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91
Active Sissy Stories
/ Re: Looking for a story
« Last post by DaraJaney on March 30, 2026, 06:51:26 PM »
92
Active Sissy Stories
/ Re: The Mother-Daughter Easter Brunch
« Last post by sissyboy1212 on March 29, 2026, 04:24:40 PM »
THE REVEAL

       Entering the house after her walk, Claire paused in the kitchen, expecting the usual commotion. After several moments, she realized that her house seemed uncharacteristically quiet. She was just about to call out for the kids when the sound of soft footsteps drew her attention to the staircase. Turning, she saw Stephanie and Caitlin walk around the corner from the landing and enter the kitchen. The girls had mischievous smiles on their faces. "What is Stephanie doing here anyway?" she thought to herself with bemusement.

       Then, two more figures followed behind her. She gasped as she saw her twin sons, Jack and Justin, hesitantly follow the older girls into the kitchen. The sight before her stole her breath: the boys stood side by side, enveloped in elaborately girlish pastel dresses and finery, and transformed into the very pictures of Easter sweetness! Their sheepish grins revealed a blend of girlish bashfulness and excitement.

       Claire’s hands flew to her mouth, eyes bright with astonishment which quickly shifted to delight. For a long moment, she simply gazed at her transformed sons, taking in the sweet, earnest sight. “Oh my goodness,” she giggled as she immediately understood what they were intending. "Again?" she asked with a shocked look.

       â€œHappy birthday, Mom!” Jack and Justin chimed together brightly. Then, cheeks pink for more than one reason, they performed tentative curtsies, their skirts swaying and petticoats whispering as they moved. They were still a bit unsettled by the sensations of having spent the last hour being fussed over so intensively, but it was not an unpleasant feeling. They smiled adorably.

       As it sank in on Claire all the trouble they had gone to, she felt a wave of emotion, and her eyes grew a little misty. “You two! I can’t believe you’re doing a sequel!” Then she turned to Caitlin with a playfully accusing but affectionate look, “but I’m sure your big sister here was the mastermind!”

       â€œGuilty!” Caitlin shrugged with a grin, “but I just thought since it was your birthday, it would be such a shame to miss the chance to have ALL your daughters together!”

       Jack and Justin’s cheeks bloomed rosy pink at being called ‘daughters’ in front of their mom, the word echoing in the kitchen and making everything feel more real. Somehow, it all seemed different to them now. Hearing Caitlin say it out loud that way drove home that being ‘daughters’ today wasn’t some practical joke… it felt like more than that.

       Stephanie asked cheerfully, “Don’t they look adorable, Aunt Claire?”

       The twins stood self-consciously and their postures seemed to grow more feminine as their mother took a closer look at their Easter finery. Jack’s hands delicately played with the top of his skirt, and Justin absent-mindedly brushed a golden curl back. Both of them were keenly aware of how pretty and dainty they looked.

       As Claire examined their exquisitely girlish outfits, she realized her twin boys were a charming spectacle of springtime celebration. Jack stood skittishly in his delicate, sun-bright yellow frock, and Justin smiled sheepishly next to him in a cotton-candy pink dress so frilly and full it seemed almost spun from sugar. Puffy, frilly sleeves brushed softly against their upper arms, and the skirts billowed gorgeously over their crisp tulle petticoats.

       Claire marveled at all the precious details: charmingly matched pastel Mary Janes, delightfully lacy ankle socks, fetching hair bows and frilly lace accents. Their makeup was subtle but cute: softly blushed cheeks, a touch of pink lip gloss and hints of shimmer in their eyes. She saw they’d even painted their nails!

       Caitlin gestured to her befrocked little brothers, and they both did bashful little twirls for their mother so she could see the backs. Claire admired their perfectly tied ribbon sashes, and she was enchanted with the way their frothy layers rustled, billowed and bounced as they spun around. Facing their mother again, Jack shyly smoothed his yellow skirt and Justin giggled a bit as his poufy layers settled softly. 

       Claire managed to collect herself, dabbing a bit at the corners of her eyes. She laughed warmly, then reached for Jack and Justin to hug them gently. “It’s wonderful so see you ‘girls’ again! You two look absolutely beautiful,” she said, her voice tinged with affection. 

       Her twins beamed back at her, their cheeks still glowing pink. Both boys were trying to present themselves as sweetly as possible now, just like at Christmas. They knew in their hearts it would be wrong now to play their situation off as some kind of big joke. Instead, it was beginning to feel special, and they didn't want to ruin that for their mother. They knew that the only right thing to do at this point was try to be sweet little girls today. Caitlin and Stephanie grinned as they observed how careful and ladylike the boys seemed to be as they hugged their mother, cutely mindful of their hair and makeup.

       â€œMom, we really are your ‘daughters' for the day… just like Christmas!” Jack said softly, stating the obvious, but also signaling their commitment.

       Justin chimed in, “And we’re going to be the sweetest daughters you’ve ever had! Or at least, the cutest!” he said, his voice just bordering on a playful snicker as he shot Caitlin a teasing glance. It was gentle though... not harsh.

       Claire laughed kindly as her boys tried to lean into their parts. Beneath their attempts at playfulness, Claire saw the sincerity in their eyes and the joy they brought to the moment. She knew she’d treasure this memory forever.

       â€œAnd you even smell like fresh little daisies!” their mother observed as she offered her own mildly teasing comment about their perfume.

       The boys giggled bashfully at themselves, but they knew she was right. It was going to be a memorable day!
93
Active Sissy Stories
/ Re: His Aunt Nicole
« Last post by Simonssister on March 29, 2026, 10:48:25 AM »
Chapter 329. 

Serena finally returned, collected him, and they walked back to the car, Tim still clutching his bouquet.
“You did a great job, Tim.  Everyone was impressed.”
His ears were still red.  They climbed in.  Tim was quiet.
“Now what’s the problem, darling?”
“Maybe these shorts are a bit…you know, revealing…”
“Nonsense!  They’re very smart.  The whole uniform is amazing.”
“But…”
“What?  Come on, tell me.  What’s the problem?”
“It’s just…like, they show…  I mean, they were looking at, you know….my thing…”
Serena laughed.  “That?  So what?  You are a boy.  You should be proud of it.  I show my tits when I wear a tight dress.  That’s no different.”
“But…  It wasn’t my fault.  I was hot, see?  The sun…  And I was getting a bit…”
“Naturally.  Listen to me, Tim.  Don’t you realise why you’re so popular with the girls?  Because you’re handsome, smart, and you have a great bod.  It’s true.  Of course they like you.  Of course they fancy you a bit.  Isn’t that exactly what you like?  Most guys would give anything to have the sort of following you’ve got.  If you’ve got it, flaunt it, I say, darling.  Not all boys have it in the first place.”
He looked at her wide-eyed.  “Do you think so?”
“I know so.  It’s going to be the same when we get to the reception, I guarantee.  Everyone will want to meet the pageboy.  You’re the star of the show.”
“Really?”
“Of course!  Get used to it.  Everyone been asking me about you.  Can you be pageboy at their daughter’s wedding, do you do parties, and so on.  You’re a celebrity, Tim.  But if you can’t cope with the attention, no probs.  I can tell my mum and we can just focus on maiding.  I can ring Cynthia now if you like and cancel your other outfits…”
Serena understood very well how much he loved being in the spotlight.
Tim panicked.  “No!  No, don’t do that…  Okay, I get it.  I’m sorry.  I just got a bit flustered, that’s all.  It was hot, and all that posing…”
“I understand, Tim.  You played your role in the church perfectly.  You must have felt quite exhausted.  I shouldn’t have allowed you to be pestered by all those women.”
“No, really.  They weren’t pestering me at all.  I just reacted stupidly.  I really like my pageboy outfit... a lot.  Actually I can’t wait for Cynthia to come up with some new creations.  If you think anything needs modifying…”
“Yes?”
“Just go ahead.  I trust your judgement completely.”
“I’m flattered.  Do you feel better now?”
“Yeah.  Thanks.  I’m sorry for being so silly.”
“Well, since you’ve chosen to follow the celeb path, let’s have a publicity photograph, shall we?”
“What do you mean?”
“Come and sit in the driver’s seat and I’ll take one.”
“Okay…”
They got out.  Tim posed sitting in the driver’s seat.
“There.  You look cool.  I can show that around to prospective customers.”
“That would look great on my wall!”
“I’ll get one printed.  Now, we should go.”
Tim moved over.  Serena climbed in and they were soon on their way.
“By the way, who gave me the bouquet?”
“Melanie, actually.  Another one of your admirers.”
Tim laughed.  “Let’s hurry and get to the hotel.”
94
Active Sissy Stories
/ Re: His Aunt Nicole
« Last post by Simonssister on March 29, 2026, 10:42:22 AM »
Chapter 328.

He did everything that was asked of him.  But now he was thirsty.  It was nearly eleven-thirty, and the sun was hot.  He became aware that the leg bands of his shorts were slipping against his thighs as he moved.  And he was thirsty.  He stopped.
“Ladies…?  Would you mind if I got a drink?  I…”
It was then he noticed that none of them was looking at him.  Well, they were, but not at his face, but at his shorts.  And Zoe herself was wearing a wicked smile, and snapping away as fast as she could.  He looked down.  To his horror, he saw that he was semi-tumescent, the glossy latex taut over his swelling boyhood, which had pushed its way diagonally upwards to the left-hand side of the centre seam.  He gasped, and instinctively covered it with his hand.  It was firm and hot.  Holding it risked making things worse, but he had no choice.  He stammered an apology.
“I-I’m sorry, ladies, but I’ve just realised…  Er, I’m supposed to meet my aunt by the gate now…
“Oh, Tim…just a few more, please…..”
“But…”
“No hurry, Tim.  Carry on.  We have loads of time.”
It was Serena, smiling like a Cheshire cat.  She was holding a little bouquet..
“But I thought…”
Serena looked at her watch. 
“We don’t have to leave for at least ten minutes.  The reception won’t get going till twelve thirty.  Don’t disappoint the ladies, darling.  Look, one of the bridesmaids asked me to give you these.  Isn’t that sweet?  I think she must have a little crush on you.”  She walked up to him.  “Here, take them.”  She lowered her voice.  “Whatever are you doing?  Stop holding yourself like that.  Take them in both hands.”
She took a step back.  “There, what a pretty picture you make.  I’ll come and get you in ten minutes.  Be good and pose for the girls.”
She winked at the others and walked away.  Tim did his best to conceal his erection behind the flowers.  But without much success.
“Can you hold your bouquet higher, please?” called one of his tormentors.  “Higher…  Higher…  That’s better!”
And they resumed the photoshoot.
95
Active Sissy Stories
/ Re: His Aunt Nicole
« Last post by Simonssister on March 29, 2026, 10:39:13 AM »
Chapter 327.

Tim had already played the “perfect pageboy” in front of all the guests.  Now he had a more exclusive assignment.  Zoe took him by the hand, and followed by a little group of her friends, led him round to the side door of the church.
“Stand there, Tim…  Maybe up on the first step?  There’s a love.  That’s it.  Perfect.  Just pose any way you want…  Yeah, do what you feel…  Great!  Love it!  Little dance?  Super!”
He was ecstatic.  They really liked him!  This outfit was great.  He was a big hit with all the ladies.  Thanks to Cynthia.  She really knew what suited him.  She was going to make him other shorts too, probably in different colours.  What did Serena say?  Maybe an inch or two shorter?  S’pose they could be, yes…  Better mention that to her…

He was enjoying himself so much.  In the direct sunlight the latex was warmer than ever, and underneath his skin was warm too, and he was perspiring slightly.  As he moved, his coc-k slid about against the slick latex, and began to stir.  It felt good, being the centre of female attention, being able to show off to his heart’s content.  His audience showed no signs of boredom; the ladies seemed more enthusiastic than ever, praising him and issuing requests.
“Smile, Tim!”
“Make a silly face!”
“Could you stand like that and make a peace sign?”
“Amazing, Tim!  Now could you turn around and look over your shoulder?  That’s great!”
96
Active Sissy Stories
/ Re: His Aunt Nicole
« Last post by Simonssister on March 29, 2026, 10:34:02 AM »
Chapter 326.

At a quarter to ten the bride arrived, and Tim took up his position on the back pew, clutching the velvet ring bag.  Melanie and Delia came and sat on either side.  In his excitement he could hardly keep still, so the girls squeezed him from both sides, giggling and sniggering and shoving.  His latex pants squeaked on the polished wooden pew.  Tim wasn’t amused.
“Girls, be careful!  You’re creasing my shirt!”
Delia tugged at his frills, making the leg band smack back on his thigh.  She spluttered with laughter.
“Don’t do that!  It stings!”
A woman in the next row looked round frowning.
“Shh!  Remember you’re in a church, young man.”
Tim turned red.  The girls sniggered.  They continued to torment him, and conducted a whispered conversation in front of him.
“Be careful, Delia.  If you rip his shorts, what will he do then?”
“Ooh, I hadn’t thought of that…”
“They won’t rip,” hissed Tim, testily.  This is special non-tear latex…”
At which the girls dissolved in paroxysms of suppressed giggles.

When they’d heard Deborah was having a pageboy they’d imagined some posh little ten-year old in satin hose and buckled shoes.  They’d already been planning to have some fun with him.  But a hulking teenager in little rubber shorts?  They couldn’t believe their luck.  Just wait till the reception…

His torment soon came to an end.  Ashley gave them the signal, and Tim and Melanie jumped up and positioned themselves either side of the church doors.  As the organ began to play “Here comes the bride”, they swung open the doors and took their places, Tim at the front and Melanie and Delia behind.  A pause, then Tim led the procession up the aisle at a dignified walk.  The congregation turned their heads as one, and a murmur of surprise ran through the church as eyes fell on Deborah’s pageboy.  At her first sight of Tim in his finery, Deborah herself murmured “oh my god” and squeezed her father’s arm.
They arrived at the altar, Tim took up his place, and the ceremony proceeded.  He presented the rings without incident, and fifteen minutes later led the bride and groom back down the aisle and out into the sunshine.  The congregation filtered out, there was applause and congratulations, Tim was hugged by the bride and mobbed by the female guests, much to his delight, and then it was time for the wedding photos.  It was only then he realised he had been nervous.  Now the tension seeped out of his body, and he could relax.  The photos!  Yes, this was what he had really been looking forward to.  Serena fiddled with his hair and tucked his shirt in neatly.  It was a crisp day, but the sun was quite strong.  He could feel it through the latex, warming his skin and bestowing a feeling of well-being.  Serena produced a silk handkerchief and gave his shorts a quick polish.
“There.  You look very nice.  Debbie wants you at the front.  Off you go.”

Not only did he get to be in the front row of pretty much all the big wedding photos, but Deborah, perceiving how he loved to be the focus of attention, asked the photographer to take some in which he was the main focus.  Of course he lapped it up, posing proudly surrounded by his “admirers”.  Then she was approached by one of her friends.
“Deborah, darling, where on earth did you find this little sweetie?  I really want him for my birthday party next month.  And some of us would like to get a few snaps of him by himself, yeah?”
“You can do what you like, Zoe.  You’d have to speak to Serena there about your party – the one in the shimmery blue dress.  She’s his aunt or his guardian or something.  But by all means take some pics of him by himself.  He won’t mind at all.”  She turned to Tim.  “Tim?  Would you be a treasure and go over to the side door and pose for a few of my friends?  Zoe here will show you what she wants.”
“Yes, miss.  Of course!”
“Thanks Debs.  Come on girls!  Omg, just look at him!  Whatever can he be thinking, showing up in those cute little panties?  I mean, you can see absolutely everything!  Trish, why don’t you take a video and I’ll do the piccies?  We can share afterwards.  This way Tim darling…  Right over here.  Won’t take a few minutes…”
97
Active Sissy Stories
/ Re: The Mother-Daughter Easter Brunch
« Last post by BabyJay on March 29, 2026, 04:16:53 AM »
Delightful. I think the 'Princesses' are enjoying this more than they are letting on. Could this now be the start of a regular Dress up programme, i.e. Birthdays, Anniversaries, Thanksgiving, etc.? They could then each acc-umulate a lovely wardrobe of Pretty dresses, Frilly Knickers, Petticoats and shoes. Mmmm just a thought.
98
Active Sissy Stories
/ Re: The Mother-Daughter Easter Brunch
« Last post by sissyboy1212 on March 28, 2026, 10:26:02 PM »
SATURDAY MORNING – FINISHING TOUCHES

       Jack and Justin sat more quietly, almost docilely, as Stephanie and Caitlin set about transforming their blonde hair into passably girlish styles. Armed with combs, brushes and a curling iron, the older girls coaxed the twins’ natural curly hair into soft, gentle tresses that framed their faces cutely. Jack and Justin got glimpses of the work in progress in the mirror, and soon the sweet scent of hairspray filled the air.

       Strategically placed bobby pins and a dab of gel gave their hair polished finishes. The twins blushed as pastel bows fringed with lace—pink for Justin, yellow for Jack—were pinned into place for the crowning touch, making them feel even more girlish. Jack’s heart sped up a bit as Caitlin delicately adjusted his pretty bow. Justin silently watched his sister work on Jack even as he felt Stephanie’s gentle touch securing his own darling pink bow. He was fascinated as he stole a look in the mirror to see how delicate it looked perched in his hair.

       Knowing that they only had a little time left before Claire returned from her walk, the older girls worked with efficiency to do the boys’ makeup. With some amused looks and now almost whispered instructions, Caitlin and Stephanie were nearly done: “Close your eyes! Tilt your chin up!” The makeup was light and sweet—a gentle dusting of pink blush to make their cheeks glow, a touch of shimmery gloss for lips, and just enough mascara to make their eyes sparkle. The tickle of brushes on their cheeks and the slick feel of the lip gloss sent fresh tingles down their spines. The barest touches of mascara made their eyes adorably dewy. As the girls worked, they kept one eye on the time.

       Finished with the brothers’ makeup, the girls used cotton swabs, nail polish remover and a few more touches of polish to gently clean up the boys’ nails. Then, they stroked on a quick-drying topcoat for added shine. As the girls touched up their glossy pink nails, the boys were nearly mesmerized by the way their nail polish gleamed and flashed under the light. Noticing the boys’ more gentle demeanors, Stephanie caught Caitlin’s eye and shared a soft, knowing smile. They both thought it cute how Jack and Justin seemed to be lost in such quiet fascination. Both older girls found it utterly charming.

       Caitlin leaned a little closer to them and whispered gently, “You know… it’s perfectly fine to enjoy feeling pretty.”

       Stephanie nodded in quiet agreement, her face warm and encouraging. There was little joking in her tone now as she spoke softly, "Your big sister's right. It's pretty obvious that you two don't 'hate' this!" She said the last part with the gentlest of teases and a warm, loving smile. The boys reddened a bit more, but they almost seemed to be basking in the sweet, gentle attention now.

       The basement was very quiet and still for a few seconds.

       All too soon, however, the tender moment passed. They were still on the clock after all. “OK, up you go!” Stephanie urged as she had them stand with a wave of her hand. Jack and Justin stood up tentatively, skirts swishing, as the girls checked over their outfits. Standing side by side in their Easter best, they had butterflies in their tummies.  From their frilly boy shorts and bralettes to their preciously curled hair, every aspect of their outfits made them feel dainty and precious.

       â€œHold still,” Caitlin said as she straightened Justin’s hair ribbon. Meanwhile, Stephanie reached down and tugged delicately on one of Jack’s frilly white socks. The girls’ faces broke into affectionate smiles as they fussed over the last details. When the girls finally stepped back, the boys stood blinking and a little breathless at their relentless and fast-paced makeovers.

       â€œPerfect,” Caitlin declared. “You both look absolutely darling!” She continued almost giddily, “I never knew I had such cute little sisters!”

       â€œAunt Claire won’t believe her eyes!” Stephanie agreed excitedly. Clearly very satisfied, she added, “you two are all sugar and spice now… just like the nursery rhyme!”

       Jack and Justin cringed adorably as the girls gushed over their sweet looks. The boys’ cheeks were pink with embarrassment. Every playful tease seemed to affect them a bit more. Being fussed over like this and dolled up so thoroughly made them very self-conscious. It seemed increasingly evident, however, that they were both secretly at least a little bit pleased at the girls’ reactions.

       Still, as the reality of their transformation settled in, Jack and Justin were somewhat overwhelmed by just how sissyish they were dressed. Their pastel dresses, layered with billowing frills, made their previous Christmas outfits seem plain in comparison.

       Justin’s cheeks flushed as he admired Jack’s sunny yellow dress, his oversized satin bow and gleaming Mary Janes. "Wow, Jack… I can’t believe how we’re…” he murmured softly as his voice trailed off. 

       Jack let out a nervous laugh. “Yeah, I mean, we look like we belong in a dollhouse… Christmas was wild, but this is… just wow,” he stammered, unable to find more words. Their bashfulness was tinged with a hint of pleasure; the feeling of being so prettily dressed was clearly having an impact.

       Justin recovered a bit and shrugged helplessly, “I think it’s way too late to back out now.” Turning to Caitlin, he added nervously, “You really went all out on us.” Their hearts beat a little faster now as they thought about the spectacle they were bound to create at brunch, but they both managed shaky smiles. They seemed resigned to following through and tried to find humor in their predicament.

       â€œWell, at least I don’t have to wear pink!” Jack offered softly, finding his voice again and trying to joke. Justin cracked a reluctant grin.

       â€œI happen to look great in pink!” Justin teased with a little more energy, his nerves melting slowly into a hint of confidence.

       Caitlin smiled at her adorable brothers and said, “Don’t worry! Everyone will love you!” Then, she added insistently, “we still have a little time left. Let’s practice those curtsies one last time. Make them pretty!”

       Jack and Justin gulped in unison as their cheeks warmed again. Nothing was left to do now but go all in. They gamely grabbed their skirts and daintily dipped into a few curtsies. With each one, their rustling petticoats and swishy frills made the boys acutely aware of their utterly girlish outfits. Still, the twins managed shy smiles. Their embarrassment mingled with a sweet pluckiness as their natural exuberance flashed a little.

       As the girls admired their handiwork with satisfaction, they heard the door open in the kitchen upstairs. They’d finished just in time… Claire was home from her walk!

       Suddenly, Stephanie whispered urgently, “Wait! There’s one last thing!” She hastily rummaged through her pink tote bag and produced a small glass perfume bottle. “I almost forgot!” she admitted.

       Before the boys could react, she sprayed the air around their necks a few times. The delicate perfume quickly enveloped their noses in sweetness. The dainty fragrance was barely there. It was like a whisper of femininity mixed with subtle hints of floral blossoms and fresh body powder. The scent was subtle and sweet, perfectly suited for shy young teens, and it added the finishing touch to their transformations.

       â€œNow you’ll smell as sweet as you look!” Stephanie beamed.

       Jack wrinkled his nose adorably, exchanging a look with Justin as the girlishly dainty fragrance engulfed them. He sighed slightly, “we’re going to smell like this all day, aren’t we?”

       In response, Justin tried another weak joke, “I guess they’ll smell us before they see us now.” He shuffled his feet adorably, not quite sure whether to laugh or groan. 

       Caitlin laughed softly, “OK girls, let’s see those pretty smiles!” Gesturing to the stairs, she added excitedly, “it’s showtime!”
99
Active Sissy Stories
/ Re: The Mother-Daughter Easter Brunch
« Last post by sissyboy1212 on March 28, 2026, 10:11:30 PM »
Oh thank you babycakes. Your comment is exactly what I hope my stories to be. Sometimes I get it right, and many times I don't. But I agree that the best stories are those that let us really get inside the characters' emotions and sensations.

And for BabyJay thank you for your post as well. I agree, I think they are starting to enjoy this a bit... even though it's hard for them to admit it! :)

Here's the next part :)
100
Active Sissy Stories
/ Re: The Mother-Daughter Easter Brunch
« Last post by babycakes on March 28, 2026, 03:49:36 PM »
Once again an excellent passage with perfectly detailed clothing descriptions enhanced by noting the comprehensive emotional and tactile effects on the boys of such feminine dainties and delicates.  Really, an author can go to great lengths with clothing details and yet still miss the mark by omitting or limiting discussion of the clothing's effect on the wearer.  You, as usual, hit the nail on the head. Can't wait for the brunch.
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