Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on Today at 10:14:21 AM »
âThank you, Violet. No problems, I hope?â
âNot at all, not at all. I just wanted to run something past you, thatâs all. You probably wonât be interested. I know how busy you are with coaching these daysâŚâ
âOh, itâs not bad. Just whipping them into shape, thatâs allâŚâ
Violet allowed herself a wry smile, and glanced at Charlotteâs long dressage whip.
âReally? Well, that leads me neatly to my subject. Iâll be frank. We donât have any secrets from each other, after all. Thomasina Middiford.â
âOh! The talk of the stables! Have you heard the rumours?â
âI probably started some of them, dearâŚâ
They giggled like schoolgirls.
âSo, what about her. Sheâs out there now, in the field, giving a group of newbies a tour. Today itâs yellow latex. You should see their faces!â
âI bet. Well, Iâll tell you. Coco â you know Coco â suggested I use her to help out Bobby in the boot parlour.â
Charlotteâs eyes widened. âWhat a good idea! The poor boyâs worked off his feet. I was there a couple of days ago and the waiting room was so busy! So⌠Would you have her working alongside him, orâŚâ
âI was thinking of a trial period first, just giving her one day a week by herself. But Iâm rather afraid of leaving her alone with the boys. You understand?â
âAbsolutely. They could eat her alive!â
âWell, I was rather hoping it would be the oppositeâŚâ
âViolet! Really!â
Another outburst of giggles.
âIt would just be a trial period. But I have no-one I could ask to superviseâŚâ
âWhich day were you thinkingâŚ?â
âMaybe Wednesday. Give Bobby a mid-week break.â
âWould you like meâŚ?â
âWould you? If only till I found someone elseâŚâ
âOh, I might be in for the long haul. Depends howâŚentertaining it proves to beâŚâ
âIâm so gratefulâŚâ
âNo need, Violet.â She licked her lips. âI like a bit of live action. If youâre content to put me totally in chargeâŚâ
âOf course!â
âThen letâs give it a go. It could be fun. Iâll be like a mistress of ceremonies⌠Maybe I should bring my bullwhipâŚâ
âIâm sure your dressage whip will be more than enough to keep everyone under controlâŚâ
âYouâll keep her in latex catsuits?â
âFor the time being. I should ask Cynthia to come up with some new designs⌠And perhaps a cap. What can I call her? Coco suggested âboot slutâ.â
âI like it. Or boot bitch. Letâs have a think. So weâre starting this Wednesday?â
âIf youâre free.â
âI canât wait. Iâll think about this further. I have to get going, but weâll speak again tomorrow, yeah?â
âYes. Okay, Charlotte. Thanks again. Oh, and if you see her on your way out, could you ask her to call in? Iâll give her the good newsâŚâ
Ten minutes later there was a nervous knock at the door, and in came Thomasina, resplendent in yellow latex and red riding gloves.
âY-you wanted to see me, miss?â
âThomasina! Sit down. Good girl. Yes, I have a new opening for you.â
âR-really, miss?â
âYes, dear. Iâd like you to assist Bobby in the boot parlour. You start on Wednesday. Initially there will be a trial period when youâll be working alone. Donât look so worried, dear. Charlotte Macilveney has generously offered to supervise. Isnât that good of her?â
âCharlotte M-Macilveney? The dressage specialist?â
âIndeed.â
âB-but⌠I donât have any experience⌠Nanny always used to clean my shoes when I was a little girlâŚâ
Violet leant back in her chair and regarded Thomasina with smug satisfaction.
âBut now youâre a grown-up girl, Thomasina, and youâll be cleaning othersâ boots. Youâre the ideal candidate. If things work out Iâll get you some, er, appropriate uniforms. For the time being just wear one of your catsuits. This one is nice, actually. I havenât seen you in yellow before. You should find it very rewarding work. We can discuss your contract and remuneration after the trial period. Any questions?â
She knew there was no point in arguing. Between the collections of Miss Poole and her erstwhile friend Emily Laidlaw there was enough material to ruin her life. She adopted a submissive tone.
âD-do I get any training, miss?â
âYou can go and watch Bobby tomorrow. While youâre there you can also supervise the waiting room. I gather itâs very busy at present. Make sure everyone has their turn.â
She said this with a mischievous smile, envisaging her in her latex catsuit trying to control a roomful of unruly teenage girls. She sat silently looking at Thomasina for a whole minute, enjoying the way the latex clung to her figure, and imagining the reaction of the stable lads when they found out she was the new boot assistant.
âYes, perfectâŚâ she murmured.
âS-sorry, miss?â
âYou can go now, Thomasina. Are you going home like that, by the way?â
âN-no⌠Mummyâs picking me up today.â
âAh. PityâŚâ
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on Today at 10:00:03 AM »
Miss Pooleâs eyes were sparkling as she dismissed Coco.
âCoco, you may have solved my problem. But Iâll have to sort out the details before I can be sure itâs viable. Thank you so much for your input. Iâll let you get back, now, but I promise to keep you in the loop.â
âThank you, Miss Poole. My pleasure, I assure you.â
And she withdrew with an even smugger than usual expression on her face.
Miss Poole turned to Emily.
âEmily, what do you think? I feel stupid that it never occurred to me. I was thinking just in terms of boys.â
âWell thereâs absolutely no reason why not.â She laughed. âEqual opportunities and all that. The lads will be delighted, and I bet a lot of the women will choose her too.â
âDo you think so?â
âOh, Iâm certain. It will add another dimension to the whole experience.â
âHow do you think sheâll react to the suggestion?â
âSheâll do whatever we tell her to, Violet. Ever since she saw the video of that first party⌠She was terrified mummy might find out what a naughty girl she was. Look, weâve already got her parading around everywhere in latex. Iâve watched her. Sheâs often deeply humiliated. But I honestly believe she gets a kick out of it. Those burning cheeks are partly embarrassment, partly arousal. Whatever her outward reaction, Iâd be willing to bet that inwardly sheâd be in a ferment of excitement and fear.â
âThatâs so interesting. I hadnât thought of her in quite those terms, but it makes perfect sense. Sheâs had a very sheltered upbringing, always had to be well-behaved and deferential to her elders, but harbours a powerful sex drive. Itâs a perilous combination â for her, I mean...â
Emily Laidlaw smiled. âBut itâs great for usâŚâ
âYes⌠But we have to be very careful here. There must be no possibility or even hint of abuse. You know what some of those lads are like⌠No. she must be willing and ready.â She looked thoughtful. âInitially, perhaps we should allocate her one weekday. Bobby can have a day off. Heâd be so happy. Say Wednesday. But I would want to appoint a supervisor, to make sure the rules are strictly observed. Someone everyone respects⌠Someone with authorityâŚâ
âDonât look at me, VioletâŚâ
âNo. Donât worry⌠I know how busy you are.â
âNot that it wouldnât be funâŚâ
âIâm sure. Just like one of your parties.â
âShhâŚâ
âYou know who would be great? Though Iâm not sure she would agree, or even be available.â
âWho?â
âCharlotte Macilveney.â
âThe dressage queen? Wow. Sheâs very young.â
âSheâs twenty-four.â
âRight. Sheâs incredibly popular. Would she even consider such a menial position?â
âI know Charlotte a little better than you, Emily. Donât ever tell anyone, but sheâs a client of ESDS. Sheâs quiteâŚhow can I put it? Broad-minded.â
âThe county dressage champion. I had no ideaâŚâ
âIâll give her a call. Sheâs coaching here today. Sheâd be perfect, of course. But I doubt sheâd agree.â
âYou never know⌠Sheâs a formidable young woman⌠And a dressage whip is a great persuaderâŚâ
Violet Poole got on the phone as soon as Emily had left.
âCharlotte⌠Itâs Violet. Yes, well, thank you. You? Excellent. Would you have ten minutes to spare after work? About fourish? Great. See you then.â
Charlotte knocked at Miss Pooleâs door just after four.
âCome in! Charlotte⌠Thank you for coming at such short notice. Now have a seat. I wonât keep you a few minutes.â
Active Sissy Stories / Re: The Portrait of Edward Gray
« Last post by bonzodoug on Today at 12:26:06 AM »
Will they notice he is getting excited?
What will they do about it?
Active Sissy Stories / Re: The Portrait of Edward Gray
« Last post by ace on Yesterday at 08:45:08 PM »
Keep up the good work Sis.
Ace
Active Sissy Stories / Re: The Portrait of Edward Gray
« Last post by sissyboy1212 on Yesterday at 02:59:23 PM »
On the car ride home, Edward tried one last objection. âAunty Patricia,â he began from the back seat, choosing each word carefully, âDo I have to wear⌠my dress on Saturday? Couldnât I just wear something more⌠ordinary to the museum?â
Aunt Patricia glanced at him in the rearview mirror, clearly amused. âOrdinary?â she repeated. âMy dear,â she said with a chuckle, âwe are going into the city to attend a cultural exhibition, not running errands at the corner shop. And the goal is to help you develop that sense of âfeminine stillnessâ and appreciation for the fashion so important to your portrait!â She warmed to the subject almost immediately. âA well-mannered child must learn how to conduct himself properly in public places, and that of course means dressing appropriately for the occasion.â
Edward sank back against the seat, feeling the weekend closing around him. The museum had already seemed endless in his imagination, but now it seemed to stretch even longer. Edward stewed for the rest of Thursday and all day Friday at school. Normally, he would be eager for the freedom of the weekend, but instead he only dreaded Saturday morning and the looming trip to the city.
After school on Friday, his mother scrubbed him clean at home as if he were headed to a portrait sitting right then! She explained it was so they wouldnât have to do so much to get ready when Aunt Patricia arrived on Saturday morning. His aunt had insisted they get an early start, and she would come to collect them first thing. His mother even washed and conditioned his hair, and then as he sat with a towel wrapping his damp hair, she took extra time to clip and file his nails for a pretty manicure.
When Edward awoke Saturday morning, he immediately noticed the fresh coat of pale pink polish and shiny clear topcoat his dainty nails now sported. He sighed deeply and pulled the cover back over his head. He didnât want to get up. He of course was gloomily resigned to wearing his pretty pink dress again today to the museum for all the world to see. He was surprised when he heard Aunt Patricia arrive even earlier downstairs than he had expected. He hadn't even brushed his teeth!
Before he knew it, Aunt Patricia and his mother entered his room to help him get ready. He was still in his pajamas, and he couldn't help but notice that his aunt seemed to cast a disapproving look at them, as if she could barely resist tossing them out. Edward silently winced as he saw she was carrying a gray garment bag, and his mother was holding a white box tied with a yellow bow.
âYou made such a fuss the other day about wearing your lovely pink dress, so I decided we could switch things up today!â She smiled as she said, "you won't have to wear it after all!"
Edward's eyes were now locked on the garment bag, and his stomach tightened as his aunt unzipped it.
âA small improvement,â she announced as she held up the garment. Edward was chagrined to see a lovely yellow party dress, softer and much more elaborate than the pink one, with a lacy collar, puffed sleeves, a satin sash, and tiny embroidered flowers scattered near the hem. His mother took the lid off the box as well to reveal a very lacy pair of yellow satin panties, some very frilly white ankle socks and a fancy yellow hairbow trimmed in lace scalloping. âFor variety,â Aunt Patricia explained, ânow you wonât have to wear the same outfit every time!â
Edward stared at it forlornly. âWasnât one dress enough, Aunt Patricia?â he asked softly.
Even this mild hint of protest seemed to perturb his Aunt Patricia, and her nose crinkled slightly. âOnce I started looking, this one was simply too darling to pass up, sweetie,â she replied simply, âand you were the one who didnât want to wear your pink one today.â Then, with an aura of authority she said brightly, âLetâs get it on you.â
So he wore it all: the yellow dress, the lacy white anklets, and the yellow panties along with his black patent Mary Janes. It was all meant to put him in the right mindset, and it was all making him feel more visible than ever. Once buttoned into his dress, he sat meekly while his mother brushed his soft, conditioned hair and then clamped his new satin yellow hairbow sweetly in place. She protected the hairbow with her hand and spritzed him with some sweet-smelling hairspray. Again, his corset hugged his torso snugly beneath the charming yellow frock, and he couldnât help but notice that these panties tickled even more than his other pair. Aunt Patricia supervised these final touches with obvious approval.
Aunt Patricia gushed as Edward looked at himself in the mirror, and for a moment he could hardly look away. The yellow dress was brighter than the pink one had been, softer in color but somehow more visible. Its lacy collar framed his neck with a delicate whiteness, while the puffed sleeves rounded sweetly over his narrow shoulders and made his arms look smaller. The satin sash drew in at his waist before tying behind him in a fussy bow against his back. The skirt stood out prettily, brushing his knees in a light, swishing circle whenever he shifted his weight. The tiny flowers near the hem seemed almost childish. Edward blushed as he saw how incredibly girlish the lacy anklets, polished black Mary Janes, pink nail polish and dainty hairbow all looked together. From head to toe, he looked and felt so delicate and precious.
Aunt Patricia seemed practically delighted. She looked him over with open satisfaction, her eyes lingering on all his outfitâs charming details. âSo lovely, dear!â she exclaimed. âOh, Marian, just look at him. That color is perfect against his hair, and those sleeves are darling. I knew yellow would suit him, but this is even better than I expected.â Then she asked her nephew, with a smile that expected gratitude, âHow do you like your new dress, sweetie?â
Edward paused for a second, and he felt his cheeks begin to warm. The dress felt light but inescapable, as if every ruffle had to find the most girlish way to settle. He could feel the lace trim of his satin panties against his thighs and the snug Mary Janes on his feet. Wearing the socks instead of his tights made him very conscious of the air against his legs. The scent of the hairspray lingered.
His mother, seeing him flounder, said softly, âWhat do we say, honey?â
Edward gulped, his cheeks growing pink as he lowered his eyes to the glossy toes of his shoes. âThank you, Aunty,â he said shyly. âMy⌠my new dress is very pretty.â Saying it aloud made the truth of it more humiliating: âMY new dress.â The worst part was how naturally the mirror seemed to agree with him. The white socks made his exposed legs look slender, and the puffed sleeves gave him a delicate, almost doll-like silhouette.
Aunt Patricia beamed as she heard the answer she wanted. âYouâre quite welcome, my dear,â she said, resting her hand gently on his shoulder, âIâm so pleased that we have you appropriately attired now for our excursion.â She stepped back again and tilted her head to admire the sight of him. âHonestly, Marian, he looks like a little springtime flower, doesnât he? So fresh and polished.â
Her glee made Edward feel even more sissyish, because it was not merely the dress she appreciated. He knew he was rapidly becoming the sort of child Aunt Patricia wanted to display.
âTurn once for Aunty, darling,â she said in a sweet but firm tone, and Edward obeyed with a miserable little pivot, the skirt flaring around his knees. Aunt Patricia gave a pleased sigh. âAbsolutely adorable.â
Active Sissy Stories / Re: The Portrait of Edward Gray
« Last post by sissyboy1212 on August 08, 2026, 05:45:27 PM »
Thank you for your nice comments. I appreciate the encouragement and I hope you are enjoying the additions to the story.
FYI I added an image of Edward in his darling blue knee suit and his doting aunt to the first chapter of his story :)
Active Sissy Stories / Re: The Portrait of Edward Gray
« Last post by sissyboy1212 on August 08, 2026, 04:58:06 PM »
âLetâs get you settled back in, my dear,â Miss Vale interjected, âwe still have work ahead of us today.â
Once again, Edward was meekly placed and fastened back in his serenely girlish pose. As Miss Vale continued capturing the scene on canvas, Aunt Patricia seemed ever more animated. While she remained mostly quiet out of deference to Miss Vale, it was difficult for her to contain her satisfaction. She could not refrain from the occasional comment about his âfeminine stillness.â
Edward did his best to ignore everything around him and sink into himself. Miss Vale painted on, but eventually, gratefully, he reached the end of the session. Thankfully, he had the weekend ahead of him. He wouldnât have to pose for his next sitting until next week, and he was desperately looking forward to a break from dresses and ringlets. Although he was soon back in his darling pink frock and Mary Janes, he was relieved at least to be free of the heavy lilac velvet and all those petticoats.
As they prepared to leave the studio, Miss Vale spoke, almost as an afterthought, âI meant to mention this earlier, but there is a museum exhibit in the city that you all might find interesting in light of our current undertaking.â
âOh really?â Aunt Patricia asked curiously, âwhat is it about?â
Something inside Edward twitched with suspicion.
âWell,â Miss Vale explained, âitâs actually an exhibition on period Victorian fashion, and itâs very well done. Itâs called âVictorian Elegance: Womenâs Fashion of the 19th Centuryâ and itâs quite stunning.â She went on, speaking to Edward, âMrs. Bell and I drove over to see it last weekend in preparation for your portrait dear.â
Mrs. Bell added, âOh yes, you really should take it in if you have the chance. Iâm sure it would give you a greater understanding of the eraâs style.â She added admiringly, âit showcases so many interesting fabrics and dressmaking styles that I confess I lost track of time.â She giggled, âI think they practically had to kick us out at closing time!â
Edward made a little face before he could stop himself. He could think of almost nothing less appealing. After a week of seemingly endless sittings inside Miss Valeâs studio, the last thing he wanted was to spend even more time staring at old dresses. In his mind, the exhibition would be a long, hushed hallway full of mannequins in stiff bodices and gloomy gowns, with tiny placards explaining bonnets, corsets, petticoats, and lace cuffs in exhausting detail. He already felt unsettled after being so carefully buttoned, pinned, curled and arranged like a museum piece himself.
The idea of being dragged through some stuffy museum just to look at Victorian gowns and frocks made him cringe, but the look on his auntâs face gave him a sinking feeling. It sounded like such a sissy thing to do, but of course, as he was already dressed so daintily, that argument would carry no weight at all.
Aunt Patricia, however, seemed instantly enthralled by the notion and her eyes brightened. âWhy, I think that would be lovely!â she exclaimed, already sounding as though the matter had progressed from possibility to plan. âVictorian womenâs fashion! How perfectly appropriate. Imagine, Marianâall those gowns, all those delicate fabrics, the hats, the gloves, the crinolines and proper silhouettes. It would give Edward such a marvelous sense of the world he is helping us remember.â Turning eagerly to her sister she said, âwe really should take Edward to see it! Wouldnât you like to see it as well, Marian?â
Edwardâs mother looked noncommittal and said, âWell I suppose⌠if we can find the right time.â
Aunt Patricia then turned an admiring look on Edward. Edwardâs blush deepened as she continued, undeterred. âThis would be a wonderful chance for you to see how young ladies of that era carried all those layers with dignity and charm. It might make you understand your own frocks and petticoats much better.â She smiled at him as though this were encouragement. With a patronizing smile, she asked, âwhat about it, sweetie?â She prodded him, âwouldnât it be a nice way to really appreciate your great-great grandmotherâs time while youâre working on your portrait?â
Edward turned beet-red. He wanted to protest that he had no interest in it, not the slightest, not even for a minute. He wanted to say that he had already seen enough satin, velvet, lace, and petticoats to last the rest of his life. But the way Aunt Patricia couched it made refusal hard. He stumbled over his words. âBut⌠Aunty⌠I mean⌠I donât think⌠I meanâŚâ His voice thinned as soon as he saw Aunt Patriciaâs determined expression. She had latched onto the idea. He looked helplessly at his mother, but she was already beginning to nod meekly in agreement.
Aunt Patricia continued brightly, âOh come on, honey, it will be educational, and itâs only for a few hours. Iâm sure it will help you in getting into the right state of mind for your sittings.â She leaned closer, her expression glowing with the sort of fond insistence Edward had learned to fear. âBesides, sweetie, you have already made such an encouraging start. Miss Vale sees it, Mrs. Bell sees it and I certainly see it. Then she fixed him with one of her smothering looks, and when she spoke again her tone was more insistent. âDonât be such a âpouty Patty,â sweetheart. Think of it as part of your project. A few hours among lovely Victorian dresses will do wonders for that feminine spirit you are cultivating.â
Edward felt her domineering gaze linger on his flushed face, his smoothed skirt, and the timid way he averted his eyes. Edward felt as if everyone in the room could see how nervous he was. His mouth was dry, and his fingers curled helplessly against the fabric of his darling dress.
Aunt Patriciaâs voice softened with a patronizing sweetness, âWhat do you say, dear?â
Edward looked to his mother again, hoping for even the smallest sign that she might rescue him, but that hope faded instantly. Unfortunately, his motherâs look said everything he needed to know. He winced as he imagined Aunt Patricia reading every exhibit label aloud while he stood beside her in his dainty pink frock, trying not to attract stares from museum visitors. âOh no!â he realized belatedly, his stomach dropping. âSheâs going to put me in my dress for the museum too!â It made his cheeks burn even hotter, and he swallowed hard. Understanding this was not a fight he could win, he lowered his eyes and said softly, âOK⌠Aunty.â
âWonderful!â she said, âI knew youâd see it my way!â Then, she gripped his chin firmly for a moment with surprising force to ensure she had his full attention, and he froze under her touch, too embarrassed to pull away and too nervous to meet her eyes. Edwardâs face was already hot, but it seemed to grow hotter as she touched him. She slowly lifted her thumb and ran it ever so delicately over his quivering lips with a teasing comment, âyou are so adorably precious!â Finally, she playfully patted his cheek with her fingers and said, âGood girl!â These last words landed with a humiliating little jolt.
Immediately, Edward grew lightheaded and felt a confusing rush of shame and nervousness. He immediately sensed an unwelcome tingling deep underneath his panties and tights. He drew several shallow breaths, still constricted by his corset, and tried desperately to compose himself before anyone noticed how rattled he was. His hands trembled faintly at his sides, and he pressed them against his pretty pink skirt to hide it.
Next, Aunt Patricia turned to Edwardâs mother, ânow we just have to decide on a time to visit.â
Miss Vale spoke again, âOh, unfortunately Iâm afraid you will have no choice but to go this weekend if you want to catch it.â She explained, âthe exhibition ends Sunday.â
Aunt Patriciaâs face lit up at once, as though the deadline made the whole thing even more exciting. âThen Saturday it shall be,â she declared. âWe really canât miss it, Marian. It would be a shame for Edward to never see more of the gowns that inspired our great-grandmotherâs age.â She turned to Edward with bright, affectionate authority. âweâll make a day of it!â
"Saturday," Edward repeated in his mind. Deflated, he understood his weekend would bring no break from his darling dresses.
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on August 07, 2026, 10:58:46 AM »
Given that the atmosphere at Connieâs is becoming rather claustrophobic and overheated, and safe in the knowledge that Tim himself is unlikely to be going anywhere in the immediate future, this may be a good time briefly to catch up on the activities of his best friend, who had figured so much in his thoughts recently. But as well as missing Bobby, Tim was also harbouring a faint jealousy, based on the misconception that Bobby, relative to he, was having an easy time of it. The truth was quite the opposite. While Tim was chained to his maid-tidy, he had just finished work, and was lying face-down on his bed, exhausted. Ellie was making supper for him. She was the only one who really cared for and looked after him.
âItâs not fair, Bobby. Why is it taking so long to find you an assistant? You canât go on like thisâŚâ
He had been working overtime every day in a vain effort to reduce the backlog of bookings. It was the eighth of December, Christmas was looming, and everything was getting busier. The previous day, Sunday, there had been more kids than ever at the pony rides â and they had felt heavier than ever. But, though he didnât yet know it, help was just around the corner.
Miss Poole knew she had to find someone to share the burden. ESDS had no-one suitable â or they didnât want to release anyone â applicants to an online ad were largely (predictably) ageing perverts â so a week before she had posted a notice on the main notice board asking for volunteers.
It was pure chance that the Posh Triplets â Coco, Roxanne and Octavia, so-called not because they were related, but merely because at Pittâs Wood they were rarely seen out of each otherâs company, (see Chapter 293 et seq.) â were at a loose end the Thursday of that week, and had elected to have a morningâs trail-riding in the forest. On their return to the stables they passed through reception, and Octavia caught sight of the notice.
âSee this, darling?â she laughed to Roxanne. âYou should apply. Youâd be perfect, cleaning boots for all the oiks!â
âShut your face, sweaty pants,â came the pleasant retort. âPerfect for youâŚâ
But Coco had had a thought. âQuiet, you two. You know whoâd be perfect? No? That girlâŚwhatâs her nameâŚyeah, Thomasina!â
They stared.
âThat little sissy bitch? Just cos her mummy has a titleâŚâ sneered Roxanne, who hated Thomasina just because she had greater pretensions to âbreedingâ than she.
âWouldnât she justâŚâ gasped Octavia, immediately grasping the possibilities. âAnd we owe her one⌠Do you still have that video of her in the forest?â
âI do,â said Coco. âBut Iâll tell you what. Miss LaidlawâŚIâve heard she has something even betterâŚsomething totallyâŚâ
âWhat?â
Coco lowered her voice. âSomething pornographic! From her party⌠I heard it from a friend of my mumâs. Either way, weâll get her. Just leave it to me, right?â
Coco was on the phone to Emily Laidlaw that very afternoon.
âEmily? Hi! How are you? Itâs Coco⌠Yes, thatâs right. I wondered if youâd be free for a quick coffee tomorrow. You normally ride on Fridays, right? Whatâs it about? Well, I may have an idea to help Miss Poole find someone for the boot parlour⌠Yes, it would be, wouldnât it? Well Iâd rather not say over the phone. Someone you know? Er, yes⌠Thomasina, actually⌠Great! See you about two, then.â
The mention of Thomasinaâs name seemed to have done the trick. True, Emily Laidlaw had been quite friendly towards her. But she also had a well-developed sense of mischief, which everyone knew well. And if the rumours about those parties were trueâŚ
They met in the membersâ canteen. They bought coffee and croissants and settled down in a side table.
âSo, Coco⌠You have an idea involving ThomasinaâŚâ
âI just thoughtâŚimagine if Bobby had a female assistant. And somehow, straight away, I thought of Thomasina. I mean, theyâre already acquaintedâŚâ
âOh, yes. The Sunday pony ridesâŚâ
âRight. And you know how she loves to show off in those latex catsuits⌠These days hardly see her in anything else. Even though she must be so embarrassedâŚâ
Miss Laidlaw smiled an enigmatic smile. âYes⌠Well, I guess you can thank me for thatâŚâ
âYou, Miss Laidlaw?â
âShe pretty much does what I tell her these days. I have a certain amount of, ah, influence, shall we say?â
âOh. I mean, I did hear some rumoursâŚabout the parties, and so onâŚâ
âDid you now? What exactly did you hear? Are you blushing, darling?â She looked amused. âDear me, I didnât imagine you were so innocentâŚâ
âIâm not, miss.â She leaned forward. âIs it true? Does sheâŚ?â
âLike a professional, darling. But sheâs been well-trained.â
âOh, gosh! It is true then!â
âIf youâre a good girl I might show you a videoâŚbut not now. Itâs a brilliant idea, Coco. I donât know why I hadnât thought of it. Sheâd be perfect! Sheâs a hopeless submissive⌠By the way, did you know those cute catsuits are usually equipped with an internal dil-do...or two?â
âI thought so! The way she ridesâŚâ
âWe should go see Miss Poole together. Today! Sheâll love it. She was the one who got Thomasina into latex originally. Imagine⌠Iâll be able to have her polish my boots anytime I want⌠Remind her what a slut she is⌠Show her a video of herself while sheâs working!â She laughed out loud. âOh, and Iâll tell you what!â
âWhat?â
âShe can provide extra services⌠For the stable lads! Thatâll be a new twist. The boot parlour will double its clientele overnight!â
âMissâŚ! You mean⌠Thatâs so grossâŚâ
âItâs ideal! Itâs what she does best. Letâs see if Violetâs in now.â
They finished their coffees and made their way to her office.
âEmily! Oh, and Coco. What can I do for you two?â
âIâll let Coco explain. It was her idea.â
Miss Poole was delighted. âWonderful! Thatâs a weight off my mind. The staff will be so happy. And not only the boys. Thereâs many here whoâd love to take her down another peg or two. Having her down on her knees at their behestâŚâ
âItâs her favourite position, VioletâŚâ
âMiss Poole laughed. âQuite so, quite so⌠And weâll have to get her a uniform or two⌠Cynthia will have some ideas⌠And a title⌠She could be a boot girl, I supposeâŚâ
âHow about boot slut,â suggested Coco, spitefully.
âOh, perfect. Yes⌠Book now with our new boot slut, Thomasina MiddifordâŚâ She clapped her hands with delight. âAnd wonât Lady Middiford be proudâŚâ
Active Sissy Stories / Re: The Portrait of Edward Gray
« Last post by sissyboy1212 on August 05, 2026, 08:04:27 PM »
Edwardâs second portrait sitting took place only two days later. The intervening time flew by at a depressingly rapid rate. Now that he fully understood what these sessions would entail, he felt increasingly antsy as the hours quickly dwindled away. Before he knew it, his mother was picking him up after school on Thursday. An hour later, he was fully dressed again as an adorable little girl. Once more, he stood awkwardly cringing in front of the mirror daintily attired in his darling new pink dress and all his girlish accessories. This time, he was painfully aware that that his summery frock, white tights, black patent Mary Janes, and now his confining corset were merely a gateway to Miss Valeâs studio. His mother had meticulously buttoned his dress, tied his sash, and brushed lint from his flouncy sleeve with a thin smile as the red-faced thirteen-year-old boy felt his boyishness summarily wiped away.
âThere,â she said when she was finished, âyou look so lovely, dear.â He was sure she was trying to make him feel better, but the adjective seemed to deflate him further.
âLovely,â he had learned, would include cramped toes, heavy velvet, and an inability to bend properly at the waist for long stretches of time while he was helplessly transformed into a doll-like vision of Victorian girlhood.
âWeâd best get downstairs, sweetheart,â his mother said tentatively, âYour Aunt Patricia will be here soon, and we mustnât keep her waiting.â
Edward exhaled as he tried to steady himself for the onslaught of feminine smothering his aunt would soon lavish on him. Catching another look at himself in the downstairs hall mirror, Edward felt the oddest contradiction: he looked every bit like a carefully dressed little girl, and yet this dress was only a steppingstone to the even more elaborate petticoats, ruffles and lace waiting for him in the studio. His patent Mary Janes caught the light when he shifted his feet, and he wished they were less shiny.
Right on time, Aunt Patriciaâs sedan appeared at the curb, moving with the same stately confidence as its owner. She tapped the horn at once, and Edward and his mother stepped out to the driveway. Aunt Patricia opened the driverâs door, and stepped out gaily, âIs our little princess ready for our next sitting?â
Edward felt an inward drop, but he gulped and said meekly, âYes Aunty.â
The first sitting had been strange enough to seem almost unreal afterward, but the way his aunt was now taking charge of the journey to the studio and all the arrangements this way made his descent into girlhood feel more⌠complete. Even as she referred to it as âourâ sitting, there was little doubt who was steering this ship.
Aunt Patricia beamed condescendingly as she opened the rear door a bit impatiently, and Edward climbed in hesitantly, again smoothing the pink skirt over his knees. His dainty shoes seemed to line themselves up on the floormat as if they too were learning the routine. It bothered him to no end that all these new feminine sensations were causing an excited, trembling stiffness buried in his lacy panties! What was wrong with him?
After the short drive, Aunt Patricia parked near the square. They passed the playground again, and this time it was full. Children and older boys chased a ball across the packed earth, cheeks bright with effort. A pair of girls balanced atop the low wall, arms spread like tightrope walkers. Two boys about Edwardâs age were arguing over who should have gotten the ball first, and Edward felt another twist of envy mixed with humiliation. His lip began to quiver as he steeled himself to pass by them.
Unlike him, those boys were spending their afternoon in a totally normal and boisterous way. He was being led like a child to a room where his every curl, button, and breath would soon be assessed, shaped and monitored. He was painfully aware of the bouncy skirt dancing around his knees and the gloss of his dainty shoes below it. If anyone were to recognize him, how could he even begin to explain the whole portrait situation? They would see only a completely sissified Edward Gray, being carefully led down the sidewalk in a darling pink dress by his mother and aunt. He found himself watching the dust rise around the playersâ ankles and imagining how ordinary it would feel to come home today with dirt on his shirt instead of blush on his cheeks. Suddenly afraid of being noticed, he blushed and averted his eyes skittishly.
âKeep to the sidewalk, darling,â Aunt Patricia insisted, her hand resting on his shoulder lest he wander too near the gate.
Her hand remained there as they passed, gentle but firm. Edward kept his eyes forward, because looking too long at the playground made him feel as if he were leaving himself behind among the shouts and dust. He felt his cheeks flush and tried to hide behind his aunt. He was actually relieved to get past the playground and through the studio door without drawing more attention.
In the studio, the always mysterious Miss Vale had marked the floor with chalk where the chair stood. âPainters are great friends of memory,â she explained. âBut we also appreciate reminders.â
Edward was soon again plunged into the complicated dressing process to become his great-great grandmotherâs twin from another time. Once more, he was engulfed in his great-great grandmother's elaborately heavy dress. In no time, Mrs. Bell magically restored his precious ringlets and applied his porcelain doll makeup. Then, Miss Vale recreated the careful hidden architecture of supports and stays beneath his dress. Everything went more efficiently this time. At some point, it began to feel like he had never left the studio at all, and the time in between was just something he had imagined. The delicate wires were slid back up his sleeves, and his knees and legs were again arranged just so. His skirt was lifted and fluffed until the lilac folds fell in the desired bell shape. Then Miss Vale knelt to check his fancily ornate shoes and refasten them to the floor. It seemed to him that his new reality was here on this chair and in this studio.
Soon, Miss Vale began laying in the pale sweep of the dress on her canvas. Edward breathed carefully and tried to ignore the sounds of laughter from the playground that carried through the open window.
During a short break when he was permitted to stretch his legs and move around a bit, he glimpsed the canvas. He saw it was now filling with lilac-gray shadows and soft pearly highlights, but it was not yet obvious what they would become. âIt looks like a cloud,â he observed quietly.
âIndeed, but soon we will teach the cloud to behave like velvet,â Miss Vale replied with an enigmatic smile. Then she added, âit looks to me that are inhabiting your role more thoroughly today, dear. You seem to have a more delicate and feminine air.â It was obvious she meant it kindly.
Edwardâs heart sank as she confirmed what he had already felt.
His Aunt Patricia, overhearing the exchange, smiled brightly. âYou really are becoming more and more an adorably prissy miss, my dear,â she gushed cheerily. âDoesnât it feel wonderful to honor your family so well?â she asked leadingly.
âYes, Aunty,â the feminized teen replied flatly after a moment. He cringed as he felt another unexpected jump in his panties.
Active Sissy Stories / Baby Cindy III: Lovey Dovey Diaper Butt
« Last post by bigbabycindy on August 05, 2026, 07:32:26 PM »
Chapter 1: Another Day, Another Diaper!
Itâs a quiet summer morning in the pristine suburban sprawl where a precious big baby lives with her darling mother and sister. Light is pouring in through the cracks of the blinds of one Baby Cindyâs nursery. It crawls as most do here across the floor on the soft pink rug and over some soft and fluffy toys. Tucked away in the corner is a large crib that avoids the light directly, inside youâd find a soft and squirming baby girl, maybe a grown up if dressed correctly, but this big baby was practically swimming in her soaked nighttime diaper and struggling to get comfortable now that it's gotten cold and spongy. Squeezing the diaper close is a breathable weave onesie that keeps her cool on summer nights and keeps everything where it should. Wrapped around her head is her sleeping bonnet, knitted by Cindyâs Aunt Debra and covering the back end of her head, a little bell tied to the top of the brim rolls around, Cindy clenches down on her paci nipple, suc-king and squirming her way awake, not in the most pleasant way. While Cindy had certainly grown accustomed to her diaper dependency, even the fullest diapers stopped being fun after a while.
Cindy looks up at the dark nursery ceiling, her mobile still above her. She whimpers softly, looking out across the room and rolling on her tummy. Her diaper squishes around and feels damper than she usually feels in a wet diaper. Before she can have an early morning tantrum. Cindy hears the soft rumblings of her âbigâ sister Sally using her electric toothbrush from the bathroom next to the nursery. Mommy enjoys the irony of Cindy hearing all the potty flushes and never needing to use the potty. She perked up knowing that she was just a soft babble away. Baby Cindy scooted onto her knees and held to the side of the railing. She started to rock, bouncing on her mattress, creaking softly and her bonnet jingling. All along with the sounds of Cindyâs cooing from behind her paci, was the perfect signal to alert Sally that her favorite âlittleâ sister had woken up. Cindy kept going as the sink turned off and Sally opened the door and peeked her head inside with a soft whisper. âGooooood Morning Baby Cindyâ she giggled as she approached the crib, seeing her sissy baby sister excited at her presence.
Sally opens up the side of the crib and gets on the stepstool to give Cindy a big good morning hug. Baby Cindy returned it with a smile and relaxing from all her calls for attention. They release one another as Cindy turns around, staying on her knees as she lowers her top half onto the crib bed, diaper up on the other end, going through a familiar ritual for her sister to check her. Sally naturally went down to feel Cindyâs diaper bottom and can immediately feel the bloating padding against her behind. âOh Cindy youâre real wetâ Patting and noticing the soft leaks on the onesie. âOh youâre leaking Baby Cindyâ, sending Cindy into a soft whimper. Sally rubs her bottom softly and coos back, calming her sissy down. âLetâs get you a fresh diapie!â She sings out, skipping down and going under the changing table to get the necessary supplies. Cindy beams as she scoots down, getting on all fours and crawling to her sissy to watch. Sally takes Cindyâs changing mat and rolls it on the carpet, smiling at Cindy before getting all the rest of the changing items. Cindy rolled over to lay out onto the blanket. Obediently rocking and waiting patiently, looking around from the floor. Noticing a favorite plush baby doll and trying to reach for it, but not being close enough. Jingling on the nursery floor as she struggled. Sally brings back wipes, powder and rash cream as she sees her sissy struggling to get the toy. She laughs and walks to the baby doll to pick it up and hand it back to her own big baby doll. Cindy coos and hugs the plush dolly close to her. âYou need to make sure the baby is good during changies ok Cindy?â Sally asked, giving her a silly look as she accepted her responsibility, as Sally went about the real work.
Cindy had since been living her big baby life for nearly an entire toddlerhood, only melting more into her new role as the Big Baby Princess of her whole community. It was a role that brought her lots of attention and praise, good and less good. She had been given the best care and was on her best behavior even at her fussiest. There was little pressure at this point for Cindy to move forward and the family decided it was best to just let Cindy choose what she needed at this stage. That led to more bottle feedings and poopy diapers. But everything in the Berry household was as good as ever with their forever baby under their roof.
Sally unbuttoned Cindy's onesie and pushed it over her tummy, revealing the very yellow nighttime Kiddos. Sally hummed to herself as she got to work. Cindy was comfortably lost in her own big baby thoughts, not much for conversations at this point with a paci in her mouth. So Sally took care of her former big brother turned pamper packer baby sister. She pulled the soggy diaper from under her, beginning to wipe all around the affected area. Pushing firmly enough to clean off Cindyâs pristine pale skin. She left it all in the soaked diaper, rolling it up into a nice little ball beside her. Fluffing up the fresh diaper she got Cindy to scoot her big butt underneath, lining it up with ease and accuracy. She got a healthy amount of rash cream down on top of Cindyâs diaper area, her butt cheeks and crotch all white and creamy, she poured a healthy amount of talc-um powder that softly flowed onto her tummy and thighs. All for Sally to bring the fresh diaper up and tape each end snuggly. Straightening it out and looking proud of her work. âGood job Baby Cindy on your dolly! She was such a good girlâ Cindy giggles back at her, holding up the dolly, accepting the compliment with babyish pride. Sally fidgets with the diaper and shapes it perfectly as she pats her bottom and picks up the soiled kiddos balled up beside her. âYou do the honors Baby Cindy!â She took the diaper with both hands and placed it in Baby Cindyâs lap, who held her heavy ball of padding and watched Sally walk back to the rainbow diaper pail beside her changing table. As vibrant as anything else in the nursery, especially compared to what was held inside of the large tub, the remains of Baby Cindyâs disposable unmentionables. Baby Cindy crawled over, holding the diaper in one hand as she followed her sister. Sally put her foot on the lever and swung the top open, the scent rose quickly as Sally held her nostrils shut. Smiling as Cindy dropped the newest used diaper into the pail, catching a whiff herself and wrinkling her nose before it was closed once more.
âOh my gosh, did Sally get you all clean this morning Baby Cindy?â a soothing voice came from the doorway of the nursery. The girls looked over and saw Mommy smiling back at her girls. Looking prideful of both the growth and regression of both of them. âShe was soooo soggy Mommy. She needed to feel baby fresh right away!â Sally giggled as she rubbed Cindyâs back, who nodded back quietly behind her paci, aside from the soft bell on her head. Having Sally to speak for both of them. âWell thatâs gonna save us some time because you need breakfast!â Mommy explained, making her way downstairs to follow through and get her eldest out the door. Sally followed behind and Baby Cindy not too far behind. Mommy was rushing a bit, having a very busy day ahead of her, as well as a bi-monthly checkup for Cindy this morning. Sally skipped down not to keep Mommy waiting, happy to start her day of fun after being such a big girl for his âbaby sisterâ. Cindy of course took her time, getting down and crawling out, not needing to rush anywhere as a rugrat with a very structured day ahead of her. She got to the stairs and crawled backwards, perfectly able to waddle down with the help of the railing, but was more happy staying closer to the ground, with a lesser chance of a bruised knee.
Mommy was microwaving some oatmeal when Cindy crawled inside. Sally was sitting at the table eating her cinnamon toast crunch when she looked down to Cindy making her way over on the hardwood floor. Cindy helped herself up off the floor, climbing inside of her open high chair. Just so Sally could get up to close her tray shut just in time for Mommy to set down Cindyâs oatmeal. Sally would pull Cindyâs paci out and set it on the tray, a cord attached to the onesie keeps it close by. Sally starts to help feed her, blowing on the oatmeal and feeding it into Cindy. She chews it up, smiling and taking in the bland oats. Sally makes faces for her to open her mouth, filling Cindyâs giggling mouth with mush as she inevitably leaks some onto her onesie. âSally! You need to finish your breakfast! The camp van will be here in 5 minutes!â Mommy tries to interject. Sally being so happy to help out Cindy over herself. âYes Mommy! Just one more scoopâ Sally taking a big one, getting much of it into the spoonful, sending it to Cindy and watching her try to keep it all in her mouth, getting some more leakage down her chin. Sally went back and cleaned her own bowl, drinking up all the milk. She hops out of her seat to take her bowl to the sink and into the laundry room to get her shoes on. Baby Cindy watched from her high chair, always missing her big sissy whenever she left for camp. Turning back to her own bowl, Cindy would scoop up the remains and bring it to her mouth, long losing all sense of manners of big kid decorum, getting food on her face and her onesie. Sally came back out of the laundry room and had her camp bag on, ready to head out the door. Sally quickly turned around to blow her sister a kiss, one that Cindy gratefully accepted. âBye bye Baby Cindy!â She giggled as she left through the front door, right after giving Mommy a hug and kiss.
Cindy smiled and felt loved, taking a big chug from her milk bottle as she relaxed while Mommy was trying to get out the door. Mommy came to get Cindy out of the high chair when she noticed the mess that was left over, âSomeone didnât have their bib on! You girlsâŚâ She chuckled as she knew she could worry about cleaning her up later. As Baby Cindy, everyone had tempered expectations for her presentation, she could look as clean and pristine as a pageant baby, to a total dumpster toddler. Cindy felt Mommy rushing her out, toddling behind and whimpering, going into the garage bare feet and being helped into her minivan car seat. Cindy could only watch as Mommy took care of everything, not having much sense of time anymore now that she's stuck where she is. All she could do was take her paci back from the clip and start to suc-k on it calmly as she watched them go backwards out the garage and drive out of the neighborhood for a very important appointment.
The more you give, the more I can give back.
Website, forum design, software, & security on this site is copyrighted. It was made personally by Betty Pearl, of Betty Pearl's Pubs, Sissy Stories, buffalobetties, pearlcorona. Betty's Pub is a non-profit organization & support group for the transgendered, & Fetware community. We don't sell anything, & we don't data mine your personal information & habits to sell like MOST other sites do. We respect your privacy & won't sell it out for a few bucks.
Site for: Sissy Stories, ABDL Stories, Sissy Art, Crossdressing, Transgender





Recent Posts