Gangbang

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A boy dressed like a bitch and hard men.
1.2k words
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255.4k
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I was just out to show off, and have a good time wearing a short skirt and high heels at the local TV club.

Tonight, though, I went a little farther than usual. I had bought some new things, and I was dying to show them off.

I wore my latex rubber corset: pitch black, very tight, and very heavily boned from top to bottom. It was smooth enough not to show under dresses, and tight enough to make me look like I had natural breasts, even let them jiggle a little. The corset held up some sheer black seamed stockings with little sparkly rhinestones woven in.

The centerpiece of my outfit was my new dress. Made of a heavy midnight black spandex/velvet blend, it was sleeveless with, a halter-style top, a sweetheart cut-out neckline, and a 3" rhinestone "collar" for a neck.

The waist was incredibly tight, but the skirt was slightly pleated and flared out to swish around. The swish ended about 4 inches below my ass, a good 2 inches above my stockings.

It was sort of a parody of a formal cocktail dress.

OK, it was a hooker dress.

Normally, it was too small for me. But it fit perfectly now, since the corset shrank my waist so much. When I stood, you could see my stocking tops clearly beneath the hem. When I sat down, the skirt lifted up completely so you could see my panties. Well, you would have seen them if I had been wearing any. Instead, you could see my bare ass.

I had accesorized the dress with some long dangly rhinestone earrings, a wide rhinestone bracelet on each wrist, and a rhinestone anklet.

To finish the effect, I was wearing my tallest pair of shoes: black patent ankle strap sandals with 6" metal-spiked heels. They were clearly fuck-me shoes, and thus a perfect match for the dress.

There was no chance I would be mistaken for a woman. Dressed like this, I clearly looked like a hooker.

I was delighted.

It was going to be a good night. With any luck, tonight would be the night I'd pick someone up at the club. I was still a "virgin", but every time I strutted my stuff, I got closer and closer.

What I really wanted was to turn on a man so much that he'd take me. And I mean *TAKE* me. I wanted to feel his hands clasp my arms, draw me toward him, and plunge his manhood into me.

Maybe tonight would be the night. I kept hoping, and I kept dressing more erotically, more explicitly. Eventually, someone would want me.

I drove into the city, and scoured the area for a parking space. I decided that I wanted to flash a little before getting to the club, so I parked about 10 or 15 blocks away. It would also give me a chance to get used to these shoes again; I hadn't worn them in a while.

It worked. I saw a few men watching me appreciatively as I walked by. Since it was time for many of the theaters in the area to start their shows, the crowd on the street was was elegant. Yum.

The crowd at the club was a little thinner than usual. I don't know why. The weather was fine; a perfect spring night in fact. People just didn't seem to want to be out.

But I was determined to socialize with someone.

I mingled for a while, chatting with a few people, and finally just sat down at a stool in the middle of the bar. I was sitting there sipping my drink when Bill came up to me. His line didn't waste any time.

"Hello, gorgeous. I like your dress. I'd like it even more if you'd stand up and model it for me."

He was tall, reasonably handsome, and seemed interested in me. We talked, drank, flirted, and danced until closing. Unfortunately, no matter how much I tried to, I couldn't persuade him to take me home with him.

Oh, well, I'd be going home alone. Again.

Which was too bad.

Bill had made me really horny. I guess I'd have to just go home to put a plug inside myself and masturbate to an exploding orgasm. Again.

Starting the walk back, I realized the problem with parking so far away. I was tired, and just wanted to get back to my car.

After about 5 blocks, I heard a wolf whistle. Some guy was on the other side of the street, admiring me as I passed. He was very tall, maybe 6'4", and really well built.

Maybe it was my horniness from flirting with Bill all night, or maybe it was the alcohol, but I couldn't resist giving him a little show to turn him on. I spun around on my heels, flaring my skirt out to show my ass.

He just smiled.

I was almost thinking to myself that I should go over to him. After flirting with Bill, I was horny enough that I'd almost pay him to fuck me.

But I decided to play it safe. I didn't know who he was or what he wanted. Smiling back, I straightened up, and continued my walk to the car.

Suddenly three more men were in front of me, and one of them had a knife.

"Gimme your purse, whore!"

Before I could even hand it over, one of them grabbed it and started looking through it.

I didn't have much in it. My license, maybe $10, a couple of condoms, some lube, and my handcuffs.

Oh, god. I'd brought my handcuffs with me tonight!

As the spotter walked over from across the street, the one fishing through my purse held up my handcuffs.

"Look what the little whore has. Does the whore like her tricks to tie her up when she gets fucked?"

One of the others slid his hand under my skirt, and announced, "This whore isn't wearing any panties. But she does have a cock. She's a little boy-whore. She dresses really nice for a boy."

They grabbed me, and pulled me down the alley.

I was terrified. But I was still horny as hell, and hard enough to prove it.

One of them bent me over, lifted my arms up behind me, and handcuffed them to a fire escape grating. I was now helpless, bent over at a 90 degree angle with my arms held captive above me

The first one unzipped his pants, smeared a little lube in my ass, and plunged his dick into me.

My fears were borne out. I was being gang-raped by four men.

Why was I so turned on?

Easy. This was what I secretly longed for. I wanted men to take me, to put their dicks inside me.

And now they were.

A second one unzipped, and put his dick in my mouth.

"Suck it nice, boy-whore."

I sucked it for all I was worth, feeling my dick straining to get even harder than it already was.

The first two came, filling me with their hot cream. As soon as they pulled out, the next two pushed in, fucking me even harder.

The one in my ass came first, and pulled out. The one in my mouth kept pumping into my face. When he let go his load into my mouth, I couldn't take it any more. I came myself, spurting gobs of cum onto the pavement.

After they all pulled up their pants, one of them pushed the keys to my handcuffs into my hand so I could unlock myself.

As they started walking away, I called after them,

"I'll be at the club again next Saturday."

I couldn't wait to wear this dress again.

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AnonymousAnonymousabout 3 years ago
Group One

I have done many things as a cross dresser.I have been fucked and sucked many cocks.But until now i have never been gang banged or tied up and used hard.That is until now i found my self bound head to toe hanging from a beam in a basement .I was placed there after being gang banged for hours that day.Now strapped down to a padded table leggs hanging high in the air by straps.So starts the sex all over again cock after cock enter my ass and mouth.I am slowly being filled up with cum in my ass and down my throat mouth and belly.They covered me with cum head to toe because i cant swallow any more cum i am filled.So to help my swallow it down they started to fill me up with large amounts of piss.When all down i am bound and placed in to a hanging cage with a dick gag in my mouth and a pump up dildo deep in my ass.

AnonymousAnonymousover 12 years ago
Short & so sweet

A good story, short & sweet, got right to the point. Keep up the good work

AnonymousAnonymousover 12 years ago
every CD's dream

Got turned on. As a CD I dream of situations like the one in the story.I look forward to the times where I'm forced to take on gangs of cocks in every hole I have. I grew up living with my mother and the two of us became very close. She worked as a whore to support us and as a teenager I began sucking the cum out of her pussy once the guy had finished. That lead to taking the cocks myself. I especially liked it when I had one up my ass and my cock in Mom screwing her. As things went on I got into crossdressing and working as a whore myself. I really enjoyed giving my "pussy" to guys and still do.

IntercontinentalIntercontinentalalmost 14 years ago
ok

A bit disappointing, the end was rushed, and we were not able to savour the joy, and horror , of a tight T ass being ravaged by four cocks.

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