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What Wednesday did next...

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By (user no longer on site) OP   
over a year ago

Following on from Introduction to Crossdressing.

This is in the past, before the internet.

I had returned from Scotland back to normal life, I had dressed, but on my own, it wasn't the same.

My next job was in Swindon, I was staying on my own, in a pub in the old town that had rooms in a courtyard behind the pub.

I started to crave a bit of dressing fun, so one evening after the pub finished, I opened the case, shaved my legs, applied make up and sat there looking at myself in a short dress just covering my stocking tops, and felt "Back"

I needed a cigarette and fresh air, I dared myself to go outside, so as quietly as I could, I went through the courtyard to the street beyond.

It was a weekday, and deadly quiet, I lit a cigarette, hand bag on my shoulder and walked down the street, loving the breeze on my nylons, and the sound of heels on the street.

A couple of cars passed, a cab slowed as it passed, go on, drive passed, I pleaded to myself, nothing to see here, it went past me, and turned around, the driver wound down the window, and before I could say I didn't want a cab, he said "How much?

My head was spinning, I wanted to run back to the room, but I remembered the truck drivers in Scotland who thought I was on the game, and somewhere inside me a voice took over and said what are you looking for?

"Blow Job"

He was a man in his 50's, not attractive, but the slut inside me was on autopilot,£40

"jump in"

My legs were shaking as I walked over, my stockings and suspenders showing as I lowered myself into the cab.

He stroked my legs and his hand went under my skirt and squeezed my cock, "just checking, I wasn't sure" he said and drove us off to a nearby industrial estate.

He switched off the engine, and undid his belt, lowered his trousers.

Oh god , what am I doing, as I lowered my head, I reached inside his pants and pulled out a stiff little cock I wanked it before placing my lips over the end, it tasted musty and of stale piss, but I was a working girl so wanked and sucked it into my mouth, easily taking the whole length

"Good little slut" he said as he reached over and pulled my skirt up, releasing my cock

He groaned "that's so good, but sit up"

With that, he went down on me, I could feel his stubble on my legs as he sucked my cock, his hands forcing my legs wider and he pushed a finger in my bum.

Then he sat back and demands"finish me off" I go back, and with all the skills Stephie taught me, twisting hand action, tongue on the sweet spot, he grunted, and within a minute his spunk was pumping into my mouth and I was now, although unintentionally, a prostitute, a working girl.

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By *lvis11Man
over a year ago

t

Welcome back Wednesday

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By *onsi69Man
over a year ago

llanfairpg

Woohoooo

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By *ozcdTV/TS
over a year ago

Aberdeen

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By (user no longer on site)
over a year ago

Hello yes I want to meet Wednesday xxx

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By (user no longer on site)
over a year ago

Back for part 3...

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By *eterpervisMan
over a year ago

back where i came from

Welcome back Wednesday, loving your autobiography. X

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By (user no longer on site) OP   
over a year ago

The cab driver adjusted himself and offered to drop me back, he said "I haven't seen you before"

no, I'm new in town.

"I've some friends who would like to see you, have you been to the Crown?"

No, I said, Why?

"It's where your sort hang out"

With that I'm dropped about 500 yrds from my hotel.

I try to walk as lady like as possible, there is only one other person on the street, As I pass him, he says "Nice", I smile, and he stops, "A little late to be out alone?"

I don't know why, the inner slut is on overdrive, I reply I'm a big girl... what did I say, why am I talking to a stranger, he offers a cigarette, and says "I'd like to see that"

Does he know I'm a TV, am I safe, he says "my hotel is just here" that's my hotel, oh my, what do I do, I know, I'm a working girl, with a bit extra!

He stops, and thinks, "you look far to nice, but... I've never been with a chick with a dick"

No no, it's supposed to put you off

"How much?"

£100 he won't have that, he'll go away

I have the money in my room, and with that I'm walking arm in arm with my second customer, what am I doing.

Through the courtyard, into his room, he closes the door, turns and kisses me, he tastes of beer and cigarettes, his hand roughly grabs my cock through my dress.

"Strip" he says, I stand back, pull my dress over my head and stand in exquisite black bra, panties, stockings and suspenders.

"nice, I can see why your expensive"

Oh I'd better do this properly, Money 1st

He sorts out the money, and we kiss again, I undo his shirt buttons as a hand goes inside my bre and tweaks a nipple hard, I pull back and he laughs, he undoes his belt and his trousers hit the floor, I walk forward and feel his cock through his boxers, his hand is on my stiffening cock.

I drop to my knees, peel down his boxers to reveal a nice sized cock, I pull back the foreskin, and start to suck the second cock of the evening, both men thinking I'm a cheap whore, a street walker.

He starts pumping my mouth, calling me names, telling me to take it slut.

He pushes me on the bed and says "get on all fours" my panties are pulled to one side, my cock falls out, and I feel him pushing his hard cock at the bit between my bum and balls, I reach behind, and grab him, guiding him to my anus, he shoves in and slaps my bum for good measure.

He's rough, he's pushing in and grabbing my hips, calling me a slut, his whore, it feels strangely nice to be in total control of a stranger.

I feel him quicken his pace, I say, slow down, get on the bed.

He lies down, and I lower myself on him, my cock standing out, he grabs it, and starts wanking it, my hands on his chest I ride him, I've missed this, I sit up and my hand goes behind to play with his balls, he's loving it, he starts to grown, the says get off and lie down, I comply with his wishes, he kneels beside me, and starts wanking, he comes in big spurts aiming it at my stockings, strange but he seems happy he wipes the last on my black nylons, and goes to the bathroom, when he returns, he throws me my dress and says "you can get out now" I quickly pull on my dress, his spunk running down my stocking, I go to kiss him, and he turns away, a bit of guilt there, I walk out of the room, every bit a common tart, and walk to the entrance of the yard and hide, I wait 5 minutes before sneaking back to my room.

next morning, dressed for work as a carpenter, I see him at breakfast with some colleagues,

I over hear him telling them how he pulled this "bird" "gorgeous she was, all tackled up" I thought he's missed out a bit.

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By (user no longer on site)
over a year ago

Great start Wednesday, carry on please

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By *lljambarMan
over a year ago

Manchester

Looking forward to hearing more of Wednesdays adventures x

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By *vhazelMan
over a year ago

Ely

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By *agical HandsTV/TS
over a year ago

wellingborough

Wow glorious story. I wish I'd had the chance to experience this when I was younger.

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By *ark_sentinelCouple
over a year ago

Andover

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By *ho_me999Man
over a year ago

Ipswich

More of Wednesday please

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By (user no longer on site)
over a year ago

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By *ndrea54TV/TS
over a year ago

cambridge

Fantastic, I've had very similar experiences at breakfast in hotels too

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By (user no longer on site)
over a year ago

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By *lvis11Man
over a year ago

t

More?

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By *es for funMan
over a year ago

port talbot

Next party 2 ref

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By *takerMan
over a year ago

gosport

Nice

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By *vanabeusedTV/TS
over a year ago

somewhere

Fantastic

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By *allyCD123TV/TS
over a year ago

Wexford

nice great story

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By (user no longer on site) OP   
over a year ago

Thank you,

All your support, I think I may have to update Wednesdays adventures

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By *j and c 2Couple
over a year ago

mullingar

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By (user no longer on site) OP   
over a year ago

I stayed in the next night,

a little shocked at how I had turned into a street walking slut so easily.

The following night the urge to dress was too strong, and once again dress just covering my stockings i find myself tottering out in high heels.

The street is busier, and i ask a man where "The Crown" is, I get directions and head off, as I get close, a cab pulls up next to me, "Jump in"

it was the cab driver from the other night.

Thought I'd see you here he says.

I told my friends about you, they want to meet a nice slutty girl like you,

I'll pick you up in an hour. with that he drops me at the pub.

The Crown is quiet, the barman explains it's only Thursday night the gay and tv crowd come in, I have one drink on my own, getting looks from the men in there, mostly smiles, but no approaches.

I'm on my second drink when the cab driver reappears, looks at me and says your cabs here.

I go to get in the rear, and he says, in the front.

He rubs my legs as he drives, and asks how much for him and his friends? £100 each i say, "you'd better be worth it, and not let me down"

We pull up by a block of flats, into the lift and I'm led to a flat.

Once inside it's dark, smells of drink and smoke, and i can here the sound of sex, turns out it's a porn video on the tv.

In the room there are 4 men, One middle aged, fat and white, a young lad, maybe 18, and two Asian men.

I wasn't expecting this many, and new i had to take some control,

They were all complimentary, ribbing the front of their trousers one says "come here slut"

Money first gents! there is complaining but the cash is handed over, one groping my arse under the skirt.

Right, I say, Sit down. I put some music on the stereo, and start to dance,

I'd loved watching strippers in pubs, and this was my chance,

I danced around, showing my stockings and knickers, before slowly removing my dress, I approached the three sitting on the seated on the sofa and straddled the young chap in the middle.

I could feel him trembling as i leaned forward and kissed him.

The two either side started to grab me, hands on my legs and panties.

I ground myself against the young lads cock in his trousers, and said to the others to get there cocks out.

I reached down and took a cock in each hand as i leaned forward and kissed the lad.

I feel hands on my bum from behind, my knickers pulled aside, "this slut is mine" says the cab driver.

I turn around and sit on the young guys lap, the driver is standing in socks and a tee shirt, his short fat cock sticking out.

Not without a condom I say,

I grab his cock and pull him forward, lean down on start to suck him off

there's a cheer from the others, and movement, soon the other four are in various state of undress with there cocks out, either side,

with one in each hand i take turns to wank and suck each one while continuing to grind on the young lad.

I ask for my hand bag and pull out condoms and lube,

Ok who's first?

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By *vanabeusedTV/TS
over a year ago

somewhere

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By *ark_sentinelCouple
over a year ago

Andover

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By (user no longer on site)
over a year ago

Great story

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By *vhazelMan
over a year ago

Ely

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By *es for funMan
over a year ago

port talbot

Love it

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By *idlothian manMan
over a year ago

midlothian

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By (user no longer on site) OP   
over a year ago

I was raised from my seat on the young lad by hands either side and placed on all fours on the floor.

my dress was raised and with the snap of rubber, the original cab driver had a condom on, my panties pulled to one side and he shoved his short fat cock in my pussy in one move, I let out a gasp just before one of the Indian cocks was shoved in my mouth.

I could see the one other guy wanking, waiting to see which end finished first, and the other Indian guy shuffled beneath me and started sucking my cock

The guys may have been grubby cab drivers but one on each end and one sucking my cock felt pretty good.

Out of my eye I could see the young lad still sitting on the settee

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By *ark_sentinelCouple
over a year ago

Andover

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By *vanabeusedTV/TS
over a year ago

somewhere

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By (user no longer on site) OP   
over a year ago

The original cab driver came quickly, I heard the other guy shuffle behind, but instead of a cock I felt a tongue inside me rimming me expertly, god that felt good, and with the guy sucking me of I was bucking in pleasure and came into the mouth below, setting off the coxk in my mouth as I happily swallowed the cum.

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By *vhazelMan
over a year ago

Ely

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By (user no longer on site)
over a year ago

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By *reedyannaTV/TS
over a year ago

Swaffham

Mmmm group of hard cocks! You lucky girl xxx

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By (user no longer on site)
over a year ago

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By *ark_sentinelCouple
over a year ago

Andover

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By (user no longer on site) OP   
over a year ago

The tongue in my rear was replaced by a cock, who showed no mercy as he banged me hard pushing me onto the other cock, forcing all the way down my throat.

A hand pawed at my cock as I was roughly spit roasted the cock deep in my mouth pulled out and came all over my face and I stayed there on all fours, spunk dripping off my face as the guy behind built up his pace before coming in me, he pulled out, slapped my bum and said "Robbie are you ready?"

They were all looking at the young lad on the settee.

"yep, hold her down" he said

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By (user no longer on site) OP   
over a year ago

Instead of being held down, I was raised to my feet and my dress lifted of over my head, then carried over to the dining table and placed on top

one man held me in place by each arm the others held my legs bent, so I was splayed open.

I looked in front and Robbie stripped from his tracksuit and tee-shirt

He was wearing expensive nylon stockings and white suspenders underneath, Wich was a surprise, and white nylon see through bra and panties, which contained a massive cock tucked inside and disappearing around the side.

I licked my lips, not just at the thought, but as spunk ran down my face.

rough hands pinched my nipples and pulled my knickers down.

"You're going to love this" one of my captors said

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By (user no longer on site)
over a year ago

This just gets better

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By *vanabeusedTV/TS
over a year ago

somewhere

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By *oxy4youTV/TS
over a year ago

Henfield

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By *vhazelMan
over a year ago

Ely

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By *idlothian manMan
over a year ago

midlothian

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By (user no longer on site) OP   
over a year ago

Robbie stood in front of me caressing his long cock through the nylon panties

"Sanjay, get down here" he said, and one of the guys holding my legs dropped to his knees in front of Robbie, and pulled his cock out of his panties.

It was long, 7-8inches at half mask, cut, and wide.

"I should have charged by the inch" I said out loud.

Sanjay took the cock in his mouth, wanked and sucked it until it looked angry, 9 inches and a great big purple head.

"I'll need lubricating" I said.

Sanjay turned from the cock and started rimmimg me, oh it felt good restrained, rimmed and looking at a beautiful specimen.

Sanjay found some lube and worked it into me before returning to holding a leg, Robbie put on a condom, my legs were pulled wider and I looked as this monster slapped my cock and balls before pressing against the entrance of my pussy.

A sharp intake of breath as the head popped in those first couple of inches, thankfully Robbie took it easy at first , building up speed and depth.

I was delirious

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By *vanabeusedTV/TS
over a year ago

somewhere

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By *es for funMan
over a year ago

port talbot

Love it

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By (user no longer on site) OP   
over a year ago

I was held of the table slightly, and rocked each time I was pumped, I was rock hard and a growing tingling feeling swiftly became an organism just from being held and fucked in this position, spunk shot high out of my cock, a cheer from my onlookers tipped Robbie over the edge.

Sweaty and panting I was let down, before I could recover Robbie insisted I clean him up, followed by two of the onlookers who quickly came in my mouth as I knelt before them

I replaced my dress before the original cabbie said it was time to get back to work for them, and disheveled I was escorted back to the cab.

"you were good, we can do that again" he said, you're not kidding I thought, licking my lips, the taste of spunk and the thought of Robbie's cock making me smile.

"Back to where I picked you up or the Red Light District?"

the cabbie asked

Hmmm what should a girl do?

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By *ark_sentinelCouple
over a year ago

Andover

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By (user no longer on site) OP   
over a year ago

I decided what the hell, in 24 hours I had become a working girl, might as well be a cheap street walking tart

He dropped me off in an industrial area, with about 4 girls standing around

As soon as the taxi drove away, one of the girls came over, looked and laughed, shouted out to the other girls that I was one of "them"

We shared a cigarette, I explained I was just passing through,she said I would do well here but let the others approach a car 1st

it was £20 for a "blowie" £30 for a fuck and £40 for half & Half

The girls disappeared in cars, some were back in 5 minutes, some longer, I just revelled in standing there in tarty dress, stockings and heels in a red light area.

A guy drove up, slowly past the other girls and stopped by me, he looked for a while, then lowered the window, I slinked over and leaned in

He was a normal looking guy, 30's looked like a school teacher

" £20 for a Blowie"

get in he said

once again my kinickers and stockings showed as I lowered myself in

We drove around the corner, exchanged money and a kiss, he was trembling.

As we kissed his hands rubbed up my leg, he seemed reluctant to touch my panties, so I stopped kissing, and pulled my dress up to my waist, exposing my stocking clad legs and silk and lace panties, held up like a tent with my stuff cock.

"Oh my, nice" he said, before taking the plunge and grabbing my cock, he wanked it and said "can I?"

I wasn't sure what he wanted, but said yes

He lowered his head, pulled my cock out and started sucking.

it Felt good having my cock sucked and being paid for it

He started to wank himself as he sucked and licked my cock

He grunted and cum quickly, sitting up immediately and looking away.

I adjusted my dress, he cleaned up and drove away in silence.

He dropped me back, as I went to leave he asked if I would be there Friday, "I could be" I replied

He said his wife was away and maybe we'd go back to his house.

Maybe, I said.

I got out of the car, once again happy to be dressed and walking about like a tart, but this time with my erection still poking out.

The original girl, Jane, laughed and offered me a cigarette

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By *ree diverMan
over a year ago

Dudley

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By (user no longer on site)
over a year ago

Brilliant, carry on please

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By *ark_sentinelCouple
over a year ago

Andover

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By *ason7754Man
over a year ago

Blackburn

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By *vanabeusedTV/TS
over a year ago

somewhere

Amazing

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By (user no longer on site) OP   
over a year ago

Two other cars took me away that night, oral sex and a grope and over in minutes

After the second it was getting late, so I asked to be dropped back near the hotel.

My thirst for debauchery quenched for a few nights, it was Friday before I felt the urge to slip on nylons and heels, with the need to be a slut following instantly I stood up.

Dressed sexily, I ordered a cab to the red light area, noticing the driver trying to look up my skirt in his mirror.

It was very quiet, I was too early and standing on my own when the 1st customer from last time, the school teacher looking man pulled up.

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By *ark_sentinelCouple
over a year ago

Andover

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By *imshardMan
over a year ago

kirkcaldy

Very good

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By *N72TV/TS
over a year ago

Cork

Loved it, shame OP is gone off the site, Wednesday will be missed

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By (user no longer on site)
over a year ago

More please

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