at her. “Look, mom and dad put me in charge and throwing a tantrum about every little thing isn't going to convince them that they were wrong to do that.” Sammy knew she was right.

“Can you just… not call me a baby?”

“But you are a baby, Sammy. We've established that. I mean, honestly! You stole a little boy's undies because you were jealous of them, so you must be littler than a little boy, right?”

“Sarah, I'm going to be thirteen.”

“Age is just a number, Sammy. Heck, we learned in school that, in the old days, you'd basically be a man and we both know you're not a man, right?”

“Yet.” Sammy mumbled. Sarah smiled and nodded.

“Look, baby's really just a title. You can obviously walk and talk and stuff. I'm not going to make you wear diapers or anything. There will just be some rules.”

“Like what?”

“You already know a lot of them, so don’t worry. You'll have a bedtime, I'll give you your baths. I'll feed you.”

“But”

“Thumb in your mouth, Sammy, or it'll be a spanking.” He complied and she smiled. “Good baby Sammy!” She continued. “I've already fed you, so we know it works. You'll sit on your hands or something.” He whimpered. She smiled. “There's one other big rule, but it'll be easier to show you than to explain it. C'mon, baby Sammy! Oh, and stop whimpering. That's your name for the summer, understand?”

They headed downstairs, although it took a while since Sammy had to slide down the stairs on his bottom.

“So safe, baby Sammy!” Sarah praised as he finally reached the floor. He followed her to the living room, where she had set up a baby blue fleece blanket with an image of a giant teddy bear on it. “Sit down on your blanket, baby Sammy!” He sighed and complied, removing his thumb from his mouth as he did so. “Now, listen carefully. This blanket is going to be kind of like a playpen.” She saw his lip quiver. “But if it doesn’t work, we’ll find you a real playpen. When you’re sitting on your blanket, you cannot leave the blankie. You can’t even reach the remote if it’s outside your blankie. Understand?” He nodded. “You’ll sit on your blankie all the time. There will be no standing up on the blankie. When it’s time to leave it, you’ll crawl to the edge, okay?” Sammy knew that this was the linchpin of his babying and he did not like it one bit. “Since you have such a nice blankie, there’s no reason to sit on any of the furniture, right baby Sammy?”

“Ok.” He mumbled. This was even worse than he had thought!

“I know it’s a lot to take in, but I promise I’ll help you remember.” Sarah reassured him. “And by going along with all these silly rules, you’ll prove to mom and dad that you’re a mature young man. And that’s what you want, isn’t it, baby Sammy?” Sammy stared at her. That did not make any sense! Girls made no sense and Sarah was the worst of them all. “Did baby Sammy forget his words? I guess you’ve become even more of a baby than I meant!”

“Fine.” Sammy said with a sigh. “I’ll try it for tonight.” Sarah smiled excitedly. Sammy hoped that she would get tired of this game.

“Good news, baby Sammy!” She said. “While you were upstairs, I ordered us pizza from your favorite place. It’ll be here soon! Until then, how about you play on your tablet?” She went to grab it for him. She looked down at her tiny brother in just his toddler undies. “Who are you?”

“A little boy who needs his big sister.” Sammy hoped she would not make him say the b word.

“And what's your name, little boy? And remember, I changed it.”

“Baby Sammy.” He said through gritted teeth.

“Your Mr. Bunny games should only take one hand, so how about you suc-k your thumb?” Sammy shot a stabbing glare at her. “It's either your thumb or we'll get you a pacifier, baby Sammy.” Sammy put his thumb in his mouth, promising himself that he would pull it out as soon as Sarah looked away. “Are you going to play the alphabet or number game?”

“Dunno.”

“Plenty of time for both.” Sarah said with a smile. “Keep that thumb in your mouth, baby.” Sammy rolled his eyes, but as long as he kept his thumb in his mouth, Sarah would allow him some small acts of defiance.
Title: Re: Boys Don't Wear Dresses
Post by: PervScenes11 on June 06, 2020, 11:56:18 PM
What a treat to see this excellent story continue. Thank you, Andlat. (Now, if only "Secluded Cabin Sissy" could continue!) This chapter sets up the summer as a contest of wills between Baby Sammy and his big sister. The baby blanket and all the rules for it were so hot. Just wish it had been pink. Hope Dad returns and further encourages Sammy's girlishness.
Title: Re: Boys Don't Wear Dresses
Post by: Sissy Little Girl on June 08, 2020, 06:31:12 PM
Andlat, Glad to see you came back on D-Day to add another chapter to this fantastic story.  Baby Sammy is being regressed nicely by "big sister" Sarah.
It won't be long before he is drinking from a bottle and wearing a diaper.  Sarah is very devious.   
Title: Re: Boys Don't Wear Dresses
Post by: dolly bo peep on July 02, 2020, 08:20:49 AM
Andlat,

Count me among the group enjoying your tale of Sammy's regression.
Title: Re: Boys Don't Wear Dresses
Post by: Sissy Little Girl on July 02, 2020, 10:31:14 PM
Andlat, are you going to add more to this story?  We all want to know what is in store for Baby Sammy.  You've got our attention and now we want some more of your great writing. 8) 8) 8) 8) 8) 8) 8) 8) 8) 8)
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on July 28, 2020, 11:28:50 PM
Hi Andlat, will you be continuing this wonderful story?
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on July 29, 2020, 10:06:50 AM
Hi Andlat, will you be continuing this wonderful story?

Yep! Writing is just slow going!
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on July 29, 2020, 12:24:24 PM
Thanks!  Can’t wait.
Title: Re: Boys Don't Wear Dresses
Post by: PervScenes11 on July 29, 2020, 02:33:09 PM
So glad to hear that it will continue. It and "Secluded Cabin Sissy" are two of my all time faves.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on August 04, 2020, 08:30:04 PM
They fell into a silent coexistence, Sarah texting on her phone, Sammy suc-king his thumb while playing on his tablet. Every now and again, his tablet would play some sound, giving Sarah an excuse to look up and remind him to keep his thumb in his mouth.

To Sammy’s annoyance, the game seemed to go on forever. Worse, it seemed to love nothing more than going in circles. It would go from teaching him how to spell simple three letter words to asking him what letter apple starts with. Back and forth, with him seemingly never getting anywhere. Mr. Bunny’s Number Garden was even worse, constantly making him count things or say what number comes next, but never going above ten and rarely even above five.

Time slowed to a crawl and it seemed like Sammy was sitting there for hours, playing the games and sneaking glares at Sarah, who presided over him on the couch, seemingly unaware of how upset he was. Every once in a while, his gaze would fall on his humiliatingly childish underwear. How on earth did they fit him? Why had mom even thought to try them? If he had been more careful, he could have gotten rid of them before Sarah found out, but now that she knew about them...

“I'll probably be wearing them in college.” He mumbled.

“What was that, baby Sammy?”

“Nothing.” He quickly returned his attention to Mr. Bunny asking him to count the carrots on the screen. The doorbell chimed and Sammy nearly jumped out of his skin.

“Oh, my! Did the scary doorbell startle baby Sammy?” Sarah stood over him, smiling.

“Shuddup.” He mumbled into his fist. He quickly pulled his thumb out of his mouth, but knew that there was no time to hide from the person delivering the pizza. He tried his best not to look over to the door, employing the childish logic of ‘if I can’t see you, you can’t see me’. It seemed to work. The teenager delivering the pizza did not say anything although he did stare for a moment before taking the money from Sarah, who chuckled.

“Just doing some babysitting.” She said, too softly for Sammy to hear. “Have a good night!” She said a bit more loudly. She turned back toward Sammy, but realized there was a problem. How could she feed pizza to her baby brother? He was a baby after all and needed to be fed so he did not make a mess.  “It’s finger food.” She mused to herself. “I’ll just feed him all day tomorrow.” She nodded. Besides, being in just his underwear was babyish enough, at least for the night, right?

“Come sit at the table, baby Sammy. You’re allowed to leave your blankie.” Sammy stood up and walked over. “Go back and do it right.”

“Huh?”

“Thumb in your mouth, baby Sammy.” She instructed. Sammy’s eyes flashed angrily, but he obeyed, muttering into his fist. “Tonight, I’m going to allow you to feed yourself, but if one single bit of tomato sauce or anything ends up on your chest, tummy, or anywhere other than your face, you will be wearing a bib for all meals, do I make myself clear?” He did not answer. “Say, yes, big sister.”

“Yes, big sister.” He mumbled.

“We need to do something about your mumbling.”Sarah remarked, but she left it at that.

Pulling her chair close to his, she wiped his face between nearly every bite, as if to remind him of her presence. She even picked up little bits of crust and fed them to him, smiling as the little boy accepted them. Give me a week, she thought, and he won’t even be able to feed himself.

With dinner done, she took a napkin and gave his face a very thorough wiping, followed by his hands. There was no reason to explain or ask him if she could. These things just needed to be done, no matter how the little baby protested.

“What’s next?” She asked with a grin.

“TV?”

“Nope. Bath time!” Sammy sighed. “Baths are very important. You should want to be clean, baby Sammy.” He only grunted in response. “And what’s our goal for your bath tonight? Come on, you know this!” Sammy looked at her, baffled. “No piddling in the tub, right?” He grumbled. “Well? Promise me you won’t go peepees in the tub.”

“I promise.”

“We need to work on your mumbling, but that’ll do for tonight.” Sarah said thoughtfully. “Into the tub you go, baby Sammy!” He complied, noticing that Sarah already had the washcloth in her hand. “Now, remember, baby Sammy doesn’t bathe himself. To help keep your little hands busy, I found some bath toys for you!” She handed him three of her old Mermaid Barbies. “You can make them swim around in the tub while I get you all squeaky clean!”

“But”

“We used to play Barbies all the time!” It was true. Sarah had been obsessed with them for a full year, during which time she had forced Sammy to play Barbies with her, watch the movies, and various other things that probably made her brother an honorary Barbie Girl.

“How do I?” He asked.

“Use your imagination, baby.” She said, wetting the washcloth and getting to work. It did not matter to Sarah if he played with them or not. She just wanted to keep his hands busy, like she had said.

As she bathed him, she marveled at just how tiny his feet, hands, everything was. She knew, deep down, that he was older than her, but it was hard to believe with him there in front of her. Her mom had told her time and again that girls grow up faster than boys, but surely Sammy really was behind Jaxon and all the other boys who were years younger than him. She wondered if maybe there was something wrong with Sammy, but that did not matter for the time being. It only proved that she was right, Sammy was a baby in need of a big sister to take care of him.

“Who are you?” She asked as she finished her second full round of his body. She had wanted to be thorough, but to also make it clear to Sammy that she was in charge of his bath.

“A little boy who needs his big sister.”

“And your name?”

    “Baby Sammy.”

“That’s right! I bet after our whole summer of fun, you’ll be so used to that, you’ll even correct Gavin.”

“No” Sammy whined.

“It’s always been weird to me that he calls you Sam. Everyone calls you Sammy, thanks to me.” She grabbed a towel. “Stand up.” He obeyed, even though his bottom lip trembled. “And by the end of the summer, maybe I’ll have them all calling you your new name.”

“Sarah!”

“No, your name’s not Sarah!” She teased as she vigorously dried him off. Seeing a pout forming, she tapped her cheek, grinning as he dutifully kissed it. Setting the towel aside, she grinned at the naked boy in front of her.

    “That bath took a long time! I think it’s bedtime for you, Sammy!”

    “What? No way is it” Sammy stopped and blushed. Even with everything else, the word ‘bedtime’ struck him as childish, so he simply cut off the first half. “Time.” Sarah smiled and showed him her watch, which she had worn especially for this.

    “See?”

    “Sarah, you know I can’t” he sighed, staring at the arrows pointing between numbers. “Read a clock like that.”

    “Well, that’s why I’m here. If you ask nicely, that is.”

    “Big sister,” Sammy said with a sigh, knowing exactly what she wanted. “What time is it?”

    “It’s nearly eight o’clock, Sammy.” She said, trying her hardest to sound convincing. “Which means it’s definitely past bedtime.” She gave his bottom a little swat. “Off to bed, baby!” She followed Sammy to his room, quickly snatching up his Elmo briefs before he could try to put them on. “Here, I’ll hold them for you.” He grumbled, but stepped into them. “Tomorrow, do you want to spend the day in just your diaper or should we do one of your dresses?”

    “Neither.”

    “You can’t spend the day naked, baby!” She teased. “I think we’ll do one of your dresses, but maybe I’ll change my mind.” She grinned at his Elmo bed. “Forgot about that.” She mused. “Oh, speaking of things I almost forgot about” she grabbed his white nightgown. “Arms up!”

    “I am not wearing a” he growled. “That!”

    “It’s your nightie, Sammy. You’ll wear it to bed, just like always.”

    “I only just started!”

    “Then you admit you wear them. Good.” She pulled it over his head, grabbing the struggling boy’s wrists and pulling them through the short bubble sleeves. “And I thought you wanted to hide Elmo from me.” Sammy grumbled and glared at her. “Now into bed, baby. It’s very late for baby Sammy.” She shepherded him into bed, pulling the covers up and over his sissy nightwear. “Sweet dreams, baby. We’ll have another fun day tomorrow!”

    Sarah left him, but his knobless door did not close all the way, giving her easy access to peek in on him not ten minutes later. Despite it only being about 7:30, she could see the boy fast asleep and smiled to herself. Not even the sun high in the sky could keep him awake. He really was a baby.
Title: Re: Boys Don't Wear Dresses
Post by: PervScenes11 on August 04, 2020, 10:43:09 PM
Thank you, Andlat. What a treat to see this classic continue. Baby Sammy keeps sliding down, down, down . . . :)
Title: Re: Boys Don't Wear Dresses
Post by: Sissy Little Girl on August 05, 2020, 06:14:40 PM
Andlat, thank you for that new chapter.  It's great seeing what Sarah is doing to Baby Sammy.  Keep it coming. 8)
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on August 18, 2020, 06:32:24 PM
As much as it would have surprised him if he had heard it as he was leaving school that last day, it did not take long for Sammy to adapt to the new way of things around the house. As long as he cooperated with Sarah, he found that her expectations of him were not that out there. Granted, it was still embarrassing to be dressed by his little sister, more often than not in actual dresses. Sarah never failed to come up with new things to make her brother say. Her favorite, it seemed, soon became "I'm a baby, I don't know how" which she made him say whenever she did something easy for him like wipe his face and hands or feed him.

If there was anything that Sammy was most amazed by his rapid adaptation to, it was feedings. Sarah insisted that he be fed by her for every single meal without fail, bib around his neck. The bibs were annoying too, especially a yellow terry cloth one that said Baby Sammy on it and had white lace around the edges. That was the bib that Sarah always 'forgot' to take off him, sending him to play in the backyard with his bib around his neck. The feedings though were worse.

"Why can't I take this stupid thing off?" Sammy muttered, flapping his bib in frustration as he sat on the back patio, drawing with sidewalk chalk. Sarah had deemed it an appropriate activity for him, which he suspected was because it got his hands all chalky which meant she could wash them for him. "Because I'm a baby and I don't know how." He muttered darkly, staring down at his legs poking out of the pink and white floral sundress Sarah had put on him. As if to prove her point that boys could so wear dresses, Sammy wore a dress from morning to bath time every day of the summer so far. The only time she took it off him was for what she called 'blanket time', when she stripped him to his underwear to play the games on his tablet.

"At least it covers my underwear." Without even realizing he was doing it, he checked to make sure Sarah was not listening. She always seemed to be right there, making sure he was a good little baby. As a baby, he did not wear underwear, he wore diapers. They were still his briefs, but he had to call them diapers, under threat of Sarah putting him in actual diapers.

"Baby Sammy!" Sarah called, pulling the boy from his thoughts. It was a good thing their next door neighbor was nearly deaf, the way Sarah had just screamed his new nickname. "Come over here. It's snack time."  He got up and walked over, bracing himself for the inevitable. "Oh, look! Baby Sammy's still got his bib on! That's your favorite, isn't it? It has your name on it and lace, just like your dresses, hmm?" Sammy remained silent, following his sister into the house. "Do you need to make tinkles or poopies?"

"No, big sister." He mumbled.

"I want you to try." She said at once.

"Why do you even ask then?" the boy mumbled.

"It's important to ask babies if they feel the need to tinkle." Sarah replied. "Let's go potty, baby Sammy!" She took him by the hand and led her brother into the bathroom.

"Lift up your dress." He sighed and complied. If he had known that the last time he would get to pee alone was at school, he would have enjoyed it more or something. "And down comes your diaper!" She pulled down his briefs. "Sit on the potty, baby." She nodded approvingly as he did so. "No more making tinkles standing up. Why?"

"Because you caught me sprinkling on the floor." He mumbled. Sarah nodded.

"Very good. Now here's your potty book." He took the pink book with a groan. It was from when Sarah had been potty trained and was clearly for girls. "What's the title? You've been working so hard with Mr. Bunny!"

"Big Girl Panties." He read aloud in a monotone. He opened the book dutifully and read the first two pages out loud. "Bye-bye, diapers! I wear panties!" The lines made him nervous every time. Given his bizarre life, it seemed like Sarah could very well decide to replace his underwear with panties. Would his parents let her? Sammy had not seen them in almost a week, so he had no clue. They always came home after Sarah put him to bed and left before Sarah woke him up. He wondered if they knew just what Sarah had made him into.

"Keep reading!" Sarah instructed. "And try to make tinkles like a big kid." He hated that he was glad she had said kid and not girl.

    “Why do I have to read a girl potty book?”

“It’s all we have.” Sarah replied. “Maybe I can get you a boy potty book for your birthday!”

    By the time Sammy had finished reading the book, Sarah had decided potty time was over. With a smile, she handed him a wipe.

    “Dinky and bumbum!” She said with a smile. “You’re always whining about how I wash your dinky during bathtime, so this is your chance!” Sammy complied. “No tinkles in the potty? Back to your diaper you go!” She pulled up his briefs, smiling at Elmo’s face. She did not make him wear Elmo every day, but she had taken to removing the underwear that was too mature for her brother from his drawer. She delighted that, by his upcoming thirteenth birthday, he would be, for all intents and purposes, her baby brother. “It’s very important to make tinkles in the potty, baby Sammy, so we’ll have potty time again soon, okay?” He nodded, sighing as Sarah straightened his dress out. “Now, it’s snack time!”

    “You remember I’m a boy, right?”

    “Is that why you’ve got that sour face?” She asked, taking his hand and leading him to the dining room. “Of course I know you’re a boy. I saw your dinky just a minute ago and I give you your baths each and every night.”

    “But”

    “We went over this last night, didn’t we? You were all fussy about your pretty pink nightie and those new slippers I got you.” The slippers in question had been bright pink, glittery, and very fluffy, the sort of thing only a very prissy girly girl would wear, at least in the eyes of the twelve year old boy who had them on his feet that night. Sammy had stood in front of the mirror, pouting.

    “I look like a girl!” He had protested. Sarah frowned.

    “And what’s wrong with looking like a girl?”

    “I’m… just…” Sammy stammered. “Boys don’t” Sarah rolled her eyes.

    “I keep forgetting how many things I need to teach my baby brother.” She remarked. “Clothes are clothes. Under your nightie, what are you wearing?” Sammy knew a trick when he heard one.
   
“My diaper.” He whispered. Sarah giggled and he wondered what he had done.
   
“To translate that from baby Sammy, you’re wearing your teddy bear briefs, aren’t you?” Sammy nodded and blushed as she lifted his nightie to show him, as if he could forget the smiling teddy bears that had once been his most hated pair of underwear. “See? You’re still you, regardless of what you wear.” She hugged him, enjoying the babyish scent of his skin, thanks to her thorough baths. “You wear dresses and nighties, t-shirts and shorts.” Sammy wanted to reply he had not worn those last two things since school ended. “No matter what you wear, you are my baby brother, little baby Sammy.” She tapped her cheek and he dutifully kissed it. “Would big sister ever steer you wrong?”
   
“Whatcha thinking about, baby Sammy?” She asked, straightening the bib he had worn since breakfast.
   
“Nothing.” He stammered.

“Are you ready for your snack?” Sammy nodded.

“Baby Sammy, use your words.”

“Yes, big sister.”

“That’s more like it. Who are you?”

“I’m a baby boy who needs his big sister.”

“That’s right.” Sarah said cheerfully. “We’re going to have some yummy yogurt for snack today. You need calcium to grow up big and strong!” She smiled as Sammy’s nose wrinkled. She chuckled. “Now, Sammy. Without calcium, you’ll stay a baby forever! I like having you as my baby brother, but won’t it look weird for a baby boy to be going to high school?” Sammy fumed. “Can you eat yogurt by yourself?” She asked.

“No, I’m a baby and I don’t know how.”

“I’d be happy to feed you, baby Sammy!” She said with a warm, almost maternal smile. Sammy wondered if he would have to be fed by Sarah even after school started up again in the autumn. It was not like he could actually forget how to feed himself, was it? No, that could not be possible. “Open wide!” He opened his mouth almost without even noticing, grimacing as the slightly sour yogurt touched his tongue. “No spitting it out, baby Sammy!”

In one of his more brilliant moments, or so he thought of it, Sammy had spat out every spoonful of oatmeal Sarah tried to feed him one morning. Unfortunately, she had been one step ahead of him and, taking him to the living room, made him lie down on his blanket and drink a bottle of milk that she held for him. He spent that whole day only drinking milk with Sarah commenting on how he must be even more of a baby than she had thought. The next morning, he knew enough to eat his oatmeal like a good baby boy.

“So we’ll need to have you ready.” Sammy blinked. He had fallen into an almost meditative pattern of opening and closing his mouth. The bowl of yogurt was nearly empty and Sarah had said something.

“Huh?” Sarah smiled and wiped his chin with his bib.

“My messy baby Sammykins.” She cooed before finally explaining. "Jaxon will be here soon to pick up his undies. Remember? You need to apologize for stealing them." Sammy grumbled, but realization struck him and a hint of the old Sammy returned.

"You can't have friends over when mom and dad aren’t here!"

"Sure I can. They know I'm babysitting." She smirked at him. "Jaxon and Tiffany are coming and I think Amy's bringing Aiden. Three girls and their three little brothers, though I think both Jaxon and Aiden are bigger than you, baby Sammy."

"Boys" he stammered. "Boys are going to see me like this?" He did not know why, but it was worse to him to have boys younger than him see him in his predicament. Sarah nodded.

“To keep you out of trouble, you’ll be on your blanket, so they won’t see you in your dress, don’t worry.” She smiled and tapped her cheek. Sammy kissed it, but he was still concerned.

“So they’ll see me in my und” he stopped himself just in time. “Diaper.”

“That’s right. If they ask about it, you can tell them that you’re a baby. As if they won’t know immediately.” She smiled and kissed his cheek. “Just think, you’ll have some big boys to play with!”
Title: Re: Boys Don't Wear Dresses
Post by: babyamylee on August 18, 2020, 06:38:08 PM
Your stories just get to the whole inner part of me, they are so much fun. I love them. Please carry on.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on August 18, 2020, 06:45:35 PM
Your stories just get to the whole inner part of me, they are so much fun. I love them. Please carry on.

Thanks so much! I like to think that your Amy and my Sarah would see eye to eye on a few different concepts of brother treatment!
Title: Re: Boys Don't Wear Dresses
Post by: Sissy Little Girl on August 18, 2020, 07:31:17 PM
Andlat, Sammy is regressing very well with Sarah's guidance.  He just can catch a break and now he will be seen by other boys while he lays on a blanket just like a little baby.  This is fantastic.  Keep 'em coming, Andlat.
 ;D
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on August 20, 2020, 05:49:47 PM
Excellent chapter!  Glad to see Jaxon will be making an appearance as the older boy with little Sammy.  It will be interesting to see if Sarah winds up putting Sammy in diapers...  Thanks
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on August 21, 2020, 02:41:47 PM
Excellent chapter!  Glad to see Jaxon will be making an appearance as the older boy with little Sammy.  It will be interesting to see if Sarah winds up putting Sammy in diapers...  Thanks

I have been looking forward to Jaxon and Aiden for quite a while now, so I'm very excited for readers to meet them!
Title: Re: Boys Don't Wear Dresses
Post by: sissyboy1212 on August 21, 2020, 03:16:56 PM
I’ve really been enjoying your story.  I love how his sister is really getting inside Sammy’s head. The longer it goes, the more he will do all his sissy things without thinking at all. Not long after that, the habits will be so ingrained they will be impossible to change. He’ll just be a sissy baby who doesn’t know how

Can’t wait for him to see Aiden and Jaxon. I so hope he gets to show off one of His pretty dresses for them and their big sisters.

Great work!  It’s a delicious story.
Title: Re: Boys Don't Wear Dresses
Post by: Sissy Little Girl on August 29, 2020, 07:22:31 PM
Andlat, Come on and give us the next chapter.  We are waiting to see what Sarah has instore for baby Sammy.  We can't wait to read more in this fantastic saga.
 8)
Title: Re: Boys Don't Wear Dresses
Post by: Rufffles on August 30, 2020, 12:40:48 PM
Very good story I enjoy reading it . Would like to see his mom come home with cute little girl panties and replace all his little boy undies.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on September 08, 2020, 10:29:04 AM
Very good story I enjoy reading it . Would like to see his mom come home with cute little girl panties and replace all his little boy undies.

While his birthday is around the corner, I'm not sure Sarah would say baby Sammy's ready for big girl panties. And sure, he's pretty accepting of his dresses and "diapers", but I'm not positive baby Sammy would be all that pleased receiving panties of any sort.
Title: Re: Boys Don't Wear Dresses
Post by: BabyDenise on October 27, 2020, 09:36:40 AM
I just finished reading this story and like Secluded Cabin Sissy, I enjoyed it very much.

I hope that you can add more chapters in the future.

Thanks for your stories.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on October 27, 2020, 02:58:01 PM
I just finished reading this story and like Secluded Cabin Sissy, I enjoyed it very much.

I hope that you can add more chapters in the future.

Thanks for your stories.

I'm experiencing some writer's block in regards to Sammy, but I hope to come back to him soon!
Title: Re: Boys Don't Wear Dresses
Post by: BabyDenise on October 27, 2020, 03:27:51 PM

I'm experiencing some writer's block in regards to Sammy, but I hope to come back to him soon!

That is perfectly understandable.

I would rather wait for a better chapter/conclusion than to have you 'force' yourself to write something you are not happy with.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on November 01, 2020, 06:10:22 PM
Sammy was deeply concerned, but he knew that there was nothing he could say to dissuade Sarah, so he fell silent as he returned to the blanket, only speaking when she made him practice what he would say to Aiden when he returned his stolen underwear to him.

“I’m sorry for stealing your undies. I wanted to be a big boy like you, but I’m still just a baby.” He recited for the tenth time. “Sarah, come on. It’s okay when it’s just you and me, but I can’t”

“I’m happy you’re okay with it.” Sarah replied wryly.

“You can’t honestly expect me to be” he blushed and fell silent before finding his nerve again. “You can’t honestly expect me to play along with other people here.”

“All I ask is that you be baby Sammy, which is who you are.” She said gently. “It’d be more unfair for me to try and pass you off as something you aren’t. You’ve really come into your own as a baby these last few days, you know.”

“But”

“Your thumb, baby.” She said, guiding it to his mouth. “There you go. That always calms you down, doesn’t it?” She hoped it would, even though she completely understood how anxious he was. She assumed Tiffany and Amy would keep control over their brothers. If they got too out of line, there was always the empty threat of treating them more like baby Sammy. She smiled down at Sammy sitting on his blanket in nothing but Elmo underwear, his thumb still in his mouth. She had done so well with him and there was still so much of the summer yet to come.

The doorbell rang and Sarah jumped up excitedly, ignoring Sammy’s nervous groan. She patted him on the head.

“Stay on your blanket, baby Sammy.” She said. “Our guests have arrived!” She went to the door, her face aching from her near-constant grin of anticipation. “Hello, come in!” She said, seeing that both girls had arrived with their brothers at the same time. Jaxon was five, but Aiden was a mature seven. Neither boy was nearly Sammy’s age, not that it mattered. Age was just a number and both of them were clearly more mature than the baby on his blanket.

Sammy sighed as he saw every set of eyes lock on him the moment they entered the living room. He pretended to be looking at his tablet, only then realizing that his thumb still resided in his mouth. Should he take it out and risk Sarah ordering him to put it back in? That seemed the better option.

“Why’s he in his underwear?” Jaxon tried to whisper to his sister, but his voice carried in the stunned silence. Sarah's heart melted. The way Jaxon talked, his r's more like w's, was exactly what she wanted for Sammy. Clearly, she would have to make them the best of friends so Jaxon could rub off more on her brother.

“Because he’s in his own house.” Tiffany replied kindly. “You ate breakfast in just your underwear today, didn’t you?”

“Well, Sammy’s in a diaper, not undies,” Sarah said. “But speaking of which,” Sarah looked her brother right in the eye. “Baby Sammy, don’t you have something to say to Jaxon?” The perplexed five year old looked from his sister to Sammy to Sarah. “You’ll have to go up to the blanket, Jaxon. Baby Sammy’s not allowed to leave his blanket without permission.” Sammy grumbled as Jaxon walked toward him. Only then did Sarah hand Sammy the neatly folded briefs.

“I stole your underwear and I’m sorry.” Sammy mumbled. “I wanted to be a big boy like you, but I’m still just a baby.” Jaxon looked confused as he took the underwear from Sammy, shoving it into the pocket of his shorts.

“Do you accept his apology, Jaxon?” The kindergartener nodded, still not sure just what to make of this bigger boy sitting on the blanket.

“Alright, let’s do introductions.” Sarah said. “Everyone, this is my baby brother, baby Sammy.” She pointed at each person as she named them for Sammy. “Baby Sammy, you know Tiffany and Jaxon. I think you met Amy a couple times, and that’s her brother Aiden.” She smiled as Sammy meekly nodded. “Baby Sammy’s a little shy about everyone seeing him in his diaper, but that’s how it is for babies.” Aiden and Jaxon both looked terribly confused, but were too nervous to say anything.

“Aren’t you just the cutest baby?” Amy cooed, coming up to Sammy. “Goo goo, ga ga, baby Sammy!” Sammy could not believe it, but he wished Sarah had given him more instructions of what to do. He felt like he was on display, which when he thought about it, he was.

“You’ve changed a lot since you went swimming at my house, baby Sammy.” Tiffany said. Clearly, Sarah had instructed her friends quite thoroughly about how to refer to him. He just smiled weakly at her. The other boys made him more nervous than the girls. “You fussed so much.” Tiffany continued. “But now you’re just sitting here in just your und, uh diaper. Do you like Elmo?”

“He has been watching a little Sesame Street.” Sarah interjected. “But I mostly have him play the bunny games on his tablet.”

“You’re so smart, baby Sammy!”

“Well, he can’t do it all.” Sarah replied. “I feed him, dress him, even bathe him. But, I did find my old potty training book, so he’s been reading that and doing potty time. He’ll be using the potty like a big girl in no time!” Sammy blushed as everyone, even Aiden and Jaxon snorted at that. Encouraged, Sarah added “Baby Sammy was just telling me how excited he is to wear big girl panties just like me!”

“Sissy.” Aiden muttered under his breath, staring at Sammy. Sammy had no way of knowing if either boy knew how old he really was, but he had a suspicion Aiden might have some idea.

“But that’s still a long way away. Baby Sammy’s gonna stay in his diapers for the summer, I think.” Sammy did not know if he should feel relieved about that or not. He had been banking on getting boxers for his birthday, but at least staying in little kid briefs was better than panties. Or even actual diapers. He would not put it past Sarah to make him wear either at this point.

Jaxon clearly had a question, but he was fighting the urge to ask it. Finally, it burst out of him.

“Hey, Sarah,” Jaxon asked. “Why do you call Sammy’s underwear diapers? They look like underwear to me?”

“Good question.” Sarah said with a smile. “See how baby Sammy’s diaper has Elmo on it?”

“Yeah?”

“Does any of your underwear have Elmo on it?” Jaxon shook his head. “Aiden, does any of your underwear have Elmo on it?” Aiden smirked and shook his head too. “See? Big boy underwear doesn’t have Elmo on it. So, Baby Sammy must not be wearing big boy undies, right?”

“Right!” Jaxon said excitedly. “He’s wearing a diaper!”

“That’s right. Plus, it’s easier for baby Sammy to say diaper instead of ‘baby boy undies’ or whatever you big boys would call them.” Sarah looked at the pouting Sammy at her feet. “Maybe we should ask Jaxon and Aiden to go through all your clothes, just to make sure you don’t have anything a big boy would wear in there, hmm? Doesn’t that sound fun, baby Sammy?”
Title: Re: Boys Don't Wear Dresses
Post by: Sissy Little Girl on November 01, 2020, 06:54:53 PM
Andlat, Glad you are back.  Sammy is in a mess with Sarah still treating him like a baby.  Jaxon and Aiden are really confused regarding Sammy.  I can't wait to see what Sarah has in mind for him in the future.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on November 02, 2020, 11:40:22 AM
Andlat, Glad you are back.  Sammy is in a mess with Sarah still treating him like a baby.  Jaxon and Aiden are really confused regarding Sammy.  I can't wait to see what Sarah has in mind for him in the future.

As I was telling someone yesterday, the end of the story is in sight, so I'll let that detail tantalize you.
Title: Re: Boys Don't Wear Dresses
Post by: Plateguy on May 24, 2021, 10:36:25 AM
Hi Andlat, I hope you can continue this wonderful story.  Can’t wait to see how Sammy’s mother reacts since she was pushing his regression as much as Sarah
Title: Re: Boys Don't Wear Dresses
Post by: PervScenes11 on May 24, 2021, 05:20:52 PM
Wanted to second the calls hoping this story will continue. It's a great story. Would love to see more of it!
Title: Re: Boys Don't Wear Dresses
Post by: Sissy Ballerina Boy on May 25, 2021, 01:03:15 PM
I just read this entire thing for the first time. Oh my god it was a mistake to read it at work. Can’t wait to go home and replay this story in my head. My mind is racing about his 13th birthday party.
Title: Re: Boys Don't Wear Dresses
Post by: babyamylee on June 14, 2021, 04:32:36 PM
Really loving this and don't want it to end!
Title: Re: Boys Don't Wear Dresses
Post by: Party Dress on June 18, 2021, 02:07:46 PM
Andlat I do hope you continue this story. I really look forward to how Sarah will regress Sammy. Panties or diaper first? I can't wait to find out!
Title: Re: Boys Don't Wear Dresses
Post by: teddi on August 09, 2021, 01:54:37 PM
Promising story line.  Yet, must ask:  for whom do you write?  Yourself?  Or others? (your readers)  In the interest of clarity vowing to take your ball and go home is nothing short of sour grapes.  Boo hoo - not appreciated?  Too little praise?  What else is new?  Whine or wine either at times will be bitter.  Truck on.
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on August 10, 2021, 01:55:50 AM
Promising story line.  Yet, must ask:  for whom do you write?  Yourself?  Or others? (your readers)  In the interest of clarity vowing to take your ball and go home is nothing short of sour grapes.  Boo hoo - not appreciated?  Too little praise?  What else is new?  Whine or wine either at times will be bitter.  Truck on.

Goodness. I'm not sure what brought a comment like that on.
Title: Re: Boys Don't Wear Dresses
Post by: JanetMarie on August 17, 2021, 08:03:24 PM
Andlat,

Nice story!  I know it presents its difficulties at time but you are doing just fine.
Keep up the good work and always remember:  humiliation often requires being drawn or forced
in some way out into the open, into the present, into the permanency of our situation.

Best regards always,

Janet Marie
Title: Re: Boys Don't Wear Dresses
Post by: babyamylee on August 18, 2021, 08:34:25 AM
Promising story line.  Yet, must ask:  for whom do you write?  Yourself?  Or others? (your readers)  In the interest of clarity vowing to take your ball and go home is nothing short of sour grapes.  Boo hoo - not appreciated?  Too little praise?  What else is new?  Whine or wine either at times will be bitter.  Truck on.

Really unfair thing to say. Why dont you dm such things if they are so personal or just keep them thoughts to yourself instead of publicly shaming someone and creating drama?
Title: Re: Boys Don't Wear Dresses
Post by: Andlat on October 16, 2021, 10:03:53 PM
Sammy whimpered, feel terribly overwhelmed. Sarah sensed this and kneeled down. “How about you just suc-k your thumb for a bit? That might help you calm down.” Taking her brother’s wrist, she moved his thumb to his mouth, hoping that Aiden and Jaxon’s snickers did not bother him too much.

“Are we gonna go look at baby Sammy’s stuff?” Jaxon asked, Sammy wincing as he heard the much younger boy call him baby Sammy.

“Oh, I doubt he’ll have much to interest big boys like you.” Sarah said, tousling Jaxon’s hair. “Believe it or not, he spends most of his day in nothing but his und- I mean, diaper.” She winked at the boys.

“So he really wears Elmo?” Aiden asked in disbelief. Sarah pointed down to her brother’s crotch.

“There’s your proof. Do you really think baby Sammy would let you see him in something he doesn’t wear all the time?” She hugged Sammy as he made a choking noise into his thumb.

“What does baby Sammy wear over his diaper?” Tiffany asked.

“Well, I needed something that makes it easy to keep an eye on his diaper, so he wears a lot of dresses. Nighties to bed.”

“He wears dresses?” Jaxon exclaimed.

“Hush, Jaxon.” Tiffany scolded. “He wore that same pink swimsuit you wore once last time he was over at our house.” Jaxon blushed as Aiden snorted, but giggled all the same when he thought of the bigger boy before him wearing it. “And mom made you wear a bunch of my old dresses when you were a baby like Sammy is now.”

“Yep, he wears dresses.” Sarah said, returning the focus to her brother. Who cared if Tiffany’s little brother once wore dresses? She had a nearly thirteen year old boy under her control who would be wearing dresses quite a lot for the rest of the summer if she had anything to say about it. “Don’t you, baby Sammy?” “Don’t you, baby Sammy?” He sighed, hoping that by readily agreeing, he might get to put something on over his Elmo briefs.

“Yes, I wear dresses.”

“You’re a boy who wears dresses.”

“I’m a boy who wears dresses.” He repeated dutifully. Sarah nodded.

“What a good baby. Now, all our friends are going to leave. Can you wave bye-bye and thank them for coming?” Sammy complied, blushing as each and every one of them said good bye to him in the same voice they would use for a real baby. He could not help but feel like a weight had been lifted when they left. At least the visit had been short.

“God.” He muttered as Sarah grinned at him.

“Well, that’s four more people who are now completely aware that you’re baby Sammy now.” She said proudly. “Who am I?” She pointed to herself and mouthed the words.

“Big sister.”

“That’s right. No, no. Stay sitting on your blankie. Remember, no standing when you’re on your blankie, baby Sammy. And who are you?”

“Baby Sammy.” He seethed.

“That’s right. And are you a big boy, baby Sammy?”

“I’m a little boy who needs his big sister.”

As if a light switch went off, the humiliation became too much for him. He could not say why it had not happened before, but maybe it was the combination of those two boys, younger than him, learning just what Sarah had done to him. Maybe it was just the fact that Sarah seemed so smug about turning her thirteen year old brother into a giant baby who sat on a blankie, suc-king his thumb in nothing but Elmo briefs. Whatever it was, he had had enough. “Sarah! I’m done! This is freaking ridiculous! You can’t keep doing this to me. I’m older than you! I should be in charge, not you!” He stomped his foot, not even caring if it made him seem like a toddler throwing a tantrum. “You can’t show me off to your friends in just my underwear. My name is Sam, not baby Sammy! I’m thirteen years old! You need to set things right. Right now!”
Title: Re: Boys Don't Wear Dresses
Post by: sissyboy1212 on October 17, 2021, 11:21:59 AM
Little Sammy's temper tantrum does not bode well for our little wetter. Can't wait to see the consequences!

I'm enjoying your story Andlat.  Thanks!

Title: Re: Boys Don't Wear Dresses
Post by: PervScenes11 on October 17, 2021, 03:32:47 PM
Andlat: thank you soooooooo much for continuing this incredibly hot story. I think you are one of the all time great infantilization story writers, and I'm always thrilled to see more from you. Can't wait to see how Big Sister responds to this outburst of ego from Baby Sammy.
Title: Re: Boys Don't Wear Dresses
Post by: Sandra B on October 18, 2021, 03:26:01 AM
Great to see you back, Andlat!
Title: Re: Boys Don't Wear Dresses
Post by: Kates Sissy Rose on August 14, 2022, 06:27:18 AM
Wonderful story