Betty Pearl's Sissy Stories 20.1

Sissy Story Archives (older stories) => 2011-2018 Sissy Stories => Topic started by: DaraJaney on November 04, 2018, 03:19:07 AM

Title: Escape to Victoria
Post by: DaraJaney on November 04, 2018, 03:19:07 AM

Victor had been sent to a special school having fallen in with a bad crowd in his neighbourhood.  He was in trouble for shop lifting and bullying smaller kids.  Of course it was a pretty bad crowd in the special school too.  He was under a severe warning that any further misbehaviour would have him in the juvenile detention centre.  He knew from the stories he’d heard that he would not come out of there unscathed.

But there was so much peer pressure on him in the special school to make trouble that he really didn’t think he could keep his slate clean and he was desperate to get out before the inevitable happened.  They were kept under close watch but escaping was possible.  The main deterrent against absconding was that it was a certain ticket to the detention centre if you were caught.

He worked out a plan with his sister Marge though.  His school was going to play a football match against a local school and Victor was on the team.  His sister would be able to go and spectate and she could sneak into the changing rooms and leave a change of clothes for him in a sports bag.  He realized though that all boys would be watched closely and the only way he could get away would be to dress as a girl.  His sister was sure she could provide a wig and some basic make-up with instructions to disguise himself.

The match came around and Victor saw Marge on the sideline in the first half and she nodded to him to confirm that all was in place.  He reckoned that just after half time would be best.  Soon after they emerged for the second half, he feigned an injury and was dispatched to the dressing room.  It was a tied score match and everyone was focused intently on it.

He found the bag in the dressing room and unzipped it.  He sighed heavily.  His sister had left a pink gingham dress for him.  He could imagine her sniggering on the sideline.  He wanted to kill her.  This was no laughing matter.

Still, he needed to get away.  He took off his football kit and put the pink dress on and rummaged in the bag.  There was a pair of white opaque tights.  No way! he thought.  But he looked at his lightly but unmistakably furry legs and realized that he had to.  His dress only came half way to his knees.

He struggled with the tights but eventually got them on.  He had to pray that there were no other injuries in the match because if someone came in to the dressing rooms and saw him like this he would prefer to die.

He found the black t-bar shoes his sister had provided and then took out the wig.  It was blond hair, like his own, with two pink gingham ribbons tying it up on either side.  He fixed it facing the mirror.  There was make-up with a note.  She instructed him to apply a foundation all over his face and then powder his cheeks with rouge.

It was crude but he figured as long as nobody got too close and he kept his head down as much as he could, he would get away with it.  His sister had left him a purse with bus fare and directions to his aunt’s house.  It had a long strap which he pulled over his shoulder.

He stood in front of the mirror trying to gain the courage to go out there in public in his short pink gingham dress, white tights and wig.  He clutched his purse and made for the door.

He peeked out nervously.  Everyone was concentrating on the match.  He just had to walk along the path beside the pitch to the gate to the main road.  He took a deep breath and walked out in his pink dress.  He tried to look confident but at the same time wanted to keep his head down.  The breeze played with his dress and he tried to smooth it down discretely.

If he was caught now it would be the worst thing ever.  Imagine being caught in a pink dress and white tights in front of all his team mates!  He was sure he would be made go back to the school still wearing the dress as a punishment and would be paraded in front of the whole school as an example.  He would be beaten black and blue.

He focused on the gate.  He tried to walk convincingly like a girl but worried then that he was overdoing it and mincing conspicuously.

He made it to the gate.  He looked up and down the road for the bus stop.  It was a few hundred yards along on the far side.  He was just gaining in confidence when a bus passed him.  The wind generated by it made his dress whirl around him and he desperately pushed it down again and cringed.  He crossed the road, making sure he found a long gap in the traffic as he was still a little awkward in the two inch heels on his t-bar shoes.

He waited at the stop desperately hoping for a bus to come along.  Instead an elderly lady came with her shopping.  He tried to avoid eye contact.  “That’s a pretty dress”, she commented.  He had no choice but to smile at her and mumble a thank you and desperately hope that her eyesight wasn’t great.  He was no expert on teenage fashion but he was pretty sure that his dress was inappropriately childish for his size.  But it was not surprising that an older lady might not see that.

Title: Re: Escape to Victoria
Post by: Ashlynn on November 04, 2018, 07:10:48 AM

Another great start tona story


Cannot wait to see what cruel humiliations await victor

Title: Re: Escape to Victoria
Post by: sweet baby katie on November 04, 2018, 09:06:27 AM

Thank you for starting another of your well crafted and sissy delighting stories.

Title: Re: Escape to Victoria
Post by: sissy marci on November 05, 2018, 01:15:10 PM

Lovely story, I wonder what is in store for victor, thank you, Love Marci

Title: Re: Escape to Victoria
Post by: krystalasbaby2017 on November 06, 2018, 01:13:33 AM

nice start as always to another story.  Looking forward to seeing what may happen to Victor

Title: Re: Escape to Victoria
Post by: DaraJaney on November 06, 2018, 02:27:23 AM

Finally a bus came and Victor held his pink dress nervously against any gusts the double-decker might generate.  He let the old lady go first.  “Such a polite girl!” she complimented him.  He went to go upstairs as he usually would but then he saw a man sitting opposite the stairwell and remembered that he often sat there in the hope of looking up girls’ skirts as they climbed the stairs.

He reconsidered now that the boot was on the other foot, as it were, and stayed downstairs sitting behind that man, gathering his skirt carefully as he sat into the seat.  Sure enough, every time a lady went up the stairs wearing a skirt or dress the man’s eyes followed them up all the way.

Two teenage girls got on at the next stop.  They passed by Victor and sat at the back. He definitely caught their attention in his pink dress and ribbons as they passed him and he heard them giggling behind him.  He desperately hoped that they didn’t realize that he was really a boy.  He was unsure how convincing he looked.

The bus dropped him a couple of streets away from his aunt’s house.  He walked along clutching his purse nervously.  He had rarely visited his aunt because her children were a good bit older than him and they had little in common.  She was going to be the first one to see him who knew that he was a boy.

As he came along her road he saw her standing at her front doorstep.  She was talking to a neighbour.  He hesitated, not wanting to be seen by the neighbour but his aunt saw him and waved excitedly “hello!”  He cringed.  She had given him no choice now but to continue along and be seen in his pink dress and white tights by the neighbour.

As he walked up the garden path, he saw the neighbour look him up and down from his pink ribbons to his t-bar shoes and she smirked.   “This is my niece Victoria”, his aunt introduced him.  He twitched at the use of the female version of his name.

“Hello Victoria.  What a pretty dress!”  Victor was fairly sure she was being sarcastic but had to smile and say “Thank you”.  “Victoria has come to stay with me for a little while, haven’t you?”  Victor’s immediate concern was how long ‘a while’ might be but he smiled again and nodded.

“Cooee!”  Another neighbour called and she came over to speak to them.  Victor cringed in his pink dress as he had to endure more compliments.  “So lovely to meet a girl who loves pretty dresses”, this new neighbour observered.  Victor squirmed in his tights.

Eventually they got inside.  Almost immediately Victor asked “can I get out of these clothes?  Please!”   “What?  No!   The neighbours have all seen you as Victoria so that’s the way you will have to stay as long as you are here.”  Victor winced.  “But I don’t need to be dressed like this in the privacy of the house!”

The doorbell rang.  “My friends drop in all the time”, his aunt whispered as she went to the door.  “I heard your niece has come to visit!” the latest neighbour said.  Victor tried to rustle up a smile in his pink dress and tights.

Once she was gone his aunt brought him up to his room.  “This was my Ita’s room”, she said opening the door.  “It’s 15 years since she moved out but I haven’t changed a thing.”  Victor sighed.  It was decorated in an old-fashioned girly way – lots of pinks and whites and lacey trimmings.

“Don’t worry”, his aunt told him.  He looked up hopefully wondering what he didn’t have to worry about.  She opened the wardrobe.  “We have lots of pretty dresses and skirts for you to wear.”  Victor froze on seeing the row of pastel coloured and flowery dresses and skirts hanging there.  At the left end there was a collection of frilly blouses.

“I only kept the very prettiest of her clothes”, she told him, sounding very pleased with herself.  Brian scanned the wardrobe for anything like a pair of pants or shorts but there was nothing like that to be seen.

“And we still have all the accessories necessary”, his aunt told him happily as she opened the drawers of the chest beside the bed.  The first contained a selection of tidily folded panties – all in pastel shades with lace trimmings and some with rows of frills.  Beside them appeared to be rolled up stockings and tights.

Victor’s shoulders sagged.  The next drawer had a row of bras and other underwear that he couldn’t identify.  The bottom drawer looked like cardigans with pretty floral patterns.  Beside them appeared to be a selection of nighties.

A couple of the neighbours dropped in again over the evening and Victor had to accept that he had to continue his disguise indoors.  His mother rang saying that the special school had phoned her about his disappearance.  She claimed to know nothing about it but it was only a matter of time before the police contacted her or called to the house.  Victor had to stay where he was for now.

“Sorry there’s no pajamas.  I gave all of them away to charity shops but I couldn’t part with these pretty nighties.”  Brian cringed looking at the lemon chiffon nightie laid out on the bed with a matching pair of panties.  It was clear that his aunt wasn’t leaving the room until he was dressed for bed.

He tugged the hem of his nightie which only just cleared the lace trim of his panties.  She made him go to the bathroom and brush his teeth.  This required bending over the sink and he kept checking the mirror nervously knowing what it must look like from behind as his nightie rode up.

She made him get into bed under the flowery lace-trimmed duvet with matching pillow covers.  He was resolved to taking the mortifying nightie and panties off once she was gone.  She turned out the light but left the door open. 

So Victor tossed and turned and squirmed in his chiffon nightie and lacey panties as his aunt pottered about, passing the door frequently so that he couldn’t slip out of the bed and strip.

Title: Re: Escape to Victoria
Post by: Andlat on November 07, 2018, 11:53:29 PM

You've once again hooked me, DaraJaney! I have a sneaking suspicion that Marge and his aunt planned this whole thing and Victor is caught in a very clever trap that he won't be getting out of easily.

Title: Re: Escape to Victoria
Post by: DaraJaney on November 09, 2018, 02:02:57 AM

Victor woke in the morning wincing as he felt his chiffon nightie and realized that it wasn’t an actual nightmare after all.  It just felt like one.

His aunt convinced him to shave his legs.  He hoped that it would mean no more white tights.  She asked him to select a dress but he couldn’t bring himself to choose one.  So she took out a sky blue dress with a wide lace collar and trimmings on the sleeves.  He sighed heavily but there wasn’t a better option as far as he could see.

His aunt zipped his dress up and went to the chest.  “Knee-high socks or tights?” she asked him.  He cringed.  He realized that he was a bit old for knee-high socks except maybe as part of a school uniform but, like all boys, he hated tights and couldn’t think of anything that was more sissy.

It didn’t help that she held up a couple of pairs of tights for him to see.  The long legs dangled in front of him giving him a mental picture of wearing them which made him cringe further.  He had to decide something though.  He reluctantly took a pair of dark blue tights.

His aunt found matching sky blue ribbons for his wig and she applied foundation and blush to his cheeks.  It was no sooner done than the doorbell rang announcing the first of many visits from neighbours.  She went to answer the door.  Victor looked at himself in the mirror in his sky blue dress which came to just above his knees.  He straightened the lace collar.  He noticed that his tights had sagged a little at the ankles and so had to pull them up and continue tugging them up under his dress.

“Victoria!” his aunt called from downstairs.  He took a deep breath made sure his skirt was smoothed down all the way around and left the room.

In the middle of the day his aunt insisted that he couldn’t stay indoors all the time and despite his pleading, she decided that he needed some fresh air.  So he found himself accompanying her down the street in his sky blue dress with more neighbours waving cheerily as they passed.

In the local park Victor winced as he saw boys running around playing football and climbing trees getting all muddy – something he certainly wasn’t going to be able to do as long as he was in dresses and tights.  His sissy appearance attracted some attention from the boys but the presence of his aunt was probably what stopped them making comments or whistling at him.  He just kept his eyes down and walked along demurely beside her.

That evening she told him that his mother wanted to meet them.  The police had visited her house and she thought that they were regularly passing by in the hope of spotting Victor.  So it was not safe for him to go home yet.  They planned to meet for lunch in the fancy hotel that was their usual meeting place.

The following morning his aunt insisted on dressing him to ensure that he looked suitably turned out for his mother and the posh hotel.  She gave him a bra and padded it out with tissues.  Then she pulled a lacey camisole down over it.  She buttoned him into a white blouse which had a lacey stand-up collar and rows of frills across the breast.  It buttoned up the back.

While his aunt rummaged through bags at the top of the wardrobe he tried to reach the buttons at the back and figured he couldn’t take this blouse off without her assistance.  He looked in the mirror and saw that the lacey camisole could be seen through his thin blouse.  He initially found his little boobs amusing but sighed heavily at the thought of going out around the busy town with this more feminine shape.

His aunt pulled down a bag and removed what looked to him like a ball of frills and lace.  She flapped it out into the shape of a three-layered petticoat.  Victor cringed.  She made him step into the petticoats and pulled it up and buttoned it around his waist.  Then she took a pink skirt from the wardrobe and threw it over his head before settling it over his petticoats.

He groaned at the pink skirt and petticoats but she insisted he had to look especially good for his mother.  There were more whimpers of protest as she selected a pair of lacey white tights but she brooked no protest and quickly pulled them over his feet and up under his petticoats.

In the bottom of the wardrobe was a selection of shoes he had been trying not to think about.  She selected a pink pair with three inch heels.  She made him walk up and down and practice in his higher heels.  Each time he turned he flinched a little as his petticoats swirled out.

His wig was soon tied up with pink ribbons and his aunt produced a white hat, white gloves and a white shoulder bag to complete his look.  He looked like he was dressed for a wedding or something.  He sighed as he realized the attention that this sissy outfit was going to get while he was out and about.

His aunt went to dress herself in her finest floral dress, colourful hat and high heels.  Victor fidgeted in his petticoats, tights and uncomfortable heels while he waited.  He was happy to defer his exposure in this mortifying get-up as long as possible.  But eventually she was ready and Victor had to clutch his shoulder bag nervously as they went out.

There was only a little breeze but being a complete novice in petticoats and hats Victor constantly alternated between smoothing his fluttering petticoats and holding his hat in place.  Several neighbours were outside chatting on this annoyingly friendly road.  “Oh how pretty you look Victoria!”  “What gorgeous petticoats!”  Victor just had to grin and bear it and try not to look to awkward in the unfamiliar clothes.

His mother was annoyingly pleased when they went into the hotel lobby.  Victor was not pleased to see his sister Marge in her t-shirt and jeans trying not to laugh too much at her brother in his frilly blouse, pink skirt, petticoats, lacey white tights, pink high heels, white gloves, hat and shoulder bag.

His mother fiddled with the frills over his boobs and tittered.  She ran her fingers through the lace trims on his petticoats, holding them up at the front revealing lots more of his lacey white tights.  “Gosh you make such a pretty girl!” she whispered.  Victor looked nervously at the hovering hotel staff terrified that they would realise that he was a boy in the most sissy clothes ever.

His mother couldn’t take her eyes of him as he sat self-consciously adjusting his petticoats and folding his arms awkwardly below his little boobs.

Title: Re: Escape to Victoria
Post by: krystalasbaby2017 on November 10, 2018, 07:39:13 AM

interesting be  nice to see how Victor ends up liking being Victoria or maybe caught, either way dresses all the time now?

Title: Re: Escape to Victoria
Post by: sweet baby katie on November 11, 2018, 08:20:41 AM

Thank you for another lovely chapter.

Title: Re: Escape to Victoria
Post by: dolly bo peep on November 11, 2018, 09:01:48 AM

Dara Janey,

Thank you for another great story that is progressing in the usual excellent manner.

Now Victoria is in dresses, petticoats, a stuffed bra, tights heels, a wig with ribbons and wearing makeup.

I'm eager to see what is in store next.

Title: Re: Escape to Victoria
Post by: DaraJaney on November 11, 2018, 10:35:16 AM

Victor, desperate to get out of his sissy clothes, asked his mother if he could go home but she said that the police had been around again that morning.  Victor sighed heavily and squirmed in his lacey tights and petticoats.

He just wanted the lunch to be over as soon as possible and to get back to his aunt’s house and out of these mortifying pink and white clothes … and away from the smirking of his sister.

When lunch was finished and they were ready to go, he took his shoulder bag, stood up, carefully arranging his petticoats and looked forward to getting back – even if it was so his sissy bedroom.  But his mother had other ideas.

“Let me buy you a nice outfit”, she said to him.  Victor cringed.  “I never get to buy pretty dresses for her”, she nodded to her daughter Marge.  Victor squirmed.  He just wanted to get home.  Marge grinned broadly at the prospect of further humiliation for her brother.

Despite Victor’s pleas they strode off to the nearest mall.  He could only flounce along after them trying to keep up in his heels and steady his petticoats.  He cringed as they went into the girls’ section of a department store and started the hunt for a suitable dress for him.

His sister was only too eager despite the fact that she hated dresses herself.  She pointed to a frilly bright red dress.  Her mother shook her head.  “I’d like to get a full skirted dress that can go with his petticoats.”  “Mum!” Victor begged, terrified that she had said “his” within earshot of other people.  He looked around nervously clutching his petticoats but nobody seemed to have picked it up.

His mother found a pink dress with white polka dots that she liked.  Victor was whisked into the changing rooms and emerged nervously in the pink dress while his mother and aunt adjusted the dress over his petticoats and his sister looked on highly amused.

His mother liked it but wasn’t satisfied until he had tried on four other dresses before she agreed that the first was the prettiest anyway.  Victor threw his eyes up in frustration.  An assistant took the dress to the cash register.  Victor was at least relieved that a choice had been made and he didn’t have to try on any more dresses.

His mother stood in front of a display of tights.  “Which tights would you like to go with your new dress”, she asked Victor.  He winced.  He really didn’t care.  She insisted on taking up packs of tights, inspecting the lacey patterns and handing them to him asking what he thought.  The assistant was looking on while she rang up his new dress so he had to play along.

He realized the only way he could bring an end to the embarrassment was to choose a pair of tights.  He pointed to a pair of white tights with a floral lacey pattern and hoped that would be that.  “And why do you like them?” Marge asked with a sarcastically sweet smile.  Victor glared at her.  She was really rubbing it in.  The assistant was still listening in so Victor had to say something.  “I like the flowers”, he murmured.  “Yes they will be very pretty on you”, Marge smirked and Victor cringed at the image of himself in those flowery tights.

Nevertheless, he was relieved when his new tights were handed to the assistant to add to the purchase.  “Oh look!”  Victor winced and wondered what it was now.  His aunt was standing over a large table covered in pairs of panties.  The sign said “Special Clearance Offer: six pairs for £2!”  “See if you can find six pairs of Medium size”, his mother told him.

Victor cringed but had little choice but to start searching through the pile.  He had to take each pair of panties and check the label for Medium.  Not surprisingly in a clearance sale most were Extra Large or Extra Small.  It took him ages to find a Medium pair.  They were almost a florescent pink with thick lace and frills across the bum.  He wasn’t surprised they were left over.

Normally the idea of rummaging through girls’ panties would be a turn on for Victor.  However, the idea that he would be wearing these made it an entirely different thing.  All of the Medium pairs he could find were the most mortifying sissy colours and designs that nobody would want.  It must have taken him twenty minutes going through the entire pile of panties to find six Medium pairs.

Marge looked down at his selection and smiled.  He knew that there was something coming.  “So these are you favourites are they?” she asked him, making sure that the assistant overheard.  Victor cringed but had no choice but to say yes.

A queue had formed at the cash register and Victor had to stand there in front of them while the assistant took each pair of panties he had selected, held them up in front of all the onlookers and folder them carefully before adding them to his shopping bag.  He could see the amused smirks at the embarrassing colours and sissy designs.

So he finally got to leave the shop.  But he was clutching a bag with his new pink and white polka dot full skirted dress, three pairs of white lacey tights (Marge had insisted on buying him another two pairs of the prettiest patterns she could find) and six pairs of frilly panties.  “Now we just need an occasion for you to wear your new outfit”, his mother added.  Victor winced.

Title: Re: Escape to Victoria
Post by: Andlat on November 14, 2018, 06:45:37 PM

With all these lovely new clothes, Victor must realize he's in it for the long haul!

Title: Re: Escape to Victoria
Post by: DaraJaney on November 16, 2018, 02:13:00 AM

The next day a neighbour of Victor’s aunt visited.  He tried to smile in his apricot dress and tan tights, accept the compliments politely and drink his tea.  He wasn’t really paying much attention to the women’s conversation until the neighbour asked how long he was likely to be staying there.  His aunt was as vague as usual on the subject and Victor wondered again how long he was likely to have to wear dresses and act like a girl.

“She must be missing school though”, the neighbour observed.  His aunt nodded.  “Well it would be difficult to get a school to take her for a short period”, she added defensively.  The neighbour thought about it.  “I know Mother Superior at St Agnes’s Convent.  I’m sure she’d be happy to take her.  They are struggling for numbers these days.  Most mothers don’t want to send their girls to a convent these days and St Agnes’s has retained a very traditional curriculum.”  His aunt tried to be politely non-committal but the neighbour wasn’t having it.  “I’ll set up an interview for you tomorrow.”  Victor looked desperately at his aunt waiting for her to refuse but she didn’t and he was left squirming at the idea of going to see the convent.

Victor pleaded with his aunt but still ended up the next day sitting under the authoritative gaze of Mother Superior in his sky blue dress.  His aunt assured him that the convent’s fees were totally unaffordable and there was no way she was sending him there.  She was just going in order to keep her neighbour happy.

Mother Superior outlined the traditional nature of the school’s curriculum.  “We produce very eligible young ladies from this school – something much in need these days”, she told them.  His aunt just smiled.  Victor knew that neither she nor her mother would send a daughter to a school like this.  They wanted their daughters to be strong independent women.  Victor wasn’t worried.  He just wanted to get out of there as soon as possible.

“Of course, in this special case we would waive the fee”, Mother Superior told his aunt.  She perked up.  “Oh really?”  Victor frowned.  “Yes and she can start right away.”  Victor looked at his aunt waiting for her refusal.  But she said nothing.

Mother Superior leaned forward and pressed a button on her desk.  “Sister Angela, would you bring a full uniform in here please … I’d say a medium.”   Victor’s jaw dropped open.  He glared at his aunt.  She ignored him.  “That’s very kind of you.”

Sister Angela came in carrying a white blouse, blue plaid skirt, and blue tights.  “You can change in my private bathroom here Victoria”, Mother Superior instructed him firmly.  Victor cringed.  His aunt just smiled at the prim uniform.  He had little choice but to take the proffered uniform and go into the bathroom.  He couldn’t believe he was doing this but his aunt was doing nothing to save him.

He emerged wearing the blouse, pleated skirt which came to just above his knees – the approved length – and the blue tights.  His aunt took his sky blue dress and put it in her bag.  He looked at it almost longingly.

“Very good.  The girls are on break now and classes are about to resume”, she told them looking at her watch.  “Come along.”  Victor tugged at his pleated skirt nervously and gave his aunt another pleading look which she ignored.

He was led into the school yard just as the bell rang.  Girls started lining up for their class.  Mother Superior pointed at one of the lines where half a dozen girls were already lined up, clearly trying to behave themselves in the presence of the principal.  “You can join this class”, she instructed.  Victor reluctantly got into line behind the girls.  Within seconds another ten girls had lined up behind him.

Almost immediately the line ahead moved towards the door and Victor was given a little nudge and had to follow.  He was now a convent schoolgirl heading into his first class!  As he passed a teacher she called out “stop slouching new girl!”  The other girls tittered as Victor put his head up and thrust his little boobs out in front.  “What’s your name?” the teacher demanded.  “Victoria”, Victor managed to say.  “Don’t mumble!  Run along now!”  Victor had to run a little to catch up and his skirt fluttered annoyingly until he clutched it.

The first lesson was two hours of what was euphemistically called “Domestic Science”.  The room had cookers down one end and dress making stuff at the other end.  Of course Victor was useless at any of it, much to the amusement of the real convent girls.  It just meant he was constantly under the close supervision of the dedicated teacher.

The next lesson was Secretarial Studies.  Victor winced as he tried his hand at typing and answering the phone in a cheerfully girly manner.  He was going to kill his aunt when he got home.

But she was having none of it and insisted that they weren’t going to insult the neighbour – he was going to have to continue at the convent until it was safe for him to go home.  He should be grateful for the free education!

His mother continued to insist that they were still under observation by the authorities.  She was pleased to see that the convent was reporting that Victoria was quickly improving her typing, dress making and flower arranging skills.  Victor cringed recalling the strict supervision at the school which left him little option but to do his best.  The other girls had laughed when he asked if they ever had chemistry or physics classes.  “What use would they be to us”, they giggled.

Title: Re: Escape to Victoria
Post by: Sissy Poopsie on November 16, 2018, 03:02:53 AM

Great chapter I really enjoyed it and cannot wait to see what will happen next to Victor/Victoria at his new school.

I hope he gets to enjoy PE class with the other convent girls.


Or maybe a dance and movement class could be on the cards for him. 


I bet that would make him feel really girly and sissy.


Imagine his shame in PE in a little gym slip. And in dance class a leotard.

His mummy, sister and aunty will be so proud of their little " girl. "

I look forward to the next chapter in Victoria's adventure in skirts.

Title: Re: Escape to Victoria
Post by: krystalasbaby2017 on November 16, 2018, 06:49:54 AM

Love the way the story is developing please when you have time post more it is worth the wait.

Title: Re: Escape to Victoria
Post by: DaraJaney on November 18, 2018, 04:22:14 PM

Victor had to endure a couple of weeks as a convent schoolgirl before he was called into Mother Superior’s office to find his aunt sitting there.  He walked demurely to the free chair and carefully smoothed his pleated skirt under him before sitting down with his knees firmly pressed together as he had been trained, feeling the material of his blue tights.

“There is a company I’m well connected with that has an opening for a trainee receptionist/secretary”, Mother Superior told them.  “Secretarial Skills are about the only class where Victoria is performing adequately.  She certainly has no aptitude for dress-making despite all the extra hours of lessons I provided for her.”  Victor studied the carpet in front of him and squirmed in his convent uniform recalling the tedious extra hours he had been forced to put in for his dress-making classes.

“I have arranged an interview for you”, Mother Superior continued, clearly believing that they should be extremely grateful.  Victor frowned.  There was no way he was interviewing to be a dumb receptionist or secretary!  “That’s wonderful, thank you so much”, his aunt responded.  Victor looked at her in shock.  “Thank Mother Superior”, she told Victor firmly.  He tried not to look too displeased.  “Thank you Mother Superior”, he responded mechanically.

He begged and begged but his aunt and mother insisted that he had to at least do the interview or it would be a slap in the face to Mother Superior.  Victor would have been quite happy to give her an actual slap in the face but his aunt was very conscious of her kind neighbour who had secured his place in the convent and didn’t want to disappoint her.

So the following week his mother and aunt prepared him for the interview.  His mother brought breastforms on straps that gave him a size c – significantly bigger than he’d been showing before now.

She pulled a corset around his torso and started to pull the strings.  He quibbled but was told it was necessary to give him a proper feminine shape.  As she pulled the strings he watched in the mirror and the corset duly tightened into an hour-glass shape.  His new boobs were held up firmly by the under-wired cups of his corset.  His mother pulled again and his waist was squeezed into an even tighter embrace.  “Stop!” he begged, gasping for breath.

His mother gave one further pull and then quickly tied the strings.  “No way!” Victor pleaded but there was little he could do about it now.  He looked at the straps dangling from his corset.  “What are these for?”  Five minutes later his question was answered as black stockings were attached to his suspender straps.

They put him in a business-like crisp fitted white blouse – the buttons straining noticeably to accommodate his new bigger boobs.  Then it was a black and white tartan pleated skirt.  He protested that it barely covered the tops of his stockings.  “It won’t do any harm if the men on the interview panel get a glimpse of suspender”, his mother tittered.  Victor was shocked.  He looked at his aunt for support but she obviously agreed.

They slipped four-inch heels on his feet and made him walk around the room to practice.  He pleaded that this was all too much but they totally ignored him and proceeded to his make-up.

He ended up with foundation, plucked eyebrows, eyeliner, light blue eye shadow, false eyelashes with mascara applied, blush, scarlet lipstick and matching painted nails.

He cringed when he saw the finished product in the mirror.  He squirmed in his corset and bulging blouse and tugged his short pleated skirt down as far as it could go but the corset held it at his thin high waist.  With his feet wedged into his heels he tottered around the room.

He could feel the foundation caking his face, couldn’t help but flutter his false eye-lashes and was highly conscious of his stockings and suspenders straining with every step.  He begged once more but his aunt and mother grabbed an elbow each and steered him out of the house, clutching a handbag.

They drove him right to the door not allowing any opportunity for him to avoid the interview.  In the back seat he squirmed and tugged at his short skirt constantly checking to see if his suspenders were showing.

They left him continuing to tug on his skirt as he tottered towards the front door of the building.  The receptionist looked him up and down as he scampered over in his heels, clutching his handbag nervously.  Her make-up was relatively restrained compared to his and he could see her thinking that this was a right little tart as she checked out his short pleated skirt.

There was to be a short test before the actual interview he was told.  He had to wait in a room with other applicants until it was his turn.  There were three young ladies in the room – all looking business like in crisp white blouses, grey knee-length pencil skirts and sensible shoes.  They all glared at Victor, especially his bulging blouse, short pleated skirt and black stockinged legs looking even longer in his high heels.  Then they noticed his fluttering false eyelashes and scarlet lipstick.  He could see them all sigh heavily, suspecting that this bimbo was going to get the job ahead of them.

Victor sat on a chair and continued to fiddle with the hem of his skirt and constantly adjusted the way he was sitting.  He had his knees jammed together and held his handbag on his lap hoping this would stop anyone sitting opposite from seeing up his short skirt.  He was pretty sure that crossing his legs would reveal his stocking tops at the sides.

The test was fairly routine and it wasn’t long before Victor scampered into the room in front of the interview panel of two men and a woman.  The men perked up noticeably and smiled.  The woman audibly harrumphed.

Once again Victor fidgeted in his skirt and it was clear that the men were enjoying that but he couldn’t help it.  Any attempt by the men to look at his face resulted in them staring at the bulging buttons on his blouse.

The interview appeared to be interminable.  The woman seemed keen to finish it but the men kept asking more questions.  When it finally finished, Victor stood up, tugging his skirt down yet again and minced towards the door in his heels.  He could feel the men’s eyes following him all the way.

Victor had rarely been so relieved as when he was released from his corset and high heels at home.  Later that day his aunt got a message for Victoria to present herself with her mother at the company the next day.  His mother and aunt were convinced that he had got the job.  Victor begged and begged.  He insisted that there was no way he was going to be a receptionist/secretary!

But they were determined and he found himself in a short red pleated skirt sitting beside his mother in front of the manager squirming in his corset, stockings and suspenders, fluttering his eyelashes helplessly.

“So in return for our investment in training this young lady you would be required to commit to a contract for three years”, he explained.  Victor almost guffawed.  There was no way he was spending a single day as a receptionist/secretary!  “That’s no problem, where do we sign?” his mother asked.

Victor was gobsmacked.  He couldn’t think of anything to say as his mother signed and pushed the paper over to him.  3 years in skirts, boobs, stockings and suspenders and high heels?!  He felt sick to his stomach but they all looked at him expectantly and feeling quite numb, he picked up the pen and signed.

When they got home his aunt popped open a bottle of champagne.  She handed a glass to his mother, poured out the bubbly, they clinked glasses and stood back to look at Victor.  He stood tottering in his high heels, tugging his short pleated skirt as ever and wishing he could get out of his tight corset.  He blinked his false eye-lashes at them.

His mother smiled.  “Delinquent boy to pretty secretary in two months!”  His aunt laughed.  “Cheers!”  They clinked glasses again and Victor cringed knowing that he was going to be in tight blouses, short skirts, stockings and suspenders for the next three years at least!

Title: Re: Escape to Victoria
Post by: krystalasbaby2017 on November 18, 2018, 10:54:33 PM

lovely continuation looking forward to see how Victor unable to stop from teasing the men in his short skirts.

Title: Re: Escape to Victoria
Post by: Andlat on November 18, 2018, 11:01:07 PM

On the plus side, by the time his contract is up, surely the authorities will no longer be looking for Victor!

Title: Re: Escape to Victoria
Post by: Ahiru on November 19, 2018, 02:56:16 PM

A more interesting twist would be to have the authorities find him, the legalities would be interesting to see his seemingly scheming guardians navigate.

Title: Re: Escape to Victoria
Post by: Andlat on November 19, 2018, 06:54:50 PM

Quote from: Ahiru on November 19, 2018, 02:56:16 PM

A more interesting twist would be to have the authorities find him, the legalities would be interesting to see his seemingly scheming guardians navigate.

Ooh! I agree, that would be a really entertaining twist!

Title: Re: Escape to Victoria
Post by: DaraJaney on November 20, 2018, 05:18:57 PM

Every work morning Victor had to get up extra early to get dressed and do his make-up.  His mother and aunt had him convinced that, with any mistake, the fact that he was male might be spotted and that ensured that he was diligent with his foundation, blush and eye-shadow.

He always had a last check in the hall mirror before he went out.  His lipstick might have been smudged having breakfast.  He had to constantly tug his short pleated skirts down as far as he could and check his stockings which he now knew were liable to laddering.

He usually ended up cutting it fine for his bus and had to do his best to trot along in his heels to make it in time.  He didn’t want to have to stand around for another twenty minutes in his heels waiting for the next one.  The bus stop was in an exposed spot meaning that he was constantly clutching his skirt against the breeze.  Large lorries whooshing past played havoc with his short skirt too but it did provide entertainment for others waiting at the stop.

He had to walk about half a mile to the office at the other end which left his feet aching from his heels.  There was no way his mother would let him wear trainers for the journey.  She convinced him that high heels were necessary to make his large male feet appear smaller and daintier.

At work his woes continued.  He realized quickly that male colleagues frequently asked him to reach up for things on top shelves or bend over for things from bottom drawers.  He always did his best to try to avoid his skirt riding up but suspected that they got their thrill with a glimpse of stocking top or suspender strap just the same – but he could never be sure.

His immediate boss, a stern middle-aged lady, clearly resented his short skirts, perky boobs and fluttering eyelashes and gave him the worst tasks, usually involving walking up and down stairs a lot and wandering around the office being ogled by the men.  He was highly conscious on stairways that anyone below his level must surely be able to see up his pleated skirt.

One day he walked up the driveway at home desperate to get out of his high heels and peel his annoying false eyelashes off.  When he went in the front door there was a man sitting on the sofa and his aunt had a very guilty look on her face.

“Victor!  We’ve caught up with you at last”, the man said, grinning at Victor’s highly feminine appearance.  Victor cringed and tugged his skirt down yet again.  He was of course mortified at being caught in a skirt, stockings and suspenders, boobs and full make-up.

“Your aunt here tells me that you are contracted to be a receptionist/secretary for three years!”  Victor’s false eye-lashes drooped as he studied the carpet.  He was already wondering would he be allowed to change his clothes before being hauled back to the special school.  He felt sick at the idea of scampering in there wearing his high heels and pleated skirt.

“Well it’s been my job to track you down and bring you back”, the man told him.  Victor considered that it might actually be a relief.  These shoes were killing him.  He wasn’t sure he could stand another week dressed up and parading around like a tart, let alone three years.

Then he remembered that he wouldn’t be sent back to the school.  He would be sent to juvenile detention for having absconded.  He had already reckoned that he would be beaten black and blue if he was sent there – he couldn’t imagine what would happen if they found out that he had been dressing as a girl!

The man stood up.  “But I reckon three years in that get-up is probably a bigger punishment!” he laughed.  Victor frowned.  “And will save the taxpayer’s money.”  He tried to straighten his blouse where his boobs made it bulge.  He lifted one foot and tried to relieve some of the discomfort of his heels while he considered which was worse.

In the end he wasn’t given a choice.  The man turned back to them before he opened the front door.  “Be assured I will be dropping by to make sure that you serve all of your sentence.”  Victor sighed heavily.  “And there won’t be any time off for good behaviour”, he chuckled as he left.

Victor was left wondering if this was the better outcome or not as he tried to relieve the other heel.  “That was lucky!” his aunt concluded.  Victor wasn’t so sure.

Title: Re: Escape to Victoria
Post by: krystalasbaby2017 on November 21, 2018, 11:56:59 PM

welll at least Victor knows his life in heels and mini skirts going to last another 3 yrs lol

Title: Re: Escape to Victoria
Post by: DaraJaney on November 25, 2018, 03:21:56 AM

So Victor was resigned to his new life as Victoria the receptionist/secretary – for the next three years anyway.  He knew his alternative now was juvenile detention with all of his fellow inmates undoubtedly knowing of his time in boobs, corsets, short skirts and stockings and suspenders.  That didn’t bear thinking about.

His main gripe was the amount of time it took to do his make-up each morning and the regular shaving of legs and body that was necessary.  Initially his aunt just waived it off with “now you understand how difficult it is to be a woman.”

But one day his mother was visiting when he grumbled and she told him “well there are things we can do to make it all easier for you”.  He was interested.  “You know, things like laser hair-removal.  You would only need to do that maybe once a year.  Let’s book a session as Marsie’s Beauty Salon on Saturday.”

When Victor arrived at the salon the first thing he noticed was how gorgeous all the assistants were – perfect figures and highly attractive make-up.  Victor felt an embarrassing stirring in his panties even despite his highly feminine appearance.  He was handed a large glass of orange juice and his nervousness made him drink it quite quickly.  It was refilled.

He was nervous about the effect of these beautiful ladies working on him as his mother and aunt made him strip right down to nothing for the laser hair removal.  Whether his mother detected this or not she nodded to his private parts and said “it’s about time we did something about that.”  Victor held his hands in front of his member and cringed expecting an erection as soon as one of those ladies came in.  But despite the nervousness he should have felt, he actually smiled and felt weird about that.

His mother made him lie back on the treatment couch.  She took something from her bag and started fiddling with his private parts.  This should have worried him greatly but he lay back smiling at the ceiling.  That orange juice is nice, he thought and drank some more.

He frowned as he felt his testicles and pen-is being handled.  He heard a click and his mother went “there!”  He leant on his elbows and had a look.  His pen-is was now covered in a small hard plastic tube which curved inwards against his groin.  He could see a hard plastic ring around the base of his coc-k behind his testicles.  There was a little padlock.

But he just lay back and smiled.  He was sure there was a good reason for it.  It would keep his tackle well tucked away which was not unreasonable for his feminine look.

Two assistants came in and he ogled them as they pottered about the room.  His inhibitions appeared to be lowered as he wouldn’t normally be so obvious about staring at women.  His member started to react but met the hard plastic of the chastity device.

One of the ladies came right over and started examining the device and giggled.  Victor squirmed as the plastic tube stopped his pen-is enlarging and prevented any actual feeling of arousal.  He was relieved to be saved the embarrassment in one way but was more than a little concerned about the padlock.  Who had the key?

He lay back as they started the laser treatment.  He smiled at the ceiling again suddenly unworried about the chastity device and gorgeous women working around his private area.  He took another drink of orange juice.  He had never noticed before just how nice orange juice could be – it must be freshly squeezed or something, he thought.

The laser treatment took quite a long time but Victor lay back and focused on the fact that he would not have to do any shaving for the rest of the year.  Other beauticians came in and gave him a manicure and pedicure and he was starting to feel good under all this female attention though his chastity device made sure it didn’t show.  He did feel a regret that he couldn’t feel the arousal but it was for the best in the circ-umstances.

When the hair removal was done he was impressed with the results.  Oddly for a beautician’s, there were no mirrors in the room but he could look down and over his shoulder and he was amazingly bare.  “Now it’s time for our girl to develop a bit more”, his mother told him.  She produced a pair of quite large breastforms.

His previous breastforms were attached to plastic see-through straps but these had a seamless top on them with holes for his arms and head.  When his mother fitted it on him it seemed quite seamless with his body – a much more snug fit - as if it was tailor made.

“Mum these are much bigger!” he protested as the breast forms wobbled in front of him.  “Some girls develop very quickly”, she tittered.  “Believe me this will be good for your career”, she smiled a satisfied smile.

Victor knew he should have been more upset about this but he was actually quite amused by the big boobs.  He just wished they weren’t on him.  “More orange juice?” his aunt invited and he took another swig and smiled.

His mother now had a new corset with suitably larger cups which she now laced on to him.  The cups had a firm wire support underneath his boobs ensuring that they were well presented but they still wobbled noticeably when he moved.

His mother pulled the strings on his corset to his usual waistline.  His aunt took a scarlet dress out of a bag and held it up to admire.  Victor thought it couldn’t be for him as it had a very slim waist.  Just then his mother put her knee in the small of his back and tugged on the strings to reduce his waist by another couple of inches.

“No!” Victor gasped but she was already tying the laces.  His aunt threw the dress over his head and quickly zipped it up.  It fitted perfectly over his tiny waist and accommodated his new boobs snuggly.  “Perfect!” his mother judged as he gasped for breath.  The skirt of the dress flared out with deep pleats all the way around.

His aunt was already unwrapping a pair of glossy nude stockings to show his bare legs off.  As she put her hand down through the first stocking to find the end he saw the thick dark seam.  It was only when they went to put the stockings on him that he noticed his toes had been painted scarlet to match his dress.

They attached his stockings to the suspenders on his corset and made him turn around to check his seams.  After a little tugging and adjustment of one suspender strap they were satisfied.  Next they slipped a pair of high heels sandals on his feet.  His scarlet toes were visible through the stockings and peeped out the open toe of his sandals – also bright red.

When they pulled him to his feet he realized that the heels were a good inch higher than anything he’d had before.  Between that and the weight of his bigger boobs pulling him forward, he almost fell over.  He eventually took a few little steps forward in his five-inch heels.  “These are impossible!” he complained, trying to steady his boobs in front.  “You’ll get used them just like you got used to the four-inch, once you’ve been wearing them every day”, his aunt assured him.

Again, he should have been more worried but managed to scamper around the room in little steps trying to adjust for the wobbling of his boobs.  He stopped and took another swig of juice.

Title: Re: Escape to Victoria
Post by: dolly bo peep on November 29, 2018, 12:00:21 PM

Thank you, Dara Janey. This chapter really turned things up a notch.

Tighter corset, bigger boobs, higher heels, and chastity!

Things are likely going to be more interesting at the office and getting there and back.

Title: Re: Escape to Victoria
Post by: DaraJaney on November 30, 2018, 02:09:08 AM

The beauticians made Victor lie back again and started on his hair which had grown nice and long so that he no longer needed a wig.  Other ladies started on his nails on either side again and another on his face.  She had some kind of electrical implement – like a dentist’s drill, he thought.  That should have worried him but he lay back smiling in the middle of all this female attention.

He could even have fallen asleep for a while, he wasn’t sure but he noticed that one of the beauticians was rubbing something on his ear lobes.  They felt cold and numb – even more numb than the rest of him.  Next thing she appeared to be holding a gun!  He sniggered at the thought.  There was a click and he felt something happen at his ear lobe but it was still totally numb.  Then she went to the other side and repeated.

He didn’t much like the smell of chemicals they were putting in his hair.  What on earth were they?  He hoped they might be conditioners or something that would make his longer hair easier to handle, whatever they were.  He thought of saying something but one of the ladies was using that electrical instrument on his lips so he just relaxed and let it all happen.

He realized he hadn’t had any orange juice in a while.  The glass was empty and they hadn’t refilled it in quite a while.  He tried to push himself up from the couch but the beauticians eased him back down “almost done”.  So he relaxed again and let them finish.  He was beginning to get concerned about what they were all doing though.

Eventually he was helped to his feet.  He tottered around for a few seconds, yet again having to get used to his five-inch heels and large boobs.  He winced at his tight waist in the corset.  He felt odd in lots of places.

They opened the door. He scampered towards it in his little steps.  He stopped as he saw how his boobs wobbled and tried to move more slowly but there was little he could do to stop them.  They were held well up and out by the cups of his corset.

He came out into a room with a full length mirror.  He stopped dead.  He had a large swoop of blond hair!  He reached up to feel it.  The wavy hair was stiff as wire.  Then he saw the large diamond studs in his ears.  They had pierced his ears!  When he went to feel his earlobes he realized that long scarlet nails had been glued to his finger nails making them as least twice as long!

He also had scarlet lipstick and impressive eyebrows.  He tottered right up to the mirror to have a closer look.  His boobs actually hit the mirror and stopped him getting closer.  The ladies all tittered as he jerked back in surprise.

His lips were a perfect cupid’s bow – much better than anything he had managed before with standard lipstick.  He ran his forefinger over his lower lip to try to feel what kind of coating they had used.  Then he noticed that his actual eyebrows appeared to have been removed and perfectly arched brows drawn on.

“How long will this last?” he asked touching his lips again.  There was no answer at first.  He looked around at the ladies who appeared to be puzzled at his question.  “Why it’s permanent of course”, one of the beauticians answered.  Victor wasn’t sure that he had heard her right.  “And the eyebrows are permanent too – tattoos”, she explained.

His mother stepped forward.  Victor was speechless as he looked at himself in the mirror.  “You aren’t ever going back to being a boy”, she informed him.  Victor looked again at his scarlet lips, arched brows and pierced ears.  If he wore boy’s clothes now he would just look ridiculous.  The permanent lips and eyebrows ensured he could never look like anything other than a girl ever again!

Trying to ignore his shock, his mother suggested brightly “now, we need to do some shopping for dresses for your new figure!”  His aunt handed him his handbag and helped him along.  He was still in shock.  He didn’t feel at all smiley and happy as he had done for the last few hours.  What was in that orange juice?

As he scampered past the row of mirrors, growing a little more confident in his five-inch heels and heavy boobs, he couldn’t help but stare at his very slender waist and caught a glimpse of the long seams on his glossy nude stockings emerging from under his short flared dress running all the way down to the high heels of his shoes.

As the door to the street was opened for him he looked again at his stiff blond waves and realized how attention-grabbing he was going to be tottering down the street in his scarlet flared dress, matched by his five-inched heeled sandals, long nails and lips.

The mall was several blocks away, giving him plenty of practice in his new higher heels but it took ages as his mother and aunt patiently waited for him to totter long in tiny frustrating steps.  He could see that passers-by were highly amused by this blond bimbo in ridiculously impractical heels.  Men were grinning as his wobbly boobs.

He was soon kitted out with more dresses and short skirts and blouses to fit his tiny waist and big boobs.  Three more pairs of shoes with five-inch heels were perfect to ensure that he could wear them at all times and for all occasions.

He needed to use the loo before heading home.  His mother and aunt had a look in a gift shop while he went in search of the ladies.  It was just beside a bar which opened onto the street on the other side.

As he left the toilets, a stag party emerged from the bar –well-oiled already considering it was only late afternoon.  Needless to say when they saw the heavily made-up blond with the big boobs, tiny waist, short flared dress, long glossy legs and high heels, there followed a series of loud catcalls and whistles.

Victor decided the safest thing to do was to pass them back into the Mall.  Of course in his five-inch heels he couldn’t get away from them fast enough and he was hugely aware that any one of them could easily catch him in a few strides.  His wobbling boobs didn’t help and he could see the men leering at them.

As he desperately scampered past them he realized that from behind they would see his seams disappearing up under his short flared scarlet dress and they would have a pretty good idea that he was wearing stockings and suspenders.  He desperately hoped that his dress wasn’t fluttering up too much as he tottered along but with his hands full of shopping bags there was nothing he could do to hold his dress down.

He’d never felt so vulnerable.  Escape in those heels was impossible if one of the guys had it in mind to approach him and they all knew that, thanks to the stockings and suspenders all they would have to do was reach up under his dress and yank his panties down to gain access.

Fortunately for him they were unlikely to try anything in a busy shopping mall but he knew that this was going to be continuous problem for him now.  He was relieved when his mother and aunt appeared out of the shop, oblivious to his close shave.

Before they left the Mall they paused at the doors to check that they had everything.  Victor was opposite a large mirror.  He had become used to checking his lipstick in mirrors when presented with one.  Then he realized there was no need.  His cupid’s bow would always be perfect and bright red.

He looked at his arched eyebrows, bulging boobs and slender waist all firmly packaged by his tight corset.  His one remaining boy’s part was neatly and securely tucked away.  He followed down along his long glossy legs to his scarlet five-inch heels.  He was worried that his short flared dress was riding up too much and tried to tug the hem down.  His long fingernails snagged on his dress and he wondered how anyone could do anything with these long extensions glued on!

But this was how it was going to be for him now.  This was how he was going to look at work every day.  He sighed heavily but then realized that his mother and aunt had moved off.

“Wait for me!” he called desperately as he scampered along in his heels already ten yards behind them looking around the street nervously hoping that stag party had moved on.

Title: Re: Escape to Victoria
Post by: dolly bo peep on November 30, 2018, 07:41:31 PM

Dara Janey,

Thank you for that chapter - those changes to Victor really exceeded my expectations.

All of those changes will make his immediate boss dislike him even more, so the work assignments will likely expose him to even more to the leering men.

He is even more scared now of doing anything to give his true identity away because the makeup is now permanently tattooed on and the authorities know who and where he is, with the threat of the boys reformatory a real incentive to stay on the straight and narrow path dictated by his mother.

Title: Re: Escape to Victoria
Post by: DaraJaney on December 01, 2018, 01:18:04 AM

This story was based on what is supposed to be a true story from the memoirs of playwright Peter Sheridan (brother of Jim Sheridan, Director of "My Left Foot").

A friend of his was consigned to an "industrial school" in 1960s Dublin when they were teenagers.  Troublesome boys were sent to such schools.

According to Sheridan, his friend's sister helped him escape from the school by leaving girl's clothes and a wig in the dressing rooms for her brother to feign injury in a match and change into the clothes.

He went home but continued to wear a skirt and wig and pad out some boobs whenever he went out.  In his working class area nobody had much time for the police so they all played along with the ruse and called him "Mary".

According to Sheridan, his friend seemed to get a bit too fond of it and started asking questions about how good he looked.  Eventually the authorities caught up with him but sadly he was allowed change into his boy's clothes before being returned to the school.

I have to say that it sounds like a bit of a yarn to me but I'm sure we'd like to think it happened.

Thanks for all the nice comments on the story.