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Gay Stories
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Gay Male / 55
How I Really Lost My Virginity
During my teens I remained a virgin throughout. I was basically scared. I have same age cousin, female, who pushed me to date one of her friends. I was polite and she became my girlfriend, but there was never any form of intimacy, just friends.
When I got to college I had to work part time. I was twenty in my junior year and I was working on campus in the athletic hall. My job was janitor to the jocks. I was made fun of by the jocks and I saw a lot of them walking around with nothing on but a jockstrap. When they crossed path with another jock they held their junk as if to say, mine's bigger bro. My thing was that I got really aroused by the naked hairy butts. I dreamed of this one jock's butt. He was a big player, with thick hairy legs, a big hairy butt. I dreamed to the point of getting hard at night.
It bothered me a lot that I got hard that way. I started to get hard thinking of his thick arms and chest, of wanting to kiss his lips. He had a very heavy beard, which wasn't always shaved. I dreamed, until one night I dreamt that he took my skinny ass and fucked me. I had a wet dream that night, my pillow soaked in sweat. When I spent my two hours at the jock hall I spent every moment I could around him if he was there.
My wet dreams continued, but nothing real ever happened. Jocks like jocks I told myself, why would any jock want a skinny assed nothing like me. After college I went to work in the management training office for a hotel chain. I graduated with a degree in Hotel Management, which is why I worked in the athletic hall. My first post was in Chicago. It was so cold that winter I felt I was going to die, taking the train from my shitty apartment to the Hotel downtown. I had to wear the uniform and the blue collars that rode the train looked at me, a skinny white guy in a hotel uniform. I started to fantasize about some big guy taking me down, fucking me, leaving me in the trash behind the building where he fucked me. Vivid dreams, wet dreams. I looked at the men on the train with that eye.
My day came. It was totally unexpected. It was after work, I was working the 3 to 11 shift, but got our around midnight. The guy put his arm around my shoulders and said we should go get a drink. It was one of the men that worked in housekeeping, a big man and he hugged me to him. I looked up at him, right then I wanted to kiss his lips. We went to this bar, what others would call a dive, a dirty place so dark it took ten minutes to see. He sat me with him at a booth and squeezed me against him and told me he wanted to make my day.
It was terrible in every sense of the word. Unable to escape even if I tried. His cock was huge to my eyes, a big thick thing that hung there waiting for me to take into my mouth. I was trembling, I was scared but his voice telling me to suck his cock forced me into acting. His cock was bigger than my hand could hold, my fingers barely touching. With both hands he held my head and fucked me until I gagged several times.
He told me to drop my pants and get over to him, back up into him, his big thick cock rubbed up and down my crack, between my legs and he kept telling me I was going to like that. When he got down to business I thought I was going to die, impaled like some prisoner in the middle ages, he worked his way in, until I was totally fucked. The pleasure that overcame me, left my mind in a daze, he fucked me until he was done and came out dripping his cum. I had been his bitch, my skinny white ass had now been fucked.
But it was a dream, another wet dream, that's not what happened. What happened is that it was an older man that worked the front desk, he took me to this sit down bar and played with my hand while he talked about when he was in the theatre, an extra he told me, he never got a good part. His lips were thin, he was very white. He was me only twenty years older. He held my hand as we talked, and sipped on a mixed drink he ordered. He asked me if I wanted to go home with him.
I did, I sucked his dick, but I wanted to. I got undressed with him and got in bed with him and he did fuck me, he told me he thought all along I would want to. We kissed, or rather he kissed me and I enjoyed it. I enjoyed it. One skinny white man with another skinny white man. That's what was different with my fantasy. But it was real, I didn't wake up from a wet dream, I woke up and I was naked in bed with him.
When I got to college I had to work part time. I was twenty in my junior year and I was working on campus in the athletic hall. My job was janitor to the jocks. I was made fun of by the jocks and I saw a lot of them walking around with nothing on but a jockstrap. When they crossed path with another jock they held their junk as if to say, mine's bigger bro. My thing was that I got really aroused by the naked hairy butts. I dreamed of this one jock's butt. He was a big player, with thick hairy legs, a big hairy butt. I dreamed to the point of getting hard at night.
It bothered me a lot that I got hard that way. I started to get hard thinking of his thick arms and chest, of wanting to kiss his lips. He had a very heavy beard, which wasn't always shaved. I dreamed, until one night I dreamt that he took my skinny ass and fucked me. I had a wet dream that night, my pillow soaked in sweat. When I spent my two hours at the jock hall I spent every moment I could around him if he was there.
My wet dreams continued, but nothing real ever happened. Jocks like jocks I told myself, why would any jock want a skinny assed nothing like me. After college I went to work in the management training office for a hotel chain. I graduated with a degree in Hotel Management, which is why I worked in the athletic hall. My first post was in Chicago. It was so cold that winter I felt I was going to die, taking the train from my shitty apartment to the Hotel downtown. I had to wear the uniform and the blue collars that rode the train looked at me, a skinny white guy in a hotel uniform. I started to fantasize about some big guy taking me down, fucking me, leaving me in the trash behind the building where he fucked me. Vivid dreams, wet dreams. I looked at the men on the train with that eye.
My day came. It was totally unexpected. It was after work, I was working the 3 to 11 shift, but got our around midnight. The guy put his arm around my shoulders and said we should go get a drink. It was one of the men that worked in housekeeping, a big man and he hugged me to him. I looked up at him, right then I wanted to kiss his lips. We went to this bar, what others would call a dive, a dirty place so dark it took ten minutes to see. He sat me with him at a booth and squeezed me against him and told me he wanted to make my day.
It was terrible in every sense of the word. Unable to escape even if I tried. His cock was huge to my eyes, a big thick thing that hung there waiting for me to take into my mouth. I was trembling, I was scared but his voice telling me to suck his cock forced me into acting. His cock was bigger than my hand could hold, my fingers barely touching. With both hands he held my head and fucked me until I gagged several times.
He told me to drop my pants and get over to him, back up into him, his big thick cock rubbed up and down my crack, between my legs and he kept telling me I was going to like that. When he got down to business I thought I was going to die, impaled like some prisoner in the middle ages, he worked his way in, until I was totally fucked. The pleasure that overcame me, left my mind in a daze, he fucked me until he was done and came out dripping his cum. I had been his bitch, my skinny white ass had now been fucked.
But it was a dream, another wet dream, that's not what happened. What happened is that it was an older man that worked the front desk, he took me to this sit down bar and played with my hand while he talked about when he was in the theatre, an extra he told me, he never got a good part. His lips were thin, he was very white. He was me only twenty years older. He held my hand as we talked, and sipped on a mixed drink he ordered. He asked me if I wanted to go home with him.
I did, I sucked his dick, but I wanted to. I got undressed with him and got in bed with him and he did fuck me, he told me he thought all along I would want to. We kissed, or rather he kissed me and I enjoyed it. I enjoyed it. One skinny white man with another skinny white man. That's what was different with my fantasy. But it was real, I didn't wake up from a wet dream, I woke up and I was naked in bed with him.
