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Caught Dressed

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By *tephanie Somtimes OP   TV/TS
6 weeks ago

South Derbyshire

The day started much like any other. I worked with my girlfriend and I enjoyed her being around. She liked attention and would wear short tight skirts and always undid that extra button on her blouses.

There were rumours she'd had a fling with the area manager but she always denied it. However she did like to flirt, she was always bending over in front of the men and loved all the attention. Sometimes I felt quite humiliated but she'd tell me not to be so silly.

The relationship was very much on her terms. Sometimes she would tell me we were just friends but then we'd end up in bed together. I knew I wasn't great in bed and she told me I needed to up my game.

One night we were at my apartment sitting on the sofa smooching. She suggested we go to the bedroom.

She followed me into the bedroom, I stripped off and jumped into bed.

I turned around and she was still standing there fully dressed. I asked what was wrong and she said that I wasn't very romantic. She explained that she would like to be seduced and undressed.

I jumped out of bed and began undoing her blouse. She brushed my hand away and told me the moment had gone and to get back into bed.

I watched as she teased off her clothes down to her lingerie.

She said it was expensive Agent Provocateur and I wondered if another man had bought it for her.

She looked incredibly sexy in her push-up bra, panties and stockings and suspenders.

She got on top of me and placed my hands on her breasts. Then she started writhing around on my groin but I remained totally flaccid.

She tried various ways to arouse me but the harder she tried the softer I became. Eventually she flopped down on the bed and said trying to get me hard was like flogging a dead horse.

We ended up having an all mighty row. Thinks we're thrown and furniture broken.

She took off her expensive lingerie and threw it on the bed got dressed and stormed out.

I heard the landlord downstairs talking to her as she slammed the foyer door.

I looked at the lingerie it was lovely, dark blue with a gold trim. I couldn't help myself and slipped it on. I was doing up the suspenders when the back of my hand brushed against my cock and I got rock hard.

I felt so naughty dressed as girl and to be honest it wasn't the first time. I strutted around my apartment wiggling my bottom and bending over.

The place was in a state after our argument so I started moving the furniture back into position.

Then suddenly I heard a voice.

"What's all this fucking noise"?

I turned to see my landlord standing in my doorway.

I went bright red, various thoughts flashed through my head about how I could explain my situation.

Time seemed to slow to a crawl and it felt like I was standing in front of him for ages.

I was still rock hard in fact I got even harder when he smirked and shut the door.

"Is this what the row was about", he said walking over to me.

"No", I replied rather sheepishly.

He circled me, looking me up and down. Then he snapped the elastic on the back of my panties and said I had a cute bottom.

He came up behind me and pressed himself against my bottom and kissed my neck.

I felt so vulnerable but incredibly naughty and very excited.

Without thinking I pushed back on his groin rubbing my bottom against his hardening cock.

He unzipped himself pulled my panties to one side and rubbed his cock up and down my ass crack.

I was overcome with lust and reached around to hold my ass cheeks open.

I turned to him.

"Do you want to fuck me"? I asked with urgency.

He nodded.

We were both in the moment not thinking of the consequences but we both wanted the same thing.

I could feel his cock pushing against my tight little rosebud and I started to cum on my panties. It was thick and gooey so I reached inside and then rubbed it on my ass and his cock hoping he could get it inside me.

"What the fuck"!

Suddenly I heard my girlfriends voice.

I turned and there she was standing in the doorway.

I felt the blood drain from my face and I instantly lost my erection. The landlord pulled up his trousers and without saying a word walked passed my girlfriend and down the stairs.

She stood there both of us in shock.

Then the abuse started. I was a faggot and a sissy, a fucking queer. She was angry but crying at the same time. Everyone will know about this she kept saying everyone. You won't be able to hold your head up in this town ever again.

Then she stormed out for a second time and I knew she wouldn't be back.

A couple of minutes later there was a knock on the door. It was the landlord.

I invited him in.

He apologised and said that I'd got myself in a bit of a mess.

I shook my head in disbelief.

"You do look fucking hot in that underwear"

"Thanks" I replied.

"I thought she may have joined in"

"What made you think that", I asked.

"She often gives me the come-on,tells me she likes older men", he said.

"Dirty bitch", I replied, "She is a flirt"

"Better off without her then".

"I guess so".

He reached over and squeezed my hand.

A man had never touched me like that before it was kind of gentle and nice and I started to get hard again.

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By *ndstorm45Man
6 weeks ago

Wakefield

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By *urieMan
6 weeks ago

Ashford

Mmmmmm

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By *achealtvsubtoyTV/TS
6 weeks ago

hoddesdon

Many possibilities there,,,,eating a fresh cream pie for 1 !

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By *issyJessicaTV/TS
6 weeks ago

Didsbury

Great start

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By *athyTV/TS
6 weeks ago

Nottingham

Great start

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By *issysubAmypeeTV/TS
6 weeks ago

Newcastle

Looking forward to seeing how this story goes

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By *ekyllChrisMan
6 weeks ago

Lincoln

Wow great start

My ex came home early and found me dressed, I know both the fear and excitement you felt

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By *urioso70Man
6 weeks ago

bracknell

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By *elcdtvTV/TS
6 weeks ago

Fareham

Starting well, has got my cock twitching

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By *ita99TV/TS
6 weeks ago

bognor

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By *ichelle61Man
6 weeks ago

Colchester

Oh why can't this happen to me xx

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By *ameulTV/TS
6 weeks ago

Acle

Would love this.

Please carry on

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By *V ShazTV/TS
6 weeks ago

Haydock

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By *erry55Man
6 weeks ago

Portlaoise

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By *ernne2Man
5 weeks ago

shoebury

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By *D anitaTV/TS
5 weeks ago

Lanark

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By *aitingstillMan
5 weeks ago

East Cork

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By *TRAPON BOSSTV/TS
5 weeks ago

Waterford Ireland

MORE please

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By *ony 529Man
5 weeks ago

Coventry

Why am I loving this story sound? I think it’s because of the conflict as well as what’s happening I’m sure most of us dresses have had the same thing in our relationships.

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By *auraTV/TS
5 weeks ago

Rugby

Hope we get to hear more from you and the landlord.

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By *aidclaireTV/TS
5 weeks ago

bideford

More please. X

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By *ayboy57Man
5 weeks ago

Stoke on trent

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By *orkDefenderMan
5 weeks ago

Wakefield

Please continue

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By *atthew78Man
5 weeks ago

Winsford

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By *ubandy84Man
5 weeks ago

Wakefield

Love it x

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By *rbicurTV/TS
5 weeks ago

chichester

Need more

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By *harlotte39cdTV/TS
5 weeks ago

rochester

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By *needbottomMan
5 weeks ago

Torpoint

Love it

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By *ust a guy400Man
5 weeks ago

whitstable

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By *ealoverMan
5 weeks ago

Ipswich

Yes very good recollection

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By *orth yorks guyMan
5 weeks ago

Castleford

Great start more to cum I hope

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By *ohn19742Man
5 weeks ago

COVENTRY

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By *onmaccMan
5 weeks ago

Glasgow

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By *tephanie Somtimes OP   TV/TS
5 weeks ago

South Derbyshire

The landlord held my hand like a girl, it made me feel very feminine. I did get aroused but all I could think about was my girlfriend outing me at work on Monday.

He could see I was distracted so he left me be. We knew about each other now, the ice had been broken. If there was to be another time it would be easier.

Monday morning came around all too quickly. I really didn't want to go to work but I did.

I pulled into the office car park. My girlfriend had already arrived and I could see the girls chatting through the reception window.

I went through the warehouse entrance and my mates said hello but nothing was said to me.

At break time we all went up to the canteen. The girls sat together on the back table and the lads at the front.

When I walked in the girls started giggling. I looked over at my girlfriend and she was stoney faced.

I sat with my back to the girls but I could hear them talking.

I couldn't hear everything as they were whispering but I heard the phrase "Boys willy" and "Only as big as my little finger".

I knew they were talking about me and it was so embarrassing especially as I'd made out I was some sort of stud in the prime of life.

At the end of break Pamela my girlfriend walked passed and just glared at me. Laura a girl I had been chasing for years wiggled her little finger at me and giggled.

It was obvious they knew I couldn't perform but it appeared that Pam had not mentioned me being dressed and in a compromising position with the landlord.

A couple of days went by. There was teasing on behalf of the girls and the lads found out. Not about being a faggot but about not rising to the occasion. They were understanding as it had happened to a couple of them before. They suggested it was just nerves with her being so provocatively dressed.

It realised that for some reason she had just told them of my lack of prowess in the bedroom and nothing about being a little queer. The word gay wasn't used at the time.

I felt relieved but there was still the possibility that Pam could tell all.

I left early on Thursday afternoon and decided to buy something to cheer me up. Normally it was a nice cake or something to eat so I went to Marks & Spencer.

I walked in and on my way to the food hall noticed a female maniquin dressed in a stunning gold sequin dress. I imagined myself wearing it with Pamela's expensive lingerie underneath.

I borrowed a pen and found a peice of paper and wrote Pam's measurements down. "Bust 34B, Dress Size 12".

I made my way to the women's department picked an older assistant and approached her and said.

"I'd like to buy the gold sequin dress that's downstairs for my girlfriend"

"Do you know her size", the lady asked.

I waved the paper with Pam's measurements on and handed it to her.

Soon I was walking out with the dress and a pretty neckless that the lady said would go perfectly with the dress.

I couldn't wait to get home and try it on.

Back at home I was so excited. I slipped on the Agent Provocateur lingerie and tried to put on the dress.

The dress was zipped up at the back but I struggled to pull it up all the way. Then I remembered a trick of my mum's.

I tied a piece of cotton to the zip and pulled it up that way. I tugged on the cotton hoping it wouldn't break the zip and it broke of nicely.

I strutted over to the full length mirror in the bedroom.

I was quite impressed. I'd always struggled buying boys jeans because of my girly hips but in the dress they added to my curves.

I so wanted to go outside for a walk but I realised I needed heels and a wig.

I rushed out to the shops and bought an Abba style blonde party wig from the local fancy dress shop. Then I bought the Exchange & Mart. I recalled in the classified section there were adverts for large size heels.

I placed an order for a pair of black heels.

Now I just had to wait until they arrived

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By *llie74Man
5 weeks ago

Ipswich

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By (user no longer on site)
5 weeks ago

Very enjoyable so far...

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By *avidIanMan
5 weeks ago

Bolton

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By *erry55Man
5 weeks ago

Portlaoise

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By *eardy Man 2Man
5 weeks ago

Exeter

Hot

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By *orth yorks guyMan
5 weeks ago

Castleford

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By *atthew78Man
5 weeks ago

Winsford

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By *avenMan
5 weeks ago

Stoford

Thanks for posting this 😀

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By *ita99TV/TS
5 weeks ago

bognor

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By *ohnny 52TV/TS
5 weeks ago

South Cheshire

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By *tephanie Somtimes OP   TV/TS
5 weeks ago

South Derbyshire

The heels were going to take a week to arrive so I decided to practice my makeup skills but first I needed some makeup. I went into town and bought the cheapest set of makeup from Boots.

When I got back I realised the gold sequin dress was dropping sequins everywhere. They were even on the stairs up to my apartment. I'd not worn it outside either. It wasn't the best choice for my first foray outside. I knew I needed a bigger wardrobe of clothes.

I went back out to the shops but I didn't feel I could go back to M&S at least not yet.

There was an independent shop in town run by a very posh woman. That would be my first stop.

I wanted to buy something girly to wear in bed. I still had the note with my girlfriends measurements on so I used the same trick.

I bought a satin ivory coloured camisole top with a lace trim and matching French knickers.

It was exciting buying girly clothes and easier than I thought but now I wanted to buy an ordinary skirt and blouse. I could say the other items were gifts for my girlfriend but what could I say when buying something ordinary?

I walked around town looking in various shops. I was looking for a female assistant I would feel comfortable with.

In the end I thought fuck it, I'll go back to M&S.

I found a plain black pencil skirt. It wasn't particularly short but I only had the stockings and suspenders and needed something long.

Then I bought a lacy blouse with flouncy puffed sleeves. The two items were perfect. I'd always wanted to be an office girl.

When I got home I bumped into the landlord. He asked if I'd bought anything pretty and I showed him the camisole top.

"Why don't you come in and model it for me", he asked.

To be honest in the cold light of day I wasn't really interested in him. I think it was the situation the other day that excited me. The thrill of dressing and then him catching me.

I tried to explain it to him and to my surprise he understood.

He had a suggestion that rather excited me.

He said what if when I went to bed I left my front door unlocked. I would still be safe as he would make sure the foyer door was locked each night. He would then pick a night to let himself in and ravish me in my bed.

I wasn't sure but the idea excited me, so I agreed. I said not to come in tonight or tomorrow but to make me wait so it would be more of a surprise and he agreed. Even so I agreed to leave the door unlocked from that evening.

That night I showered and lubed my ass with some KY Gel I'd bought from Boots. Just in case he did let himself in. Then I slipped on the camisole top and French knickers and went to bed a little nervous

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By *dam5805Man
5 weeks ago

Bristol

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By *atthew78Man
5 weeks ago

Winsford

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By *erry55Man
5 weeks ago

Portlaoise

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By *ers_Viking_FukMan
5 weeks ago

Gorleston

Please don't stop there

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By *erricMan
5 weeks ago

home

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By *urieMan
5 weeks ago

Ashford

Keep going please

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By *ohnny 52TV/TS
5 weeks ago

South Cheshire

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By *avidIanMan
5 weeks ago

Bolton

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By *outhernshyMan
5 weeks ago

Nr Farnham

Where is this m&s. Asking for a friend!

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By *adbod69300Man
5 weeks ago

Manchester

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By *andy71TV/TS
5 weeks ago

st helens

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By *mrmarkMan
5 weeks ago

Tavistock

Nice

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By *TerriTV/TS
5 weeks ago

dresstown

Wonderful start hope you continue the story

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By *onmaccMan
5 weeks ago

Glasgow

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By *iffy1968Man
5 weeks ago

all over the UK

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By *tephanie Somtimes OP   TV/TS
5 weeks ago

South Derbyshire

I woke up the next morning slightly disappointed that the landlord hadn't let himself in but I guess I asked him not to.

I had a couple of days off work so I decided to practice my makeup skills.

At the time it was fashionable for girls to wear lots of eye make up. My ex girlfriend Pamela was nicknamed Panda Eyes as she wore such a lot.

I tried but I ended up looking like a clown so I tried to wash it off. It was then of course I realised I needed makeup remover. Luckily Pamela had left some in the bathroom cabinet.

I started again and this time I just used foundation, eyeliner, mascara and lipstick. It seemed to work and with the blonde Abba wig on I looked quite feminine.

I was itching to go out dressed but I had nothing casual to wear. I had two outfits. The gold sequin party dress and the pencil skirt and blouse. Both were dressy and really needed heels which I was still waiting for.

I decided to go out and buy some more stuff, ordinary day wear. I couldn't really use the trick with the note and say it was for my girlfriend so I just had to bite the bullet and be brave.

I aso applied for a Freeman's mail order catalogue. Pamela had bought a lot of stuff from there and it was nice.

On the way to the shops I popped into my mum's.

Mum asked if I was going passed the tip on the way to the shops. I was but I was too excited to hang around so said no.

Mum didn't take any notice of my answer and said there was a sack of old clothes in the garage that needed to be thrown away.

My eyes lit up and I asked who's clothes they were. Mum laughed and said.

"Not your Dad's, he never throws anything away. It's mine and your sisters".

I blushed and said I'd take them anyway.

Mum opened the garage and showed me the sack. She said it was heavy as they'd had a good clear out.

It was really heavy and I put it in the back of the car.

I said my goodbyes and stopped around the corner to check what was in the sack.

It was full of mum's and my sisters old clothes included bras and panties.

I drove straight home and emptied the sack onto the floor.

I divided everything into piles.

There were bras, mainly white ones that looked a bit grey and my sister's sexy black ones. Panties that were pretty but some had little holes in the fabric and others with the white elastic poking through. Blouses, skirts, one dress, a pair of denim shorts, tights, one suspender belt with metal suspenders and some seamed stockings. An old fashioned white suspender pantie girdle.

I spent the afternoon trying it all on. It was all fairly ordinary stuff nothing particularly sexy but the type of stuff I could wear outside and not attract attention.

I still needed a pair of heels or casual shoes. Then I remembered my old white school pumps. I nipped out to the shops and went to the sewing shop and bought some pink dye. I mixed the dye in a bucket and stuck the pumps in and left them for a while.

Then I went out again to a massive new supermarket that had opened in the area called Carrefour. I'd heard it sold clothes. This was a new thing at the time and sure enough it did.

I bought a set of six cotton panties, a black and a red baby doll nightie with matching panties, two packs of three stockings in black and nearly nude. I also bought some men's briefs and socks.

I picked the checkout with the longest line and oldest checkout operator. I didn't like going to younger girls as I felt embarrassed.

Things didn't have barcodes in those days so everything was entered in pounds and pence. She was so busy she didn't even look up at me until everything had gone threw and then she didn't bat an eye.

Back at home I made space in my drawers and wardrobe for all my girly stuff. It was so exciting seeing it all hanging there.

Over the next few days I bought more stuff as my confidence increased. The heels arrived but I struggled to walk in them. I ordered a pair of flats and some schols.

I painted my toenails pink and went to a unisex hairdressers (another new thing) and had my hair cut in a more androgynous style.

That night I was in bed early. I planned to go out dressed at dawn for a walk around the park.

I laid out my sister's old denim shorts, a pink blouse, white bra and panties and my pumps that I'd dyed pink.

I was relaxed and feeling good and fell asleep in my new baby doll nightie.

I often ended with the duvet wrapped under me trapping me so I couldn't roll over. Sometimes I dreamt my girlfriend was in bed with me and that night was the same.

But then I felt something hard against my bottom and a hand sliding up under the flimsy material of the nightie.

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By *eedsome5Man
5 weeks ago

glaway

Excellent. Can't wait for more

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By *usan 749ukTV/TS
5 weeks ago

Bangor

Lovely 😻

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By *ohnny 52TV/TS
5 weeks ago

South Cheshire

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By *ature boyMan
5 weeks ago

Erdington

Hello landlord...

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By *indy321Man
5 weeks ago

Burnley

Looking forward to hearing more xx

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By *erry55Man
5 weeks ago

Portlaoise

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By *egselevenMan
5 weeks ago

burnley

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By *erriTV/TS
5 weeks ago

Hastings

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By *tephanie Somtimes OP   TV/TS
5 weeks ago

South Derbyshire

I was half asleep and half awake. I woke up with a scream and shouted "No"!

My heart was beating ten to the dozen then I heard the landlords voice.

"For goodness sake it's me Mark, calm down"

I came to and realised what was happening. It wasn't quite how I imagined it to go but I arched my back and pushed my bum into his groin.

"That's better, you're safe with me honey".

I liked being called honey it made me feel girly.

He pulled the duvet back and said, "Let's look at you".

My room was never dark, I liked to sleep with the curtains partly open.

"This is pretty", he said as once again he slipped his hand inside my babydoll nightie.

He told me to lay on my stomach and he teased my panties down to my ankles.

He tried to push my legs apart but the elastic of my panties were too tight. He went to slip them off but I told him I liked it, as it made me feel like I was tied up.

"Would you like me to tie you up"?

I was too shy to answer but he took my hands and held my arms above my head. I held onto the metal headboard as if I was tied.

I could feel his hard cock brushing against my bum as he manoeuvred me around. I felt so naughty and enjoyed being teased like this.

I had absolutely no experience with men but I knew I wanted him to fuck me.

"I want to feel like a girl", I whispered.

"I can't hear you sweety your face is in the pillow".

I repeated my request, "I want to know what it feels like for a girl".

"You will honey", he replied.

I could feel the bulk of his body against mine, there was no doubt it was a man on top of me.

He rubbed his cock up and down my ass crack and kept nudging his knob against my rosebud. I could feel some wetness as his precum leaked onto my bottom.

I reached around and held my ass cheeks open for him and he pressed himself against me.

I could feel a big wet patch developing underneath me. Every time he pushed hard against my rosebud it pushed out some cum.

He kissed my neck then my shoulders and ran his tongue down the small of my back.

Then he licked my crack, I could feel his rough stubble against my peachy bum.

He began working on my bum with his tongue and fingers, while telling me to relax and open up for him. I had no idea how to do that but slowly I got looser and looser.

I quickly cottoned on that I needed to push a little.

"That's it", he said, "Dont be scared".

I reached around to feel my ass and it was as wet and silky as Pamela's pussy.

It felt strange but I now know I was beginning to get the gape.

He stuck a pillow under me so my bum was in the right position and then pressed his cock against my hole and it popped inside with a gush of cum leaking from my cock onto the pillow.

He was gentle but with each thrust I could feel my ass stretching and his cock going deeper.

Soon he was riding me like a girl. We managed to get into sync and as I pushed back on him he thrust in deeper. I felt so full. it felt like it was in my stomach.

We were both moaning and groaning but I didn't care if the neighbours could hear me. I was being fucked like a girl and I loved it.

Then he rolled me over onto my back. It felt so natural for me to open my legs and he lay between them.

Mark was all man with a bit of a belly, broad chest and strong arms. I ran my hands over his chest and down his strong arms. I guided his cock inside me and he started pounding my ass.

He leaned down and we kissed. I wasn't sure at first but his lips were as soft as a girls. Unlike a girl his tongue explored my mouth. I'd never been kissed like this before and I loved it.

I was cumming with each thrust but I could feel it building up and then finally he came inside me. I felt the gush and he collapsed on top of me. I came at the same time my legs shaking tightly wrapped around his body.

He stayed the rest of the night.

In the morning we were both a bit sheepish and avoided eye contact.

When he left I had a shave and a shower. I didn't look any different, I don't know why I thought I would but I didn't.

All day at work my ass felt weird. Every time I sat down it felt like the insides were going to fall out. There was also a big white wet patch in my briefs were his spunk was leaking out. The inside of my thighs ached too which was strange.

That lunchtime I walked through the park and bumped into Pamela. To my surprise she stopped for a chat. She told me she'd met someone else and I told her I was pleased for her.

I thanked her for not saying anything about her catching me in her lingerie with Mark.

"Is that his name then", she asked.

"Yes", I relied.

"I'm glad you're...", she paused, "You know".

"You're glad I like dressing and having sex with men", I asked rather bravely.

"I'm glad it wasn't a problem with me", she replied blushing.

"No, it's not you", I replied. "I just mistook admiration for lust".

"How do you mean"? She enquired.

"I guess I want to be the woman rather than be with one", I said rather gingerly.

"If you need any help with makeup or picking something to wear I can help"

I couldn't quite believe what she said and I asked what she meant.

She explained that coming from a big family with no money she never got to play with dollies and dress them up.

I listened but couldn't quite take in what she was saying. We walked back to work together with me trying to process what she had just told me!

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By *egselevenMan
5 weeks ago

burnley

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By *erry55Man
5 weeks ago

Portlaoise

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By *aidclaireTV/TS
5 weeks ago

bideford

Love it. X

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By *TRAPON BOSSTV/TS
5 weeks ago

Waterford Ireland

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By *amiecdTV/TS
5 weeks ago

Liverpool

Great story

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By *ust a guy400Man
5 weeks ago

whitstable

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By *ony 529Man
5 weeks ago

Coventry

Great story it’s certainly got me to attention

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By *ohnny 52TV/TS
5 weeks ago

South Cheshire

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By *D anitaTV/TS
5 weeks ago

Lanark

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By *ottomcumslut999Man
5 weeks ago

Kempston

I would love to be a woman’s gay best friend. 👧🏻🌈😘

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By *lare_thomas38TV/TS
5 weeks ago

my town

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By *ornysecretaryTV/TS
5 weeks ago

near loughborough

Am totally loving this story, can relate to it in a lot of ways, keep it cumming

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By *V ShazTV/TS
5 weeks ago

Haydock

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By *harlotte39cdTV/TS
5 weeks ago

rochester

great story

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By *avidIanMan
4 weeks ago

Bolton

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By *ue KincockTV/TS
4 weeks ago

Wirral

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By *issyswichTV/TS
4 weeks ago

Gateshead

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By *egselevenMan
4 weeks ago

burnley

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By *iguybottomnowMan
4 weeks ago

Cumbernauld

What happened next

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By *tephanie Somtimes OP   TV/TS
4 weeks ago

South Derbyshire

Things quuickly went back to normal with Pamela after the air was cleared earlier.

We met for a drink after work.

She said I was a lovely caring man who just didn't live up to expectations in the bedroom. Now she knew why she understood but still felt I'd wasted her time.

I apologised.

She asked me about the landlord and other men, how long has I known.

I explained that it was just what happened in the moment. It was the first time I'd dressed like that but I had worn mum's panties a couple of times.

"What about men", she asked.

Again I explained that he was my first although I'd been fascinated with the bulge in men's trousers for some time.

She leaned in and whispered in my ear.

"Although I was furious with you that night, seeing you bent over with that man's cock between your ass cheeks really turned me on"

I blushed and didn't know what to say.

Her comment sort of killed the conversation but left me wondering where this was going.

We came out of the pub and into the car park.

There was a cool breeze blowing and her nipples were poking through her work blouse. I was jealous of how she looked in her tight mini skirt. She had a sticky out bum and shapely legs. Her heels clicked on the ground as we walked to the car.

I had no desire to fuck her, I just wanted to dress like her and have men ogle me like they do her.

We said our goodbyes then I drove home.

Seeing Pam looking so sexy had turned me on and I couldn't wait to slip into something girly.

I put on a black bra that I'd cut the cups out of. It was underwired with lots of side support so it made the most of my moobs and allowed my hard nipples to poke through my blouses.

I wore some black panties, my opaque tights and a micro mini skirt. My little bulge broke the line of the skirt but I wasn't trying to pass. Then I slipped on a lace blouse and my new five inch heels.

I felt really girly and had this overwhelming desire to venture out.

I put on my pink pumps that I'd previously dyed, grabbed the heels and a handbag I'd recently bought and went for a drive in the car.

The town centre was fairly quiet so I went for a walk. There was still that cold breeze and I was delighted how my nipples poked through my blouse.

I kept checking myself out in shop windows and noticed my little bulge becoming more prominent as I got more aroused.

I went passed a pub and could see men and girls flirting. I was very jealous I so wanted to know what it was like to flirt with men.

On the way home I pulled off the main road and into a layby. It was a known cruising spot. I'd been before but never did anything.

There were lots of cars and a couple of trucks. I was scared but excited. I sat in the car for a while but felt the need to get out.

I stood by the car with the door open. Then I opened the boot and bent over into it pretending to look for something.

A big burly man got out of his truck and walked towards me.

I stood right by my car door ready to jump in.

As he got closer I could see he was wearing glasses. He was broad with strong arms and a belly. I have to admit he wasn't that attractive but he was a hunk.

He walked passed me so close our shoulders brushed together. Then he disappeared into the bushes between the road and the layby.

Then he appeared again but this time with his cock out. I got a bit scared so sat back in my car.

He came over to my car and motioned for me to wind down the window. I did as I was told and he reached in and squeezed my thigh quite hard. He slipped his hand up my skirt and over my bulge. Then he lifted up his shirt and revealed his meaty cock.

It was thick and girthy, his foreskin partially pulled back showing off his wet glans. He was leaking precum like a dripping tap.

He took my hand and placed it on his cock. It was warm and both soft and hard. I watched as his foreskin slid all the way back.

"Suck it"

It wasn't a request, it was a command.

I took it into my warm mouth and swirled my tongue over it flicking his frenulum.

He smelt and tasted very manly, clean but musky like a man that has been at work in a hot cab all day.

A car pulled into the layby behind us and he retreated back into the bushes.

He appeared again wanking his big cock. This time I got out and followed him into the bushes. I'd changed back into my heels in the layby which was a mistake as they were sinking into the mud.

He grabbed me and pushed me up against a tree rubbing himself up against my bum. I arched my back and rubbed my bum up and down his cock.

"Dirty bitch, do you want it"

"Yes, yes", I replied.

He hitched up my tight skirt and literally ripped a big hole in my tights. It was so intense but so fucking hot.

He pulled my panties to one side spat on his hands and worked his spit into my ass.

He was rough and with a sense of urgency he worked his fingers inside my hole. I started to cum straight away dribbling into my panties.

He pressed his cock against my wet boy pussy and I pushed back onto him. I was like a bitch on heat and he was like a horny dog.

I reached around and held my ass cheeks open and pushed back on him. I loved how my ass stretched to take his thick cock. He didn't mess about as soon as he could he pounded me with me getting wetter with each thrust.

It didn't take him long and with a big heavy grunt in my ear he unloaded his load into me.

I felt so proud that I could satisfy a man like this after the disasters with girls.

He pulled out and zipped up and left me there in the bushes my legs trembling his spung dripping down my ripped tights.

My panties were saturated with my cum but I still hadn't climaxed and was still as horny as fuck.

Then I noticed an old guy with a walking stick and a little dog. He was wearing slippers and looked like he'd just popped out of his house.

"Hello there", I said, "Walking the dog"?

He smiled tied the dog to a tree, told her to be a good girl then he knelt down behind me. He looked a sweet old man but then he spread my legs and buried his face in my ass.

He feasted on my ass rubbing his face into my smooth cheeks. I could feel his tongue working it's way inside me then he started to suck my puffy rosebud. It felt amazing and I reached around and pushed his head into my ass.

He reached into my panties and pulled my hard cock back between my ass cheeks and started sucking it. This felt so naughty. He was a dirty old man and I loved it.

My legs started to tremble again and I exploded into his mouth. He groaned with pleasure as I flooded his mouth with my thick creamy cum.

This time I did climax and I began to feel a little bashful about what a slut I'd become and so quickly too.

The man thanked me untied his dog and toddled off.

I went back to the car and realised I'd left the car door open. I got my duster out of the glovebox and placed it on the seat. My ass was still gaping and wet. I didn't want to leave a wet patch on the car seat.

I drove home a little guilty about what I'd done. Two complete strangers had been intimate with me and it felt so fucking good.

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By *erry55Man
4 weeks ago

Portlaoise

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By *ikki1970Man
4 weeks ago

leicester

Lucky girl

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By *usan 749ukTV/TS
4 weeks ago

Bangor

Nice

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By *ony 529Man
4 weeks ago

Coventry

I would love that confidence to be a dirty little bitch like that

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By *egselevenMan
4 weeks ago

burnley

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By *eedsome5Man
4 weeks ago

glaway

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By *ohnny 52TV/TS
4 weeks ago

South Cheshire

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By *ini1440Man
4 weeks ago

STOKE-ON-TRENT

Always think how exciting it would be being caught all dressed up by a stranger xx

Have loved this story x

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By *eardy Man 2Man
4 weeks ago

Exeter

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By *eemebabyMan
4 weeks ago

Dudley

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By *ndrews642Man
4 weeks ago

exeter

More please !

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By *adbod69300Man
4 weeks ago

Manchester

I was dressed in my limited attire of stocking and panties feeling so very horny. I thought id drive out to a local cruising spot. I threw on a t-shirt, joggers and ankle boots with a kitten heel and set off. It was quiet when I pulled up in the lay by so took my joggers off and started rubbing my cock. I was so horny. I felt I needed to walk around so in just my t-shirt I got out of the car and had a little walk, feeling my cock through my panties. A car came past but didn't stop, I was behind my car so perhaps they hadn't seen, nervous I got back in my car. The large 4x4 had turned around and he pulled in the lay by in front of my car. He was oldish and clearly just hanging around so I continued to play with my cock. I looked up as he caught my eye he beckoned me over. Feeling so horny I didn't stop to think and got out of the car. I walked to the passenger door and climbed in. Lovely he said and started to rub my thighs working up to rub my pantie bulge. He leaned across kissing me vigorously as his hand went up my t-shirt and tweaked my nipples. I reached across and stroked his stiff cock so he sat up and pulled his pants down further. I bent over and took him in my mouth as he rubbed my bum around my thong, slipping his finger under the material to rub my hole. He was moaning and pushing my head down, donyou want it in your mouth he said. I could only manage mmmmm and suddenly his cum was shooting down my throat. I sucked him clean and sat back up. More cars had parked up, I suddenly realised how exposed I was. Thanks he said, I hope to see you again. Sure I said nervously tucking my cock away and getting out of the car. My car suddenly seemed far away as I walked back to it with at least a couple of good guys getting a view of my sticking clad legs and my thong clad cheeks peeking below my t-shirt. Relieved I climbed in my car and pulled my joggers on blushing.

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By *egselevenMan
4 weeks ago

burnley

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By *ampell1Man
4 weeks ago

Liverpool

My aunty walked in on me in my teens wearing skirt bra,tights.

She said silly boy never forget it laugh about it now

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By *harlotte39cdTV/TS
4 weeks ago

rochester

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By *TerriTV/TS
4 weeks ago

dresstown

Great adventures on those lay-bys

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By *anty lover 2026Man
4 weeks ago

catterick

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By *ers_Viking_FukMan
4 weeks ago

Gorleston

So fucking hot

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By *avidIanMan
4 weeks ago

Bolton

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By *ohnny 52TV/TS
4 weeks ago

South Cheshire

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By *TRAPON BOSSTV/TS
4 weeks ago

Waterford Ireland

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By *D anitaTV/TS
4 weeks ago

Lanark

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By *ony 529Man
4 weeks ago

Coventry


"I was dressed in my limited attire of stocking and panties feeling so very horny. I thought id drive out to a local cruising spot. I threw on a t-shirt, joggers and ankle boots with a kitten heel and set off. It was quiet when I pulled up in the lay by so took my joggers off and started rubbing my cock. I was so horny. I felt I needed to walk around so in just my t-shirt I got out of the car and had a little walk, feeling my cock through my panties. A car came past but didn't stop, I was behind my car so perhaps they hadn't seen, nervous I got back in my car. The large 4x4 had turned around and he pulled in the lay by in front of my car. He was oldish and clearly just hanging around so I continued to play with my cock. I looked up as he caught my eye he beckoned me over. Feeling so horny I didn't stop to think and got out of the car. I walked to the passenger door and climbed in. Lovely he said and started to rub my thighs working up to rub my pantie bulge. He leaned across kissing me vigorously as his hand went up my t-shirt and tweaked my nipples. I reached across and stroked his stiff cock so he sat up and pulled his pants down further. I bent over and took him in my mouth as he rubbed my bum around my thong, slipping his finger under the material to rub my hole. He was moaning and pushing my head down, donyou want it in your mouth he said. I could only manage mmmmm and suddenly his cum was shooting down my throat. I sucked him clean and sat back up. More cars had parked up, I suddenly realised how exposed I was. Thanks he said, I hope to see you again. Sure I said nervously tucking my cock away and getting out of the car. My car suddenly seemed far away as I walked back to it with at least a couple of good guys getting a view of my sticking clad legs and my thong clad cheeks peeking below my t-shirt. Relieved I climbed in my car and pulled my joggers on blushing."

When I was a little bit brave I used to go to a local talking spot open some button dassit hills, and I would be all dressed and just walk around and sometimes I would be caught as well

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By *acy NylonsTV/TS
4 weeks ago

Bury St Edmunds

I love this story thread. It seems so real. Thank you for sharing. Xx

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By *dfunMan
4 weeks ago

Telford

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By *echman.1Man
4 weeks ago

Home

Spot on

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By *avidIanMan
4 weeks ago

Bolton

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By *erry55Man
4 weeks ago

Portlaoise

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By *ully fashioned slutMan
4 weeks ago

norwich

I used to love going to cruising spots dressed. 50% of the time had some fun.

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By *asc.btm.Man
4 weeks ago

North east

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By *iHubby73TV/TS
4 weeks ago

Durham

Fucking horny story

I do hope your ex gets involved

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By *irsttimer73Man
4 weeks ago

York

Amazing got very hard reading this. More please. Nedd the x gf involved

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By *issyswichTV/TS
4 weeks ago

Gateshead

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