Active Sissy Stories / Re: A Sissy is Born
« Last post by Princess PowderPuff on September 24, 2024, 07:02:41 AM »
I'm sorry for the long delays between posts but health issues are beginning to impede my abilities a bit. I also got heavily involved in making substantial edits to chapter 17 in an endeavour to make the narrative a little smoother. It was my hope to remove the post and substitute it with the edited version but the 'delete' option obviously has a use by date which I have exceeded so I've posted the chapter again. I hope you don't mind, and I've added the start of Chapter 18
17. RACHEAL RETURNS
"Hello I'm home" called Rachael as she entered the house.
"We're in the living room" replied her mother.
Rachael was unprepared for what she saw and let out a small shriek of surprise when she was confronted by the oversized play pen. And was that someone sat in it? She moved in for a closer look to be met by an oversized baby sat in there wearing absolutely the prettiest dress. Rachael surmised that the child hadn’t been in place very long for she was still wearing her most delightful fur trimmed regency bonnet with matching fur trimmed cape and a very plush fur muff, attached to her baby harness, in which his arms were deeply buried, giving off a wonderful aura of exquisite femininity and contentment, and her mouth was fully occupied by a pacifier which bobbed up and down as she suc-ked greedily on it.
But Daisy wasn’t at all content sitting in her playpen although the femininity of her appearance was assured. Her voluminous petticoats billowed so high around her she was almost buried in them and had trouble peeking over the top of them she found herself having to press the frothy mass down to search for her dropped toys and make a grab for them before the cloud of petticoats closed back up around her. But even that small act of self sufficiency was beyond her abilities until she could remove her hands from the furry confines of her sumptuous fur muff.
Every time she bounced up and down on her bottom to demonstrate the utter delights of her degradations. Her cold urine soaked nappies gave up their bounty and it oozed out around her loins as a reminder of her misfortune of wetting herself in the first place just like a baby she was being made to emulate. But dutifully she bounced on her fat bottom in greeting her sister whilst trying to hold back her tears each time she made a cold squelchy landing. His mother was jubilant over his first wetting and had praised him profusely; everyone within hearing distance sniggered at his obvious lack of control. He'd been compelled to use his nappies twice more since then and it hadn't been any easier.
"My God! It's David? Why is he sat in a playpen dressed up like that and is that makeup he's wearing?"
"Doesn't your brother just make the most delightful little sissy?" enquired her mother. "Her playpen was a huge surprise for her, a very thoughtful gift from Irene Craddock to assist him in his endeavour to be the best sissy he can possibly become."
"He looks so different from how I remember him from this morning though I never saw him as a sissy, but looking at him now I can't imagine him as anything else. Those panties he's wearing are to die for."
"Aren't they just? He chose them himself. He has exquisite taste in lingerie. I couldn't believe it but he couldn’t get into them fast enough. I thought they might prove a little too filly for him not being a real girl but he was insistent on wearing them; and they have been instrumental in setting the style for the rest of Daisy's outfit today. I must admit I did have my doubts about his choices but it does appear David has quite an eye for sissy fashion as you can see and while we were out she received the most wonderful compliments for her 'look' today. Didn't you darling?" She teased. Daisy just 'mpphhed' into her pacifier like a good little girl.
"I bet those frills go all the way up to your chest, don’t they David?" The boy blushed furiously. "I'm guessing we're not calling him David anymore?"
"No certainly not. He answers to Daisy now, Daisy Powder-Puff if you can believe that, but prefers to be known as just Powder-Puff."
"That somehow seems very appropriate. He actually looks like a powder-puff in all those petticoats and frills."
"And she is a new addition to the family for the summer. Whilst David remains firmly locked away in his closet Daisy Powder-Puff has come out to play for summer break and to assist her in her endeavours she will be confined in toddler wear and secured in her baby harness for the duration. So allow me to introduce you to Daisy Powder-Puff looking resplendent in one of her new summer outfits and taking full advantage of her Silent Sissy Pacifier and enjoying her divine Helpless Hands Mittens and Muff set."
If he was in any doubt as to the veracity of his mother's statement all he had to do was look down at his shoes and marabou trimmed socks and his legs clad in the soft yet snug embrace of his pair of sun tan tights if he could even see them over the top of his billowing petticoats, to bring him down to earth. His Tiny Tots harness was the ultimate symbol of his humiliation it marked his ascension from boy to sissy sensation. No toddler has escaped her incarceration in a Tiny Tots baby harness before and Daisy was not going to be the first, he had already proved that. His heart sank.
He was still having trouble processing the fact that this was to be his life for the next six weeks, his playpen and crèche and dressed up in the most ludicrous outfits imaginable and being paraded around the streets for everyone to see. Just how had that happened? He hardly had time to get used to the idea of 10 days in disposables before suddenly being propelled into six weeks of confinement in so many nappies he could barely waddle and all the appropriate clothing to go with them. His mind was in turmoil. And his mother was still droning on.
"And to allow her to concentrate all her effort on being the best little sissy she can possibly be for summer without distraction all his boy wear has been taken away and stored under lock and key to avoid any possible relapse into his former teenage ways."
"Hello Powder-Puff." Daisy looked up and 'nnphed' unhappily into his pacifier as tears trickled down his cheeks. "For a moment there I thought his pacifier was just cosmetic."
"Oh no! Quite the contrary I can assure you there is nothing cosmetic about our little Powder-Puff. She was most insistent that she be properly dressed for the full toddler experience from her nappies to her rubber pants to her frilly romper to her petticoats and rendered quite powerless in her Tiny Tots Baby Harness and Helpless Hands Mittens and her pacifier takes care of the rest. She really loves her incarceration and is so looking forward to becoming the perfect career toddler."
"He really is taking this very seriously then it's not just one of his fads or fancies then."
"Hardly. He has a full year's membership for the Little Miss Muffet's Crèche which he is really eager to attend. And I have her enrolled in the Crèche's Summer School, which he will be starting on Monday for an intense six weeks of complete immersion into the wonderful world of born again toddlers where he will be expected to wear the most gorgeous little girl style dresses on a daily basis and look as pretty as a picture for everyone. Isn't that right Powder-Puff? She's really excited at the prospect and it gives her the perfect opportunity to express her true self and experience the toddler lifestyle in all its wonders. Complete with all the appropriate behavioural characteristics and mannerisms and I'm sure she will learn lots of wonderful things to delight us with. She's going to find herself so busy being a toddler she isn’t going to have any time left to be a boy. It really is a win win scenario for both of us."
"How on earth did you manage to persuade him to wear his hair like this?"
"Trust me he took no persuading at all he was so eager to take on the perfect toddler look including having a perm put in his hair. He was quiet animated about it, and how could I possibly have refused when he'd gone to so much trouble over the rest of his appearance?" Rachael was doubtful, she knew her brother and he wasn't the sort of boy that suddenly had the urge to be a sissy or have his hair permed into ringlets. "When have you known David being forced into doing something he didn't want to do? He's really pushed the envelope out over his current appearance so it must be something he desperately wants to do."
"I guess so. It's just a shock seeing him like this is all. It might take a while for me to get my head round it."
Much to Rachel's surprise as soon as Daisy's hands were released from her muff she took up her rattle and shook it triumphantly on hearing her mother's news. What choice did she really have? She could fight her mother tooth and nail over her every attempt to sissify him in which case he would be soundly spanked and put in dresses for an indeterminate length of time until he could convince his mother of the sincerity of his desire to turned into a sissy or he could cooperate and become the perfect simpering little sissy in the next six weeks and win his boyhood back, if there was any left to salvage. Neither choice gave him any solace as he once more pushed out some inarticulate sounds out from behind the mouth shield of his pacifier. He had enough problems right now without creating any more to worry about.
"That’s right Princess practice makes perfect there's going to be no computer games for you this summer so you will have plenty of opportunity to perfect your skills and these are going to be just some of the wonderful toys you're going to get to play with instead to keep yourself entertained. Don't worry you'll make wonderful progress once you've got over your initial embarrassment of being seen playing happily with them. Perhaps if we were to invite your friends round to watch you as you play with your toys it might help you feel less self conscious about playing with them."
~o0o~
All Daisy knew was that the Cyclops of a camera was watching him and what he did. He had already tested it observance and got a spanking for his troubles, it was far too vigilant for its own good. His mother had been excited to show him the app on her phone which allowed her to monitor him any time he was using his playpen. Daisy was sickened when she realised there could be no respite from his toddler like behaviour even when he was alone.
He wondered just how many other cameras there might be set up and just where they were he didn't know. Just because he couldn't see them didn't mean they weren't spying on him. He had the awful feeling they could be set up anywhere he had access to, to keep an eye on him and his behaviour at all times. Meaning that unless he wanted another remedial spanking he needed to maintain his infantile behaviour and not just when supervised. Could he afford to take the chance? He didn't think so which left him little choice but to cooperate fully with his humiliating antics which just confirmed the message he was sending, that he was indeed the born again baby he claimed to be, or he could resist and be forcefully reduced to being a compliant toddler apparently happy with his circ-umstances, and by the time his mother released him from his ordeal it could be too late to reclaim his boyhood and redeem himself in the eyes of those who he had previously performed for.
It wasn’t long after that a smiling Irene Craddock accompanied an equally jovial daughter in tow arrived and they beat a direct pathway to see Daisy ensconced in her playpen. Daisy saw the Craddock's arrive and he put all his effort into a vigorous display under the watchful eye of his mother demonstrating how much he was loving his playpen. But even with all the torments coming from outside his cage he could always find some comfort and solace in the streaming sound of his nursery rhymes and lullabies that constantly filled his ears whilst he concentrated on playing with his toys and putting on a perfect display. Daisy though she deserved an Oscar for her acting, or a BAFTA at least.
"I hear Daisy is still fluent in gurgle."
"She tries so hard but does find it frustrating at times not being able to communicate but that gives her the perfect reason to practice her annunciation.
"Oh dear has baby been crying?" she asked Daisy with mock concern.
"Tears of joy Irene. Daisy is highly delighted with her playpen we can't thank you enough for your very thoughtful gift, can we Powder-Puff?"
"Not every 15 year old boy can boast a playpen of his very own. He can't help but feel like a real toddler. It really is the perfect platform for her to express her inner self in a safe toddler friendly environment surrounded by oodles of baby toys to bring out the inner infant in her. Her emotions quite got the better of her didn't they Daisy?
"I understand completely girls are slaves to their emotions aren't they Daisy? She looks so adorable sat in there amongst her toys? I just knew the moment I saw him at the Mall that if ever there was a boy deserving of a playpen it was surely our little Powder-Puff." She exclaimed. "A sissy by name and soon to be a sissy by nature."
"Oh how wonderful I see you have Daisy on a pair of tethers. I do hope she hasn't been proving troublesome?" meaning quite the opposite and hoping Daisy was undergoing punishment for some misdemeanour or other.
"To be honest she was a bit reticent about being put in the playpen in the first place and she was very uncertain about being placed in chain tethers. But once we had her secured she took to them like a duck to water after she gave them a rigorous testing, and she is pleased to announce they have surpassed all her expectations. She failed to break free from her moorings at every attempt and she is thrilled at having a safe place of her own where she can sit and play with her lovely toys unmolested and just be herself. But it also fills me with confidence knowing that I can leave her unattended for extended periods safe in the knowledge that she will still be in her playpen when I return."
"Well it warms my heart to see her so content. I wasn’t sure she would settle to being in a playpen."
"Quite the contrary, she's been most enthusiastic considering her circ-umstances and radical change of direction she has undertaken. She loves the way her tethers hold her. They make her feel nice and safe and she positively adores the fact they have such a magical infantile quality to them. It renders her quite impotent of any displays of boy like behaviour. She revels in the helplessness she feels when anchored down, it makes her feel like a real 2year old. In fact she gets quite distressed about not being fastened down securely enough. Which is why we've adopted the used of twin chains instead of a single fastening for her peace of mind. It’s a much more efficient system spreading the load across two mounts halves the force she can bring to bear against each of them for holding her down. But no matter how many tethers we put her in it won't stop her having the infamous toddler tantrums but at least we can be prepared for them, and restrain her with an additional pair of tethers to control her if required, which will not only hold her down but also hold her in place." This was good news indeed so much more than Irene could have wished for.
"Eeeh" replied Daisy shaking her rattle to the best of her ability.
Daisy in strict accordance with her mother's instructions embarked on furthering her humiliation in front of the assembled crowd including her brother by bouncing up and down on her huge nappy clad bottom and waved her arms up and down in glee and gurgled happily into her pacifier, then went back to playing with her dolly before moving on to try and pick up and shake her rattle all the time wishing they'd leave her alone so she could discard the bloody stupid toys and be released from her torment. Alas it was not to be. They settled down into the comfortable sofa and arm chairs where they could observe Daisy continuing her play as she worked on perfecting her rattle skills again, offering up gurgles and the occasional squeak of joy as she got the rattle to work in her clumsy hands whilst keeping her audience fully entertained by her infant like antics.
He longed for the time he would be allowed to get himself clean and changed out of the shameful outfit he was wearing but he realised that for as long as there was a crowd of people to entertain it wasn't going to happen. He just wished they would fuc-k off soon until then he had to continue putting on a suitable display of baby like antics for their enjoyment, or suffer his mother's wrath. But the longer he remained a captive in his playpen the greater the opportunity there was for more people to come and acquaint themselves with Daisy Powder-Puff and word would soon spread about the 15 year old boy who loved to play dress up as a toddler and wet his nappies just like a real baby and even had his hair permed into ringlets so he would look like a little girl all the time and never be able to deny his sissy persona. If this was to be a taste of his immediate future he did not care for it one little bit.
By the time they left she was exhausted and ready to be released. She held out her arms imploring his mother. "Soon sweetie. You just sit there like a good little girl for a little while longer and play with your dollies. The more you practice the more natural you'll become." She continued to play with her toys in fear of what might befall her if she was caught not using them to their fullest extent to entertain herself and others.
This work is copywrite © Princess PowderPuff 2024
Active Sissy Stories / Re: Proud Mommy
« Last post by Tiny Johnny on September 22, 2024, 06:58:38 PM »
After about an hour or so, I was awakened with soft cooing by Auntie Beth and one of her helpers, who were looking down at me. I must have fallen back asleep. As I looked up she grinned. “Did widdle pwincess have a good nap? Time to get you changed widdle sissy. Did you make tinkles and doo doos? Aww I bet you did, lucky for us, none of the other babies did, just you.”
With that, she put a baby animal changing mat under me while her assistant brought over an armful of supplies. She then had her assistant lift my legs, pushing my dress up toward my chin. Beth removed my plastic pants and then undid my diapers. “Oh my, what a stinky widdle wet baby girl we have here. Don’t worry, we will get you all cleaned up and ready for the rest of your day.” “Jesse, hold her dress out of the way so it doesn’t get messy. It is so darling and we wouldn’t want her mommy to get angry at her”
Jesse held my dress back in one hand and my legs in her other as she lifted them up over my head. Auntie Beth put on rubber gloves and took baby wipes and started to rub my messy lower half as I was now coated in my mess both front and back. “There there sissy baby, don’t cry we will have you all clean in a smidge. Jesse, put her paci in for me.”
As she cleaned me she put the dirty things in a big sack. It took almost a full package of wipes to get me clean. “Now widdle sissy, let’s make sure you aren’t a widdle sickly.” With that she took out a rectal thermometer and stuck it all the way in me as Jesse pulled my legs back further. “There we go, now wait for the widdle beep beeps.” It seemed like an eternity, but it finally started to beep and was pulled out of me. “Very good sissy girl. It is just where it needs to be. Good thing mommy packed it in your bag for me.”
Aunt Beth then took a tube of cream and rubbed my groin with it. After I was coated with it, she powdered me all over, ignoring my locked cage and covering it in powder too. “There we go, smelling like a widdle flower again. Lift her up higher Jesse so I can put her new diaper under her widdle bottom.” She took out a Princess Rearz diaper and slid it under me. It was taped in place and a new pair of pink plastic pants were put over it. They were printed with lollipops and gum drops. Finally she put a diaper cover over those. It was layers or frills and lace with ribbons at the legs and waist. “There we go widdle girl.”
When I was fully dressed again, the girls decided to take us outside for a bit. They had us crawl to the door and opened it then they took our hands and had us toddle out with them before setting us on the grass. The chain link fence allowed anyone on the street or sidewalk behind the house to see us.
They gave us all rattles to play with as we sat there with our binkies in and they settled into lawn chairs. My dress didn’t hide my ruffled bottom at all. After a while, they set us down next to each other to have us crawl in a race across the yard. They encouraged us with baby talk. When she said go, Aunt Beth held my ankle so I couldn’t go forward until the other babies were well on their way. “That’s it sissy girl, keep going, you can do it honey. Isn’t that little bottom cute bouncing along? Hurry up sweetie, make it to the other side.” She finally let me go but by the time I finished, I was last across the yard. I turned around to see that quite a crowd had gathered by the fence to watch us race. It was mommy along with a bunch of family and friends she had with her. She and several others had their phones out taking video of us, including her mom.
When we were done, they put a big bonnet on my head and laid us on blankets with dolls to hold and roll around with. I could see the next class through the fence playing a game of tag as we laid there. Of course all of them could see us too. Aunt Beth made sure to get out of the way so there was a clear view of me for everyone.
She walked over to mommy and told her that I had messed myself during nap time but that she made sure to take my temperature and change my diapers for her. Everyone laughed as she told her the details of my morning.
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on September 20, 2024, 04:24:16 PM »
Polly stepped in to defuse the situation.
“Diana, ladies… We must abide by Nicole’s wishes. She’s right. Bobby’s out of bounds today. But look, doesn’t he look pretty? It’s nice just to have him there all helpless, so we can stare at him as much as we like. Don’t you think?”
“But we were hoping…” began Danielle.
“Danielle,” murmured Tracey. “Look at the girls…”
With Bobby gone from the sofa, Kaiya had shifted into the middle and snuggled up to her friend. She looked up at Chantal and patted the cushion she had just vacated.
“Sit next to me, Chantal.”
“Thanks.”
She sat down. Kaiya put one hand on Barbara’s thigh and the other on Chantal’s, making her blush. Then she slipped her arm around Chantal’s shoulders and blew gently against her neck, making her squirm and giggle. Switching her attention to Barbara, She put her arm around her and resting her chin on her shoulder. The women stared at them. Kaiya threw one booted leg across Barbara’s thighs. There was a momentary silence.
“You two are…very good friends, then…” said Polly, slowly.
Barbara smiled up at her. “Oh, yes. As long as we have each other…”
She turned her head and gave Kaiya a gentle kiss on the lips. Danielle drew a sharp breath, and looked at the others. They all understood what she meant. Their hopes that Bobby would provide them with some sort of floor show had foundered. But maybe there was still a chance for a little entertainment. Could the girls be willing to spice up the party a little?
The girls themselves had made a tentative plan before they had even arrived, knowing they might have to deal with a bunch of frustrated, disappointed ladies. And if they could test Bobby’s self-discipline at the same time they could kill two birds with one stone. Nicole had given them carte blanche, knowing they would never allow themselves to be taken advantage of. And indeed, they had no intention of providing a free show. They would require a victim, and they both had their eyes on the same person.
The women started to butter them up.
“Your outfits are amazing,” said Diana, quickly climbing down from her position as outraged elder. “As beautiful as you are…”
“Thank you, Miss Muchison,” said Barbara. Kaiya now had one hand on her friend’s bare midriff, describing little rings around her navel with her finger.
“Do you have…boyfriends…?” asked Eleanor.
Kaiya stopped playing with Barbara’s tummy and turned to her open-mouthed.
“Are you serious? Why would we need boyfriends? We have each other – don’t we Babs?”
“We certainly do…quite often, too…”
And they both collapsed into giggles.
That was enough for the company.
“Don’t mind us,” smiled Danielle. “It’s so refreshing to see two girls who really appreciate each other. Feel free to carry on with your lovemaking – we won’t disturb you.”
The others smiled and nodded and made noises of agreement and encouragement.
“Oh, yes… Just make yourselves quite at home, girls,” said Eleanor, with a motherly simper.
“What – in front of Bobby?” said Barbara, feigning shock.
“Why not? It’s not as though he can do anything, is it?”
“Chantal darling, why don’t you…?” began Polly. She made a motion of her head. Chantal went to rise, but Kaiya held onto her.
“Stay with us, darling,” she said – and added, slyly, “if mummy doesn’t mind…”
Polly shrugged. She could hardly have been called a doting mother. Kaiya had already worked out that Chantal was neglected, and it had doubled her resolve to help her to free herself from this group of selfish old women.
Chantal herself froze, not knowing where to look. Her cheeks were aflame, she gave a nervous smile of pure embarrassment, her gaze flicking back and forth. Kaiya turned her head, gave her a reassuring peck on the cheek and a gentle squeeze. Chantal responded by pressing her cheek against Kaiya’s shoulder…
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on September 20, 2024, 04:18:21 PM »
After further exchanges it soon became clear that the ladies were not very enamoured Bobby’s “protectors”. Despite Nicole’s warnings, they had hoped for a bit of fun. Their irritation increased in direct proportion to their alcohol consumption, and they began having whispered conversations about how they might turn things in their favour.
“Why couldn’t she have dressed him up like he was at your do, Diana? And why aren’t we allowed to get our hands on him?” said Danielle.
“I’m really sorry about that,” said Eleanor, meekly, “Nicole told me explicitly that we weren’t allowed to touch him. Something about turning him into a real girl, I believe.”
“That’s impossible,” laughed Tracey. “I can’t think of any bloke I know who more male than him. Mind you, he does seem to be having a problem with his nipples today…and can you see how pink they are?”
“That’s lip-gloss, I'm certain,” said Diana. “See? It's the same colour.”
“She even sent over a special stand for him,” continued Eleanor. “She said that today he should be an ornament rather than a plaything.”
“A stand? What sort of stand?”
“I’ll get it, shall I?”
“Yes, dear. Let’s see it!”
Eleanor left the room for a moment and returned with the stand. It was made of what looked like stainless steel. It consisted of a base about fifteen inches square, and a tubular upright a couple of feet long positioned three or four inches from one edge. The upright was fitted with two steel loops, one at the top and one near the bottom. She stood it next to the sofa. Everyone stared at it, puzzled.
“She showed me what to do,” said Eleanor. “Shall I…?”
“Course,” said Tracey, rudely. “Bobby, you’re wanted. Get up, darling, and do what auntie Eleanor tells you.”
The girls looked on with interest. Nicole hadn’t even told them about this. Bobby got to his feel awkwardly. He turned his back on the company momentarily so he could try to sooth his throbbing nipples. Eleanor had disappeared again and returned with a cloth bag.
“Stand on the plate, please, Bobby. Hands behind your back. Keep still.”
Eleanor was behind him. The girls watched while she took two pink leather cuffs with D-rings from the bag and buckled one onto each of his wrists, then connected each to the top loop with screw-links. Then she knelt and performed a similar operation on his ankles, only using a short chain and a link. Bobby was looking distinctly unhappy. She stood up.
“There. Now, just as Nicole said, he has to stand there for as long as we want. Actually she said we are allowed to touch him, but she’s made sure there can’t be any, er…”hanky-panky”, she called it.”
“Really?” exclaimed Danielle. “Let me see…”
She jumped up, walked over to Bobby, and checked his bonds.
“Well, well, Bobby, you are in a fix, aren’t you,” she smirked. “Whatever auntie Nicole says, we can pretty much do what we like with you now, you poor dear, can’t we?”
She patted his cheek, and then, glancing down, feigned surprise.
“Goodness, what are these? So pink and shiny!” She touched one nipple, making him squirm and groan. “And sensitive! Ooh, the other one too! You’re going to be a real girl, aren’t you duckie, once auntie does something about…this!”
She lifted the front of his skirt. Whatever it was she was expecting to find, a neat spherical rubber ball was probably not it. She took a step back, and looked over her shoulder.
“What the… Girls! Get a load of this.” As her friends rose to join her, she gave it an exploratory prod, then a gentle squeeze. “Oh. It’s quite hard. That spoilsport! Look, she’s locked it away where we can’t get at it. That selfish…”
“Look, it’s twitching though,” said Tracey. “It wants to get out.”
“It may do,” put in Barbara, “but it can’t. Nicole’s the only one with a key.” She laughed. “So I’m afraid you ladies are going to be disappointed.”
“You rude girl,” said Diana, unused to be spoken to in this way by a young woman. “Who do you think you are?”
“I’m one of Bobby’s minders, Miss Murchison, and I’m here to make sure you don’t take advantage of him. So please stop pawing him, if you don’t mind.”
Diana was momentarily speechless.
“I…you…how dare you…”
“I do dare. Now, I suggest you leave Bobby alone and look elsewhere for your entertainment.”
“She’s right, Diana,” ventured Eleanor. “Nicole said the girls are her delegates, and we should respect them.”
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on September 20, 2024, 04:08:17 PM »
Kaiya knocked. The door was opened almost immediately by a young woman with an open face, a good figure, brown eyes, and black hair cut in a rather old-fashioned style. She was potentially quite good-looking, but dressed tastelessly in a yellow tube top, a beige off-the-shoulder cardigan, a black leather flared mini-skirt and red ankle boots. To make matters worse she was wearing far too much makeup, which looked as if it might have been applied by a ten-year-old. Despite her rather juvenile appearance, Kaiya thought she must be about her own age, nineteen. She made a mental note to take her in hand if she got the chance. When her gaze alighted on the visitors her eyes widened with delight, and she actually squealed with innocent surprise. Turning her head, she called excitedly back into the house,
“Mum! They’re here! Come an’ see!”
Barbara and Kaiya exchanged glances. Bobby sighed. They heard footsteps approaching.
“Well ask them in then, Chantal.”
Polly Hunniford appeared, and jostled her daughter to one side. Even she was taken aback, and momentarily struck dumb. But she recovered quickly.
“Come in, come in… The girls are just having a drink…”
The “girls” – which is to say Eleanor, Diana Murchison, and Danielle and Tracey from Diana’s party – were arranged around a big dining-table decorated with bottles, glasses, and bowls and packets of snacks. Eleanor gaped, Diana smiled, and the other two looked mildly surprised.
“You didn’t tell us he would have two chaperones,” remarked Danielle, looking the girls up and down. “Never mind…”
Eleanor alone rose to her feet.
“ No, sorry Danielle… Nicole was insistent Bobby should be an ornament and nothing else…”
“Really? How disappointing. However, would you like to introduce us?”
“This is Barbara, this is Kaiya, Miss Bowditch…” began Bobby.
“Eleanor, please, Bobby… Gosh… You look so different… That’s a beautiful…I mean, it suits you so well… I’d never have guessed…”
“Thank you, Eleanor. Polly and Chantal you’ve met, and this is Diana….”
“And you’ll remember Danielle and Tracey from the party, I’m sure…unfortunately Cheryl couldn’t make it today...”
Danielle was looking him straight in the eye. He could hardly forget. But he replied, politely, “Yes, of course… Hi.”
“Oh, Bobby,” said Diana, with a smirk, “I was rather hoping you’d appear in that fetching little number you wore to my party. Never mind. Your companions rather make up for it, anyway. And you have a delightful aura of innocence instead…”
Introductions dispensed with, they were invited to take a seat on the sofa – which they did, Bobby again in the middle – and offered drinks. They chose fruit juices with sparkling water and ice.
“Chantal, would you…?” began Polly. But Chantal was staring, apparently mesmerised, at the girls.
“Chantal!”
“Sorry mum!” And she hurried out into the kitchen.
She quickly returned with the tray of drinks, but still couldn’t take her eyes off them, Kaiya in particular it seemed, and her hand was shaking as she handed her her lime juice.
“Do you like my outfit, Chantal?”
“Y-yes… It’s beautiful… And white leather… I mean, it so unusual, but on you…it looks fantastic!”
“Thank you. We were very lucky. We couldn’t have afforded these, but Bobby’s aunt Nicole… I mean, she knows this place…”
“That Nicole,” remarked Diana. “She seems like a woman with a secret. Bobby? What does she actually do? I never got round to talking to her properly.”
“Oh, my aunt? Well, you know…” He thought quickly, playing for time. “This and that… Er, I believe she’s some sort of investment adviser… I don’t know much about it…sounds pretty boring…”
“Boring but lucrative,” murmured Diana, cattily, under her breath.
“I’m so glad you could come, Bobby,” began Eleanor, sitting down in an armchair. “I mean, you really made Diana’s do for us – isn’t that right, Diana? – and here you are, in yet another gorgeous outfit, and your companions…well…”
“Pity that little girl’s not here,” grinned Tracey. “Do you remember her, Bobby? What was her name now? Milly Mandy, was it?”
“Mélisande,” said Diana.
“Oh, yeah. That’s right. Mayli…whatever. She knew how to keep you in check, didn’t she?”
“So… Are you going to be a good girl today, Bobby?” asked Diana. “Oh, I do hope not!”
And they burst into raucous laughter.
Eleanour seemed to have had a fair amount to drink already, and was beginning, after the initial shock, to gain confidence. She addressed Kaiya.
“Darling, would you mind if I had a look at your outfit?”
“Not at all, madam,” said Kaiya, pleasantly. Indeed, she rose from the sofa and presented herself in front of Eleanor. Her sudden proximity seemed to take Eleanor aback – she flinched, as if fearful Kaiya would draw her whip and strike her. But then, in her white leather shorts and boots, her dark face framed in glossy white latex, she did present a daunting spectacle. Kaiya, an amused smile on her lips, pressed home her advantage.
“Feel the leather, madam. It’s so fine and supple. So comfortable to wear.”
She slid her right leg forward between Eleanor’s knees. The top of her boot came half way up her thigh, leaving only a few inches of smooth brown flesh between it and the turned-up hem of her tight shorts. Eleanor hesitated, but seeing she couldn’t get out of it, touched the leather with trembling fingers. Even her friends at the table craned forward, while Chantal, standing at the end of the sofa, clasped her hands together and compressed her lips. Kaiya resumed her seat.
Their costumes, together with a little advice from Nicole, had bestowed a new confidence on the girls. For the first time they felt truly powerful – more than the fragile power held by any attractive young girl, a sort of inner strength and the confidence to make decisions for themselves. They had already made up their minds that they were going to be dedicated assistants in Nicole’s dungeon, and learn the business. They had discussed it, and realised that unaccompanied, their beauty and youth, which they had previously considered their greatest assets, could also be potential weaknesses. They were already studying with a view to becoming self-employed entrepreneurs, but they now wanted to learn the practical side of the dominatrix business, to enable them to understand how to use men to their own advantage, and to remain impervious to romantic advances. In short, it would grant them power and independence. Even women such as these, twenty years older than them, would have to treat them with respect.
Bobby took advantage of the distraction to touch his nipples, which were throbbing furiously. They felt smooth and slick. Glancing down, he realised the pink lip gloss had rendered them shockingly conspicuous under the thin, translucent mesh of his blouse. But the worst thing was that they were the source of sexual arousal in a way he had never experienced before. The pressure inside his boy-ball had become severe, and though of course the container was quite rigid, nevertheless it could still quiver and twitch, lifting the front of his skirt slightly. Barbara had noticed this, and was regarding the phenomenon with some amusement. Bobby returned her smile with a look of desperate discomfort.
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on September 20, 2024, 04:00:10 PM »
Bobby went to get in the front of the car, but Kaiya took him firmly by the arms and steered him into the back seat. He noticed two riding whips on the back shelf. She sat on his right, Barbara on his left, the tops of their boots pressing against his bare thighs. Nicole laughed.
“You look sensational, Bobby. Eleanor’s going to be so happy. Be there in fifteen minutes.”
The girls had picked their rucksacks up off the floor, and were rummaging in them. Bobby noticed what looked like a couple of pink dil-dos or something in Barbara’s. But that’s not what they were after. Out came gloves and long hoods, Barbara’s in black latex, Kaiya’s in white. Bobby sighed. As they pulled the hoods over their heads and threaded their ponytails through the lipped holes, Bobby felt the pressure in his device building. And his nipples seemed to have swollen. They had become hyper-sensitive, and were brushing against the light material of his blouse, and driving him mad. Kaiya had got her hood right on now, and allowed it to snap firmly around her neck. He stole a glance to his right. Now she had produced a white studded leather collar, which she was buckling over it. The hood covered her whole head except for her face. He gulped. The vibration of the car, transmitted to his body by the latex flower deep inside, was making things worse. His device quivered, his nipples throbbed and itched. He was trembling slightly. They must have been able to feel it. He looked to his left. Barbara’s collar was spiked, and now she was pulling on a pair of short, fingerless latex gloves. Her nails were painted mauve. He could smell the scent of warm leather and latex, mingled with a heavy mix of perfumes. He caught Nicole peeping at him in the rear-view mirror. The pressure was almost painful. How was he going to survive the day?
Though apprehensive about the nature of Eleanor’s party, he was relieved when they arrived and he was able to escape the proximity of his two so-called protectors. When he stepped out of the car there was a gentle, warm breeze blowing, caressing his bare legs and fluttering his blouse. His body felt so free after spending so much time in the close, heavy pony suit. He smoothed down his little skirt, and indulged in a brief fantasy that he was really a girl. The thought brought with it a deep yearning for something indefinable. The girls picked up their little whips, and slipped them down the sides of their boots. Looking closely, Bobby saw that each right boot below the knee was equipped with a pair of stitched leather loops. Their whips slotted into these, retained by the handles which rested on the upper loop.
“That’s cool…”
“I know,” said Barbara. “That lady at Fantastex thinks of everything…”
“Come on, Bobby,” said Kaiya, taking his hand. “Let’s go in and meet the guests. No need to be shy.”
“I’m not shy, Kaiya… I was just thinking about something. But to be honest I’d rather just be with you guys… Stay close, won’t you?”
“Oh, that’s so sweet…” cooed Barbara. But Kaiya looked at him sympathetically, and gave his hand a friendly squeeze. “Sure. Course we will.”
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on September 20, 2024, 03:51:36 PM »
They were dressed similarly, but in contrasting colours – Barbara in black, Kaiya in a white outfit to set off her chocolate skin. They wore thigh boots, little tight leather shorts, neatly belted and each with a small belt-purse, spandex or satin cropped tops, and short, plain leather jackets. Their hair was brushed back and tied into ponytails.
“Hi. You must be Clarissa. I’m Kaiya…this is Barbara.”
“Nice to meet you girls…you’ve met Mellie…
“Yes. Wow, Bobby – you look great!” laughed Barbara.
Bobby opened his mouth to reply, but it stayed open, and no words followed. He was staring at their outfits.
“You like?” said Kaiya, cheekily. “Yes, of course you do.”
“I, er… I didn’t expect…”
“The Spanish Inquisition?” grinned Barbara. “No, nobody does…”
“No, I mean…are you going to be at the party too…?”
“Of course. We’re your guardians. You may need us.”
“Mummy? I like their outfits, don’t you?”
“Yes…very nice…”
“Can I…?”
Carissa interrupted her. “No - of course not. They’re only for grown-ups. As I’m sure you realise.”
Mélisande assumed mock sadness. “Oh…”
“Is Nicole outside?”
“She’s parked in the next street. She thought it would do Bobby good to walk to the car. See if people notice him.”
“I imagine the three of you together should attract a little attention. Out here in the sticks they never see a sight like that. Well, you’d better get going. Here’s the make-up… What’s the matter, Bobby?”
“I…my nipples are itching… What did you…?”
“Time to go. She put a hand against his back and propelled him towards the door.
“Bye, girls!”
“Bye,” they called back. “Bye, Mélisande!”
They watched them walk off down the street, people stopping in their tracks and turning their heads as they passed by. Clarissa laughed.
“What a delightful trio!”
“I like those girls, mummy…. I wish they were my friends too…”
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on September 20, 2024, 03:46:04 PM »
He followed them inside. Nicole picked up the box.
“Let’s do it in your room,” said Clarissa.
Nicole laid out the contents of the box on the bed. Bobby looked on, not without interest.
“Like it?”
“Oh, Bobby, what a pretty outfit!” exclaimed Clarissa. “You really need to indulge your feminine side now and then. Your aunt’s so clever!”
Bobby didn’t say anything, but ran his fingers over the leather skirt, and then gently touched the blouse.
“What’s this, auntie…?
He’d noticed the rubber harness, still in the box.
“I’ll show you.”
She pulled on a pair of surgical gloves, yanked off his towel, and made him step into it. She turned him around, lubed the flower plug, and slipped it in. She swivelled him back, stretched open the front aperture, and pulled everything through. She picked up his chastity device.
“Now, let’s see if it fits, shall we?” said Nicole. Now you’ll have to be contained, you understand, if you’re going to pull this off. Bobby took half a step back, but Clarissa, standing behind him, arrested any further retreat. He was soft from his bath, and it was a simple matter to pack everything neatly away.
“That’s a relief,” said Nicole, clicking home the slider. “I was worried he might not fit in.”
“Lucky you didn’t try in the morning,” murmured Clarissa, with a wink.
“Really? That’s a point. Bobby, You’ll have to stay like that overnight. Now it’s in I’m not risking taking it out again. Don’t play with it, please. I have the only release tool and it’s staying with me. Now keep still while I make it nice and neat and tidy.”
She took out a thickish round sealed packet, opened it, and produced a heavy white circular sheath. She stretched it open, and with an effort manged to slide it over the spherical device that contained his genitals. The rolled lip snapped tightly around the base of his pen-is, so that could be seen was a shiny white ball, about the size of a tennis ball. It quivered slightly, as if something inside was struggle to escape.
“There! Perfect! And completely inoffensive. Now, put on your panties… Go on! Good. That’s it. Okay. Now push your boy-ball through… There. Now let’s try on the skirt… That’s it. Perfect fit as well.”
“Cute skirt!” said Clarissa. “And it just hides his, er, boy-ball, did you call it?”
“Boy-ball. Yes. Oh, Bobby, don’t blush! Silly. Let’s get the rest of the outfit on…”
The women fussed with his new clothes. Once they were satisfied, they stood back to admire him.
“Sweet as a peach!” cried Clarissa. When you’ve got your makeup on you’re going to have to be careful of the boys!”
“You don’t know Barbara and Kaiya,” said Nicole, in an undertone. “He’ll need to be careful of them too.”
The next morning, after showering, Bobby was dressed by Clarissa in his room. Despite a certain amount of pressure in his boy-ball, he had learned not to mess with her, and cooperated whilst she fitted his harness and helped him into his outfit.
“There. I think you’ll do. Mellie’s having her breakfast. Let’s go and show her how you look.”
She ushered him into the kitchen.
“Taraa!”
Mélisande goggled. “Wow! Mummy! Bobby – you look beautiful! That outfit’s so much nicer than what you wore at Pitt’s Wood! I love it!”
She stared at the fine white puff-sleeved blouse, the stockings, and the bridal gloves. They made a striking contrast with his shiny skirt and shoes. She slipped out of her seat and ran over to admire him at close quarters.
“I love that blouse! And the skirt!” She stared, but the delight on her face began to fade. “Mummy, why can’t I have an outfit like that?”
“Mellie – you have lots of lovely clothes, but you only wear them to parties. Most of the time you live in your riding habit.”
“I know…but I don’t have anything like this. The skirt’s really cool. And it’s Sadie’s party next month…”
“All right, darling. I can buy you a new skirt if that’s what you want.”
“A leather one, like this?”
“Maybe. We’ll see. Now look, Bobby’s friends are coming to collect him. We only have an hour to do his hair and his makeup. So…”
“Come on then! I got out the makeup box Nicole left. It’s on the table in the lounge. Let’s do it!”
They decided to give him pigtails again – it would suit the slightly juvenile outfit. Clarissa combed his hair back from a central parting – it was rather too curly but she used a bit of gel - and braided it into two short tails, which she tied of with shiny pink ribbons.
“There. Now let’s follow the pink theme in his makeup. If you’d like to give him a tiny bit of pink blusher, I’ll do his eye-shadow. Look at this! Pink with sparkles. Don’t worry, Bobby, I won’t overdo it. Then I’ll do your mascara.”
“Can I do one eye, mummy? You can show me and I’ll copy what you do.”
Bobby looked at Clarissa and shook his head almost imperceptibly.
“Of course dear. Tell you what, why don’t you do the eye-shadow and I’ll do the mascara.”
That way it’ll at least look symmetrical, she thought.
Clarissa painted his lips carefully with pink lip-gloss. Nicole had even remembered earrings – a pair of silver clip-ons with dangly pink plastic moons. She let Mélisande choose and apply his scent, knowing she was bound to be generous with it, and stifling a snigger at Bobby’s reaction. Then he was almost ready.
“Why don’t you go and finish your breakfast, darling,” suggested Clarissa.
“All right, mummy. Can I answer the door when his friends arrive?”
“Yes, of course.”
“I wish I were going with him.”
“Yes, I’m sure you do. But it’s a grown-ups party, I’m afraid.”
“Could I take him to Sadie’s then?”
“Oh – as a girl you mean?”
“Of course, mummy!”
“Hmm. Let me think about that. Now off you go.”
Once she was out of the room, Clarissa fished the nipple-stick out of her pocket. She pulled up Bobby’s blouse.
“Hold that up.”
“W-what are you…?”
“Just do as you’re told!”
She applied the waxy stick to both nipples – then, as an afterthought, painted over it with pink lip-gloss.
“That should stop it wearing off,” she thought. “And it looks pretty too.”
She pulled down his blouse. There would be a short delay before it began to take effect, and the girls were due. She was just giving him a final checking over when the doorbell rang. MĂ©lisande went dashing through the room.
“They’re here!”
Clarissa heard the door open, and girls’ voices. Then Mélisande entered the room with a mischievous grin on her face, followed by the girls…
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on September 20, 2024, 03:39:31 PM »
It was the day before Eleanor’s party. Late that afternoon, Nicole loaded Bobby’s cardboard box into her car and drove to Clarissa’s. She smiled as she went along. She had been very happy with the girls’ outfits, and she was sure Bobby would be impressed too. She would pick them up the next morning, then collect him, and take all them straight to Eleanor’s. She had explained to Eleanor his persona would be much different from the brash little tart she had witnessed at Pitt’s Wood. Instead he would be a demure girl, pretty and refined, something to be ogled and petted, but definitely not interfered with in any way. At least, not directly. She hadn’t ruled out the use of delicate instruments, like feather dusters, paintbrushes, or even lightweight whips. In fact he was going to be so sweet and modest and shy, Nicole was slightly concerned he might try to hide from his admirers – so she had provided Eleanor with a few simple accessories to counter any such tendencies. But today she was delivering his outfit, and Clarissa had kindly offered to get him ready the following morning.
She arrived just in time to encounter Mélisande riding him in from the afternoon’s training.
“Hi, Mellie! How are you?”
“Fine, thank you, miss. And that you for his new tack! It makes him so much easier to steer. Doesn’t it, Bobby?”
Bobby made an inarticulate “ugh” sound. His rider, delighted at the ease which she could now wrench his head this way or that, hadn’t made much attempt to break him in gently, and now his jaw was aching. Not that he’d dare to tell her. Mélisande dismounted, and the ladies took him back into the stable for his shower. He was stripped off unceremoniously, his device removed, and left to soap himself whilst they sat and discussed plans for the next day.
“We’ll try his outfit on tonight, then,” said Nicole, “but I’m sure it’ll fir perfectly.”
“He’s going to look fab…”
“I think so. And you’ll do his makeup?”
“It’ll be a pleasure. Mélisande wants to help, of course. I’ll style his hair, too. And I’ll give his kit to the girls in case anything needs touching up during the day.”
“Great. Actually, I think he’s going to enjoy himself tomorrow. He hasn’t had the opportunity to dress up in lovely light, pretty clothes for some time. It was Barbara and Kaiya made me think that might be the way for him.”
“It might be, Nicole. But he’s a great pony, and I can tell you in the mornings he’s all boy!”
“Ah, yes, Clarissa. So… Have you been…keeping him out of mischief? I must say, I didn’t expect you to be quite so enthusiastic about it…”
“Really? Oh, yes, I love it…” she blurted. Then tried to row back. “I mean…that’s to say…well, it’s a necessity, of course, and I try to make sure he’s well and truly…you know…”
“Is once a day enough?”
“Not always, Nicole! Sometimes I have to do it two or three times! You wouldn’t believe how much… I mean, I suppose he’s at that age….”
Nicole laughed. “Sounds as though he’s having a great time. You too, maybe…?”
“I don’t know what your implying,” said Clarissa, colouring. “It’s not easy, you know, keeping him in check…”
“I was only joking darling. You’re doing a great job. It’s a lot of hard work, I know. But it won’t be forever…”
“Oh, I don’t mind… I don’t mind at all, Nicole. It’s nice to have a boy about the place. And Mélisande and he have become good friends. No, he can stay here as long as he wants as far as I’m concerned…” She lapsed in silence, staring into space.
Nicole raised an eyebrow but said no more. Bobby appeared at the door of the bathroom, wrapped in a towel.
“Here he is!” smile Nicole. “Bobby, let’s go in. I have some new gear for you to try on. No, don’t make a face. I think you’re going to like this outfit.”
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on September 20, 2024, 03:33:50 PM »
Back at Clarissa’s house, Bobby was being a model pony, and an obedient boot boy. He too had been under the illusion that Clarissa was a kind and somewhat naïve lady, but she had comprehensively disabused him of that notion, and he felt that the only tactic for survival – or at least for a tolerable existence – was to take every opportunity to demonstrate his obedience and eagerness to please both her and Mélisande. So now it was all, “yes, miss”, “right away, miss”, do you need your boots cleaned today miss?” and “miss, do you think my dressage is improving? I’m trying really hard…”
The afternoon of the visit to Fantastex, a motorbike courier arrived with a parcel. When Clarissa unwrapped it, she found a brand new pink leather bridle, and a new heavy hood of brown latex, complete with ears. But on this hood the built-in cheek-rings were dispensed with, and instead of an integral ball-gag there was an opening for the mouth. The steel cheek-rings were attached the bridle by a leather strap that encircled head and passed through guides on the vertical cheek pieces. Attached between the rings was the bit itself, a thick but flexible rubber cylinder narrowing at the sides to accommodate Bobby’s teeth. The leather strap could be easily adjusted with a buckle at the back of the neck. The reins could now attached direct to the bit rings, giving the rider much better control over her mount’s movement.
Clarissa smile. “Bobby’s going to have such a surprise! And so will Mellie. I won’t show them till tomorrow.”
Bobby had learned his lesson, and made sure to be awake and ready in the morning. Clarissa had settled on a routine of brisk efficiency. His complaints were silenced by a “no talking” rule. After toileting and an enema, in went his plug, secured by three (and a half) pumps, followed, as a matter of course, by a good firm milking, during which, on pain of a couple of strokes of the whip, he had to stifle any temptation to moan out loud. Clarissa rolled on a condom before she got started, so obviate messy accidents, and so that she could witness the results of her efforts. Bobby helped by presenting her with a good hard erection. Their interaction bred mutual affection, and he found her mere proximity aroused him. And for her part she used a kitchen clip to close the filled condom and popped it into the back of the freezer – as a record, she told herself. After the milking, on went his chastity device and sheath, his tail, then the saddle and girths, and finally his hood and bridle. But this morning, when Clarissa slid the heavy hood on, encasing his whole head, he was surprised to discover that as well as the eyes and nose aperture, this hood had a mouth opening too.
“Miss?”
“Shh. Yes, at last you’re going to have a proper bit, because you’ve finally learned how to keep quiet. Now hold still.”
She buckled on the head harness, then, squatting in front of him, threaded the two ends of the bit strap through the guides, reached round, and buckled them at the back of his neck, making sure the bit was firmly in his mouth.
“How’s that? Not too tight?”
He shook his head. With the bit over his tongue it was still difficult to talk. She clipped the short reins to the rings.
“There. Now why don’t you give Mellie a surprise? Wait for her outside – whoa, hold on, I haven’t finished. Wait for her outside, with her whip in your mouth, yes? Make her smile. Here…”
She placed Mélisande’s whip between his teeth.
“Got it? Right. She’ll be here in a couple of minutes.”
When she walked out onto the lawn, Mélisande whooped with delight. “Bobby! You clever pony!” He reminded her of a dog biting on its favourite stick eagerly waiting to go walkies.
“Mummy! You got what I wanted. Thank you!”
“Thank Nicole. She sent it over yesterday. I hope it’ll help.”
“It’ll be much better. I’ll be able to steer him properly now.” She took her whip from Bobby’s mouth. “Thank you pony!” she laughed, mounting him. “Let’s try out your new tack, shall we?”
And with one smack of her whip they were off.
The more you give, the more I can give back.
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