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11
Active Sissy Stories
/ Re: The Little Sisters of Gamma Delta
« Last post by BabyJay on December 10, 2025, 04:42:29 AM »
Delightful. Now the Delta Darlings are finally shopping for their frilly lingerie I hope the girls tempt them into buying the girliest and frilliest sets available in lovely pastel colours. Look forward to next episode.
12
Active Sissy Stories
/ Re: The Little Sisters of Gamma Delta
« Last post by sissyboy1212 on December 09, 2025, 08:54:50 PM »
Lace and Grace

       On Wednesday afternoon, the boys assembled in the quad. They quickly had realized they couldn’t 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 “Lace and Grace.” As they approached the cozy shop, the boutique’s 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. “Are we really doing this?” Nate muttered, his voice wavering.

       Milo tried a brave smile, “Let’s just
 get in and out, quick as possible.” 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, “Welcome to Lace & Grace.” She then asked with playful curiosity, “Are we shopping for our girlfriends today?”

       â€œOr maybe your sisters?” Becca chimed in, her voice teasingly sweet. “We have some beautiful sets for gifts, if you’re not sure what to pick.”

       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. “So, if it’s not for sisters or girlfriends, what brings you in today?” 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, “Actually
 uh
 it’s not for anyone else. We’re
 shopping for ourselves.”

       Anna’s brows shot up in mock surprise, and Becca’s lips curled into a knowing grin. “Oh really?” Anna replied, feigning innocence. “That’s so fun! You want some pretty things for yourselves?” Grinning, she pointed to a delicate pair of lavender panties on the nearest rack. She asked innocently, “What did you have in mind? Perhaps something soft and lacy like these here? Or maybe something a bit more sheer?” Her eyes sparkled as Owen’s cheeks turned a deeper shade of red.

       Nate attempted to explain, his face nearly as pink as the pastel bras on display. “Well, umm
 we already have some
 but we need more.” He added weakly, “It’s, uh, a sorority thing.” His feeble words hung awkwardly in the air. His explanation didn’t seem to explain much at all.

       â€œA sorority thing?” Becca asked teasingly, “I didn’t know boys could join sororities, but more power to you!” Anna couldn’t hold back a laugh, and Becca giggled with her, their amusement genuine but not unkind. With a wink, Becca said softly, “Relax boys, we’re Gamma Deltas—Madison told us you might stop by.”

       Anna added somewhat conspiratorially, “Just 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 ‘equipped’ in all kinds of frilly things that might match your anatomy!” She chuckled a bit more as she finished.

       The boys didn’t know whether to feel relieved or even more uneasy.
A moment later, Anna said, “Well let’s get started then! This is going to be such fun!” 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. “Alright, boys, drop your jackets,” Anna instructed, “we need to check your sizes—bust, waist, hips, and all that.”

       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, “Let’s get your bust first—stand up nice and tall, sweetie.”
 
       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.
13
Active Sissy Stories
/ Re: My Childhood in Diapers
« Last post by sonnysis on December 01, 2025, 01:07:15 PM »
Just want to add my appreciation for your writing BB. It’s like enjoying a parallel universe of human sexuality that I don’t need to physically experience, but can so easily fall into a make believe world to enjoy almost as well. ??🍷🥳
14
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 »
WOW! What a long and exciting read
15
Active Sissy Stories
/ Re: Peter was a petty criminal
« Last post by Howarth66 on November 28, 2025, 12:00:27 AM »
The Two ladies approached the girls said why you naughty little girls you will pay dearly for this firstly we are going to take you to the special part of the department store to arrange special cloths for you. You will learn to be girls even if I have to use more magic follow me if you know what is good for you the girls follow Lady Forrester with Judge Stickland bring up the rear. They entered the lift and Lady Forrester pressed the button for the top floor when they arrive there was a reception desk with a sign sexual training for girls. Peter thinks about the sign and has a lot of apprehension what was going to happen. Lady Forrest says right girls first an injection this will stop any incontinence temporary for the purpose of this punishment when the punishment is finished you will revert back to nappies and rubber knickers. A nurse came out an administered the injections to all the girls they were then escorted into a changing room the nurses quickly stripped them of their boy’s attire and took of the rubber knickers and diapers.
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 boys’ 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 boy’s underwear or clothing. Judge Strickland said right girls if you manage to dress like boy’s 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 men’s 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 men’s y front so he picks up one of the garments a put it on the he smiles that’s 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, red’s. 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 men’s trouser he just had to choose the vest. Next to the boy’s 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 boys’ 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 boy’s 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 ‘s was bushy blond poor old Mandy had been kept with a bald pussy no hair just a slit in full view.
16
Active Sissy Stories
/ Re: The Little Sisters of Gamma Delta
« Last post by sissyboy1212 on November 22, 2025, 09:56:08 AM »
The Evening's Close

       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 didn’t 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 tonight’s “initiations,” 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 Owen’s 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, “Does anybody still think this is going to be over in a month?”
 
       The silence that followed provided a clear answer.

       Nate finally sighed quietly, “Don’t forget to do your journals tonight, guys.”

       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 “Delta Darlings.”
17
Active Sissy Stories
/ Re: His Aunt Nicole
« Last post by Simonssister on November 21, 2025, 04:14:54 PM »
Chapter 283. 

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.
“Mummy
  Please don’t be angry.  I’m really sorry
”
“No you’re not.  And I’m not angry.  Actually I’m rather pleased.  You stood up for yourself.  You showed strength I hadn’t recognised.  I’m rather proud of you, darling.”
She stopped and gave her daughter a hug.
“We’re going to Roberts’ Tack Shop.  I want you to buy a couple of new outfits.  Nothing fancy, just good quality standard stuff.  You want to stay at Pitt’s Wood, right?”
“Very much
”
“I thought so.  So no more showing off.  Just fit in.  Do you get on with Miss Poole?”
“I think I do
now.”
“Then she doesn’t hold grudges?”
“Oh, no.  She’s not that sort at all.  She’s quite nice and ordinary
  Very down-to-earth.”
“Yes. I see.  I think I need to pay her a visit
  Explain myself.  Apologise.”
“Would you do that?”
“She sounds like someone I could do business with.  Also, I’m interested.  I’ve heard some lurid rumours about that place.  It rather intrigues me
   Anyway, after we’ve got you some gear I’ll drop you at school.  We can talk more tonight if you want to.”
“Thanks for understanding, mummy
” 
“I’m just glad we’ve straightened things out between ourselves.  As for Miss Poole, I’ll ring Pitt’s Wood and see if I can arrange a meeting.”

A phone call was all it took, and at three that afternoon the two ladies found themselves facing each other across Miss Poole’s desk.
“It’s good to meet you, Lady Middiford.  You have a very talented daughter.”
“I know.  You received my solicitor’s letter, I suppose?”
“Yes.  I’m very grateful
”
“You shouldn’t 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 lawyer’s first letter, which was sent without my approval.”
“Please, forget it.  Let’s put it in the past.  And please, call me Violet.”
“I appreciate your understanding more than I can say, Violet.  And please call me Edith.  Now, what about the girl who was dismissed?”
“Oh, I let her resign, and gave her a good reference, and three months’ pay in lieu of notice.  Don’t worry about her.  There had been other incidents.  And she’s working at another centre now.”
“I see.  That does make me feel a little better.  I was going to offer some money as compensation.”
“Not necessary, I assure you.”
“Well, in that case I’ll direct it elsewhere.  I understand you have a fund for less well-off children, for lessons and clothing.  How can I donate?”
“That’s very kind, Edith.  I can send you a link.”
“Please do.”  She paused.  “Can I ask you something?”
“Of course, Edith.”
“Well, I’ll be frank.  I’ve heard some quite unusual things about Pitt’s Wood.  I read in the paper something about a Ponyboy?  Is that the correct term?”
“Ah
our Ponyboy
yes, that’s right.”
“He gets ridden like a pony?”
“Yes
  He’s 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 rapport
”
“I see
  When I heard about it I found the idea rather amusing, for some reason.”
“Oh, you did?  I’m pleased.  Did Thomasina tell you about yesterday?”
“Yesterday?  Sunday?  What happened yesterday?”
“Ah
  Clearly she hasn’t.  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.”
“She did?” 
“Yes.  She’s 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.”
“She hasn’t mentioned it.  Not yet, at least.”
“Well I put her in charge of the pony rides, you see.  From now on our Ponyboy’s 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...”
“Goodness!  She didn’t say a word!  She’s such a modest girl.  Perhaps even a little shy
”
“Well, I know.  That’s 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?”
She scrolled through her phone and handed it to Lady Middiford, who stared, gasped, and stared some more.”
“Is that
?”
“Latex?  Yes, Edith.  I hope I didn’t overstep the mark.  But actually she adapted very well, and simply got on with her job.  I was so impressed.”
“So that’s what the smell was!”
“Sorry?”
“She must have been wearing it under her clothes this very morning!”
“Really?”
“The cheeky monkey!  Without telling me!”
“I thought it would suit her, and force her to overcome her self-consciousness.  She didn’t seem to mind the attention, anyway.  I’m sorry.  I should have consulted you first,  But
”
“No, Violet.  It’s fine.  I’m just amazed she had the confidence
”
“It fitted her like a glove.”
“I can see
  So, she was wearing it this morning, too
  Oh my god, she’ll be wearing it to school!”
“Really?  Oh dear
  She must like it more than I realised
”
“If her teacher finds out...  My goodness, how could she be so silly?”
“Well, she’s got good taste.  Our supplier – Fantastex – lives up to their name.  The latex is top quality.  They made Ponyboy’s 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, I’d be only too happy to get Cynthia – that’s the boss - to make her whatever outfits she wants.
“That’s very kind, Violet
  I never imagined my innocent daughter would
.”  She shook her head slowly.  “I mean, a latex catsuit?    Today’s been quite a revelation for me, one way and the other
”
“Well 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...”
“Modelling?  Modelling latex?  I need to get my head around this.  Wait till I see her tonight!  I’ll have some very pertinent questions for her
”
“Actually I think doing some modelling would really help her confidence.”
“Yes
  I suppose it would
”  She took a deep breath.  “Violet.  You mentioned the boot boys.  Thomasina told me something about them.  There’s two of them, right?”
“Well, yes.  Bobby and Timmy.  Actually they’re doing rather well
”
“Is it true that these boys
how old are they?”
“Seventeen.”
“Yes, seventeen. It is true that these seventeen-year-old boys are employed just for the purpose of cleaning and polishing riding boots?”
“Yes
  And other boots too, sometimes
”
“Which they do while the owners are wearing them?”
“Usually, yes
”
“On their knees?”
“Well
yes
”
“What are they like?”
“Well, Edith, if you care to take a look at that picture on the wall behind the door
  Yes, that one with the red frame
  You’ll be able to see both boys wearing their uniforms
  They’re also made by Fantastex.”
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
then turned and smiled.
“It’s such a clever idea!  They must be very popular
  I can’t think of a better job for two good-looking young guys like that.  They look so sweet, too
”
“Yes.  It’s been good for the Centre, and the boys are well-paid, and that’s aside from the tips.  But in any case they enjoy their work, and are very polite and respectful.  Why don’t you book a session?  Just call at reception and book a date.”
“Oh, don’t worry.  Now I’ve heard a bit more about them, now I’ve seen this photo, I intend to.  This was your idea?”
“I’m afraid it was
”
“You’re a woman after my own heart.”
“We also hire them out by the day for general domestic service.”
“Excellent!  I used to employ a maid myself at one time
”
“Funny you should say that, but there’s an agency
  ESDS – Egerton’s Special Domestic Services – which might be just up your street.  This is run by another friend of mine, Cassandra Egerton.  Actually I’m a sort of partner.  The website’s private – you’d need to be an approved member – of course we can easily arrange that - but I can show you a brochure
”
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 maid’s uniform holding a feather duster.  She stared.
“Oh my god
  He’s so cute
  What’s his name?  Philip!  And this one inside
  Darren!  They’re so sweet!  So, I could actually hire these as maids?”
“What, Edith?  You want two?”
“No!  Now don’t be naughty, Violet.  You know that’s 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 wouldn’t 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.”
“I’ll speak to Cassandra and get you access to the site.  She’s away for a few days, so it won’t 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, I’m so glad you called in, and that you approve of our little projects.”
“Oh, Violet, so am I.  It’s 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.  I’ll invite you for dinner, if you’d like to come
”
“I’d love to.”
“Wonderful!  And tonight I’m going to ask Thomasina all about Sunday!  Especially about her new outfit!  Perhaps she was just too embarrassed to mention it
”


18
Active Sissy Stories
/ Re: His Aunt Nicole
« Last post by Simonssister on November 21, 2025, 07:25:39 AM »
Chapter 282.

Monday.  Thomasina’s 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. 
“What’s that smell?”
“Smell?”
“Sort of rubbery smell.”
“Probably something in the heater.”
“Hmph.”
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 couldn’t, 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 – especially the rich – 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.
“Lady Middiford, a pleasure to see you
and your fair daughter
”  (He had already forgotten Thomasina’s name.)  “Please
take a seat.  I trust you are both well
?”
“Thank you, Mr Pugilmain
  Very well.”
“May I ask
have you heard anything from, er
”  He consulted his file.  “Ah, yes, Miss Poole, is it?  As I said, we have had nothing as yet
”
“Of course not.  Not a word from that woman – horse-trainer, whatever she is.  Didn’t expect it.  Lowest of the low.  Probably a gypsy, by the sound of her.”
“Ah, yes
quite.  Well, then, let us proceed.  Your daughter here, er
”
“Thomasina,” piped up Thomasina, looking at Pugilmain with an amused expression, which for a moment confused him slightly.
“Ah, yes, Tommer
”
“Sina.”
“So, er, Tommerseener, all we need is your statement of the unfortunate events of that day in September.”  He tried to assume an expression of empathy, but as that was a quality entirely absent from his character, the attempt failed.  “I hope the recollection will not be too distressing.”
Lady Middiford was beginning to look impatient, no doubt recalling Mr Pugilmain’s hourly rate, so he started recording.
“Please go ahead.”
“I have to make a confession.  I apologise for wasting everyone’s time – and your money, mummy.”
This was said in the most unapologetic tone imaginable.  Indeed, it appeared that Thomasina was actually smiling.  Lady Middiford’s eyes widened slightly Pugilmain looked mildly surprised, but as yet unconcerned.
“I was probably rather distressed that day.  I may have exaggerated.  That’s 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 wasn’t 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, it’s me.  As for Miss Poole, she took immediate action.  It’s 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.”  (She particularly enjoyed mispronouncing his name, especially as that seemed to upset him even more than the substance of her statement.)  “Mummy, I’m 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 of
got out of hand
   Please understand
”

She hung her head.  Her mother peered at her.  She couldn’t tell whether she was about to cry
or whether there was a faint smile on her lips.  The rubbery smell seemed to have pursued them into Mr Pugilmain’s office.  Perhaps it had got into their clothes


Pugilmain looked at Lady Middiford with a sort of  “who can tell what goes on in young girls’ heads” expression.  It was a pity.  But at least he’s 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 daughter’s statement, he was interested how Lady Middiford would react.  He anticipated an explosion.

But she wasn’t stupid.  Pugilmain had sent the letter without running it past her.  She was not happy about that, and she didn’t like him much anyway.  His smugness reminded her of her ex-husband, who she had divorced eight years before.  And she couldn’t help feeling proud of Thomasina for having a conscience and being so courageous.  It seemed she had been growing up with her noticing.

“Right.  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 – which I didn’t like anyway.”
Pugilmain looked offended, but she ignored him.
“And this time please copy me the draft before you send it.  It’ll 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.  I’ll deal with the rest.”
“But Lady Middiford, I think we need to be very careful what we say
”
“No.  Don’t be careful.  Just do as I’ve asked.  Come, Thomasina.  We need to do some shopping before lunch.  By two, please, Mr Pugilmain.  No later than two.  Good morning.”
19
Active Sissy Stories
/ Re: His Aunt Nicole
« Last post by Simonssister on November 21, 2025, 04:48:54 AM »
Chapter 281.

Tim’s Sunday was a lot less tiring than Bobby’s, 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.
“Teri – you can go make all the beds, clean the toilets, and then it’ll be time to for our coffee-break and for you to start preparing lunch.  So after you’ve done the chores you can change into your kitchen maid outfit, there’s a good boy.” 
“Yes, miss.”
He departed.  She winked at Tim.  “I know I should call him “girl”, but sometimes “boy” is more embarrassing for him.  A lot of his mistresses call him boy.  One of them – Mrs Baker, I think – she’s a regular – always calls him “boy” or “little boy”, accompanied by a disparaging sneer.  It’s 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 he’s almost in tears!  I pretend to sympathise, but when I hear the things they’ve done
  I find it quite exciting.  Do you think that makes me as bad as them, Tim?”
“No, miss.  I fink Teri likes you betterer than any of ‘em
”
“Did he tell you that?  Good boy
”
“That’s because most of them are so nasty,” laughed Priscilla.  “Nicola here’s an angel in comparison.  Remember that lesbian woman?  The tennis player?  He made some minor faux pas – they were out shopping in some posh clothes shop, Teri wearing his maid’s outfit with a chastity device and no panties – 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!”
“Of course we remember,” said Serena.  “That was out of order, though.”
“Maybe – but I bet he was on his best behaviour for the rest of the day!”

Tim was beginning to feel seriously alarmed.  This didn’t 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.
“Don’t worry, Tim,” said Serena.  “It won’t always be as bad as that.  It just depends who you get sent to.  In any case, you won’t be put on the website until we’re satisfied you’ve been trained to a sufficient standard.  I’m sure you’re a quick learner, so it shouldn’t 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.”  She turned to the others.  “Shall we get started?”

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.
“Come stand on this please.”
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.
“There.  This is our basic immobiliser.  It keeps you in one place so you can’t shift about or fidget or misbehave.”  She retreated to a armchair near the sofa and sat down.  “Now first of all we’re going to test your suitability for the post of housemaid.  Please answer our questions promptly and honestly.  We’ll take it in turns.  Nicola, would you like to begin?”
Nicola looked him in the eye, frowning.
“Boy?  Lift your skirt and show me your bloomers.”
“Wh
what?”
Nicola sighed.  “You heard.  Do it now!”
“But
”
She jumped up, walked over to him, lifted his skirt and slapped him hard on his bare thigh.
“Ow!”
She resumed her seat.  It was Margaret’s turn.
“What sort of butt-plug would you like today, boy?  Egg-shaped or pen-is-shaped?”
Tim stared at her open-mouthed.
“I
” was all he could say.
“Wrong answer!”
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 Priscilla’s turn.
“Do you like to suc-k coc-k, Tim?”
Tim blushed and began to stammer.
“S-suc-k
?”
“suc-k coc-k.  Do you like suc-king coc-k?”
“Er
”
Priscilla went to rise.  Tim’s thigh was stinging.  He chose the easier option.
“Y-yes,” he said, hurriedly.”
Priscilla leant back again.
“Yes what?”
“Y-yes
  I like to
s-suc-k coc-k
”
It was Serena’s turn.
“Do you suc-k Bobby’s coc-k?”
Tim took a deep breath.  “N-no
”
“But you are going to, aren’t you?”
A pause.  “Y-yes
”
“Will you wear one of your maid’s outfits?”
“Y-yes
”
“And may we watch?”
“Y-yes
”
“Good boy.  Then we’ll book a session at the boot parlour, and bring you a maid’s dress.  Maybe the one you’re wearing, maybe a cuter one, with a little skirt that lets you show your pretty bloomers.  Would you like that?”
“Y-yes, miss
”
“Would you like it a lot?  How much?”
“Y-yes
a lot
”
“Because you often think about it, don’t you?”
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...
“I’ll take that as a yes.”

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.  “Yes, miss.”  “Right away, miss.”  “Anything you say, miss.”  “Thank you for punishing me, miss.”  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 hadn’t finished with him yet

20
Active Sissy Stories
/ Re: His Aunt Nicole
« Last post by Simonssister on November 20, 2025, 02:05:45 PM »
Chapter 280.

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 didn’t 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.
“What’s the matter with you today?” hissed MĂ©lisande, between customers.  “You had a rest.  Wake up, please.  If you don’t, it’ll only be worse for you.”

The event finally wound up about half-past five, and Thomasina, who still hadn’t been able to retrieve her clothes, made straight for Miss Poole’s office.  Miss Poole wasn’t 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.
“Thomasina, dear!  Do come in.  I’m late?  Oh, so I am.  Sorry.  Busy day, you know
”
She unlocked the door and ushered her in.
“Take a seat.  Now what an I do for you?”
“But
  You asked me to come to see you
”
“Oh, dear.  So I did.”
“And 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 can’t go home on the bus like this.  And what will mummy say?”
“She might say how pretty you look, mightn’t she?”
“My mother?  You don’t know her.  She insists I always dress modestly, to avoid unwanted attention.  She would have a heart attack if she saw me in this!”
Miss Poole raised an eyebrow, and inwardly expressed the hope that that might be true.
“Don’t you think you’re making a fuss over nothing?  Several of our members wear latex for riding out in bad weather.  You should try it.  It’s practical and really quite innocuous.”
“But it’s rather
fetishistic, isn’t it?”
“Look at what you normally wear.  Everything just so, all that designer stuff, the most expensive boots and breeches, Chanel gloves
  Isn’t that fetishistic in its own way?  That’s why that incident occurred.  That, and because you always capitulate when challenged.”
Thomasina’s face wrinkled up again, and her eyes gleamed with tears.
“Now Thomasina, darling
  Please don’t cry.  You can swear at me, call me an old bitch, if you like – I don’t care.  Just show some spirit.”
Thomasina looked up, startled.  For a moment she just stared, then she burst out laughing.
“Miss Poole
  I didn’t think I’d ever hear you
”
“Oh, I’m nothing special, dear.  I’m human too.  Chill out.  I’d really like to have you on my side.  I can see that under all that shyness and modesty you’re rather fun – and you could be quite feisty if you wanted.  Look, I have a problem.  Your mother is suing us for that incident
”
“I know!  I’m sorry.  I wish I’d never told her!”
“It’s all right.  It’s not your fault.  But it’s a problem for the Centre.  The last thing we need is to be accused of not looking after our members or staff.  I don’t 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 don’t want to get you into trouble
”
“You don’t have to.  I can fix this.”
“You can?  How?  Can you persuade her
?”
“No.  It’s very simple.  Tomorrow I have an appointment with the solicitor.  I have to make a statement about the incident.  I’ve been worrying about it for days.  Now I know just what to do.  I will make a statement, but I’ll say I provoked it.  I’ll say I hated that girl and wanted to find a way to get her sacked.”
“But that’s not what happened.”
“I know.  But that’s what I’ll say.  I’ll say I lied to mummy.  That it was my fault.  No, I’ve decided.  You’ve been straight with me.  It’s the least I can do.  This way they’ll have to withdraw their threats.  I hate those lawyers anyway.  Disgusting smooth bastards.  It’ll be a pleasure to see their smug faces drop.”
“Are you sure
?”
“Sure and certain.  You can stop worrying, Miss Poole.”
“Well
  I’m
very grateful.  It would be a load off my mind.  And the committee will be so relieved
”
“No problem.”
“Well then...  I guess we should get your clothes.  Shall we walk round to the House together?”
“Okay.”
They rose.  Miss Poole opened the door for her.  As they walked, Miss Poole figuratively opened another door for her.
“Thomasina
  I don’t know if this would interest you
  We have a sort of informal women’s 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 it
”
“Do you think I’d be useful, then?
“With your looks – and spirit?  I’m sure of it.”
“It sounds interesting
  Do we get to mistreat them a little
?”
“A little, yes
”
“Then
why not?”
“Excellent!”
“And don’t forget my video, will you?”
“I’ll do it tomorrow.  Ah, here we are.  I’ll get your clothes.”
“Thanks.  But you know what?  I’m going to keep this on underneath!  It feels kind of sexy, actually
”

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