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Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on Yesterday at 07:35:56 AM »
Chapter293.
Things were getting critical now. She debated telling Miss Laidlaw she wasn’t feeling well, and walking Crumble home. But she had been supportive, and spoken words of encouragement, and to do so now would just look as if she were chickening out. She was pondering the problem when the traction between leather and latex suddenly gave way, and her behind slipped forward. Looking down, she saw that she was leaking from her zip flap again, and quite effectively lubricating the saddle. She had some tissues in the belt pack behind her back, but Crumble was still too keen for her to take even one hand off the reins. The new sensations were no less arousing, with the complication that the saddle was getting slicker by the minute. By the time she had gone another half mile, the regular back and forth of her crotch was becoming intolerable, and the motion of her upper thighs against the leather was generating a sticky, slimy froth. Fearing that Miss Laidlaw or someone else would ride up again, she let Crumble trot on till she had put a good distance between her and the group, then reined him back to a walk, and managed to extract a handful of tissues, and clean things up a bit. Unfortunately, as soon as she moved on, the ripples of pleasure were redoubled.
They were on a single track with no forks which went right through the forest for about three miles, so there was no reason for her to remain in touch with the others. She pushed on at a steady trot until they were out of sight. Then she surrendered to her arousal, letting Crumble have his head while grinding her crotch desperately against the smooth leather. Crumble, quite unused to such behaviour, and sensing something was about to happen, broke into a canter. Thomasina, distracted, let him alone and focussed on her own agenda, holding onto the reins for no other reason than to keep her seat.
“Nearly there…” she gasped, as they rounded a slight right-hand bend. “Almost there…”
“Yesss!....”
Her eyes closed in ecstasy, but inside her head she saw exploding stars, an orgasmic firework display. Waves of intense pleasure shook her body. Crumble stopped dead and turned broadside across the track, as if in instinctive sympathy with her climax. Thomasina gave herself up utterly to her orgasm, thrusting, moaning and spasming in a frenzy of uninhibited passion.
“Oh…my…god….”
She had never before experienced such intense pleasure. She couldn’t tell how long it lasted, but eventually it subsided, leaving her drained and panting.
She gulped, groaned, and collapsed on Crumble’s neck, patting him gratefully.
“Good boy… You’re a good boy, Crumble…”
It occurred to her the pack might be catching up. She glanced to he left, but the track was clear.
“Thank goodness.” She smiled. “What would they have thought…”
She sat up in the saddle and gathered up the reins. She turned Crumble to the right to resume their journey. She froze. An icy chill ran through her. She was face-to-face with three smartly dressed riders. So that was why Crumble had stopped like that! She recognised them from Pitt’s Wood. They were known as the Posh Triplets, because they always hung out together, and thought themselves too important to mix with the hoi polloi.
One of them, who was in the process of slipping her phone back into her pocket, regarded her with a triumphant sneer.
“If you’ve quite finished, perhaps you’d like to let us pass…”
Thomasina opened her mouth, but couldn’t articulate a word. Trembling, she pulled Crumble to one side. The trio ambled past. The last one stopped briefly.
“What’s your name?”
“My n-name…?”
“Your name.”
“Th-Thomasina…”
“Thomasina what?”
“Th-Thomasina M-Middiford…”
“We’ll be in touch, Thomasina Middiford…”
Things were getting critical now. She debated telling Miss Laidlaw she wasn’t feeling well, and walking Crumble home. But she had been supportive, and spoken words of encouragement, and to do so now would just look as if she were chickening out. She was pondering the problem when the traction between leather and latex suddenly gave way, and her behind slipped forward. Looking down, she saw that she was leaking from her zip flap again, and quite effectively lubricating the saddle. She had some tissues in the belt pack behind her back, but Crumble was still too keen for her to take even one hand off the reins. The new sensations were no less arousing, with the complication that the saddle was getting slicker by the minute. By the time she had gone another half mile, the regular back and forth of her crotch was becoming intolerable, and the motion of her upper thighs against the leather was generating a sticky, slimy froth. Fearing that Miss Laidlaw or someone else would ride up again, she let Crumble trot on till she had put a good distance between her and the group, then reined him back to a walk, and managed to extract a handful of tissues, and clean things up a bit. Unfortunately, as soon as she moved on, the ripples of pleasure were redoubled.
They were on a single track with no forks which went right through the forest for about three miles, so there was no reason for her to remain in touch with the others. She pushed on at a steady trot until they were out of sight. Then she surrendered to her arousal, letting Crumble have his head while grinding her crotch desperately against the smooth leather. Crumble, quite unused to such behaviour, and sensing something was about to happen, broke into a canter. Thomasina, distracted, let him alone and focussed on her own agenda, holding onto the reins for no other reason than to keep her seat.
“Nearly there…” she gasped, as they rounded a slight right-hand bend. “Almost there…”
“Yesss!....”
Her eyes closed in ecstasy, but inside her head she saw exploding stars, an orgasmic firework display. Waves of intense pleasure shook her body. Crumble stopped dead and turned broadside across the track, as if in instinctive sympathy with her climax. Thomasina gave herself up utterly to her orgasm, thrusting, moaning and spasming in a frenzy of uninhibited passion.
“Oh…my…god….”
She had never before experienced such intense pleasure. She couldn’t tell how long it lasted, but eventually it subsided, leaving her drained and panting.
She gulped, groaned, and collapsed on Crumble’s neck, patting him gratefully.
“Good boy… You’re a good boy, Crumble…”
It occurred to her the pack might be catching up. She glanced to he left, but the track was clear.
“Thank goodness.” She smiled. “What would they have thought…”
She sat up in the saddle and gathered up the reins. She turned Crumble to the right to resume their journey. She froze. An icy chill ran through her. She was face-to-face with three smartly dressed riders. So that was why Crumble had stopped like that! She recognised them from Pitt’s Wood. They were known as the Posh Triplets, because they always hung out together, and thought themselves too important to mix with the hoi polloi.
One of them, who was in the process of slipping her phone back into her pocket, regarded her with a triumphant sneer.
“If you’ve quite finished, perhaps you’d like to let us pass…”
Thomasina opened her mouth, but couldn’t articulate a word. Trembling, she pulled Crumble to one side. The trio ambled past. The last one stopped briefly.
“What’s your name?”
“My n-name…?”
“Your name.”
“Th-Thomasina…”
“Thomasina what?”
“Th-Thomasina M-Middiford…”
“We’ll be in touch, Thomasina Middiford…”
2
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on Yesterday at 06:17:22 AM »
Chapter 292.
Crumble wasn’t the most comfortable of mounts at any time. His walk tended to generate a back and forth motion for his rider, which was why Thomasina would normally alternate between sitting and standing in her stirrups. But today, with ten no doubt curious and gossipy ladies behind her, the last thing she wanted to give them a better view of her latex-sheathed backside - so she was obliged to remain firmly seated, and endure the regular motion of the smooth leather saddle against her crotch. At first the tacky latex adhered to the leather quite effectually, mimicking the function of commercial “full-grip” breeches. But that also meant that most of the friction was generated by the movement of the inner seam against her flesh. The pleasure was so intense she forgot about the group for a moment, closed her eyes, threw her head back, and groaned out loud.
“Oh, no…please…” she gasped. The piping tautened and worked its way between her labia, whilst the regular side-to-side movement of the horse allowed it the slip back and forth across her clitoris. She tried to control her breathing, but her heart was beating fast now. She bit her lip. At that moment Miss Laidlaw rode up beside her. Perhaps she had heard that groan of ecstasy.
“How are you, Thomasina? I haven’t seen you for a while. How are things at school?”
“Oh…Miss Laidlaw…”
“Call me Emily, please…”
“Emily… I’m f-fine, thanks… School’s fine…”
“Oh, god… “ she thought. “Not now… Don’t let me c-um, now…”
“Oh, that’s good. Excellent.” She looked her up and down, and smiled. “I love your outfit. That’s what I’d wear if I had the confidence – or the physique. On you it looks amazing.” She ran a hand gently down Thomasina’s arm. “It’s very brave of you. You’ll probably get some stick from the establishment, but ignore it. I’m sure Miss Poole will support you.”
“Yes… Actually it was she who gave it me...”
“Well, I’m not surprised. She’s very progressive. Anyway, I just wanted to say I’m happy for you to lead the group today if you wish…”
“Thank you Miss Laidlaw…”
“Yes… And, er, by the way…” She seemed hesitant…almost embarrassed… “I’m having a little party next weekend…Saturday evening. Nothing big, just a few friends… If you’d like to come, you’d be most welcome… Bring a friend if you like…”
Thomasina noticed Miss Laidlaw blushed slightly as she offered this unexpected invitation. Unwilling to disappoint her, and wanting to be left alone up front, she hurriedly accepted her offer.
“Great! Let’s exchange numbers when we get back and I’ll text you the details.”
She sounded genuinely excited.
Crumble wasn’t the most comfortable of mounts at any time. His walk tended to generate a back and forth motion for his rider, which was why Thomasina would normally alternate between sitting and standing in her stirrups. But today, with ten no doubt curious and gossipy ladies behind her, the last thing she wanted to give them a better view of her latex-sheathed backside - so she was obliged to remain firmly seated, and endure the regular motion of the smooth leather saddle against her crotch. At first the tacky latex adhered to the leather quite effectually, mimicking the function of commercial “full-grip” breeches. But that also meant that most of the friction was generated by the movement of the inner seam against her flesh. The pleasure was so intense she forgot about the group for a moment, closed her eyes, threw her head back, and groaned out loud.
“Oh, no…please…” she gasped. The piping tautened and worked its way between her labia, whilst the regular side-to-side movement of the horse allowed it the slip back and forth across her clitoris. She tried to control her breathing, but her heart was beating fast now. She bit her lip. At that moment Miss Laidlaw rode up beside her. Perhaps she had heard that groan of ecstasy.
“How are you, Thomasina? I haven’t seen you for a while. How are things at school?”
“Oh…Miss Laidlaw…”
“Call me Emily, please…”
“Emily… I’m f-fine, thanks… School’s fine…”
“Oh, god… “ she thought. “Not now… Don’t let me c-um, now…”
“Oh, that’s good. Excellent.” She looked her up and down, and smiled. “I love your outfit. That’s what I’d wear if I had the confidence – or the physique. On you it looks amazing.” She ran a hand gently down Thomasina’s arm. “It’s very brave of you. You’ll probably get some stick from the establishment, but ignore it. I’m sure Miss Poole will support you.”
“Yes… Actually it was she who gave it me...”
“Well, I’m not surprised. She’s very progressive. Anyway, I just wanted to say I’m happy for you to lead the group today if you wish…”
“Thank you Miss Laidlaw…”
“Yes… And, er, by the way…” She seemed hesitant…almost embarrassed… “I’m having a little party next weekend…Saturday evening. Nothing big, just a few friends… If you’d like to come, you’d be most welcome… Bring a friend if you like…”
Thomasina noticed Miss Laidlaw blushed slightly as she offered this unexpected invitation. Unwilling to disappoint her, and wanting to be left alone up front, she hurriedly accepted her offer.
“Great! Let’s exchange numbers when we get back and I’ll text you the details.”
She sounded genuinely excited.
3
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on Yesterday at 06:10:57 AM »
Chapter 291.
Having passed by the little knot of giggling brats, she headed down the hill towards the collecting area. There were three such areas located around the Centre depending where the group was headed. Today they were going out into the lower forest and the countryside beyond. On Wednesdays Thomasina had arranged for one of the stable girls, Sam, to get her saddle and tack from the tack room and prepare her mount. She had already determined that in future she’d do this herself, as part of her effort to establish better relationships with the staff. As she approached the end of the block, she saw one head, then another, pop out from behind the end stable and then quickly pop back in again. So they were waiting for her. She stopped briefly to collect herself. The butterflies in her tummy were probably forty percent nervousness and sixty percent arousal. Her nipples refused to soften. She could feel them tingling, and just see them straining at the fine latex. Was it her imagination, or was the latex which formed the breast-cups thinner than the suit. It was! Thinner, lighter, and more supple. Her heart was beating faster now. She took a deep breath, and headed for the end of the block. As she rounded it, the murmur of conversation stopped abruptly, and all heads turned towards her. All of them! Riders, stable girls…and stable lads! What were they doing here? Normally it would only be the girls. Normally… But today was different. She could feel their eyes feasting on her. She was trembling, but soi fast it felt more like a buzzing, throughout the whole of her upper body. Her cheeks, ears and throat were burning with excitement. She forced herself to appear unmoved.
“Good morning, Sam. Thank you. Crumble looks a picture.”
“No probs, Thomasina.” There was an annoying smirk on her face. “I’ve just checked the girths. Have a good ride.”
“Thanks.”
Sam gave her a leg up, and she swung into the saddle. As she did so a tiny drop of moisture flicked onto the inside of her right thigh. She quickly brushed it off. She sat firm and upright in the saddle, trying to look professional and businesslike. Sam handed her her whip. Out of the corner of her eye she could see a couple of the girls and several of the boys taking photos. She ignored them.
The group was led by one of the new instructors, Miss Laidlaw.
“Ready, girls? Let’s go.”
They moved off to their right along the track that led to one of the lower gates. Crumble could be a handful, and today he was keen, pulling and jogging. He nearly clipped the heels of Miss Laidlaw’s mount.
“Sorry, Miss Laidlaw…”
She turned in the saddle.
“Thomasina, Crumble’s a bit skittish today, isn’t he? Why don’t you go ahead?” She hesitated and gave her a little raised-eyebrow smile before turning back, as if to say, “well, we’ll, whoever would have thought it…”
“Yes, Miss Laidlaw.”
Thomasina pulled out and moved to the head of the group. As she approached the double gates she could see a little knot girls waiting on either side, phones at the ready. They weren’t fully open – clearly a ploy to slow their progress so they could take more photos. She ignored them, threading her way through to the accompaniment of clicking shutters. They must have been put up to it by their friends – or even their mothers. Yes, even their mothers would have got the news by now! Her images must be all over the Centre by now, and beyond. Even the stable lads must have been swapping them by now. Goodness knows what they would do with them. The mere though made her cheeks burn.
Having passed by the little knot of giggling brats, she headed down the hill towards the collecting area. There were three such areas located around the Centre depending where the group was headed. Today they were going out into the lower forest and the countryside beyond. On Wednesdays Thomasina had arranged for one of the stable girls, Sam, to get her saddle and tack from the tack room and prepare her mount. She had already determined that in future she’d do this herself, as part of her effort to establish better relationships with the staff. As she approached the end of the block, she saw one head, then another, pop out from behind the end stable and then quickly pop back in again. So they were waiting for her. She stopped briefly to collect herself. The butterflies in her tummy were probably forty percent nervousness and sixty percent arousal. Her nipples refused to soften. She could feel them tingling, and just see them straining at the fine latex. Was it her imagination, or was the latex which formed the breast-cups thinner than the suit. It was! Thinner, lighter, and more supple. Her heart was beating faster now. She took a deep breath, and headed for the end of the block. As she rounded it, the murmur of conversation stopped abruptly, and all heads turned towards her. All of them! Riders, stable girls…and stable lads! What were they doing here? Normally it would only be the girls. Normally… But today was different. She could feel their eyes feasting on her. She was trembling, but soi fast it felt more like a buzzing, throughout the whole of her upper body. Her cheeks, ears and throat were burning with excitement. She forced herself to appear unmoved.
“Good morning, Sam. Thank you. Crumble looks a picture.”
“No probs, Thomasina.” There was an annoying smirk on her face. “I’ve just checked the girths. Have a good ride.”
“Thanks.”
Sam gave her a leg up, and she swung into the saddle. As she did so a tiny drop of moisture flicked onto the inside of her right thigh. She quickly brushed it off. She sat firm and upright in the saddle, trying to look professional and businesslike. Sam handed her her whip. Out of the corner of her eye she could see a couple of the girls and several of the boys taking photos. She ignored them.
The group was led by one of the new instructors, Miss Laidlaw.
“Ready, girls? Let’s go.”
They moved off to their right along the track that led to one of the lower gates. Crumble could be a handful, and today he was keen, pulling and jogging. He nearly clipped the heels of Miss Laidlaw’s mount.
“Sorry, Miss Laidlaw…”
She turned in the saddle.
“Thomasina, Crumble’s a bit skittish today, isn’t he? Why don’t you go ahead?” She hesitated and gave her a little raised-eyebrow smile before turning back, as if to say, “well, we’ll, whoever would have thought it…”
“Yes, Miss Laidlaw.”
Thomasina pulled out and moved to the head of the group. As she approached the double gates she could see a little knot girls waiting on either side, phones at the ready. They weren’t fully open – clearly a ploy to slow their progress so they could take more photos. She ignored them, threading her way through to the accompaniment of clicking shutters. They must have been put up to it by their friends – or even their mothers. Yes, even their mothers would have got the news by now! Her images must be all over the Centre by now, and beyond. Even the stable lads must have been swapping them by now. Goodness knows what they would do with them. The mere though made her cheeks burn.
4
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on December 17, 2025, 12:52:14 PM »
Chapter 290.
When Thomasina had got the drinks and retreated to the comparative safety of their table, she sat there in a sulk.
“What’s up with you?”
“Why did you make me do this? And why have you done everything to make it worse for me? I thought you were my friend.”
“I am your friend, Thommie.” She gave a short laugh. “I’m doing this for your own good. In the long run you’ll thank me.”
“I was surprised you turned up this morning. I’m beginning to understand why.”
“Lucky I did, or you would never have gone through with it, would you? You might have put it on, but under your riding gear so no-one would know. True?”
“That’s not the point.”
“It’s very much the point. I realise I’m going to have to keep a close eye on you from now on. Oh, and talking of points…” She nodded towards Thomasina.
“What?”
“Your titties, darling. Like two firm little beans. Look at them!”
“Shh, keep your voice down…”
“I swear you’re horny. You are, aren't you? It’s written all over your face!”
She moved round to the back of the table and slid a hand onto Thomasina’s upper thigh.
“Caroline…don’t,” she groaned, closing her thighs and trapping her friend’s hand.
“Oh my god…you naughty thing…you really are…”
She worked her hand up into Thomasina’s crotch, making her jump and almost upset the table. She grabbed Caroline’s arm and forcibly extracted it. Caroline, gobsmacked, regarded her index finger with astonishment.
“Is that you? Look, on the side of my finger. That’s you, right?”
Thomasina blushed again, and looked at the can in her hand. Caroline lowered her head and looked up at her friend’s downturned face.
“You bad thing, Thomasina,” she whispered. “You’re leaking, darling. Through the zip, I suppose. But why are you so…”
Thomasina shook her head vigorously, but said nothing.
“Wait a minute… I think I get it. You’re embarrassed…but actually it turns you on. Right? I am! All that attention, all those people staring at you, drooling…it gets you going… Doesn’t it?” She raised her voice. “Doesn’t it?”
“Shh. I can’t help it, Caroline. And this suit had this raised seam which, you know…”
“Wow!” Caroline wanted to scream with delight. The day was getting better and better.
“Look at me, Thomasina.”
Thomsina raised her head a little. Caroline held up her index finger, moist with her friend’s secretions, and with a wink carefully licked it clean…
Thomasina was horrified. She stared open-mouthed at her friend.
“Mmm… Tasty…”
“Caroline! For goodness’ sake…”
“Let me feel you again, or I swear I’ll send off this video. I’m serious. Open up. Now, bitch!”
Trembling, Thomasina slowly open her thighs. Caroline, pretending to be carrying on the conversation, slipped her hand between them. Around the edge of the zip flap the latex was slick. She ran a finger up the seam. Thomasina shuddered and gasped.
“Please don’t…”
She did it again. Thomasina moaned faintly, despite herself.
“Please… I’ll do anything…”
“Don’t worry, you will… But I’ll stop now. I want to imagine what a nice day you’re going to have. You’ve booked a group hack at ten, right?”
“Yes…”
“I think you’ll come back with a rather slippery saddle…”
“Oh god…”
“Where are you meeting?”
“The end of the new stable block.”
“Better get going then. Who are you riding?”
“Crumble.”
“He’s quite frisky, isn’t he? Okay. Go get him tacked up. I’ll meet you there just to check you don’t chicken out. I’m taking Lulu out for an hour. I’ll wait for you. How long do you reckon?”
“Two hours – maybe a bit longer.”
“Good. Then we can have lunch, and get the bus to Fantastex. Perfect.”
Thomasina paid a quick visit to the bathroom before she headed out, blotting the evidence of her arousal with a handful of tissue. Passing out of the main door of reception it immediately became obvious that everyone knew of her presence. News spread quickly at Pitt’s Wood. As she walked down the path in front of the old block, a group mainly of juniors had gathered to laugh and catcall. She had to run the gauntlet, maintaining her dignity as best she could. But even negative attention, the mere feeling of people staring at her, came with an involuntary thrill, and its consequences. Just as well she had brought a pack of tissues with her...
When Thomasina had got the drinks and retreated to the comparative safety of their table, she sat there in a sulk.
“What’s up with you?”
“Why did you make me do this? And why have you done everything to make it worse for me? I thought you were my friend.”
“I am your friend, Thommie.” She gave a short laugh. “I’m doing this for your own good. In the long run you’ll thank me.”
“I was surprised you turned up this morning. I’m beginning to understand why.”
“Lucky I did, or you would never have gone through with it, would you? You might have put it on, but under your riding gear so no-one would know. True?”
“That’s not the point.”
“It’s very much the point. I realise I’m going to have to keep a close eye on you from now on. Oh, and talking of points…” She nodded towards Thomasina.
“What?”
“Your titties, darling. Like two firm little beans. Look at them!”
“Shh, keep your voice down…”
“I swear you’re horny. You are, aren't you? It’s written all over your face!”
She moved round to the back of the table and slid a hand onto Thomasina’s upper thigh.
“Caroline…don’t,” she groaned, closing her thighs and trapping her friend’s hand.
“Oh my god…you naughty thing…you really are…”
She worked her hand up into Thomasina’s crotch, making her jump and almost upset the table. She grabbed Caroline’s arm and forcibly extracted it. Caroline, gobsmacked, regarded her index finger with astonishment.
“Is that you? Look, on the side of my finger. That’s you, right?”
Thomasina blushed again, and looked at the can in her hand. Caroline lowered her head and looked up at her friend’s downturned face.
“You bad thing, Thomasina,” she whispered. “You’re leaking, darling. Through the zip, I suppose. But why are you so…”
Thomasina shook her head vigorously, but said nothing.
“Wait a minute… I think I get it. You’re embarrassed…but actually it turns you on. Right? I am! All that attention, all those people staring at you, drooling…it gets you going… Doesn’t it?” She raised her voice. “Doesn’t it?”
“Shh. I can’t help it, Caroline. And this suit had this raised seam which, you know…”
“Wow!” Caroline wanted to scream with delight. The day was getting better and better.
“Look at me, Thomasina.”
Thomsina raised her head a little. Caroline held up her index finger, moist with her friend’s secretions, and with a wink carefully licked it clean…
Thomasina was horrified. She stared open-mouthed at her friend.
“Mmm… Tasty…”
“Caroline! For goodness’ sake…”
“Let me feel you again, or I swear I’ll send off this video. I’m serious. Open up. Now, bitch!”
Trembling, Thomasina slowly open her thighs. Caroline, pretending to be carrying on the conversation, slipped her hand between them. Around the edge of the zip flap the latex was slick. She ran a finger up the seam. Thomasina shuddered and gasped.
“Please don’t…”
She did it again. Thomasina moaned faintly, despite herself.
“Please… I’ll do anything…”
“Don’t worry, you will… But I’ll stop now. I want to imagine what a nice day you’re going to have. You’ve booked a group hack at ten, right?”
“Yes…”
“I think you’ll come back with a rather slippery saddle…”
“Oh god…”
“Where are you meeting?”
“The end of the new stable block.”
“Better get going then. Who are you riding?”
“Crumble.”
“He’s quite frisky, isn’t he? Okay. Go get him tacked up. I’ll meet you there just to check you don’t chicken out. I’m taking Lulu out for an hour. I’ll wait for you. How long do you reckon?”
“Two hours – maybe a bit longer.”
“Good. Then we can have lunch, and get the bus to Fantastex. Perfect.”
Thomasina paid a quick visit to the bathroom before she headed out, blotting the evidence of her arousal with a handful of tissue. Passing out of the main door of reception it immediately became obvious that everyone knew of her presence. News spread quickly at Pitt’s Wood. As she walked down the path in front of the old block, a group mainly of juniors had gathered to laugh and catcall. She had to run the gauntlet, maintaining her dignity as best she could. But even negative attention, the mere feeling of people staring at her, came with an involuntary thrill, and its consequences. Just as well she had brought a pack of tissues with her...
5
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on December 17, 2025, 08:32:39 AM »
Chapter 289.
Standing at the bus stop Thomasina lost the little bravado she had mustered. There were nearly a dozen people waiting, including two girls of about twelve from the Centre. Everyone was sneaking surreptitious glances at her, but the two girls were openly staring, whispering and giggling. The bus was quite full with people going to work, but they were able to grab a double seat near the back, Caroline by the window and Thomasina on the outside. It was warm, and Thomasina, already flushed with embarrassment, began to feel overheated.
“Well take off your jacket then,” said Caroline. “No-one can stare at you while you’re here.”
So she did. But at the next stop more people got on, including an old lady with a shopping-bag, who, having been allowed on first, shuffled her way down the bus till she was by their seat. Caroline saw a golden opportunity. She grabbed Thomasina’s jacket and backpack and gave her a push.
“Get up and let that lady sit down.”
“W-what?”
“Get up. Go on!”
Another shove was enough to dislodge Thomasina from her seat. The old lady was already thanking her.
“That’s kind of you, dear…”
Caroline spluttered with laughter. Poor Thomasina was now standing in the central aisle, eye candy for all the passengers. Caroline could see she was already getting agitated. At least she was near the back, so with the passengers facing the front most of them hadn’t noticed her. But then Caroline saw her look down at the man sitting to her right. Thomasina had noticed he was fiddling with his phone. He was going to take a picture of her! She panicked. Unthinking, she hurried blindly to the other end of the bus nearest the driver. Turning, she saw rows of eyes staring at her in surprise. At once she hurried back, but now everyone was aware of the pretty girl clad in nothing but a pink latex catsuit, riding boots and helmet. She ended up somewhere in the middle of the bus, clinging to the vertical bar, and not knowing where to look. Worse, the two girls in riding outfits were just behind her, and they made no effort to suppress their laughter. What could she say? They would only have replied they were having a private joke. But she could hardly be oblivious to the clicking of shutters – and that was only by those who had forgotten to mute the sound. Caroline was ecstatic. This was even better than she could have imagined! She feasted her eyes on the image of her friend, squirming with embarrassment, without any hope of imminent escape, a prey to every pervert on the crowded bus. She looked at her watch. It was another twenty minutes to Pitt’s Wood. She wondered if someone would get off and Thomasina would get a seat, but she hoped not. And in the event her hopes were realised, as most of the passengers were headed for South Kennett, which was well past Pitt’s Wood. Thomasina had a brief glimpse hope when a passenger near the front stood up to get off at a remote stop, but he was immediately replaced by a lady getting on. So by the time they arrived at the Centre everyone had had a good eyeful – or camera-ful – and the sudden buzz of conversation as they got off, accompanied by the two girls, told the whole story.
“Why did you make me do that?” she hissed, glaring at Caroline.
“Don’t complain. You were a big hit. Those guys in front of me took enough snaps to fill an album!”
“Shut up, Caroline.”
“Let’s go to the canteen. I’m thirsty.”
“No!”
“Yes, Thomsina. We’re going. Come along.”
The giggling girls followed the along the path till they reached the first stable block, then ran off, presumably to report to their friends. Reception was busy, heads turned as they passed through, and as they entered the canteen the murmur of conversation slowly died away as people reacted to her presence. There was a queue at the self-service counter. Caroline, having tried and proven her authority, and with total confidence in Thomasina’s obedience, sent her to buy drinks, then took a seat and watched with amusement as she made an exhibition of herself in the queue, wriggling and biting her lip and trying – and failing miserably – to look casual and relaxed. She mentally patted herself on the back. After years of playing second fiddle, she had Thomasina just where she wanted her…
Standing at the bus stop Thomasina lost the little bravado she had mustered. There were nearly a dozen people waiting, including two girls of about twelve from the Centre. Everyone was sneaking surreptitious glances at her, but the two girls were openly staring, whispering and giggling. The bus was quite full with people going to work, but they were able to grab a double seat near the back, Caroline by the window and Thomasina on the outside. It was warm, and Thomasina, already flushed with embarrassment, began to feel overheated.
“Well take off your jacket then,” said Caroline. “No-one can stare at you while you’re here.”
So she did. But at the next stop more people got on, including an old lady with a shopping-bag, who, having been allowed on first, shuffled her way down the bus till she was by their seat. Caroline saw a golden opportunity. She grabbed Thomasina’s jacket and backpack and gave her a push.
“Get up and let that lady sit down.”
“W-what?”
“Get up. Go on!”
Another shove was enough to dislodge Thomasina from her seat. The old lady was already thanking her.
“That’s kind of you, dear…”
Caroline spluttered with laughter. Poor Thomasina was now standing in the central aisle, eye candy for all the passengers. Caroline could see she was already getting agitated. At least she was near the back, so with the passengers facing the front most of them hadn’t noticed her. But then Caroline saw her look down at the man sitting to her right. Thomasina had noticed he was fiddling with his phone. He was going to take a picture of her! She panicked. Unthinking, she hurried blindly to the other end of the bus nearest the driver. Turning, she saw rows of eyes staring at her in surprise. At once she hurried back, but now everyone was aware of the pretty girl clad in nothing but a pink latex catsuit, riding boots and helmet. She ended up somewhere in the middle of the bus, clinging to the vertical bar, and not knowing where to look. Worse, the two girls in riding outfits were just behind her, and they made no effort to suppress their laughter. What could she say? They would only have replied they were having a private joke. But she could hardly be oblivious to the clicking of shutters – and that was only by those who had forgotten to mute the sound. Caroline was ecstatic. This was even better than she could have imagined! She feasted her eyes on the image of her friend, squirming with embarrassment, without any hope of imminent escape, a prey to every pervert on the crowded bus. She looked at her watch. It was another twenty minutes to Pitt’s Wood. She wondered if someone would get off and Thomasina would get a seat, but she hoped not. And in the event her hopes were realised, as most of the passengers were headed for South Kennett, which was well past Pitt’s Wood. Thomasina had a brief glimpse hope when a passenger near the front stood up to get off at a remote stop, but he was immediately replaced by a lady getting on. So by the time they arrived at the Centre everyone had had a good eyeful – or camera-ful – and the sudden buzz of conversation as they got off, accompanied by the two girls, told the whole story.
“Why did you make me do that?” she hissed, glaring at Caroline.
“Don’t complain. You were a big hit. Those guys in front of me took enough snaps to fill an album!”
“Shut up, Caroline.”
“Let’s go to the canteen. I’m thirsty.”
“No!”
“Yes, Thomsina. We’re going. Come along.”
The giggling girls followed the along the path till they reached the first stable block, then ran off, presumably to report to their friends. Reception was busy, heads turned as they passed through, and as they entered the canteen the murmur of conversation slowly died away as people reacted to her presence. There was a queue at the self-service counter. Caroline, having tried and proven her authority, and with total confidence in Thomasina’s obedience, sent her to buy drinks, then took a seat and watched with amusement as she made an exhibition of herself in the queue, wriggling and biting her lip and trying – and failing miserably – to look casual and relaxed. She mentally patted herself on the back. After years of playing second fiddle, she had Thomasina just where she wanted her…
6
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on December 17, 2025, 08:27:57 AM »
Chapter 288.
Wednesday morning, the twelfth of November, seven o’clock. Lady Middiford having her morning coffee. She was very particular about coffee. Ethiopian Arabica beans, ground on the spot, served from a large cafetiere with a cosy she had knitted herself! Served in a large warmed cup and drunk strong and black. She had justled settled into her favourite chair, thinking she had ten quiet minutes before Thomasina came down, when there was a knock at the door.
“Blast! Who’s that at this time of day?”
She opened the door to find Caroline standing on the path, dressed in riding gear, wearing a blue puffa jacket and holding a rucksack..
“Oh. Caroline. Good morning.”
“Good morning, Lady Middiford.”
“I didn’t expect you today. Come in.”
She ushered her along the corridor and into the spacious living room.
“Would you like a coffee?”
“Thank you.”
“I expect you’d like milk. Or cream?”
“Cream would be great!”
“I’ll get it. Have a seat, dear. You’re going with Thomasina, then? Good – I don’t think she has any close friends at the Centre. Though things might be changing…” she added, thoughtfully.
“I’m sure they will,” laughed Caroline.
“Do you have lunch?”
“In my bag.”
“Okay. I’ll make Thomasine some sandwiches. Here’s your coffee,” she said, handing Caroline a mug and resuming her seat.
“Thank you.”
“Oh. Speak of the devil. Thomasina, good morning. Caroline’s here already. What time do you have to leave?”
Thomasina was in her dressing-gown, and looked still half asleep. She gave Caroline a wry look.
“We should get going by eight,” said Caroline.
“I’ll give you a lift.”
“Thanks, but no need. Thomasina wants to go on the bus – don’t you Thommie?”
“Oh, that’s a good idea,” smiled Lady Middiford. “You can have a good old gossip together without me listening in. Come on Thomasina, get yourself together. Are you wearing your new gear? It’s still in the bags by the front door.”
“Oh, no, Lady Middiford,” piped up Caroline, looking at Thomasina spitefully. “Guess what? She’s insisting on wearing her new outfit. Her lovely latex catsuit…”
“What? You’re going to wear it today?” gasped Lady Middiford, almost spitting out her coffee.
“Oh yes. She’s decided,” continued Caroline, continuing to speak for her friend. “If she doesn’t she’ll be called a cowardy custard. So she’s going to brazen it out. Show them she doesn’t care. Aren’t you, Thommie? Anyway, if they do make fun of her, it’ll be out of pure jealousy.”
“Well, that’s right. I’m surprised though. She really has come out of herself in the last few days. And I’m very glad you’ll be there to support her.”
“Oh, yes. I’ll make sure she goes through with it all. And afterwards we’re going to see that lady at Fantastex.”
“Super! Wouldn’t it be fun if she ended up modelling for them?”
“She looks like a model. Especially in that catsuit…”
“Excuse me…”
“Sorry, my dear. We were rather speaking over you. But you look so sleepy…”
“If I can get a word in…”
“Of course. Go ahead.”
“I’ll wear it under my new gear…”
“But you promised, Thomasina,” said Caroline, looking at her threateningly. “I think it would be a mistake. A big mistake.” She took out her phone and began scrolling through the media.
Thomasina looked at her friend pleadingly, but Caroline had found the video and flashed her the screen of her phone. She capitulated at once.
“B-but I guess… Yes, Caroline’s right… I can’t back out…”
“It’s not cold today,” went on Caroline. She was going to make it clear who was in charge. “I’ll allow you to wear that pretty little mauve bomber jacket for the bus ride. But nothing else, mind. And bring that cute little pink backpack. Right?”
“Yes, Caroline…”
And so her fate was sealed…
Wednesday morning, the twelfth of November, seven o’clock. Lady Middiford having her morning coffee. She was very particular about coffee. Ethiopian Arabica beans, ground on the spot, served from a large cafetiere with a cosy she had knitted herself! Served in a large warmed cup and drunk strong and black. She had justled settled into her favourite chair, thinking she had ten quiet minutes before Thomasina came down, when there was a knock at the door.
“Blast! Who’s that at this time of day?”
She opened the door to find Caroline standing on the path, dressed in riding gear, wearing a blue puffa jacket and holding a rucksack..
“Oh. Caroline. Good morning.”
“Good morning, Lady Middiford.”
“I didn’t expect you today. Come in.”
She ushered her along the corridor and into the spacious living room.
“Would you like a coffee?”
“Thank you.”
“I expect you’d like milk. Or cream?”
“Cream would be great!”
“I’ll get it. Have a seat, dear. You’re going with Thomasina, then? Good – I don’t think she has any close friends at the Centre. Though things might be changing…” she added, thoughtfully.
“I’m sure they will,” laughed Caroline.
“Do you have lunch?”
“In my bag.”
“Okay. I’ll make Thomasine some sandwiches. Here’s your coffee,” she said, handing Caroline a mug and resuming her seat.
“Thank you.”
“Oh. Speak of the devil. Thomasina, good morning. Caroline’s here already. What time do you have to leave?”
Thomasina was in her dressing-gown, and looked still half asleep. She gave Caroline a wry look.
“We should get going by eight,” said Caroline.
“I’ll give you a lift.”
“Thanks, but no need. Thomasina wants to go on the bus – don’t you Thommie?”
“Oh, that’s a good idea,” smiled Lady Middiford. “You can have a good old gossip together without me listening in. Come on Thomasina, get yourself together. Are you wearing your new gear? It’s still in the bags by the front door.”
“Oh, no, Lady Middiford,” piped up Caroline, looking at Thomasina spitefully. “Guess what? She’s insisting on wearing her new outfit. Her lovely latex catsuit…”
“What? You’re going to wear it today?” gasped Lady Middiford, almost spitting out her coffee.
“Oh yes. She’s decided,” continued Caroline, continuing to speak for her friend. “If she doesn’t she’ll be called a cowardy custard. So she’s going to brazen it out. Show them she doesn’t care. Aren’t you, Thommie? Anyway, if they do make fun of her, it’ll be out of pure jealousy.”
“Well, that’s right. I’m surprised though. She really has come out of herself in the last few days. And I’m very glad you’ll be there to support her.”
“Oh, yes. I’ll make sure she goes through with it all. And afterwards we’re going to see that lady at Fantastex.”
“Super! Wouldn’t it be fun if she ended up modelling for them?”
“She looks like a model. Especially in that catsuit…”
“Excuse me…”
“Sorry, my dear. We were rather speaking over you. But you look so sleepy…”
“If I can get a word in…”
“Of course. Go ahead.”
“I’ll wear it under my new gear…”
“But you promised, Thomasina,” said Caroline, looking at her threateningly. “I think it would be a mistake. A big mistake.” She took out her phone and began scrolling through the media.
Thomasina looked at her friend pleadingly, but Caroline had found the video and flashed her the screen of her phone. She capitulated at once.
“B-but I guess… Yes, Caroline’s right… I can’t back out…”
“It’s not cold today,” went on Caroline. She was going to make it clear who was in charge. “I’ll allow you to wear that pretty little mauve bomber jacket for the bus ride. But nothing else, mind. And bring that cute little pink backpack. Right?”
“Yes, Caroline…”
And so her fate was sealed…
7
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on December 16, 2025, 01:32:56 PM »
Chapter 287.
“If I tell you what happened, you must promise faithfully never to tell anyone else, hope to die!”
“Of course not! You know me, Thomasina. I would never…”
“I mean it! Not that they would believe you…”
“Just tell me! I bet it’s something really stupid. I know…some boy asked you out. Yeah, some guy asked you out, and you don’t know what to do. Am I right? Honestly, Thommie, you can be so stupid. You act like a twelve-year-old in front of boys. Do you not like them or something?”
“Actually, Caroline, no, I don’t particularly like boys. They’re big-headed and boring. So that’s what you think this is about, do you? Okay. Take a look at this.”
They were sitting at the table in the annexe, a single-storey building at the end of the garden, behind a hedge. It was a great place to hide out and have secret meetings. She hadn’t been intending to say anything about Bobby, let alone showing Caroline the video. She had decided simply to show her the catsuit, which she had brought down from her room in a carrier bag. But Caroline’s scepticism had angered her and made her impulsive. She started the video of her unusual ride, intending to stop it before the critical accident, and laid it on the table between them, facing her friend. Thomasina watched with satisfaction as her friend’s mouth fell open.
“W-what…?” She blinked and stared harder. “W-what’s….that?”
“That, Caroline, is a young guy in a pony suit. He’s called “Ponyboy”. He gives pony rides at Pitt’s Wood. Cute, isn’t he?”
“And…whatever are you wearing…?”
“Oh, I’ll show you that in a minute…it wasn’t my choice…”
She reached over to recover her phone, but before she could touch it Caroline had snatched it up.
“Give that back!”
“That’s latex! I can tell! Where did you get…?”
“Give it back!”
Caroline gave a short laugh. “No way, Thommie… I have to see this.”
Thomasina jumped up, tipping over her chair, and lunged at her friend. But Caroline was too quick for her. They dodged around the table for a few seconds, then Thomasina tripped over a leg of the upset chair and fell. Caroline made a beeline for the door, and was outside before she could regain her feet. The key was in the lock on the outside. One quick turn and Thomasina was locked inside. She got to the door and hammered on the glass.
“Don’t watch any more! Don’t you dare! Caroline! I’ll never speak to you again…”
But it was futile. Caroline was staring open-mouthed at the screen. After a while she walked a few paces away, sat down on the grass, and watched it all over again. At last she looked up, with an evil smile on her face. She rose, walked over, and unlocked the door. Thomasina, red-faced, threw it open and snatched back her phone.
“I’ll never trust you again!”
“You were right. They wouldn’t believe me. I still don’t quite believe it myself.”
“I-I didn’t have a choice…”
“That was quite a performance – by both of you. You should put it on your Facebook. Can you imagine…?
“Stop it, Caroline. You weren’t meant to see the whole thing. I’m going to delete it.”
“Can if you want. I’ve already sent it to myself, anyway.”
“You’ve what? Give me your phone. Now!”
“Won’t do you any good. I emailed it too. It’ll be on my laptop at home.”
“You….”
“You might as well explain. Tell me the story. You’ve got nothing to lose. I’m fascinated how you ended up…doing that…”
Thomasina looked at her with a mixture of anger and despair.
“Please don’t show anyone else… Promise you won’t…”
“We’ll see…if you tell me the whole story.”
They went back into the annexe, and resumed their seats to the table.
“Well? Come on, spill it, Thommie. You, of all people…”
“What’s that supposed to mean?”
“Nothing. Just…well, you’re such a good girl, normally…”
“I was forced into it. It’s true! That Miss Poole…”
“The principal?”
“That’s right. She chose me to be in charge of the pony rides, and gave me that outfit…”
“Oh yeah… Where is it?”
“In that bag. Help yourself.”
“Wow… This is so cool… So, what were these pony rides?””
“Yes. This guy B… I mean Ponyboy… Well, he’s giving pony rides every Sunday now. See? She’s blackmailed him into it, I guess.”
“Who is he, exactly?”
“Dunno. He’s always in his pony suit. Anyway, she said that as a steward, I would have to wear this bright pink latex catsuit so everyone would know who was in charge. Really, I had no choice. Then she made me ride him round this courtyard place. Actually it was quite fun in a way. I got to use my whip on him, and he would flinch every time I gave him a smack. I had no idea what was going on underneath till he suddenly stopped, and…”
“Popped his cork. Gosh, Thommie, whoever he is he must have liked you all right… I mean you made him c-um, just by riding him? That’s, like, magic!”
“It’s was so embarrassing, Caroline. I didn’t realise what was happening at the time…”
“What happened next?”
“They made me stand outside on a box for half an hour while all Ellie’s mates – Ellie’s sort of one of Miss Poole’s sidekick – all her mates came and took photos. Then after that I had to go up to the main field, and I was there supervising the pony rides all afternoon.”
“That’s crazy. What about Ponyboy? He must have been knackered after what you did to him…”
“I didn’t do anything to him, Caroline! I can’t help it if he’s some sort of crazy pervert.”
Caroline pondered silently for a few moments.
“So now everyone must know about you and your sexy outfit… What are you going to do about that?”
“I don’t know exactly… And the lady who made it for me may want me to model for her…”
“Really? Are you going to? You have to! Modelling? It’s perfect for you! And as to what you have to do, it’s obvious. You have to go back there wearing it from now on.”
“What?”
“If you don’t, they’ll all laugh at you. I can just imagine it. Those horsey types are so catty. It’ll be stuff like, “where’s your pretty catsuit today, Thomasina?” “No latex, sweetie? Oh, what a shame!” “Oooh, it’s our little fetishist, Thomasina…” All day long.”
“But…”
“No, you have to wear it back there. And as soon as possible. Tomorrow. You normally ride Wednesday mornings, don’t you?”
“Not tomorrow. I need to think what to do…”
“Yes tomorrow. Otherwise…”
“Otherwise what?”
“I’ll send this video to someone…let me see…ah, yes. Millie Harpington. Perfect.”
“You wouldn’t dare…”
“Oh, I would, too. In fact, I would just love to. Show little Goody-two-shoes up for what she really is. The whole school would be talking about it. It would be on social media within minutes.”
“You’re joking, Caroline.”
“Try me. Don’t you think I get fed up with everything sometimes? Thomasina…so pretty, so clever.. Her mum’s a Lady, you know. Rich. All, that sort of crap? Don’t look so shocked. Yes, I would do it. Happily. No hesitation. So you are going to wear it tomorrow. I’m coming with you to make sure. And we’re going by bus, too. Why are you looking shocked?”
“Caroline… I didn’t know you felt like that about me…”
“Well sometimes I do. Sometimes I get fuc-king fed up with how perfect you are. What, do you hate me now? Well I don’t care, see? I always do what you want!” Her eyes filled with angry tears. “So now you’re going to do what I want for a change! Yes, and I'm coming with you to see that lady about the modelling, too. So there!”
“If I tell you what happened, you must promise faithfully never to tell anyone else, hope to die!”
“Of course not! You know me, Thomasina. I would never…”
“I mean it! Not that they would believe you…”
“Just tell me! I bet it’s something really stupid. I know…some boy asked you out. Yeah, some guy asked you out, and you don’t know what to do. Am I right? Honestly, Thommie, you can be so stupid. You act like a twelve-year-old in front of boys. Do you not like them or something?”
“Actually, Caroline, no, I don’t particularly like boys. They’re big-headed and boring. So that’s what you think this is about, do you? Okay. Take a look at this.”
They were sitting at the table in the annexe, a single-storey building at the end of the garden, behind a hedge. It was a great place to hide out and have secret meetings. She hadn’t been intending to say anything about Bobby, let alone showing Caroline the video. She had decided simply to show her the catsuit, which she had brought down from her room in a carrier bag. But Caroline’s scepticism had angered her and made her impulsive. She started the video of her unusual ride, intending to stop it before the critical accident, and laid it on the table between them, facing her friend. Thomasina watched with satisfaction as her friend’s mouth fell open.
“W-what…?” She blinked and stared harder. “W-what’s….that?”
“That, Caroline, is a young guy in a pony suit. He’s called “Ponyboy”. He gives pony rides at Pitt’s Wood. Cute, isn’t he?”
“And…whatever are you wearing…?”
“Oh, I’ll show you that in a minute…it wasn’t my choice…”
She reached over to recover her phone, but before she could touch it Caroline had snatched it up.
“Give that back!”
“That’s latex! I can tell! Where did you get…?”
“Give it back!”
Caroline gave a short laugh. “No way, Thommie… I have to see this.”
Thomasina jumped up, tipping over her chair, and lunged at her friend. But Caroline was too quick for her. They dodged around the table for a few seconds, then Thomasina tripped over a leg of the upset chair and fell. Caroline made a beeline for the door, and was outside before she could regain her feet. The key was in the lock on the outside. One quick turn and Thomasina was locked inside. She got to the door and hammered on the glass.
“Don’t watch any more! Don’t you dare! Caroline! I’ll never speak to you again…”
But it was futile. Caroline was staring open-mouthed at the screen. After a while she walked a few paces away, sat down on the grass, and watched it all over again. At last she looked up, with an evil smile on her face. She rose, walked over, and unlocked the door. Thomasina, red-faced, threw it open and snatched back her phone.
“I’ll never trust you again!”
“You were right. They wouldn’t believe me. I still don’t quite believe it myself.”
“I-I didn’t have a choice…”
“That was quite a performance – by both of you. You should put it on your Facebook. Can you imagine…?
“Stop it, Caroline. You weren’t meant to see the whole thing. I’m going to delete it.”
“Can if you want. I’ve already sent it to myself, anyway.”
“You’ve what? Give me your phone. Now!”
“Won’t do you any good. I emailed it too. It’ll be on my laptop at home.”
“You….”
“You might as well explain. Tell me the story. You’ve got nothing to lose. I’m fascinated how you ended up…doing that…”
Thomasina looked at her with a mixture of anger and despair.
“Please don’t show anyone else… Promise you won’t…”
“We’ll see…if you tell me the whole story.”
They went back into the annexe, and resumed their seats to the table.
“Well? Come on, spill it, Thommie. You, of all people…”
“What’s that supposed to mean?”
“Nothing. Just…well, you’re such a good girl, normally…”
“I was forced into it. It’s true! That Miss Poole…”
“The principal?”
“That’s right. She chose me to be in charge of the pony rides, and gave me that outfit…”
“Oh yeah… Where is it?”
“In that bag. Help yourself.”
“Wow… This is so cool… So, what were these pony rides?””
“Yes. This guy B… I mean Ponyboy… Well, he’s giving pony rides every Sunday now. See? She’s blackmailed him into it, I guess.”
“Who is he, exactly?”
“Dunno. He’s always in his pony suit. Anyway, she said that as a steward, I would have to wear this bright pink latex catsuit so everyone would know who was in charge. Really, I had no choice. Then she made me ride him round this courtyard place. Actually it was quite fun in a way. I got to use my whip on him, and he would flinch every time I gave him a smack. I had no idea what was going on underneath till he suddenly stopped, and…”
“Popped his cork. Gosh, Thommie, whoever he is he must have liked you all right… I mean you made him c-um, just by riding him? That’s, like, magic!”
“It’s was so embarrassing, Caroline. I didn’t realise what was happening at the time…”
“What happened next?”
“They made me stand outside on a box for half an hour while all Ellie’s mates – Ellie’s sort of one of Miss Poole’s sidekick – all her mates came and took photos. Then after that I had to go up to the main field, and I was there supervising the pony rides all afternoon.”
“That’s crazy. What about Ponyboy? He must have been knackered after what you did to him…”
“I didn’t do anything to him, Caroline! I can’t help it if he’s some sort of crazy pervert.”
Caroline pondered silently for a few moments.
“So now everyone must know about you and your sexy outfit… What are you going to do about that?”
“I don’t know exactly… And the lady who made it for me may want me to model for her…”
“Really? Are you going to? You have to! Modelling? It’s perfect for you! And as to what you have to do, it’s obvious. You have to go back there wearing it from now on.”
“What?”
“If you don’t, they’ll all laugh at you. I can just imagine it. Those horsey types are so catty. It’ll be stuff like, “where’s your pretty catsuit today, Thomasina?” “No latex, sweetie? Oh, what a shame!” “Oooh, it’s our little fetishist, Thomasina…” All day long.”
“But…”
“No, you have to wear it back there. And as soon as possible. Tomorrow. You normally ride Wednesday mornings, don’t you?”
“Not tomorrow. I need to think what to do…”
“Yes tomorrow. Otherwise…”
“Otherwise what?”
“I’ll send this video to someone…let me see…ah, yes. Millie Harpington. Perfect.”
“You wouldn’t dare…”
“Oh, I would, too. In fact, I would just love to. Show little Goody-two-shoes up for what she really is. The whole school would be talking about it. It would be on social media within minutes.”
“You’re joking, Caroline.”
“Try me. Don’t you think I get fed up with everything sometimes? Thomasina…so pretty, so clever.. Her mum’s a Lady, you know. Rich. All, that sort of crap? Don’t look so shocked. Yes, I would do it. Happily. No hesitation. So you are going to wear it tomorrow. I’m coming with you to make sure. And we’re going by bus, too. Why are you looking shocked?”
“Caroline… I didn’t know you felt like that about me…”
“Well sometimes I do. Sometimes I get fuc-king fed up with how perfect you are. What, do you hate me now? Well I don’t care, see? I always do what you want!” Her eyes filled with angry tears. “So now you’re going to do what I want for a change! Yes, and I'm coming with you to see that lady about the modelling, too. So there!”
8
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on December 16, 2025, 01:18:40 PM »
Chapter 286.
When she woke up on the Tuesday morning Thomasina felt as if a new world had opened up for her. Lying on her back staring up at the ceiling and going over recent events, she understood that for the last few years she had been denying her sexuality, hiding it under a silly façade of false modesty, shyness and self-effacement. Miss Poole must have seen the truth, and decided to wake her up. It had turned out to be a highly effective little prank. And now… She felt free, and full of mischief. And at that moment her phone pinged.
She turned sideways and picked it up. It was a text from Miss Poole: “emailed your video – don’t worry didn’t show your mum go see bobby soon if you can Suit is yours – if you want more go see Cynthia at Fantastex - address and phone in email – ive told her about you and shell sort you out” [winking emoji]
Thomasina jumped out of bed, sat at her desk and opened her laptop. She was still rewatching the video half an hour later when her mother knocked at her door.
“Thomasina? Are you still asleep? It’s nearly eight…”
She slammed the laptop shut. “Coming mum!”
Thomasina was in her final year at St. Katherine’s School for Girls, a private school located mid-way between South Kennett and Pitt’s Wood. She was good academically, and was certain to be offered a place at uni the following year without any problem – a real university, as opposed to the higher colleges of education to which the boys would attend (if they managed to escape their present servitude). She was modest about her achievements, however, which had been gained at the expense of a normal social life. She had a couple of girlfriends at school, but up to now everyone she knew at the stables could really be counted only as acquaintances. The school had a liberal study policy for sixth-formers, which allowed her to get off when she wanted to ride. That morning she refused a lift. She felt like going by bus, so she could rehearse in her mind the contents of the video she had just watched. She had washed her catsuit the previous evening, and let it dry thoroughly overnight.
“What was up with you yesterday?” asked her friend Caroline, as they sat in the canteen eating lunch. “You looked completely out of it.”
Caroline was her closest friend.
“Nothing… I can’t tell you right now.”
“Can’t? Why not? What is it? Is your mum still making a fuss about that incident at the stables?”
“No. Actually it’s all sorted. She even had a meeting with the principal and it sounds like they got on like a house on fire. She wants to invite her for dinner and everything.”
“Wow! How come?”
“Well, I… I… I played down the whole thing, took the blame myself. I thought she was going to be mad at me, but she wasn’t. Actually she was great about it. I needn’t have worried at all.”
“I told you, didn’t I? Your mum’s all right.”
“Yeah, Caroline…I guess she is. You saw it before I did.”
“So what’s the problem?”
“It’s not really a problem… Look, why don’t you come round this evening?”
“Sure. Love to. Let’s have a takeaway and hang out in your annexe. It’s fun down there. And you can tell me all the news.”
“Maybe…”
She wasn’t sure how much she should say. But she was bursting with her new knowledge, and she regarded Caroline as a trusted friend. In fact, Caroline was essentially a good person, but relative to Thomasina she was rather plain, and suffered occasional pangs of jealousy. But for Thomasina, though she knew she should probably keep the whole thing to herself, the temptation to confide in a friend was difficult to resist…
When she woke up on the Tuesday morning Thomasina felt as if a new world had opened up for her. Lying on her back staring up at the ceiling and going over recent events, she understood that for the last few years she had been denying her sexuality, hiding it under a silly façade of false modesty, shyness and self-effacement. Miss Poole must have seen the truth, and decided to wake her up. It had turned out to be a highly effective little prank. And now… She felt free, and full of mischief. And at that moment her phone pinged.
She turned sideways and picked it up. It was a text from Miss Poole: “emailed your video – don’t worry didn’t show your mum go see bobby soon if you can Suit is yours – if you want more go see Cynthia at Fantastex - address and phone in email – ive told her about you and shell sort you out” [winking emoji]
Thomasina jumped out of bed, sat at her desk and opened her laptop. She was still rewatching the video half an hour later when her mother knocked at her door.
“Thomasina? Are you still asleep? It’s nearly eight…”
She slammed the laptop shut. “Coming mum!”
Thomasina was in her final year at St. Katherine’s School for Girls, a private school located mid-way between South Kennett and Pitt’s Wood. She was good academically, and was certain to be offered a place at uni the following year without any problem – a real university, as opposed to the higher colleges of education to which the boys would attend (if they managed to escape their present servitude). She was modest about her achievements, however, which had been gained at the expense of a normal social life. She had a couple of girlfriends at school, but up to now everyone she knew at the stables could really be counted only as acquaintances. The school had a liberal study policy for sixth-formers, which allowed her to get off when she wanted to ride. That morning she refused a lift. She felt like going by bus, so she could rehearse in her mind the contents of the video she had just watched. She had washed her catsuit the previous evening, and let it dry thoroughly overnight.
“What was up with you yesterday?” asked her friend Caroline, as they sat in the canteen eating lunch. “You looked completely out of it.”
Caroline was her closest friend.
“Nothing… I can’t tell you right now.”
“Can’t? Why not? What is it? Is your mum still making a fuss about that incident at the stables?”
“No. Actually it’s all sorted. She even had a meeting with the principal and it sounds like they got on like a house on fire. She wants to invite her for dinner and everything.”
“Wow! How come?”
“Well, I… I… I played down the whole thing, took the blame myself. I thought she was going to be mad at me, but she wasn’t. Actually she was great about it. I needn’t have worried at all.”
“I told you, didn’t I? Your mum’s all right.”
“Yeah, Caroline…I guess she is. You saw it before I did.”
“So what’s the problem?”
“It’s not really a problem… Look, why don’t you come round this evening?”
“Sure. Love to. Let’s have a takeaway and hang out in your annexe. It’s fun down there. And you can tell me all the news.”
“Maybe…”
She wasn’t sure how much she should say. But she was bursting with her new knowledge, and she regarded Caroline as a trusted friend. In fact, Caroline was essentially a good person, but relative to Thomasina she was rather plain, and suffered occasional pangs of jealousy. But for Thomasina, though she knew she should probably keep the whole thing to herself, the temptation to confide in a friend was difficult to resist…
9
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on December 16, 2025, 01:11:06 PM »
Chapter 285.
She stopped in the doorway. Lady Middiford had made herself a cup of coffee and was seated in an armchair.
“Well? Are you coming in or not?”
Thomasina crept a few paces into the room, cheeks burning, eyes fixed on the floor.
“For goodness sake, Thomasina! Stand up straight and look at me. Yes, that’s better. Well, well… Whoever would of thought it? My sweet little daughter. It seems only yesterday you were begging me for frilly dresses. Well, at least you still seem to like pink…”
“I’m sorry, mummy. And actually I don’t like pink at all now…”
“Why are you apologising?”
“What?”
“What are you apologising for?”
“Well I know it wasn’t my idea, but I’m sorry I kept it on. Really, it was just easier than taking it off, so I…”
“Thomasina, darling, do you think I’m disapproving? Listen – I told you last birthday that I considered you an adult. You’re old enough to date, to have sex, for heaven’s sake. I wouldn’t dream of interfering in your private life or making judgements about your choices of anything – let alone something as trivial as clothing! Anyway, you look great in that. You must have caused quite a stir at Pitt’s Wood.”
“Y-you’re not angry…?”
“Course not, silly. I’m not that narrow-minded. And I have to tell you that the lady who made that for you seems to think you’d make a good model for some of her creations.”
“Really?”
“Yes. And I can see why. So I suggest you get yourself along there and see what else she’s got for you.”
“She wants me to model for her?”
“Well, she’s interested anyway. If you have the nerve it’s up to you to make your pitch. I have no objections.”
Thomasina was speechless for a moment.
“And Miss Poole seems to hold you in high regard, as a rider and as an individual. Having met her, I would trust her judgement implicitly.”
“She does?”
“Yes.”
“Did she say anything else…about Sunday?”
Lady Middiford laughed. “Only that Ponyboy probably ended up with a sore behind, and that you did your job well. What more do you want?”
“Oh…no nothing… I just wondered…”
Relief flooded over her. Relief and excitement. Modelling? Modelling latex? That would be so cool…so sexy…”
“If you think so too, mummy, I will make an appointment at Fantastex… I owe that to Miss Poole…”
“Yes, I think you do. Now shall we send out for some food? It’s too late to cook. If you want to stay as you are that’s fine by me. Actually, it would be good practice for you to answer the door when the delivery guy arrives. Yes? It’ll be amusing to see his reaction…”
She stopped in the doorway. Lady Middiford had made herself a cup of coffee and was seated in an armchair.
“Well? Are you coming in or not?”
Thomasina crept a few paces into the room, cheeks burning, eyes fixed on the floor.
“For goodness sake, Thomasina! Stand up straight and look at me. Yes, that’s better. Well, well… Whoever would of thought it? My sweet little daughter. It seems only yesterday you were begging me for frilly dresses. Well, at least you still seem to like pink…”
“I’m sorry, mummy. And actually I don’t like pink at all now…”
“Why are you apologising?”
“What?”
“What are you apologising for?”
“Well I know it wasn’t my idea, but I’m sorry I kept it on. Really, it was just easier than taking it off, so I…”
“Thomasina, darling, do you think I’m disapproving? Listen – I told you last birthday that I considered you an adult. You’re old enough to date, to have sex, for heaven’s sake. I wouldn’t dream of interfering in your private life or making judgements about your choices of anything – let alone something as trivial as clothing! Anyway, you look great in that. You must have caused quite a stir at Pitt’s Wood.”
“Y-you’re not angry…?”
“Course not, silly. I’m not that narrow-minded. And I have to tell you that the lady who made that for you seems to think you’d make a good model for some of her creations.”
“Really?”
“Yes. And I can see why. So I suggest you get yourself along there and see what else she’s got for you.”
“She wants me to model for her?”
“Well, she’s interested anyway. If you have the nerve it’s up to you to make your pitch. I have no objections.”
Thomasina was speechless for a moment.
“And Miss Poole seems to hold you in high regard, as a rider and as an individual. Having met her, I would trust her judgement implicitly.”
“She does?”
“Yes.”
“Did she say anything else…about Sunday?”
Lady Middiford laughed. “Only that Ponyboy probably ended up with a sore behind, and that you did your job well. What more do you want?”
“Oh…no nothing… I just wondered…”
Relief flooded over her. Relief and excitement. Modelling? Modelling latex? That would be so cool…so sexy…”
“If you think so too, mummy, I will make an appointment at Fantastex… I owe that to Miss Poole…”
“Yes, I think you do. Now shall we send out for some food? It’s too late to cook. If you want to stay as you are that’s fine by me. Actually, it would be good practice for you to answer the door when the delivery guy arrives. Yes? It’ll be amusing to see his reaction…”
10
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on December 16, 2025, 12:50:06 PM »
Chapter 284.
That evening, after supper, Lady Middiford sat her daughter down at the table, gave her a glass of wine (to loosen her tongue), and confronted her.
“I met Miss Poole this afternoon. She told me some very interesting things. She told me about what happened at Pitt’s Wood on Sunday afternoon, for instance…”
Thomasina turned bright red. How much had Miss Poole said?
“Oh…r-really…?”
“Yes, my dear. I can see it through your shirt. You’re still wearing it. Bright pink. Very fetching. And I can smell the latex. Did you really think I wouldn’t notice?”
“I…er… Really. mummy, there’s hardly been time…”
“Well there’s plenty of time now. Perhaps you’d like to explain…”
“Er…w-what did she say exactly…?”
“No. I want to hear it from you. Everything. About you riding that Ponyboy, and then the pony rides. But first I want you to take off your uniform and let me see what you look like in pink latex.”
“Mum…please…”
“No excuses. You spent the whole of Sunday afternoon cavorting around in front of dozens of people. So you can jolly well show your mother what they were all staring at!”
“But…”
“Now, Thomasina!”
There was no getting out of it. She rose, blushing, and headed for her bedroom.
“And put your riding gear on. I want to see exactly what my sweet innocent daughter looked like. I’ve seen a photo already, so don’t try any tricks!”
In her bedroom she stripped off her school uniform, muttering under her breath.
“Shit, shit, shit… Why is the thought of showing my mum a hundred times worse than showing all those strangers?” But she knew the reason. Exhibiting herself in front of all those people had been embarrassing but also exciting. It had given her a real thrill, especially seeing the men staring open-mouthed. After the ordeal at the Old House, when she walked out onto the top of the big field, at first she had wanted the ground to open and swallow her up, to use that exaggerated metaphor. She felt naked. She might as well have been naked, her body sheathed in fine, skintight latex, with every line and curve visible. She could feel everyone’s gaze on her, she could see their delight as they ran their eyes over her, hear their suppressed exclamations, gasps of surprise, muffled giggles and whispered comments. The women were just as bad as the men – no, worse! She was terrified, trembling and tearful. But as the minutes passed she felt herself, though still nervous, becoming increasingly aroused. Out of the corner of her eye she could see the swell of her small breasts, the points of her nipples, which were hardening despite her efforts to stay composed. The seam of the suit which ran between her legs was slightly raised on the inside and as she moved it insinuated itself deeper and deeper inside her. Later she had discovered the inner flap on the crotch zip was trimmed with narrow latex piping, which served no apparent purpose other than to titillate the wearer.
But the feeling of being encased was so exciting she’d been loath to take it off. Wearing it under her school uniform was a huge risk – she’d been obliged to wear a silk scarf on the pretence of having a sore throat in order to hide the top of the collar. But it gave her such a thrill to sit in class wondering what her classmates’ reaction would be if they knew! But she had also been finding it rather hard to concentrate.
“Thomasina? What did I just say?” Miss Townsend was her eagle-eyed English Literature teacher.
“Oh, er… You were saying about, er…the metaphor of the… I mean you were explaining why “With joy and grief, My heart is torn”…”
“Really? Well I was, ten minutes ago. We are now discussing the final stanza. Please pay attention.”
“Sorry, miss…”
“Are you all right? You look rather flushed. Is your throat bothering you?”
“I’m fine, thank you, miss… Sorry…”
A faint ripple of giggling. Thomasina never normally got reprimanded. She pulled herself together and tried to focus. But all she could think about was that shiny red sausage bouncing up and down, and the feeling of Bobby’s spasms as she sat on him…
The feelings of sexual arousal, the thrill of being stared at and the sense of power that came with it, and now the risk of being discovered, all combined to give her a fantastic buzz, a sort of psychological high which, once experienced, was difficult to relinquish – hence her reluctance to take off the suit. It was so different from anything she could have imagined a couple of days ago, she felt so different as a person, that she knew it was some sort of turning-point in her life. But as she pulled on her riding boots in her bedroom all such pleasures had evaporated. She was sure she was going to get a good scolding. Did her mother know everything about her Ponyboy ride? What if her lovely new catsuit was confiscated? As she returned to the living-room she was trembling with anticipation…
That evening, after supper, Lady Middiford sat her daughter down at the table, gave her a glass of wine (to loosen her tongue), and confronted her.
“I met Miss Poole this afternoon. She told me some very interesting things. She told me about what happened at Pitt’s Wood on Sunday afternoon, for instance…”
Thomasina turned bright red. How much had Miss Poole said?
“Oh…r-really…?”
“Yes, my dear. I can see it through your shirt. You’re still wearing it. Bright pink. Very fetching. And I can smell the latex. Did you really think I wouldn’t notice?”
“I…er… Really. mummy, there’s hardly been time…”
“Well there’s plenty of time now. Perhaps you’d like to explain…”
“Er…w-what did she say exactly…?”
“No. I want to hear it from you. Everything. About you riding that Ponyboy, and then the pony rides. But first I want you to take off your uniform and let me see what you look like in pink latex.”
“Mum…please…”
“No excuses. You spent the whole of Sunday afternoon cavorting around in front of dozens of people. So you can jolly well show your mother what they were all staring at!”
“But…”
“Now, Thomasina!”
There was no getting out of it. She rose, blushing, and headed for her bedroom.
“And put your riding gear on. I want to see exactly what my sweet innocent daughter looked like. I’ve seen a photo already, so don’t try any tricks!”
In her bedroom she stripped off her school uniform, muttering under her breath.
“Shit, shit, shit… Why is the thought of showing my mum a hundred times worse than showing all those strangers?” But she knew the reason. Exhibiting herself in front of all those people had been embarrassing but also exciting. It had given her a real thrill, especially seeing the men staring open-mouthed. After the ordeal at the Old House, when she walked out onto the top of the big field, at first she had wanted the ground to open and swallow her up, to use that exaggerated metaphor. She felt naked. She might as well have been naked, her body sheathed in fine, skintight latex, with every line and curve visible. She could feel everyone’s gaze on her, she could see their delight as they ran their eyes over her, hear their suppressed exclamations, gasps of surprise, muffled giggles and whispered comments. The women were just as bad as the men – no, worse! She was terrified, trembling and tearful. But as the minutes passed she felt herself, though still nervous, becoming increasingly aroused. Out of the corner of her eye she could see the swell of her small breasts, the points of her nipples, which were hardening despite her efforts to stay composed. The seam of the suit which ran between her legs was slightly raised on the inside and as she moved it insinuated itself deeper and deeper inside her. Later she had discovered the inner flap on the crotch zip was trimmed with narrow latex piping, which served no apparent purpose other than to titillate the wearer.
But the feeling of being encased was so exciting she’d been loath to take it off. Wearing it under her school uniform was a huge risk – she’d been obliged to wear a silk scarf on the pretence of having a sore throat in order to hide the top of the collar. But it gave her such a thrill to sit in class wondering what her classmates’ reaction would be if they knew! But she had also been finding it rather hard to concentrate.
“Thomasina? What did I just say?” Miss Townsend was her eagle-eyed English Literature teacher.
“Oh, er… You were saying about, er…the metaphor of the… I mean you were explaining why “With joy and grief, My heart is torn”…”
“Really? Well I was, ten minutes ago. We are now discussing the final stanza. Please pay attention.”
“Sorry, miss…”
“Are you all right? You look rather flushed. Is your throat bothering you?”
“I’m fine, thank you, miss… Sorry…”
A faint ripple of giggling. Thomasina never normally got reprimanded. She pulled herself together and tried to focus. But all she could think about was that shiny red sausage bouncing up and down, and the feeling of Bobby’s spasms as she sat on him…
The feelings of sexual arousal, the thrill of being stared at and the sense of power that came with it, and now the risk of being discovered, all combined to give her a fantastic buzz, a sort of psychological high which, once experienced, was difficult to relinquish – hence her reluctance to take off the suit. It was so different from anything she could have imagined a couple of days ago, she felt so different as a person, that she knew it was some sort of turning-point in her life. But as she pulled on her riding boots in her bedroom all such pleasures had evaporated. She was sure she was going to get a good scolding. Did her mother know everything about her Ponyboy ride? What if her lovely new catsuit was confiscated? As she returned to the living-room she was trembling with anticipation…
The more you give, the more I can give back.
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