One Night as a Whore

By hot lisa

Published on Oct 25, 1997

Transgender

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My name is James and this story is about the night I decided to live out my long time fantasy. I am 6' blondish red hair. I weigh 200 pounds and workout every day, so I am in excellent shape. In high school I played all the major sports and I have always been good with the ladies. I guess I'm your typical all american macho male. That's why I have always had to hide my softer side. Truth is that while I might be good with the ladies, what I really want is to be one. For as long as I can remember I have been jealous of the sexual attention women receive and the power that it gives them. I have had many wet dreams about dressing as a woman and being consumed by men. So about a year ago I decided to make my dream come true. The first thing I did was shave off all my body hair. Including around my balls. Then came my outfit. Tight pink half shirt that zipped in the front, padded leather bra with "B" cups, black leather mini skirt and thigh high black fishnet stockings. I packaged my manhood in the tightest jock strap that I could squeeze into. Then came the bright red lipstick and make up. I topped it off with a brunette shoulder length wig. I must say I think that I looked like the hottest whore I had ever seen. Looking at myself that way made me incredibly horny. It was now time to test my new look. I was very nervous as I stepped out of my car and onto the downtown street well known for whore action. I had only walked maybe two blocks when a car pulled up to me. There were two guys inside and they asked me if I wanted a ride. I accepted and got in the back seat with the passenger. They asked me if I was working tonight and I said yes. The driver then said that they would pay me $20 dollars each for a blow job. I took the money and told them to park behind the next building. I was about to have my first gay sex. The guy in the back seat with me undid his pants and pulled them down to his knees. His already hard 8" cock stood straight up. I began slowly stroking him as I lowered my head and prepared to suck my first cock. As my mouth reached the head of his cock I opened wide and let him slide deep into my throat. I really had to fight off my need to gag. Soon I was taking it all, in and out with great ease. I had been waiting a long time for this and began sucking hard. This guy was very young, probably a teenager, and quickly blew his load into my mouth. I sucked it up and cherished every drop. I was now sucking my second cock. A very sweet 7" long, 1 3/4" thick hard dick. This guy started feeling me up, reaching for what he thought was my pussy several times. I stopped him saying that we couldn't do that because I was on my period. He settled for playing with my bare ass and soon I was swallowing more sweet cum. I cleaned up a little, said good bye to my two studs and was once again walking on whore street. Another car pulled up and I was offered $40 dollars for a real quick fuck. I explained that my pussy was off limits tonight, but that he could have my ass. He gladly accepted this deal. We pulled around the corner and he said that he was married and had to be home soon, but wanted a quick fuck first. We parked and got out of the car. He wanted me bent over his car hood. My skirt was pulled up exposing my bare virgin ass. Using his spit to get me wet he began rubbing my asshole with the tip of what appeared to be a 10" cock. As he slipped it in me I thought I was going to cum. I finally had a cock in me. I was so turned on that I hardly felt the burning pain. He slowly buried his entire shaft in me, then began to fuck me fast and hard. Between my tight asshole and his horniness I was soon being filled up with warm cum. He thanked me and drove away quickly. The next guy that stopped was a middle aged man who was very well dressed. He said that he would pay me one thousand dollars if I would return to a bachelor party with him and service him and nine other guys. My brain was shouting for me to say no, but my dick was telling me that this was exactly what I had been dreaming about for ten years. My dick won. Again this guy gladly accepted the fact that only my mouth and ass could be used for pleasure tonight. All the other guys cheered as my new employer walked me into the room. The room was filled with beer cans and a porno movie was playing on the television. These guys were all very horny. My skirt was quickly lifted up and my half shirt unzipped. I thought I was about to be caught as my fake tits were grabbed from behind. I managed to move away and knelt down in front of the guy that had grabbed me. I began sucking and licking his hard cock while another guy positioned himself in front of my ass. As the second dick entered me I could feel my own cock growing. Both men came at the same time and I was flooded with their hot loads. Two more guys quickly took their place and continued my fucking. I was in heaven. This was exactly what I had been longing for. Again I felt the pleasure of warm cum filling my holes. I swallowed every drop of cum that was shot into my mouth. The next two guys shoved in right behind the two guys I had just satisfied. As the sixth cock entered me I again felt my own cock growing. More cum shot into me and two more happy men backed away. Before the next cocks could enter I heard one of the guys shout "oh my god this whore has a hard on". The action stopped and my jock strap was ripped off. My cock was now in full view of ten angry men. I thought for sure I was going to get my ass kicked, but the guy who had picked me up stopped the other guys telling them that they didn't need any trouble. I was told that if I gave back the money and satisfied the remaining four guys I wouldn't be harmed. I of course gladly agreed. The fucking resumed as before, just much rougher now. The remaining guys slapped my face and ass while they fucked me. Then pulled out and shot cum all over me. I loved it. I was stripped of my clothes and forced to suck two more guys as they drove me back to whore street. They pushed me out of the car and drove away. With all my manhood exposed, my night as a female whore was over. It was the most sexually exciting night of my life. I had been fucked by and sucked all the cocks I had been dreaming about. Writing this story has brought my wanting back however. I think it may be time for me to visit whore street again.

My name is James and I would love to know if my story made you horny. Please e-mail me all your dirty thoughts.

"hotlisa44@hotmail.com"

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