Be Careful In The Park

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Crossdresser gets raped in the park.
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MicheleNylons
MicheleNylons
3,915 Followers

My God! I was going to get raped. And the people I thought I knew, if only slightly, were going to do it. I could just make out in the dim light from the moon the members of a local street gang that were about to extend their escapades to include rape. There were six of them, a street gang I had seen around my ‘patch’.

They had never given me trouble and I thought they had me pegged as a sad old transvestite cruising for trade (which I was). They were all young, fit and no doubt full of the beer they'd obviously been drinking that evening. But I hadn't come out looking for trouble that evening, that wasn't my scene at all, even so I had only myself to blame for the fix I was in.

I had walked down to the local park and was sitting in my favourite dark corner, looking for punters who occasionally cruised the park looking for action. I was dressed for action; red Lycra miniskirt, blue and black sequined top, sheer black nylon stockings, sheer red nylon panties, garter belt and black ‘fuck me’ high heels. I had put on gaudy ‘slut make-up’ and my favourite brunette wig. I'd was having a chat with a older man I'd met before, the memories of an earlier visit he’d made back to my flat quite turning me on.

Unfortunately the street gang now entered the park and my ‘friend’ just turned and ran. The gang swaggered up to me. Possibly stupidly I lit a cigarette as they approached and instead of passing, the gang veered over to my seat, a voice asking, "Can you spare a couple of cigs?" These boys I paid more attention to, all being late teens or early twenties and having a reputation for trouble. As I said, obviously they'd had more than a couple of beers apiece but not over the top.

One was jet black; he looked the oldest, wearing white rugby style shorts and a black T. The youngest looking was also coloured, more a coffee colour, in his case wearing denim shorts and a polo shirt. The others were white but standing more in the shadow so I couldn't make them out so clearly at that time. I handed over a couple of cigarettes saying I couldn't spare any more and was told.

"No problem."

They stood round to light them and the thought had just crossed my mind that I wouldn't mind meeting one or two of them at a time down here when the oldest asked, out of the blue,

"Do you suck cock u dirty old Tranny?" I was taken aback and without really thinking and replied,

"It has been known." There must have been some sort of pre-arrangement between them because he pushed the younger coloured boy toward me laughing and saying,

"Well lets see you then. My friend here has been sporting a hard on all night and he says he will even stick it in a fat old tranny like you to get relief."

My face was just level with the denim shorts, the front of which he was massaging slowly. Judging by the bulge I hadn't heard a lie. As he was pushed even closer he asked,

"Are you sure you don't mind?" Why should I mind? It was what I'd come down here for, even though I'd not expected an audience. The other males would no problem if they wanted to watch, it just turned me on more. In reply I just licked my lipstick lips. God! I was in a sluttish mood I thought to myself.

That was all the encouragement he required and pulling down the zip on his shorts pulled out a nice looking weapon, already more than half hard. It was what I called a nice size and shape, cut, about six inches long and the girth in proportion, nicely coloured to match his skin tone.

He used his hand to move it tentatively to my red painted lips where his courage failed and I could see it just start to wilt. Without further ado I moved my head forward and grasped an inch or so between my lips, using my tongue to wash round the end. He gasped and immediately became fully hard, his natural instincts taking over as he moved forward, plunging the whole six inches down my throat without warning.

I managed to hold tight as he placed his hands on my head and started rocking back and forth. He must have been playing with it, or talking about it, most of the night as I was only just getting used to it when he pulled out, yelling "I'm cumming," and proceeded to jack off rapidly, shooting over my sequined blouse. That seemed to decide the rest as they all moved forward and one of the white boys dropped his shorts to display a fully hard, slightly larger cut cock, which he poked out at my face.

Normally I do love a cut cock and needed no would need no further bidding to wrap my lips round it and work it but now I was scared. They were drunk, horny, and trouble. This seemed to settle it for them and I became aware the other lads all had their cocks out, rubbing them excitedly. The older coloured boy made his way forward and pointed his groin at my face. "How about this then? You fucking tranny slut" he asked.

This when I realised I was in serious trouble.

I gasped "My God! No." It was huge, had to be a foot long and possibly two inches across. It looked like a massive black broom handle pointed at me.

"No one can take that," I gasped.

"Well your going to," he growled. Without further ado the lads pulled me up and hustled me over to the children's roundabout in the play area. That was all he said to me directly for some time, giving others instructions as to what they should do to me, how to place me, how to hold me. The roundabout was one of the old style, solid wood planks, well worn, with a small running board and four metal handles crossing over the top.

Under their leader’s instructions they soon had me spread out on my back between two of the handles, they pulled my panties to one side exposing my puckered ass, my sheer stockinged legs where spread wide and my high heeled feet where high in the air. The white boy who'd just fucked my face knelt behind holding my head up and cushioning it somewhat from the bars. Some of them had stripped off by now and it was obvious that even if they weren't, going to leave me alone until they had all had their way with me. One of the boys climbed on the roundabout and knelt with his cock pointing at my face.

He was quite dark, only about eighteen but already with a hairy chest, continuing to a lesser extent over his body. He just knelt there masturbating for a while and I felt a pair of hands start to feel my arse, first gently and then with more vigour. One, two, then three fingers inserting themselves up my passage. I couldn't see who it was but he knew what he was doing. As my arse muscles started to spasm the fingers withdrew and a voice said "now" and I heard and felt someone spit on my ass-bud, “natural lubricant” a sleazy voice laughed. I recognised the feeling of what entered me next, a medium sized cock was pushed deep inside me, and it wasted no time but started to attack me straight away. In, Out, In, Out.

He was reaching my prostate without any problem. Even though I was being raped, I was going to cum soon if not very careful. I managed to mumble something along those lines in between loosing my breath each time he rammed his cock in and out of me.

"That's OK. So am I." laughed the lad kneeling over my face as he sped up the speed of his wrist and with a series of soft yells shot over my painted face and lipstick lips.

All this time the attack on my arse had continued,

I heard, "I'm cumming. God I’m cumming. Here we go." And the attack intensified with half a dozen sharp thrusts as I felt his stream shoot inside me. He shuddered a couple of times and pulled out. Lying there catching my breath I was hardly aware as the lads changed places.

Now my head was being clenched more tightly, one lad was standing each side of me holding my now laddered, stocking clad legs back in position and the weapon was rubbing against my panties that had slid back and now covered the entrance to my arse. I looked up to see the leader with his huge cock in his hand pointed at my arse, from which his mate’s semen was leaking and staining the crotch of my panties. I started to struggle,

"No, I can't," I said.

"Yes you will, your arse is well and truly lubricated now" he snarled. I struggled but someone grabbed my high-heeled feet and pulled my legs high over my head exposing my come-soaked panty-clad arse.

The lad kneeling at my arse pulled the soaked slinky fabric to one side and positioned his manhood at the puckered flower. Amazingly, the usual flush of expectation of a good fucking flowed over me I felt myself relax against my own will. I know what I'd said but there was no way I could take him. He had to be a foot long and at least two inches across. A solid black ebony shaft. As his cock demanded access to my hole it seemed to glisten and grin in the moonlight.

"Right?" was all he said.

"No!" I managed to reply. It didn't matter. Whatever I said, it didn't matter. He was going to fuck me. He was going to rape me. No one was going to do a thing about it. The other lads that were holding me in position were getting excited now. I could see hands moving, two bodies kneeled beside me, flies were unzipping, but all were watching his weapon as it probed my entrance. He was slow; I'll give him that.

He stopped for a moment as soon as the entrance was forced, but only to allow me another gasp before starting again on a slow but inexorable voyage of discovery inside me. It never seemed to stop a little push, stop, pull back, and push again. Each time a greater violation. He punched past my prostate almost without my being aware and still the exploration continued. Deeper than I'd ever been violated before. If I'd not been so excited and scared at the same time and held so tightly there wasn't any way I could have withstood the punishment.

I could hear myself letting out little yelps and groans whenever I had the breath, which wasn't very often. Each time I gasped in order to keep breathing he forced his cock in again before I had time to fill my lungs. It felt as if that monster penis of his was splitting me apart. It wasn't a cock. It had a life of it's own. It was a weapon and he was using it on me. It stopped. I managed to take a clean breath, open my eyes and look up. The leader was looking down on me with mixed emotions flashing over his face. Joy, fear, ecstasy, approval, astonishment. "I've never had it in a tranny’s arse before.

“You are one tight bitch!" I was in pain, but such glorious pain.

I'd never been so thoroughly possessed before. I knew he was raping me. No way could it be called regular sex. He might damage me. But deep inside was a feeling that I wanted more. I just had to have more.

"Get on with it." was all I replied.

With an even bigger grin he pulled back slowly and that was all my body needed to move on to higher plane of sexual ecstasy. I must have been a quite a sight, my skirt rucked up, sheer nylons laddered, legs held spread, panties pushed to one side of my open arse that was impaled by a huge black cock.

The two lads who were holding my legs had freed their hard cocks from their shorts and while one crammed it past my lipstick lips and into my mouth, the other was busy stroking his cock and alternately rubbing it on my cheek and in my hair. Someone grabbed hold of my cock and was squeezing it hard each time the unknown assailant rammed his cock in me.

That seemed to be a general signal for the other lads and I felt other hands moving over my body, rubbing cocks on my stocking legs, wanking over my face, and then my opera gloved hands were held and wrapped around two more throbbing penises. Was everyone going to use me tonight? I was aware of the weapon up my arse as it started to swell and judder and as it started to shoot, I felt the cock in my mouth explode and come filled my throat. I had no choice but to swallow.

The two cocks that I had been forced to wank also ejected their loads, I felt the sticky come saturate my black silky gloves. The other lad rubbing his cock on my face shot a stream of come over my eyes, mascara was running down my face in a stream of hot semen. The lad that was dry humping my sheer stocking leg groaned at this sight and I felt his cock shudder against my stocking thigh and I felt the warm wet feel of come through my laddered nyloned calf. Finally the young black man that was raping my arse stopped, he withdrew his flaccid penis and looked over his shoulder, smiled an evil smile, and said,

“Here, you can have what’s left of this bitch now.” A younger coloured boy took his place and lay on top of me.

He didn’t seem to care that I was coved in come and leaking sticky white semen from my arse and lips. He leaned down and kissed me deeply now that the deflated penis of his friend had withdrawn from my smudged lipstick lips. I felt his cock stiffen through his shorts as he pressed against the nylon panties covering my penis. The lads holding my legs, having achieved their orgasms and having no further use for this “tranny slut” had let go of my legs and were stuffing their sticky cocks back in their shorts.

The young black boy on top of me reached down and released his penis from his shorts. He was humping it against my panty cock, obviously too aroused and too inexperienced to try to enter me, he had decided to come quickly against me.

I realised he was the last in the long procession of rapists that were using my body for their own pleasure, taking what they wanted by force, even though I would have given it gladly one at a time in my flat. I decided that I could take no more, I was fully aroused, even though I had been raped in every orifice, was covered in come, my make-up smeared, my nylons ruined, my clothes ripped. I lifted my legs around the lad that was dry humping me through my panties and wrapped them around his back.

I pushed up and met his thrusts as his cock pressed against mine through the sheer nylon of my panties. I lifted my head, covered in come and smeared make-up and pushed my lipstick smudged, recently raped mouth against his. I rammed my tongue down his throat and started to dry fuck him earnestly.

His inexperience was obvious as he started to squeal as his cock spasmed against mine, drenching my panties and soaking through to my now throbbing penis, which erupted in unison. I gripped him in my embrace tighter as our cocks continued to jet come against each other. Finally he lay still and then pushed himself off me and joined the circle of rapists standing around me.

They were all laughing and looking down at me. There I was, my skirt hiked up, my penis slowly deflating, covered in semen, my clothes ruined. The leader of the street gang, the one who had raped my arse with his enormous cock spoke.

“Come around here again you fag tranny bitch you’re going to get the same” He turned his back and started walking away with the rest of his gang slowly following laughing and jeering amongst themselves. The young black lad who had used me last suddenly broke away from the gang and ran back to me.

“What now,” I thought. He knelt beside me, lifted my head and gave me a soft passionate kiss. He whispered in my ear,

“Please do come back, that was the most exciting experience of my life.” His lips brushed mine again and he shot up and sprinted after his friends. I lay there and couldn’t believe I was thinking…………………………..”I might just come back here next week.”

The Beginning

MicheleNylons
MicheleNylons
3,915 Followers
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BarebackingMichelleBarebackingMichelle9 months ago

This has been one of my all time favorite stories. My clitty has exploded many times while reading it and imagining myself as the lady being raped. Nothing better than getting filled at both ends and letting the gang think that you aren't enjoying it.

AnonymousAnonymousalmost 2 years ago

Lovely what a night satisfying all those virile men as a sister sissy i would love to be used like that fucked senseless just a cumdump for horny men who wont take no for an answer. This is one of my many fantasys and i have plenty some i have had some would shock some people but i have enjoyed them incredably

tamis_demisetamis_demiseabout 3 years ago

Very hot, just awaiting my turn in the park

AnonymousAnonymousover 6 years ago
In the park

When I was 20 I like to dress up ( a lot ) and since I was 16 had become a cock slut for a few older men ... I had told my latest 'man' ( Tim) about my fetish and he begged me to meet him dressed in the park at night... At first I said no, but got excited thinking about it, so rang him to meet that night at midnight... Luckily my parents house backed onto the park ( I had spent quite a few nights cavorting naked in there )

As I was on the slim side, my older sisters clothes fit me perfectly ( she knew I wore them and didn't mind - great to have someone like her in my life )

I got some of her panties, a bra and hold ups - all black and high leather spike heeled boots... Topped off by her full length leather coat and bright red lipstick ...

At 11:50 , I slipped out and went through a gap in the hedge, entering the park above the path I was meeting him on ( I told him to be at the 3rd seat from the wall , halfway through the park - less chance of being disturbed )

Walking in the boots wasn't easy, but I mastered it quickly as I neared the bench... Tim was already there, sitting back and smoking

"Wow!!...you look fantastic " he whispered

Standing in front of him , I opened the coat.....

" So fucking sexy " he growled as he reached out and touched my straining panties...

I groaned too as his fingers excited me , moving closer I let him plant his mouth on my panties... His tongue tracing the outline of my cock !!

"Easy Tim " I panted " "I'll cum in my panties if you carry on "

Moving back , then sitting down beside him , I saw his big cock in his hand , I lay down sideways and took it in my mouth , my coat wide open .. Tim groped me as I sucked him.... I jumped when I heard the crunch of gravel and Tims voice saying

"Hi Ken "

" See you've got a new friend " Ken said

I glanced up to see my old Maths teacher Ken Roberts standing over us...

"Hello Brandon ... Nice to see you it's been a while" he said , rubbing his crotch

" You know each other?" Said Tim

" Oh yes.. I taught Brandon piano for 3 years" he smiled" mind if I join you?"

"Brandon?" Tim said with a questioning look

I just nodded a yes...

Ken lifted my legs and sat , putting them across his legs , his hand going straight up mine to my panties

I was in that park for 3 hours, sucking Tim and then Ken off

Tim fucked me over the bench whilst Ken sucked me off

AnonymousAnonymousover 15 years ago
Park

Michelle you will know it,Rushcutters Bay park.I was walking down to the water,broad daylight, when a girl in a short dress crossed my path.She dropped her bag and right in front of me bent over to pick it up exposing a nice pantyhosed arse.She seemed to stay bent over longer than necessary, looking back at me.She stood up and walking past me said did i like what i saw.Well, yes i stammered, would you like some of what you saw and grabbing my hand led me away to the trees at the northern end.She then knelt down, flipped her skirt up to reveal a great pantyhosed arse, no pants, what are you waiting for.I pulled my pants down, my cock was hard, but she put her mouth around it and sucked me, then lay flat on stomach,pulled the hose part way down and said fuck my arse, cmon big boy give it to me.I lined her up and pushed the head of my cock up into her,stopping at the entrance but she pushed back and i pushed in all the way.i started stroking in and out, increasing my speed as she moved back into me, her hole working my cock until i could take no more and with one big push exploded my cumm up into her tight hole.i pumped in and out of her until my cock started to shrink, her hand working her pussy.I decided to help and reached under her to feel a hard cock, i pullerd back just as the cock sprayed cumm into the front of her pantyhose.I pulled my pants up and left her,mixed feelings but knowing how good that arse felt.I have been back many times but have not found her again.

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