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21
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on September 03, 2025, 04:10:31 PM »
Chapter 236.
Back in their pad, Bobby and Tim were admiring themselves in the full-length wardrobe mirror.
“We’re gonna ‘ave different gloves an’ stuff, ain’t we Bobby? Cos, like, at the moment you’ve got frills on your gloves and I ‘aven’t. And I like them red shoes what you’re wearin’…”
“Don’t worry, Tim! Cynthia said we each have the same range of accessories, and within limits we can choose which ones we wear at any given time.”
“Oh, that’s good, then. I really like the pink belt and those cool matchin’ frills, don’t you?”
“Yeah… The pink frills on your shorts are bigger than mine.”
“Oh yeah…you’re right. Yours are smaller but you got more of ‘em…”
“We both look cool, right?”
“Yeah… I don’t even mind the butt-plug thing now. I can ‘ardly feel it. Just a faint ticklin’, like…”
“Yes. It’s nice actually…” Bobby was comparing it to his pony suit tail.
“Girls will be ‘ere soon. I’ll order some grub. Chicken?”
“Fine… Oh, hi, Ellie…”
“Hi. Well, happy?”
“Yeah, these outfits are excellent!”
“Good. But I’m going to need them so I can get them washed for tomorrow.”
“But Miss Poole said…”
“Yes, I know. You could wear them for the rest of the day. Don’t worry. You can try the others out instead. Here.” She held up a pair. “Just the same but with a fly. You only need to change your shorts. I’ve got tons of clean accessories.”
“Okay…”
“Come on then. Get them off while I lube these up. Now these come with a special condom.”
“Condom?”
“Yes. You’ll see. Come on, hurry up. You’ve got a date tonight, I heard…”
Ellie lubed their new shorts, helped them into them, slipped in the plugs, and then made them hold open the fronts while she arranged the loops and fitted the condoms. The extra-long opaque condoms had special round teats at the ends, capable of holding several orgasms-worth of c-um, since they were intended to be worn for longer periods.
“Why do we ‘ave to wear these? What’s the point?”
“Shush, Tim,” whispered Bobby. “It’s perfect. S’pose the girls…you know… I mean, we don’t have any normal condoms here, do we?”
“Oh…right… I ‘adn’t fought of that. Perfec’!”
Ellie hid her smile. “Right. I’m going to get these ones washed, hang them up at back, and go. Enjoy your evening, boys. First appointment tomorrow nine o’clock.”
“Thank, Ellie!”
“Yeah… Fanks, Ellie…”
The boys sat around waiting for the girls. After about ten minutes, Tim stood up.
“Hey, Bobby mate…”
“Yeah?”
“This plug feels different. I can feel it more, if you know wha’ I mean…”
“Yes. I thought it was my imagination…”
“It ain’t. It’s definitely different. Slow, then fast, then slow again. Sometimes it stops, then it starts up again more than before. It’s makin’ me…”
“What?”
“You know. I’m getting’ ‘orny…”
“That’s good then. Jessica will be pleased.”
“You reckon? Yeah, when she sees wha’ I got…”
“It’s nothing special, Tim,” laughed Bobby.
“No? It’s bigger ‘n yours, anyway. Yeah, you know it is, don’t yer?” he added triumphantly. “You found that out the uvver night, right?”
“Size isn’t everything,” said Bobby, chagrined.
“Be’’er ask May that!” replied Tim, with a careless laugh.
“They’re here! Quick. I’ll go.”
“No, I’m goin’”
There was a brief struggle, which Tim won. He went to the door.
“Come in, darlin’. Hi, May…”
The girls went to the shower and changed their clothes. By the time they returned, the food had arrived, and they sat down to eat. The vibes had kicked in now, albeit at a low level, but it was enough to provoke growing erections. The boys became flushed and nervous, and both were fidgeting as they tried to control their arousal.
“You two seem a bit distracted this evening,” ventured May. “What’s going on?”
“Yeah, what’s up? Tim, where’s that boy who was showing off to all our friends earlier? Don’t we get some sort of show too?”
“No, er… I mean, I weren’t showin’ off…”
“Yes you were. Come on, stand up and let’s see how cute you look…”
“Yes, go on Tim. You too, Bobby. Pretend we’re customers. Look, we’re both wearing boots tonight. Maybe we could have a free shoeshine…”
“But…” began Bobby.
“No buts,” cut in May. “On your feet, both of you, or we’ll go get some entertainment elsewhere.”
The boys looked at each other, then reluctantly rose to their feet. They tried to hide their erections, but there was no way, especially in Tim’s case. However, by tacit agreement, the girls made no comment about them.
“Those outfits are so cool – don’t you think, May?”
“Yeah. Actually I wouldn’t mind wearing something like that myself.”
“Nor me. We could start a pagegirl trend. Know what? I’m going to ask Ellie for the contact details of that Cynthia woman. At least we could find out what something like that would cost.”
But Tim, forgetting for a moment about his now quite impressive erection, was not happy.
“You can’t do that, Jessica. These outfits are our exclusive designs.”
“No such thing as exclusive, Tim.”
“What yer mean? She wouldn’t let yer ‘ave them anyway. They’re, like, copyright…”
“Clothes can’t be copyright, silly!”
“Well these are! Find yer own gear! Girls’ stuff. This are boys’ clothes…”
“Really, Tim? Do you really think like that?” Jessica stood up and approached. He took a step back.
“What yer doin’…?”
“Have you ever seen us wear girly stuff? We’re not into it. For your information we prefer “boys’” clothes, as you put it. Right, May?”
“Every time…”
“Well, I only meant…”
“And what about Bobby’s dress?”
Tim looked startled “What?”
“I heard you were looking forward to Bobby being put in dresses.”
Tim gulped. “How…?”
“Come with me.”
Back in their pad, Bobby and Tim were admiring themselves in the full-length wardrobe mirror.
“We’re gonna ‘ave different gloves an’ stuff, ain’t we Bobby? Cos, like, at the moment you’ve got frills on your gloves and I ‘aven’t. And I like them red shoes what you’re wearin’…”
“Don’t worry, Tim! Cynthia said we each have the same range of accessories, and within limits we can choose which ones we wear at any given time.”
“Oh, that’s good, then. I really like the pink belt and those cool matchin’ frills, don’t you?”
“Yeah… The pink frills on your shorts are bigger than mine.”
“Oh yeah…you’re right. Yours are smaller but you got more of ‘em…”
“We both look cool, right?”
“Yeah… I don’t even mind the butt-plug thing now. I can ‘ardly feel it. Just a faint ticklin’, like…”
“Yes. It’s nice actually…” Bobby was comparing it to his pony suit tail.
“Girls will be ‘ere soon. I’ll order some grub. Chicken?”
“Fine… Oh, hi, Ellie…”
“Hi. Well, happy?”
“Yeah, these outfits are excellent!”
“Good. But I’m going to need them so I can get them washed for tomorrow.”
“But Miss Poole said…”
“Yes, I know. You could wear them for the rest of the day. Don’t worry. You can try the others out instead. Here.” She held up a pair. “Just the same but with a fly. You only need to change your shorts. I’ve got tons of clean accessories.”
“Okay…”
“Come on then. Get them off while I lube these up. Now these come with a special condom.”
“Condom?”
“Yes. You’ll see. Come on, hurry up. You’ve got a date tonight, I heard…”
Ellie lubed their new shorts, helped them into them, slipped in the plugs, and then made them hold open the fronts while she arranged the loops and fitted the condoms. The extra-long opaque condoms had special round teats at the ends, capable of holding several orgasms-worth of c-um, since they were intended to be worn for longer periods.
“Why do we ‘ave to wear these? What’s the point?”
“Shush, Tim,” whispered Bobby. “It’s perfect. S’pose the girls…you know… I mean, we don’t have any normal condoms here, do we?”
“Oh…right… I ‘adn’t fought of that. Perfec’!”
Ellie hid her smile. “Right. I’m going to get these ones washed, hang them up at back, and go. Enjoy your evening, boys. First appointment tomorrow nine o’clock.”
“Thank, Ellie!”
“Yeah… Fanks, Ellie…”
The boys sat around waiting for the girls. After about ten minutes, Tim stood up.
“Hey, Bobby mate…”
“Yeah?”
“This plug feels different. I can feel it more, if you know wha’ I mean…”
“Yes. I thought it was my imagination…”
“It ain’t. It’s definitely different. Slow, then fast, then slow again. Sometimes it stops, then it starts up again more than before. It’s makin’ me…”
“What?”
“You know. I’m getting’ ‘orny…”
“That’s good then. Jessica will be pleased.”
“You reckon? Yeah, when she sees wha’ I got…”
“It’s nothing special, Tim,” laughed Bobby.
“No? It’s bigger ‘n yours, anyway. Yeah, you know it is, don’t yer?” he added triumphantly. “You found that out the uvver night, right?”
“Size isn’t everything,” said Bobby, chagrined.
“Be’’er ask May that!” replied Tim, with a careless laugh.
“They’re here! Quick. I’ll go.”
“No, I’m goin’”
There was a brief struggle, which Tim won. He went to the door.
“Come in, darlin’. Hi, May…”
The girls went to the shower and changed their clothes. By the time they returned, the food had arrived, and they sat down to eat. The vibes had kicked in now, albeit at a low level, but it was enough to provoke growing erections. The boys became flushed and nervous, and both were fidgeting as they tried to control their arousal.
“You two seem a bit distracted this evening,” ventured May. “What’s going on?”
“Yeah, what’s up? Tim, where’s that boy who was showing off to all our friends earlier? Don’t we get some sort of show too?”
“No, er… I mean, I weren’t showin’ off…”
“Yes you were. Come on, stand up and let’s see how cute you look…”
“Yes, go on Tim. You too, Bobby. Pretend we’re customers. Look, we’re both wearing boots tonight. Maybe we could have a free shoeshine…”
“But…” began Bobby.
“No buts,” cut in May. “On your feet, both of you, or we’ll go get some entertainment elsewhere.”
The boys looked at each other, then reluctantly rose to their feet. They tried to hide their erections, but there was no way, especially in Tim’s case. However, by tacit agreement, the girls made no comment about them.
“Those outfits are so cool – don’t you think, May?”
“Yeah. Actually I wouldn’t mind wearing something like that myself.”
“Nor me. We could start a pagegirl trend. Know what? I’m going to ask Ellie for the contact details of that Cynthia woman. At least we could find out what something like that would cost.”
But Tim, forgetting for a moment about his now quite impressive erection, was not happy.
“You can’t do that, Jessica. These outfits are our exclusive designs.”
“No such thing as exclusive, Tim.”
“What yer mean? She wouldn’t let yer ‘ave them anyway. They’re, like, copyright…”
“Clothes can’t be copyright, silly!”
“Well these are! Find yer own gear! Girls’ stuff. This are boys’ clothes…”
“Really, Tim? Do you really think like that?” Jessica stood up and approached. He took a step back.
“What yer doin’…?”
“Have you ever seen us wear girly stuff? We’re not into it. For your information we prefer “boys’” clothes, as you put it. Right, May?”
“Every time…”
“Well, I only meant…”
“And what about Bobby’s dress?”
Tim looked startled “What?”
“I heard you were looking forward to Bobby being put in dresses.”
Tim gulped. “How…?”
“Come with me.”
22
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on September 03, 2025, 04:01:57 PM »
Chapter 235.
Seeing Ellie approaching from the direction of the offices, and thinking she’d like a private word with her, May turned to Bobby.
“Why don’t you and Tim go back to your place, and we’ll join you as soon as we’re finished. I don’t want to have to watch him posing like a model while I’m trying to finish my work. Go on – scram.”
“Okay! We’ll order some food for about an hour’s time.”
“Great.”
The boys moved off down the hill, laughing and apparently commenting on each other’s outfits. Ellie came up.
“Hi May…Jessica. How’s it going. What do you think of their new uniforms?”
“Seriously, Ellie? I couldn’t believe what I was seeing. But they fuc-king love them!”
“I know!” squealed Ellie. “Isn’t it great? They think they’re so fuc-king cool… Don’t disabuse them, whatever you do….”
“Don’t worry. In fact, I’m gonna warn the others too. Do you know they even suggested going to the pub in them?”
“Really? Oh, those sweet things!”
“What’s in the bag?”
“Oh, there’s all their accessories, and two pairs each of the version of their shorts which have a concealed fly. Look, I’ll show you.” She pulled out a pair and demonstrated the short front flap. “It’s virtually invisible. It just looks like another seam. But all you have to do is pop this one built-in rubber press stud… But this is what I really wanted to show you…”
She turned the shorts inside-out, allowing the little “coc-ktail sausage” butt-plug on its stalk to wave around. The girls gasped.
“Here – take a look. This is standard on all their shorts.”
May held them, open-mouthed. Jessica took the plug in her fingers and gave it a squeeze.
“It’s quite firm – and all bobbly… Imagine… So did they have these in just now when they came by?”
“Oh yes. They’re auto-vibrate,” said Ellie, with a grin. “Activated when the moisture joins these two little steel buttons. And you can alter the power with this tiny dial. The lady who made these gave me the tool, so now I’m in sole charge of the level of vibes. Today they were set on minimum. But tomorrow? That’s up to me.”
“They’re all right with that?” asked May.
“Well, they don’t have a choice. They have to accept it. Miss Poole says it helps posture and keeps them on their toes. But on any sort of higher power, you can imagine…”
“And this loop in the crotch…?” queried Jessica.
“Cynthia - she's the lady I mentioned - explained the whole thing to me in detail. The plain front shorts also have a front loop a bit higher up. I helped them put them on. So the idea is vibe will initiate erection, and as the coc-k begins to swell the lower loop will act to enhance and maintain the erection. The upper loop will keep the shaft vertical, and as the shaft dilates and hardens it’ll tighten, gripping the foreskin and holding it back, so that as it comes to full tumescence, the boy’s swollen glans will pop out and stand there, as proud as a little plum under the taut latex, against his tummy. There’ll be no way of hiding it.”
“fuc-k, Ellie… That’s genius!” murmured May.
“Isn’t it? Imagine how they’ll feel, with everyone staring at their pants, and nowhere to hide!”
“Poor boys!” cried Jessica, eyes sparkling. “And…how long will it last?”
“Oh, hours, without relief. And their belts will be locked so they won’t be able to do a thing about it. And Bobby’s gonna be a pageboy at some wedding next month!”
Jessica gasped. “Oh! I wanna go too!”
“Me too,” added May. “Can we gatecrash?”
“I don’t think so… Sorry…”
“Please ask if we can come as your helpers, Ellie…”
“Yes, please do…”
“I’ll see, but I doubt…”
“If you can. Please…”
“What else have you got in there?” asked Jessica, peering into the bag.
“Oh, just spare gloves, socks, shoes, and things… Oh, and latex hoods. They don’t even know about them yet. And these.” She pulled out a couple of small boxes. “These are special long condoms. Opaque red ones with tight lips. We haven’t worked out when they might be used, but they’re designed to be worn with these shorts with a fly. It’s just another variation on Cynthia’s party trick. You put them on after you’ve got the boy’s coc-k through the crotch loop, with the neck over the loop right behind the balls. Then when the vibe starts up, the coc-k will swell and strain against the fly till eventually – this is the hope - it’ll burst out and just stand there, quivering, while everyone stares, outraged at his rudeness! And then, of course, it’ll be so big and hard he won’t be able to get it back! Cuff his hands behind his back first and he'll be totally stuffed!”
“I like this Cynthia woman. She’s a proper pervert. Tell us about the hoods.”
“They’re in this yellow bag. There’s different ones. They all have short nostril tubes, but then there’s some with eyeholes and some without, some with special gags and some with little round lips at the mouth, and tubes which fit behind the teeth so you can put stuff in their mouths. They come with little rubber plugs, too. I’m going to leave all this stuff in the utility room if you want to try anything out.”
“Thanks, Ellie.” May had been thinking. “Ellie? Would it be possible, do you think, to put the boys in these shorts tonight? We’re spending the evening with them…”
“You are? Well I can… In any case the other ones need to come off for washing ready for tomorrow…”
“Would you? Condoms and all? I’m thinking we could have some fun with them…”
“All right. On one condition. I get a full report. Maybe a snap or two?”
“Of course…”
“I was wondering why you started going out with the boys…”
“Oh, well no, obviously we’re not interested in having sex with them…are we Jess?” They exchanged kisses. “We just love how innocent they are. And we are probably the best ones to keep them that way. They’re good company and we can have lots of fun with them. Our sweet little sissy toyboys…”
“I don’t think they’ve ever had girlfriends. Do you think they’re maybe gay too?”
“I don’t know. Maybe.”
“They certainly seem to like each other. I’ll tell you something – at the fitting there was some talk of putting Bobby in a dress, and Timmy got all excited about it!”
“Really? Interesting…”
“I know. Anyway, for this evening I’ll up the vibes a little, okay? Just a notch or two.”
“Perfect. Thanks, Ellie, you’re a mate…”
Seeing Ellie approaching from the direction of the offices, and thinking she’d like a private word with her, May turned to Bobby.
“Why don’t you and Tim go back to your place, and we’ll join you as soon as we’re finished. I don’t want to have to watch him posing like a model while I’m trying to finish my work. Go on – scram.”
“Okay! We’ll order some food for about an hour’s time.”
“Great.”
The boys moved off down the hill, laughing and apparently commenting on each other’s outfits. Ellie came up.
“Hi May…Jessica. How’s it going. What do you think of their new uniforms?”
“Seriously, Ellie? I couldn’t believe what I was seeing. But they fuc-king love them!”
“I know!” squealed Ellie. “Isn’t it great? They think they’re so fuc-king cool… Don’t disabuse them, whatever you do….”
“Don’t worry. In fact, I’m gonna warn the others too. Do you know they even suggested going to the pub in them?”
“Really? Oh, those sweet things!”
“What’s in the bag?”
“Oh, there’s all their accessories, and two pairs each of the version of their shorts which have a concealed fly. Look, I’ll show you.” She pulled out a pair and demonstrated the short front flap. “It’s virtually invisible. It just looks like another seam. But all you have to do is pop this one built-in rubber press stud… But this is what I really wanted to show you…”
She turned the shorts inside-out, allowing the little “coc-ktail sausage” butt-plug on its stalk to wave around. The girls gasped.
“Here – take a look. This is standard on all their shorts.”
May held them, open-mouthed. Jessica took the plug in her fingers and gave it a squeeze.
“It’s quite firm – and all bobbly… Imagine… So did they have these in just now when they came by?”
“Oh yes. They’re auto-vibrate,” said Ellie, with a grin. “Activated when the moisture joins these two little steel buttons. And you can alter the power with this tiny dial. The lady who made these gave me the tool, so now I’m in sole charge of the level of vibes. Today they were set on minimum. But tomorrow? That’s up to me.”
“They’re all right with that?” asked May.
“Well, they don’t have a choice. They have to accept it. Miss Poole says it helps posture and keeps them on their toes. But on any sort of higher power, you can imagine…”
“And this loop in the crotch…?” queried Jessica.
“Cynthia - she's the lady I mentioned - explained the whole thing to me in detail. The plain front shorts also have a front loop a bit higher up. I helped them put them on. So the idea is vibe will initiate erection, and as the coc-k begins to swell the lower loop will act to enhance and maintain the erection. The upper loop will keep the shaft vertical, and as the shaft dilates and hardens it’ll tighten, gripping the foreskin and holding it back, so that as it comes to full tumescence, the boy’s swollen glans will pop out and stand there, as proud as a little plum under the taut latex, against his tummy. There’ll be no way of hiding it.”
“fuc-k, Ellie… That’s genius!” murmured May.
“Isn’t it? Imagine how they’ll feel, with everyone staring at their pants, and nowhere to hide!”
“Poor boys!” cried Jessica, eyes sparkling. “And…how long will it last?”
“Oh, hours, without relief. And their belts will be locked so they won’t be able to do a thing about it. And Bobby’s gonna be a pageboy at some wedding next month!”
Jessica gasped. “Oh! I wanna go too!”
“Me too,” added May. “Can we gatecrash?”
“I don’t think so… Sorry…”
“Please ask if we can come as your helpers, Ellie…”
“Yes, please do…”
“I’ll see, but I doubt…”
“If you can. Please…”
“What else have you got in there?” asked Jessica, peering into the bag.
“Oh, just spare gloves, socks, shoes, and things… Oh, and latex hoods. They don’t even know about them yet. And these.” She pulled out a couple of small boxes. “These are special long condoms. Opaque red ones with tight lips. We haven’t worked out when they might be used, but they’re designed to be worn with these shorts with a fly. It’s just another variation on Cynthia’s party trick. You put them on after you’ve got the boy’s coc-k through the crotch loop, with the neck over the loop right behind the balls. Then when the vibe starts up, the coc-k will swell and strain against the fly till eventually – this is the hope - it’ll burst out and just stand there, quivering, while everyone stares, outraged at his rudeness! And then, of course, it’ll be so big and hard he won’t be able to get it back! Cuff his hands behind his back first and he'll be totally stuffed!”
“I like this Cynthia woman. She’s a proper pervert. Tell us about the hoods.”
“They’re in this yellow bag. There’s different ones. They all have short nostril tubes, but then there’s some with eyeholes and some without, some with special gags and some with little round lips at the mouth, and tubes which fit behind the teeth so you can put stuff in their mouths. They come with little rubber plugs, too. I’m going to leave all this stuff in the utility room if you want to try anything out.”
“Thanks, Ellie.” May had been thinking. “Ellie? Would it be possible, do you think, to put the boys in these shorts tonight? We’re spending the evening with them…”
“You are? Well I can… In any case the other ones need to come off for washing ready for tomorrow…”
“Would you? Condoms and all? I’m thinking we could have some fun with them…”
“All right. On one condition. I get a full report. Maybe a snap or two?”
“Of course…”
“I was wondering why you started going out with the boys…”
“Oh, well no, obviously we’re not interested in having sex with them…are we Jess?” They exchanged kisses. “We just love how innocent they are. And we are probably the best ones to keep them that way. They’re good company and we can have lots of fun with them. Our sweet little sissy toyboys…”
“I don’t think they’ve ever had girlfriends. Do you think they’re maybe gay too?”
“I don’t know. Maybe.”
“They certainly seem to like each other. I’ll tell you something – at the fitting there was some talk of putting Bobby in a dress, and Timmy got all excited about it!”
“Really? Interesting…”
“I know. Anyway, for this evening I’ll up the vibes a little, okay? Just a notch or two.”
“Perfect. Thanks, Ellie, you’re a mate…”
23
Active Sissy Stories / Re: Sissy goes shopping
« Last post by WetPampers on September 02, 2025, 12:44:27 PM »
Chapter 2: Pauline visits Sissy Boutique
Mrs. MacNab and her son Pauline got out of the car right in front of
Madame X's establishment, “La Boutique Sissy.” It was the only store that supplied boys and girls who were subject to all kinds of dress codes. Dominant mothers and aunts liked to come and buy delicate clothes for their teenagers of both sexes who were dressed as babies or little girls. There were also a number of coercive items made of rubber, plastic, or leather, and very intimate objects such as dil-dos, anal dilators, pen-is sheaths, etc.
The reader should be familiar with Mrs. MacNab, the severe and domineering woman who had forced her son, almost eighteen years old, to be a boy-girl, docile, very obedient, and subject to baby discipline and little girl discipline.
To this end, she had developed in him a fetish for rubber, taffeta, and all girls' clothing, as well as a taste for erotic things such as anal tickling, so that he would become a delicious treat for all women.
As they approached, it was clear that Mrs. MacNab was a tall, beautiful, elegant woman, and that Pauline was very cute and charming in her sailor's cape, her long bare legs with white ankle socks and buckled shoes. He wore a fisherman's cap held in place by an elastic band under his chin, and he carried a basket on his arm. Yes, he was very elegant, but dressed very childishly for a tall boy over seventeen years old.
That's because he was a tomboy!
You should also know that Pauline had been to this shop before, which explains his grimace of disgust and his look of revulsion. He knew that this was the place where he would be extremely embarrassed and humiliated in front of strangers. Not only women, but also boys and girls his age. He knew that he could be stripped naked at a simple nod from his mother, even if there were lots of people around, and that he might even be terribly embarrassed to see a girl his age naked in front of him, and that if he blushed or had an erection, he would be reprimanded in front of everyone, and told that little boys like him should not be falsely modest and therefore should not have any sexual reaction to a naked child like himself.
Pauline trembled as she remembered how he had been stripped completely naked in front of a girl his own age, who was also naked, and how they had had to kiss and caress each other, and worse still, they had had to insert a narrow dil-do called an anal stimulator into each other's anuses, and they had had to clench their buttocks to keep this rod inside them, which forced them to walk delicately, taking small steps. a narrow dil-do called an anal stimulator, and they had to clench their buttocks to keep this rod inside them, which forced them to walk delicately, taking small steps.
He remembered being punished with the little pen-is whip for getting an erection while kissing this unknown girl. That's why he shivered as he entered that infamous shop. Mrs. MacNab noticed her son's trembling and smiled as she took his hand to make sure he wouldn't try to escape, and said to him,
"You don't seem very happy about coming to this lovely shop to see the wonderful items for boy-girls like you. You don't need to tremble, all you have to do is be perfectly obedient and carry out the orders given to you by me or Madame or any saleswoman. Remember that you are nothing more than a little baby in everyone's eyes and that you don't have to be shy about anything you are asked to do, and remember that you exist only for the pleasure of ladies and other girls."
After this solemn warning, his mother led him into the nightmarish building. They quickly reached the second floor, where Madame X was discreetly opening her shop. Once inside, customers were greeted by Madame X herself.
Mrs. MacNab and her son Pauline got out of the car right in front of
Madame X's establishment, “La Boutique Sissy.” It was the only store that supplied boys and girls who were subject to all kinds of dress codes. Dominant mothers and aunts liked to come and buy delicate clothes for their teenagers of both sexes who were dressed as babies or little girls. There were also a number of coercive items made of rubber, plastic, or leather, and very intimate objects such as dil-dos, anal dilators, pen-is sheaths, etc.
The reader should be familiar with Mrs. MacNab, the severe and domineering woman who had forced her son, almost eighteen years old, to be a boy-girl, docile, very obedient, and subject to baby discipline and little girl discipline.
To this end, she had developed in him a fetish for rubber, taffeta, and all girls' clothing, as well as a taste for erotic things such as anal tickling, so that he would become a delicious treat for all women.
As they approached, it was clear that Mrs. MacNab was a tall, beautiful, elegant woman, and that Pauline was very cute and charming in her sailor's cape, her long bare legs with white ankle socks and buckled shoes. He wore a fisherman's cap held in place by an elastic band under his chin, and he carried a basket on his arm. Yes, he was very elegant, but dressed very childishly for a tall boy over seventeen years old.
That's because he was a tomboy!
You should also know that Pauline had been to this shop before, which explains his grimace of disgust and his look of revulsion. He knew that this was the place where he would be extremely embarrassed and humiliated in front of strangers. Not only women, but also boys and girls his age. He knew that he could be stripped naked at a simple nod from his mother, even if there were lots of people around, and that he might even be terribly embarrassed to see a girl his age naked in front of him, and that if he blushed or had an erection, he would be reprimanded in front of everyone, and told that little boys like him should not be falsely modest and therefore should not have any sexual reaction to a naked child like himself.
Pauline trembled as she remembered how he had been stripped completely naked in front of a girl his own age, who was also naked, and how they had had to kiss and caress each other, and worse still, they had had to insert a narrow dil-do called an anal stimulator into each other's anuses, and they had had to clench their buttocks to keep this rod inside them, which forced them to walk delicately, taking small steps. a narrow dil-do called an anal stimulator, and they had to clench their buttocks to keep this rod inside them, which forced them to walk delicately, taking small steps.
He remembered being punished with the little pen-is whip for getting an erection while kissing this unknown girl. That's why he shivered as he entered that infamous shop. Mrs. MacNab noticed her son's trembling and smiled as she took his hand to make sure he wouldn't try to escape, and said to him,
"You don't seem very happy about coming to this lovely shop to see the wonderful items for boy-girls like you. You don't need to tremble, all you have to do is be perfectly obedient and carry out the orders given to you by me or Madame or any saleswoman. Remember that you are nothing more than a little baby in everyone's eyes and that you don't have to be shy about anything you are asked to do, and remember that you exist only for the pleasure of ladies and other girls."
After this solemn warning, his mother led him into the nightmarish building. They quickly reached the second floor, where Madame X was discreetly opening her shop. Once inside, customers were greeted by Madame X herself.
24
Active Sissy Stories / Re: It Never Rains but it Pours
« Last post by antonia on September 02, 2025, 08:41:17 AM »
Tommy’s Story concluded this particular story line.
My latest story is Proof of Intent and this is the project for the future!
Best wishes
Tony
My latest story is Proof of Intent and this is the project for the future!
Best wishes
Tony
25
Active Sissy Stories / Re: The Second Floor
« Last post by BabyJay on September 01, 2025, 10:50:51 AM »
No escape now for Leighton, He is fully caught. Emily is now in full control. He is now no longer in control of himself and will soon have more than a damp pair of knickers, which will give Emily the excuse to change him into a clean pair frilly knickers and a short lovely little girls dress as the start of his feminisation.
26
Active Sissy Stories / Re: Proof of Intent
« Last post by BabyJay on September 01, 2025, 10:37:08 AM »
Antonia, wonderful story. I think you deserve a rest, but not too long I hope. Now that Lisa is shrinking his c_ck I don't think she had any intention of honouring Her 6 month promise. I think a nice little 5-7cm fully erect c_ck would be just right for her to tease and play with for Her fully babyfied little James.
27
Active Sissy Stories / Re: Proof of Intent
« Last post by antonia on September 01, 2025, 05:27:03 AM »
Chapter 8
Lisa began the rather horrid task of cleaning up James. The details are rather graphic and not worth repeating here! She came to the stage where she began to apply the protective creams that prevented him from getting nappy rash. She looked at his sissy stick, which fully erect was not spectacular at under four inches in length. Length doesn’t matter, right?! Now it lay in her hand limp and exhausted.
She reached into the baby basket and pulled out a small tube containing a special cream she had formulated by a chemist friend of hers. It contained a number of special additives; proteolytic enzymes from papaya and pineapple (papaine and bromelaine) used as debriding agents in burn treatments to eat necrotic tissue and to soften tough meat in cooking; complex steroids and hormones that were banned for use in cosmetics and another ingredient that for copyright reasons cannot be revealed. In a few weeks, this cream code name “Shortex” would have significant effect on his member.
She applied a generous amount and despite having recently ejaculated James managed to find the energy to create another boner, which was excellent for the effectiveness of the cream because all those engorged blood vessels would absorb the chemicals that would surely destroy the structure of his stick.
Clean night time nappies were laid out and folded, a new nappy liner fitted with a soaker pad for his final change of the day. A new pair of plastic pants replaced the rather soiled ones she had carefully removed previously. He should have had a bath, but Lisa had run out of energy from all that had happened that day. Soon, James was in a fresh set of fluffy nappies with his dribble bib replaced and pretty bonnet securely in place.
He was sat up suc-king on his dummy and looking around his nursery. “I don’t want to be a baby” he spluttered “I want to go back to where we were.” Lisa rummaged around in the kitchenette area of his nursery and returned looking rather cross and upset.
“We were never anywhere James, we were on the start of a path of discovery and I wanted to make sure that the way forward would be good for us both. I promised you that I would look after you and make sure you were always cared for during the six month trial. Today, I have fed you, changed you, looked after your every need, including wanking you off three times. What have I had in return? Nothing but you moaning and groaning. Big deal, so you have had to be put back in nappies and to wet and soil them like a baby. Is that so much to ask?
She took of her dress and got into the cot next to James and began to stroke and fondle his face. She pulled out his dummy covered in slobber and wiped it on his bib before putting it at the head of his crib. She kissed him fully on the lips, her tongue exploring deep into his mouth. Her hand went under his soft nightie and felt the front of his plastic pants, whether he had run out of steam or was not in the mood, she could not encourage him to rise. He fondled inside her panties and was rewarded with a wetness that showed her to be eager for relief. Lisa straddled his face and he began to lick and suc-kle her in ways that drove her wild with passionate excitement. “That’s a good boy for Mummy” she gasped “suc-k, suc-k on Mummy and make her happy. His hands fondled her breasts and within minutes she was grinding herself into his face, grunting and growling like a wild animal until the roar finally came out as she orgasmed with an intensity she had never experienced before.
She felt the front of his plastic pants and was rewarded with the feeling of James wetting himself and the warmth permeating across the front of his terry nappy. So powerful had been the subliminal messaging that he was now beginning to associate sexual excitement with the use of his nappy. “I want my do di” he said sounding a little anxious.
Lisa climbed off his face which was covered in her love juices. She wiped his face with his dribble bib and inserted his much-loved dummy. She removed her pants and bra and threw them in his laundry hamper and walked naked to the kitchenette to prepare James a night time bottle. She fed him his drink whilst holding him in a tight secure, cuddling embrace.
He just suc-ked down the last of the bottle, his eyes closed, and he drifted off into a drug fuelled sleep. Lisa replaced his dummy which James latched onto immediately. The bonnet was straightened and the subliminal messages started again. His blanket and quilt were pulled over him to make him feel snug and secure. As a final touch, Lisa thought it a good time to introduce him to his baby shawl which he would certainly adopt as his comforter and carry around with him always. She put a corner in his hand and put the shawl up against the side of his face so that he would feel its softness and smell Lisa, baby powder and baby conditioner.
Tomorrow was going to be a very busy and interesting day.
[Interlude]
Author note: I have reached the end of my story for the time being. It might take a while for the next chapters to be written
Lisa began the rather horrid task of cleaning up James. The details are rather graphic and not worth repeating here! She came to the stage where she began to apply the protective creams that prevented him from getting nappy rash. She looked at his sissy stick, which fully erect was not spectacular at under four inches in length. Length doesn’t matter, right?! Now it lay in her hand limp and exhausted.
She reached into the baby basket and pulled out a small tube containing a special cream she had formulated by a chemist friend of hers. It contained a number of special additives; proteolytic enzymes from papaya and pineapple (papaine and bromelaine) used as debriding agents in burn treatments to eat necrotic tissue and to soften tough meat in cooking; complex steroids and hormones that were banned for use in cosmetics and another ingredient that for copyright reasons cannot be revealed. In a few weeks, this cream code name “Shortex” would have significant effect on his member.
She applied a generous amount and despite having recently ejaculated James managed to find the energy to create another boner, which was excellent for the effectiveness of the cream because all those engorged blood vessels would absorb the chemicals that would surely destroy the structure of his stick.
Clean night time nappies were laid out and folded, a new nappy liner fitted with a soaker pad for his final change of the day. A new pair of plastic pants replaced the rather soiled ones she had carefully removed previously. He should have had a bath, but Lisa had run out of energy from all that had happened that day. Soon, James was in a fresh set of fluffy nappies with his dribble bib replaced and pretty bonnet securely in place.
He was sat up suc-king on his dummy and looking around his nursery. “I don’t want to be a baby” he spluttered “I want to go back to where we were.” Lisa rummaged around in the kitchenette area of his nursery and returned looking rather cross and upset.
“We were never anywhere James, we were on the start of a path of discovery and I wanted to make sure that the way forward would be good for us both. I promised you that I would look after you and make sure you were always cared for during the six month trial. Today, I have fed you, changed you, looked after your every need, including wanking you off three times. What have I had in return? Nothing but you moaning and groaning. Big deal, so you have had to be put back in nappies and to wet and soil them like a baby. Is that so much to ask?
She took of her dress and got into the cot next to James and began to stroke and fondle his face. She pulled out his dummy covered in slobber and wiped it on his bib before putting it at the head of his crib. She kissed him fully on the lips, her tongue exploring deep into his mouth. Her hand went under his soft nightie and felt the front of his plastic pants, whether he had run out of steam or was not in the mood, she could not encourage him to rise. He fondled inside her panties and was rewarded with a wetness that showed her to be eager for relief. Lisa straddled his face and he began to lick and suc-kle her in ways that drove her wild with passionate excitement. “That’s a good boy for Mummy” she gasped “suc-k, suc-k on Mummy and make her happy. His hands fondled her breasts and within minutes she was grinding herself into his face, grunting and growling like a wild animal until the roar finally came out as she orgasmed with an intensity she had never experienced before.
She felt the front of his plastic pants and was rewarded with the feeling of James wetting himself and the warmth permeating across the front of his terry nappy. So powerful had been the subliminal messaging that he was now beginning to associate sexual excitement with the use of his nappy. “I want my do di” he said sounding a little anxious.
Lisa climbed off his face which was covered in her love juices. She wiped his face with his dribble bib and inserted his much-loved dummy. She removed her pants and bra and threw them in his laundry hamper and walked naked to the kitchenette to prepare James a night time bottle. She fed him his drink whilst holding him in a tight secure, cuddling embrace.
He just suc-ked down the last of the bottle, his eyes closed, and he drifted off into a drug fuelled sleep. Lisa replaced his dummy which James latched onto immediately. The bonnet was straightened and the subliminal messages started again. His blanket and quilt were pulled over him to make him feel snug and secure. As a final touch, Lisa thought it a good time to introduce him to his baby shawl which he would certainly adopt as his comforter and carry around with him always. She put a corner in his hand and put the shawl up against the side of his face so that he would feel its softness and smell Lisa, baby powder and baby conditioner.
Tomorrow was going to be a very busy and interesting day.
[Interlude]
Author note: I have reached the end of my story for the time being. It might take a while for the next chapters to be written
28
Active Sissy Stories / Re: Proof of Intent
« Last post by antonia on August 31, 2025, 05:30:36 AM »
Chapter 7
Lisa tidied the nursery and collected up his dirty washing and put it in the laundry hamper. She went downstairs and cleaned up the kitchen. Everything had to be spick and span for the next day because she had a small staff joining her.
She did not want to be working the whole day cleaning and cooking, so she had Mrs Warren joining her as a housekeeper to look after the catering and general running of the household. To help the housekeeper, she had Maria joining them as a chamber maid who would also look after the laundry which was going to mount up as James became her baby. Finally, she had Caroline coming, who was a Norland trained nanny and a fully qualified SRN who had previously been a sister within the NHS.
Lisa had explained during the interview that James was going to be a bit of a surprise for them all, but that he was her boy friend who had expressed some strange desires which she was pleased to indulge. They would all live in the mansion and would all be sworn to total secrecy and not talk to anybody about what happened under her roof. In return she rewarded them with salaries that were extremely generous.
She went in to the lounge and picked up the baby shawl that she had wrapped up James during his feed. She put her head into its soft fluffy folds and inhaled deeply; it smelt of baby powder and James. She took it upstairs to the nursery and sat in her nursery chair looking at James suc-king peacefully on his binky. She stuffed the end of his shawl into her pants and rubbed herself intimately. James interrupted her thoughts with a series of grunts. He was soiling his nappy as she looked at him. Immediately she became sexually aroused and started to take herself to a most outrageous orgasm that went on and on. She smelt the shawl and it was now mixed with the aroma of a freshly dirtied nappy, she was in ecstasy.
James had fought the sedatives and was fighting his way through the layers of cotton wool that fogged his brain. Slowly he shook his head to try and restore some sense of normality and realised that what he felt in the back of his nappy was no dream, but a smelly symbol normally left by a six-month-old baby as it slept. Yet, there was something in the back of his mind that told him that this was perfectly normal, and as he tried to sit up, the great mass cementing his terry nappy to his behind was positively sensual. A sudden flood of pee rushed down the front of his nappy and trickled between his legs to join the humiliating log, further heating up the source of his elimination. To his amazement he felt himself start to grow firm and an erection begin to grow.
Lisa, radiant from her own moment of fun, had lowered the bars to his cot and was sitting on the cot next to James. She spooned up to him, forcing the log back between his cheeks, while one hand encircled him and massaged the front of his plastic pants, the other hand pushed and gyrated against his bottom to further accentuate his infantile act.
“What a good baby you are to make a dirty nappy for mummy. It feels so good to go poo poo in your nappy, doesn’t it, my little one?” she encouraged him by mashing his filthy mess into his bottom while encouraging him to jack off in his nappy. James was fighting so many conflicts, so many taboos had been broken, grown men did not shit themselves and then get so sexually excited that they had to masturbate into the same nappy they had just fouled.
Lisa could read that James was in conflict. “Come on James, c-um in your nappy for Mummy, you are so clever to go poo poo in your nappy. Not many men could be so clever to go against their training and return to babyhood in such a short time. Look at you in your wet and stinky nappy, I am so proud of you, my darling baby. Show Mummy how clever you are again and go spurties in your nappy again.” She increased the speed of her administrations and James surrendered to all the stimulation and triggers that had been planted. In a minute he was pumping his seed into the wet terry cloth of his nappies. The association between a dirty nappy and sexual excitement was now firmly established, he would find it very difficult to disassociate such feelings in the future.
Lisa tidied the nursery and collected up his dirty washing and put it in the laundry hamper. She went downstairs and cleaned up the kitchen. Everything had to be spick and span for the next day because she had a small staff joining her.
She did not want to be working the whole day cleaning and cooking, so she had Mrs Warren joining her as a housekeeper to look after the catering and general running of the household. To help the housekeeper, she had Maria joining them as a chamber maid who would also look after the laundry which was going to mount up as James became her baby. Finally, she had Caroline coming, who was a Norland trained nanny and a fully qualified SRN who had previously been a sister within the NHS.
Lisa had explained during the interview that James was going to be a bit of a surprise for them all, but that he was her boy friend who had expressed some strange desires which she was pleased to indulge. They would all live in the mansion and would all be sworn to total secrecy and not talk to anybody about what happened under her roof. In return she rewarded them with salaries that were extremely generous.
She went in to the lounge and picked up the baby shawl that she had wrapped up James during his feed. She put her head into its soft fluffy folds and inhaled deeply; it smelt of baby powder and James. She took it upstairs to the nursery and sat in her nursery chair looking at James suc-king peacefully on his binky. She stuffed the end of his shawl into her pants and rubbed herself intimately. James interrupted her thoughts with a series of grunts. He was soiling his nappy as she looked at him. Immediately she became sexually aroused and started to take herself to a most outrageous orgasm that went on and on. She smelt the shawl and it was now mixed with the aroma of a freshly dirtied nappy, she was in ecstasy.
James had fought the sedatives and was fighting his way through the layers of cotton wool that fogged his brain. Slowly he shook his head to try and restore some sense of normality and realised that what he felt in the back of his nappy was no dream, but a smelly symbol normally left by a six-month-old baby as it slept. Yet, there was something in the back of his mind that told him that this was perfectly normal, and as he tried to sit up, the great mass cementing his terry nappy to his behind was positively sensual. A sudden flood of pee rushed down the front of his nappy and trickled between his legs to join the humiliating log, further heating up the source of his elimination. To his amazement he felt himself start to grow firm and an erection begin to grow.
Lisa, radiant from her own moment of fun, had lowered the bars to his cot and was sitting on the cot next to James. She spooned up to him, forcing the log back between his cheeks, while one hand encircled him and massaged the front of his plastic pants, the other hand pushed and gyrated against his bottom to further accentuate his infantile act.
“What a good baby you are to make a dirty nappy for mummy. It feels so good to go poo poo in your nappy, doesn’t it, my little one?” she encouraged him by mashing his filthy mess into his bottom while encouraging him to jack off in his nappy. James was fighting so many conflicts, so many taboos had been broken, grown men did not shit themselves and then get so sexually excited that they had to masturbate into the same nappy they had just fouled.
Lisa could read that James was in conflict. “Come on James, c-um in your nappy for Mummy, you are so clever to go poo poo in your nappy. Not many men could be so clever to go against their training and return to babyhood in such a short time. Look at you in your wet and stinky nappy, I am so proud of you, my darling baby. Show Mummy how clever you are again and go spurties in your nappy again.” She increased the speed of her administrations and James surrendered to all the stimulation and triggers that had been planted. In a minute he was pumping his seed into the wet terry cloth of his nappies. The association between a dirty nappy and sexual excitement was now firmly established, he would find it very difficult to disassociate such feelings in the future.
29
Active Sissy Stories / Re: Proof of Intent
« Last post by bonzodoug on August 31, 2025, 02:34:46 AM »
So great!
It’s easy to see how her mother frequently telling her about the pain of childbirth would put her off not just child bearing, but also being penetrated.
It would be wonderful to see how she incorporates her enjoyment of orgasms into the new life she is creating…
And are we going to meet her mother? Is she dominant too?
Such great work. Thank you.
It’s easy to see how her mother frequently telling her about the pain of childbirth would put her off not just child bearing, but also being penetrated.
It would be wonderful to see how she incorporates her enjoyment of orgasms into the new life she is creating…
And are we going to meet her mother? Is she dominant too?
Such great work. Thank you.
30
Active Sissy Stories / Re: The Second Floor (#43)
« Last post by petticoated on August 30, 2025, 06:19:37 PM »
"Watch this!" Emily Femininely whispered excitedly in leighton's left ear while looking at Dorian and Allison(Allen). Then Emily proceeded to ~Girlishly~ Fluff Her Multi-Multi-Tiered White Tulle ~PettiSkirts~ and then She deliberately grabbed leighton's other little hand, guiding it all over Her Fluffy White Tulle Skirts, Inviting...no...Directing the sissy's dainty little fingers to "Play with My Petticoats. Go ahead. You know you want to, leighton. I wore this Frllly Dress just for you tonight. Let's have some fun! Now, be Mommy Emily's Sweet little Pretty boy and play with Mommy's Tulle Petticoats while your soon-to-be little sissy gurlfriend, Pretty sissyboi Allison, gets ~Petticoated.~ I can't wait for Us to watch this together. Who knows, leighton, We may see TWO Pretty little Effeminate girlybois in ~Petticoats~ tonight." Emily then got up from Her position on the ~Plush~ sofa, ~Fluffed~ out multitudes of billowing clouds of Rustling White Tulle. Mini-length. And then She smoothed Her White Tulle Pettis under Her while skillfully lowering and repositioning Herself directly on top of on leighton's lap. She did it quickly, too, then fanning Her many layers of White Tulle all over Her already embarrassed boitoy. "Does My Dress excite you, little man? Go ahead, leighton, play with my Tulle Petti-Skirts..."
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