Betty Pearl's Sissy Stories 20.1
Menu => Active Sissy Stories => Topic started by: petticoated on May 04, 2025, 04:04:04 PM
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Leighton was a smallish "man." Barely twenty years old. But he looked much younger. Boyish, actually, with some decidedly Feminine features. 5'6" and weighed maybe 130 lbs. He had let his curly blonde hair grow to just beyond his shoulders. He had a pretty face. Oh, yes. Pretty. Very pretty. Leighton was terrified of Women...especially assertive looking and Femininely dressed women. Women who walked with confidence. Women who looked disdainfully at Leighton when they caught him staring at them. What they probably didn't realize, however, is that Leighton was studying them. He studied their makeup. He studied their dresses. Especially their dresses. Their shoes, definitely if they were wearing heels. He studied their hair, their earrings, and, oh yes, their purses. Leighton even wondered what lipstick , eye shadow palette, even blush might be in their purses. Was there perhaps even a fluffy makeup brush inside, he would ask himself. You see, Leighton was envious. He was envious of their Femininity. Envious of their power. Their confidence. Everything that exuded their ultrafemininity attracted little Leighton like a moth to a flame. Like a sissy to a Petticoat. Like a pretty little sissyboi to complete submission and unquestioned obedience. Then one day, in the mail, Leighton received a beautiful picture postcard featuring a pretty girly store window just full of dresses and petticoats. Frilly little dresses, mostly in Pinks, whites, pastels, satin, and lace. Lots of lace! And scattered beneath all of those sweet frilly frocks were oodles of petticoats. Multitiered, flared, bouffant mostly. You see, Leighton's extensive search history of Feminization, Sissification, and Petticoating had been rewarded with this simple Feminine postcard from "Cinderella Dress Shop." What would little Leighton do? Oh, what would he do, he wondered, as his little heart fluttered rapidly and his sissy fantasies ran wild...
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Hello Petticoated. Great start to what sounds like an interesting story. Will he visit shop and meet a stunning assistant who will take him in hand and turn him into a beautiful little sissy slave girl and dress him in wonderful little girls dresses and frilly knickers and teach him how to minister to her needs? Look forward to next chapters.
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Leighton studied the mesmerizing card closely. The Cinderella Dress Shop's mannequins were Girls...at least most of them. Save for three or four that seemed to have some rather androgynous features, he noticed. At least they seemed androgynous to Leighton. Of course, it was those mannequins which piqued Leighton's interest. Actually, they piqued little Leighton's "interest" excitedly. Very excitedly. The faces of the other mannequins seemed to be of Girls. Pretty Girls. Feminine Girls. Girly Girls. Of course, Leighton's other focus was on the Party Dresses the mannequins were wearing. He couldn't get over how super frilly all of their dresses appeared to be. Were most of them satin? Some were tulle, he knew. Their Dresses were short, above their knees, definitely buttressed by stiff lacy Petticoats. Leighton's attention was redirected to the androgynous mannequins. One of them, especially. The somewhat...shall we say it...the somewhat "sissyish" looking mannequin. "Her" Party Dress made no effort at all to conceal its poufy Petticoats. The expression on this model's face was one of trepidation. Embarrassment, perhaps. And because this model was in the center of Cinderella's large window display, the mannequins immediately surrounding the rather sissy-looking model all seemed to have laughing faces. Two of the Girly mannequins seemed to be pointing at the featured model. The androgynous model. With short brown hair. Pixie style. The model wlth the shortest and frilliest party frock of them all. And wearing the only Dress in pale baby blue. With all of those very visible frothy white lace crinoline Petticoats just meant to be displayed. On the model with the frightened look on her face. The androgynous one. Leighton's heart began to beat faster. His breathing became more rapid. Somewhat labored, almost, for a boy like him. There was no address on the card. He pulled out his phone. His initial searches were futile. Leighton's excitement intensified. His desperation to learn more about Cinderella Dress Shop exacerbated his fantasies of Sissification, Forced Feminization, and Petticoating. He just had to find the Cinderella Dress Shop. Leighton need not worry because, in due time, the Cinderella Dress Shoppe would find Leighton...
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The plot deepens. Looks like Leighton is hooked. Both frightened and excited at the prospect of visiting the shop and seeing that blue little girl dress. Eagerly awaiting next chapters.
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Leighton English had never had a girlfriend. At least never in the traditional sense. Leighton always found himself quickly relegated to the friend zone. While in school, he was always the last boy chosen in his PE classes for any team sport. Frequently, when it was a coed team, many girls were picked first over Leighton. Some were tomboys, but frequently even Feminine girly girls were chosen before him. By the time Leighton got to high school, he found himself either by himself or in the ever-widening friend zone with the girls. And still he would frustratingly try to ask a girl to go out with him. And when they said yes, Leighton was intimidated by their Femininity. No Girl had a problem taking out her lip gloss from her purse, opening her compact, and touching up her makeup...right in front of Leighton. Some of them would even solicit his opinion on a shade of new lipstick that they "just had to have." Others would ask him if he liked the new dress they had just purchased. Was the hem too short? Did their shoes match their dress? And on and on and on. One time a really pretty girl even asked him to hold her purse while she dragged him through a dress shop. It never stopped. And Leighton never said no. Never. When the "date" ended, if Leighton was lucky, he would get a sweet girly peck on his blushing cheek. Then one night, in a quiet restaurant, sitting by himself, Leighton saw the most beautiful woman he had ever seen. Sitting at the small bar. By herself. Sipping on a coc-ktail. Long shiny black hair. Her stunning red silk minidress. Chatting and laughing with the bartender until she reached into her small black leather Gucci clutch and removed what Leighton knew had to be a tube of lipstick. As Leighton sat nearby, mesmerized, his breathing suddenly became more labored and his heartbeat more rapid. He waited and he watched with great anticipation. And with even greater envy...
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Because this beautiful and very feminine woman had her back to Leighton, he felt a certain freedom to stare. He couldn't help himself. She was stunning! And he'd barely gotten a look at her face. He studied everything about her. Her red silk minidress. Her long shiny raven black hair. Her supreme confidence as she and the bartender seemed to be engrossed in a lively conversation while a single television was showing a soccer match. And ever so casually, with supreme confidence and exquisite Femininity, she removed the top from the tube of lipstick she had retrieved from her clutch, twirled the black cylinder until the red lipstick appeared, reapplied it as though it was second nature, pursed her lips, and returned the lipstick to her purse. No compact. No mirror needed. Supremely confident. Supremely Feminine. Immediately, she exchanged a high-five with the bartender as the home team scored a goal. Poor Leighton was squirming with excitement. And with envy. He would give anything to be around a woman like her. In any capacity. And then, quite suddenly, she checked her phone, laid it on the bar counter top with her clutch, got up from her barstool, felt the back of her skirt, and walked towards Leighton's table. Her black slingback heels must have been five inches high. And as they made that distinct sound on the hardwood floor of the cafe when a beautiful woman is walking purposefully in them, in her red silk minidress, this little effeminate pretty boy was in awe. In Her heels, this woman had to be almost six feet tall! Her red lipstick, freshly reapplied, matched her red toenails. Her makeup was flawless. Her demeanor was one hundred percent Feminine. As she made her way to the front of the restaurant purposefully, she passed Leighton and gave him a confident knowing smile while her right fingertips again quickly checked the slightly flared skirt of her dress, aka "Skirt Management 101" to a sissy. Leighton's forced fem and petticoating fantasies were running wild again. And this supremely Feminine and stunningly beautiful Woman was Leighton's newest main character...
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Thank you Petticoated. Great continuation. Poor Leighton, trapped like a rabbit in the headlights, thinking of that lovely little girls blue dress and now this stunning new woman. Cannot wait to see what his reaction will be when she stops at his table to introduce herself. Look forward to next chapters.
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The ambiance of the restaurant's
small bar setting of maybe twelve barstools and four tables for four was enhanced by the soft lighting. While the tables were tastefully spaced from one another to allow for quiet conversations, total privacy was not possible, save for the occasional quiet whispering that occasionally occurred at a particular table. And although this beautiful woman and her familiar bartender acquaintance were enjoying the soccer match on this late Wednesday evening, this bar area was all about intimacy. It was anything but a sports bar. Just as Leighton's grilled salmon salad was delivered to his table by his server, this mystery woman was returning from the front of the restaurant. Her slightly flared skirt had Leighton wondering what might be contributing to that enhanced vision of her dress's Femininity. He thought he might have heard a slight rustling sound as she passed his table. He couldn't swear to it and maybe it was just wishful thinking on his part. As her 5-inch heels clacked femininely on the hardwood floor, he also noticed that she was carrying a small white paper gift bag with pink lettering. It was a dainty bag and it had pale pink tissue-like wrapping paper decoratively peeking out of the top. No doubt a gift for someone? Carefully placing the bag on the oak bar counter beside her purse and her phone, she asked the bartender for a couple of menus. Slowly rising out of her barstool in her red silk minidress, she whisked her hand to check her short skirt, took her phone, the two menus, and her purse to one of the three remaining tables, walked back to retrieve the feminine gift bag, and returned to the table. Leighton was mesmerized. He did his best not to stare at her...and her ultrafeminine mannerisms. Slowly lowering herself into her chair, Leighton watched her place her right hand under her short satin skirt to prevent it from wrinkling as she sat down. And then it happened. As she slowly crossed her toned and tanned long legs, from under her dress a glimpse of red tulle appeared. Two layers, maybe three, Leighton surmised. Feminine tulle. Now he knew what made this beautiful woman's red silk minidress's skirt flare. And just as quickky, the tulle pettilayers were gone as she adjusted her short skirt to conceal them. Only She knew now. But Leighton knew her secret, too. And then...
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Once again, that Feminine sound of stiletto heels meeting the hardwood floors of the intimate bar caught Leighton's attention. Just as he was getting ready to take a bite of his grilled salmon salad, his mouth dropped open and he nearly dropped his fork. She was gorgeous! This absolute blonde beauty! And ohhhh how She was dressed. She was wearing a Tonal Boucle Tweed Skirt Suit in a pale lavender. Her mini length luxurious tweed fabric skirt featured two large button flap pockets. Her matching collared jacket also featured two large button flap pockets as well. Her pale lavender 5-inch heels matched her feminine power suit perfectly. Her thick wavy blonde hair was worn in a high ponytail. Her makeup featured pale lavender eyeshadow, a light dusting of blush on her cheeks, and light rose pink lipstick. She was carrying a light ivory-colored leather Dior clutch. She had a wide smile on her face as she hugged her friend(?). "Sorry I am late. My last meeting went much longer than I thought it would." "No worries. Don and I were just watching the soccer match while I sat at the bar and kept him company." The woman in the red minidress waved to Don and he nodded. The blonde then kissed the woman in red lightly on her cheek, looked at the gift bag, and replied, laughingly, "For me?" "Of course! Happy Early Anniversary! Three years tomorrow! I couldn't wait until tomorrow to give you this. When I saw it, I knew I had to get it for you. Go ahead. Open it!" Don brought the women two glasses of champagne as they took their seats While all of this was playing out not more than thirty feet from where Leighton was dining, by himself, he watched the beautiful blonde in her gorgeous boucle miniskirt smooth her skirt before sitting. Reaching for the gift bag, she exclaimed, "La Femme Boutique! OMG! I love that place!" Excitedly removing the rustling decorative pink tissue paper from the top, she discovered the laciest white lace bra Leighton had ever seen...in all of his hundreds...no, thousands of late-night internet searches. His eyes were fixated on the prize.The beautiful blonde held it up and fingered the lace cups. "OMG! It's beautiful! It's soooo light!" Leighton immediately took quick notice that her pale pink nail polish was the perfect complement to Her brand new ultrafeminine white lace bra...
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The blonde then took her new white lace bra by its pretty white ribbon straps and held it up against her bustline. "OMG! It's soooooo Feminine. And the lace is to die for. I can't wait to wear it!" She laughed. "You know, Emily," she spoke softly, "I think I may have told you about this guy at work. He's maybe 23 years old. He's a Dartmouth graduate interning with us. He's kind of shy around women. It's kinda cute, actually. He always seems to be checking me out, you know. Like today, when I had the Senior Leadership meeting and I wore this suit. I knew it would command the respect I have earned. It's almost like...I don't know...it's like everytime I wear a dress or a skirt...his eyes have this glazed over look. His name is Allen. I think my Femininity intimidates him. Plus, my Senior Partner status...at such a young age. It's kinda cute, actually. I think tomorrow I'm going to change it up a little." The woman in the red minidress (Emily) was giggling now. As she leaned closer, the hem of her red silk minidress rose just enough to expose her red tulle pettilayers. Leighton counted three stiff layers. He was positive this time. Three layers of red tulle. "What are you thinking, Girl?" The blonde held her new bra and dangled it in front of her friend(?), "I have this very sheer white chiffon blouse, somewhat formal...not overtly feminine. I think I'm going to wear it tomorrow...with a pair of black leather pants, and my black 5-inch Louboutins. And under the sheer top," This." She said, proudly dangling the lacy confection in front of her friend(?). "The timing is perfect because tomorrow is the day that he will be shadowing me. I think I'll begin the morning by ordering him to make me a cup of coffee..."
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Emily laughed. "Dorian, why am I not surprised. See what else is in the bag," Emily said, while at the same time taking her right fingers, checking her satin skirt, and instinctively covering her exposed tulle pettis. Much to Leighton's disappointment. "Ooooo!" Dorian gushed. "Matching panties! Oh god, these are exquisite, Em." She held the matching white lace thong panties for closer examination. This set must have cost a fortune, Em. Thank you!" "You're not done yet, Dorian," Dorian's friend(?) smiled. "More, Em?" Dorian responded. Emily nodded and pointed with her cherry red fingernails to the gift bag. After removing the rest of the pale pink tissue paper, Dorian found a scalloped white lace garter belt with small white satin and lace garters. As stunned as Dorian was, Leighton was experiencing, well, arousals of his own. "Cryptically, Dorian looked at Emily and whispered something to her while the two of them giggled. Emily raised her glass of Dom and said, "I'll definitely drink to that!" As the evening came to a close, and the women had finished their meals, Emily cashed out at the bar and asked Don who had won the soccer match. After she exuberantly said "Yes!!," to Don, she whispered something in his ear before leaving with Dorian. Three minutes later, Don delivered a drink to Leighton's table, explaining, "Those two women who just left wanted to buy you a drink." Surprised, Leighton looked at the pink concoction with the large pink toothpick umbrella, anchored by four shiny marischino cherries. "What kind of drink is it?" Leighton excitedly asked the bartender. "A Shirley Temple." Don responded as he turned around and made his way back behind his empty bar. Leighton swallowed hard, removed the umbrella from his drink, and when he turned the pink umbrella upside down to remove the cherries, he noticed a design on the underside. In white were tiny images of ballerinas in tutus. The feminine script read, "Cinderella. A Specialty boutique for very Special bois." But in no time, after maybe twenty seconds of Leighton's shocking scrutiny, the images and the script had vanished...
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FIVE WEEKS and SIX DAYS LATER: Leighton continued for what seemed like an eternity to visit the same restaurant at least a couple of evenings a week. Never on the weekend, however, because the front of the house and even the bar in the back both were crowded. Usually he sat by himself, almist always at the same table, under the soft lighting. Many of those nights only Don, the bartender, shared the area with Leighton. The likelihood that Leighton would ever see those two beautiful women ever again was fading. And then, on a misty chilly evening, around 8:15, as Leighton was making his way to his table, there She was. Sitting at the bar. Laughing with Don. And wearing a dress. A little black dress. A black sweater dress, it appeared to Leighton. Her long jet black hair was in a high ponytail. The televusion was off. She and Don were having a lighthearted conversation. The server interrupted his thoughts momentarily to take his order. Caesar salad and water. When he turned to look at Emily, she was getting off the barstool and gently pulling her dress down. She was wearing black stockings with black stilettos. Then Don grabbed his jacket, told Emily "Thank you," and exited ths bar area. "See you tomorrow, Ms. Em. Thanks again." Emily told him no worries and reminded him to tell the front if the house that the bar area in the back was closed to anyone else, but the bar up front was serving. And then she set her sights on Leighton, sitting all by himself, waiting on his order. As her stilettos femininely click clacked across the hardwood floor, this drop-dead gorgeous Woman stopped at Leighton's table. Leighton swallowed hard. After briefly stumblig as he moved his chair from out under the table, he stammered, "Do you need me to eat my salad in the restaurant?" "No. But it's sweet of you to offer. You can stay back here with me. My name is Emily. My friends call me 'Em.' But you can call me Emily." She reached out to shake Leighton's hand. She was wearing cherry red nail polish and power Red lipstick. Her grip was firm but feminine. "Do you mind if I join you?" she asked. Before Leighton could answer her, she smoothed the back of her black mini sweater dress and sat down across from the frightened boy. She was stunning. And then she started to play with her ponytail while she studied Leighton. She knew it made him nervous. He was tongue tied. Then she opened her black clutch purse and retrieved a tube of lipstick. Reaching back into her purse she pulled out a small compact and opened it. Looking in the mirror, she slowly opened the tube of red lipstick. Looking up at Leighton, she asked, while aiming the tube of lipstick right at him, "You don't mind too much if I take just a moment to refresh my lipstick, do you?"...
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"N...N...no...n-no...of course not," Leighton's response was shaky at best. Emily's tight black sweater dress showed every single curve on her perfect body. And now she was reapplying a fresh coat of lipstick in front of this intimidated boi-child. A quintessential act of femininity. She looked in her compact mirror, pursed her lips, pursed them again, added one more touch of lipstick, pursed her lips again, rolled her lipstick back into its black cylinder, closed her compact, and put both articles back into her clutch purse. "There." She smiled at Leighton and asked if she could get him anything from the bar. "Uh...no...no...thanks. Water's fine. Besides, the bartender has already left, hasn't he?" "Yes. But that's not a problem. I tended bar in Philly while I was getting my MBA at Wharton. And besides, I own this place." "You own it? This whole restaurant?" "Yes. I own it. You seem surprised. You shouldn't be. My niche is mergers and acquisitions." Then this beautiful Woman looked straight at Leighton and added, "Mostly acquisitions. I like to acquire...things. And I'm very good at getting what I want. By the way, what's your name?" "L...Leighton. English. Leighton English." "And what do you do for a living, Leighton?" "Well, I...I...I, uhh, I am studying Culinary Arts here in New York. At the Culinary Institute of America." "Wow! Culinary Institute. That's impressive. Can you already cook much?" "Well, yes. I think I can." "Do you do much French food?" "I can. But since I live by myself..." "No girlfriend, Leighton?" He laughed nervously. "N...n...no...no...girlfriend." "That's too bad." She thought for a moment. "Tell you what. Why don't you come to my place for dinner next week. How about Monday night? You can cook something French...for my Girlfriend and me." "Y...y...your girlfriend?" "Yes, Leighton, my girlfriend. We've been together for three years. Do you have a problem with that?" "Oh no! N...n...noooo. No problem at all." "Good. Then it's settled. Call the restaurant tomorrow, tell them everything you will need to cook the meal. They will deliver it to my place Monday afternoon. We have a place in Hudson Yards . Put the address in your phone. Also, my girlfriend is Dorian...the one who, along with me, bought you a drink. It was a little over a month ago"...
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Leighton was caught by surprise at Emily's comment. "You DO remember us buying you a drink, don't you, Leighton?" Of course he remembered the drink. But what he remembered most about the drink had been the decorative umbrella. The pink umbrella. The pink umbrella with the vanishing white images of the tiny ballerinas in their tutus. And the references to "Cinderella." "Oh...y-yesss. Of...of course. The drink. Y...yesss. The drink." Emily laughed at the tongue-tied little man. "Perhaps we can serve something a bit stronger at my place? Pink Ladies, perhaps? You know, Leighton, on a second thought, I can send my driver to your place to pick you up. Text me your address, okay? We certainly wouldn't want you to forget our little date night, now would we? I think I'll buy a new Dress for the occasion. Would you like that?" Emily laughed. "Now, be a good little boy and text me your address right now.' As she stood up, Emily pulled her tight black sweater dress down. Skirt Management 101. And then she began tapping her heels on the hardwood floor while Leighton nervously funbled with his phone. The tapping of Emily's heels became more rapid as She became more impatient. "Did...did......did you. Get it?" "Good boy, Leighton! Yes, I have it. Sara is my driver. She'll pick you up...how about 5:30? Will two hours be adequate time for you to prepare our meal?" "Ummm y...yes. yes. That should give me time." A small bead of sweat gathered on the little man's pretty eyebrow. "Oh, by the way, there will be four of us. Another little boy will be joining us. His name is Allen. He has been interning with Dorian and also serves as her 'personal assistant' in the evenings...when he is needed. He's a sweet boy. He will be serving the meal and taking care of our drinks. The two of you should get along splendidly." She smiled as she towered over him. 'Now, Leighton, be a good boy and send me your shopping list by noon tomorrow morning." Pulling her short skirt down again, She reached down and gave the frightened little man a sweet girly kiss on his cheek, implanting the perfect lip stain as her Marker...
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So! Leighton has finally been hooked. I imagine he is shocked and bewildered at this turn of events. Look forward to hearing of his experiences on Monday night. Sounds like Dorian and Emily have very special plans for little Leighton.
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"Excuse me for now, Leighton. I need to touch base with the manager in her office to notify her that you will be calling her before noon tomorrow with your shopping list. Sara will pick you up at your place, promptly at 5:30. She will be driving a black limo. Don't keep her waiting. I can't wait to experience your culinary expertise while the four of us have a chance to get better acquained. With that, Emily winked and blew a girly kiss from her red lips directly at Leighton. Quickly checking the hem of her short black sweater dress, the click clacking of her 5-inch heels against the hardwood floor resonated the sound of authority, power, and Femininity. Leighton was sweating. His little heart palpitating. And his mind a myriad of thoughts and even trepidations: What had he just gotten himself into? What would he prepare for dinner? What if it didn't meet Emily's expectations?She was Beautiful. She was intimidating. He just couldn't...no, wouldn't be able to resist her. She was going to buy a new Dress. Would it be as Feminine as the Red satin minidress with a flared skirt hiding three red tulle pettilayers? Or like the body-hugging short sweater dress she had worn tonight? Would he ever get to see her apply her lipstick directly in front of him again, so matter-of-factly? Did she do it purposely? And then there was Emily's tall blonde "girlfriend." Dorian. Her lavender mini length boucle skirt suit with the front pockets on both her miniskirt and her matching jacket. Her 5-inch heels. Both of these beauties towered over Leighton's short smallish frame, especially when they were in heels. And who was this "Allen." Dorian's "personal assistant, when she needed him?" Emily described him as "sweet." Emily's reference to "stronger drinks," citing "Pink Ladies." Now Leighton referenced back to his extensive late night internet search history: "Forced Feminization;" "Sissification;" and "Petticoating." And, of course, the pink umbrella in his Shirley Temple. With the vanishing ballerinas, tutus, and the "Cinderella" logo. The Shirley Temple bought for him by Emily and her girlfriend, Dorian...
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Oh dear, poor Leighton looking forward with trepidation to Monday night and wondering who Allen is. Could it be that he is a totally feminised Sissy who will be Leighton's "Girlfriend" for the night.
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When Leighton got up from the table, he contacted Uber for a ride back to his small loft apartment. As the bar lights dimmed, he moved quickly thru the main restaurant, now hoping to evade any more contact with Emily. Frankly, his mixture of deep arousal and an apprehension that events might spiral out of his "control," which deep down, he already knew he was losing, compelled him to get out of there as fast as he could. He needed time to "think."Emily was now calling the shots and Leighton knew it. And as though Emily was reading his mind, Leighton received a text from Her: "Don't worry your little self about cooking for me so early in our budding relationship. Instead, my restaurant will be sending over some food to my place. That way the four of us can just hang out, enjoy a few drinks together, and have some fun. You can fix dinner after we have gotten to know each other better. Instead of 5:30, Sara will pick you up at seven. Don't make her wait. Dorian, Allen, and I are looking forward to our evening with you. See you Monday, Leighton. Don't cancel on me. Em." Leighton was at least relieved he wouldn't have to cook for everyone. Still, he wondered, why was this beautiful woman attracted to him? Women this beautiful had always been beyond Leighton's reach. Besides, women like Emily and Dorian had always intimidated him. And yet Leighton knew he'd do just about anything just to be in their company. The next few days saw him start to blow off some of his classes until the weekend came and went. Sunday evening he received a simple text reminder from Emily. Monday, Leighton wore a pair of black dress pants and a light blue long sleeve dress shirt for dinner. His long thick shoulder-length blonde hair fell freely. He shaved, even though he had only a little bit of light blonde "peach fuzz." He wore simple brown loafers on his smallish feet. The little man was waiting outside at 6:45. He didn't want to be late. He'd even stopped at a florist and splurged on a dozen long-stemmed red roses. Maybe...just maybe...he wished...Leighton would have his first girlfriend...even though Emily had suggested(?) that She and Dorian were "girlfriends." Sara pulled up just before seven pm. She, too, was beautiful. And tall. And she also was wearing heels with her standard black chauffeur's uniform. "Mr. English?" "Yes," answered Leighton, "Good! I'm Sara. I'll be taking you to Emily's and Dorian's little get-together." With that, Sara opened the back door of the black stretch limo, offering to take the roses as he climbed into the back, and handing them back to him once he had gotten situated inside his opulent ride with the beautiful chauffeur. After a 10-minute ride to Hudson Yards, Sara let him out in front of a magnificent high-rise and past the doorman. Leading him to a separate Penthouse Elevator, he rode straight to the top. Knocking on the door, he was stunned by his "greeter." Standing demurely in front of him was...he surmised...Allen. At least, he thought (s)he was Allen. Dorian's intern at her office and her "personal assistant, when She needed one." Leighton swallowed hard. Allen had been sissified...
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Oh dear. poor Leighton. He must be wondering what he has let himself in for. \with no cooking to do what have Dorian and Emily got planned for Allen and him. Can't wait to find out.
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Leighton was stunned. While he had never met Allen before, he knew a sissified boy when he saw one. Those late-night internet searches had yielded hundreds of images of sissy boys. And sissified bois, too. The look on Allen's face, light makeup and all, was one of dread, embarrassment, humiliation, and shame. Very short almost bleach blonde hair perfectly coiffed...and definitely a boy's. But other than his short boyish hair, albeit styled femininely, there was nothing else masculine about him...at least not from his (forcibly) feminized appearance. It was only his short hair that defined him as a sissy, and not a male. But definitely not a girl, either. Whoever did this to him had even attached a small baby girl pink satin hairbow atop his sissy hairstyle. He was wearing makeup, for sure. Makeup that definitely was intended to be seen, but tastefully and skillfully applied by someone(?). Soft pale shimmering pink lipstick. Just enough blush to know it was there. A very pale blue frosted eyeshadow. He looked as much ~effeminate~ as he did feminine. He was wearing a sheer white chiffon blouse with a pale pink satin bow tie. The front of his blouse had a row of wide ruffled french lace...stiff lace...where buttons would have been. The cuffs of each long sleeve ended with an abundance of more white lace. And the sheer white chiffon blouse did nothing to conceal Allen's satin and lace-trimmed white camisole he was wearing underneath. The matching ruffled white lace of his pantaloons prominently displayed beneath the legs of his black satin womens' pants. Two-inch black patent leather heels over black stockings completed the poor boy's outfit. And now Leighton's little feet were stuck as if they were in cement....
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Delightful. sounds like Leighton is in for a very interesting evening. Looks like Dorian and Emily have planned an evening that will forever change Leighton with the help of Allen
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With the bouquet of red roses in his left hand, Leighton reached out with his right to awkwardly shake hands. And when Allen limp-wristed his right hand before taking Leighton's hand, Leighton was taken aback by this effeminate boy's exaggerated attempt at Feminine deportment. Allen then extended his rather dainty right hand, his perfectly manicured baby pink frosted fingernails prominently displayed for Leighton to see. Allen's handshake was weak. Dainty. Girly. Leighton's eyes suddenly focused on the lacy camisole Allen was wearing under his transparent blouse. It was undeniably feminizing. And unquestionably emasculating. "You must be Mr. Leighton," the high-pitched voice asked.Then Allen took his little fingers, daintily took the sides of his feminizing trousers, and mimicked what Leighton believed to be an awkward curtsy. Allen's voice squeaky high, too. Like a girl's. "Please come in, sir. The Mistresses have been expecting you." Before they could take only a few steps, Dorian came to meet Leighton. OMG! This stunning blonde, almost six feet tall in her 5-inch creme-colored leather stilettos, was attired in a beautiful Feminine white wool mini-length skirt suit. A power suit, to be sure. Before acknowledging Leighton, She directed her attention to Allen. "Did you properly curtsy for our little guest?" Shamefully, he swallowed hard, stammered, and mimicked another awkward curtsy in his silk trousers before responding".Y...y...yesss, Mistress Dorian." Dorian, in front of a stunned Leighton, started playing with Her long thick blonde hair. She started laughing at Allen mockingly. "Well, if it was as disgraceful as the curtsy you just attempted for your Mistress, perhaps I can put you in a nice stiff white poufy crinoline lace Petticoat to help you improve your performance...?"
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Allen's eyes widened with fear. He swallowed hard. Surely this Blonde Goddess, dressed to the nines in her Feminine white wool miniskirted skirt suit, would not humiliate him in front of another male. "Well, 'Allison,' do you need to be Petticoated for the evening?" Quickly curtsying in his black silk women's pants, fully aware another male was watching him, he whispered almost in a lisping frightened voice, "I promise to improve my curtsy, Mistress Dorian." Dorian wasn't satisfied. "Go ahead. Continue." He desperately looked to Dorian for any kind of respite, his eyes pleading. Dorian put her hands on her hips, glaring at Her cowering "personal assistant." Now she started to tap her right foot impatiently on the glistening white marble floor. Leighton was captivated. A blonde Goddess, standing almost six feet tall in her heels, hands on her hips, in her white wool miniskirt power
suit, in complete Feminine control. Finally, Allen broke the silence. "And if I am unable to improve my curtsy, I need to be...I need to be...Petticoated." Smiling satisfactorily, and
before addressing Allen, Dorian gave a distinctly prolonged glance at Leighton. She looked at Allen, "Good gurl...Allison. I'm happy you see it My way. I agree with you. Now, get two scotch on rocks...and a Shirley Temple...for Leighton. Ask Em to help you into your full-skirted serving pinafore...the black satin one with the frilly white lace trim and the three attached layers...stiff layers...
of white tulle. While you're at it, go ahead and remove your long pants and pantaloons. You won't be needing them any more tonight. Replace them with the new black ruffled double satin rhumba panties. The ones with five rows of ruffled white lace on the back...and reads "Petticoated Sissy" in that pretty feminine white script on the front. While you are serving us and our little guest tonight," she smiled at Leighton, "You'll already be prepared should I need to Petticoat you." She paused thoughtfully, before adding, "As a matter of fact, a Special ~Intensive Sissification~ Petticoat that I ordered...especially for you... arrived from Cinderella this morning." Have it available on your mannequin and display it prominently while you are serving us our drinks...and while we are critiquing your curtsy. Hopefully, a sweet little bouffant petticoat...especially one from Cinderella...can serve as a gentle reminder for you to perfect your curtsy as you are serving us tonight." "Oh," She added, "Replace that pink satin bow in your hair with a larger one. One with frilly ruffled white lace. You are dismissed, Allison..."
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Leighton was dumbfounded by what he had just witnessed. As Allen mimicked another pitiful curtsy to Dorian, in an effeminate voice, he responded after his curtsy with, "Y...y...yesss, Mistress." Leighton could see that the redfaced humiliated man would offer no resistance at all. Dorian's mention of "Cinderella" did not go unnoticed, either. And She threatened to "Petticoat" Allen, too. As Leighton contemplated leaving, he noticed a sterling silver and diamond necklace around Dorian's neck. He also saw a small pale baby pink key hanging from the chain. Oh no! It couldn't be. It just couldn't. Had Dorian caged Allen, Leighton wondered. "Emily will be out shortly, Leighton. She and I both had to work later than we expected." Dorian moved closer to Leighton. She opened her white wool jacket just enough to allow Leighton a closer look at the white silk blouse she was wearing. The hint of an ultralacy white bra underneath her blouse further increased her control over Leighton. Fingering the pink key, she invited Leighton into the living room. The penthouse had an incredible view of the Manhattan skyline. The predominate color was white, with gold fixtures, crystal chandeliers, and feminine splashes of pale pink. It was beautiful. This penthouse was by far the largest, most expensive, and most luxurious of any unit in this magnificent building. The main floor had a white marble surface. There were two "Mistress Bedrooms," both with attached offices and luxuriously ultrafeminine en suite bathrooms. A small library and a spacious open kitchen completed the main floor. White sofas, several of them, and beautiful upholstered chairs, all in Feminine soft pinks and white, were tastefully arranged. On the white walls were at least three paintings that immediately caught Leighton's full attention: Two original Roy Lichtensteins and a Degas ballerina original. As Dorian pointed to a spiral staircase leading to the second floor, She stated that additional guest bedrooms and a "Feminine maid's quarter" were upstairs. "Perhaps we can show them to you later, Leighton. One of the guest bedrooms is specifically themed..."
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Oh dear! Leighton has now become ensnared. How long before he is introduced to his own start into the world of Feminisation and Sissydom and who's pet will he become or will he be shared between Dorian and Emily?
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Dorian then reached into the right side pocket of her white wool miniskirt and retrieved her cell phone. As she did, her short skirt edged up ever so slightly, revealing a peek of white floral French Lace..It was beautiful...It was Feminine...and then it vanished as the tall blonde reached down to the hem of her wool miniskirt and gently tugged it down, ever so slightly. Skirt Management 101. This stunning blonde beauty had to be wearing a lacy minislip! Leighton was going crazy now. This was Femininity Overload, and along with Dorian's towering height, Her stunning blonde beauty, and Her miniskirted power suit, Leighton understood now why poor Allen was no match to stop Dorian's determination to seduce (Feminize) him, complete with all of the shame and humiliation that would inevitably come with it. No, Leighton realized.Tonight, there would be no ugly muscle-bound matrons, no leather-clad butches, nor were there any elderly grey-haired Governesses. Ohhh no. Not here. Not tonight. THIS was Seduction. Pure and simple. Unrelenting seduction. By Powerful Feminine Women. Beautiful Women who thoroughly enjoyed every moment of forcibly Feminizing...aka "Sissifying"...pretty little beta bois for Their own personal entertainment and amusement. Seemingly, it was already too late for Allen...aka..."Allison"... to stop this UltraFeminine, controlling, Blonde Beauty. Leighton could see the trepidation...the resignation in Allen's eyes. And then when Dorian quickly punched a series of numbers into Her phone, Leighton immediately heard a series of three locks securing the front entrance to this magnificent penthouse, thereby preventing any escape Leighton may have been considering...
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Orchids of all colors were tastefully displayed as Dorian and Leighton entered the spacious living room area. The marble floors and the deliberate click ckacking of Dorian's 5-inch heels enhanced the beautiful blonde's air of control. Her miniskirted white wool power suit already was doing its job masterfully. "Emily is freshening her ~Makeup~ and changing into something more festive for this evening. She's such a Girly Girl.
She got held up at her office, too. Let's have a seat here, on this couch, while you tell me all about yourself," adding, "Em seems quite smitten with you, Leighton," as she smiled. When she took her seat first, in the middle of the plush sofa, she reached behind her white wool miniskirt, smoothed Her skirt as she lowered herself slowly, and when she was all the way sitting down, she tugged slightly at the hem of her short wool miniskirt, while Leghton feasted his eyes on the Feminine white lace hem of her now exposed white satin lacy mini slip. And then Dorian crossed her legs...slowly...allowing even more of Her pretty lace to peek out, and folded her beautifully maniucured hands, her frosted pale pink nails landing directly on Her slip's lacy hem. Her Feminine fingers began playing teasingly with the lacy hem of Her exposed white slip. While her left hand toyed with her lace, her right hand moved up to touch the small pink key on the silver chain she wore around her neck. Leighton's face was flush with nervous anxiety. And Dorian knew it. He was staring in the direction of the pink key, but his eyes were even more focused on the lacy white bra beneath her sheer top. Playfully fingering her lacy half slip, she began her conversation with Leighton almost matter-of-factly. "Did you notice the Lace on my Minislip matches the lacy white Bra I am wearing, Leighton? Isn't it pretty?" As she played with her thick blonde hair, added, " Of course, some 'men' just don't notice little things like that." Leighton was too awe-struck to render a response. And Dorian wasn't waiting for one, either. She seductively moved closer, pushing Leighton into the corner of the plush sofa. Her floral scented perfume was helping Her to weaken his resistance. She took his little girlish right hand purposely in Hers, and placed it squarely on the now two inches of Her exposed feminine white lace. Then, while continuing to play with Her long thick blonde hair, she encouraged Leighton. "Go ahead, Leighton, play with my lace while I tell you all about my plans for Allen..."
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So! Leighton is finally snared. Sounds like He will become Emily's pet Sissy. Looks like Dorian is, meanwhile, going to give him an insight as to what he may be letting himself in for as she tells him of her plans for poor Allen/Allison.
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Placing her Feminine left hand on a white end table, Dorian found a small dainty bell and gently shook it once. Then she quickly removed Leighton's little boi fingers from her lace, tugged her skirt down, and her lace was gone. "Now, where were we? Oh yes, Allen." At that moment, Allen appeared, still wearing his pants. He looked scared as Dorian glared at him. "Allen, why haven't you changed as I ordered you to do? Did you not hear me? Did I not make myself perfectly clear about ridding yourself of those pants? How dare you disobey me. What do you have to say for yourself?" The room was silent as the seconds ticked and Dorian played with her thick blonde hair. "I'm waiting, Allen." As Allen made a clumsy attempt at a curtsy, while still in his pants, he stammered and stuttered before imploring Dorian to "Please don't do this to me, Mistress. Please. Not tonight. Not in front of guests. I promise to curtsy better." Dorian laughed. "You're such a pantywaist, Allen! You have ten minutes to get out of those pants and into your serving pinafore. And for heaven's sake, get your new Petticoat...the one I special ordered from Cinderella and display it...before I decide to ~Petticoat~ you right now. And where are our drinks, oh, by the way? And fix your lipstick! Now go!!!" "Yes, Mistress," he responded in a shaking and more feminized voice, another awkward curtsy, and he was gone. At that moment, the click clacking of high heels along with the sibilant swishing of tulle skirts could be heard as Emily entered the spacious living room in her Spectacular new Dress! The top of her dress was a snow white satin and lace corset, very tight and Ultra Lacy, emphasizing her curves. At her cinched waist a veritable explosion of white tulle Petticoats, way above her knees, definitely mini length, were held by a white patent leather belt with a silver belt buckle. Silver 5-inch slingback heels provided a towering figure of overwhelming Femininity. Leighton figured there had to be at least 12-15 layers of stiff white tulle petticoats. Her full white corset was at least 80 percent scalloped white lace, Leighton figured. Her red lipstick and her long thick freefalling raven black hair were just as stunningly Feminine. Her makeup was dramatically perfect. Whatever lay in store for the evening's festivities, Leighton knew now that he could be completely overwhelmed, resistance or no resistance...
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Delightful. Can't wait to see how Leighton finishes up. Wonder what Emily has in store for him, personal maid/dresser? or feminised sissy pet in pretty short dresses and ruffled frilly knickers?
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"Oh Em! I LOVE your Dress!" Dropping a playful...deliberate...and ultrafeminine curtsy, Emily laughed, exclaiming, "Thank you, Dorian! Isn't it just spectacular?" "Ohhhhh yes, Girl! I love it! It's perfect, especially for this evening!" The two Women shared a conspiratorial laugh. Dorian got up from the plush sofa, checked the back hem of her wool mini, tugged her short skirt down, walked over to her "Girlfriend" and planted a long slow kiss on Emily while Leighton stared in stunned silence. When their lips finally parted, Dorian excused herself for a few minutes to "make sure 'Allison' is complying with my instructions." Meanwhile, Emily towered over her little man, playfully...Femininely...fluffing and making delicious frou frou with her multilayers of swishing snow white tulle skirts. "I'm soooo glad you could join us Girls tonight for some fun, Leighton. It'll be Girly, for sure, but we'll try not to bore you. I wore my new Dress...JUST FOR YOU, Leighton. Isn't it gorgeous?" All Leighton could do was nod. "Oh! By the way, Leighton, I even have a little 'Thank You' gift for you for keeping your date with us tonight. Be right back. Don't go anywhere." She giggled, planting a girly kiss on his flaming hot cheek. In a flurry of Her super swish-swishing white Tulle skirts and the powerful click-clacking of Her stilettos across the marble floor, Emily quickly went to the kitchen counter and returned with a smallish box, Femininely wrapped in white flowery paper and displaying a pretty baby blue bow on top. Handing it to a suddenly somewhat reluctant Leighton, She grasped his little effeminate chin, "Now, go into the Guest bathroom, open your little gift, and put it on for me. Okay? Like a good boi?" Leighton swallowed hard. Emily's white Lace corset was stunning! Her Feminine cleavage! Stunning! And those mini-length white tulle pettis? No way Leighton was going to push back now on Emily's seductive Femininity. "Now, off you go, Sweetie. Hurry! Don't keep me waiting. Leighton carried his gift to the guest bathroon...the pink and white guest bathroom. With the vanity, makeup mirrors, and a pink and white rose colored settee. He locked the door behind him. And as he studied the baby blue bow momentarily, in that same Feminine white script, he read..."Cinderella."...
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Even the guest bathroom was luxurious. Parts of the white marble flooring were covered with several expen$ive fluffy pale pink rugs. The white and pink settee, with its pink rose(s) floral upholstery was beautiful. Full plush pale pink towels on gold towel racks. Intoxicatingly Feminine, Leighton immediately noticed. Placing the gift box down on the vanity's white countertop, and facing the gold-trimmed makeup mirror, Leighton looked, in vain, for the Cinderella logo he knew he had just noticed a few minutes earlier. And just as the logo had vanished from the umbrella in his Shirley Temple six weeks earlier, the logo tonight had vanished again, this time from the baby blue bow atop his gift box. Unwrapping the white gift wrap, he found a white box. Opening it, he removed several layers of baby blue tissue-like paper until...a white satin garment covered in layers of Ruffled White French Lace. His right hand was visibly shaking as he slowly pulled a satin thong-like garment from its gift box. And while the back of the garment clearly resembled a thong panty, well, the front did not. Upon further examination, Leighton discovered a thick (bridal) satin pouch. Completely covered in ruffled white ~Lace.~ And he knew exactly what (who) that satiny lace pouch was for. A small baby blue satin bow adorned the front of the ruffled white lace-encrusted satin pouch. His heart was beating and his anxiety was building. His face was burning with shame. And yet..."I can't do this. I won't do this." But in the end, Emily had already seduced him with Her frilly petticoated Dress. OMG, Her Dress was everything he wished he could wear. But if he couldn't wear it...well, he just had to be around it. Near it. Near Her. He desperately needed to be around this stunning woman who was wearing such a Feminine Dress. Yes, little leighton would do ANYTHING just for the privilege of being near Emily. And Emily knew it. Now he feebly "reasoned," at least his humiliating Emasculating satin and Lace pouch would be worn underneath his male pants. Allen wouldn't know. He just had to avoid ending up like Allen. Emasculated. Feminized. And on the verge of being ~Petticoated.~ Leighton couldn't let that happen to him. He just couldn't...
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Oh dear! Leighton will not be able to resist putting his lovely new knickers on. Look forward to seeing how long it takes Emily to transform him into a cute little feminised Sissy.
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Leighton swallowed hard. His face was on fire and his smallish fingers were shaking as he examined the shamefully emasculating garment. It was ALL ruffled white lace on the outside. The back thong also was all ruffled white lace. As Leighton turned his attention to the inside lining of the pouch, it was white bridal satin. It had to be. Smooth, cool, and as he knew, unrelentingly arousing. It was deeply and unabashedly effeminate. No man...no real man would ever wear this! But deep down Leighton knew he would be unable to resist putting it on for Emily. Any misplaced far-flung fantasy he may have harbored about finally finding a beautiful Girlfriend in Emily had quickly been extinguished by Her. And yet...he had to be near her. Her Femininity. Her magnificent five-tiered white tulle minidress. Her white lace corset. Her 5-inch open-toed slingback heels. Her makeup. Her long thick jet-black hair. Her incredible beauty. Her Femininity. Her Control. Yes, leighton would do ANYTHING just to be around Emily. Anything. And She knew it. Her own special pretty boi. After all, Emily reasoned, every strong Woman deserved to have Her very own special pretty boi. And leighton was pretty already. Effeminate, for sure. Easily intimidated by powerful Feminine Women. Envious of Their Femininity, especially Their pretty Dresses. As leighton gently held the sissifying confection of cool bridal satin and ruffled white lace, he laid eyes on a small envelope in the box. It was pale pink, with white images of ballerinas in frilly tutus. He knew these images. He had seen them before. As he opened the envelope he removed the card and read the hand-written message: "I hope I got your size right, leighton. small? I thought so. It is pretty, isn't it? It's double-layered bridal satin to give you that tingling sensation. Don't worry, it's leak proof, just in case you get overly excited this evening. I wanted something extra frilly and lacy for my little boi tonight. Now...be a good gurl and put It on for Me. And don't keep Me waiting. By the way, throw your silly male underwear in the pale pink trash bin. You won't be needing them tonight." It was signed, "Em."...
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Poor Leighton, his desire to please Emily will outweigh any misgivings he has. after all what's the harm? when he puts the pretty knickers on who is going to know apart from the two of them. Emily now has him hooked. How long will it take Her to fully transform him into the pretty little feminised sissy pet she wants? Looking forward to next episodes
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Leighton's deepest fantasies...his most arousing fetishes...had collided. And no matter how much (or how little) he might want to deny or resist where this might lead, he was in way over his pretty little head. The looming image of a Feminized Allen and these two incredibly beautiful, Feminine, and controlling Women were way out of pretty little leighton's league. And to think he had foolishly harbored momentary far-flung aspirations of finally finding a potential girlfriend with Emily! This night was destined to exceed even the "friend zone" scenario that leighton had come to accept time and time again. Tonight his pretty little hand already had been strategically and purposely guided by Dorian to rest on the wide white French Lace hem of Her minislip. Her white wool miniskirted power suit spoke volumes about who was in charge. And it was made very clear that this tall Blonde Goddess would brook no nonsense from Her "administrative assistant," Allen, who She had openly referred to as "Allison," promising to ~"Petticoat"~ him if he failed to perfect his curtsy. Would She really humiliate him? Tonight? In front of another "man?" Then there was Emily. And Her Dress! OMG! HER ~Dress,~ indeed. ULTRA~Feminine.~ Powerful. And the undeniable ~Envy~ of every Effeminate sissy wannabe, including leighton. Now, in the girly confines of this UltraFeminine bathroom, as leighton obediently, albeit hesitatingly, removed his male trousers and discarded his boxer shorts into the pink trash bin, his weak...and trembling little fingers daintily took the sissifying white bridal satin and ruffled white French lace thong, slowly pulled it up his nearly hairless feminine-like legs, adjusting the shameful sissifying pouch to excitedly (he couldn't help it) accommodate his embarrassingly small little "soldier," the cool bridal satin already was at work, heightening poor leighton's arousal while weakening his token resistance...
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Finally, He's taken the first step into the realms of Feminised Sissyhood. I hope Emily will induct him gently in to his new world. Await with anticipation.
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Two more Lichtenstein nudes adorned the walls of the Feminine bathroom. Adorning the white marble Vanity top, a Feminine assortment of Makeup Brushes, all pale Pink and White, Dior Eyeshadow and Blush Palettes and Compacts, Lipsticks, Mascara...all directly and temptingly teasing poor leighton, beckoning his (sissy) infatuations. As leighton slid his trousers back on and over the Emasculatingly Feminizing Ruffled White Lace encrusted double-satin pouch, his aroused little soldier struggled to contain itself. Struggling to pull the zipper of his trousers over the stiff white ruffled French lace, without damaging it, his little soldier's arousal only heightened. Then, startled by a gentle knock on the door amid the swishing and rustling of Emily's Dress, She whispered thru the door, "Don't worry, little man. If you get too excited, I have a backup Panty just for you. It IS a bit frillier.. and it does have a Baby Girly Pink Bow. Do you need my help?" She asked, giggling. "N...n...noooo. I've got it. I...I...I'll........be......out...in a second." "Okay, if you're sure." The sibilant swishing of Her Tulle Skirts and the click clacking of Her Heels were heard as She returned to the spacious and exquisitely Feminine living room, sharing a laugh with Dorian. Finally securing the zjpper of his pants, the bulge from his Emasculating panty pouch would be shamefully obvious to both of these two Beautiful Women who were in total Feminine control of both bois...and They knew it...
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Tentatively opening the Feminine bathroom door, leighton swallowed hard. Hearing the two Beautiful Women laughing, he soon saw the reason. Standing in the corner of the luxuriously spacious main living room was Allen. His head was looking down, very subserviently. He looked scared. Embarrassed. Defeated. And leighton knew this poor man(?), Dorian's so-called "Administrative Assistant," looked more like, dare leighton think this, a Feminized male maid. To be honest, a ~sissy maid.~ Allen's (?) Frilly maid's dress was Pinafore-Styled. And it was anything but costumish. It was luxurious! Feminine. Black Taffeta, leighton guessed. Mini-length, several inches above Allen's knees. The three layers of stiff snow white Tulle, lace-trimmed ( at least two inches) weren't concealed at all. And the Satin and Taffeta Dress must have had maybe (leighton surmised) a stiff black Crinoline underskirt sewn into the taffeta skirt to add to its poufiness. His(?) Long-sleeved white sheer chiffon blouse did nothing to conceal his(?) Lacy white camisole. The high ruffled white lace collar was topped off with a little black satin men's(?) style bow tie. (The obvious "masculine" contradiction that Dorian had personally requested.) But Allen wasn't all alone in his little corner. Oh no. Directly to his(?) right was a very realistic (definitely AI influenced) androgynous-looking man-nequin. Essentially, a very pretty sissy boi. Blonde pixie-style haircut. Tasteful makeup, mostly pinkish. Pretty hands (all the way down to its stylishly long pink nails) sissyishly placed on its hips. The expression on the very realistic sissy mannequin's face was one of mocking disdain. But what really stood out, literally and figuratively, was what the sissy mannequin was wearing! Dorian had called it a "Special ~~Intensive Sissification Petticoat~~ from Cinderella." And now...EVERYONE in the room knew why...
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Leighton's knees buckled at what he saw in the corner of the spacious and Feminine living room area. Emily exclaimed, "Oh! You're back, leighton. Now we can start to have some real fun!" Making delicious Feminine Frou Frou with Her five-tiered white Tulle Minidress, Her silver five-inch slingback stilettos click clacked across the marble floor while Her Tulle rustled and swished musically. She towered over Her little (boi)friend(zone). Swishing Her skirts back and forth, Emily then planted a long and lasting kiss directly on leighton's submissive quivering mouth while Her minidress enveloped him. As She slowly and skillfully moved Her tongue inside and around the stunned little man's(?) Small mouth, She made certain that Her Pettilayers of stiff white tulle continued to tease him mercilessly. His little soldier was wriggling helplessly in its own Emasculating satin and lace panty pouch. Emily had purposely and skillfully transferred Her Lipstick to poor leighton's mouth. Pulling away, She Femininely feigned "surprise" at leighton's now colored lips. "Oh my! You really look rather sweet in my Lipstick. Pretty...actually." When leighton realized what She had done to his mouth, he indtinctively moved his right hand up towards his face with every intention of removing Her Lipstick...until She firmly grabbed his arm and stopped him. Then She immediately and purposely took Her right index finger and started to blend Her Lipstick more evenly over his shaking lips. Then Dorian, resplendent in Her Authoritarian white wool miniskirted skirt suit, moved quickly to the Feminine bathroom, Her 5-inch heels Femininely click clacking on the white marble surface. In a few seconds, the tall Stunning Blonde had returned and told Emily to hold leighton in place. Standing directly in front of him now, and towering over the little man(?), Dorian reached into the right side pocket of Her white wool miniskirt and removed a tube of Urban Decay "Bad Blood" Red lipstick...
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"Don't move, pretty boi," Dorian ordered. To be sure, Emily stood directly beside leighton, Her UltraFeminine minidress still powerfully enveloping him. Leighton obeyed Dorian's order to stand still while the tall Blonde beauty removed the cap from the tube of Lipstick, turned the narrow cylinder slowly, and in no time, the Red Lipstick appeared. Leighton's eyes widened. He started shaking as Dorian approached him, the Red Lipstick just inches away now from its intended target. "Stay perfectly still while I apply a first coat. Don't move. And stop shaking. It's only Lipstick," She said, almost casually. And then, purposely and meticulously, with Emily watching intently, Dorian applied the "Blood Red" Urban Decay lipstick. The taste immediately increased leighton's little soldier's arousal even more. "Now, purse your lips.. gently...like a Girl...go ahead...do as I say. That's it! Good boy!" Doesn't it taste just scrumptuous? Stay still while I apply a second coat." Leighton never moved. Total acquiescence. "Good boy!" Dorian looked at Emily, commenting, "Em, just imagine how pretty he would look with a full face of ~Makeup~!" Emily replied, "I told you, Dorian!" Emily smiled at Leighton, "My very own pretty boi." Dorian turned Her attention to Allen, who had remained in his subservient position while the Girls had fun with leighton. "Allison'," Dorian addressed Allen, "Attend to our drinks. Two Scotch on the rocks and a Shirley Temple for leighton. And be quick about it, ~sissy.~"...