Sissy Gillian Scene 30

The girdle gave me the feeling that my bum was swinging from side to side. I could really feel that I had hips and a cute bum! Joan and Barbara were of course dressed exactly like me and I paid careful attention to how they walked and coped with the breeze. This really was a learning curve […]

Sissy Academy Scene 34

Michael always enjoyed playing football and cricket but had never played with girls before as they weren’t ‘girls’ games. He was taken aback that some of the girls were far better than some of the boys. He was equally surprised how much he enjoyed playing netball too, traditionally being a ‘girls’ game. He discovered that […]

Simon Stay with Aunty Scene 24

Aunt May grabs Simon’s pajama bottoms he just took off and folds them. Aunt May escorts Simon to the kitchen as he is dressed. His short sleeve pajama top does not cover his diaper and plastic panties. Feeling much like a small child Simon has a seat at the breakfast table. Today they are having oatmeal […]

Jenny’s Room Scene 25

He pushed his door closed before battling to get the duvet inside its hateful cover. He swam deep inside, pushing the duvet into the corners. It’s pinkness was even more apparent from the inside and Peter wish beyond belief that he’d wake up to find it was all a dream. It wouldn’t be the first […]

Dressed Under Duress Scene 21

The girls settle on an Indian with all the trimmings; rice, naan bread, poppadoms and various conserves. They order for the boys too, but they eat in the lounge after ‘serving’ their sisters in the dining room. Peter confesses to almost crapping himself earlier when Paul had the audacity to say ‘no’ to their sisters. […]

Jenny’s Room Scene 24

“Well what did you expect?” she asked dryly. “If pink and girlie is what you want, that’s exactly what you’re going to get.” she stated, putting the rest of the bedding on a shelf in his wardrobe. she paused for a moment looking at the rail, half full of dresses as a wry smile swept […]

Charboy Apprentice Scene 12

“I’m not keen on that one.” he replied. “It’s too bright.” he added as his mother removed the lid and wound up the candy pink column. “It’s nice.” his mother insisted. Charles restated his opinion. “I know love… but when you’re grown up with a wife of your own, she’ll expect you to wear what […]

The Milk Run Scene 20

“I’m 22, not a baby, and I’m Not a girl!” Rachel wailed her soother falling to the floor. Margaret gently set the crying sissy down onto the floor, she picked up the soother and washed it in the sink. Rachel just stood there sobbing, he could hear the troopers outside, he knew jail was waiting […]

Sissy Academy Scene 28

Michael was one of about ten boys from his old primary school who ended up at Ashford, as opposed to about 50 girls. It wasn’t a big school, but it wasn’t in a big town. However, the male-female split became increasingly disproportionate since the new uniform regulations were brought in; another reason why Ashford had […]

Dressed Under Duress Scene 15

Peter and Paul gulped in unison. Melanie flicked through the archive of photographs on her smart-phone and claimed that the pictures of them not kissing or cuddling or holding hands were far more powerful. “This one for example…” she said, showing them a photograph taken four months previously when they were dressed up as schoolgirls. “Anyone might […]

The Milk Run Scene 16

Tarna couldn’t get the cops to play along with a gag, Rachel reasoned, this was a weird coincidence. Having to look after an adult baby cousin did explain why she always seemed to want to feminize and baby him. God, she will keep me like this forever! Rachel involuntarily peed her diaper as she heard […]

Sissy Academy Scene 27

He’d not worn the uniform since the day it was purchased several weeks ago, and he wasn’t looking forward to wearing it tomorrow… outside, all day. The following morning, both Michael and his mother were a bundle of nerves as he buttoned up his jacket. His mother picked up his satchel and opened it. “You’d […]

Charboy Apprentice Scene 7

It’s not as unusual as it may seem since plenty of househusbands have been frocked, and that includes some of his friends’ fathers… but it’s not common for someone who’s still at high school. Charles faces his reflection and wonders what Mike must have thought. It wouldn’t be so bad if it was just a […]

Dressed Under Duress Scene 14

“No.” Melanie bluntly replied. “That’s our leverage.” she claimed as she looked toward the scantily clad boys. “If they’ve got anything to be ashamed of, it’s the fact that they’re both transvestites… they’re not even transsexuals, which is almost as acceptable as being gay these days, just a couple of trannies… sad little perverts who […]

Sissy Academy Scene 26

Michael wore a look of absolute terror. His mother rarely shouted like this so he quickly murmured an apology. “Well, I’m glad to hear it.” She replied much more calmly. “The last thing I want is to start buying my sissy son frilly knickers and pretty dresses and sending him to bed in a nightie… […]

Jenny’s Room Scene 16

Peter’s mother and sister enter his room. The boy is slumped on his bed sulking. He is told to go into his old bedroom and strip the bed, whilst they get the last of Jenny’s things. They removed all the books and ornaments from the shelves, along with Jenny’s favourite cuddly toys and most treasured […]

Sissy Academy Scene 25

The night before his first day his mother made a big fuss… she ironed his culottes and blouse whilst he polished his school shoes and made sure he had his books and pens and things. She reminded him how good the school was whilst he worried about looking like a sissy and being teased. His […]

Jenny’s Room Scene 15

“Well I hope so.” her mother replies. “Do you have a couple of old nighties too?” her mother asks, “I want him to spend every second in this house dressed as a girl!” she adds, much to Jenny’s delight. “Can I decide what he wears tomorrow too?” Jenny asks. “Yes if you want.” her mother […]

Dressed Under Duress Scene 11

They jovially bickered for a few moments over whether he looked too tarty or not, before telling him that it’s his turn to dress Paul. Having recently shaved every inch of hair from his legs, Paul’s legs feel especially sensitive to the slightest touch. The girl’s giggled and took more photographs whilst Paul had his […]

The Milk Run Scene 12

Tarquin blushed beet red, unable to deny his desire. Margaret gave him a knowing look as she put cream and powder on him. Margaret pulled the thick cloth diaper up between his legs. Mary pinned him snuggly in the diaper with pink diaper pins. “Your quite the little sissy aren’t you Rachel?” Margaret asked, leaning down […]

Sissy Academy Scene 23

“Well it isn’t a cheap one, and it’ll be good in the rain.” “But my legs get soaked.” He observed as he looked down at his bare legs, clad in only thin white knee socks. “It’s only rain, Michael.” His mother replied, dismissing his complaint. “Your legs will dry out quick enough.” She suggested. “When […]

Jenny’s Room Scene 13

His mother sighs impatiently. “I don’t know what you’re crying about Peter… you went to great pains to wear your sisters clothes and now you are your playing all hard done by.” she states. “You should be over the moon!” she supposes. “Now stand up so we can have a look at you.” Peter’s tears […]

Sissy Charboy Apprentice Scene 3

After quickly cleaning the family bathroom and the en-suite in his mother’s bedroom, Charles carried the vacuum cleaner downstairs and parked it in the hallway. He grabbed a stiff brush from the cleaning cupboard and proceeded to sweep the stairs from top to bottom. Perched on his knees, he quickly and briskly swept every step, […]

The Petticoat & the Evacuee Scene 3

“I’m expected to clothe him too!” Mrs Postlethwaite blurts. “Have you any idea how expensive decent clothes are these days?” The billeting officer considers taking the boy himself, but with four offspring of his own and two evacuees already, he simply doesn’t have the space. He reminds himself that his role is to allocate ‘all’ […]

Sissy Sis Scene 7

They both knew that when I went to Cathy’s room to clean up and I saw all the clothes laying about the room that I would do as I always have. Yep. I went to snooping in her drawers and closet and I would put something on. Sis said she peeked in on me and watched […]

Sissy Gillian Scene 18

Mrs Johnson had also reminded mum that on Saturday afternoon there was a rehearsal of the local Ice show “Cinderella”. Brian and Joan were excellent skaters and were involved in the show so we would not be able to watch rugby as planned. I was quite relieved, as secretly I hated rugby and would far rather go […]

Sissy Academy Scene 22

Before long Michael found himself dressed fully in his new uniform. “I look like such a girl in this mum.” He sulked, sounding almost on the verge of tears. “Of course you don’t.” His mother replied. “You look like a very smart schoolboy.” She added. “Come on, I want to take a photo of you.” […]

Jenny’s Room Scene 12

  Jenny pulls a slightly guilty face as she admits she’s never liked it. “I only said I did because I didn’t want to hurt your feelings.” “Oh Jenny you should have said so.” her mother replied as she took the dress from her daughter and admires it. “You see Peter, Jenny cares about other […]

Sissy Charboy Apprentice Scene 2

“Aren’t you dressed yet?” he asked, finding her slumped on her bed in her pyjamas and fully focussed on her hand-held console. “You haven’t put anything out for me yet.” she replied with raising her eyes from the screen. “It’s the holidays… I only put your clothes out on a school day.” he reminded her. […]

Sissy Sis Scene 6

Sis grabbed my arm and pulled me out of the room, dragging me, struggling into the hall. As she did Cathy yelled out; “here comes our new sissy girl!”Sis shoved me all the way into the middle of the living room. All the girls were laughing as I entered the room. Then they all burst […]

Mothers Sissy’s in Trouble Scene 9

  “That had almost finished.” I said. “Well if you’re good girls you can watch it again before bedtime tomorrow.” she said. “Oh… don’t call us girls.” Peter moaned. “Sorry, princesses.” mum replied. “If you’re good little princesses and go straight to bed, I’ll let you watch it again tomorrow.” “I don’t wanna watch that […]

Dressed Under Duress Scene 9

The boys gulp and glance at each other. “And you both went all the away up?” Again they gulp and exchange a glance. “Oh goody!” Melanie exclaimed. “Let’s see… come on boys, pants off!” “Everything off!” Audrey stated. “I’ve got some lovely lingerie for you both, and this time… just for a change, I think […]

The Milk Run Scene 10

  How lucky is that?” “Oh?” Tarquin, was not normally suspicious, but considering the odds of stumbling into a place with a ready-made toddler girl’s layette all sized for him? That and the fact she was Tarnia’s Aunt seemed very suspect to Tarquin. “I know it seems strange, Rachel only dresses like a baby when […]

Sissy Academy Scene 21

“We may as well be wearing skirts,” Michael said as he looked down at himself. “I’m going to feel such an idiot walking to school like this.” “I did suggest a skirt in the shop love.” His mother reminded him. “Now I can always pick you one up if you don’t like the shorts.” She […]

Sissy Charboy Apprentice Scene 1

It’s half term and Charles is busy following his daily rota and pottering around the house. His mother is at work. His big sister Emily stayed over at one of her friends and isn’t expected back until the afternoon, and eleven year old Samantha is playing on her games console. Charles only had to make […]

The Petticoat & the Evacuee Scene 1

The story of an evacuee begins in the autumn of 1940. Billy says a tearful goodbye to his mother before boarding the bus to who knows where. Everyone else is just as nervous as Billy, even more so when they arrive at the small church hall in a remote town somewhere well away from the […]

Sissy Academy Scene 20

His mother unbuttoned the shirt before passing it to him. She watched him fiddle with the buttons as they fastened the opposite way to all his other shirts. Once done, she passed him the shorts and said. “You’ll have to get used to the fastening… I’m not going to dress you every morning.” “Why don’t […]

Simon Stay with Aunty Scene 10

It is Sunday morning. The weather forecast is hot and sunny for the day. John, Joyce, and Simon are up and finish breakfast by 9 pm. Simon has already showered and packed his car for the 100-mile trip. Breakfast was ham, eggs, hash browns, and orange juice. Joyce went all out to serve a nourishing […]

Jenny’s Room Scene 10

Peter looked up at his mother in amazement. “All of them?” he asks. She nods a definite yes. “But… what am I going to wear?” His mother turns towards Jenny, who is sorting out her new wardrobe. “How are you getting on Jenny?” she asks in an almost cheery tone of voice. “Fine.” Jenny smiles. […]

The Milk Run Scene 8

Tarquin began to wash his long dark hair, wishing now that he’d cut it, muttering “What have I gotten myself into?” He could hear Margaret, but not make out what she was saying, she was talking to somebody on the phone. As he rinsed his hair he noticed his clothes were gone, he shrugged, they […]

Simon Stay with Aunty Scene 9

Simon gets maintenance on his car and returns home before lunch. Father has the yard work done by 1 pm which is lunchtime. Mother has done all the laundry and put it away. Lunch is something simple for Joyce to cook, she makes sausages with beans. John showers first after working in the hot sun. […]

Jenny’s Room Scene 9

The thought of everybody knowing gave Peter a good incentive not to piss his mother off any more than she already is. He wiped tears from his eyes as he carefully transferred the neatly folded clothes from Jenny’s drawers. Once all of his sisters clothes have been transferred, he asks if he can put some […]

Sissy Sis Scene 3

I decided to try it on. So off with my slacks and loafers, and I pulled on the skirt. It was a little snug at the top, so I zipped it up and left the button unbuttoned at the top. I twirled around a bit admiring myself in her dresser mirror. Then I went to her closet […]

Mothers Sissy’s in Trouble Scene 6

Peter and I sheepishly stood up and gave Granny’s wrinkly old cheek a kiss. She left and we sat back on the sofa. “How long do you think we have to do this for?” Peter asked as Mum waved our grandmother off. “Dunno.” I replied. “You won’t tell anyone will you?” I fearfully asked. He […]

The Milk Run Scene 7

  Tarquin sank deeper in the water till only his head could be seen. “This is a nightmare!” “No honey, jail is the nightmare,” Margaret said softly. “Says you!” Tarquin was feeling frustrated and a little angry. “Well you are welcome to leave, I won’t force you to dress as my niece. But if you […]

Sissy Academy Scene 18

When they arrived home, she took him straight to his room and began unpacking his new uniform. She placed his shirts and shorts on hanger and gave them to him to hang in his wardrobe, apart from one of each which she neatly placed on his bed. Michael glanced at the garments on his bed as […]

Simon Stay with Aunty Scene 8

  The third room of Aunty May and Uncle Jack’s house was turned into a storage room when Sarah moved out. Her room was occasionally used as a guest room. That evening the family watches television and goes to bed at around 10 30 pm. A very busy day is planned for Saturday to prepare […]

Jenny’s Room Scene 8

Peter returned to his room and took as many clothes from the wardrobe as he could carry. He returned to his old room to see his mother emptying his wardrobe, by throwing everything in a crumpled pile on the floor. Back and forth he went in only his underwear, fetching her masses of dresses and […]

Simon Stay with Aunty Scene 7

  Mother and Father decided that Simon would be leaving on Sunday morning. “Ok I will do as you ask,” Simon said giving in to the pressure of his parents. “Tomorrow is Saturday and I will take my car in for an oil change and a tune-up.” “That will be  a good idea,” Mother replied, […]

Sissy Gillian Scene 13

  “I like you much better as a girl, Mike” said Joan “and I am going to call you Gillian …….will you be my best friend?” I gave her a hug and said I would like that. (I enjoyed hugging Joan as it seemed exciting somehow for two girls to hug) Then to my great […]

Sissy Academy Scene 17

Michael kicked his heels as the assistant neatly placed each item into a large carrier bag. She made small talk with his mother about how good a school Ashford is and how well her son has settled in. Karen paid for the items before passing Michael the carrier’s bags which held his new uniform. “Thank […]

Sissy Sis Scene 1

My sister had got a job working in the school office and found it very useful when my classes were getting set up. Sis put most of all my classes in rooms close to hers or some of the other girls that knew me. She also got me out of gym class by telling everyone I had breathing problems […]

Mothers Sissy’s in Trouble Scene 4

  “Now there’s a nappy and a nightie under your pillows.” Mum said. “What?” I yelped. “Even girls don’t wear nappies!” “No, but petticoated boys do.” mum replied. “Now I bought you both pull on ones because you’re not babies… but if you act like babies, we’ll just have to put you in a proper […]

Dressed Under Duress Scene 4

It wasn’t always dresses. Sometimes they’d make the boys wear a pair of little girlie shorts, sometimes with tights or leggings too. They were both put in I love Justin Beiber T shirts on one occasion, but worst of all was the day they were dressed in playsuits. Both had buttons up the back and […]

The Milk Run Scene 5

He was so nervous he trembled a little as he sank into the foamy sudsy water. He could hear voices so he turned off the water and listened. “No, I haven’t seen anyone tonight.” “Who is in the bathroom?” Asked a deep-voiced man, undoubtedly a state trooper, Tarquin sank into the suds wanting to disappear. […]

Sissy Academy Scene 16

He glanced around the shop as the assistant continued totting up the bill. The two mannequins in the window were silhouetted against the daylight. He stepped closer as he tried to remember which was the boy and which was the girl as he realized how similar their outlines were. Both women glanced over at Michael […]

Jenny’s Room Scene 6

He gulped at the thought of staying in his sister’s bedroom, and he knew he’d never be able to have his friends around unless it was completely redecorated. He felt he’d come up with some leverage. “Mum?” he asked. His mother stopped what she was doing, faced him and said. “If you got something to […]

Mothers Sissy’s in Trouble Scene 3

  Mum did the same to Peter. We weren’t strangers to sharing a bath, but being scrubbed like little kids was less than desirable. After shampooing and rinsing our hair, we were ejected from the tub and mercilessly towel dried. “What’s this for?!” I said as we coughed and spluttered a fine white talcum powder […]

Alex Finds Out Scene 3

Summer school was on the west coast and the school was an old baronial style ‘castle’. It was very near the beach and most days, weather permitting, we were taken there in the afternoon for field trips. I was starting to really look forward to these trips as the teachers, ladies who looked quite elderly […]

Dressed Under Duress Scene 3

Their sisters would take a combination of photographs and short videos on their smart phones. “Don’t forget boys, you’re only one click away from going public on YourTube or FaceBank…” they’d remind them. “…so you’ve got to be on your best girlie behaviour… we want to see smiles, not sulks.” It’s a tricky path to […]

The Milk Run Scene 4

She patted his cheek gently, “Now you get out of those dirty old boys clothes and get into the tub and stay in it till I come for you, understand?” “Yes Aunty,” Taquin felt a little better, Margaret was so calm and certain. he was surprised when she patted his bottom as he turned to […]

The Plight of Sissy Patty Scene 22

  One thing was clear – Pat actually missed the petticoats!  He was relieved that he did not have to wear stays any longer…but it appeared to be a reasonable trade-off. So, somehow, in a few days, Patrick didn’t hesitate as he trampled Gram’s prize flowerbed, visions of soft petticoats and friendships in his mind. […]

Sissy Gillian Scene 11

The evening was by no means finished yet as my mum announced that on the way home she had to collect some papers from her friend Mrs Johnson. Now Mrs Johnson had two children; a boy Brian who was fourteen and a girl called Joan who was my age, played violin in the GHS orchestra […]

Sissy Academy Scene 15

He glanced around the shop as the assistant continued totting up the bill. The two mannequins in the window were silhouetted against the daylight. He stepped closer as he tried to remember which was the boy and which was the girl as he realized how similar their outlines were. Both women glanced over at Michael […]

Simon Stay with Aunty Scene 5

  “Uncle Jack still works full time, however, Aunty May retired from her part-time job when she turned 45 two years ago”. Cousin Sarah moved into her own place four years ago when she was twenty-one. “This sounds like a good idea to me”, father stated after eating. “Aunty May is home all day and […]

Jenny’s Room Scene 5

His mother turned to see her son whimpering behind the door. “What does it look like?” she replied. “We’re making some changes… This will be Jenny’s room from now on.” she said as Jenny looked at her brother’s face, streaked with eye-liner and his shoulder clad in nothing but the thin strap of her favourite […]

Mothers Sissy’s in Trouble Scene 2

“Petticoating.” mum replied. “If you haven’t worked it out, it means dressing naughty boys in girls clothes until they can behave themselves.” she explained. “Now… why don’t you two jump in the bath before you get ready for bed?” “BED!?!” we protested in unison. “It’s only half past five.” “And by the time you’ve had […]

Dressed Under Duress Scene 2

The girls had them over the proverbial barrel for years. Audrey had her brother Peter tidying her bedroom and polishing her school shoes whilst Melanie’s little brother Paul was brushing his sister’s hair and putting it in plaits every night, painting her toenails, running her baths and fetching her snacks. Then, on the rare occasion […]

Plight of Sissy Patty Scene 21

It didn’t take long for the four girls and Patty to become good friends, and soon they were talking about exchanging clothes and the like – it made Patty very excited. Later her sisters joined them now and then.  Unfortunately for Patty, even though Mary was slightly larger then she, they could not use Mary’s […]

Sissy Gillian Scene 10

In town I was sent into the cafe to buy the milk and so I stepped out of the car and tugged my skirt down at the back as I had seen girls do. As I walked the few steps along the pavement I glanced into the shop windows and saw the reflection of this […]

Sissy Academy Scene 14

“He’ll need plenty of socks too.” His mother added in an impatient tone. The bill had more than doubled with the cost of the shoes, the pumps, the trainers, and the football boots. She cast her eyes over the small stand by the till, upon which was a variety of socks. She began grabbing a […]

Simon Stay with Aunty

  “However what will you do with yourself until September?. “You can not just do nothing for three months.” said his father joining in the conversation. Simon anticipated that his father would come out with something like this. He went on to explain that he cannot help the fact that the economy is slow. Mother […]

Mothers Sissy’s in Trouble Scene 1

  Neither myself nor my brother could believe this was happening. Our mother opened the double doors of our wardrobe to reveal a resplendent display of skirts, blouses and dresses. “You honestly don’t expect us to wear those do you?” Peter asked. “Well after you two have had a bath, you won’t have any choice […]

Dressed Under Duress Scene 1

I’d love to.” Melanie replied. “But do you have any nappies?” she asked. “I don’t but Peter does.” Audrey proudly replied, causing her little brother to blush something rotten. Melanie’s brother Paul dropped his jaw and stared at his friend as Audrey explained that he still wets the bed occasionally, and therefore has plenty of […]

The Milk Run Scene 2

The house was a large well kept two story classic farm house. Outside lights lit up the entrance, the white side of the house gleamed next to the opened dark green shutters which graced the windows. Margaret kept her arm around Tarquin, he didn’t mind, he was truly freaked out by suddenly becoming a fugitive […]

The Plight of Sissy Patty Scene 20

  It didn’t take long for the four girls and Patty to become good friends, and soon they were talking about exchanging clothes and the like – it made Patty very excited. Later her sisters joined them now and then.  Unfortunately for Patty, even though Mary was slightly larger then she, they could not use […]

Sissy Gillian Scene 9

My hair was fairly long which was the fashion, so mum was able to make two bunches and tie on two blue satin ribbons to complete the girlish look. I was then taken in front of the full-length mirror to see myself and I nearly burst with ecstasy at this pretty little girl standing in […]

Sissy Academy Scene 13

Karen and the assistant were satisfied they were a good fit, in spite of Michael’s protests; ‘they look silly’, ‘but they have a heel’, ‘but… buckles!’. He didn’t say, ‘too small’, ‘too big’ or ‘not wide enough, so they were purchased, along with a pair of black pumps for PE. His thoughts were unwillingly cast […]

Simon Stay with Aunty Scene 3

Simon is quite a short young man. He stands at only 5 foot 4 inches tall. He has collar-length brown hair and is rather a  polite young man, Simon is kind of short at 5’ 4” tall and about 120 Lbs. He has collar-length brown hair and is a polite young man. On this day […]

Jenny’s Room Scene 4

  Jenny’s jaw hit the floor at her mother’s suggestion. She was speechless. “Even for school?” she asked, visualising the scene as a thoughtful grin crossed her face. “Well much as I’d like to see him squirm… no, not for school.” her mother replied. “Pity.” Jenny frowned. Her mother opened a cupboard and removed a […]

The Milk Run Scene 1

The house was a large well kept two story classic farm house. Outside lights lit up the entrance, the white side of the house gleamed next to the opened dark green shutters which graced the windows. Margaret kept her arm around Tarquin, he didn’t mind, he was truly freaked out by suddenly becoming a fugitive […]

Jenny’s Room Scene 2

Jenny was crying in the kitchen when her mother entered. She was upset because not only was Peter wearing her things… but they were her favourite things. Her mother assured her that Peter would replace them with his pocket money. “It’s obviously not the first time he’s done it!” her mother said as she realised […]

Jenny’s Room Scene 1

“You shall remain dressed exactly as you are until I’ve decided what to do about this” my mother stated as her eye’s dropped to see the semen dripping on to the floor. She turned to my sister and told her to go to the kitchen, before tuning back to me. “Right young man… come with […]

The Plight of Sissy Patty Scene 18

“Hello Patty,” they said quietly.  Word apparently had gotten around about her plight.  By their tone, Patty guessed that her sisters had asked them to be nice and understanding and try to protect her, since they did not go to the same school, being older.  “We can walk with you, if you like,” said a […]

Sissy Gillian Scene 7

Two days later was Friday and when I returned from school my Mum called me to her bedroom and there on the bed laid out were the most exiting garments I had ever seen: A navy blue gym dress, a white shirt with long sleeves, a suspender belt, a pair of sateen panties with elastic […]

Sissy Academy Scene 11

An evil grin swept across Karen’s face. “Would you like to try a skirt, Michael?” She asked her mortified son. “It might be nicer in the summer.” She added persuasively. He shook his head, not sure if she was teasing or being serious. He looked down at his new school shorts and his pale legs […]

Mid-term Scene 37

“Who’s she?” Carol asked. “That’s Robert.” “He’s got a bob!” “Yeah… a few of ’em have girlie hair.” he said as he scrolled through a few more photographs and zoomed into one. “Me with clips in.” “He he.” Carol grinned. Peter has typical boyish hair; short around the back and sides with a full fringe, […]

Two Sissy’s Petticoat Trouble Doubled Scene 18

Six weeks later, my brother and I wore boy clothes for the first time since we broke up for summer. Mrs Brown asked us if we’d had a nice summer when we returned to school. “Yes Miss,” we replied as the other kids cast us peculiar looks, whispered to one another and giggled. We took […]

Sissy Gillian Scene 6

At age twelve I had become a good violinist and I was allowed to play in the GHS orchestra and became an indispensable member with many good friends among the girls who accepted me as part of the team. I was very much the envy of my school friends and often played postman taking love […]

Sissy Academy Scene 10

“My Jamie wears woolly tights in the winter.” The assistant stated. “Although he did take some convincing.” She added. “I think Michael will take some convincing too,” Karen replied with a knowing smile. “I didn’t give him a choice in the end.” The assistant answered. “Tights or nothing, I told him.” A brief silence followed. […]

Two Sissy’s Petticoat Trouble Doubled Scene 17

Mum always insisted we wore our aprons when eating, so we did each others buttons before being given a choc ice each. “Why don’t you eat them in the garden? It’s a lovely day.” “But… someone might see us,” I replied. “Well that hardly matters now does it?” Mum replied, “Plus, you two princesses are […]

The Plight of Sissy Patty Scene 16

  Patty was full of confused thoughts, but eventually fell into deep sleep. She dreamt of a picnic on a blanket on a meadow, with fluffy clouds and lacy dolls and cozy petticoats.   Patty was all ready for school and on her way out, when Gram came from behind and said, “Don’t forget your […]

Sissy Gillian Scene 5

My fascination with girls and the clothes they wore at prep school continued until I started at the exclusively boys college at the age of nine, but then a new influence began. My mother was a professional musician and decided that I should learn the violin. As there were no violin teachers at the boys’ […]

Sissy Academy Scene 9

Before long he found himself trying on a pair of the regular school shorts. Similar to the PE skort, the box pleated shorts looked like a skirt from most angles. However, these ‘shorts’ had a single button and zip at the back. Michael couldn’t fathom why they fastened at the back rather than the front […]

Mid-term Scene 35

Carol placed her hand on his back once more, resting her fingers on the fastening of his training bra. This time he didn’t shy away. They shared a smile as she stroked his back a little before removing her hand. “Do you want a drink?” she asked, offering juice or a brew. She left him […]

Two Sissy’s Petticoat Trouble Doubled Scene 16

“But… they’re dressed like girls!” Stephen spat. “Yes they are… and they’re far better behaved because of it.” Mum replied. “Now are you going to say sorry?” “No!” all three replied. “Well in that case you’d better leave… and I’ll be telling your mothers how horrible you’ve all been when I see them,” Mum stated […]

The Plight of Sissy Patty Scene 15

Bedtime proved a little relief, as her stays were changed to the nighttime-type, a little looser, but also much longer.  These stays were to her lower thighs – another one of Gram’s requirements for ALL the girls.  No touching of private parts!  Masturbation was an abomination to God!  Even dressed as boys, their hands were […]

Sissy Gillian Scene 4

It is interesting that at this stage of my life I was unaware that there were any physical differences between girls and boys and couldn’t understand why girls were dressed differently! About a year later when scratching through a jumble drawer I came across the red satin pants. I immediately thought of the school uniforms […]

The Plight of Sissy Patty Scene 14

Dinner proceeded fairly normally after that, with the usual talk of family affairs and situations, and soon Patty was immersed in talk, almost forgetting her tight stays.  Her demeanor actually changed because of her attire – she was more  ‘delicate’, more feminine.  It was almost second nature to emulate the mannerisms of her sisters she […]

Sissy Gillian Scene 3

The great day dawned and I was bathed and my hair washed in some special shampoo to make it lighter and shinier. I was made up with rouge and a touch of lipstick and the exciting costume was carefully put on! Everyone said I looked pretty good and the newspaper described me as “an adorable […]

Sissy Academy Scene 7

Karen bundled her son of to the changing room and told him to remove his shoes and pants. He did as he was told and no sooner he had his pants off, his mother opened the curtain and held out the bizarre pair of shorts for him to step into. They had full-length knife pleats […]

Mid-term Scene 33

Peter gulped and shook his head. “Not make-up.” he said. “Not yet anyway.” he added before confessing to ‘occasionally’ wearing a slide or a couple of clips in his hair. “I’d rather not but we’re encouraged to try to look nice and Mum & Kate are both quite encouraging.” he said before hesitantly informing her […]

Two Sissy’s Petticoat Trouble Doubled Scene 14

We reluctantly pulled on our nappies, followed by the rubber knickers, then our cotton over knickers and finally, we pulled our nighties over our heads. Mum made us say thank you to Mrs Brown for helping, and she left. We watched girlie TV until 8pm. Peter said he didn’t need a clean nappy. I did. […]

Sissy Gillian Scene 2

The ball was scheduled for the night of 16 August 1939 at which time I would be nearly six years old. In due course my page outfit was designed by a Mrs Green, a local dressmaker, and I was taken for the first fitting. Mrs Green’s son Bernard was unfortunately present, which worried me as […]

Sissy Academy Scene 6

Michael soon found himself being measured; height, chest, waist, and hips. Once she had his sizes, she began routing through the shelves. She took a bundle of Cellophane wrapped items under her arm and stepped over to the counter. “These are the Ashford ones.” She said as she placed the bundle down and worked through […]

Sissy Gillian Scene 1

I was a second child with an elder brother five years older than me, so when I was due to be born my dear mother was very keen to have a little girl and thus make a “pigeon pair”. She had bought lots of pink clothes and had even decided that the baby would be […]

Sissy Academy Scene 5

The loud ding ding of the bell alerted the assistant to their presence. “Hello there, can I help?” She smiled as she greeted Karen and Michael. “Hello,” Karen said. “My son is starting secondary school in September and needs a uniform.” “Are you really?” The kind-looking lady asked the nervous-looking boy, “…and which school are you going […]

Mid-term Scene 31

“Hiya!” she grinned as she dragged him inside. She looked him up and down and said “You could have worn those shoes for me!” “I’m enjoying a whole week wearing nothing but flat shoes.” Peter replied. “Ooh.” she cooed. “We’d have been about the same height.” she grinned as he looked up into her eyes […]

Two Sissy’s Petticoat Trouble Doubled Scene 13

Mum made a point of checking my dress for splashes when I returned. When we ate supper, she made us each wear a white apron. Alice’s in Wonderland… she called us. I could see where she was coming from. After supper, mother had us wash and dry the dishes… then the doorbell rang, and since […]

The Plight of Sissy Patty Scene 11

  Patty’s demeanor suddenly changed, and she became morose. “What is it?” “Nothing.  I mean, well, I mean do not feel I should be feeling good about this.  I am a boy, not a girl.” “It’s only temporary, Patty.  We’ve had to do this before, and you didn’t feel this way.” “I am beginning to…like…the […]

Mid-term Scene 30

“So how’s Noel?” Peter’s Dad asked as his son climbed into the car soon after 6.00pm. “Good.” Peter replied as he pulled on his seatbelt. He told his dad about Noel and Mark going to watch the movie and playing the video game and the possibility of them coming up for a few days in […]

Shopping with Mother Scene 7

  “What is it?” I asked as she slid the bag towards me. “Something for a rainy day.” she smiled. I bit my lip as I lifted the garment from the bag. “Oh mu-um.” I bashfully commented. “Do you like it?” she asked. “I know it’s a bit of a step up from your sailor […]

The Plight of Sissy Patty Scene 10

I have to eat, but Gram and the family will be expecting you, and you know how she is…” “Yes.” She said dryly.  “I know how she is.  Witness my plight” rubbing her waist. The pretty blue, but plain dress quickly descended from the place from where it hung, and soon was fitted on Patty, […]

Mid-term Scene 29

They agree that it would be ‘cool’ to visit Pete the ‘sticks’. They also say that they’d have to get parental permission, but stress that that they’ll press for it. “If that’s OK?” Noel asked. He had a serious look in his eye and Peter knew exactly what it meant. “Yeah it’s fine.” Peter assured. […]

Shopping with Mother Scene 6

    I spent the entire evening wearing the dress. And about four or five days later, I wore it again. I probably left it a fortnight before I wore it for a third time. Mum asked if I liked wearing it and I nodded. “I don’t think I’d wear it outside but I like […]

Two Sissy’s Petticoat Trouble Doubled Scene 11

Mum pointed out that it is in fact a pair of shorts and a top all-in-one, “…so nobody will see your knickers if you play on the climbing frame.” “But… they’ll still laugh at me.” “You don’t know that.” Mother replied. “They might say you look nice.” “No, they won’t.” “Are you playing out too […]

Mid-term Scene 28

Noel glanced at Peter. Peter glanced back. “That and the fact that Carol’ll chop his balls off if he does.” Noel said as he burst out laughing. “What?!” Mark exclaimed. Noel explained to him that Carol fancies Peter and Peter’s gonna hang out with Carol whilst they’re at the cinema and blah blah blah. “Blimey.” […]

Sissy Academy Scene 1

The first term of the new uniform regulations began after the Easter break. Rules regarding overcoats had also been tightened up, with both boys and girls wearing the school double-breasted ‘dress’ coats which just and so covered both the boy’s shorts and the girl’s skirts. It’s safe to assume every boy felt nervous and self-conscious […]

Shopping with Mother Scene 4

  “I don’t know.” I said. “Do I have to wear it?” “Well it seems a bit silly if you don’t.” she said. “But I won’t tell anyone… and we can hide it in my room if you prefer.” “I think that’s a good idea.” I replied, almost grimacing. “Dunno what my friends would say […]

My Sister’s Birthday Scene 20

      “They’re only guidelines David.” she told him. “Only really naughty boys need petticoating everyday.” I told him, adding “…and every night.” He gulped and looked up at me through a pair of pleaful eyes. “…but if today’s behaviour is anything to go by, you won’t need that.” “I hope not. It’s horrible […]

Mid-term Scene 26

“Oh Mum why have you enrolled him in one of those?!” Kate exclaimed. Their parents give Kate the very same reasons as they’d given Peter and she was just as surprised as her brother to discover that she’d be attending an EP school too. She’s not happy to discover that ballet classes are compulsory, but […]

Shopping with Mother Scene 3

  I shook my head, quickly glanced around and said “They’re all girl’s clothes.” “They’re all dresses.” Mum retorted as if correcting me. She reminded me of the boy’s dresses in the exhibition last month. “Do you think those boys thought they were wearing girl’s clothes or just dresses?” she asked. I pondered for a […]

Two Sissy’s Petticoat Trouble Doubled Scene 7

The lamp she’d turned on is a new one, and I don’t like it. It’s too bright for a start and has a revolving shade that casts a pink & lilac glow across the walls and ceiling. “At least it’s not Princesses,” I said as I followed a silhouette of Tinker Bell scroll across the […]

The Plight of Sissy Patty Scene 5

This was the part he hated most.  Being naked, even for a moment, in front of his older sisters.  Sometimes he wished he had a younger sister on whom to take out his frustrations – and ever since that time on the hill, his older brother was of no help in any attempt to shield […]

My Sister’s Birthday Scene 18

  ~   Their mother left them alone and stole a sausage on a stick from the remains of the buffet before returning the kitchen to finish washing the plastic party dishes. Afterwards, she made herself a pot of tea and sat at the breakfast bar where she enjoyed a cigarette and perused the petticoating […]

Shopping with Mother Scene 2

  On our previous visit to the city, there was an exhibition of vintage children’s clothing at the big museum. It was mostly boring because most of the exhibits were dresses… but it was interesting too because one tends to learn things that they never knew beforehand. One thing I learned at that exhibition was […]

Two Sissy’s Petticoat Trouble Doubled Scene 6

In light of that, the pull-up nappies didn’t seem so bad. Once we had a clean pair of rubbers and our over-knickers and nighties back on, mum said, “Oh look at the time… it’s almost twenty minutes past your bedtime.” before shuffling us out of the bathroom. It felt so weird having the light flowing […]

The Plight of Sissy Patty Scene 4

  Yes, the green dress with the floral pattern.  I’ll never forget that day… Martha and Bernice coming into the room interrupted his reverie – his hands were still on the dresses. “Any particular one you’d like to wear today, dear Patty?” a gentle smile on Martha’s face.  “They ARE pretty, yes, Patty?” “Don’t call […]

My Sister’s Birthday Scene 17

Poor David has no idea how pretty he looks, especially when he sulks and pouts, his mother thinks as she washes the dishes. If she’d known just how effective petticoating would be she’d have done it last year and probably the year before. Maybe if he’d worn a dress then, he’d have played nicely with […]

Mid-term Scene 23

“Well… it’s just a school uniform. You don’t get a choice about yours in the same way they don’t get a choice about theirs… but at the end of the day, you’ll come out with a much better education than they will. After sixth form you’ll be probably be off to uni and by then […]

My Sister’s Birthday Scene 16

Janet shows me some of her birthday presents and I feign interest. She tells me the highlights of her party; who won pass-the-parcel, who won musical chairs, who ate too much cake. Then she looks me up and down and asks why I didn’t come to her party when I’m wearing a party dress. “Because […]

The Plight of Sissy Patty Scene 2

    The Saturday had begun fairly non-eventfully.  Patrick and some of his friends were playing ball in the front yard, and, very quickly, the game ended with the breaking of one of the windows.  The others immediately ran off, and Patrick was alone to take the blame.  He quickly knew what the future held […]

My Sister’s Birthday Scene 15

Janet is dumbstruck when she sees her brother wearing one of her dresses. Her jaw drops. She gasps. “Why are you wearing my things?” she asks in a most accusational tone. David does nothing but blush. Janet turns to the door and yells “Mu-um! He’s wearing one of my dresses!” Their mother had already followed […]

Mid-term Scene 21

Peter mentioned a handful of boys in his class who reportedly wear girl’s clothes outside of school, including Keith, possibly Alan and Robert. “Is he the one with the bob?” Kate asked. Peter nodded. “He’s cute.” his sister claimed. Peter didn’t immediately respond, but he did thank his lucky stars that so far, his mother […]

Unwanted Gifts Scene 28

I returned to my room. Hannah is exactly where she was, sat on my bed but instead of perusing the Muse album cover, she’s holding the empty square of card that housed the gift she’d given me. I sort of stopped when I noticed. “Are you wearing them?” she asked. I meekly nodded. “And?” she […]

Family, Friends & Dressing Scene 2

The next day I came home from school with my neighborhood friends Cindy & Carol. I had grown up with them since I was 2. We were like sisters & brothers. We did everything together. Well the three of us walked into my room to the biggest surprise of my life. It was like a […]

Two Sissy’s Petticoat Trouble Doubled Scene 2

I was planning on legging it down the stairs and, providing the front door was unlocked, to the street outside. But since my grandmother stood on the landing effectively blocking my path, I went into the bathroom, followed by my brother Peter. The bath was already full of fragrant bubbles. Of course, we begged and […]

The Perfect Sissy Scene 7

A light … I realize I can ponder this light … I realize I have more than that ability … I am warm … I have … fingers … I explore my fingers … a thumb … I begin to suck my thumb … I move my feet gently … I am surrounded by … […]

Unwanted Gifts Scene 27

Suddenly there was a knock on the door. “Can I come in?” Dad’s voice asked. “Er… yeah.” I said as the door began to open. Dad popped his head round and said “Your mother’s wondering where you’ve disappeared to.” “We’re listening to Muse.” I replied. “Well… I think she wants you to show her your […]

Family, Friends & Dressing Scene 1

It all started in JUNIOR High school. I was teased over having girly breasts. Everyone teased me, even my closest friends. One evening while playing in my older sisters room (Sherri), I came upon some old clothes of hers. I decided to try on one of her bras. It was a 34A. I could not […]

The Perfect Sissy Scene 6

  Gabe’s voice is very soft and soothing. I see him writing everything I say. The words seem to glow strangely as they are put on the clipboard. He asks many questions. I find I feel better with each answer I give that is heart felt and honest. Gabe even knows when I am being […]

Unwanted Gifts Scene 26

 “Can I come in yet?” she asked. “Yeah.” I nervously replied. “Hey nice tights. Nice T shirt too… and shoes!” “Yeah.” I shyly said. “It’s all coming out now.” I guiltily added. “Good.” she said. “It’s gotta be better than hiding.” “Yeah… still scary though.” I said as I slid my new Muse LP out […]

Dawn of the Genderquake Scene 14

I exhaled long and slow through my nostrils before telling my mother in no uncertain terms that if I want to start wearing that stuff, I’ll ask for some. I was calm and considered I might add, not shirty or disrespectful. Mum smiled through pursed lips and nodded. “Well if you do change your mind, […]

My Sister’s Birthday Scene 10

    “Well I hope so.” I checked the time. “I’m going to tell Janet that you’ve gone out with your friends, so she won’t even know you’re here… so unless you want her to see you, you’ll be as quiet as a mouse won’t you?” He hung his head and nodded. I routed out […]

The Perfect Sissy Scene 3

      I hear a soft voice say, “Awaken.” My eyes pop open. I am afraid. I never took off mom’s nightgown. I sit up quickly. I am not sure where I am. I look around and am sure this is one of those dreams I have read about in stories and am no […]

My Sister’s Birthday Scene 9

    Poor David has no idea how pretty he looks, especially when he sulks and pouts, his mother thinks as she washes the dishes. If she’d known just how effective petticoating would be she’d have done it last year and probably the year before. Maybe if he’d worn a dress then, he’d have played […]

The Perfect Sissy Scene 2

It has been another rotten day. School was a nightmare as usual. I am perhaps the only boy anywhere in school that is always mistaken for a girl at first glance. It has caused me no end of torment and has caused me to be beaten repeatedly by the school’s psychopathic Bullies. I have returned […]

Unwanted Gifts Scene 23

Hanging from her fingers is a big paper carrier bag and I knowingly asked if she’d been to the checkout. Mum nodded. I pushed my foot into my shoe and pressed my heel into it. “Did you find some shoes?” I asked as we exited the store. “I did.” Mum replied. “I’ll show you them […]

The Salon Solution Scene 13

They said their goodbyes and Jennifer escorted Peter back to the elevator. “I can’t believe that just happened.” he said. “I’ve actually got a job as graphic designer?” “Office junior.” Jennifer corrected. “It will involve some design but to begin with it’ll be mainly setting out, proof reading, photocopying, printing and lot of tea making… […]

My Sister’s Birthday Scene 8

    He murmured what sounded like a final appeal as I laid the unbuttoned dress on the bed. I looked him up and down. His pale thin legs emerged from lace trimmed knickers, into which a matching girlie vest was tucked. Shyly, and reluctantly, he stepped toward his sister’s bed and approached the dreaded […]

Mid-term Scene 14

“How was school today?” she asked. “Do you want a hot drink?” “OK.” he replied, adding “Yeah please.” followed by “I’ll make it.” He slid the kettle onto the hotplate and told his mother that he’s got a stack of homework to complete before the end of the mid-term break. “I might ride over to […]

The Perfect Sissy Scene 1

It has been another rotten day. School was a nightmare as usual. I am perhaps the only boy anywhere in school that is always mistaken for a girl at first glance. It has caused me no end of torment and has caused me to be beaten repeatedly by the school’s psychopathic Bullies. I have returned […]

Unwanted Gifts Scene 22

Mum grabs a pack of white vests with the same ‘back to school’ branding before lingering at the selection of socks and tights. “Anything you like?” she asked. “Knee socks maybe?” she added, picking a pack of pelerine ‘school’ socks from the display and having a closer look. “Nah.” I replied. “I wouldn’t wear them.” […]

The Salon Solution Scene 12

The portfolio was unzipped and his work scrutinised. Mrs Drummond asked him numerous questions about what he’d done and how he’d done it. “…and this all without a formal education in graphic design?” “I did GCSE Art & Design.” Peter replied. “Well seeing work of this standard from a GCSE student is…” she paused. “All […]

Dawn of the Genderquake Scene 10

After school a group of six or seven of us walked home together. Two of the group, Patrick and Nigel were giving Andrew and his brother a hard time about having dresses and wearing them. They defended themselves by claiming that they don’t like them, they’d rather not wear them and only do so because their mother […]

Mid-term Scene 13

Peter’s parents are more than happy to swallow anything that the school recommends which means he hasn’t worn ‘normal’ boy’s underwear since that day in early September when he first attended Butterworth High School. Back then he thought he’d never get used to it, especially the training bra but now, after six months… it’s just […]

Unwanted Gifts Scene 21

My gift vouchers added up to £25 and the two LPs I’d chosen were ten pounds each. The T shirts were also a tenner and Mum said she’d put up the rest if I wanted one. They had loads to choose from including Radiohead, Nirvana, Linkin Park, Muse and Green Day… but I settled on […]

The Salon Solution Scene 11

“Well you’ve certainly grown up.” Jennifer said. “I was half expecting that little boy who used to wear the occasional dress… you look beautiful… I hope your portfolio is just as impressive.” “Erm… thank you.” he blushed. “I hope so too.” he gulped. “Well…” Jennifer smiled, “Take a seat and we’ll see what you’ve got.” […]