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The Sweetshop

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By *tephanie Somtimes OP   TV/TS
5 days ago

South Derbyshire

It was great when I was a lad to have a sweetshop on the corner of my road. Mum worked there part time with the owner Harry.

Harry was a big jovial man, sometimes when I was off on holiday he would take me to pick up the papers and magazines from the wholesalers. We didn't have a car and he had a posh one that I loved going for rides in.

When I was about 15 mum got me a job as a paperboy. Harry was always flirting with my mum, squeezing past her behind the counter and grabbing her thighs. Making rude suggestions. Mum enjoyed all the naughty banter but she always told my dad.

One man on my paper round always had a girly magazine delivered called Mayfair. It was a fairly tame magazine but for a lad of 15 it was very exciting.

I carefully looked through it before posting it and the rest of the newspapers through the door.

The years went by and I got good grades at school and moved onto 6th form college.

I was a naïve lad of 18 now and looking for work. Mum still worked with Harry in the sweetshop and asked if I would like to take over from her until I found a proper job. I agreed and so took over mum's part time job.

Harry was obviously disappointed that mum had left. He told me he missed all the naughty banter, but still flirted with the ladies that came into the shop.

It was the fashion at the time for lads like me to have long hair and mine was almost shoulder length. At puberty I developed breasts and pert nipples, wide hips and a big bottom.

Boys jeans didn't fit me so I would secretly buy girls jeans that fitted perfectly. It was the fashion to wear them tight and mine really hugged my peachy bottom. I wasn't very big in other areas and struggled to either get or keep a girlfriend.

Harry on the other hand was well endowed. It certainly hadn't escaped my notice that he was well hung. He didn't wear tight trousers but he wore braces that pulled his trousers up around his crutch. Whatever he wore you could always see his fat cock sticking down his leg.

A new magazine came out called Whitehouse. It caused quite a stir not only with the public but between my legs too. It was the first magazine to feature erect men and they were big too.

Harry and I both thumbed through the magazine. I'd never seen such a big cock before. It gave me butterflies in my stomach. It was a strange feeling, it looked so powerful and made me feel quite weak. Even Harry blushed.

One day I was bending over unpacking the cigarettes when Harry slapped me on the ass really hard.

"Fucking hell Harry", I said, "What are you doing"?

He went bright red and apologised. He said he'd forgotten himself and for a split second thought I was my mum.

I have to admit I was smiling from ear to ear and rather enjoyed it. So much that I got an instant hard-on which I'm sure Harry noticed.

Harry carried on trying to explain why he did it.

He said, "It's your fault with your girly hair and those boy boobs and pert nipples poking through your t-shirts.

I couldn’t help but blush. No one had ever commented on them before and it was embarrassing.

I subconsciously ran my thumbs over them.

"There you go again", he said, "You are always touching them and it's distracting".

I didn't realise that I was doing it and apologised but they were incredibly sensitive.

After this encounter Harry started teasing me about my girly attributes.

He would do what he did with mum and pretend there was not enough room for him to squeeze past because of my bottom.

It was like he was flirting with me and I enjoyed it. He began grabbing my waist like he did with mum. Then one day I pushed back on him and gyrated my bum against his groin. I could feel his hard cock and it excited me.

He pulled me against him and immediately reached around and pinched both of my nipples really hard.

I gasped in excitement and felt something wet in my briefs. I reached between my legs and Harry asked what was wrong. I said I think I'd pissed in my pants.

We both went into the back and I undid my jeans and checked my briefs. To my astonishment it wasn't piss but cum. I'd had an orgasm without even touching myself and flooded my briefs with cum.

I asked Harry if he had a tissue and he said he had something better than that.

He dropped to his knees and and straight away took my cock into his warm mouth. My knees were like jelly and my legs trembling I held onto the counter for fear of crumbling to the floor.

I tried to push him away it was all to exciting but he wrapped his arms around my legs and made me cum again and again.

Then we heard the bell ding on the door and we knew we had a customer.

Harry told me to stay put and I collapsed onto the chair still trembling not quite sure what had happened.

Harry came back in as white as a sheet.

"I'm sorry, I don't know what came over me", he said, "I've not done anything like that since my 20's".

I said I felt guilty and a bit dirty. He was worried I would tell my mum but I assured him I would not be telling anyone.

That night I went to see my girlfriend. I promised myself I would never flirt or do anything with Harry again.

The next day at work I couldn't bring myself to look at Harry. I don't think we actually spoke to one another.

Another week went by, we did talk but there was no naughty banter.

The following week Harry went to the wholesalers. When he got back he handed me a glossy magazine called He-She - When Boy Becomes Girl.

On the cover was a young man about my age and then next to that photo was a picture of him dressed like a glamorous woman. I thumbed through the magazine getting very aroused.

Harry asked if I knew Sid one of the men who worked in the office opposite. I said that I thought I did. He was the man who gave me 50p coming up to firework night a few years ago when I had the guy outside Harry's shop.

Harry said Sid had seen me dressed in women's clothes in my bedroom.

I was so embarrassed but it was true. I did dress in my bedroom and never closed the curtains. I couldn't see into the offices opposite and thought they couldn't see me.

Harry asked me what I wore. I told him about a girly magazine that my dad owned. It featured a woman in a mink coat wearing just a lingerie underneath.

"Go on", Harry said with a wry smile.

I told him that I wore mums fake mink coat her bra and stockings and suspenders. He asked if I enjoyed being girly and I said I did.

He then asked if I would dress like a girl for him and Sid one night after work.

The thought of dressing for two older men made me rock hard but I was such a wussy I didn't know if I could do it.

Harry said that Sid could get one of the office girls uniforms that consisted of a white flouncy blouse with puffy sleeves and lace trim and a black mini or pencil skirt. Harry suggested I could wear mums panties and the stockings and suspenders.

Harry described a scenario where I could play the helpless office girl or an innocent shop assistant. Either at the office over the road or here in the shop.

I was taken aback with his suggestion but very curious to try something like that but I would need to mull it over.

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By *hris1954Man
5 days ago

Beverley

More please

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By *issykissyMan
5 days ago

York

amazing story, please continue

xx

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By *imale999Man
5 days ago

dudley

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By *uffolkbi7Man
5 days ago

aldeburgh

Now this I like xxx

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By *ikki1970Man
5 days ago

leicester

Excellent start, looking forward to more

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By *iss WednesdayTV/TS
5 days ago

Stortford

Wow, I'm very excited reading this

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By *urious85ukMan
5 days ago

Newcastle

Nice

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By *ackiex32TV/TS
5 days ago

Wick

Please keep going x

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By *ashtoolMan
5 days ago

belfast

More of this great read

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By *jsucksTV/TS
5 days ago

Chesham

Oh god this is so hot please don't stop

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By *otwillyMan
5 days ago

Scunthorpe

Interesting story

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By *lackmini2TV/TS
5 days ago

solihull

great start

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By *ax_glasscotMan
5 days ago

glasgow

Looking forward to hearing how big Harry is.

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By *rianishardMan
5 days ago

Cambridge

This is so horny, more please. This is too good to leave it hanging!!!!

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By *onmar01Couple (MM)
5 days ago

Bargoed

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By *atinbloodMan
5 days ago

Birkenhead

Oh please do not stop now

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By *egselevenMan
5 days ago

burnley

mmm keep going xx

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By *vsrTV/TS
5 days ago

Sunderland

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By *aninnylonsTV/TS
5 days ago

Ipswich

loving this

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By *ature boyMan
5 days ago

Erdington

Good start

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By *usan 749ukTV/TS
5 days ago

Bangor

Great job

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By *outhdub50Man
5 days ago

D1

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By *entleoneMan
5 days ago

near heathrow

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By *ub guy 68Man
5 days ago

Keith

Great story fella

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By *harliesfunMan
5 days ago

North Tyneside

Excellent start

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By *dinthewoods69TV/TS
5 days ago

travelling around GB

Great story luv it very well written and cannot wait for more x

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By *aypee46Man
5 days ago

Nuneaton

This is great 👍👍

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By *esley 60TV/TS
5 days ago

PERTH

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By *unfollowerMan
5 days ago

Peterborough

Wow….very nice beginning..

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By *otusTV/TS
5 days ago

Aylesbury

Mmmmmm, love this, very hot, looking forward to the next instalment!!

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By *at2121Man
5 days ago

Swindon /Algarve

Hot

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By *ich65Man
5 days ago

Chorley

Oh wow, this is hot

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By *ountyGuy18Man
5 days ago

Leicester Groby Road

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By *lifunTV/TS
5 days ago

derbyshire

This is great set imagination going I love to be doing this fantasy we need more now Hun xxx

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By *erry55Man
5 days ago

Portlaoise

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By *rbyTV/TS
5 days ago

SUNDERLAND

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By *osportNewbieMan
5 days ago

Gosport

Great story, very hot

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By *seableMan
4 days ago

Halesowen

This is excellent. I would have loved this at 18.

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By *eil B4UMan
4 days ago

winchester

Very nice story. A little more detail please, on those moments of ‘no return’.

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By *endeepMan
4 days ago

Gt Yarmouth

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By *awkeye13Man
4 days ago

sunnieside

Omg this is so hot 🔥

More please

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By *ohnny 51Man
4 days ago

Middlewich

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By *ice Bi BoyMan
4 days ago

Prenton, Wirral

Oh yes!!!! More please.

I love being spitroasted in my tiny nix.

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By *ibblerMan
4 days ago

Dublin

Very good

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By *tephanie Somtimes OP   TV/TS
4 days ago

South Derbyshire

The next few days at work I was like a bitch on heat. I asked myself, did young men like me have a menstrual cycle or was it my biorhythms? Maybe hormones, after all I had developed puffy breasts and big nipples not to mention my rounded bottom and hips.

Whenever Harry came near me I got so hot and sweaty. I was loving all the attention he was giving me, the little touches, groping my bottom.

We became more daring with him standing beside me fondling my bottom while serving a customer. Sometimes I would reach behind me and squeeze his cock through his trousers.

I so wanted to feel his cock in the flesh maybe even drop to my knees and suck it but he wouldn't let me. He wanted me dressed in the shop but I just couldn't see how I could do that.

He suggested I wear a skirt and stockings and suspenders and if I stood behind the sweet counter no one would see me.

The idea excited me but could I do it. Could I smuggle mums clothes out of the house? I'd worn them for about 15 minutes before but Harry wanted me dressed all day.

I was so desperate to be girly and even more desperate to experience what it was like to be a girl. Fully a girl, with a man's cock inside me, kissing, feeling a man's rough stubble against my face. Legs open, a man between them or on all fours with my bum in the air feeling deliciously vulnerable. I wanted it all.

To encourage me Harry got me another magazine called LadyLike. It had a section inside entitled, Mirror Mirror. It was for young men like me to show how they transitioned to girls. The girls looked very glamorous but they were all wearing nice wigs and strappy heels and I didn't have either.

I mentioned this to Harry and also asked about Sid and the office girls uniform.

He said Sid hadn't got it yet but he was working overtime on Saturday and would be able to get the items then.

He then picked up the Exchange & Mart, and asked if I'd seen it, I said of course. He then asked if I'd looked in the pages towards the back, I hadn't.

He turned to the back pages and showed me some adverts for theatrical supplies which included wigs and heels in larger sizes.

He said if he bought me a wig and some heels would I fully dress for him in the shop. I replied yes but to be honest I wasn't sure if I had the nerve.

The next day I arrived at work early, Harry was beaming from ear to ear. He pointed to an old battered suitcase and said take a look in there.

I opened the suitcase and my eyes lit up it was full of pretty clothes. Blouses and skirts, dresses, panties a couple of bras, a corset and even a bag of makeup.

I asked where it came from and he said his wife June was having a clear out and asked him to take it all down the tip.

I asked if I could try some of it on and he suggested I put on a fashion show for him. I said I would but that I wouldn't be venturing out in the shop.

Then the bell rang and Harry had to go and serve a customer.

Mum didn't have a corset so that was the first thing I tried on. June, Harry's wife was a lot bigger than me so I got it on quite easily. Luckily being young I was quite supple and managed to slowly tighten the laces at the back.

The corset was white satin with powder blue accents on the suspenders. It didn't pull me in much but it certainly pushed up my puffy titties and made them more defined. The cups were a bit loose but this just showed off my cherry red nipples that were as hard as rock.

Harry walked in and said, "Wow, you look hot"

I did a twirl for him and wiggled my bare bottom at him.

"Oh my", he said, "Look at your little titties, they look so suckable"

"Thank you kind Sir", I replied in my best girly voice.

He grabbed me by the ass and pulled me against him.

He gently ran his fingers down the crack of my ass and asked if I'd ever kissed a man before. I shook my head.

"Would you like to"? He asked.

"I'm not sure", I replied

"Shall we try", he asked and I nodded.

He kissed me gently on the lips. His lips felt surprisingly soft not unlike a woman’s.

I could feel that we were both getting hard.

Then his kissed became more passionate and I could feel his rough stubble against my smooth face. Oh my there was no doubt now that I was kissing a man.

I started to tremble.

In between his kisses I whispered that I was going to cum and he held me closer to him.

For the second time I just exploded without touching myself.

Harry held me tight but I wanted to run.

He kissed my neck and told me how beautiful I was.

I stepped back and saw a big wet patch on Harry's trousers. I asked him if he'd cum but he said no it was my cum.

This made me feel even more guilty and I told him I was so sorry. He reassured me that it was fine, it was lovely and that I was so sweet.

There was a ding and Harry had to go and serve another customer.

I undid the corset being careful not to get it covered in cum and put it back in the suitcase.

I cleaned myself up in the toilet and put on my male clothes although as usual my jeans were ladies.

Harry came back and asked me how I was.

I felt a little sheepish and guilty but it wasn’t as bad as last time. At least I could look him in the eye.

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By *otwillyMan
4 days ago

Scunthorpe

Good story

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By *ature boyMan
4 days ago

Erdington

Lovely moment

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By *iss WednesdayTV/TS
4 days ago

Stortford

I wish someone had a suitcase like that for me x

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By *egselevenMan
4 days ago

burnley

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By *umlover71Man
4 days ago

Lowestoft

Fantastic. X

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By *aney RopesTV/TS
4 days ago

Gourock

More please

Jane x

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By *ikki1970Man
4 days ago

leicester

Loving this

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By *ynetteTV/TS
4 days ago

BOLTON

more please x

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By *enbiCheshireMan
4 days ago

North west

Excellent

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By *illmecreviceMan
4 days ago

Reading

Lovin it

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By *edro208Man
4 days ago

sheffield

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By *erry55Man
4 days ago

Portlaoise

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By *onmaccTV/TS
4 days ago

glasgow

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By *edigree69Man
4 days ago

Broughton Astley

I remember the Whitehouse magazine. It was really advanced for its time but today’s internet porn makes all those old mags look tame.

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By *orkDefenderMan
4 days ago

Wakefield

This is a good story

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By *rbyTV/TS
4 days ago

SUNDERLAND

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By *ohnny 51Man
3 days ago

Middlewich

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By *orth yorks guyMan
3 days ago

Castleford

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By *ac6969Man
3 days ago

leeds

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By *obbi_sutherlandTV/TS
3 days ago

Ardgay

The suitcase sounds fun

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By *isherman70Man
3 days ago

Bexley

Great story more please xx

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By *ibblerMan
3 days ago

Dublin

So nice

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By *atnat54TV/TS
3 days ago

Bexhill-on-Sea

Loving this

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By *issykissyMan
3 days ago

York

got very wet and hard reading the newest upadate

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By *esliebTV/TS
3 days ago

Scunthorpe

My first porn magazine was "Parade"

It was more or less a step up from page 3

Just tits, the pussies were airbrush out.

I had many 30 seconds wank in the early days

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By *ackotoolMan
3 days ago

Edinburgh - fountainbridge

I am loving this story

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By *ard8onMan
3 days ago

Darwen

Loving this

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By *alpalMan
3 days ago

Scartho, Grimsby

Interesting to see this story developing

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By *ritney LingerieTV/TS
3 days ago

Rotherham

I remember the he to she adverts in the exchange and mart.

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By *tephanie Somtimes OP   TV/TS
3 days ago

South Derbyshire

I went home that evening feeling more accepting of what I'd done with Harry. I loved his kisses, especially when his tongue was in my mouth it felt so naughty.

I still kissed my dad goodnight but only ever on the cheek but I have to admit that his rough stubble aroused me. Not that I had any interest in my dad in that way. I would never think of Harry as a dad he was more of a naughty uncle.

The next morning at work I noticed the suitcase had gone. I asked Harry and he said he'd hidden it, just in case June his wife popped in.

I told him it would turn me on if June caught us in a compromising position. Harry coughed and spluttered on his breakfast and said it would mean divorce and bankruptcy.

I told him that I'd fantasised about my girlfriends mother catching me with a much older man's cock in my mouth.

He laughed and said, "You're brave this morning".

He was right, I'd had a very naughty dream and I was feeling so horny.

I dropped onto my hands and knees and crawled over to Harry.

"Fuck, where has this come from Stuart"? he asked incredulously.

I didn't know where it had come from but I felt incredibly naughty.

I looked up at Harry and ran my hand up the inside of his thigh. As usual his thick cock was hanging down his leg. I kissed it gently through his trousers. Then mouthed it up and down, he soon got rock hard.

I looked up at him with my big doe eyes, his beg belly hanging over his trousers and undid his belt and fly.

I pulled his trousers down around his ankles and began kissing his bulge through his Y fronts. His pants were wet with a mixture of my saliva and his pre-cum. I was pleased to see for an old man he could still get rock hard. I was about to take his cock into my mouth when there was a ding.

It was a customer, the first of many that morning. Harry straightened himself up and I went in search of the suitcase.

I don't know what was the matter with me but I felt so horny and so naughty. Again I wondered if guys like me had menstrual cycles. I was obviously different to other lads my age.

When my boobs started growing mum took me to the doctors. He was quite an old guy who muttered something about a hormone imbalance but basically told us it was just a bit of puppy fat. The trouble was I wasn't fat, I just had tits. At school the other lads teased me and I hated PE.

Anyway I was so horny not for girls but for men, older men like Harry. It felt taboo with me being 18 almost 19 and Harry in his 50's but that was part of the attraction.

Eventually I found the suitcase with June's clothes in and searched through it.

I found a black lacy bra, size 38C. I put it on, it fitted fine but the cups were way too big. It was a full cup underwired bra with lots of side support. June was a big woman and needed it I guess.

Harry called me to help in the shop but I was having fun and ignored him.

I got a pair of scissors from the kitchen and carefully cut out the cups. I put the bra back on. This was better the wide sides of the bra helped gather up my boobs and push them out. My mate called bras like this cowboy bras because they headed them up and moved them out, lol.

I got the impression that June liked warm colours whereas I preferred cooler colours. She was also quite conservative there was nothing sexy here apart from the corset.

I did find a black top with a lace trim that was nice so I slipped that on. I loved the way the open cup bra allowed my nipples to poke through the thin material.

The panties I found were simple burgundy cotton ones but I slipped them on. Most of the skirts were long and I wanted something short but I found a flowery summer skirt with an elasticated waist band. I was able to roll it up to make the skirt shorter so I slipped that on.

I found some stockings but no suspender belt apart from on the corset. There was some sheer laddered tights so I slipped those on instead.

They reminded me of the time I played one of the seven dwarfs in a school play and had to wear my sisters green tights.

Mum said I had more shapely legs than my sister. That comment really made her cross.

Then I opened the make-up bag. Dare I wear some make-up and go into the shop?

Although I had long shoulder length hair it wasn't cut in a girls style. Harry had mentioned a wig in the back of Exchange & Mart but I didn't really want to wear and wig and how would I hide all my own hair anyway?

In the make-up bag was a few lipsticks, two tubes of mascara, some eyeshadow, a compact with foundation and an eyebrow pencil.

I was well aware that to remove some makeup you needed makeup remover. However I wanted to try some mascara.

Harry was getting really annoyed in the shop I could hear the bell dinging but I couldn't go in and help as I was dressed like a girl.

I went into the toilets and stood in front of the mirror. The mascara had almost dried out but I managed to put some on my eyelashes. The transformation was immediate. I wouldn't say I looked like a girl but I did look like a nancy boy. I found a lipstick I liked called 'Rock on Plum' and applied that rather haphazardly to my lips.

I thought I'd looked quite sweet but my hair didn't look quite right.

Then I remembered some pink ribbon left over from Christmas. I gathered my hair together into ringlets and tied it together using the ribbon.

I stood on a chair to see how I looked in the mirror. What I was wearing was all a bit of a miss-match but I felt girly and quite cute.

I walked through the back to the shop and stood in the alcove. From here I knew that Harry could see me but the customers couldn't.

I stood there holding the hem of my skirt with one hand and sucking my thumb with the other gently swinging from side to side. I wanted to give Harry the impression I was an innocent young girl. This wasn't really that far from the truth.

Harry's eyes nearly popped out of his head.

"Where have you been you naughty young lady", he asked, going along with my ruse. "Come here".

I shook my head and in my best girly voice said, "Come and get me".

There was another ding and another customer came into the shop.

I stepped back a bit just in case but carried on acting the girl. Gingerly lifting the hem of the skirt up to show Harry my panties.

Harry kept looking over and then I ran my fingers gently over my nipples while licking my lips.

I could see he was rock hard with his thick cock sticking half way down his leg.

The customer left and he started walking towards me.

"I'm going to fuck you", he growled.

I put my finger to my lips and went, "Ooohhh".

I was loving flirting with him and when he got close I ran into the storage room.

We were either side of some boxes and he couldn't get to me but I so wanted him to.

Then there was another ding and Harry went back into the shop.

I went back and stood in the alcove teasing him as he served the customer.

Then he disappeared onto the other side of the counter.

He'd gone for over a minute so I edged into the shop. Then I noticed he'd pulled the window blind down. I looked over the sweet counter. Harry had put the CLOSED sign up at the door and I knew I was in trouble

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By *obobMan
3 days ago

Harold’s Cross

Fantastic story

More please

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By *aypee46Man
3 days ago

Nuneaton

Big trouble 😛😛😛😛

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By *ameulTV/TS
3 days ago

norwich - ish

Please keep going

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By *atinbloodMan
3 days ago

Birkenhead

Tell us more

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By *eeking smooth sissiesMan
3 days ago

Bournemouth

Beautiful story and very horny !!

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By *merald toyTV/TS
3 days ago

bicester

Lovely story

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By *otusTV/TS
3 days ago

Aylesbury

Such a horny read and so well written, looking forward to the next part - now Harry has shut the shop!

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By *otwillyMan
3 days ago

Scunthorpe

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By *ich65Man
3 days ago

Chorley

Mmm... this is going to be fun

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By *rianishardMan
3 days ago

Cambridge

Wow so good, glad it's back x

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By *onmaccTV/TS
3 days ago

glasgow

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By *ibblerMan
3 days ago

Dublin

O can't wait

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By *ocklover50100Man
3 days ago

Kendal

More please. Lovely story

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By *rbyTV/TS
3 days ago

SUNDERLAND

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By *lderoneMan
3 days ago

Cheadle Hulme

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By *ashtoolMan
2 days ago

belfast

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By *ardsoloMan
2 days ago

Harlow

So good

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By *agerforbothMan
2 days ago

perth

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By *ei7Man
2 days ago

Wembley

Sensational!

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By *ac6969Man
2 days ago

leeds

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By *atietv1TV/TS
2 days ago

co. Durham

Wow x this so hot

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By *rdiscreet327Man
2 days ago

notts

You’re in trouble now the shop has closed!

Incredible writing op.

Loving every minute of this!

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By *ohnny 51Man
2 days ago

Middlewich

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By *ikki1970Man
2 days ago

leicester

Loving this

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By *illgossardTV/TS
2 days ago

Abergavenny Monmouth

Oh this is good. Keep going please

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By *iss WednesdayTV/TS
2 days ago

Stortford

can't wait for what happens next

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By *aney RopesTV/TS
2 days ago

Gourock

More please

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By *ictor36Man
2 days ago

billericay

The voyeur in me is hoping he didnt lock the door!

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By *ake64Man
2 days ago

Aberdeen

Amazing more please

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By *honabicdTV/TS
2 days ago

Cornwall


"The next few days at work I was like a bitch on heat. I asked myself, did young men like me have a menstrual cycle or was it my biorhythms? Maybe hormones, after all I had developed puffy breasts and big nipples not to mention my rounded bottom and hips.

Whenever Harry came near me I got so hot and sweaty. I was loving all the attention he was giving me, the little touches, groping my bottom.

We became more daring with him standing beside me fondling my bottom while serving a customer. Sometimes I would reach behind me and squeeze his cock through his trousers.

I so wanted to feel his cock in the flesh maybe even drop to my knees and suck it but he wouldn't let me. He wanted me dressed in the shop but I just couldn't see how I could do that.

He suggested I wear a skirt and stockings and suspenders and if I stood behind the sweet counter no one would see me.

The idea excited me but could I do it. Could I smuggle mums clothes out of the house? I'd worn them for about 15 minutes before but Harry wanted me dressed all day.

I was so desperate to be girly and even more desperate to experience what it was like to be a girl. Fully a girl, with a man's cock inside me, kissing, feeling a man's rough stubble against my face. Legs open, a man between them or on all fours with my bum in the air feeling deliciously vulnerable. I wanted it all.

To encourage me Harry got me another magazine called LadyLike. It had a section inside entitled, Mirror Mirror. It was for young men like me to show how they transitioned to girls. The girls looked very glamorous but they were all wearing nice wigs and strappy heels and I didn't have either.

I mentioned this to Harry and also asked about Sid and the office girls uniform.

He said Sid hadn't got it yet but he was working overtime on Saturday and would be able to get the items then.

He then picked up the Exchange & Mart, and asked if I'd seen it, I said of course. He then asked if I'd looked in the pages towards the back, I hadn't.

He turned to the back pages and showed me some adverts for theatrical supplies which included wigs and heels in larger sizes.

He said if he bought me a wig and some heels would I fully dress for him in the shop. I replied yes but to be honest I wasn't sure if I had the nerve.

The next day I arrived at work early, Harry was beaming from ear to ear. He pointed to an old battered suitcase and said take a look in there.

I opened the suitcase and my eyes lit up it was full of pretty clothes. Blouses and skirts, dresses, panties a couple of bras, a corset and even a bag of makeup.

I asked where it came from and he said his wife June was having a clear out and asked him to take it all down the tip.

I asked if I could try some of it on and he suggested I put on a fashion show for him. I said I would but that I wouldn't be venturing out in the shop.

Then the bell rang and Harry had to go and serve a customer.

Mum didn't have a corset so that was the first thing I tried on. June, Harry's wife was a lot bigger than me so I got it on quite easily. Luckily being young I was quite supple and managed to slowly tighten the laces at the back.

The corset was white satin with powder blue accents on the suspenders. It didn't pull me in much but it certainly pushed up my puffy titties and made them more defined. The cups were a bit loose but this just showed off my cherry red nipples that were as hard as rock.

Harry walked in and said, "Wow, you look hot"

I did a twirl for him and wiggled my bare bottom at him.

"Oh my", he said, "Look at your little titties, they look so suckable"

"Thank you kind Sir", I replied in my best girly voice.

He grabbed me by the ass and pulled me against him.

He gently ran his fingers down the crack of my ass and asked if I'd ever kissed a man before. I shook my head.

"Would you like to"? He asked.

"I'm not sure", I replied

"Shall we try", he asked and I nodded.

He kissed me gently on the lips. His lips felt surprisingly soft not unlike a woman’s.

I could feel that we were both getting hard.

Then his kissed became more passionate and I could feel his rough stubble against my smooth face. Oh my there was no doubt now that I was kissing a man.

I started to tremble.

In between his kisses I whispered that I was going to cum and he held me closer to him.

For the second time I just exploded without touching myself.

Harry held me tight but I wanted to run.

He kissed my neck and told me how beautiful I was.

I stepped back and saw a big wet patch on Harry's trousers. I asked him if he'd cum but he said no it was my cum.

This made me feel even more guilty and I told him I was so sorry. He reassured me that it was fine, it was lovely and that I was so sweet.

There was a ding and Harry had to go and serve another customer.

I undid the corset being careful not to get it covered in cum and put it back in the suitcase.

I cleaned myself up in the toilet and put on my male clothes although as usual my jeans were ladies.

Harry came back and asked me how I was.

I felt a little sheepish and guilty but it wasn’t as bad as last time. At least I could look him in the eye."

fabulous story that I can relate 2 x

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By *asher72Man
2 days ago

Newton Abbot

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By *alpalMan
2 days ago

Scartho, Grimsby

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By *ully fashioned slutMan
2 days ago

norwich

Loving it

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By *lasgowlatexMan
2 days ago

Glasgow

Mmmm very nice story

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By *ustjanMan
2 days ago

bristol

Love This storey

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By *ature boyMan
2 days ago

Erdington

Getting interesting

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By *seableMan
1 day ago

Halesowen

So annoying when people repost a long post from the OP and just add a line at the bottom saying they like it

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By *ibblerMan
23 hours ago

Dublin

O please finish

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By *illyoneMan
23 hours ago

Hailsham

Mmmm very good writing. Made my cock hard. Please write more.

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By *ndrews642Man
22 hours ago

exeter

Great story and would love to be dressed for someone like this to use me

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By *iredmodemMan
22 hours ago

Westhoughton

Correct,so annoying

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By *usan 749ukTV/TS
22 hours ago

Bangor

Excellent

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By *orth yorks guyMan
19 hours ago

Castleford

You are a naughty gurl

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By *erry55Man
15 hours ago

Portlaoise

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By *egselevenMan
15 hours ago

burnley

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By *um lover111Man
10 hours ago

Biggleswade

Bloody brilliant

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By *ip73Man
8 hours ago

Stanwell

I think you're going over Harry's knee with your knickers down

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By *ubsteffTV/TS
8 hours ago

Portsmouth

This is very good!!

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By *lutty Sara2020Man
2 hours ago

stratford

I’m loving this your going to get exactly what you deserve

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