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Crossdressing gangbang

June 3, 2007 0 Comments

This is not my story. But loved it so much that I was not able to stop myself from sharing with you all.. please do give your response to crossdelhi@rediffmail.com. As I waved goodbye to my wife as she pulled out of our driveway for a weekend business trip a smile began to grow on my face. Anticipating another entire weekend all alone, and thinking of my plans to indulge my deepest fantasies, caused goose bumps to run up and down my arms. Heading back into the house I grabbed a cool glass of water to quench my thirst and then proceeded down into our finished basement to prepare for a special evening. My wife’s travels afford me the luxury of many weekends alone and just recently one of my evening sessions of cross-dressing ecstasy took an unexpected turn. For as long as I can remember I’ve had fantasies of sucking cock and being fucked like a dirty street whore. Stroking myself while watching big-titted sluts being pounded by giant dicks cause my mind to drift off into fantasies where I take their place and become the whore these porno studs use to come on, and into. A few weeks ago while dressed as Cockwhore, the special name I gave myself and use when I’m dressed up as a slut, my neighbor Mr. Wagner, a finely-built man in his forties walked in on me just after I had sprayed a huge load all over myself. His forcing me to suck his giant cock and the pounding he gave my ass with a baseball bat forever changed my “playtime.”

Even though my first experience at milking the hot semen from a giant cock was brief I cannot get the beautiful memories out of my mind and these thoughts would fuel my fantasies this evening. Before I dress as Cockwhore I like to be perfectly clean and shaven. In the basement shower I shaved the hair from my cock, legs, arms, and boy-pussy. After drying off my tight, young body I unlocked the trunk where I keep all of my “special” items. Tonight I would dress up as a young hooker, and as I pulled the feminine garments out of my trunk I imagined myself as a paid whore getting ready for a night of pleasing cock after cock in back alleys and in cheap motel rooms. Getting dressed up like a hot whore and stroking my cock all night while watching pornos always leaves me breathless with excitement and tonight was no different. As I first slipped on a black training bra, my cock responded and my erection started to grow. I next searched in the trunk and found a brand new pair of black panties that was one size too small for my 23-year old body. Sliding the tiny g-string up my legs and drawing the thin strap in the back firmly up my ass, precum began oozing from the tip of my dick and making the thin material in the front of my panties wet. I wanted to start stroking myself right then and there but my hand job would have to wait. For tonight’s activities I would wear my pink Lycra mini-dress. Slipping the tiny dress over my head I pulled the hem of the skirt down but it was too small to fully cover my entire ass. My rigid cock was visible and I gave it a few playful slaps and then sat down on the couch.

I have a large mirror next to the couch that allows me to watch myself dressed as Cockwhore while I spend entire evenings jacking off. I stared into the mirror as I put on my blond wig and used pink ribbons to tie the fake hair off into long, flowing ponytails. Ponytails always turn me on and I’ve relieved myself of gallons of cum while staring at photos of big-titted sluts with ponytails on the internet. Next I slipped on my brand-new pink fishnets and the precum from my cock was flowing so hard I had to have a taste. Many of my nights of onanistic ecstasy end with me in the stovepipe position and shooting giant loads of cum into my own mouth. I love the taste of cum and only recently had my first experience of tasting the giant load from another man. Thoughts of the pumping that Mr. Wagner had given my mouth caused an unquenchable thirst for semen. I reached into the front of my tiny panties and swirled my index finger around on the tip of my cock. Sliding my finger in and out of my mouth I tasted the salty liquid and my heart started to pound with desire. The next step in my transformation from average guy into cock-pleasing whore was to apply my make-up. I have a small kit for it and I’m not very good at using it, but by the time I was done applying the blue eye-shadow and bright red lipstick my large mirror was reflecting a cock-milking whore back at me as I stared at the horny image of myself as a slut. My final preparation before I got down to some serious masturbation was to strap on my black, 3″ platform pumps. I stood up on legs quivering with excitement and checked myself in the mirror. I looked so hot and wanted to fuck myself so badly. I imaged what it would be like to go out in public as Cockwhore. I looked like a tiny tramp ready to service lines of hot, juicy man cock.

I next put a new porno into the DVD player and turned on my big-screen TV. This title was called “Cum Drenched Whores No. 7,” and I sat on the edge of the couch as the movie started. My cock was already fully erect by the time I slid up the front hem of my pink skirt and freed my raging hard-on from the confines of the small panties. I planned a long night of edging where I would take myself just to the brink of orgasm and then back off. Edging is an amazing experience and by treating my whorecock this way I can jack off for 2 to 3 hours saving and building up a giant cum load. The first scene of the movie was of a huge-titted whore wearing black stockings and platform shoes surrounded by a dozen cocks in a pool hall. She was stroking and sucking those massive cocks as I began my own self-fucking. As I treated myself to an exciting hand job I would alternate staring at myself in the mirror and watching the action on screen. My heart was pumping as I imagined myself taking this whore’s place in that pool hall. My pink outfit and tiny body would sure turn on those hard studs and my mouth watered as I thirsted to eat cum. I opened my lips as if I was the one sucking off a room full of men. I spread my stocking-clad legs very wide and began to furiously pump my boy-cock. When I get excited and thirsty for cum I can’t help but to talk nasty to myself. As I began my naughty whisperings, precum was already oozing down my erect cock and my fingers were coated with my man-juice.

As I imagined being in the place of the paid whore on screen I started my slut talk. “I’m a naughty little girl who loves to make cocks hard,” I breathed. “I’m a tiny whore who needs her mouth fucked by big dicks…Give me those cocks…I love to eat cum.”

“You like tight little sluts with stockings don’t you?. Give me your hard cocks so I can milk all of your cum…I need it bad…I’m a dirty whore who will let you fuck me in all of my tight holes.”

I was stroking furiously at this point and the sight of my rigid cock surrounded by my hot slut clothes was almost too much. I released my grip on my cock right before I came in order to build up a really big load. I then sat back on the couch with my legs spread so I could really get at my dick. The action on-screen was starting to heat up as the twelve porno studs started really giving it to the slut. She was straddling one hard cock in her pussy while another stud pumped her asshole. Her mouth was crammed full of one cock that was as big around as my arm, and her hands pumped cock after cock while she was being pounded. The desire to take her place was overwhelming and I started to pump my crotch up into my hand as I gave myself an amazing stroking. My heart was pounding in my chest and my legs were quivering in ecstasy.

Gazing at myself in the mirror I didn’t know how much longer I would be able to hold on. I had been stroking myself dressed as Cockwhore for only twenty minutes and my balls were swollen, pulling the g-string tight up into the crack of my ass. At this point I decided to take a break. I pushed pause on the DVD player and walked upstairs to have a smoke. I decided to risk going out onto our screened-in back porch and as I slide the door open I heard noises from my neighbor’s house. I sat in the darkness listening to the voices coming from Mr. Wagner’s backyard and it seemed that he was having a party. It was eight at night and they were really having some fun before it got too late to keep up the party. Hearing the conversation it was clear that Mr. Wagner’s amateur baseball team was over for the evening and as I thought what he had recently done to my virgin ass with a baseball bat I imagined what it would be like to just walk over there dressed as Cockwhore. Would they be repulsed or would they respond as Mr. Wagner had by giving me the fucking of my young life? My nerves got the better of me however and I just sat quietly on the back porch as my cock relaxed. Finishing my smoke I headed back downstairs to finish watching the porno. Pushing play, I sat back on the couch and started to stroke my boy-cock again as I watched the scene unfold. Soon the big-titted whore was sitting back on her knees and legs while the twelve men gathered around her stroking their giant porno cocks. She was begging for cum and she didn’t have to wait long. The first cock erupted into her mouth with a huge, ropey jet of sperm. At the sight of her face covered with cum I began my naughty talk again, driven mad by the sight of man-juice.

“That’s right baby…Cum in my mouth…Cum all over your little slut…I can take it all…I need sperm all over me,” I whispered. “Cum all over my pink little lips…Do you like to cover pig-tailed whores with cum?…Give it all to me…Shoot in my tiny mouth.”

Cock after cock milked themselves on the porno-whore’s face. Cum dripped down her chin and onto her giant tits as twelve men took turns using her as a human napkin. I was unable to control my hand as I beat myself furiously. When it got too much to take I would ease off to make my edging last all night. As the last of the porno studs shot their cum onto the face of the movie-whore I was startled by the sound of the doorbell ringing. I had a low light on in the basement, and figured my house looked deserted and uninviting so I could have the evening all alone to rub myself. I’ve never been outside as Cockwhore and the only ones who’ve seen me dressed as a slut are Mr. Wagner and his young son. I was horny beyond all control and found myself inexplicably walking up the steps. I had not decided to answer the door, but with my pink little dress, fishnet stockings, blond pigtails, and platform pumps on, my mind had drifted off into another dimension. I had become a slut, and after the sight of all that man-cum I had thrown caution to wind and went to the door hoping to see Mr. Wagner, or even his son Todd, through the peephole. In the darkness I looked through, but it was not my neighbor. Instead the unmistakable white collar and black shirt gave my visitor away as some kind of priest. Uncontrollably I found myself opening the door!

“Good eve…,” he stammered as he cut himself off in mid-sentence. Standing before him in the darkness was Cockwhore. I looked like a cheap slut with my make-up and pink dress. My cock had not fully gone down and as he stared at my crotch I asked him in.

“Would you like to come in?” I said.

He hesitated, but then crossed the threshold of my doorstep and came inside.

“I’m Father John and I…I…well…was just hoping to talk to all the houses on this block about my church’s upcoming street fair,” he said.

“That sounds interesting,” I said in a high-pitched voice. “Let’s go downstairs where its more comfortable and you can fill me in.”

I couldn’t believe what I was doing! I’ve kept my cross-dressing ways a secret for my whole life and here I was asking a total stranger, a priest even!, to come into my home. And not only come into my home, but down into my basement where there was a porno playing on a large screen TV and a trunk full of women’s cloths, porno magazines, lubrication, and my giant 10″ dildo that I had fucked myself in the ass with a few weeks ago! I swayed my hips as I trounced down the stairs with Father John behind me. I couldn’t even begin to imagine what he was thinking. He more than likely thought he could save my soul because with my hard-on poking through the front of my pink dress it was obvious I was a young man. I invited Father John to have a seat on the couch and I sat down next to him. He couldn’t take his eyes off the surroundings however as he saw my “special” trunk open with all of my implements of masturbation strewn out on the floor and the porno movie on the screen. At this point there was some girl dressed as a nurse sucking off what seemed to be thirty of forty men. She was only a few years younger than me, and I wondered how many men she had fucked. Father John finally tore his eyes away from the screen and his eyes immediately went to the top of my legs. My stocking tops were visible as the tiny dress barely covered my crotch.

“My name is Cockwhore,” I said in a low whisper.

He was speechless as he kept looking me up and down. From the tips of my black platforms to my blond pigtails he scanned me over and over obviously debating what to say. I was about three feet away from him on our large couch and decided to take a risk and inch closer when I noticed the bulge in his black pants.

“Father John do you like my outfit?” I asked. My brazenness was a complete shock to me, but I was so horny for cum and trembling with excitement of having a stranger see me as Cockwhore that I couldn’t control myself.

“Um…well…you certainly don’t look like anyone I’ve seen before in my congregation,” he managed to stutter out. With my heart pounding in my chest I slid up right next to him, my stockings and dress brushing up against the coarse material of his black outfit. What came next was just as much a shock to him as it was to me. I turned my little face right into his and touched my lipstick covered whore-mouth to his lips while at the same time gripping his hard-on through his pants. I started Frenching him like a slutty tramp and rubbed him hoping he wouldn’t start yelling at me about how I was going to burn in hell. I was surprised as I felt his crotch start to slowly gyrate into my tiny hand and his tongue began a tentative probe of my mouth. He wasn’t much of a kisser but then again I have had little experience with men. Thinking back to all of the pornos I’ve seen I tried to act like a naughty slut who knew what to do. I stopped kissing him and with a low whisper I began to talk naughty.

“Father John you have a hot cock in those pants and I’m a dirty whore who needs to milk it…I’m going to suck the cum out of your dick and eat it all,” I breathed. “I love to eat cum and have my little mouth pounded by big dicks.”

My fantasies had crossed over into realities in this most surprising evening. He seemed to be willing and receptive to my advances and I could only imagine if he had ever had his cock in the mouth of a girl, let alone a young guy dressed as a ten-dollar whore. As I fumbled with his belt and zipper he seemed to come to some sort of decision and helped me open his fly. With my cock fully erect I got down on my knees in front of him. I felt around and slowly, ever so slowly, pulled his man-meat from his boxers. His cock was enormous! I was overwhelmed by the size of it. It was as large as my giant rubber dildo and pulsing with heat. I gripped the giant shaft in my little hand and began to stroke it, hoping that I was doing it good enough for him.

“Ooo… Father John… You have a huge prick…my little hand can barely fit around it,” I cooed. “I love to make men hard… I love to watch a cock swell up in my hand knowing it will soon be in my slut mouth.”

I stroked his cock faster and faster. After a few minutes of my amateurish pumping it was as hard as a rock however, and I wanted it in my mouth. I inched my face closer to it and began collecting saliva in my whore mouth. I wanted to get it really wet and as my mouth was close enough to his cockhead for him to feel my breath on it I let loose a long string of spit that ran over my fingers and his cock. I opened my tiny mouth and felt his smooth cockhead enter into me. I was doing it! I was socking this stranger’s cock like a slut and I loved every second of it. I started moaning with Father John’s dick in my mouth and he really began to warm up to the situation. He grabbed my ponytails and returned my administrations by pumping himself up into me. He was raising himself off of the couch and his cock was pointing straight upward as I gave him a hot sucking. The slurping, popping noises from blowjobs I’ve seen on porno movies always make me hard, but this time it was me doing the sucking and the excitement caused my cock to leak so much precum it felt like I had already cum in my little panties!

After ten minutes of sucking Father John’s cock he started to moan and grunt in earnest and I knew he was close to cumming. His salty precum coated the inside of my painted mouth, but first I wanted his cock in me. Releasing my grip on his huge cock I stood up on shaky legs, my platforms making my tight ass stick out like a magazine model, and turned around. I bent at the knees and my skirt hiked up halfway up my ass as I started grinding on his cock. I could feel his precum smearing itself all over my boy-pussy and my tight anus started itching to be filled. I teased him as long as I could before I felt his hands reach up to grasp onto my thighs and pull me down. I was in a sexual trance as I slowly, ever so slowly slid myself onto his huge pole. His gigantic cockhead thrust open my slut-pussy and I firmly sank into his lap, placing my hands on his spread knees for balance. My legs were together and my ass was so tight that he had to forcefully pump up into me in order to break past my cherry and wedge himself half into my fuckhole.

“That’s right,” I moaned like a whore. “Fuck my pussy like a man…rape my tight cherry with your huge meat…Fuck me Father…Fuck me like the whore that I am.”

He finally got his entire shaft into my willing fuckhole and I put all of my weight onto his crotch as I spread my legs fully and leaned back, my ponytails bouncing up and down with every thrust of his beautiful cock.

“Yes Father…Fuck me…Use me like a fuckdolly…Make me take you inside me…Show me what you do to little cock-teasing whores.”

He was pumping me with tremendous thrusts and his hands gripped the inside of my knees and spread me further so he could fully ream out my little boy-pussy. My cock was straining, pointed straight up in the air. My tiny, swollen balls were bouncing up and down against the thin material of the black g-string as I opened my mouth and started moaning. Thrust after thrust he ground himself inside of me.

“Fuck me Father… I’m a naughty little girl who needs cock… I eat cum and suck cock… Yes, rape my fuckhole…Pound your little fuckdoll,” I cooed.

I was so excited at this point that I didn’t hear the first footfall on the carpeted stairs until it was too late, but the sound of a familiar voice penetrating through the ecstasy of my sexual encounter startled me and I looked up to see Mr. Wagner on the bottom step. But he was not alone! Behind him trailed what must have been his baseball cronies from the party next door. Father John looked up, startled at being caught fucking the brains out of a slutty young man dressed like an alley whore.

“I told you a slut lived here,” he said as he grinned and looked at his pals.

There must have been twenty guys filing down into my basement and the shock of being discovered with a neighborhood priest’s cock wedged fully into my ass quickly turned to the realization that if they didn’t stand there and mock me I might realize more than one of my cross-dressing fantasies this evening.

“You’re right. This little slut looks just like something out of Barely Legal,” one of Mr. Wagner’s friends said. “I bet this whore is aching for some more man-meat.”

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