Active Sissy Stories / Re: The Little Sisters of Gamma Delta
« Last post by BabyJay on December 10, 2025, 04:42:29 AM »
Active Sissy Stories / Re: The Little Sisters of Gamma Delta
« Last post by sissyboy1212 on December 09, 2025, 08:54:50 PM »
On Wednesday afternoon, the boys assembled in the quad. They quickly had realized they couldnât really postpone shopping for new lingerie, since they only had the one set each. Their Big Sisters had dropped strong hints about a particular boutique in the quaint college town with knowing smiles and cryptic encouragement. The task ahead felt daunting, and they exchanged uneasy glances as they set off together. Lingerie shopping was uncharted territory, and the prospect of selecting such intimate things made their cheeks burn with embarrassment and nerves.
The disquieted Little Sisters slowly made their way to âLace and Grace.â As they approached the cozy shop, the boutiqueâs window display sparkled in the afternoon sun. In the display window, delicate pastel bras hung alongside embroidered silk robes and a multitude of other dainty and feminine apparel.
Nate paused, uncertain. âAre we really doing this?â Nate muttered, his voice wavering.
Milo tried a brave smile, âLetâs just⊠get in and out, quick as possible.â Then Milo nudged Nate through the door first.
Every head seemed to turn at the soft tinkle of the bell above the door. Although there were only a couple of other customers, they were all surprised to see the four cringing college boys enter. The incredibly feminine space glowed with soft pinks and lavenders, and the air was thick with the scents of sachets and soft new fabrics. Velvet chairs and gilded mirrors enhanced the overall sense of feminine elegance.
Two of the store clerks, Anna and Becca, recognized the boys immediately from the moment they stepped in. They smiled mischievously at each other. They knew precisely why the boys were there. Anna, feigning ignorance, approached first and said, âWelcome to Lace & Grace.â She then asked with playful curiosity, âAre we shopping for our girlfriends today?â
âOr maybe your sisters?â Becca chimed in, her voice teasingly sweet. âWe have some beautiful sets for gifts, if youâre not sure what to pick.â
None of the boys knew how to say the words, so they just stood there in cringy silence.
Becca let the pained silence linger for a moment. Then, she exchanged a glance with Anna before adopting a mock-serious tone. âSo, if itâs not for sisters or girlfriends, what brings you in today?â she asked, eyes twinkling.
Milo fidgeted, shifting his weight from foot to foot, and Julian stared at his shoes. The boys exchanged desperate glances, each silently willing the others to speak up first. Finally, Owen cleared his throat and stammered, âActually⊠uh⊠itâs not for anyone else. Weâre⊠shopping for ourselves.â
Annaâs brows shot up in mock surprise, and Beccaâs lips curled into a knowing grin. âOh really?â Anna replied, feigning innocence. âThatâs so fun! You want some pretty things for yourselves?â Grinning, she pointed to a delicate pair of lavender panties on the nearest rack. She asked innocently, âWhat did you have in mind? Perhaps something soft and lacy like these here? Or maybe something a bit more sheer?â Her eyes sparkled as Owenâs cheeks turned a deeper shade of red.
Nate attempted to explain, his face nearly as pink as the pastel bras on display. âWell, umm⊠we already have some⊠but we need more.â He added weakly, âItâs, uh, a sorority thing.â His feeble words hung awkwardly in the air. His explanation didnât seem to explain much at all.
âA sorority thing?â Becca asked teasingly, âI didnât know boys could join sororities, but more power to you!â Anna couldnât hold back a laugh, and Becca giggled with her, their amusement genuine but not unkind. With a wink, Becca said softly, âRelax boys, weâre Gamma DeltasâMadison told us you might stop by.â
Anna added somewhat conspiratorially, âJust so you know, we have a surprisingly large clientele of trans women⊠and also quite a few adventurous and open-minded men⊠more than you might expect. So we are well âequippedâ in all kinds of frilly things that might match your anatomy!â She chuckled a bit more as she finished.
The boys didnât know whether to feel relieved or even more uneasy.
A moment later, Anna said, âWell letâs get started then! This is going to be such fun!â Her tone was warm, but her eyes danced with playful mischief.
Then, Anna and Becca led them over to some of the racks of frilly, lacy lingerie sets. âAlright, boys, drop your jackets,â Anna instructed, âwe need to check your sizesâbust, waist, hips, and all that.â
The boys reluctantly placed their jackets on one of the velvet chairs, and Anna and Becca set to work collecting their measurements. Anna started with Owen, wrapping the measuring tape around his torso. She smiled, âLetâs get your bust firstâstand up nice and tall, sweetie.â
Meanwhile Becca sized up Julian and remarked on his graceful build. The two clerks quickly got what they needed and began holding up delicate bra and panty sets on the cringing boys. They began a running commentary on which ones suited them best. The two sisters then began interrogating the boys on their preferences for colors, fabrics and styles. They insistently coaxed the Little Sisters to be more specific about the lingerie they wanted.
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 Iâm 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 me⊠Anyway, after weâve got you some gear Iâll drop you at school. We can talk more tonight if you want to.â
âThanks for understanding, mummyâŠâ
âIâm just glad weâve straightened things out between ourselves. As for Miss Poole, Iâll ring Pittâs Wood and see if I can arrange a meeting.â
A phone call was all it took, 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 monthsâ 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
âWell, Iâll be frank. Iâve heard some quite unusual things about Pittâs Wood. I read in the paper something 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 amusing, for some reason.â
âOh, you did? Iâm pleased. Did Thomasina tell you about yesterday?â
âYesterday? Sunday? What happened yesterday?â
âAh⊠Clearly she hasnât. Well, I should probably let her tell you. But she actually rode Ponyboy. She did several circuits of the courtyard of the Old House on him.â
âShe did?â
âYes. Sheâs a very accomplished horsewoman. She was a little free with the whip, perhaps⊠But Ponyboy was being a bit naughty. Probably thought he could take advantage of her. She soon put him straight on that.â
âShe hasnât mentioned it. Not yet, at least.â
âWell I put her in charge of the pony rides, you see. From now on our Ponyboyâs going to spend most Sunday afternoons giving pony rides for charity. So I thought she should see what it feels like to ride a boy-pony. I think she had quite enjoyed it, actually...â
âGoodness! She didnât say a word! Sheâs such a modest girl. Perhaps even a little shyâŠâ
âWell, I know. Thatâs why I decided to try to bring her out a little. So I gave her a special rather eye-catching riding outfit to wear for supervising the pony rides. Would you like to see a photo?â
She scrolled through her phone and handed it to Lady Middiford, who stared, gasped, and stared some more.â
âIs thatâŠ?â
âLatex? Yes, Edith. I hope I didnât overstep the mark. But actually she adapted very well, and simply got on with her job. I was so impressed.â
âSo thatâs what the smell was!â
âSorry?â
âShe must have been wearing it under her clothes this very morning!â
âReally?â
âThe cheeky monkey! Without telling me!â
âI thought it would suit her, and force her to overcome her self-consciousness. She didnât seem to mind the attention, anyway. Iâm sorry. I should have consulted you first, ButâŠâ
âNo, Violet. Itâs fine. Iâm just amazed she had the confidenceâŠâ
âIt fitted her like a glove.â
âI can see⊠So, she was wearing it this morning, too⊠Oh my god, sheâll be wearing it to school!â
âReally? Oh dear⊠She must like it more than I realisedâŠâ
âIf her teacher finds out... My goodness, how could she be so silly?â
âWell, sheâs got good taste. Our supplier â Fantastex â lives up to their name. The latex is top quality. They made Ponyboyâs pony suit, and they dress our boot boys. Tell her that if she intends to take a more active part in the life of the Centre, Iâd be only too happy to get Cynthia â thatâs the boss - to make her whatever outfits she wants.
âThatâs very kind, Violet⊠I never imagined my innocent daughter wouldâŠ.â She shook her head slowly. âI mean, a latex catsuit? Todayâs been quite a revelation for me, one way and the otherâŠâ
âWell she has a perfect figure. In fact Cynthia thought she'd be ideal for modelling some of their products. I don't know if she'd be up for that...â
âModelling? Modelling latex? I need to get my head around this. Wait till I see her tonight! Iâll have some very pertinent questions for herâŠâ
âActually I think doing some modelling would really help her confidence.â
âYes⊠I suppose it wouldâŠâ She took a deep breath. âViolet. You mentioned the boot boys. Thomasina told me something about them. Thereâs two of them, right?â
âWell, yes. Bobby and Timmy. Actually theyâre doing rather wellâŠâ
âIs it true that these boysâŠhow old are they?â
âSeventeen.â
âYes, seventeen. It is true that these seventeen-year-old boys are employed just for the purpose of cleaning and polishing riding boots?â
âYes⊠And other boots too, sometimesâŠâ
âWhich they do while the owners are wearing them?â
âUsually, yesâŠâ
âOn their knees?â
âWellâŠyesâŠâ
âWhat are they like?â
âWell, Edith, if you care to take a look at that picture on the wall behind the door⊠Yes, that one with the red frame⊠Youâll be able to see both boys wearing their uniforms⊠Theyâre also made by Fantastex.â
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 itâŠthen turned and smiled.
âItâs such a clever idea! They must be very popular⊠I canât think of a better job for two good-looking young guys like that. They look so sweet, tooâŠâ
âYes. Itâs been good for the Centre, and the boys are well-paid, and thatâs aside from the tips. But in any case they enjoy their work, and are very polite and respectful. Why donât you book a session? Just call at reception and book a date.â
âOh, donât worry. Now Iâve heard a bit more about them, now Iâve seen this photo, I intend to. This was your idea?â
âIâm afraid it wasâŠâ
âYouâre a woman after my own heart.â
âWe also hire them out by the day for general domestic service.â
âExcellent! I used to employ a maid myself at one timeâŠâ
âFunny you should say that, but thereâs 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! Now donât be naughty, Violet. You know thatâs not what I mean. 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. Well, they could serve drinks, I suppose... And do some dusting with those little feather dusters... But it would be such fun just having them around.â
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 in that picture I gave you - Tim's just starting maid training there. It takes 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 youâd like to comeâŠâ
âIâd love to.â
âWonderful! And tonight Iâm going to ask Thomasina all about Sunday! Especially about her new outfit! Perhaps she was just too embarrassed to mention itâŠâ
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
The more you give, the more I can give back.
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