Active Sissy Stories / Re: My Childhood in Diapers
« Last post by sonnysis on December 01, 2025, 01:07:15 PM »
Active Sissy Stories / Re: Peter was a petty criminal
« Last post by sissy servant 737-820-633 on November 28, 2025, 06:26:41 PM »
Active Sissy Stories / Re: Peter was a petty criminal
« Last post by Howarth66 on November 28, 2025, 12:00:27 AM »
All the girls Peter, Primrose, Clare and Mandy were naked they were placed in chairs and faced a big screen. Lady Forrester said time for you girl to watch a movie they all sat as the movie started there were flashing different colours made the girls feel dizzy as they got doper and doper Judge Strickland gave them a second injection this was to make them into sexy bimbos. The subliminal message was saying that they would choose the sluttish girly clothing even though they wanted to wear boysâ cloths that they would want to have sex with any girls they saw knowing they boy that had been physically changed into girls and as soon as they had climaxed, they would have a unbelievable need to dress back as diapered dependant toddler girls. Laid out on four different table was a set sexy underwear containing see through panties suspenders stockings and see through bra next each sexy item was a piece of boyâs underwear or clothing. Judge Strickland said right girls if you manage to dress like boyâs as you did earlier, I will immediately order that you can be changed back to your original male status, but if you fail, I will add time on your sentence as a diaper dependant toddler girl. The girls got up from the bench Lady Forrester got out a wand she waved it Peter hair ginger vagina got thicker the girl that had shaved vagina suddenly had hairy ones the girl could not stop themselves jumping up for joy singing I have a hairy vagina but their brains were say I want my pen-is back they were confused that they were so over joyed Lady Forrester smiled knowing it was part of the girls programming.
All the girls arrived at the table each had a section with their name on it. Peter looked at his first garments there was a plain pair of menâs y front type British superstore style next to the was a pain of emerald panty girdle with white lace around the top and leg openings the sort of firm control panty girdles the more mature ladies would wear except there was a large crotchless slit in the gusset which was also line with white lace. Peter thought no brainer menâs y front so he picks up one of the garments a put it on the he smiles thatâs one up on Lady Forrester he then looked in the mirror looking back at him was a young girl in a mature panty girdle and his ginger vagina look like the girdle was made for him. Peter looked around all the girls had chosen crotchless panty girdles with suspender straps all in different colours pinks, redâs. white. Peter thought perhaps he would have better luck with the next garment on the table a men white vest would not be so bad he could hide his knickers with menâs trouser he just had to choose the vest. Next to the boyâs normal white vest there was also a green see-through nylon bra this would show his breast to their full even the nipples would show through. Peter said not a problem pick up the garment but was confused again why was he use his hands behind his back to fasten the vest on and again when he looked in the mirror he saw he was in the bra. So, where the other girls next came the choice between boysâ socks or stockings you guessed it five minutes later Peter was look at his pale green stockings which he had fasten to the straps on his crotchless panty girdle he was looking more and more like a slut so were the other girls just in different colours. Next came pair of boyâs trainers or a shiny green pain of t bar Mary Janes before you could say Jack Robinson Peter had done up the Mary Janes. Peter looked around all them had failed they were dress looking like ladies of the night. Peter could see Clare bushy dark black pussy were as Primrose âs was bushy blond poor old Mandy had been kept with a bald pussy no hair just a slit in full view.
Active Sissy Stories / Re: The Little Sisters of Gamma Delta
« Last post by sissyboy1212 on November 22, 2025, 09:56:08 AM »
Later, when their first study hall finally ended, the boys packed up their things and made sure to take their new Gamma Delta study guides with them. The newly minted Delta Darlings dejectedly went back to change into their regular clothes. They were each acutely aware of the soft swish of their skirts and the gentle cling of lace against their skin. Nate gave a small sigh of relief as he tugged on his familiar jeans and hoodie. The coarse denim and loose cotton felt reassuringly ordinary, but the ritual of changing back into his regular clothes suddenly felt far from routine. The delicate lace beneath his clothes reminded him that he was still in uncharted territory, and it not for the first time of the evening he found himself having an unwelcome physical reaction to his frilly panties. Although they didnât discuss it, he was not the only one. Milo, always one to maintain a brave facade, moved with more composure. On the surface, he appeared somewhat less self-conscious as he neatly hung up his Gamma Delta study clothes.
Julian moved deliberately and seemed to linger a bit, hanging his skirt and blouse on their hangers with gentle care. His fingers traced the soft fabric almost wistfully. He blushed as he realized what he was doing. Owen changed rapidly, his face set. His motions were almost mechanical. He tried to ignore the persistent tickling of his lacy bra beneath his shirt, and his heart beat rapidly as the events of the evening crashed down on him.
As they left the Gamma Delta house, the boys walked in near silence as they became lost in their own thoughts. By going through tonightâs âinitiations,â they had each been awarded 10 points. They should have had 40 points, but their group total stood at 39 toward the goal of 1000 after Owenâs lost point. It seemed hollow, however, as they realized all the potential ways in their future to rapidly lose ground. The boys had the distinct impression that the Sisters had taken it easy on them since it was the first night.
Still trying to make sense of what they had gone through, Owen broke the quiet with a pointed question, âDoes anybody still think this is going to be over in a month?â
The silence that followed provided a clear answer.
Nate finally sighed quietly, âDonât forget to do your journals tonight, guys.â
Their first study hall evening had left them all feeling exhausted and spent. They seemed to heave a collective sigh to be reminded of yet another task ahead. They drifted slowly apart and trudged to their own rooms, trying not to be noticed in their still made-up faces. Each boy was acutely aware of the unfamiliar feel of mascara on their lashes and the faint shimmer of gloss on their lips. The fear of being recognized or called out by the other guys in the dorm sent their hearts racing. Every distant laugh, every creak of a door, made them tense, worrying that someone would catch sight of their prettily made-up faces. Once back in their own rooms, they all soon discovered that removing their makeup was a chore in itself. Even after some wiping, they found their cheeks still tinged with stubborn color and felt all the more exposed for it. Their makeup seemed to determinedly hang on despite their efforts. Then, they all reluctantly sat down to process their emotions and begin writing in their journals about being transfomed into âDelta Darlings.â
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on November 21, 2025, 04:14:54 PM »
Lady Middiford led the way out of the office, which was on South Kennett High Street. She turned left and walked briskly, saying nothing. Thomasina caught up with her and took her arm.
âMummy⊠Please donât be angry. Iâm really sorryâŠâ
âNo youâre not. And I âm not angry. Actually Iâm rather pleased. You stood up for yourself. You showed strength I hadnât recognised. Iâm rather proud of you, darling.â
She stopped and gave her daughter a hug.
âWeâre going to Robertsâ Tack Shop. I want you to buy a couple of new outfits. Nothing fancy, just good quality standard stuff. You want to stay at Pittâs Wood, right?â
âVery muchâŠâ
âI thought so. So no more showing off. Just fit in. Do you get on with Miss Poole?â
âI think I doâŠnow.â
âThen she doesnât hold grudges?â
âOh, no. Sheâs not that sort at all. Sheâs quite nice and ordinary⊠Very down-to-earth.â
âYes. I see. I think I need to pay her a visit⊠Explain myself. Apologise.â
âWould you do that?â
âShe sounds like someone I could do business with. Also, Iâm interested. Iâve heard some lurid rumours about that place. It rather intrigues meâŠâ
A phone call was all it took to arrange a visit, and at three that afternoon the two ladies found themselves facing each other across Miss Pooleâs desk.
âItâs good to meet you, Lady Middiford. You have a very talented daughter.â
âI know. You received my solicitorâs letter, I suppose?â
âYes. Iâm very gratefulâŠâ
âYou shouldnât be. What I did was unforgiveable. I realise that now, since my daughter opened up about it all. Miss Poole, I sincerely apologise for my actions, for which I take full responsibility. Also for the tone of my lawyerâs first letter, which was sent without my approval.â
âPlease, forget it. Letâs put it in the past. And please, call me Violet.â
âI appreciate your understanding more than I can say, Violet. And please call me Edith. Now, what about the girl who was dismissed?â
âOh, I let her resign, and gave her a good reference, and three months pay in lieu of notice. Donât worry about her. There had been other incidents. And sheâs working at another centre now.â
âI see. That does make me feel a little better. I was going to offer some money as compensation.â
âNot necessary, I assure you.â
âWell, in that case Iâll direct it elsewhere. I understand you have a fund for less well-off children, for lessons and clothing. How can I donate?â
âThatâs very kind, Edith. I can send you a link.â
âPlease do.â She paused. âCan I ask you something?â
âOf course, Edith.â
âIâve heard some quite unusual things about Pittâs Wood. I read in the paper about a Ponyboy? Is that the correct term?â
âAhâŠour PonyboyâŠyes, thatâs right.â
âHe gets ridden like a pony?â
âYes⊠Heâs the nephew of a good friend of mine. He has a regular rider, a girl called MĂ©lisande, the daughter of another friend. They have a real rapportâŠâ
âI see⊠When I heard about it I found the idea rather appealing. And then, Thomasina tells me, you also established something called a boot parlour? Run by a couple of boysâŠ?â
âWell, yes, we did. Actually itâs doing rather wellâŠâ
âIs it true that these boysâŠhow old are they?â
âSeventeen.â
â Yes, seventeen. It is true that these seventeen-year-old boys are employed just for the purpose of cleaning and polishing boots?â
âYesâŠâ
âWhich they do while the owners are wearing them?â
âUsually, yesâŠâ
âOn their knees like servants?â
âWellâŠyesâŠâ
âAnd they are required to wear special uniforms, I believeâŠâ
âWhat are they like?â
âThe boys?â
âWell, the boys, yes. But the uniforms?â
âWell, Edith, if you care to look at that photograph on the wall behind the door⊠Yes, that one⊠Youâll be able to see both the boys and their uniformsâŠâ
Edith rose and approached the picture. Bobby and Tim, both in their pageboy outfits, holding hands outside the boot parlour, and looking rather self-conscious. She stared at it for a long time...then turned and smiled.
âWhat a fantastic idea! I canât think of a better way for two good-looking young guys to spend their time. Thatâs such a sweet photo.â
âIâve got copies. Would you like one?â
âIâd love one! Thank you. So this was your idea, Violet?â
âYes. Itâs been good for the Centre, and the boys are well-paid, and thatâs aside from the tips. Why donât you book a session? Just call at reception and book a date.â
âOh, donât worry. Now Iâve seen them, I intend to. So good to see big strong boys like that usefully employed. And so good that they dedicate themselves to the service of the opposite sex. Some would baulk at that. I wonder⊠Do they offer any other services?â
âWell I like to leave that entirely to the discretion of the customer. They also do home visits.â
âReally? I wish Iâd known about this earlier. I have to confess, as a single woman, Iâve always wondered what it would be like to have a male domestic. Most of them arenât very presentable, but these guysâŠâ
âWell, funny you should say that, but I do know of an agency⊠ESDS â Egertonâs Special Domestic Services â which might be just up your street. This is run by another friend of mine, Cassandra Egerton. Actually Iâm a sort of partner. The websiteâs private â youâd need to be an approved member â of course we can easily arrange that - but I can show you a brochureâŠâ
She reached into a drawer I her desk and produced a leaflet, which she handed to Lady Middiford. On the front was a picture of a boy in maidâs uniform holding a feather duster. She stared.
âOh my god⊠Heâs so cute⊠Whatâs his name? Philip! And this one inside⊠Darren! Theyâre so sweet! So, I could actually hire these as maids?â
âWhat, Edith? You want two?â
âNo⊠You know thatâs not what I mean Violet. Either one would be lovely. And they look so happy! It would brighten my day just to have either one around. They wouldnât actually have to do anything. Just their presence would be enoughâŠâ
âIâll speak to Cassandra and get you access to the site. Sheâs away for a few days, so it wonât be till the end of the week. Actually Tim - he's the one on the right of the picture I gave you - Tim's just starting maid training there. It take about a month to get them to a sufficient standard, but then I hope he'll be on the website too. Oh, Iâm so glad you called in, and that you approve of our little projects.â
âOh, Violet, so am I. Itâs been such a pleasure to meet you. We seem to have so much in common. We must get together soon for a good old chinwag. Iâll invite you for dinner, if thatâs okay.â
âIâd love to come. And donât worry about Thomasina. Weâre going to take very good care of herâŠâ
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on November 21, 2025, 07:25:39 AM »
Monday. Thomasinaâs appointment was at ten. It was a chilly day, and she dressed herself warmly in leggings, boots, and a thick roll-neck jumper. Her mother drove her. The car warmed up. Lady Middiford sniffed.
âWhatâs that smell?â
âSmell?â
âSort of rubbery smell.â
âProbably something in the heater.â
âHmph.â
Caspar, Pugilmain and Snipe was a typical provincial firm of solicitors; three partners, two assistants, an articled clerk, the partners all with a self-satisfied auras of superiority and more or less unimaginative. They couldnât, for instance, imagine a client who thought she knew better than they, or who dared to challenge their decisions. For them, even the great and noble, even the rich â especially the rich â should come to them hats in hand, pleading for advice. Today their illusions of invincibility were about to be shattered.
The senior parter, Archibald (never dare to call me Archie) Pugilmain, showed them into his office with a cool motion of his well-manicured hand.
âLady Middiford, a pleasure to see youâŠand your fair daughterâŠâ (He had already forgotten Thomasinaâs name.) âPleaseâŠtake a seat. I trust you are both wellâŠ?â
âThank you, Mr Pugilmain⊠Very well.â
âMay I askâŠhave you heard anything from, erâŠâ He consulted his file. âAh, yes, Miss Poole, is it? As I said, we have had nothing as yetâŠâ
âOf course not. Not a word from that woman â horse-trainer, whatever she is. Didnât expect it. Lowest of the low. Probably a gypsy, by the sound of her.â
âAh, yesâŠquite. Well, then, let us proceed. Your daughter here, erâŠâ
âThomasina,â piped up Thomasina, looking at Pugilmain with an amused expression, which for a moment confused him slightly.
âAh, yes, TommerâŠâ
âSina.â
âSo, er, Tommerseener, all we need is your statement of the unfortunate events of that day in September.â He tried to assume an expression of empathy, but as that was a quality entirely absent from his character, the attempt failed. âI hope the recollection will not be too distressing.â
Lady Middiford was beginning to look impatient, no doubt recalling Mr Pugilmainâs hourly rate, so he started recording.
âPlease go ahead.â
âI have to make a confession. I apologise for wasting everyoneâs time â and your money, mummy.â
This was said in the most unapologetic tone imaginable. Indeed, it appeared that Thomasina was actually smiling. Lady Middifordâs eyes widened slightly Pugilmain looked mildly surprised, but as yet unconcerned.
âI was probably rather distressed that day. I may have exaggerated. Thatâs my excuse, anyway. But mummy? I think you also over-reacted. I know you must have wanted to defend me, so I understand. But whatever, I want to put the record straight. I was pushed around a bit, but upon reflection I think I probably provoked the whole incident. Those girls were always jealous of my expensive gear. It wasnât unnatural, considering how hard up most of them are. I did nothing to appease them. On the contrary, I flaunted my greater wealth and made them even more resentful. It was stupid and crass and mean, and I regret it sincerely. I got one of them sacked. At the time I was pleased. Now I realise that perhaps that was the outcome I was unconsciously hoping for. I feel responsible for the whole thing. If anyone is guilty, itâs me. As for Miss Poole, she took immediate action. Itâs quite unfair that we should seek to take legal action against her or the Centre. I apologised to her yesterday. We should withdraw that horrible letter that Mr Plugilman wrote.â (She particularly enjoyed mispronouncing his name, especially as that seemed to upset him even more than the substance of her statement.) âMummy, Iâm sorry if I bent the truth that evening when I told you what had happened. I wanted to put things right, but I was frightened that you would be angry with me. And then things sort ofâŠgot out of hand⊠Please understandâŠâ
She hung her head. Her mother peered at her. She couldnât tell whether she was about to cryâŠor whether there was a faint smile on her lips. The rubbery smell seemed to have pursued them into Mr Pugilmainâs office. Perhaps it had got into their clothesâŠ
Pugilmain looked at Lady Middiford with a sort of âwho can tell what goes on in young girlsâ headsâ expression. It was a pity. But at least heâs be able to charge for the letter of retraction. That would cost more than the letter of intent, involving as it would subtle, lawyerly rhetoric withdrawing threats whilst avoiding apologies. As to the daughterâs statement, he was interested how Lady Middiford would react. He anticipated an explosion.
But she wasnât stupid. Pugilmain had sent the letter without running it past her. She was not happy about that, and she didnât like him much anyway. His smugness reminded her of her ex-husband, who she had divorced eight years before. And she couldnât help feeling proud of Thomasina for having a conscience and being so courageous. It seemed she had been growing up with her noticing.
âRight. Now we know the position. Mr Pugilmain, please send a letter of retraction. A simple letter to Miss Poole asking her to ignore your first one â which I didnât like anyway.â
Pugilmain looked offended, but she ignored him.
âAnd this time please copy me the draft before you send it. Itâll be a short letter, so please do it this morning, email it to me, I will approve or amend it immediately and you can email it to Miss Poole. Iâll deal with the rest.â
âBut Lady Middiford, I think we need to be very careful what we sayâŠâ
âNo. Donât be careful. Just do as Iâve asked. Come, Thomasina. We need to do some shopping before lunch. By two, please, Mr Pugilmain. No later than two. Good morning.â
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on November 21, 2025, 04:48:54 AM »
Timâs Sunday was a lot less tiring than Bobbyâs, but almost equally uncomfortable. Back inside, it was time for him to receive some basic instruction in the duties of a housemaid. Nicola instructed Teri to leave them alone with him for an hour.
âTeri â you can go make all the beds, clean the toilets, and then itâll be time to for our coffee-break and for you to start preparing lunch. So after youâve done the chores you can change into your kitchen maid outfit, thereâs a good boy.â
âYes, miss.â
He departed. She winked at Tim. âI know I should call him âgirlâ, but sometimes âboyâ is more embarrassing for him. A lot of his mistresses call him boy. One of them â Mrs Baker, I think â sheâs a regular â always calls him âboyâ or âlittle boyâ, accompanied by a disparaging sneer. Itâs very effective. He hates going to hers. She always has her mates round, and some of them are really horrible to him! He tells me all about it when he gets home. Sometimes heâs almost in tears! I pretend to sympathise, but when I hear the things theyâve done⊠I find it quite exciting. Do you think that makes me as bad as them, Tim?â
âNo, miss. I fink Teri likes you betterer than any of âemâŠâ
âDid he tell you that? Good boyâŠâ
âThatâs because most of them are so nasty,â laughed Priscilla. âNicola hereâs an angel in comparison. Remember that lesbian woman? The tennis player? He made some minor faux pas â they were out shopping in some posh clothes shop, Teri wearing his maidâs outfit with a chastity device and no panties â and she stopped, pulled a butt-plug out of her handbag, bent him over the counter, and calmly popped it in in front of everyone!â
âOf course we remember,â said Serena. âThat was out of order, though.â
âMaybe â but I bet he was on his best behaviour for the rest of the day!â
Tim was beginning to feel seriously alarmed. This didnât sound like the rather embarrassing dress-up game he had hoped. His expression must have said it all, because the ladies all looked at him and sniggered.
âDonât worry, Tim,â said Serena. âIt wonât always be as bad as that. It just depends who you get sent to. In any case, you wonât be put on the website until weâre satisfied youâve been trained to a sufficient standard. Iâm sure youâre a quick learner, so it shouldnât be long. And if you always keep in mind the basic principles of politeness, total obedience and efficiency, your mistresses will have all the less reason to punish you.â She turned to the others. âShall we get started?â
While Priscilla, Nicola and Margaret sat down in a row on the sofa in front of the French doors, Serena left the room briefly and returned carrying a shiny circular steel disc about half a metre across. It looked quite heavy. She placed it in the middle of the room.
âCome stand on this please.â
Tim complied. In the centre of the disc was a little depression across which was a steel bar flush with the surface. Serena knelt down, attached pink leather ankle cuffs to his ankles, and joined with a fine steel chain which she slipped under the bar. She attached the ends to the cuffs with tiny padlocks.
âThere. This is our basic immobiliser. It keeps you in one place so you canât shift about or fidget or misbehave.â She retreated to a armchair near the sofa and sat down. âNow first of all weâre going to test your suitability for the post of housemaid. Please answer our questions promptly and honestly. Weâll take it in turns. Nicola, would you like to begin?â
Nicola looked him in the eye, frowning.
âBoy? Lift your skirt and show me your bloomers.â
âWhâŠwhat?â
Nicola sighed. âYou heard. Do it now!â
âButâŠâ
She jumped up, walked over to him, lifted his skirt and slapped him hard on his bare thigh.
âOw!â
She resumed her seat. It was Margaretâs turn.
âWhat sort of butt-plug would you like today, boy? Egg-shaped or pen-is-shaped?â
Tim stared at her open-mouthed.
âIâŠâ was all he could say.
âWrong answer!â
It was her turn to approach him. Tim tried to hold down his skirt, so she smacked his arm, then lifted his skirt and delivered an even harder smack, right on the same spot as Nicola. She resumed her seat. Now it was Priscillaâs turn.
âDo you like to suc-k coc-k, Tim?â
Tim blushed and began to stammer.
âS-suc-kâŠ?â
âsuc-k coc-k. Do you like suc-king coc-k?â
âErâŠâ
Priscilla went to rise. Timâs thigh was stinging. He chose the easier option.
âY-yes,â he said, hurriedly.â
Priscilla leant back again.
âYes what?â
âY-yes⊠I like toâŠs-suc-k coc-kâŠâ
It was Serenaâs turn.
âDo you suc-k Bobbyâs coc-k?â
Tim took a deep breath. âN-noâŠâ
âBut you are going to, arenât you?â
A pause. âY-yesâŠâ
âWill you wear one of your maidâs outfits?â
âY-yesâŠâ
âAnd may we watch?â
âY-yesâŠâ
âGood boy. Then weâll book a session at the boot parlour, and bring you a maidâs dress. Maybe the one youâre wearing, maybe a cuter one, with a little skirt that lets you show your pretty bloomers. Would you like that?â
âY-yes, missâŠâ
âWould you like it a lot? How much?â
âY-yesâŠa lotâŠâ
âBecause you often think about it, donât you?â
Tim turned bright red. But they all misunderstood. What Tim had fantasized about was the not him going down on Bobby, but on the contrary, Bobby....in his pretty dress...
âIâll take that as a yes.â
And so it went on, for an hour. More, since Teri seemed to be busier than anticipated. Tim soon learned to return positive and obliging answers. It was soon to become habitual. âYes, miss.â âRight away, miss.â âAnything you say, miss.â âThank you for punishing me, miss.â It was the first test of obedience, and training in total submission.
Eventually, Teri returned, wearing a slightly different blue uniform and blue latex gloves. Nicola ordered him into the kitchen, and followed behind. Tim was left standing on his plate like some sort of exhibit, and was ignored while Teri served coffee and cakes to the ladies. He was sure they hadnât finished with him yetâŠ
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on November 20, 2025, 02:05:45 PM »
From the point of view of popularity the pony-rides were a great success. Only fifty tickets had been issued, though idle spectators outnumbered participants by a ratio of about four to one, and their attention seemed to be about equally divided between the pony and the rather attractive girl in shocking pink stewarding the participants. A nice lady from a local paper took lots of pictures, and promised Thomasina, despite her desperate pleas for anonymity, to feature her in a quarter-page photograph in the events section. MĂ©lisande was busy helping the younger ones, demonstrating the correct use of the aids or leading Bobby around by the bridle. He didnât appear very sprightly that afternoon, and had to be given a good deal of encouragement, by way of whipping, kicking and spurring, to perform his duties.
âWhatâs the matter with you today?â hissed MĂ©lisande, between customers. âYou had a rest. Wake up, please. If you donât, itâll only be worse for you.â
The event finally wound up about half-past five, and Thomasina, who still hadnât been able to retrieve her clothes, made straight for Miss Pooleâs office. Miss Poole wasnât back yet, and she was left with a choice of sitting in reception or standing outside her door. She chose the latter, thinking it would be the quieter place, though as it turned out it was unusually busy that evening, with people passing to and fro every minute, all pretending not to be looking at her. But eventually Miss Poole reappeared.
âThomasina, dear! Do come in. Iâm late? Oh, so I am. Sorry. Busy day, you knowâŠâ
She unlocked the door and ushered her in.
âTake a seat. Now what an I do for you?â
âBut⊠You asked me to come to see youâŠâ
âOh, dear. So I did.â
âAnd Miss Poole? I asked my friend to go and collect my clothes, but she came back and told me the Old House is all locked up! I canât go home on the bus like this. And what will mummy say?â
âShe might say how pretty you look, mightnât she?â
âMy mother? You donât know her. She insists I always dress modestly, to avoid unwanted attention. She would have a heart attack if she saw me in this!â
Miss Poole raised an eyebrow, and inwardly expressed the hope that that might be true.
âDonât you think youâre making a fuss over nothing? Several of our members wear latex for riding out in bad weather. You should try it. Itâs practical and really quite innocuous.â
âBut itâs ratherâŠfetishistic, isnât it?â
âLook at what you normally wear. Everything just so, all that designer stuff, the most expensive boots and breeches, Chanel gloves⊠Isnât that fetishistic in its own way? Thatâs why that incident occurred. That, and because you always capitulate when challenged.â
Thomasinaâs face wrinkled up again, and her eyes gleamed with tears.
âNow Thomasina, darling⊠Please donât cry. You can swear at me, call me an old bitch, if you like â I donât care. Just show some spirit.â
Thomasina looked up, startled. For a moment she just stared, then she burst out laughing.
âMiss Poole⊠I didnât think Iâd ever hear youâŠâ
âOh, Iâm nothing special, dear. Iâm human too. Chill out. Iâd really like to have you on my side. I can see that under all that shyness and modesty youâre rather fun â and you could be quite feisty if you wanted. Look, I have a problem. Your mother is suing us for that incidentâŠâ
âI know! Iâm sorry. I wish Iâd never told her!â
âItâs all right. Itâs not your fault. But itâs a problem for the Centre. The last thing we need is to be accused of not looking after our members or staff. I donât quite know what to do. In the back of my mind I had some idea of threatening your mother back using the video. But I donât want to get you into troubleâŠâ
âYou donât have to. I can fix this.â
âYou can? How? Can you persuade herâŠ?â
âNo. Itâs very simple. Tomorrow I have an appointment with the solicitor. I have to make a statement about the incident. Iâve been worrying about it for days. Now I know just what to do. I will make a statement, but Iâll say I provoked it. Iâll say I hated that girl and wanted to find a way to get her sacked.â
âBut thatâs not what happened.â
âI know. But thatâs what Iâll say. Iâll say I lied to mummy. That it was my fault. No, Iâve decided. Youâve been straight with me. Itâs the least I can do. This way theyâll have to withdraw their threats. I hate those lawyers anyway. Disgusting smooth bastards. Itâll be a pleasure to see their smug faces drop.â
âAre you sureâŠ?â
âSure and certain. You can stop worrying, Miss Poole.â
âWell⊠IâmâŠvery grateful. It would be a load off my mind. And the committee will be so relievedâŠâ
âNo problem.â
âWell then... I guess we should get your clothes. Shall we walk round to the House together?â
âOkay.â
They rose. Miss Poole opened the door for her. As they walked, Miss Poole figuratively opened another door for her.
âThomasina⊠I donât know if this would interest you⊠We have a sort of informal womenâs club here, with Ellie and certain members of the committee and a couple of my friends and one or two of the stable staff. We like to have a little illicit fun, now and again. It often involves certain boys who shall for the time being be nameless. If you would like to be a part of itâŠâ
âDo you think Iâd be useful, then?
âWith your looks â and spirit? Iâm sure of it.â
âIt sounds interesting⊠Do we get to mistreat them a littleâŠ?â
âA little, yesâŠâ
âThenâŠwhy not?â
âExcellent!â
âAnd donât forget my video, will you?â
âIâll do it tomorrow. Ah, here we are. Iâll get your clothes.â
âThanks. But you know what? Iâm going to keep this on underneath! It feels kind of sexy, actuallyâŠâ
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on November 19, 2025, 03:25:44 PM »
After a few minutes they went inside, Clarissa leading the exhausted Bobby.
âIâm sorry darling, I had no idea this would happen,â she whispered. âWhatever was that all about? Do you like that girl or something? Anyway, Iâll get you sorted out. Thereâs about forty minutes before we have to head to the pony rides, so you can get a little bit of restâŠâ
Bobbyâs only response was a tired groan.
Thomasina was sitting on the bench, frowning, her flushed cheeks stained with tears.
âMiss Poole, I want to get changed. The door seems to be locked. Please unlock it so I can get to my proper clothes.â
âProper clothes? I donât know what you mean. What youâre wearing is your proper outfit for the rest of the day.â
âMiss Poole. When my mother hears about thisâŠâ
Miss Poole sat down beside her on the bench.
âYour mother? Oh, yes. Lady Middiford. Iâd quite forgotten. We must send her the video, mustnât we? Sheâll be so impressed. Zeta, could we have a look at some of the footage please? Come and sit with us.â
Zeta took her seat on the other side of Thomasina, who all of a sudden had become silent. She sat with hands clenched. Her anger and confidence had evaporated. She looked worried and frightened. Zeta held the camera in front of her and played some clips.
âThere we go,â said Miss Poole, cheerfully. âAh⊠There, thatâs the beginning. See how pretty you look in pink latex? You have a sweet body, my dear. Isnât it nice to show it off sometimes? Oh, now this is whereâŠthere! What did you do to make it do that? I think it was your spurs⊠You used your spurs, and out it popped!â
Thomasina gasped. âNo! I didnât do anythingâŠâ
âWell you were riding him rather hard, Thomasina. I think he was enjoying it in some rather perverted way. Or maybe heâd just taken a liking to you and he had no other way of expressing his feelings. Look at it bouncing up and down! You must have heard it spanking against his belly. We all could.â
âP-please⊠I didnât mean to⊠I mean, truly, I didnât⊠Please, Miss Poole, please⊠Please donât let my motherâŠâ
âThomasina, look. Donât miss this bit. This is where it happens. He stops, and⊠Oh my god, just look at it pumping! You really didnât realise? I find that a little hard to believeâŠâ
âI had no idea⊠I swearâŠâ
âI just love the way you sit there holding on, while heâs, well⊠I mean, what an exhibition! How long was that, Zeta?â
âLet me see⊠From the moment he stopped till he finally wilted⊠About a minute and five seconds.â
âWow! Thomasina! And you really donât even have a boyfriend? Goodness! Just donât ask to ride any of the stallions, will you, or goodness knowsâŠâ
âMiss Poole, you know I had no intentionâŠnone whatsoever⊠I mean, how could I possibly have foreseenâŠw-what was going to happenâŠâ
Miss Poole gave her a sly wink. âIt can be our secret, dear. No-one here will say a word, I can assure you.â
âNo, you have to believe me⊠I would never⊠Not anything like thatâŠâ
Her brow wrinkled, as if she was going to start crying again. âThat videoâŠâ
âOh, yes⊠Youâll be wanting the video, of course. Look, we need to get on. Could you pop into my office this evening? Any time after six. And we can discuss all this at our leisure.â
âOf course, Miss Poole. But what about this afternoon?â
âOh, yes. Letâs seeâŠone-twenty. We have a good half hour before the pony rides. Ellie? Are you ready for Thomasina?â
âYes, Miss Poole.â
âR-readyâŠ?â
âJust do what Ellie tells you, and there wonât be any need for you to worry about anythingâŠwhat you did just now, whatâs going to happen to the video⊠Iâll take care of everything.â
Thomasina looked at her questioningly. Miss Poole returned he gaze. There was a smile on her lips, but a warning in her eyes. Thomasina understood perfectly.
âYes, Miss Poole.â
Five minutes later she found herself standing on the crate. Ellie had called her friends, and the stable girls started arriving in groups of three, four or five. As each group caught sight of Thomasina, there were catcalls, whoops, whistles and laughter. Soon the courtyard was noisy with chattering, giggling girls, and the clicking of phones. Ellie stepped forward.
âYou all know Thomasina. Thomasina confessed to me that sheâs always secretly wanted to wear cool latex riding outfits like this, but never had the confidence. She asked me to arrange this show to see what you all thought. If you approve, who knows where it will lead? If you think it suits her, please raise your hand.â
The response was overwhelming, and accompanied by cheers, and shouts of âgo, Thomasina!â.
âThank you all so much. There, Thomasina. Unanimous. Brave girl! Now just stand there until itâs time for the pony rides, so everyone can get a good look. Come on girls. Come and check her out, come feel the quality of this amazing latex!â
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on November 19, 2025, 03:05:35 PM »
âCould you ride him?â
âHuh. Of course I could, butâŠâ
âShow me then. If you can really ride him, youâll be the only one apart from MĂ©lisande who can. Youâre a lot older than her. If you donât have the confidence, of courseâŠâ
The only thing that could elicit a passionate response from Thomasina was a disparaging comment about her riding.
âGet him outside and Iâll show you how much confidence I have.â
âAll right. Riding boots, helmet and whip. Youâre wearing spurs, I see. Excellent. You may need them.â
Zeta had already been filming. Now, as Thomasina pulled on her boots and hat, and picked up her whip, and everyone began to make their way out into the courtyard she paused the video and waited for the next chapter.
When everyone was outside Thomasina, blushing more than ever, climbed astride Bobby, fitted her feet into the stirrups, gathered up the reins, which she wound round her left hand, and gave him a smart whack with her whip. He shot forward at a brisk trot. Thomasina, still smarting from Miss Pooleâs comments, and feeling humiliated by her proximity to such a boy, employed heels and whip with unwonted vigour. Zeta had clear space to film the exciting spectacle, and she knelt down to get the best angle. But while Thomasina spurred Bobby on, Violet spurred her on.
âIs that the best you can do? MĂ©lisande has him going much faster - eh Clarissa?â
The first circuit was completed without incident. Whether it was the feeling of having a grown girl on his back for the first time, or whether he had a bit of a thing for her, Bobbyâs growing erection suddenly became too much for the zip, and it popped out, long and shiny and red, waggling beneath his tummy. Everyone gasped, but Violet gave them a look, and they hid their surprise. Thomasina was pushing hard now, and Bobbyâs erection was bouncing in rhythm with his paces, slapping audibly against his tummy. Thomasina must have heard, because once she looked down, but she probably assumed it was just his thighs brushing together.
âThere,â she said, breathlessly, as she embarked on the fourth circuit, âstill think I donât have the confidence?â
âI think youâve proved your expertise,â said Violet. âA couple more circuits, perhaps⊠Bobby seems to have a lot of energy todayâŠâ
It was at this point that Ellie remembered something. She slipped a hand into her pocket. There it was! The remote! Almost too late! As quickly as she could she dialled it up to maximum and hit the start button.
Bobby stopped dead. Thomasina lurched forward.
âStupid animal!â
She gave him three hard strokes, forcing him into a walk.
âWhatâs the matter with you? Go! Come on!â
She swung her heels back and dig her spurs into his flanks, He made a whining sound through his bit. And speeded up a little. As he passed Zeta she was amazed to observe his erection apparently vibrating visibly! She looked up at the others, standing in line with their backs to the stable. Ellie smiled and gave her a wink. She returned a delighted grin.
It was on the final circuit. He was directly opposite the spectators. He stopped suddenly, and made a strange muffled trumpeting noise, like a baby elephant in distress. Both he and Thomasina stared questioningly at the onlookers. Thomasina as if to say, âwhatâs going on with him?â Bobby as if pleading, asking, âwhy are you doing this to me?â Then his eyes closed and his lips parted in silent ecstasy. For a moment he was motionless, despite a jab from Thomasinaâs spurs, then he lurched, and his body undulated violently and rhythmically with wave after wave of orgasm. Thomasina had to gather up the reins and clamp her thighs around him, or she would have been unshipped. He stood there, shuddering and pumping c-um, filling the teat of his scarlet condom till it was swinging and dancing like a hooked fish, while Thomasina, tossed about helplessly in the saddle, looked at her grinning audience with bewilderment. Zeta had already moved in front of them, and was virtually lying on the ground, her eyes fixed on the display of her camera.
âThis is so coolâŠ.â she murmured, in the tone of a professional who has captured a scene to perfection.
As for Thomasina, it was only as Bobbyâs climax began to subside that the awful truth dawned on her. With a cry of disgust she leapt off his back and retreated to the side of the courtyard, her eyes fixed on her discarded mount, now quite spent and panting, with horrified disbelief.
Ellie turned off the remote in her pocket, and winked at Violet, who had watched the whole performance with calm, though smug, absorption. She turned to Thomasina.
âThat was a masterful exhibition of equestrian control, my dear. I commend you for your faultless technique â though I think you may perhaps have over-stimulated your mount. Please resume, if you would like â he seems to have almost regained his composureâŠâ
Thomasinaâs response was a glance, half of anger, half of fright, followed by a dash back into the stable to hide her burning cheeks and the tears welling in her eyes.
Clarissa went to follow her, probably with the idea of consoling her and blaming everything on Bobby, but Violet restrained her.
âGive her a few minutes. Then weâll get Bobby inside, and we can move onto phase two.â
âPhase two?â asked Clarissa, puzzled.
âSheâs going to spend the last half-hour before the pony rides begin standing on that little crate,â said Ellie, pointing at it. âIâve invited some of the girls to come around and see her, when I give them the word. Itâs the second phase of her training to overcome her shyness.â
âOhâŠI see⊠But surely thereâs no way sheâll stand up there like some exhibit in a museumâŠâ
âOh, she will, Clarissa,â said Violet. âYouâll see. Phase three will be the stewarding of the pony rides. She should have no alternative but to overcome some of her shyness. If not, we have other strategies.â
âGosh, Violet. You had this all planned out. What if she just ups and leaves, and never comes back?â
âThat is not an option, Clarissa. I assure you, she will stay. Indeed, she will stay for as long as I wishâŠâ
The more you give, the more I can give back.
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