Hey it's Jay the bi guy again. This story is not true and is my first short story about cross dressing. I am usually the main character in my stories but for this one I made one up. Hope you enjoy!
Hello my name is Mike! Let me tell you a little about myself for the story. I'm about 5 foot 5 and thin, about 135bls. I am half white and half hispanic, so i have a nice light brown complextion. I don't have much body hair and am very GAY! I have always know that I was gay, there was never any question.
My first year I was in college I was pretty popular and very open about being gay. I joined a frat with a lot of big straight jocks, but they really treated me like a brother and did not mind that I was gay. There was one jock named Tony that I really became good friends with, he was straight,very hot, and I wanted him bad! I never told him this because I felt it would make him uncomfortable and hurt our friendship.
The biggest party of the year for our frat was the Halloween party each year. everyone of course came in a costume. I decided it would be funny if I showed up as a female prostitue. On the day of the party I got up with a friend of mine named Jill, because I'm kind of small I could fit into he cloths with no problem. First I shaved everything, my arms,legs, pubic hair, asshole hair, and what little chest hair I had. I put on a stuffed bra and a g string. I wore a tight red leather miny skirt and a top that was cut to show my smooth flat belly. I was able to get a long black wig that looked real. Finally Jill did my makeup and my eyebrows and I looked in the mirror. Jill or I could not believe the way I looked. She laughted and said I was one of the most beautiful girls she had ever seen!
It was amazing when I showed up to the party. Most of the guys did not recognize me at first and were eyeing my body, one guys pinched my ass as I walked through the crowd. Finally when they relized it was me they were shocked and I think emarrased for being so turned on by me.
The party was great, but I got really drunk really quick. I decided to go upstairs to my bed and lay down for awhile. I was lying face down almost a sleep when I heard the door open and then close. It was Tony and he came and sat on the side of the bed, I could tell he was also really drunk. He started telling how beautiful I was tonight, I started to say something back to him but he stopped me with with a finger to my mouth and asked me not to talk. I did what he asked and did not say a work. Tony reached down and started to rubb my smooth leg, then he leaned down and kissed me with his tongue in my mouth. His hand had moved up my skrit an was now rubbing my asshole beneth my g string. Tony then pulled out his hard cock and I was amazed by how big he was, it was probably 9 inches and thick I rolled to my side and wrapped my little hand about that fat cock, my fingers barely made it around. He moved up the the front of the bed so my mouth had easy access to his cock. I let the huge cock head enter my mouth. Tony grabed the back of my head and started fucking my mouth hard. What really surprised me then was when Tony reached to the front of my g string and started playing with my hard 6 inch cock. Tony pulled his cock out of my mouth and used the lube on my night stand to lube his cock up. I readied myself in doggy position as he got behind me and pulled my skirt up to my waist. He pushed his cock into me with not mercy. This was the largest cock I had had in my ass, it hurt at first but was great after I got use to it. Tony had each hand on my ass cheeks spreading me wide open. Tony kept pumping his huge cock into me, moaning hard. Tony's body shook as he cummed inside of me. He then got up and left without saying a word.
I laid there in the dark on my back for about an hour when I heard the door open again. I thought it was Tony, but no it was some guy I had never met before. Tony had known who I was, but his guy thought I was really a girl. I had my eyes closed as if I was passed out, I knew this guy was looking for some poor girl to take advantage of, I figured it would be funny to see the look on his face when he ran his hand up my skirt and found a cock. To my surprise he did no go between my legs, he pulled his pants and boxers off and straddled my chest. He then lended forward and started rubbing his cock head against my lips saying take it in baby. I decided to do just that. His cock was probably about 6 inches and not very thick except for a huge mushroom head. He pumped his cock into my mouth for a few minutes and then to my surprise pulled out and jacked off on my face!
After that I decided to go see if Tony was in his room, he was and was almost passed out. I laid down beside him and started kissing him, he returned the kiss. He woke up as we made out and I was amazed when he started moving down kissing my stomach. he worked his way back down to my skirt and pulled it up exposing my hard cock which was aching for attention! He slowly lowered his mouth onto my cock and began to suck me hard. It did not take long for me to cum and he took it all in. He held me in his arms all night, but we never spoke of that Halloween again.
I hope you liked my story! I am from NC and if anyone knows of any good gay or crossdressing clubs let me know!! I've always dreamed of being with a shemale! Cock and Tits! Other Stories on Nifty--First night of passion,Something New,Treated like a bitch,three friends,first dorm mate,night with mark,fun at the gym,closet hanger,art appreciation,summer trip,what a tease,time for a change,gay club.