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Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on January 12, 2026, 02:12:39 PM »
Chapter 312.
She slid her mouth over the head. It was hotter than she’d imagined, and bigger – it filled her mouth. Kelly murmured with satisfaction. This was going to make a pretty hot flick. Stefan’s head sank back, resting on the sofa cushion. With his eyes half closed he looked as if her were asleep, but he could see Thomasina’s head bobbing regularly up and down quite clearly. He liked the way her mouth elongated every time she drew back, her shiny red lips sticking to the shaft of his pen-is. And the feeling! If it were true this was her first time… The thought…! He had to bite his lip to calm himself.
Emily had squatted down, and was slowly stroking Thomasina’s back, an apparent gesture of support and encouragement – and perhaps an opportunity to get closer to the action. If Thomasina had had a choice, this was definitely not something she would have embarked upon. She had seen women doing this in pornographic videos, and it had rather disgusted her. “Yuk! How can they do that?” she had once remarked to Caroline. In the event, she found the experience not only pleasant, but even exciting, despite her apathic view of men. Stefan was sort of cute, his coc-k was nice and straight and smooth, and his love-juice (that’s what she called it in her mind) was slippery and nice-tasting. She liked the feeling of it trickling down her throat, and began to think herself very mature and grown up to have discovered this new talent so spontaneously. She must be impressing her audience – Emily behind her, Kim and Robert somewhere to her left, and Kelly at the far end of the sofa. She could just see her out of the corner of her right eye. She was determined to give them a good show. And to play to the camera. It was good her hair was tied back, so that Kelly would have a clear shot. The thought made her shiver with excitement. She relished the idea of them all watching it afterwards. Maybe they’d still be watching it months from now. Maybe…some of them would even masturbate over it! Oh, god, imagine… The thought that at any time, one of them might be jerking off over her. Roger… He would, definitely! Would Kim be jealous? Annoyed? Yeah, she’d be livid. One day she’d catch him at it. Grounds for divorce… Yes, she’d divorce him, and he’d come crying to her for consolation…and maybe begging for sex… She giggled silently.
Stefan was moaning now. The rest of the room was quiet, tense, almost electric. She thought she’d better generate a little sound too, so she groaned a little, slurped, and raised her head. It was so pretty, with the pink inner bit peeping out from the foreskin. She pushed the foreskin down, and regarded the bloated, shiny glans. She licked it like a lollipop for a minute, tickling the underside with the tip of her tongue, looking at it innocently, with wide eyes, like she’d never seen one before, let alone... He’d squirmed when she did that! That must be the sensitive spot. She popped it back in, and started using her tongue on the same place. He gasped and moaned. Oh, it was. She’d use that when she was ready for him to c-um, but for now she just wanted to enjoy the feeling of being watched, kneeling there all prim and polite with a stiff coc-k between her glossy scarlet lips, acting like the slut she was for all to see! She had never felt quite so alive.
The pulses of the dil-do felt good. They kept her at a high pitch of arousal, but by concentrating she was still able to stave off an orgasm, allowing her to enjoy wallowing in her degradation. Thank goodness Caroline was out of the way. She would have felt inhibited by her presence, not least because she was rarely capable of keeping a secret, and this was something that needed to be kept within this small social circle. She liked Caroline as a friend. She was fun. Though she was in Thomasina’s year she looked a couple of years younger. Last year she had dressed up in one of Thomasina’s party dresses from when she was about twelve, and they had wandered around in the village smoking those fake cigarettes, watching everyone staring at them in horror. But it was better she didn’t find out any more about Thomasina’s sexual tastes.
Kim and Roger had been standing back, but they had slowly moved in closer to the action. She could just see out of the corner of her eye that they were holding hands tightly, and it seemed to her that Roger was playing with himself just out of her field of vision. She hoped he was. If so, it confirmed her intuition about him. Emily’s hand had been moving lower and lower on her back, till she was stroking her bum. But now it slipped between her legs, and her fingers were toying with the base of her dil-do. She wasn’t surprised, having sussed her relationship with Hilda right from the start. In any case she’d suspected it from her ill-disguised interest in her.
“Go for it, Emily Laidlaw…” she thought. “I bet you’d like to make a threesome with me…”
But at that same moment Emily leant forward and whispered in her ear.
“Are you as good as this with pussy, Thomasina…?”
Without hesitating, Thomasina pulled Stefan’s coc-k out of her mouth, and whispered back.
“Yes, Miss Laidlaw. I like pussy much better, in fact. Pussy or pussies…”
She was almost shocked at herself, but she was enjoying being a total slut, and in any case she meant it. Emily was obviously taken aback by such a prompt reply, because she forgot to keep stroking for a few seconds - but then continued with enthusiasm, pressing a finger against the base of the dil-do and rotating it, making Thomasina thrill with pleasure. With that sort of attention she couldn’t hold out much longer. In any case, Stefan was no better. He’d been slowly sliding down on the sofa, until his bottom was resting on the front edge of the cushion, and his feet were either side of Thomasina’s calves. He was moaning and pleading..
“Thomasina, please… I can’t hold on much longer…”
How sweet, she thought. He was asking her permission! Okay, granted. She moved her hands to his forearms and pinioned them against the back of the sofa, braced herself, and thrust the point of her tongue into the cleft underneath the glans, raking it up and down. The response was immediate and spectacular. His back arched, he cried out, and then she was almost choking on his c-um, which was filling her mouth faster than she could swallow, overflowing from her stretched lips and cascading down her chin. She had only two ideas; first, give Stefan the best orgasm he’d ever had, to which end she employed her tongue as vigorously as she could, using her teeth to hold him in place; second, to make it last, a fitting climax to her performance. As it turned out, there was a bonus. Roger groaned loudly, and let fly over the left side of her face. Glancing up, Stefan’s coc-k still in her mouth, Thomsina saw that the fingers curled around his erection were Kim’s, and that, with an evil expression on her face, she was aiming it straight at her! Even as she registered this, the next spurt of warm c-um hit her cheek and the side of her nose. Surprise temporarily derailed her orgasm, so she waited for both men to finish. In the meantime Kelly had adjusted her position so take in Roger’s contribution to the tableau, and was now filming from the back of the sofa. Thomasina, still trembling on the brink, allowed Stefan’s softening coc-k to slip from her mouth, and looked brazenly into the lens.
“Wait!” cried Kim. She had let go of her partner’s coc-k, and was rummaging in her handbag. “One last thing!”
She produced a lipstick, took off the cap, and taking Thomasina by the ponytail, turned her head. Then she wrote something with the lipstick across her forehead, the only area of her face not dripping with c-um.
“Show the camera, sweetie… Kelly, take a few stills, too…”
Kelly filmed for another thirty seconds or so, and took a few snaps, whilst Thomasina cleaned her slimy lips as best she could with her tongue. Kelly briefly turned her phone round to show one to the star of the film. The caption was as predictable as it was undeniable: “c-umSLUT”. Then she reverted to video.
It was the sight of this image, with the bold red letters above and the strings of semen hanging from her cheeks and nose, that finally tipped Thomasina into orgasm.
“Oh…fuc-k…”
She shuddered and gasped. Lights swirled before her eyes. Waves of intense almost unbearable pleasure racked her body. She felt weak, out of control. She grabbed the edge of the sofa cushion for support, and allowed her head to rest on Stefan’s thigh. It was a full minute before she gradually began to recover, still twitching from the aftershocks. She knelt back on her haunches and looked down at her sperm-spattered suit. She touched her cheek; it was slimy and sticky. She was exhausted, but sated and at peace. Everyone in the room was chattering and laughing. She looked around. Stefan was slumped on the sofa, drained but patently happy. Emily mimicked applause, smiling approval and clapping her hands silently. Her first instinct was to imagine she had done something clever – endeared herself to her new friends. But as she slowly emerged from her state of sexual euphoria, it began to dawn on her that, for a mere few minutes of the most intense pleasure she had ever experienced, she had paid a huge price. Now all these people, people whom she hardly knew and whose intentions remained a closed book, had witnessed her abase herself utterly, bare her inmost and most secret desires. And she had let them record every second. Let them? No, she had revelled in the idea. She shivered. How on earth could she have done those things? It was as if she had been possessed. She looked up at Kim, standing beside her. Roger had retired, and she was alone, wiping her hands on a tissue. She returned a smug smile.
“Well done, puppy. What an exhibition. I think you’ve earned a collar and tag. What do you think, Kelly?”
“I agree. A pretty studded collar. What name shall we call her?”
Kim looked thoughtful. “I mean, c-umslut would be appropriate, but it’s a bit of a cliché. How about… Suki? I mean, it says the same thing, really…”
“Perfect! Suki it is. I’ll order Suki her new collar, then. Suki, darling… come back next week and we’ll fit it for you. All right?”
Thomasina laughed nervously.
“Oh, we’re not joking, dear,” said Emily, a slight edge in her tone. “I’ll bring you. We won’t need Caroline. Just you.” And in the meantime you and I can go see Cynthia again… Wednesday okay?”
She slid her mouth over the head. It was hotter than she’d imagined, and bigger – it filled her mouth. Kelly murmured with satisfaction. This was going to make a pretty hot flick. Stefan’s head sank back, resting on the sofa cushion. With his eyes half closed he looked as if her were asleep, but he could see Thomasina’s head bobbing regularly up and down quite clearly. He liked the way her mouth elongated every time she drew back, her shiny red lips sticking to the shaft of his pen-is. And the feeling! If it were true this was her first time… The thought…! He had to bite his lip to calm himself.
Emily had squatted down, and was slowly stroking Thomasina’s back, an apparent gesture of support and encouragement – and perhaps an opportunity to get closer to the action. If Thomasina had had a choice, this was definitely not something she would have embarked upon. She had seen women doing this in pornographic videos, and it had rather disgusted her. “Yuk! How can they do that?” she had once remarked to Caroline. In the event, she found the experience not only pleasant, but even exciting, despite her apathic view of men. Stefan was sort of cute, his coc-k was nice and straight and smooth, and his love-juice (that’s what she called it in her mind) was slippery and nice-tasting. She liked the feeling of it trickling down her throat, and began to think herself very mature and grown up to have discovered this new talent so spontaneously. She must be impressing her audience – Emily behind her, Kim and Robert somewhere to her left, and Kelly at the far end of the sofa. She could just see her out of the corner of her right eye. She was determined to give them a good show. And to play to the camera. It was good her hair was tied back, so that Kelly would have a clear shot. The thought made her shiver with excitement. She relished the idea of them all watching it afterwards. Maybe they’d still be watching it months from now. Maybe…some of them would even masturbate over it! Oh, god, imagine… The thought that at any time, one of them might be jerking off over her. Roger… He would, definitely! Would Kim be jealous? Annoyed? Yeah, she’d be livid. One day she’d catch him at it. Grounds for divorce… Yes, she’d divorce him, and he’d come crying to her for consolation…and maybe begging for sex… She giggled silently.
Stefan was moaning now. The rest of the room was quiet, tense, almost electric. She thought she’d better generate a little sound too, so she groaned a little, slurped, and raised her head. It was so pretty, with the pink inner bit peeping out from the foreskin. She pushed the foreskin down, and regarded the bloated, shiny glans. She licked it like a lollipop for a minute, tickling the underside with the tip of her tongue, looking at it innocently, with wide eyes, like she’d never seen one before, let alone... He’d squirmed when she did that! That must be the sensitive spot. She popped it back in, and started using her tongue on the same place. He gasped and moaned. Oh, it was. She’d use that when she was ready for him to c-um, but for now she just wanted to enjoy the feeling of being watched, kneeling there all prim and polite with a stiff coc-k between her glossy scarlet lips, acting like the slut she was for all to see! She had never felt quite so alive.
The pulses of the dil-do felt good. They kept her at a high pitch of arousal, but by concentrating she was still able to stave off an orgasm, allowing her to enjoy wallowing in her degradation. Thank goodness Caroline was out of the way. She would have felt inhibited by her presence, not least because she was rarely capable of keeping a secret, and this was something that needed to be kept within this small social circle. She liked Caroline as a friend. She was fun. Though she was in Thomasina’s year she looked a couple of years younger. Last year she had dressed up in one of Thomasina’s party dresses from when she was about twelve, and they had wandered around in the village smoking those fake cigarettes, watching everyone staring at them in horror. But it was better she didn’t find out any more about Thomasina’s sexual tastes.
Kim and Roger had been standing back, but they had slowly moved in closer to the action. She could just see out of the corner of her eye that they were holding hands tightly, and it seemed to her that Roger was playing with himself just out of her field of vision. She hoped he was. If so, it confirmed her intuition about him. Emily’s hand had been moving lower and lower on her back, till she was stroking her bum. But now it slipped between her legs, and her fingers were toying with the base of her dil-do. She wasn’t surprised, having sussed her relationship with Hilda right from the start. In any case she’d suspected it from her ill-disguised interest in her.
“Go for it, Emily Laidlaw…” she thought. “I bet you’d like to make a threesome with me…”
But at that same moment Emily leant forward and whispered in her ear.
“Are you as good as this with pussy, Thomasina…?”
Without hesitating, Thomasina pulled Stefan’s coc-k out of her mouth, and whispered back.
“Yes, Miss Laidlaw. I like pussy much better, in fact. Pussy or pussies…”
She was almost shocked at herself, but she was enjoying being a total slut, and in any case she meant it. Emily was obviously taken aback by such a prompt reply, because she forgot to keep stroking for a few seconds - but then continued with enthusiasm, pressing a finger against the base of the dil-do and rotating it, making Thomasina thrill with pleasure. With that sort of attention she couldn’t hold out much longer. In any case, Stefan was no better. He’d been slowly sliding down on the sofa, until his bottom was resting on the front edge of the cushion, and his feet were either side of Thomasina’s calves. He was moaning and pleading..
“Thomasina, please… I can’t hold on much longer…”
How sweet, she thought. He was asking her permission! Okay, granted. She moved her hands to his forearms and pinioned them against the back of the sofa, braced herself, and thrust the point of her tongue into the cleft underneath the glans, raking it up and down. The response was immediate and spectacular. His back arched, he cried out, and then she was almost choking on his c-um, which was filling her mouth faster than she could swallow, overflowing from her stretched lips and cascading down her chin. She had only two ideas; first, give Stefan the best orgasm he’d ever had, to which end she employed her tongue as vigorously as she could, using her teeth to hold him in place; second, to make it last, a fitting climax to her performance. As it turned out, there was a bonus. Roger groaned loudly, and let fly over the left side of her face. Glancing up, Stefan’s coc-k still in her mouth, Thomsina saw that the fingers curled around his erection were Kim’s, and that, with an evil expression on her face, she was aiming it straight at her! Even as she registered this, the next spurt of warm c-um hit her cheek and the side of her nose. Surprise temporarily derailed her orgasm, so she waited for both men to finish. In the meantime Kelly had adjusted her position so take in Roger’s contribution to the tableau, and was now filming from the back of the sofa. Thomasina, still trembling on the brink, allowed Stefan’s softening coc-k to slip from her mouth, and looked brazenly into the lens.
“Wait!” cried Kim. She had let go of her partner’s coc-k, and was rummaging in her handbag. “One last thing!”
She produced a lipstick, took off the cap, and taking Thomasina by the ponytail, turned her head. Then she wrote something with the lipstick across her forehead, the only area of her face not dripping with c-um.
“Show the camera, sweetie… Kelly, take a few stills, too…”
Kelly filmed for another thirty seconds or so, and took a few snaps, whilst Thomasina cleaned her slimy lips as best she could with her tongue. Kelly briefly turned her phone round to show one to the star of the film. The caption was as predictable as it was undeniable: “c-umSLUT”. Then she reverted to video.
It was the sight of this image, with the bold red letters above and the strings of semen hanging from her cheeks and nose, that finally tipped Thomasina into orgasm.
“Oh…fuc-k…”
She shuddered and gasped. Lights swirled before her eyes. Waves of intense almost unbearable pleasure racked her body. She felt weak, out of control. She grabbed the edge of the sofa cushion for support, and allowed her head to rest on Stefan’s thigh. It was a full minute before she gradually began to recover, still twitching from the aftershocks. She knelt back on her haunches and looked down at her sperm-spattered suit. She touched her cheek; it was slimy and sticky. She was exhausted, but sated and at peace. Everyone in the room was chattering and laughing. She looked around. Stefan was slumped on the sofa, drained but patently happy. Emily mimicked applause, smiling approval and clapping her hands silently. Her first instinct was to imagine she had done something clever – endeared herself to her new friends. But as she slowly emerged from her state of sexual euphoria, it began to dawn on her that, for a mere few minutes of the most intense pleasure she had ever experienced, she had paid a huge price. Now all these people, people whom she hardly knew and whose intentions remained a closed book, had witnessed her abase herself utterly, bare her inmost and most secret desires. And she had let them record every second. Let them? No, she had revelled in the idea. She shivered. How on earth could she have done those things? It was as if she had been possessed. She looked up at Kim, standing beside her. Roger had retired, and she was alone, wiping her hands on a tissue. She returned a smug smile.
“Well done, puppy. What an exhibition. I think you’ve earned a collar and tag. What do you think, Kelly?”
“I agree. A pretty studded collar. What name shall we call her?”
Kim looked thoughtful. “I mean, c-umslut would be appropriate, but it’s a bit of a cliché. How about… Suki? I mean, it says the same thing, really…”
“Perfect! Suki it is. I’ll order Suki her new collar, then. Suki, darling… come back next week and we’ll fit it for you. All right?”
Thomasina laughed nervously.
“Oh, we’re not joking, dear,” said Emily, a slight edge in her tone. “I’ll bring you. We won’t need Caroline. Just you.” And in the meantime you and I can go see Cynthia again… Wednesday okay?”
92
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on January 12, 2026, 01:58:18 PM »
Chapter 311.
Kim smiled with obvious satisfaction.
“That’s better, puppy,” she smirked. “Now, if you’re an obedient little puppy, and do what your mistress tells you, your mistress will find you a tasty treat. Would you like that?”
Thomasina looked up at her “mistress” and nodded. She could hear tittering and excited whispering from her audience.
“What a pity puppy doesn’t have a tail to wag,” continued Kim. “Why don’t you wag your little ass instead, sweetie?”
Thomasina did as she was told, eliciting laughter from behind her. She was faint with arousal, the dil-do’s ceaseless vibrations driving her crazy with frustration.
“Miss… Please…”
“Yes, puppy?”
“Please turn it off… Just for a minute or two… I’ll do anything…”
“Give me one good reason…”
“Please! Please, miss. Otherwise I think I’m going to c-um…”
“Oh, dear. Well we can’t have that, can we? We don’t want puppy c-umming before we’re ready for her. Tell you what, sit up and beg, and I’ll switch to pulse.”
Thomasina knelt back like a dog begging, hands curled in front of her chest. She even let her tongue hang out. She looked so stupid, that Kelly couldn’t resist a quick photo – or it may have been a video.
“Good girl!” cried Kim, visibly delighted.
She moved the function switch. Thomasina gave a sigh of relief. The pulses began, but at the rate of about one every two seconds, which was bearable.
“Better? I’ll leave it on the lowest speed for the time being.”
“Thank you, mistress…”
She sank back onto all fours. A faint moan from the sofa made Kelly look back. Stefan was flushed, mouth half open, blinking behind his glasses. Fixated on Thomasina. Kelly laughed.
“What’s the matter, Stefan? A real latex girl too much for you? You should stick to your teenage posters, and your AI fantasies, little boy…”
Stefan’s erection was straining at his jeans. He mumbled some excuse, and tried to hide it with his hands.
“Look what you’ve done to poor Stefan, puppy,” chided Kim. “He’s in a worse state than you, if that’s possible. I think you should take responsibility, don’t you?”
Thomasina looked at her, not understanding.
“I think out little puppy should finish what she’s started. What do you think, Kelly?”
“I don’t mind. Good idea. It would make his day, all right, And mine! Do you think you can persuade her?”
“She’ll do what I tell her to do – won’t you, puppy?”
“Good. I’ll get him ready.”
She went over to him, pushed his hand aside, and yanked open the zip of his jeans. His coc-k sprang out, stiff and quivering. Shocked, he sat up, clasping his hands and resting his forearms on his thighs protectively. Kelly left him sitting there while she went and refilled her glass.
“It’s your dream come true, darling,” she mocked, from the other side of the room. “You’ll be able to tell all your mates about it…”
Kim took Thomasina by the pony tail, and pulled her along the floor towards Stefan. She panicked and struggled, but Kim held her tight..
“No!”
“You said you’d do anything…”
“Not that…”
“Wait a minute,” said Emily. She picked up a riding whip from one corner, marched up to Thomasina and gave her a couple smart smacks across her bottom, making her squeal with surprise.
“Emily, no…” she sobbed. “You’re supposed to be my friend…”
“Your friend and mentor,” Emily replied. “You’ve been a naughty girl, and now it’s time for your medicine.”
“Is that what you call it?” grinned Kim.
“And if you don’t obey Kim you’ll get two more - plus I’ll text Coco.” She picked up her phone from the coffee table. “Make up your mind.”
“No! All right…”
“That’s better. Go on then. Right up to the sofa. Stop there. See? It’s not that big, but it’s quite a nice one, don’t you think? I’m sure you’re going to enjoy suc-king it, probably as much as Stefan’s going to enjoy having it suc-ked. Take your time, Thomasina. Imagine it’s a lollipop that you want to make last as long as possible…”
Thomsina stared wide-eyed at Stefan’s erection. Its pink tip was oozing clear juice. She swallowed.
“Have you ever done this before, darling?” asked Kim.
“Never, miss…” said Thomasina, nervously.
“Really? Good. That’s makes it all the more entertaining. Don’t worry. Relax. There’s nothing to it. I’ll tell you just what to do. Kelly? You seem handy with the camera. Would you…? It’s her very first blowjob, after all. We should record it for posterity.”
“My pleasure,” said Kelly, positioning herself at the other end of the sofa, and resting her phone sideways on the arm. Thomasina’s looked up at Stefan. He had a nice face. Boyish. He looked embarrassed. She smiled reassuringly. Her heart was beating fast. This was it, she was going suc-k a guy’s coc-k, suc-k it till he came, with everyone watching, even filming her. She was shaking in anticipation The thought of the possible consequences, which should have frightened her, only made it more exciting. All rational thought, all fears, were blotted out by pure lust – not so much for the act itself, as delightfully rude as it was, but for the uninhibited exhibition of her depravity. Flaunting herself publicly in skin-tight latex was exciting by itself – but this took things to another level. She was high with sexual arousal, so intense that nothing else mattered. She intended to delay her climax for as long as she could, to walk the tightrope until she slipped. The nebulous thought that her behaviour could result in humiliation, exploitation or disgrace only made her more excited.
“Ready?”
She nodded. Kim adjusted the remote, and the pulses immediately speeded up. She moaned with pleasure, gripped Stefan’s thighs, and lowered her head….
Kim smiled with obvious satisfaction.
“That’s better, puppy,” she smirked. “Now, if you’re an obedient little puppy, and do what your mistress tells you, your mistress will find you a tasty treat. Would you like that?”
Thomasina looked up at her “mistress” and nodded. She could hear tittering and excited whispering from her audience.
“What a pity puppy doesn’t have a tail to wag,” continued Kim. “Why don’t you wag your little ass instead, sweetie?”
Thomasina did as she was told, eliciting laughter from behind her. She was faint with arousal, the dil-do’s ceaseless vibrations driving her crazy with frustration.
“Miss… Please…”
“Yes, puppy?”
“Please turn it off… Just for a minute or two… I’ll do anything…”
“Give me one good reason…”
“Please! Please, miss. Otherwise I think I’m going to c-um…”
“Oh, dear. Well we can’t have that, can we? We don’t want puppy c-umming before we’re ready for her. Tell you what, sit up and beg, and I’ll switch to pulse.”
Thomasina knelt back like a dog begging, hands curled in front of her chest. She even let her tongue hang out. She looked so stupid, that Kelly couldn’t resist a quick photo – or it may have been a video.
“Good girl!” cried Kim, visibly delighted.
She moved the function switch. Thomasina gave a sigh of relief. The pulses began, but at the rate of about one every two seconds, which was bearable.
“Better? I’ll leave it on the lowest speed for the time being.”
“Thank you, mistress…”
She sank back onto all fours. A faint moan from the sofa made Kelly look back. Stefan was flushed, mouth half open, blinking behind his glasses. Fixated on Thomasina. Kelly laughed.
“What’s the matter, Stefan? A real latex girl too much for you? You should stick to your teenage posters, and your AI fantasies, little boy…”
Stefan’s erection was straining at his jeans. He mumbled some excuse, and tried to hide it with his hands.
“Look what you’ve done to poor Stefan, puppy,” chided Kim. “He’s in a worse state than you, if that’s possible. I think you should take responsibility, don’t you?”
Thomasina looked at her, not understanding.
“I think out little puppy should finish what she’s started. What do you think, Kelly?”
“I don’t mind. Good idea. It would make his day, all right, And mine! Do you think you can persuade her?”
“She’ll do what I tell her to do – won’t you, puppy?”
“Good. I’ll get him ready.”
She went over to him, pushed his hand aside, and yanked open the zip of his jeans. His coc-k sprang out, stiff and quivering. Shocked, he sat up, clasping his hands and resting his forearms on his thighs protectively. Kelly left him sitting there while she went and refilled her glass.
“It’s your dream come true, darling,” she mocked, from the other side of the room. “You’ll be able to tell all your mates about it…”
Kim took Thomasina by the pony tail, and pulled her along the floor towards Stefan. She panicked and struggled, but Kim held her tight..
“No!”
“You said you’d do anything…”
“Not that…”
“Wait a minute,” said Emily. She picked up a riding whip from one corner, marched up to Thomasina and gave her a couple smart smacks across her bottom, making her squeal with surprise.
“Emily, no…” she sobbed. “You’re supposed to be my friend…”
“Your friend and mentor,” Emily replied. “You’ve been a naughty girl, and now it’s time for your medicine.”
“Is that what you call it?” grinned Kim.
“And if you don’t obey Kim you’ll get two more - plus I’ll text Coco.” She picked up her phone from the coffee table. “Make up your mind.”
“No! All right…”
“That’s better. Go on then. Right up to the sofa. Stop there. See? It’s not that big, but it’s quite a nice one, don’t you think? I’m sure you’re going to enjoy suc-king it, probably as much as Stefan’s going to enjoy having it suc-ked. Take your time, Thomasina. Imagine it’s a lollipop that you want to make last as long as possible…”
Thomsina stared wide-eyed at Stefan’s erection. Its pink tip was oozing clear juice. She swallowed.
“Have you ever done this before, darling?” asked Kim.
“Never, miss…” said Thomasina, nervously.
“Really? Good. That’s makes it all the more entertaining. Don’t worry. Relax. There’s nothing to it. I’ll tell you just what to do. Kelly? You seem handy with the camera. Would you…? It’s her very first blowjob, after all. We should record it for posterity.”
“My pleasure,” said Kelly, positioning herself at the other end of the sofa, and resting her phone sideways on the arm. Thomasina’s looked up at Stefan. He had a nice face. Boyish. He looked embarrassed. She smiled reassuringly. Her heart was beating fast. This was it, she was going suc-k a guy’s coc-k, suc-k it till he came, with everyone watching, even filming her. She was shaking in anticipation The thought of the possible consequences, which should have frightened her, only made it more exciting. All rational thought, all fears, were blotted out by pure lust – not so much for the act itself, as delightfully rude as it was, but for the uninhibited exhibition of her depravity. Flaunting herself publicly in skin-tight latex was exciting by itself – but this took things to another level. She was high with sexual arousal, so intense that nothing else mattered. She intended to delay her climax for as long as she could, to walk the tightrope until she slipped. The nebulous thought that her behaviour could result in humiliation, exploitation or disgrace only made her more excited.
“Ready?”
She nodded. Kim adjusted the remote, and the pulses immediately speeded up. She moaned with pleasure, gripped Stefan’s thighs, and lowered her head….
93
Active Sissy Stories / Re: The Little Sisters of Gamma Delta
« Last post by sissyboy1212 on January 11, 2026, 12:24:03 PM »
The Next History Lesson
Before beginning their next lesson, Madison interjected slyly, “Hold up, Delta Darlings. We have one last thing before we dive in!” Her voice echoed with authority in the sorority’s study lounge. Smiling mischievously, she gestured to the boys and insisted, “We can’t have our newest sisters looking anything less than perfect. Time to freshen up your makeup!” The Big Sisters nodded in agreement and passed little compacts, tubes of lip gloss, and bright pink blush across the table. As the boys hesitated, cheeks reddening, Madison added, “We always want our Delta Darlings putting their best faces forward!”
The boys, mortified yet obedient, began sheepishly touching up one another’s makeup under the pleased eyes of the assembled Sisters. Milo dabbed more powder blush onto Julian’s cheeks, while Owen, hands shaking a bit, carefully reapplied another coat of shimmering lip gloss to Nate’s lips, his own lashes fluttering under a fresh swoop of mascara courtesy of Nate’s efforts a moment before. Each exchange was accompanied by awkward expressions and nervous glances, and the sight of the boys—delicate in their dainty blouses, navy skirts, and tights—sent a ripple of delighted whispers through the Gamma Delta sisters. With every stroke of powder and swipe of lipstick, their embarrassment grew; self-consciousness prickled their skin as they felt the approving gazes and gentle teasing of the Gamma Deltas. The study lounge buzzed with delighted chuckles as the Gamma Delta sisters watched the Little Darlings touch up each other’s makeup. The four boys’ dainty hands trembled with embarrassment as they repeatedly exchanged many pained looks. Their discomfort was plain as they dabbed and blended, forced to perform the most delicate and girlish rituals in full view of a roomful of delighted Gamma Deltas. As a last little touch, Tara insisted that Julian hold still while she prodded Milo to straighten up his friend’s darling hairband.
Tara giggled, “Aren’t they just the cutest little sweethearts now?”
Brianna chimed in, “They’re just precious aren’t they?”
The sisters shared knowing glances, reveling in the transformation of their Little Darlings. The boys, cheeks flushing deeper, could hardly meet anyone’s eyes. Their skirts swished and tights whispered with every nervous move.
Once everyone’s everyone’s makeup was nicely freshened, Elise began the lesson by filling them in on some more of the sorority’s informal lingo and even the playful but somewhat subversive nickname they occasionally used among themselves: “the Gay-Delts.” She explained, “It started as a little bit of cheeky wordplay that nods to our reputation as a safe haven for anyone who celebrates difference and authenticity.”
The boys also learned that some sisters, especially the newer ones, were sometimes called “Rosebuds,” nodding to their official flower and the sense of blossoming within the group. “Although,” she added with a chuckle, “I’ve heard Delta Darlings called Rosebuds now and then, too!”
“Great,” the boys collectively thought, “another nickname.”
Elise told them that the chapter’s gatherings were sometimes called “Silver Circles,” referencing their official colors and the idea of a safe, shining community.
After a few more history notes, it came time for the Little Sisters to deliver their assigned Alumna Spotlight presentations. Unfortunately for the Delta Darlings, that’s when things took a turn.
Before beginning their next lesson, Madison interjected slyly, “Hold up, Delta Darlings. We have one last thing before we dive in!” Her voice echoed with authority in the sorority’s study lounge. Smiling mischievously, she gestured to the boys and insisted, “We can’t have our newest sisters looking anything less than perfect. Time to freshen up your makeup!” The Big Sisters nodded in agreement and passed little compacts, tubes of lip gloss, and bright pink blush across the table. As the boys hesitated, cheeks reddening, Madison added, “We always want our Delta Darlings putting their best faces forward!”
The boys, mortified yet obedient, began sheepishly touching up one another’s makeup under the pleased eyes of the assembled Sisters. Milo dabbed more powder blush onto Julian’s cheeks, while Owen, hands shaking a bit, carefully reapplied another coat of shimmering lip gloss to Nate’s lips, his own lashes fluttering under a fresh swoop of mascara courtesy of Nate’s efforts a moment before. Each exchange was accompanied by awkward expressions and nervous glances, and the sight of the boys—delicate in their dainty blouses, navy skirts, and tights—sent a ripple of delighted whispers through the Gamma Delta sisters. With every stroke of powder and swipe of lipstick, their embarrassment grew; self-consciousness prickled their skin as they felt the approving gazes and gentle teasing of the Gamma Deltas. The study lounge buzzed with delighted chuckles as the Gamma Delta sisters watched the Little Darlings touch up each other’s makeup. The four boys’ dainty hands trembled with embarrassment as they repeatedly exchanged many pained looks. Their discomfort was plain as they dabbed and blended, forced to perform the most delicate and girlish rituals in full view of a roomful of delighted Gamma Deltas. As a last little touch, Tara insisted that Julian hold still while she prodded Milo to straighten up his friend’s darling hairband.
Tara giggled, “Aren’t they just the cutest little sweethearts now?”
Brianna chimed in, “They’re just precious aren’t they?”
The sisters shared knowing glances, reveling in the transformation of their Little Darlings. The boys, cheeks flushing deeper, could hardly meet anyone’s eyes. Their skirts swished and tights whispered with every nervous move.
Once everyone’s everyone’s makeup was nicely freshened, Elise began the lesson by filling them in on some more of the sorority’s informal lingo and even the playful but somewhat subversive nickname they occasionally used among themselves: “the Gay-Delts.” She explained, “It started as a little bit of cheeky wordplay that nods to our reputation as a safe haven for anyone who celebrates difference and authenticity.”
The boys also learned that some sisters, especially the newer ones, were sometimes called “Rosebuds,” nodding to their official flower and the sense of blossoming within the group. “Although,” she added with a chuckle, “I’ve heard Delta Darlings called Rosebuds now and then, too!”
“Great,” the boys collectively thought, “another nickname.”
Elise told them that the chapter’s gatherings were sometimes called “Silver Circles,” referencing their official colors and the idea of a safe, shining community.
After a few more history notes, it came time for the Little Sisters to deliver their assigned Alumna Spotlight presentations. Unfortunately for the Delta Darlings, that’s when things took a turn.
94
Active Sissy Stories / Re: The Little Sisters of Gamma Delta
« Last post by sissyboy1212 on January 10, 2026, 08:49:13 AM »
Another Study Hall Begins
“All right, Little Sisters,” Madison announced, “before we start study hall, let’s talk a bit about Sunday. It’ll be your first major event as Delta Darlings and a chance to earn gobs of points!”
The boys glanced at one another, anxiety prickling up their spines. Their girlish appearances once again left them feeling acutely self-conscious. They all looked undeniably feminine in their dainty silk blouses, demure navy skirts, and tights that hugged them snugly from waist to ankle. It was bad enough wearing makeup and adorably feminine hairstyles, but the knowledge that they had done it to themselves seemed to make it worse. Their delicate curls were pinned sweetly with pretty barrettes and shimmering clips that caught the light. Their faces were delicately dusted with petal-pink blush, and their lips were glossy and sweetly tinted. Their feminine lashes fluttered beneath carefully applied mascara. Even the scent of light floral perfume clinging to their skin reminded them how different, how exposed, they felt now.
Madison continued, “As we mentioned before, you’ll be getting your salon ‘field trip’ on Saturday. You’ll all be heading to La Belle Vie with your Big Sisters. It’s makeover time!” she enthused. She continued, “Your Big Sisters will work with the stylists to ‘find your look.’ I won’t spoil all the surprises now, but on Sunday night, you’ll get to show off your adorable new looks for the entire chapter!” With a devious grin, she added, “We’re going to have so much fun!”
For a moment, the room was silent but for the faint rustling of skirts. Milo’s mouth dropped open; Owen clutched the hem of his blouse; Nate’s face paled several shades, and Julian’s eyes grew wide as saucers. Their stomachs did somersaults at the thought of parading themselves, fully made up and coiffed, before all the sisters. The threat of the even more public spectacle seemed to outweigh the embarrassment of their current state. The prospect of being put on full display, their femininity so carefully crafted and so conspicuously visible, made the embarrassment nearly overwhelming. Their tights and dancer’s belts felt even more confining, as if they were being gently but constantly reminded of their delicate presentation.
The Big Sisters, on the other hand, were nearly giddy with excitement, exchanging gleeful glances and already brainstorming outfit themes and looks for their Little Sisters’ debuts!
Madison grinned at their collective discomfort. “Don’t worry, you’ll have your Big Sisters guiding you every step. You’ll represent Gamma Delta with style and grace. And remember—points will be awarded for poise, creativity, and, of course, teamwork.”
The boys nodded mutely, the reality of the challenge settling in, but with so many questions still unanswered. Suddenly, every detail of their appearance seemed magnified.
As the Big Sisters again marched them into the study lounge, the boys’ nerves were wound tight, their thoughts already racing ahead to whatever Sunday would entail and the transformations awaiting them at La Belle Vie. The room was already filled with other Gamma Delta sisters scattered at tables, poring over textbooks and laptops. The boys’ cheeks burned as all eyes flicked up, many sisters smirking or whispering behind perfectly manicured hands. Each step made their tights whisper against their legs, and the glossy Mary Jane flats clicked softly on the wooden floor, emphasizing their conspicuous femininity.
Settling awkwardly into their seats, the unfamiliar sensations of makeup—powder on their cheeks, mascara on their lashes—again felt foreign and unavoidable. Their skirts swished as they shifted, and every movement seemed to announce their transformation. With every page they turned, they became hyper-aware of the contrast between themselves and the more casually dressed sisters, making concentration nearly impossible as butterflies danced in their stomachs and self-consciousness prickled at their skin.
When the clock struck eight, it was time for another session on Gamma Delta’s history, traditions and lore.
“All right, Little Sisters,” Madison announced, “before we start study hall, let’s talk a bit about Sunday. It’ll be your first major event as Delta Darlings and a chance to earn gobs of points!”
The boys glanced at one another, anxiety prickling up their spines. Their girlish appearances once again left them feeling acutely self-conscious. They all looked undeniably feminine in their dainty silk blouses, demure navy skirts, and tights that hugged them snugly from waist to ankle. It was bad enough wearing makeup and adorably feminine hairstyles, but the knowledge that they had done it to themselves seemed to make it worse. Their delicate curls were pinned sweetly with pretty barrettes and shimmering clips that caught the light. Their faces were delicately dusted with petal-pink blush, and their lips were glossy and sweetly tinted. Their feminine lashes fluttered beneath carefully applied mascara. Even the scent of light floral perfume clinging to their skin reminded them how different, how exposed, they felt now.
Madison continued, “As we mentioned before, you’ll be getting your salon ‘field trip’ on Saturday. You’ll all be heading to La Belle Vie with your Big Sisters. It’s makeover time!” she enthused. She continued, “Your Big Sisters will work with the stylists to ‘find your look.’ I won’t spoil all the surprises now, but on Sunday night, you’ll get to show off your adorable new looks for the entire chapter!” With a devious grin, she added, “We’re going to have so much fun!”
For a moment, the room was silent but for the faint rustling of skirts. Milo’s mouth dropped open; Owen clutched the hem of his blouse; Nate’s face paled several shades, and Julian’s eyes grew wide as saucers. Their stomachs did somersaults at the thought of parading themselves, fully made up and coiffed, before all the sisters. The threat of the even more public spectacle seemed to outweigh the embarrassment of their current state. The prospect of being put on full display, their femininity so carefully crafted and so conspicuously visible, made the embarrassment nearly overwhelming. Their tights and dancer’s belts felt even more confining, as if they were being gently but constantly reminded of their delicate presentation.
The Big Sisters, on the other hand, were nearly giddy with excitement, exchanging gleeful glances and already brainstorming outfit themes and looks for their Little Sisters’ debuts!
Madison grinned at their collective discomfort. “Don’t worry, you’ll have your Big Sisters guiding you every step. You’ll represent Gamma Delta with style and grace. And remember—points will be awarded for poise, creativity, and, of course, teamwork.”
The boys nodded mutely, the reality of the challenge settling in, but with so many questions still unanswered. Suddenly, every detail of their appearance seemed magnified.
As the Big Sisters again marched them into the study lounge, the boys’ nerves were wound tight, their thoughts already racing ahead to whatever Sunday would entail and the transformations awaiting them at La Belle Vie. The room was already filled with other Gamma Delta sisters scattered at tables, poring over textbooks and laptops. The boys’ cheeks burned as all eyes flicked up, many sisters smirking or whispering behind perfectly manicured hands. Each step made their tights whisper against their legs, and the glossy Mary Jane flats clicked softly on the wooden floor, emphasizing their conspicuous femininity.
Settling awkwardly into their seats, the unfamiliar sensations of makeup—powder on their cheeks, mascara on their lashes—again felt foreign and unavoidable. Their skirts swished as they shifted, and every movement seemed to announce their transformation. With every page they turned, they became hyper-aware of the contrast between themselves and the more casually dressed sisters, making concentration nearly impossible as butterflies danced in their stomachs and self-consciousness prickled at their skin.
When the clock struck eight, it was time for another session on Gamma Delta’s history, traditions and lore.
95
Active Sissy Stories / Re: The Little Sisters of Gamma Delta
« Last post by sissyboy1212 on January 08, 2026, 06:03:15 PM »
Getting Dressed for Another Study Hall
On Thursday, a full hour before study hall was scheduled to begin, the boys tiptoed into the Gamma Delta house, their nervous anticipation palpable in every hesitant step and flushed cheek. Tonight, they understood, would require a much deeper commitment to their new roles—tonight, they would have to take a more active part in preparing themselves as proper Delta Darlings.
All the Big Sisters kept a watchful eye on their charges. They were ready to coach and intervene as needed. The Big Sisters set the tone early, their voices light with mischief. “Tonight, you’re in charge,” Tara called out cheerfully, her eyes glittering with amusement. Elise chimed in, “Remember, you need to cooperate and help out your fellow Little Sisters. Sisterhood is beautiful!”
The boys silently began to undress and change into their Gamma Delta study clothes. Though they tried to avoid each other’s eyes, they couldn’t help but steal furtive glances at one another’s new bralettes and panties… the results of yesterday’s shopping excursion to Lace and Grace.
Now, standing together at the sorority house, their darling lingerie was on full display. Milo wore a soft blush-pink bra with scalloped lace edging and a matching pair of panties adorned with tiny satin bows at the hips. Owen’s new set was a soft lavender, the bra constructed of sheer mesh with embroidered violet flowers winding across the cups. His panties were edged with ruffles and boasted a tiny rosette at the center. Nate wore an angelic white bralette trimmed with scalloped lace and delicate satin bows at the straps, paired with matching panties that sported a sheer mesh panel at the hips. Julian looked adorable in his pale mint-green bra with charming lace trim along the cups and thin satin straps. His matching satin panties were trimmed in the same lace with a tiny green bow at the waistband.
All their panties remained nicely flat and feminine in front thanks to their snug dancer’s belts. The confining belts ensured that each pair of dainty panties lay delicately to enhance the overall feminine look.
The Big Sisters couldn’t help but admire their Little Sisters’ new fashion choices. Cassidy said sweetly, “You are all adorable! I love your new underthings!”
Brianna nodded enthusiastically, adding, “Those pastel colors suit you. I see Lace and Grace strikes again!”
Tara called out to Milo, “Oh Little Sis, that blush pink is just precious on you!”
The boys exchanged mortified glances, shuffling their feet and tugging self-consciously at their bras and panties. Every compliment seemed to make them squirm even more. After a few minutes, the boys managed to get themselves dressed in their study outfits without too much drama. Still, the Big Sisters did enjoy watching Milo and Owen struggle to get the seams of their tights even.
When it came to hair and makeup, however, the Big Sisters had to step in much more often After watching some initial missteps, they directed the boys to pair up and help each other, so Nate was paired with Milo, and Julian with Owen. The boys were painstakingly coached through doing each other’s hair and makeup under the Big Sisters close supervision. All the Big Sisters thought it was so cute and fun to watch!
As the boys fumbled with blush brushes and mascara wands, their Big Sisters encouraged and corrected them nonstop. Julian's hands shook slightly as he began applying Owen’s lipstick, apologizing when he smudged it a tad.
Here and there, the Big Sisters intervened. Cassidy gently corrected Nate’s mascara technique with a soft, “Let me show you a trick,” while Elise showed Julian how to reposition Owen’s crooked hair clips and smooth his flyaway strands just right. Brianna quickly chided Owen as he applied Julian’s blush, “Less is more sweetie!”
By the time the last curl was prettily teased into place and the final gloss dabbed onto parted lips, the boys looked at one another with a mixture of helplessness and bashfulness. After an hour of getting ready, the boys stood shoulder to shoulder, hair neatly styled, makeup done adequately and skirts swishing as they shifted nervously. The boys felt awkward and exposed as their Big Sisters did a final check to make sure they were presentable.
With skirts smoothed, curls in place and cheeks sweetly dusted, they stood in front of Madison as she needed to talk with them again.
On Thursday, a full hour before study hall was scheduled to begin, the boys tiptoed into the Gamma Delta house, their nervous anticipation palpable in every hesitant step and flushed cheek. Tonight, they understood, would require a much deeper commitment to their new roles—tonight, they would have to take a more active part in preparing themselves as proper Delta Darlings.
All the Big Sisters kept a watchful eye on their charges. They were ready to coach and intervene as needed. The Big Sisters set the tone early, their voices light with mischief. “Tonight, you’re in charge,” Tara called out cheerfully, her eyes glittering with amusement. Elise chimed in, “Remember, you need to cooperate and help out your fellow Little Sisters. Sisterhood is beautiful!”
The boys silently began to undress and change into their Gamma Delta study clothes. Though they tried to avoid each other’s eyes, they couldn’t help but steal furtive glances at one another’s new bralettes and panties… the results of yesterday’s shopping excursion to Lace and Grace.
Now, standing together at the sorority house, their darling lingerie was on full display. Milo wore a soft blush-pink bra with scalloped lace edging and a matching pair of panties adorned with tiny satin bows at the hips. Owen’s new set was a soft lavender, the bra constructed of sheer mesh with embroidered violet flowers winding across the cups. His panties were edged with ruffles and boasted a tiny rosette at the center. Nate wore an angelic white bralette trimmed with scalloped lace and delicate satin bows at the straps, paired with matching panties that sported a sheer mesh panel at the hips. Julian looked adorable in his pale mint-green bra with charming lace trim along the cups and thin satin straps. His matching satin panties were trimmed in the same lace with a tiny green bow at the waistband.
All their panties remained nicely flat and feminine in front thanks to their snug dancer’s belts. The confining belts ensured that each pair of dainty panties lay delicately to enhance the overall feminine look.
The Big Sisters couldn’t help but admire their Little Sisters’ new fashion choices. Cassidy said sweetly, “You are all adorable! I love your new underthings!”
Brianna nodded enthusiastically, adding, “Those pastel colors suit you. I see Lace and Grace strikes again!”
Tara called out to Milo, “Oh Little Sis, that blush pink is just precious on you!”
The boys exchanged mortified glances, shuffling their feet and tugging self-consciously at their bras and panties. Every compliment seemed to make them squirm even more. After a few minutes, the boys managed to get themselves dressed in their study outfits without too much drama. Still, the Big Sisters did enjoy watching Milo and Owen struggle to get the seams of their tights even.
When it came to hair and makeup, however, the Big Sisters had to step in much more often After watching some initial missteps, they directed the boys to pair up and help each other, so Nate was paired with Milo, and Julian with Owen. The boys were painstakingly coached through doing each other’s hair and makeup under the Big Sisters close supervision. All the Big Sisters thought it was so cute and fun to watch!
As the boys fumbled with blush brushes and mascara wands, their Big Sisters encouraged and corrected them nonstop. Julian's hands shook slightly as he began applying Owen’s lipstick, apologizing when he smudged it a tad.
Here and there, the Big Sisters intervened. Cassidy gently corrected Nate’s mascara technique with a soft, “Let me show you a trick,” while Elise showed Julian how to reposition Owen’s crooked hair clips and smooth his flyaway strands just right. Brianna quickly chided Owen as he applied Julian’s blush, “Less is more sweetie!”
By the time the last curl was prettily teased into place and the final gloss dabbed onto parted lips, the boys looked at one another with a mixture of helplessness and bashfulness. After an hour of getting ready, the boys stood shoulder to shoulder, hair neatly styled, makeup done adequately and skirts swishing as they shifted nervously. The boys felt awkward and exposed as their Big Sisters did a final check to make sure they were presentable.
With skirts smoothed, curls in place and cheeks sweetly dusted, they stood in front of Madison as she needed to talk with them again.
96
Active Sissy Stories / Re: The Little Sisters of Gamma Delta
« Last post by BabyJay on January 07, 2026, 11:28:36 AM »
Delightful. 4 Happy?? Little Sisters with their new Frilly, Lacy Lingerie. How nice of Anna and Becca to help them choose what they wanted. How long before they go back for their pretty little Party Dresses which I feel sure the Gamma Delta will insist they buy for their Annual Party. Look forward to next episode.
97
Active Sissy Stories / Re: The Little Sisters of Gamma Delta
« Last post by sissyboy1212 on January 05, 2026, 08:09:47 PM »
Pretty Unmentionables
Anna started with Milo, who was nervously fiddling with the sleeve of his shirt. “Now let’s just find out what you like, sweetie! Pastels? Satin? Ruffles?” she prompted, her tone friendly but insistent. Her words flowed in a gentle, coaxing rhythm, drawing Milo’s attention to the array of delicate fabrics glimmering under the shop’s soft, golden lights. Rows of bralettes in creamy pinks and airy blues hung nearby with their fluttery lace edges prominently displayed.
Milo stammered, “Um, I’m not sure. I’ve never, uh, picked out anything like this before.”
Anna reassured him, “Oh don’t worry, it’s fun! Let’s start with color. Are you feeling something soft like blush pink, or maybe something bold and fun?” The boys exchanged uncertain glances, clearly overwhelmed by the unfamiliar choices and the enthusiastic attention from Anna and Becca.
Milo had stammered, “Um, I’m not sure—I’ve never, uh, picked out anything like this before.”
The boys stole glances at each other as Anna and Becca barreled ahead. Anna explained the things she thought they would need: Discreet but stylish bralettes and panties, perhaps a slip or two, and maybe another couple of pieces “just for fun.” Although it was done with sweetness, Anna and Becca seemed intent on making the experience as instructive—and overwhelming—as possible.
At one point Julian finally found his voice and offered softly, “Maybe, uh… something, uh… a little lacy… but not too fancy?”
Becca’s eyes lit up in response as she held up yet another set, “This one would look amazing on you! The lace trim is so sweet, and plus, it matches your eyes!” She winked, causing Julian to redden.
There was no room for protest. The boys were given shopping baskets, and the sisters started filling them with all manner of delicate underthings—frilly bralettes, sheer mesh panties, creamy slips, pastel camisoles, and even a pair of ruffled tap shorts for each of them which she said would be “perfect for a cozy night in.”
Anna explained, “You need a basic wardrobe: bralettes and panties, a slip for dressier occasions and at least one special piece for fun. Maybe a teddy or babydoll.” She held up a shimmering lavender babydoll for Owen. “This is for special occasions, sweetie.” Owen gulped.
In no time, each boy had begun to amass his own treasure trove of frilly, lacy and satiny underthings.
At one point, Nate had hesitated, cheeks burning. “Um, do you really think we need… all this?” he asked as he gingerly held up a set that was covered in especially elaborate ruffles and pastel bows.
Anna grinned, “Absolutely. Trust us—it will make you feel so much more special. She added playfully, “the more bows, the better!”
Becca chimed in as she cheerfully held up another cute set to Owen, “I think this one has your name all over it!”
After the whirlwind of basket-filling and giggles, Anna and Becca shepherded the boys toward the changing rooms at the back of Lace and Grace. The boys hesitated at the threshold, unsure whether to step forward or linger, nervously clutching their overflowing baskets of lingerie. Anna and Becca were undeterred by their hesitation, herding them gently forward with encouraging smiles and teasing comments.
“No dawdling now,” Anna chirped, tapping the back of Owen’s basket. “Time to see how these look on you!”
The girls decided to pick out a set for each embarrassed boy to try on to make sure all their new selections would fit. Anna and Becca, acting every bit like personal stylists, began sorting through the contents of the boys’ baskets. In no time, they pulled out matching lingerie sets for each boy, their choices deliberate: blush-pink lace for Milo, dreamy lavender mesh for Owen, angelic white for Nate, and mint-green satin for Julian.
As Becca passed Julian the set she had chosen for him, her tone was gently teasing. “Here you go, sweetie. Don’t worry, you’ll look adorable.”
Soon, the boys found themselves inside the changing stalls. The stalls were just big enough for a bench and a small mirror, the walls painted in soothing lavender and pale rose. Despite the gentle décor, the boys’ nerves were on edge. The unfamiliar laces and satins seemed to shimmer in the soft light, promising more self-conscious embarrassment. The boys fumbled with the bralettes and panties, their cheeks burning in the privacy of their stalls. The delicate materials were soft against their skin, whisper-light and unexpectedly comfortable. The girlish silhouettes reflected in the mirrors seemed almost unreal.
Outside, Anna and Becca kept up a steady stream of encouragement, their voices floating through the gaps above the doors. “Let us know if you need help!” Anna called, feigning innocence. “We’re experts!”
“OK, let’s see how you look,” Becca called out brightly after a few short minutes.
Realizing they had no option, the Little Darlings all opened their changing room doors and stepped out tentatively into the softly lit space, each enveloped in delicate layers of frilly unmentionables. Their dancer’s belts ensured that every detail—private and otherwise—remained perfectly modest, their silhouettes shaped into sweet, unmistakably feminine outlines for Anna and Becca to inspect. Red-faced, they stood there while Anna and Becca smiled condescendingly at them and remarked on how pretty and feminine they looked.
Anna's eyes widened as she took in the sight. “Oh my gosh, you all look absolutely darling!” she cooed, her voice lilting with delight. “Owen, that lavender really brings out the color in your cheeks—so precious!” She reached out to gently fluff the ruffles on his bralette, grinning as Owen squirmed under her approving gaze.
Becca was practically bouncing on her toes, “Julian, turn around—yes, just like that! Oh, look at that little bow in the back! You’re so cute I can barely stand it.” She let out a giggle. “And Nate, that white lace makes you look like an absolute angel. I think you were made for this!”
After several minutes of being inspected and gawked at, Anna relented with a flourish. “All right, boys, I think those will work splendidly!” she declared, her tone both merciful and mischievous, “you can get changed now and we’ll get everything wrapped up.”
The boys exhaled in collective relief, grateful to shed the spotlight of inspection and slip back into their familiar jeans and T-shirts. With fumbling fingers, they eagerly reached for their discarded clothing, pulling on shirts and pants as quickly as possible. But the delicate sensation of lace, mesh, and satin against their skin remained, a constant, intimate reminder of their new wardrobes. Underneath their everyday outfits, the new bralettes and panties hugged them with every movement, whisper-light and unmistakably present.
As the Little Darlings reemerged from their changing stalls, the girls exchanged sly glances, clearly pleased with the result. “You’ll be wearing these all day, just like any other girl would,” Becca said, her smile sweet but unyielding.
The boys shifted awkwardly, tugging at their collars and adjusting their waistbands, conscious of the pretty secrets they now carried beneath their clothes. With each step, the soft fabrics brushed their skin, making them acutely aware of their new reality and of Anna and Becca’s satisfied, approving gazes.
In the end, each of them now had his own lingerie “starter kit.” The girls outfitted them with accessories—a mesh wash bag, lavender sachets, and a card with tips on laundering lingerie. The sisters also insisted on giving them a generous “Gamma Delta” discount and remarked how they were certain the boys would return soon. The boys self-consciously left Lace and Grace with large pastel pink shopping bags full of their new delicate unmentionables.
Anna started with Milo, who was nervously fiddling with the sleeve of his shirt. “Now let’s just find out what you like, sweetie! Pastels? Satin? Ruffles?” she prompted, her tone friendly but insistent. Her words flowed in a gentle, coaxing rhythm, drawing Milo’s attention to the array of delicate fabrics glimmering under the shop’s soft, golden lights. Rows of bralettes in creamy pinks and airy blues hung nearby with their fluttery lace edges prominently displayed.
Milo stammered, “Um, I’m not sure. I’ve never, uh, picked out anything like this before.”
Anna reassured him, “Oh don’t worry, it’s fun! Let’s start with color. Are you feeling something soft like blush pink, or maybe something bold and fun?” The boys exchanged uncertain glances, clearly overwhelmed by the unfamiliar choices and the enthusiastic attention from Anna and Becca.
Milo had stammered, “Um, I’m not sure—I’ve never, uh, picked out anything like this before.”
The boys stole glances at each other as Anna and Becca barreled ahead. Anna explained the things she thought they would need: Discreet but stylish bralettes and panties, perhaps a slip or two, and maybe another couple of pieces “just for fun.” Although it was done with sweetness, Anna and Becca seemed intent on making the experience as instructive—and overwhelming—as possible.
At one point Julian finally found his voice and offered softly, “Maybe, uh… something, uh… a little lacy… but not too fancy?”
Becca’s eyes lit up in response as she held up yet another set, “This one would look amazing on you! The lace trim is so sweet, and plus, it matches your eyes!” She winked, causing Julian to redden.
There was no room for protest. The boys were given shopping baskets, and the sisters started filling them with all manner of delicate underthings—frilly bralettes, sheer mesh panties, creamy slips, pastel camisoles, and even a pair of ruffled tap shorts for each of them which she said would be “perfect for a cozy night in.”
Anna explained, “You need a basic wardrobe: bralettes and panties, a slip for dressier occasions and at least one special piece for fun. Maybe a teddy or babydoll.” She held up a shimmering lavender babydoll for Owen. “This is for special occasions, sweetie.” Owen gulped.
In no time, each boy had begun to amass his own treasure trove of frilly, lacy and satiny underthings.
At one point, Nate had hesitated, cheeks burning. “Um, do you really think we need… all this?” he asked as he gingerly held up a set that was covered in especially elaborate ruffles and pastel bows.
Anna grinned, “Absolutely. Trust us—it will make you feel so much more special. She added playfully, “the more bows, the better!”
Becca chimed in as she cheerfully held up another cute set to Owen, “I think this one has your name all over it!”
After the whirlwind of basket-filling and giggles, Anna and Becca shepherded the boys toward the changing rooms at the back of Lace and Grace. The boys hesitated at the threshold, unsure whether to step forward or linger, nervously clutching their overflowing baskets of lingerie. Anna and Becca were undeterred by their hesitation, herding them gently forward with encouraging smiles and teasing comments.
“No dawdling now,” Anna chirped, tapping the back of Owen’s basket. “Time to see how these look on you!”
The girls decided to pick out a set for each embarrassed boy to try on to make sure all their new selections would fit. Anna and Becca, acting every bit like personal stylists, began sorting through the contents of the boys’ baskets. In no time, they pulled out matching lingerie sets for each boy, their choices deliberate: blush-pink lace for Milo, dreamy lavender mesh for Owen, angelic white for Nate, and mint-green satin for Julian.
As Becca passed Julian the set she had chosen for him, her tone was gently teasing. “Here you go, sweetie. Don’t worry, you’ll look adorable.”
Soon, the boys found themselves inside the changing stalls. The stalls were just big enough for a bench and a small mirror, the walls painted in soothing lavender and pale rose. Despite the gentle décor, the boys’ nerves were on edge. The unfamiliar laces and satins seemed to shimmer in the soft light, promising more self-conscious embarrassment. The boys fumbled with the bralettes and panties, their cheeks burning in the privacy of their stalls. The delicate materials were soft against their skin, whisper-light and unexpectedly comfortable. The girlish silhouettes reflected in the mirrors seemed almost unreal.
Outside, Anna and Becca kept up a steady stream of encouragement, their voices floating through the gaps above the doors. “Let us know if you need help!” Anna called, feigning innocence. “We’re experts!”
“OK, let’s see how you look,” Becca called out brightly after a few short minutes.
Realizing they had no option, the Little Darlings all opened their changing room doors and stepped out tentatively into the softly lit space, each enveloped in delicate layers of frilly unmentionables. Their dancer’s belts ensured that every detail—private and otherwise—remained perfectly modest, their silhouettes shaped into sweet, unmistakably feminine outlines for Anna and Becca to inspect. Red-faced, they stood there while Anna and Becca smiled condescendingly at them and remarked on how pretty and feminine they looked.
Anna's eyes widened as she took in the sight. “Oh my gosh, you all look absolutely darling!” she cooed, her voice lilting with delight. “Owen, that lavender really brings out the color in your cheeks—so precious!” She reached out to gently fluff the ruffles on his bralette, grinning as Owen squirmed under her approving gaze.
Becca was practically bouncing on her toes, “Julian, turn around—yes, just like that! Oh, look at that little bow in the back! You’re so cute I can barely stand it.” She let out a giggle. “And Nate, that white lace makes you look like an absolute angel. I think you were made for this!”
After several minutes of being inspected and gawked at, Anna relented with a flourish. “All right, boys, I think those will work splendidly!” she declared, her tone both merciful and mischievous, “you can get changed now and we’ll get everything wrapped up.”
The boys exhaled in collective relief, grateful to shed the spotlight of inspection and slip back into their familiar jeans and T-shirts. With fumbling fingers, they eagerly reached for their discarded clothing, pulling on shirts and pants as quickly as possible. But the delicate sensation of lace, mesh, and satin against their skin remained, a constant, intimate reminder of their new wardrobes. Underneath their everyday outfits, the new bralettes and panties hugged them with every movement, whisper-light and unmistakably present.
As the Little Darlings reemerged from their changing stalls, the girls exchanged sly glances, clearly pleased with the result. “You’ll be wearing these all day, just like any other girl would,” Becca said, her smile sweet but unyielding.
The boys shifted awkwardly, tugging at their collars and adjusting their waistbands, conscious of the pretty secrets they now carried beneath their clothes. With each step, the soft fabrics brushed their skin, making them acutely aware of their new reality and of Anna and Becca’s satisfied, approving gazes.
In the end, each of them now had his own lingerie “starter kit.” The girls outfitted them with accessories—a mesh wash bag, lavender sachets, and a card with tips on laundering lingerie. The sisters also insisted on giving them a generous “Gamma Delta” discount and remarked how they were certain the boys would return soon. The boys self-consciously left Lace and Grace with large pastel pink shopping bags full of their new delicate unmentionables.
98
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on January 05, 2026, 06:38:47 AM »
Chapter 310.
“What’s up with Thomasina?” asked Emily.
“I don’t know. Maybe she’s just drunk too much wine…” responded Hilda.
They waited for her to return. After five minutes Caroline said she would go and see. She went out, made her way to the bathroom, and knocked softly at the door.
“Thommie?”
There was a faint groan from within. “Caroline?”
“Yeah. What’s up? You okay?”
“Yeah.” She didn’t want Caroline to find out. Knowing her, she’d be delighted. “Can you ask Emily to come here?”
“Okay…”
She took off her gloves and splashed water on her burning cheeks. It didn’t help. She slid one hand between her legs. She could feel the vibrations through her fingers.
Caroline returned to the living room.
“She wants to talk to you, Emily.”
Thomasina quickly admitted Emily to the bathroom. She looked flushed and distressed, and was holding onto the counter.
“Whatever’s the matter, Thomasina?”
Thomasina hesitated. But there was nothing else for it. She had to explain.
“Look, it’s like this. This suit that Cynthia gave me… Well… It’s an Invader! Yes, it has a built-in, you know…”
Emily’s eyes lit up. “A dil-do?” She gave a short laugh. “You naughty, naughty girl! And you wore it to my party? Gosh… That was brave of you!”
“I told you… Aah… I wasn’t intending to…” She groaned. “If it doesn’t stop…”
“Ooh… You must be in a state…” Emily couldn’t hide her delight.
“Somehow it turned itself on. I think it’s only on the lowest setting, but even so… I was trying to turn it off when I dropped the remote down the side of the sofa. Then I couldn’t reach it. Please…”
“You want me to retrieve it and switch it off, right? You little sexpot. Maybe I will, maybe I won’t…”
“What?”
“It would be fun watching you. Imagine… The party will probably go on till midnight. You have nothing else to wear…” She giggled.
Thomasina frowned. “Then I’ll just go home. Say I don’t feel well.”
“No you won’t.”
“What do you mean? I can go get a cab…”
“I won’t allow it.”
“How will you stop me?”
In answer, Emily took out her phone, scrolled through her pictures, and held it up for Thomasina to see. It was a video.
“This is the video Coco took of you in the forest. You remember. Sorry, I didn’t tell you. When I met them on their way back they told me everything, and shared the video.” She grinned. “It’s quite a performance. I’ve told them to keep it secret, unless I give them permission…”
“You wouldn’t!”
“It’s a shame to keep it to ourselves. One text to Coco, or Roxanne, or Octavia…”
“No! Emily, please…”
She was horrified, but also strangely excited. Those three girls, the Posh Triplets, and now Emily too… They had all been watching her masturbatory adventure in the forest… They all knew… She had thought Emily was a true friend... But now...
“Then indulge me for this evening. Come on, try to stay cool, and we’ll try to find your controller.”
“Thank you…”
Her leather belt was having the effect of tautening the crotch seam of her suit and forcing the dil-do deeper in, so she took it off, and they returned together. As they passed the kitchen Thomasina saw Hilda and Caroline preparing dinner. Caroline came up.
“Are you okay, Thommie?”
“Oh, yes, fine now. I just felt a bit queasy, but I’m better now.”
“Oh, good. I’m going to help Hilda make dinner.”
“Great! See you in a while…”
They entered the living room. Kim was sitting by the door, with a smug smile on her face. Thomasina stood nervously by while Emily went over to the sofa. Bobby was purring away relentlessly inside her. It felt as though it was rotating slightly as well, exploring every part. She gulped. She couldn’t take much more. Emily removed the cushion and prised the seat base aside..
“You won’t find it.”
“Sorry, Kim?”
“I’ve got it. I saw her trying to retrieve something. I’ve got it here.”
Thomasina approached her. “Can I have it, Kim?”
“Maybe…”
“Please…”
“Wouldn’t you like me to check out the other settings?”
“No! Come on, Kim…”
“If you want it, get down and beg.”
“What?”
“Go down on all fours, like the naughty puppy bitch you are, and beg…”
Kelly snorted with laughter. Emily grinned. The men goggled.
“I won’t do anything of the sort! Give it to me! Right now!”
Thomasina put out her hand. It looked like Kim was holding the remote behind her back. Suddenly Thomasina cried out, and doubled up.
“No, please…”
She fell to her knees.
“Wow,” exclaimed Kim, “and I only turned it half way. Okay, relax. It’s back on the lowest now.”
Thomasina was almost sobbing.
“I’m sorry… I shouldn’t have worn it. But really, I didn’t mean to…”
“No, darling, don’t apologise. I’m so glad you did!”
“If I were you, Thomasina, I’d do what Kim tells you,” said Emily. “She doesn’t joke around.”
“No, I don’t. I've told Hilda not to come out of the kitchen with Caroline until at least eight-thirty. That gives us nearly an hour. Emily? Why don’t you close the door, and we’ll have a little fun with our new puppy.”
Emily quietly closed the door.
Kim produced the remote from behind her back.
“Hmm… It actually goes up to six! I wonder….”
“Please…” whimpered Thomasina.
“All right. Maybe later. We’ll see. Now why don’t you crawl over here like a good little puppy-dog and I’ll tell you what you’re going to do. Come on…”
Thomasina was in turmoil, mentally and physically. She was furiously angry, she hated this smug, superior Kim woman, but also hopelessly aroused by the situation. Her anger fought against her sexuality, but it hand no chance. The pervert in her was yearning to be humiliated in front of everyone, yes, yearning to be dominated by the bitch she hated so much, so they would all see what a horny, submissive slut she really was. The mere thought of Emily’s posh, respectable guests, comfortably seated, sipping their wine, watching as she abased herself in her latex suit - watching and knowing she had a little dil-do pulsing away in her oozing pussy - was almost enough by itself to bring her to orgasm. Frustratingly, it was as if Kim somehow understood this perfectly. So, conflicted as she was, after no more than a moment’s hesitation, she gave in to her deepest instincts, and crawled over to Kim on all fours, like a dog awaiting instructions from its mistress…
“What’s up with Thomasina?” asked Emily.
“I don’t know. Maybe she’s just drunk too much wine…” responded Hilda.
They waited for her to return. After five minutes Caroline said she would go and see. She went out, made her way to the bathroom, and knocked softly at the door.
“Thommie?”
There was a faint groan from within. “Caroline?”
“Yeah. What’s up? You okay?”
“Yeah.” She didn’t want Caroline to find out. Knowing her, she’d be delighted. “Can you ask Emily to come here?”
“Okay…”
She took off her gloves and splashed water on her burning cheeks. It didn’t help. She slid one hand between her legs. She could feel the vibrations through her fingers.
Caroline returned to the living room.
“She wants to talk to you, Emily.”
Thomasina quickly admitted Emily to the bathroom. She looked flushed and distressed, and was holding onto the counter.
“Whatever’s the matter, Thomasina?”
Thomasina hesitated. But there was nothing else for it. She had to explain.
“Look, it’s like this. This suit that Cynthia gave me… Well… It’s an Invader! Yes, it has a built-in, you know…”
Emily’s eyes lit up. “A dil-do?” She gave a short laugh. “You naughty, naughty girl! And you wore it to my party? Gosh… That was brave of you!”
“I told you… Aah… I wasn’t intending to…” She groaned. “If it doesn’t stop…”
“Ooh… You must be in a state…” Emily couldn’t hide her delight.
“Somehow it turned itself on. I think it’s only on the lowest setting, but even so… I was trying to turn it off when I dropped the remote down the side of the sofa. Then I couldn’t reach it. Please…”
“You want me to retrieve it and switch it off, right? You little sexpot. Maybe I will, maybe I won’t…”
“What?”
“It would be fun watching you. Imagine… The party will probably go on till midnight. You have nothing else to wear…” She giggled.
Thomasina frowned. “Then I’ll just go home. Say I don’t feel well.”
“No you won’t.”
“What do you mean? I can go get a cab…”
“I won’t allow it.”
“How will you stop me?”
In answer, Emily took out her phone, scrolled through her pictures, and held it up for Thomasina to see. It was a video.
“This is the video Coco took of you in the forest. You remember. Sorry, I didn’t tell you. When I met them on their way back they told me everything, and shared the video.” She grinned. “It’s quite a performance. I’ve told them to keep it secret, unless I give them permission…”
“You wouldn’t!”
“It’s a shame to keep it to ourselves. One text to Coco, or Roxanne, or Octavia…”
“No! Emily, please…”
She was horrified, but also strangely excited. Those three girls, the Posh Triplets, and now Emily too… They had all been watching her masturbatory adventure in the forest… They all knew… She had thought Emily was a true friend... But now...
“Then indulge me for this evening. Come on, try to stay cool, and we’ll try to find your controller.”
“Thank you…”
Her leather belt was having the effect of tautening the crotch seam of her suit and forcing the dil-do deeper in, so she took it off, and they returned together. As they passed the kitchen Thomasina saw Hilda and Caroline preparing dinner. Caroline came up.
“Are you okay, Thommie?”
“Oh, yes, fine now. I just felt a bit queasy, but I’m better now.”
“Oh, good. I’m going to help Hilda make dinner.”
“Great! See you in a while…”
They entered the living room. Kim was sitting by the door, with a smug smile on her face. Thomasina stood nervously by while Emily went over to the sofa. Bobby was purring away relentlessly inside her. It felt as though it was rotating slightly as well, exploring every part. She gulped. She couldn’t take much more. Emily removed the cushion and prised the seat base aside..
“You won’t find it.”
“Sorry, Kim?”
“I’ve got it. I saw her trying to retrieve something. I’ve got it here.”
Thomasina approached her. “Can I have it, Kim?”
“Maybe…”
“Please…”
“Wouldn’t you like me to check out the other settings?”
“No! Come on, Kim…”
“If you want it, get down and beg.”
“What?”
“Go down on all fours, like the naughty puppy bitch you are, and beg…”
Kelly snorted with laughter. Emily grinned. The men goggled.
“I won’t do anything of the sort! Give it to me! Right now!”
Thomasina put out her hand. It looked like Kim was holding the remote behind her back. Suddenly Thomasina cried out, and doubled up.
“No, please…”
She fell to her knees.
“Wow,” exclaimed Kim, “and I only turned it half way. Okay, relax. It’s back on the lowest now.”
Thomasina was almost sobbing.
“I’m sorry… I shouldn’t have worn it. But really, I didn’t mean to…”
“No, darling, don’t apologise. I’m so glad you did!”
“If I were you, Thomasina, I’d do what Kim tells you,” said Emily. “She doesn’t joke around.”
“No, I don’t. I've told Hilda not to come out of the kitchen with Caroline until at least eight-thirty. That gives us nearly an hour. Emily? Why don’t you close the door, and we’ll have a little fun with our new puppy.”
Emily quietly closed the door.
Kim produced the remote from behind her back.
“Hmm… It actually goes up to six! I wonder….”
“Please…” whimpered Thomasina.
“All right. Maybe later. We’ll see. Now why don’t you crawl over here like a good little puppy-dog and I’ll tell you what you’re going to do. Come on…”
Thomasina was in turmoil, mentally and physically. She was furiously angry, she hated this smug, superior Kim woman, but also hopelessly aroused by the situation. Her anger fought against her sexuality, but it hand no chance. The pervert in her was yearning to be humiliated in front of everyone, yes, yearning to be dominated by the bitch she hated so much, so they would all see what a horny, submissive slut she really was. The mere thought of Emily’s posh, respectable guests, comfortably seated, sipping their wine, watching as she abased herself in her latex suit - watching and knowing she had a little dil-do pulsing away in her oozing pussy - was almost enough by itself to bring her to orgasm. Frustratingly, it was as if Kim somehow understood this perfectly. So, conflicted as she was, after no more than a moment’s hesitation, she gave in to her deepest instincts, and crawled over to Kim on all fours, like a dog awaiting instructions from its mistress…
99
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on January 04, 2026, 12:59:03 PM »
Chapter 309.
She was going to tease them for a minute, then sit down. But before than minute had expired, she felt her nipples beginning to stiffen and tingle. She took a deep breath. Her audience seemed fascinated. Stefan was looking directly at her breasts. Maybe he could even see her nipples pushing against the thin latex! Was he getting an erection? Oh god, suppose he was… She shifted her position slightly, closing her thighs, and as she did so the front seam slipped between her labia, making her gasp. She knew what that meant. Bobby dil-do was holding her open, and the juices were… No, she daren’t think about it. She bit her lip. It must have looked like she was acting the slut, but the truth was she was feeling so horny she was merely trying to distract herself. She looked across at Emily and Hilda. They were staring too. Roger as well. Caroline was smiling knowingly. She really shouldn’t be doing this… But after a few more minutes, her arousal had quite overcome any remaining modesty. All she could think about was all the eyes feasting on her body, what it must look like in its clinging latex skin, the unseen dil-do probing her secret place…how hot it made her feel. It was so exciting, it was impossible to stop. She did a few little turns, ostensibly for the spectators, but mainly for herself, as even the slightest movement was intensely pleasurable. She saw with satisfaction that Stefan was leaning forward, flushed, gripping his knees. His partner had noticed, and had now turned her head and was glaring at him. She took it up a notch, strutting and gyrating slowly like a stripper, all the while watching him out of the corner of her eye. There was now a definite bulge in his jeans. But at that moment Kelly intervened.
“That’s enough!” she snapped. “We get the picture. Let’s take a break, shall we?” She turned to Stefan. “Why don’t you refill everyone’s glasses? Go on.”
“Yes, darling…”
He got awkwardly to his feet and went to the kitchen to get another bottle from the fridge. Kelly followed him. They could hear Kelly scolding him, trying not to be overheard, but failing. Emily and Hilda grinned.
“You’re such a naughty girl, Thomasina,” remarked Emily. “Much worse than I realised. Go and sit down and let’s have one more drink before dinner.”
Thomasina breathed deeply as she made her way back to the sofa. It was probably just as well. She had been getting to the point of no return. Goodness knows what might have happened! She resumed her seat next to Caroline. But as she did so, she somehow squashed her purse against the arm. Immediately Bobby sprang into life, making her gasp with surprise.
“Oh my god…!”
She quickly covered her mouth. Everyone was looking at her. Kim was sitting alone now on the other long sofa.
“Are you okay?” she asked, frowning.
“Oh… Yes… Totally… It’s nothing…”
She couldn’t very well tell her there was a dil-do buzzing away in her pussy. As soon as she looked away, she unzipped her purse and felt for the remote. Her hand was shaking. She pulled it out, holding it by her side so no-one would see. Watching the others, she fumbled with it, trying to turn it off without anyone seeing. But it slipped from her fingers, and disappeared down the gap between the sofa and the cushion. Desperately she tried to retrieve it. She located the smooth plastic with her fingertips, but in shifting her seat so she could get hold of it she inadvertently opened the gap between the frame and the seating base – and it was gone! She began to panic. The colour was rising in her cheeks. Kim was looking at her oddly. She had to get out of there.
“Just going to the loo…” she gasped, jumping up and running out of the room.
She was going to tease them for a minute, then sit down. But before than minute had expired, she felt her nipples beginning to stiffen and tingle. She took a deep breath. Her audience seemed fascinated. Stefan was looking directly at her breasts. Maybe he could even see her nipples pushing against the thin latex! Was he getting an erection? Oh god, suppose he was… She shifted her position slightly, closing her thighs, and as she did so the front seam slipped between her labia, making her gasp. She knew what that meant. Bobby dil-do was holding her open, and the juices were… No, she daren’t think about it. She bit her lip. It must have looked like she was acting the slut, but the truth was she was feeling so horny she was merely trying to distract herself. She looked across at Emily and Hilda. They were staring too. Roger as well. Caroline was smiling knowingly. She really shouldn’t be doing this… But after a few more minutes, her arousal had quite overcome any remaining modesty. All she could think about was all the eyes feasting on her body, what it must look like in its clinging latex skin, the unseen dil-do probing her secret place…how hot it made her feel. It was so exciting, it was impossible to stop. She did a few little turns, ostensibly for the spectators, but mainly for herself, as even the slightest movement was intensely pleasurable. She saw with satisfaction that Stefan was leaning forward, flushed, gripping his knees. His partner had noticed, and had now turned her head and was glaring at him. She took it up a notch, strutting and gyrating slowly like a stripper, all the while watching him out of the corner of her eye. There was now a definite bulge in his jeans. But at that moment Kelly intervened.
“That’s enough!” she snapped. “We get the picture. Let’s take a break, shall we?” She turned to Stefan. “Why don’t you refill everyone’s glasses? Go on.”
“Yes, darling…”
He got awkwardly to his feet and went to the kitchen to get another bottle from the fridge. Kelly followed him. They could hear Kelly scolding him, trying not to be overheard, but failing. Emily and Hilda grinned.
“You’re such a naughty girl, Thomasina,” remarked Emily. “Much worse than I realised. Go and sit down and let’s have one more drink before dinner.”
Thomasina breathed deeply as she made her way back to the sofa. It was probably just as well. She had been getting to the point of no return. Goodness knows what might have happened! She resumed her seat next to Caroline. But as she did so, she somehow squashed her purse against the arm. Immediately Bobby sprang into life, making her gasp with surprise.
“Oh my god…!”
She quickly covered her mouth. Everyone was looking at her. Kim was sitting alone now on the other long sofa.
“Are you okay?” she asked, frowning.
“Oh… Yes… Totally… It’s nothing…”
She couldn’t very well tell her there was a dil-do buzzing away in her pussy. As soon as she looked away, she unzipped her purse and felt for the remote. Her hand was shaking. She pulled it out, holding it by her side so no-one would see. Watching the others, she fumbled with it, trying to turn it off without anyone seeing. But it slipped from her fingers, and disappeared down the gap between the sofa and the cushion. Desperately she tried to retrieve it. She located the smooth plastic with her fingertips, but in shifting her seat so she could get hold of it she inadvertently opened the gap between the frame and the seating base – and it was gone! She began to panic. The colour was rising in her cheeks. Kim was looking at her oddly. She had to get out of there.
“Just going to the loo…” she gasped, jumping up and running out of the room.
100
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on January 04, 2026, 09:28:53 AM »
Chapter 308.
The application of makeup seemed to have stimulated interest in her even further. As she took a seat on one of the sofas next to Caroline, the conversation lapsed, and she knew that all eyes must be on her. Kim had sat down next to Kelly, and they were whispering together, while Roger was sitting on Caroline’s left. Emily and her “housemate” sat on a smaller sofa, holding hands. He leant forward.
“So, Thomasina… Emily mentioned you ride at Pitt’s Wood.”
“That’s right.” She smiled at Roger, consciously focussing on him and keeping her eyes averted from the rest of the room.
“Kim and I went there for lunch one day last year. The countryside’s so beautiful and unspoilt round there. I suppose there’s loads of tracks to ride through the woods.”
“Oh, yes. That’s where we rode last week. That’s where Emily and I first made personal contact.”
“She says you’re an ace horsewoman…”
“Flattery, pure flattery…”
“You know it’s not,” laughed Emily. “You have a perfect seat” – here she glanced mischievously at Stefan – “and great empathy with your mounts. I could see that in the first few minutes.”
“That’s not all she could see,” giggled Hilda. “Was it, Em?”
“Hilda… Shush…”
“Oh? What else, then?” asked Roger, interested.
Emily glared at Hilda, and drew her hand away. Hilda tossed her head.
“It’s no secret. I mean, everyone at the Centre knows about it. She wore a latex catsuit – like the one she’s wearing now, but bright pink! And nothing else!”
Roger stared at her with delight.
“Did you, Thomasina?”
Out of the corner of her eye she saw Stefan stiffen, and sit up. She might have guessed this would happen. But she was not going to appear intimidated.
“Yes. So what? It’s no big deal. It’s not as outré as you might think. It’s regarded as a practical option in bad weather.”
“Oh, I see… And was the weather bad…? I seem to recollect Wednesday was rather a fine day…”
Thomasina was getting irritated.
“Does the thought turn you on, then?” she blurted – and immediately wished she hadn’t.
“Well, you have to admit… I mean, it’s quite sexy…”
Stefan nodded in agreement. Kelly slapped his leg again.
“It is, though,” piped up Kim. “You need to have such a good figure. Thomasina, why don’t you stand up and show us? Maybe take off that jacket…”
There was a murmur of assent from the men. Thomasina’s face clouded for a moment. That Kim woman… It was some sort of dare. She glared at her, and got
a simpering, superior smile in return, as if to say, “you don’t dare, do you. You know you’d only make a fool of yourself”. She was goading her. Well, her partner seemed keen on the idea, to judge by the expression on his face. And she knew Stefan’s eyes would be falling out. It would be worth it to see their partners’ discomfort. Also… Bobby dil-do was making his presence felt. The sofa cushion was bouncy, and every time she moved he probed her in a different way… She felt nervous, but arousal was eroding her reticence.
“Is that actually what you want, Kim? If you’re so desperate…fine.”
She realised later it had been a stupid thing to do. Not only had she allowed herself to be manipulated, but she had exposed her vanity as well as her sexuality. But at the time…
She stood up, slipped off her jacket, strode over to the window, where she was right in front of Stefan, Kelly and Kim, and, stood there, hands on hips, so they could all get a good eyeful…
The application of makeup seemed to have stimulated interest in her even further. As she took a seat on one of the sofas next to Caroline, the conversation lapsed, and she knew that all eyes must be on her. Kim had sat down next to Kelly, and they were whispering together, while Roger was sitting on Caroline’s left. Emily and her “housemate” sat on a smaller sofa, holding hands. He leant forward.
“So, Thomasina… Emily mentioned you ride at Pitt’s Wood.”
“That’s right.” She smiled at Roger, consciously focussing on him and keeping her eyes averted from the rest of the room.
“Kim and I went there for lunch one day last year. The countryside’s so beautiful and unspoilt round there. I suppose there’s loads of tracks to ride through the woods.”
“Oh, yes. That’s where we rode last week. That’s where Emily and I first made personal contact.”
“She says you’re an ace horsewoman…”
“Flattery, pure flattery…”
“You know it’s not,” laughed Emily. “You have a perfect seat” – here she glanced mischievously at Stefan – “and great empathy with your mounts. I could see that in the first few minutes.”
“That’s not all she could see,” giggled Hilda. “Was it, Em?”
“Hilda… Shush…”
“Oh? What else, then?” asked Roger, interested.
Emily glared at Hilda, and drew her hand away. Hilda tossed her head.
“It’s no secret. I mean, everyone at the Centre knows about it. She wore a latex catsuit – like the one she’s wearing now, but bright pink! And nothing else!”
Roger stared at her with delight.
“Did you, Thomasina?”
Out of the corner of her eye she saw Stefan stiffen, and sit up. She might have guessed this would happen. But she was not going to appear intimidated.
“Yes. So what? It’s no big deal. It’s not as outré as you might think. It’s regarded as a practical option in bad weather.”
“Oh, I see… And was the weather bad…? I seem to recollect Wednesday was rather a fine day…”
Thomasina was getting irritated.
“Does the thought turn you on, then?” she blurted – and immediately wished she hadn’t.
“Well, you have to admit… I mean, it’s quite sexy…”
Stefan nodded in agreement. Kelly slapped his leg again.
“It is, though,” piped up Kim. “You need to have such a good figure. Thomasina, why don’t you stand up and show us? Maybe take off that jacket…”
There was a murmur of assent from the men. Thomasina’s face clouded for a moment. That Kim woman… It was some sort of dare. She glared at her, and got
a simpering, superior smile in return, as if to say, “you don’t dare, do you. You know you’d only make a fool of yourself”. She was goading her. Well, her partner seemed keen on the idea, to judge by the expression on his face. And she knew Stefan’s eyes would be falling out. It would be worth it to see their partners’ discomfort. Also… Bobby dil-do was making his presence felt. The sofa cushion was bouncy, and every time she moved he probed her in a different way… She felt nervous, but arousal was eroding her reticence.
“Is that actually what you want, Kim? If you’re so desperate…fine.”
She realised later it had been a stupid thing to do. Not only had she allowed herself to be manipulated, but she had exposed her vanity as well as her sexuality. But at the time…
She stood up, slipped off her jacket, strode over to the window, where she was right in front of Stefan, Kelly and Kim, and, stood there, hands on hips, so they could all get a good eyeful…
The more you give, the more I can give back.
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