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Back to School but as a Girl

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By *tephanie Somtimes OP   TV/TS
5 weeks ago

South Derbyshire

I'd been left senior school about 5 years when I heard the buildings were going to be knocked down and rebuilt.

Back then of course there was no Google, no Streetview so I decided to go and take some photos.

There was iron railings all around the school and these had been supplemented with a 6ft high wooden fence with barbed wire along the top. A notice read - "Demolition in Progress - KEEP OUT".

I walked around the perimeter and found a gap in the fence. It was such a thrill to be back in the playground. Nothing had really changed other than the once well kept lawns being overgrown.

I tried the main doors into the foyer but they were locked. Then I spotted a man in uniform so I high-tailed it out of there.

I walked home a little disappointed that I never went to the reunion last year. Not that I wanted to go but now the school buildings were being demolished it would have been nice to walk around one last time.

I decided to go back on Sunday, in those days no one worked Sundays and the roads were deserted and all the shops closed.

I had a naughty idea, something I'd always wanted to do. I got my old school satchel and gathered some things together and hatched a plan to get in.

Sunday I headed off to the school and got in through the same gap in the fence.

I made my way to the boiler room. I never smoked but this is where the smokers hung out. The latch on the window had been broken for year. I easily opened it, passed my satchel through and climbed in myself.

The door to the boiler room had a Yale lock on it. You needed a key to get in but you could just open the latch to get out.

I made my way down the halls past the woodwork and metalwork classrooms to my 5th form classroom on the third floor.

All the chairs and desks were the old fashioned wooden ones with ink wells. They were all still there but the books etc had all been removed.

Between each classroom was a store room shared by the respective teachers. I remember kissing a girl called Julie Batchelor in this one.

I liked girls, absolutely adored them but somehow sexually they didn't turn me on. I had one disaster after another in that I couldn't get or stay hard with them.

It dawned on me that I was mistaking my feelings for girls. It wasn't lust but admiration. I didn't want to fuck a girl I wanted to BE ONE!

I opened my satchel and pulled out the contents laying them on Mr Owen's desk.

My sisters green blazer with the school emblem on the breast pocket. A white blouse, her black bra and panties, green tights and a little pleated skirt and mums heels.

Although they'd been washed they still smelt of my sisters favourite perfume at the time, Fabergé Babe.

I felt so naughty slipping it all on and soon had a raging hard on sticking out of the little pleated green skirt.

Mum couldn't afford the more expensive blouses and shirts and I remembered how see-through they were. Mum would tell my sister that she looked cheap wearing a black bra under a white blouse but she still did.

Then I remember my sisters trick of rolling up the waist to make the skirt shorter. It's why she always insisted mum buy her elasticated waistband skirts.

I slipped on the open back heels and did up the straps. I'd often helped mum do up the straps so I knew how they went.

Mum had big feet but the shoes were still a bit small for me but I'd worn them before and had been practicing in them.

I put all my male clothes in my satchel and hid it in the store room.

Mum had a wig but I couldn't find it but I did bring her old makeup bag from the back of the bathroom cabinet.

I found a girls handbag mirror in one of the desks and applied some mascara and a little bit of pink lipstick. It was enough to make me look like a sissy if not a girl.

I took a deep breath and headed out of the classroom down the corridor.

The heels were no higher than about 2 inches but they made that delightful clicking noise as I walked down the empty corridor.

My mind wandered and I imagined I was back at school but as a girl. Chatting with the other girls about boys and looking through the Kays Mail Order Catalogue for something sexy to wear.

I made my way down to the gym and changing rooms. My hands at my side really working my girly persona. Concentrating on wiggling my bottom as I walked.

I went into the boys changing rooms, it still had that masculine aroma. I opened the cupboard where they kept the Jock straps but sadly they had gone.

The large open shower was just how I remembered it. It was not a place I was comfortable. I wasn't very well endowed but the sight of the other bigger lads always got me hard.

Then I remembered the door to the male teachers changing room. It was somewhere I'd never been but always wanted to go.

I opened the door and went inside. There was a single shower behind a curtain and a changing area.

My mind wandered again and I imagined being caught by Mr Packwood the PE teacher.

I put on my best girly voice.

"Oh Sir I'm sorry I lost my way and ended up in here".

I'd had lots of fantasies about Mr Packwood. He was 6ft 4 and very much an alpha male. His cock was always poking out of his tracksuit bottoms. I remember him taking an English class in which I spent the whole hour daydreaming about his cock.

The next place I wanted to see was the headmasters office.

I made my way down the corridor past the main assembly hall. I peaked inside and was pleased to see that the old Japanese inspired painting from The Mikado opera by Gilbert and Sullivan was still there.

I went up the stairs being careful not to topple over in my heels. I went passed the library to the headmasters office.

The old traffic light system was still on the wall. You had to ring the bell and wait for the light to turn green before entering.

As I opened the door the smell of cigars leather and wood panelling hit me.

It was an incredibly masculine smell for a sissy boy like me. It was both a scary and exciting environment.

It took me back to the day I got the cane. I had been suggestive about Mrs Smith's bras. She overheard me calling them "cowboy" bras as they headed her tits up and pushed them out. I was sent to the headmasters office and had to tell him exactly what I had said in front of Mrs Smith.

I had to lean on the desk and the head_aster caned me twice while Mrs Smith watched on.

It was such a turn on and I loved the pain of the cane against my bottom but it was Mrs Smith being there that turned me on the most.

I couldn't resist but bend over the desk again. Imagine if I was caught like this by Mrs Smith and the headmaster.

I took down my tights to my ankles and teased down my panties a little and bent over the desk. The headmaster never made us bend over this much but I felt so naughty dressed as a girl with my bare bottom on show.

Then suddenly the door opened. I stood up straight my heart in my mouth my panties now around my ankles. I shuffled around and there in the doorway looking just as shocked was Mr Kaminski the caretaker.

To be continued...

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By *usan 749ukTV/TS
5 weeks ago

Bangor

Nice

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By *rianishardMan
5 weeks ago

Cambridge

Oh wow!!

Sounds very interesting!!!!

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By *niformslaveslutMan
5 weeks ago

Harrogate

Sounds good

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By *idsguy01Man
5 weeks ago

derbyshire

Great start

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By *tockings12369TV/TS
5 weeks ago

Oxford

Nice start. Love dressing in my school girl outfit.

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By *orkDefenderMan
5 weeks ago

Wakefield

A wonderful start

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By *iv JonesMan
5 weeks ago

Cardiff

More please

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By *ndstorm45Man
5 weeks ago

Wakefield

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By *aninnylonsTV/TS
5 weeks ago

Ipswich

lovely start

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By *llSxy4UTV/TS
5 weeks ago

London & South East

I love wearing a schoolgirl outfit. Tits out, short pleated skirt, lace stockings & glossy black high heels. Whoever sees me out at night in London gets a nice treat to look at

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By *athy_Slut_KentTV/TS
5 weeks ago

Tonbridge

When I was in my early teens a gay guy near neighbour bought me my first schoolgirl uniform to wear for him

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By *achealtvsubtoyTV/TS
5 weeks ago

hoddesdon


"When I was in my early teens a gay guy near neighbour bought me my first schoolgirl uniform to wear for him"

Mmmmm please do tell xx

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By *dinthewoods69TV/TS
5 weeks ago

travelling around GB

Great story luv this.

Like to find a derelict building to take pic in.

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By *illgossardTV/TS
5 weeks ago

Abergavenny

Lovely story. All my earliest fantasies were based around the school uniform.

Doing something in an actual classroom setting would be great

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By *lifunTV/TS
5 weeks ago

derbyshire

This could be getting good mmmxxx

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By *arahtv777TV/TS
5 weeks ago

whitstable

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By *erry55Man
5 weeks ago

Portlaoise

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By *lf123Man
5 weeks ago

near you

Mm more please

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By *ichaelg76Man
5 weeks ago

Andover Ish

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By *seableMan
5 weeks ago

Halesowen

Loving this, great writing, I could feel myself doing that.

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By *ita99TV/TS
5 weeks ago

bognor

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By *usiness123Man
5 weeks ago

Hamilton

amazing - loved it - cant wait for more

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By *imale999Man
5 weeks ago

dudley

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By *umluverxxxTV/TS
5 weeks ago

Hook

Love wearing a school girl outfit x more please

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By *alpalMan
5 weeks ago

Scartho, Grimsby

Looking forward to part 2

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By *ndstorm45Man
5 weeks ago

Wakefield

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By *orcshornyMan
5 weeks ago

Worcester

More please and SOON!

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By *oose1Man
5 weeks ago

doncaster

Hot

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By *irexMan
5 weeks ago

Hertford

Great start, would love to hear more 🔥🔥🔥

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By *elsh_daddyxxxMan
5 weeks ago

Bargoed

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By *erardexy2022Man
5 weeks ago

tallaght

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By *athyTV/TS
5 weeks ago

Nottingham

Hope there is more xx

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By *niformslaveslutMan
5 weeks ago

Harrogate

I love wearing girls school uniform and getting tied up tight

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By *ady CharlotteTV/TS
5 weeks ago

staffordshire

more please

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By *iss WednesdayTV/TS
5 weeks ago

Stortford

love to do this

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By *aster CaneMan
5 weeks ago

bridgemary Gosport

Come on you can't stop there

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By *elly61TV/TS
5 weeks ago

Burnham-on-Sea

More please....soon

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By *ctiveoldmanTV/TS
5 weeks ago

Amlwch

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By *ongueincheeksMan
5 weeks ago

poole

I wonder if the old cane is still there ? if so surely it’s six of the best for you !

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By *azmin999jmMan
5 weeks ago

wakefield

OMG amazing

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By *tephanie Somtimes OP   TV/TS
5 weeks ago

South Derbyshire

I stood up and turned towards Mr Kaminski, my face as red as a beetroot.

"What do we have here"? He chuckled as he walked around the headmasters desk.

I bent down to pull up my panties and tights.

Mr Kaminski waggled his finger, "No, no, leave them around your ankles".

"So what's all this in aid of young man"

I explained that I'd heard the school buildings were going to be demolished and I wanted one last look.

"Don't be naive young man you know what I'm asking"

I didn't know what to say and I blurted out something about liking to be girly.

"Were you bending over the desk"

"Yes Sir", I replied.

"Show me".

I bent over the desk, my green pleated skirt riding up showing off my bare bottom.

Mr Kaminski grabbed a chair and rolled it behind me and sat down.

"You have a lovely peachy bottom and shapely legs".

Mr Kaminski ran his hand up the inside of my thigh giving me goosebumps.

"Thank you Sir, mum said I had nicer legs than my sister".

"Does she know you dress"?

"Dress Sir"?

"Wear girls clothes"?

"No", I replied she doesn't know.

"I bet she does", he replied, "Mums know these things."

"Did you know, Mr Smith (the headmaster) is homosexual"

I didn't know but I told Mr Kaminski that all the boys suspected as he would pat our bottoms when we walked passed him. He would also try and get his hand inside our shorts when playing rugby.

All the time we were chatting Mr Kaminski was stroking my thighs. Brushing against my hardening cock with the back of his hand.

"You won't be surprised to know he was arrested then"

I hadn't heard that but I wasn't surprised. I found him a bit wet and slimy.

"How old are you young man", he asked.

"I'm 23 Sir", I replied.

"You have smooth silky skin young man, why is that"

I told Mr Kaminski that I shave my body and use mum's and my sisters body lotion.

"Do you like being smooth"?

"Very much", I replied, "It makes me feel girly."

"Do you like boys"?

"I prefer older men to be honest Sir", I replied.

Mr Kaminski stood up behind me and moved my feet further apart with his foot.

"Lean right over the desk and grab the other side"

I did as I was told but had to stand on tiptoes to reach the other side of the table.

The suddenly Mr Kaminski slapped my bottom and I gasped.

Then he did it again on both cheeks.

He reached between my legs pulling my hard cock back between my ass cheeks. It was quite painful I was that hard.

The he started massaging my bottom, slapping it again. It stung but I liked it a lot.

Then he rubbed his face into my smooth bottom. I could feel his rough stubble and it felt so naughty.

He held my ass cheeks open and kissed my rosebud. I knew basically what men did together but I didn't know men kissed each others bottoms. I guess back then we were quite innocent with no gay porn available at all.

He kept rubbing his face into my ass like he was marking himself with my scent. He licked and literality sucked on my boy pussy. I could feel it getting wetter and wetter.

He told me to reach around and hold my ass cheeks open.

He was feasting on my ass like a man that hadn't eaten for days. All the time he was milking my cock like a cows udder.

"Have you ever been fucked", he asked.

"No Sir", I replied.

"Would you like to be"?

I turned around blushing and said, "I'd rather you just take what you want rather than asking"

He slapped my ass again even harder this time making me wince.

"Submissive eh"?

"Very much so Sir", I replied. "I have fantasies of being totally controlled by men"

"Men, lad"? "More than one man"? He asked.

"I guess so Sir", I replied as he started fingering my bottom, spitting on it as he did.

I told him about a fantasy I often have when at boring work seminars.

I explained that I often go to seminars at hotels with other men in my profession. When I'm bored I like to imagine slipping under the table and crawling on all fours between a man's legs. I imagine it's a game and I have to suck each man off in turn without the others knowing. If a man is picked and I'm sucking his cock at the time then he's out. The winner is the man who cums in my mouth.

"You have a naughty mind young man, I like it".

I blushed and said that my head was full of fantasies.

He stood up and walked around to the other side of the table.

I watched as he undid his belt and unbuttoned his flies. He reached inside his underpants and pulled out a huge cock. It was an unusual shape fatter in the middle with a big fleshy foreskin his moist glans just peeping out.

He offered it to me and I willingly took it into my warm mouth.

I'd touched my mates cock but had never sucked a cock before.

It felt so natural and I instantly knew what to do.

"OH you're good", he groaned as he held my head and tried to force his cock down my throat. I gagged of course but I loved how powerless I felt.

There was no way I could take him balls deep but I tried. I flicked my tongue over his little hole and up and down his frenulum. He was not shower fresh of course but that just made the whole thing even hotter.

I was now laying flat on the headmasters table and able to take his cock into my hand. I watched as his foreskin slid backwards and forwards over his glans.

I felt quite helpless, vulnerable and I found that such a turn on.

I looked up at him, "Will you fuck me Sir, I want you to take my virginity.

To be continued...

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By *ovecock4Man
5 weeks ago

grimsbg

Would have so loved to have been born a girl

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By *hor66Man
5 weeks ago

Clacton

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By *echman.1Man
5 weeks ago

Liverpool

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By *ee468Man
5 weeks ago

Felixstowe

Wonder if she really is a virgin

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By *rianishardMan
5 weeks ago

Cambridge

This is very horny, waiting for more x

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By (user no longer on site)
5 weeks ago

School girls looks so hot

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By *imale999Man
5 weeks ago

dudley

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By *vsrTV/TS
5 weeks ago

Sunderland

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By *amantha_kelTV/TS
5 weeks ago

magherafelt

It’s lovely sucking cock but the even better when your told to do it

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By *aidclaireTV/TS
5 weeks ago

bideford

Loving this. Xxx

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By *aygordon999Man
5 weeks ago

Shetland

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By *asher72Man
5 weeks ago

Newton Abbot

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By *alpalMan
5 weeks ago

Scartho, Grimsby

Bring on part 3

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By *elly61TV/TS
5 weeks ago

Burnham-on-Sea

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By *edi39Man
5 weeks ago

Leicester

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By *edropooleMan
5 weeks ago

Poole

Oooh go on please sir…..

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By *oy2017Man
5 weeks ago

Frome

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By *oel333Man
5 weeks ago

aberdeen

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By *erry55Man
5 weeks ago

Portlaoise

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By *ndstorm45Man
5 weeks ago

Wakefield

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By *uriousjimTV/TS
5 weeks ago

middleton

🍆💦🍆

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By *ave702000TV/TS
5 weeks ago

Scarborough

Always loved the schoolgirl uniform so when I managed to buy myself one it was amazing to wear it

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By *djoanneMan
5 weeks ago

Tameside

Hope there's more to come

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By *ood gurl 4 daddiesTV/TS
5 weeks ago

trim/kells/athboy /and about

Ó you bad school girl this is so hot more please I love to dress as a little school girl mmmm

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By *arahtv777TV/TS
5 weeks ago

whitstable

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By *lf123Man
5 weeks ago

near you

Wow this is good

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By *avenMan
5 weeks ago

Stoford

Great stuff, thanks for posting ☺️

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By *omad guyMan
5 weeks ago

Beeston

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By *athyTV/TS
5 weeks ago

Nottingham

So hot, my chastity is full now xxx

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By *artina400TV/TS
5 weeks ago

Chard

So much looking forward to the next instalment ! I guess something will be installed lol

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By *ovebutt15Man
5 weeks ago

Stoke-on-Trent

More please

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By *ohnny 52TV/TS
4 weeks ago

Middlewich

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By *ess1967Man
4 weeks ago

Sunderland

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By *harlotte39cdTV/TS
4 weeks ago

rochester

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By *ers_Viking_FukMan
4 weeks ago

Gorleston

So fucking hot, please carry on

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By *on_canberleyMan
3 weeks ago

Frimley

Please continue

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By *urieMan
3 weeks ago

Ashford

Oh this is very wonderful

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By *ark12345300Man
3 weeks ago

Belfast

Horny

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By *perm bank69Man
3 weeks ago

Hythe

Mmmm very 🔥

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By *ete1324Man
3 weeks ago

clydebank

Omg best story in ages

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By *urious85ukMan
3 weeks ago

Newcastle

=)

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By *azmin999jmMan
3 weeks ago

wakefield

Wow

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By *exybiguy8TV/TS
3 weeks ago

North West

Love this, skoolie uniform and empty building, yesssssssss, perfect xxxxx

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By (user no longer on site)
3 weeks ago

Would love to be a gurl

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By *haneportsMan
3 weeks ago

portsmouth

She will be asked to take things down & will get extra lines....

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By *acyboyTV/TS
3 weeks ago

Southampton

This is a really sexy read

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By *ovecock4Man
3 weeks ago

grimsbg

I so wish I was a sissy school girl

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By *ustPeekinMan
3 weeks ago

Alresford

Lovely story! All my earliest fantasies were based around having to go to school dressed as a girl. I even used to dress up at home.

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By *ocknBluesMan
3 weeks ago

Leamington

Omg I'd love to be schoolgirl, all dressed up and...!

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By *ickycdTV/TS
2 weeks ago

SWANSEA

what a good story loved to be dressed as a skuull gurl

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By *rickyWire1Man
2 weeks ago

Warrington

Lucky Mr.Kapinski looking forward to Reading what pleasure he had with his little Whore.

Please Continue

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By *TerriTV/TS
2 weeks ago

dresstown

Love to hear more and wonder if you become his live in lover

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By *pthebum69Man
2 weeks ago

Kendal

More please

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By *ikeC2012Man
2 weeks ago

Peterborough

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By *rbyTV/TS
2 weeks ago

SUNDERLAND

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By *egselevenMan
2 weeks ago

burnley

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By *olflord07TV/TS
2 weeks ago

exeter

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By *echman.1Man
2 weeks ago

Liverpool

Please continue

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By *tephanie Somtimes OP   TV/TS
1 week ago

South Derbyshire

Suddenly we heard footsteps outside.

Mr Kaminiski said to hide behind the velvet curtains. I pulled up my panties and the green tights and hid behind the curtains.

There was a knock at the door.

Mr Kaminski asked who was there. Fred came the reply.

"Come in you daft fucker, you don't need to knock", said Mr Kaminski

I peered through a gap in the curtains and saw a man in uniform. I was so scared I thought it was the police.

The man said he's caught another lad and Mr Kaminski said to bring him in.

The man lead in my mate Gordon by his ear lobe. Gordon was also dressed in fact it was Gordon that encouraged me.

Years ago during the last day in Juniors we had a fancy dress day at school. Gordon was the only one to come into school dressed like a girl. From that day onwards he became my best mate. The only one I could confide in about my love of being girly.

The funny thing is on that day no one batted an eyelid. I think we were all impressed just how feminine Gordon looked.

"It looks like we have two TVs", Mr Kaminski said pulling open the velvet curtains.

Gordon and I both smiled at each other.

He looked just like a St Trinian's girl with a navy blue pinafore dress with white cropped shirt, striped tie, navy stockings and suspenders with a straw boater. He was wearing a wig he'd made himself from that rough yellow string and he had on his sisters false eyelashes. Oh my he did look hot.

Mr Kaminski told us to stand by each other so I walked over to Gordon. It was at this point that I noticed that the other man was a security guard not a policeman and I was so relieved.

Mr Kaminski shut the headmasters door and told us to hold hands.

We both giggled and I took hold of Gordon’s hand.

"Now I want you to kiss".

Gordon gave me a little peck on the lips as instructed.

I could feel we were both trembling. I was both scared and excited.

"Do you have girly names", asked the security guard.

I replied, "Yes, I'm Stephanie and this is Victoria".

"Lovely", replied the security guard, "But now I want you to kiss with tongues"

We turned to each other, Victoria took my hand and we kissed. We teased each other mouths with our tongues until we were kissing so passionately.

"Touch each other", growled Mr Kaminski

I reached under Victoria's pinafore dress and slipped my hand into her panties and fondled her bare bottom.

She cupped my bottom in her hands and massaged my bum as we kissed. I could feel that my bum was still wet from Mr Kaminski's kisses and it made me feel so naughty.

"Grind your bodies together", instructed the security guard.

Victoria and I rubbed our groins together still kissing. We were both hard as rock and I could feel a wet patch forming in my panties.

It felt so naughty performing for the men and doing as they instructed.

Mr Kaminski walked over to me and lifted up my pleated skirt.

"Look at you all hard", he said rubbing his hand over my bulge.

"This one too", replied the security guard as he inspected Victoria's panties.

"Come and sit on our laps", instructed the Mr Kaminski as he sat down behind the headmasters desk.

I went to sit on Mr Kaminski's lap but he told me to go and sit on Fred, the security guards lap.

I don't know why but if felt so naughty like we were swapping daddies.

Fred patted his lap and I plonked myself down on top of him. Straight away his hand was on my thigh stroking my green tights and slowly working his way higher. I can feel his hard cock against my bottom like I was sitting on a tennis ball.

He moved in for a kiss and I pecked him on the lips. He pulled me in harder and forced his tongue into my mouth. Straight away I realised he was a smoker. I'd never smoked and didn't like people that did but there was something rough and so basic about it that it turned me on.

I looked over at Victoria, she was all over Mr Kaminski like a rash. Her pinafore dress was hitched up and Mr Kaminski had his big hairy hand wrapped around her hard cock.

When I heard those footsteps I thought the day was over but it was only just beginning.

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By *aygordon999Man
1 week ago

Shetland

O yes

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By *erry55Man
1 week ago

Portlaoise

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By *imale999Man
1 week ago

dudley

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By *imone69TV/TS
1 week ago

mijas, spain

Fabulous!😈

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By *urieMan
1 week ago

Ashford

Oh fuck yes please

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By *lf123Man
1 week ago

near you

Mmm this is good

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By *ommo200Man
1 week ago

Evesham

so very horny xxx

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By *ohnny 52TV/TS
1 week ago

Middlewich

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By *ndrews642Man
1 week ago

exeter

Love to dress and in a school uniform and serve if a local can accommodate

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By *egselevenMan
1 week ago

burnley

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By *agerforbothMan
1 week ago

perth

This is excellent can’t wait for more

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By *rianishardMan
1 week ago

Cambridge

Fantastic, please continue. I'm as rock hard as Victoria x

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By *ers_Viking_FukMan
1 week ago

Gorleston

So fucking hot please carry on

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By *idsguy01Man
7 days ago

derbyshire

So horny

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By *rickyWire1Man
7 days ago

Warrington

Looking forward to Reading the next Installment

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By *echman.1Man
7 days ago

Liverpool

Love this

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By *ovecock4Man
7 days ago

grimsbg

Likewise my old school was knocked down many years ago I would have loved to have sneaked in before it was and walked around the deserted corridors and class rooms wearing just my pink panties.

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By *teve1867Man
7 days ago

wirral

Love it x

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By *harlotte39cdTV/TS
7 days ago

rochester

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By *Jexpert555Man
7 days ago

Southend

Love this story, like so many others, so hot to be told what to do by older men

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By *liaJaninePornFanMan
4 days ago

Birmingham

This is soooo horny.x

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By *eneral distanceMan
4 days ago

st helens

Just read these and wow I’m so hard

Love to meet a sexy TV in uniform

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By *ess1967Man
4 days ago

Sunderland

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By *ersDaddy44Man
4 days ago

Altringham

Love it

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By *ady CharlotteTV/TS
9 hours ago

staffordshire

loving this!, do please continue xx

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