Active Sissy Stories / Re: The Portrait of Edward Gray
« Last post by Dancer4Fun on Yesterday at 08:27:10 PM »
If her goal is to eventually have him dressing fulltime a training bra would be the one thing that would be the most feminizing addition to his wardrobe.
Nearly all girls by the age of thirteen are wearing training bras weather they need them or not.
The first time he put on his training bra is when he would realise this is no short-term thing.
"But Aunty I don't need a bra."
"You silly boy, a training bra will help you feel more feminine and help you find your feminine stillness."
Active Sissy Stories / Re: The Portrait of Edward Gray
« Last post by sissyboy1212 on Yesterday at 06:01:35 PM »
After the third sitting, Aunt Patricia took it upon herself to take them all out to an ice cream shop afterward as a reward for getting through what had seemed a difficult day. She wanted to end things on a more positive note. Aunt Patricia called it ârestoration after artistic exertion,â which made Edward roll his eyes, though subtly, because he was again reluctant to object properly.
He bashfully followed his aunt into the little shop in his yellow party dress, tights and patent Mary Janes. The smell of vanilla and sugar cones floated in the air. He was acutely aware, however, of the stares of the customers as they wondered why a little girl was so fancily dressed on a Tuesday afternoon. His cheeks, still rosy from the studio makeup, turned a deeper shade of red. The ice cream shop made him self-conscious in a different way from the studio. In Miss Valeâs studio, everyone knew the reason for the dress, the ribbons, and the careful posture. In the shop, strangers saw only what was in front of them. Edward wondered whether the woman behind the counter knew he was a boy and whether the two children at the next table were whispering about him. If anyone looked twice, his face grew warm.
Aunt Patricia, noticing nothing or pretending not to, beamed, âDoesnât he look darling after all that hard work? So neat and dainty, and still with those precious little curls dangling just so.â
Edwardâs shoulders tightened. âAunty,â he muttered, âpleaseâŠâ
âBut you look so natural like this,â she replied cutting him off mid-sentence. She lowered her voice only slightly. âAnyone would think you had been dressing this way all your life.â
They got their ice cream and moved to a little table where Edward tried to disappear into the wallpaper. He sat carefully, keeping his knees together and holding the cone daintily away from his dress lest he drip on himself. His ever-present corset kept him in a demure and upright posture. He was very aware that he was the picture of effeminate sugar and spice.
He had just managed another careful lick of his vanilla when the bell over the shop door jingled again, and two teenage girls stepped inside laughing together. Edward recognized them at once from school, which made his stomach drop straight into his shiny Mary Janes. They were not in his grade but one year ahead. Lily and Hannah were popular eighth graders who already seemed older and more certain of themselves than anyone in his own class. His instinct was immediate and desperate. He lowered his head quickly and tried to turn his face toward the window, hoping against hope that they would not look at him too closely. He felt a sudden, unwelcome stirring in his panties.
Unfortunately, Aunt Patricia noticed him ducking and misunderstood the movement entirely. âEdward, darling,â she said in her clear, carrying voice, âsit up properly. You will drip ice cream on your pretty dress if you crouch like that.â
Both girls turned immediately. Lilyâs eyes widened first, moving from the pink gloss still faintly bright on Edwardâs mouth to the puffed sleeves of his yellow dress and down to the patent shoes visible beneath the table. Hannah stared for half a second longer, then clasped a hand over her mouth. âWait a second⊠I know you! Youâre Edward right?â she said, barely keeping her voice from squeaking, âyou go to our school!â
The fact that they were a grade ahead only made it worse. Older girls had a way of knowing everyoneâs business before anyone else did, and their opinions seemed to float through school faster than ordinary gossip. Edward had seen Lily and Hannah standing by the lockers with their friends, laughing in little clusters that made younger students give them room. Now those same girls were looking at him as if he had just become the most astonishing thing in the shop.
Edward turned scarlet âUh⊠yeah,â he squeaked. Then, he murmured, âHi,â so quietly it was almost not a word at all. He wished he could slide beneath the little marble table and vanish among the chair legs.
Aunt Patricia, however, brightened like a lamp being turned up. âOh, do you girls know our Edward?â she asked with delighted interest. âHow lovely! He is in the middle of a very important family portrait project. He resembles his great-great grandmother so closely that we are having him painted in her Victorian gown.â
Lily and Hannah looked at each other in bewilderment. Then, they began to giggle in the breathless, helpless way girls did when they were trying not to be rude and failing. âOh... my... gosh,â Lily said, drawing out every word. âEdward, you look so cuuute!â
Hannah nodded vigorously, pitching her voice into a high, sugary trill. âToo adorable! Look at your little pretty little dress!â She pressed both hands to her cheeks as if overcome, âI canât even handle it.â Hannah leaned closer admiring the details of his dress and hair. âOh my gosh Lily his curls are perfect.â She widened her eyes theatrically and clasped her hands under her chin. âEdward, you are giving serious Victorian doll energy.â
Edward could not tell whether they meant to be cruel. Their voices were bright and teasing, but their giggles were not mean enough for him to protest. Every word made him feel more helpless. Eight graders loved to gossip. If they thought he looked adorable, then soon other people would know they thought so.
âPlease,â he said in a low voice, cheeks bright red, âcan you⊠not tell everyone at school about⊠all this?â The last two words came out very quietly.
Lily glanced at Hannah, and Hannah pressed her lips together as if trying not to smile. âBut you look so pretty, Edward,â Lily said. Still, she seemed to take sympathy on him, âI suppose⊠we can keep it between us âgirlsâ if you want!â Her voice had that older-girl brightness that made the reassurance less reassuring.
Hannah gave a tiny giggle, âitâs not every day that a boy from school turns up looking like a Victorian cupcake.â Lily gave her a look, and Hannah added, âOK we wonât tell⊠everyone.â Something about the way she said âeveryoneâ made Edward cringe.
Lily chimed in. âOkay? But you have to stand up and show us your outfit.â Lily said, still half laughing, as if Edward were something on display in a shop window. âI want to see the whole look.â
Edward stiffened so hard that his corset seemed to tighten around him, but he reluctantly stood up. âThank you,â he said softly. He was beside himself. Every giggle seemed to flutter straight under his skin, and every exaggerated compliment made his yellow dress feel brighter, puffier, and more impossible to ignore. Still, he did as they asked and slowly turned around for them. He started growing a little lightheaded. The embarrassment of the moment was causing an excited heat under his tights and panties. He tried to take shallow breaths.
âOh look, Lily, heâs even wearing nail polish!â Hannah exclaimed.
Then, before he could protest, Hannah had whipped out her phone and taken some pictures of him! The pressure in his panties only increased.
âEdward, you are just the cutest thing in your darling little tights and Mary Janes! I love it!â Lily agreed.
âWhat do we say, dear?â his aunt prodded sweetly.
Blushing even more, Edward stammered softly in an uneven voice, âThank you.â
Aunt Patricia only smiled proudly, as if Lily and Hannahâs reaction were exactly the sort of public admiration she intended. âThank you, girls,â she said. âHe is precious, isnât he?â
Edward stared down at his melting ice cream, cheeks blazing, while his classmates giggled again. Finally, they let him sit back down and moved to the counter to place their orders.
âSee you at school!â Hannah said cheerily as they walked away.
This was his last week of school before the summer break, but there were still two days left. Mercifully, Thursday was the last day, but there was no way this would be forgotten. With a sinking feeling, Edward watched Lily and Hannah whispering together at the counter, with sudden little bursts of laughter that made him flinch. His cheeks heated again, and his stomach turned cold as he realized the portrait was no longer something hidden away in the studio. Now it had escaped into the world where his classmates lived, and he could not call it back.
The next morning, Edward was on pins and needles as he walked into school. He saw Lily and Hannah in the hallway right away, as if they had been waiting for him. Edward was thankfully in ordinary clothes now, with no dress, no hairbow, and no nail polish. Still, he blushed as soon as he saw them. They came right over to him.
âAww you look so plain and ordinary today, sweetie,â Hannah teased quietly, âBut donât worry, weâre not going to tell⊠everybody.â
Lily said somewhat guiltily, âI thought you should know, however, that I did let it slip to Sophie. I didnât mean to but she saw me looking at the picture on my phone. I made her promise not to tell anyone else.â
This latest revelation lodged in Edwardâs stomach like a stone. He stood awkwardly in front of the girls with his hands nervously half tucked into his pockets. Sophie was in his own grade and usually sat three tables away from him at lunch. He stifled a groan.
Over the next two days, Edward tried to tell himself that nothing had changed. School was nearly over, and everyone was distracted by yearbooks, summer plans and their final restless classes. But once he was watching for it, he could not stop noticing the signs.
Later in the afternoon, Sophie caught him by his locker with a knowing smile. Sophie stepped just close enough that he could hear her without anyone else catching every word. âLily showed me your pictures,â she said with a smile, and Edwardâs face went hot at once.
Before he could retreat into embarrassment, Sophie lifted one hand in a small, calming gesture. âIâm not going to make fun of you, Edward.â Her voice was soft and interested, âI only told Rachel, because she saw me react and asked what was going on, but I made her promise not to say anything either.â
Edward stared at the locker vent, too flustered to answer.
Sophie gave him a small, encouraging smile. âFor what itâs worth, you looked darling,â she added, then seemed to realize how easily that might sound like teasing. âThis whole thing must feel strange.â She glanced down the hallway to be sure no one was listening too closely.
âPlease donât tell anyone else,â he pleaded. Sophie nodded, âI wonât,â she said. âRachel wonât either. Your secret is safe with us.â Then, with a gentle grin, âBut Iâd love to see you dressed up in person sometime.â
Despite all the assurances, on Thursday morning two other eight grade girls suddenly went quiet when he walked near them. They dissolved into giggles as soon as he passed. He realized that Hannahâs promise not to tell âeveryoneâ was obviously not the same as telling âno one.â
No one other than Sophie said anything to him directly, however. That was almost worse. If someone had teased him plainly, perhaps he could have denied it or pretended not to care. Edward wished desperately that Lily and Hannah had never walked into that ice cream shop.
Active Sissy Stories / Re: The Portrait of Edward Gray
« Last post by sissyboy1212 on Yesterday at 11:27:37 AM »
Edwardâs third sitting came the following Tuesday, and Edward entered the studio with a bit of a worried frown. Aunt Patricia had insisted he wear his new yellow frock to show Miss Vale and Mrs. Bell. Today, however, he was back in his pristine white tights instead of his adorably frilly lace anklet socks. The cool, clingy fabric of his tights slid electrically over his legs as he walked.
As they again had passed the playground, several young boys were organizing a game of tag near the low wall. He paused at the sound of their voices, wanting to watch but fearing they would notice him. One of the boys kicked up a puff of dust as he ran, and Edward felt an almost physical longing for that dust. In his mind, dust meant motion and carelessness. He sighed as he realized how far away that kind of thing seemed to him now.
His new dress seemed to make the walk even worse. Even with the pink dressâs ruffled sleeves, it was still a bit simpler and more demure. In contrast, this yellow one was undeniably frilly and girlish. Its adorable puffed sleeves gathered sweetly around his slender arms, and its lace ruffles practically floated as he moved. The bright satin sash caught the light, and the little embroidered flowers near the hem seemed designed to attract attention from the people Edward most wished would not look.
Aunt Patricia walked on his other side, openly pleased. âThat sunshine color suits you so nicely, dear,â she said. âIt brings out the softness in your face and draws the eye nicely.â
Edward stared down at the path dejectedly. âI was hoping not to⊠not to draw a lot of attention⊠Aunt Patricia,â he stammered weakly. It was as close as he dared come to a complaint.
âNo?â she asked, untroubled. âHow charming! Thatâs even more reason to put you in it, darling⊠a delicate and shy flower should be admired.â
His motherâs guiding hand rested on his shoulder, and Edward kept walking, feeling as if the playground was calling him. Again, he imagined darting over just for a few moments to try the swings or the monkey bars.
âThis way honey,â his mother said softly, as if she had heard the thought. She turned him a fraction toward the studio. âYour adorable dress shouldnât be anywhere near that dusty field.â Edward hated how dainty that sounded.
Upstairs in the studio, Miss Vale noticed at once that Edward seemed quieter than usual. His yellow dress immediately drew everyoneâs eye. Its bright color made him feel visible even before anyone spoke, and every rustle of his skirt seemed to announce that he had once again arrived.
âWhat a cheerful dress,â Miss Vale said gently, though her voice stayed professional.
Mrs. Bell gave his outfit a quick, practical appraisal. âOh, how darling, my dear. Donât you feel so lovely?â
Edward hesitated. The question seemed so awkward. Then, he gave a small nod and said shyly, âI suppose.â
Aunt Patricia smiled as if that settled everything. âHe does look sweet, doesnât he?â
Edward looked down at his shoes.
âWell, letâs get started, shall we?â Miss Vale said. âThe sooner we prepare, the sooner you can settle into your pose.â
Edward followed Mrs. Bell toward the dressing area, trying to steady himself. He knew the routine nowâthe careful hair, the old gown, the still chair, the long minutes of being studied. But knowing it did not make it easier. The yellow dress was only the beginning of the afternoon, and already he felt tired of being looked at.
Once again, Edward went through the elaborate dressing ritual. He felt defeated as Mrs. Bell did his delicate makeup and made sure his curls were perfect. Soon, Miss Vale began to mix paint on her palette and seemed to pick up on his subdued demeanor.
Once he was securely encased in his great-great grandmotherâs old Victorian dress and properly made up, Miss Vale spoke again. âSome days are more challenging than others, Master Edward,â she offered, âbut we will press on together.â
For twenty minutes, Edward stared past Miss Valeâs shoulder at a crack in the plaster and felt every unfairness in the world gather inside him like steam. Why did portraits require the person in them to do so much work? Why did he have to look so delicate and girlish? Most importantly, why had his aunt pushed him so deliberately onto this feminine path? And why was he just accepting it? The shrieks of laughter and play from outside seemed particularly boisterous today.
Edwardâs thoughts kept circling back to Aunt Patriciaâs overbearing certainty. At first, he had tried to believe that all of this was for the portrait. It was strange and embarrassing, but it had a clear purpose and, he hoped, an end. Yet lately that hope had begun to feel less steady. Aunt Patricia treated his dresses as though they should be his normal wardrobe. She seemed to relish his curls and polished nails as though they were improvements rather than preparations. Edward tried to imagine where this all might lead, and the picture unsettled him. This portrait seemed to be spreading outward until it touched every part of his life. The excuse of the portrait had seemingly given her permission to stop hinting and go after an outcome she really intended.
Active Sissy Stories / Re: The Portrait of Edward Gray
« Last post by sweet baby katie on Yesterday at 09:49:38 AM »
Active Sissy Stories / Re: Baby Cindy III: Lovey Dovey Diaper Butt
« Last post by sweet baby katie on Yesterday at 09:16:20 AM »
Active Sissy Stories / Re: The Portrait of Edward Gray
« Last post by sissyboy1212 on August 22, 2026, 01:14:37 PM »
By the time they reached the museum, Edward felt as though he had entered a world completely separate from his normal life. A couple of banners fluttering outside announced the exhibition they were here to see. Edward felt his stomach sink as they walked up the stone steps to the entrance. He felt so visible arriving in his yellow party dress as he minced behind his aunt and mother. The sun caught the satin sash at his waist, the little embroidered flowers near the hem, and the bright yellow bow in his hair. Seeing those boys in their baseball uniforms at the coffee shop had only made him feel even more formal and sissyish than before, and he cringed to be dressed this way in public.
Aunt Patricia took charge the moment they entered the museum, consulting the map to head straight to the special exhibition rooms. Edwardâs eyes drifted toward signs for the military history wing and a sunlit corridor that seemed to lead to a sculpture garden, but his aunt drew them briskly past both. âThose might be very interesting another day,â she said as she bypassed them, âbut this exhibition will literally be gone tomorrow, so will spend our time there.â
Inside, the exhibit drew them at once into a suite of softly lit rooms where mannequins stood in careful rows like silent guests at an old-fashioned ball. There were walking dresses in dove gray and moss green, evening gowns with pearl-trimmed bodices, striped silk day dresses with tiny waists, velvet capes, lace collars, embroidered gloves, feathered hats, and slippers so small and delicate Edward could hardly believe anyone had once crossed real streets in them. Aunt Patricia was enchanted. She began moving with Edward in tow from case to case with shining eyes, reading the labels aloud and murmuring over the workmanship. âLook at the hand stitching, sweetie,â she breathed. âAnd that pleating! Imagine the patience. Bespoke, every inch of it.â
Edward followed exactly as he had known he would, dragged along from one display to the next while Aunt Patricia marveled at all the dresses and styles. The exhibit was somewhat crowded, and he soon noticed something that made his cheeks grow warmer. Nearly everyone there was female. Ladies stood in careful clusters, pointing at details through the glass. Mothers guided daughters from mannequin to mannequin. A pair of teenage girls studied a velvet bustle gown and whispered. Edward saw no boys at all. Even the few men present were museum guards or attendants standing discreetly near doorways.
Of course, his darling yellow dress made him stand out. More than once, a woman smiled at him as they passed. âWhat an adorable dress,â one older lady said warmly, nodding toward him with a smile.
A girl of perhaps nine stared openly at Edward in his frock before telling her mother, âHer dress is as pretty as the ones in the cases.â
Another visitor leaned down and said, âYou look like you belong in the exhibit yourself, dear.â
Each comment seemed kindly meant, but Edward felt them land with painful force. They made him feel as though the dress had grown brighter and wider around him. He was so conscious of his daintily puffed sleeves, shiny polished nails, frilly anklets and snug corset. The ladies were trying to be pleasant, but it just reinforced how much he looked the part of a pretty little girl. He felt an unwanted stirring in his panties, and he felt cool air in the museum on his bare legs. His glossy Mary Janes clicked softly on the marble floor with each step.
Of course Aunt Patricia made sure he showed his gratitude to every compliment, and Edwardâs face burned as he murmured thanks each time, his voice small and careful.
Aunt Patricia accepted the comments as if they confirmed her best judgment âDoesnât he look sweet?â she would say, gently but unmistakably emphasizing the word. âMy nephew is helping with a very special portrait project.â
This revelation always produced a surprised pause, followed by widened smiles and fresh compliments that made Edward feel even more exposed. It was bad enough when strangers complimented the dress. It was worse when Aunt Patricia made sure they knew the blushing child was in fact her nephew.
In the second gallery, a docent in a navy jacket approached them after noticing Aunt Patricia lingering before a breathtaking cream silk gown trimmed with tiny glass beads. Aunt Patricia needed no encouragement. Within moments, she was explaining the whole situation of the old photograph, Edwardâs resemblance to his great-great grandmother, and the portrait. Edward stood meekly beside her, wishing the polished floor would open beneath his shiny Mary Janes.
The docent listened with professional interest, then turned to him with a kind smile. âThat is quite an undertaking,â she said, âand may I say, you look very lovely today.â
Edwardâs blush deepened until he could feel it in his ears. âThank you,â he whispered.
Aunt Patricia beamed as though the docent had praised them both.
Edward stood very still, terribly aware that the docent, his mother, Aunt Patricia, and several nearby visitors were all looking at him. A girl standing with her mother whispered, not quietly enough, âIs that really a boy?â
Her mother hushed her at once but then smiled apologetically at Edward. âIt is a very cute dress,â she said gently, as if hoping to repair the moment.
Another woman added, âThe color suits you beautifully.â The words made Edwardâs stomach flutter with shame and confusion. He wanted no one to notice him, yet every polite smile seemed to indicate that they had noticed everything.
As they continued through the stuffy rooms, Aunt Patricia became more animated. She compared the dresses to the gown Edward was wearing for the portrait sittings. She admired the narrow waists, full petticoats and ornate collars. Edward listened because he had no real choice, though he found himself recognizing details despite himself. A lilac afternoon dress reminded him of âhisâ portrait gown. A yellow silk visiting dress, displayed near the end of the gallery, drew Aunt Patricia to a stop. âThere now,â she said delightedly. âLook, Edward, this one has a delicate floral motif just like yours! Itâs lovely, isnât it?â
Edward glanced at the mannequin and then down at himself. The museum dress was older, and grander, but the echo of design was obvious enough. Nearby, two girls about his age looked at him and giggled behind their hands. âYes, Aunty,â the befrocked teen muttered.
In the final room, the exhibit included a set of interactive displays. Three large glass-fronted installations stood along one wall, each built around an elaborate dress with a camera and mirror arrangement positioned before it. A museum sign explained that visitors could stand on the marked spot, look into the mirror, and align their reflection with the gown, as if they were wearing it themselves. The first display held a little girlâs pink dress with tiny pleats, a beribboned sash, and lace cuffs no wider than Edwardâs thumbs. The second showed a white Victorian bridesmaidâs dress with a wreath of silk flowers suspended above it. The third was a pale blue evening gown with a dramatic hourglass shape, wide shoulders emphasized by puffed sleeves, a full skirt, and a waist so slim Edward could scarcely believe the silhouette was real. The mirror softened the edges of the dresses so that each visitor seemed, for a moment, to step into the past.
Aunt Patricia was delighted. She insisted they try the displays, though Edward would have been happy to view them from a distance. An attendant explained that the camera could take a souvenir photograph and print it at a small kiosk nearby. Edward stood stiffly on each marked spot while the mirror lined him up first with the pink childâs frock, then the bridesmaid dress, and finally the pale blue evening gown. He found the effect disorienting. The reflection was obviously an illusion, yet the sight still made his cheeks warm.
It seemed Aunt Patricia was seeing not a museum novelty, but further proof of what she already wanted to believe about him. When the three little printed photographs slid out of the kiosk, Aunt Patricia clasped them as if they were treasures. The computer had added in the background of a crowded Victorian street behind him in the photos, and the software had edited his head onto the gowns in the scene. âOh, these are perfect,â she said. âA sweet little memento of our educational afternoon.â
In the gift shop, there were custom souvenir pewter frames for sale for the photos with three small openings arranged beneath a scrollwork heading engraved with the museumâs name. Of course, Aunt Patricia bought one. âYou can keep it in your room and remember today,â she smiled. To Edwardâs dismay, his aunt also a rack of replica Victorian accessories. Among them was a yellow parasol with a carved handle, scalloped edging, and lace-like trim that almost exactly matched the shade of Edwardâs dress. Aunt Patricia picked it up with a delighted gasp. âHow could we possibly leave without this?â she said. Edwardâs heart sank.
So, when they left the museum, Edward carried his yellow parasol folded against his shoulder, feeling even more conspicuous than when he had arrived. The afternoon sun shone on the museum steps, and Aunt Patricia immediately decided it was too perfect an opportunity to waste. âJust a few photographs, darling,â she said, guiding him to stand beside one of the stone columns. âOpen your parasol. There! Chin up.â Edward obeyed, mortified as passersby watched him posing so girlishly in front of the museum in his yellow dress with a matching Victorian parasol. Aunt Patricia took several pictures while praising how sweet he looked.
Standing so daintily in his darling frock, Edward felt completely sissified as his Saturday was overtaken by smothering girlishness. With a pained feeling, he thought of how much fun those boys must be having at their baseball game.
âJust one or two more, darling,â his aunt instructed, âand smile for me!â
âYes, Aunty,â he replied. He forced a weak smile.
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on August 19, 2026, 03:00:36 PM »
There were screams of laughter and a little ripple of applause from the customers.
âBeautiful! Like them, Tim? These are the proper panties that go with your outfit. Surely you wouldnât want to keep your unicorn and rainbow ones when you can wear these? Maria thought it would be a nice surprise to keep them back until she saw you. Oh, sweetie⊠I can see you love them just from the look on your face. Well? Take them, then. Maria will show you where you can change.â
Blinking and blushing he took the proffered gift. Maria ushered him into the back. When he returned a couple of minutes later the café was buzzing with expectancy.
âI bet they fit you perfectly,â exclaimed Connie. âOf course they do. They were made just for you, after all. Well, arenât you going to show everyone? Stand over by the window. Back a bit. Yes, there. Now, letâs have a little flash of panties, shall we?â She gasped. âOh, they look gorgeous on you! No, keep your skirt up. Let everyone see how pretty you look. Stay like that, now, while I ask everyoneâs opinion.â
He had to stand showing his panties while the whole room engaged in a discussion. Eventually Connie addressed Maria again.
âSo Maria â whatâs the plan? Did you manage to get the noticeboard ready? You did? Wonderful.â
âYes, Connie. Iâll explain to everyone. This afternoon we have a special offer. If you spend ten pounds or more I gave you a ticket from this roll. This entitled the ticket-holder to a panty-flash from our new assistant Popsi. Heâll be stationed right outside the door, and will be handing out ESDS leaflets to anyone who wants one. Iâm hoping the promotion will generate lots more custom, and of course Popsi will get ten percent. As you leave, just show him the ticket, and he lift his skirt and give you a flash of his new panties! Wonât you, darling?â
Thank you, Maria. Such a brilliant idea. Now, Frieda, would you help me get him in position? And Bridget, perhaps you could bring the A-board, as Mariaâs quite busy. Lovely. Weâll get him all ready, then weâll leave you to it, Maria. Oh, hi Gwen. Youâre here. Just in time to see Mariaâs new promotion.â
âOoh, yes⊠She told me all about it,â said Gwen excitedly. She was a young woman with bleached blonde hair, long pink nails, and a slightly startled expression. âIs this Popsi? Heâs so good lookingâŠâ
âShow Gwen your panties, dear,â said Maria. âThere. Fit him perfectly, donât they?â
âOoh, yesâŠâ mused Gwen, with a slightly lecherous lowering of her eyelids, âlike a gloveâŠâ
So it was that Tim found himself chained up outside Pennyâs, holding a handful of leaflets next to an A-board inviting punters to get a âPopsi Panty-Flashâ voucher. Connie checked the padlocks were secure, then the three ladies waved to Maria and Gwen through the window, and departed, leaving him to the mercy of the local female community.
Poor Tim. His eyes filled with tears of â well, not sadness. No. Irritation. Frustration, and Helplessness.
âMay be theyâll just take a leaflet and go,â he thought, determined to brave it out.
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on August 19, 2026, 12:24:56 PM »
He had hardly put the plate down when he felt a tugging and the back of his skirt.
âDonât goâŠpleaseâŠI just wanted to askâŠâ
It was the woman at the opposite table.
âIs this latex? Itâs soâŠsensualâŠâ
Connie replied for him.
âYes. Best quality. Would you like to know where we get it?â
âVery muchâŠif you donât mindâŠâ
Connie passed a Fantastex business card. âThey can do amazing things with latex. Youâll be amazed at the range. Itâs really worth a visit.â
âPopsi?â it was Maria calling. âOrder waiting here. Table three.â
He scurried off.
âThat boyâŠâ
âHeâs in maid training. He can be a maid or a pageboy. Or just a houseboy if necessary, but heâs a bit too pretty for that really.â
The woman looked curious.
âItâs a company called ESDS. Egertonâs Special Domestic Services. You can hire from them by the day or week. The boys are properly trained to be polite and efficient and, usually, obedient. You should try them.â
âI shallâŠâ
âMe too,â said her friend, enthusiastically.
âIâve run out of cardsâŠâ She turned to Maria. âMaria? Do you have any ESDS cards?â
âI have leaflets. A whole stack of them.â She reached under the counter. âPopsi? Take these. Hand them out to anyone who wants one.â
Of course, everyone wanted one.
âIâve got so many of these,â grinned Maria. âAfter that time I hired a boy maid as a waitress â what was his name? Danny, I thinkâŠsomething like that - I used to hand them out. But then it became too much hassle, and I stopped. I must have several hundred hereâŠâ
âWhy donât you put one in every menu?â suggested Connie. âOr get someone to hand them out in the street.â
âGood idea, Connie. Popsi? Perhaps you could do that this afternoon. Gwenâs back at one, so I wonât need you inside.â
âOf course he will,â said Connie. âThen we can go and have a drink somewhere and relax.â
âBut maynât he run off instead,â said Maria, doubtfully.
âOh! What a coincidence, Maria!â Connie replied, with a wink. âI just happen to have a length of chain and a couple of padlocks with me. If Iâm not mistaken, thereâs an old tethering ring on your wall. And my chain is just the right length to attach his collar to that ring!â
âThere is! How perfect. Then I wonât have to worry at all.â
âSuper!â
Tim looked at them with dismay. It slowly dawned on him that this was all a put-up job. Everyone in the café was now enjoying the joke. The joke at his expense. And things were about to get even worse.
âWhat about that special offer you had in mind,â continued Connie. âDid you manage to get the things readyâŠ?â
âI did, as a matter of fact. I hope Popsi â I mean Tim - will be okay with itâŠâ
âOf course he will. He loves the attention. Donât you Tim? Maria, show him what you got for him.â
âShall I?â
âGo onâŠâ
By now everyone in the teashop had stopped eating and drinking and were paying attention. Maria smiled a mischievous smile, and reached under the counter.
âA little present for my special boy waitress.â And she held them up. âTaraaâŠ!â
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on August 19, 2026, 05:22:50 AM »
It was a very pretty village, and they spent nearly an hour just wandering around the streets looking at the houses and cottages, and standing on the old bridge watching the river flow sluggishly by. Tim attracted quite a bit of attention, and as is customary in these rural communities, a number of people stopped them to say hello and ask if they needed directions, or if they liked the village, or what they thought of the weather â all a pretext for getting a closer look at Tim.
âOh, thatâs such a pretty outfit,â exclaimed one woman. âSo nice to see a young man not dressed in a T-shirt and old jeans! I wish I could get my son to wear something like that. He insists on wearing his most worn-out clothes, he lays about all day and then disappears half the night! He barely talks to me. Heâs either looking at his phone, or talking to his girlfriend â his âgfâ he calls her. He canât get a job. Then thereâs not much here⊠I swear heâll be the death of meâŠâ
She rattled on a bit more, until Connie raised a hand. She pulled out an ESDS card and handed it to the woman.
âGive these people a call. If heâs good-looking enough, he may be qualified to be a male model, or even get some regular employment. Send him for an interview and assessment. If heâs lucky he may get a contract.â
âOh, really? Thank you so much! I canât wait to tell Paul â thatâs his name. He is good looking⊠Well, thatâs a motherâs opinion, of course. He has lovely curly blond hair.â
âSounds like the perfect material,â smiled Connie. âMention my name â Connie Brookshaw - and theyâll fast-track him.â
âConnie Brookshaw⊠I shall. Thank you so much, Ms Brookshaw. May I take a photo of your, erâŠâ
âMy nephew. Certainly. But donât show it to your son, will you? He may not appreciate the finer points of couture.â
âNo, right⊠By the way, heâs nothing to do with Penny of Pennyâs Pantry, is he?â
âOh, yes. Maria sponsored him. Weâre going there later this morning.â
âOh, really? Maybe Iâll see you. My friend and I usually pop in for a coffeeâŠâ
âMaybe later, thenâŠâ
âDo you think she will? Persuade her son, I meanâŠâ asked Frieda.
âOh, I hope so. Maybe ESDS should put up a recruitment poster here. Maybe in PennyâsâŠâ
They strolled on along the main street. A woman had stopped to stare and her daughter was pointing at Tim.
âMummy â look. That boyâs wearing a dress!â
âYes, darling⊠I can seeâŠâ
âOh, look!â cried Bridget. âThis is the village museum someone mentioned. Letâs go in.â She peered through the door. âItâs quite busy thoughâŠâ
âAll the better,â said Connie. âCome on, TimâŠâ
He shook his head and made a protesting grunt. But Connie was in no mood for sulks, and gave him a smart slap on his behind.
The museum was full of old things, Roman glass, Roman coins, old farm implements, and so on. Tim attracted more attention than the exhibits, and generated quite a lot a giggles and suppressed laughter. So by the time thy left, and made their way to Pennyâs Pantry, he was in quite a bad mood.
Pennyâs was a cheerful little place, and quite busy. There arrival was accompanied by gasps and suppressed squeals. Connie introduced Tim to Maria, a cheerful woman in her thirties, who greeted him so warmly that it was impossible for him to remain grumpy.
âYouâre even more handsome than in your picture!â Maria exclaimed, in that embarrassing way women have. âLadies, why donât you take a seat while I have a word with Tim.â
They sat at the only free table, while Maria took Tim by the arm and drew him behind the counter.
âTim, would you do me a favour? Gwen â thatâs my regular waitress â has taken the morning off. Could you possiblyâŠ? All you have to do is take stuff to whichever table I tell you. Theyâre all numbered. Itâs easy. Iâll pay you, of course.â
As Tim couldnât reply, every request made of him could be taken as answered in the affirmative.
âThank you so much. Iâll just do the ladies drinksâŠâ
He delivered the drinks without mishap. He could feel every eye in the place focussed on him. There was a murmur of conversation, punctuated by giggles. Several people passing in the street also stopped to stare. He was soon busy delivering drinks and food. As he brought the ladies a plate of pastries, the woman behind him murmured, âthatâs such a cute outfitâŠâ
He placed the plate on the table. âThank you, Popsi!â grinned Frieda. They were enjoying themselves hugely. It wasnât fair!
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on August 19, 2026, 03:13:35 AM »
âNow, are you going to behave? Or do I have to get my whip out? Thatâs better. What do you think of those pretty gloves? Gorgeous, arenât they? Hold them up so we can see them. Thatâs it. There, they really are just the perfect finishing touch, donât you think? What was that, Tim?â
With his new ball gag, poor Tim could do little more than grunt. Excellent, thought Connie. Sheâd be able to tease him mercilessly all day. And for punishments sheâd think about some special mitts so he wouldnât be able to pull at anything â or even pleasure himself properly! How amusing. This evening sheâd update Cassandra. Sheâd loved the videos. Everyone at ESDS had. If Tim knew they were going to be available to subscribers⊠She smiled to herself. Well, it was his fault for being so cute, for being such a show-off, and being such an easy dupe.
âWell, we might as well get going. Weâll be early, but we can have a nice walk round the village first. Itâs very pretty. Looks olde-worldy, but thereâs plenty of money there, take it from me, girls. AnywayâŠâ
They got there coats and headed for the door. Tim was having to be cajoled along. Finally Connie got him outside. She had to accompany him to the car, and return to shut the door.
âWhat a fuss!â she murmured as she went down the path for the second time. âBut once weâre there, he wonât have any choiceâŠâ
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