Bi-Sexual Male / 21
Now out of college with a good paying job. But I worked my way through college, my parents didn't have the money to help. I got some scholarship money but as my funds ran out I was homeless, on the street and making classes on time and picking up what friends left on their trays for food. All went un-noticed. I couldn't stand it anymore, and using the gym for showers, sleeping at friends and sometimes outside every night was wearing on me. I even hid in the library a few nights and slept there after closing.
I got desperate. I knew a street where your guys paraded around and older men would drive up and then pay them for sex. I had to do it. I had intended in my mind to only give hand jobs, but found out right away men didn't pay for something they could do themselves. My first BJ was with a very handsome man with a few extra pounds. He pulled up in a very expensive car and when asked how much for a BJ I told him $30, he laughed and started to drive away, I told him whatever he wanted. He agreed to $20 and I got in the car. I was nervous as hell, not knowing what to expect and not being super huge at 5ft. 8in and 135 lbs to defend myself if he got rough. The man pulled into a parking lot behind a high wooden fence. It was almost totally dark and I was terrified, I noticed that a few more cars were around and I could see a few heads bobbing up and down and in one car I could tell the man was fucking a boy in the backseat. "How many cocks you sucked and fucked?" I was asked. I told him that I hadn't it was my first night out. he asked about my personal life, and I told him I'd only fucked girls. "Yeah right" was the answer as he pulled out the biggest cock I'd ever seen. Soft it was about 8" long and was about a thick as a can of soda or beer. I pulled out a condom and he told me NO. I said I didn't want to catch anything and with that he showed me his wedding ring, saying he didn't have anything and didn't want anything either. If it was my first time then why not??? He offered me another $10 if I took it bare, and another $10 if I let him cum in my mouth.
I put that monster in my mouth as it grew, though scared to death I sucked him like crazy, I wanted him to enjoy it but more than that I wanted to get it over with and quickly. He made me open my pants and show him my little cock, and as I sucked him he pushed down my jeans and underpants and with some saliva on his finger stuck it up my butt. I arched up and whined, and he said that I must really be a virgin. He moved his finger in and out of my ass as I blew him. I thought he was cumming but it was only his precum, there was a lot of it permeating my entire mouth, then he shot and I learned what a real load was like shooting into my mouth. I thought about the four girls I'd had who let me cum in their mouths. I was holding it all in my mouth and he produced another $10 and told me it was mine if I swallowed. I did it for him and opened up to show him it was all gone. Now with my pants down, $50 in my hand, a mouthful of sperm residue, he pushed me out of the car, said thanks and drove off. As I was about a block up the street walking back for more pick ups, he pulls up again. "If you go home now, and don't suck or fuck anyone else tonight, I'll give you another $50 and meet me tomorrow two blocks over in front of the statue at 7" I agreed. He gave me the money and told me that tomorrow I'd make $200 but I'd be fucked before he was done.
I went to a friends house for the night, got some peanut butter and jelly to eat, and slept thinking of that huge cock forcing its way into my virgin asshole. I found I was getting very hard as I thought about it. I didn't know what to do but I needed the money, and I met the guy at 7 the next evening. He took me to a mid level hotel a bit out of town saying he didn't want to be seen or recognized. I asked if his wife let him fuck her in her ass and he said that she let him have every hole. Why me??? I didn't ask. In the car he handed me $200 and a tube of lubricant. "Pull your pants down and start using some of that". As I did it, he added "Push it up in there really far and good, that way it won't hurt as much". Once in the room, he told me to put on this nightie, it was the favorite his wife would wear when she wanted him to fuck her up her ass. I put it on, including the crotchless panties. He turned out the lights and started kissing me and running his fingers through my shoulder length hair. He laid down with me on the bed and put his cock in my mouth. I got him hard and he lubed his cock then with me on my back, pulled my legs up around him and slowly but steadily entered my ass. He moved slow at first though it was very painful and I was really stretched, he waited a while, then after about 10 minutes he picked up the pace. I decided to help him along by talking dirty and soon my ass was being painfully and quickly pumped, leading to his full load going up my bowels. I could feel it shooting inside me and I liked that feeling. After, he just laid on me breathing heavily, and started playing with my nipples, kissing my neck while still keeping his cock inside me. I had to go to the toilet very badly but his cock was still in me, then I felt it growing with every kiss, every tweak of my nipples. While sucking on my nipples and pinching them he was hard again, and he started pumping. It took him about 40 minutes this time to cum and again, I liked the feeling of him shooting into me. Cumming while kissing me deep and giving tongue that was returned. He finally pulled out and cum just poured out of my grossly opened asshole, now a pussy. He took me to the shower after my sitting on the toilet for a while, and I washed him he washed me. After he took the nightie, saying his wife would love this story. He gave me another $100 he said for fucking him the second time.
I saw him a few times, he fucked me some more, a few BJ's but after I'd been fucked by a few other men he stopped coming to me. I spent 2 years getting fucked by men and sucking mens cocks, dressing up as a girlfriend, daughter, wife, whore, slut, college girl whatever they wanted, almost always safe and protected.
Now I don't have to do that anymore. I kept as clean as I could, got the clap once, but got treated and never had anything else. I now have a great girlfriend, we fuck each other senseless and I don't need to let guys fuck me anymore, I do kinda miss it especially feeling a man shoot cum inside my asshole.
I got desperate. I knew a street where your guys paraded around and older men would drive up and then pay them for sex. I had to do it. I had intended in my mind to only give hand jobs, but found out right away men didn't pay for something they could do themselves. My first BJ was with a very handsome man with a few extra pounds. He pulled up in a very expensive car and when asked how much for a BJ I told him $30, he laughed and started to drive away, I told him whatever he wanted. He agreed to $20 and I got in the car. I was nervous as hell, not knowing what to expect and not being super huge at 5ft. 8in and 135 lbs to defend myself if he got rough. The man pulled into a parking lot behind a high wooden fence. It was almost totally dark and I was terrified, I noticed that a few more cars were around and I could see a few heads bobbing up and down and in one car I could tell the man was fucking a boy in the backseat. "How many cocks you sucked and fucked?" I was asked. I told him that I hadn't it was my first night out. he asked about my personal life, and I told him I'd only fucked girls. "Yeah right" was the answer as he pulled out the biggest cock I'd ever seen. Soft it was about 8" long and was about a thick as a can of soda or beer. I pulled out a condom and he told me NO. I said I didn't want to catch anything and with that he showed me his wedding ring, saying he didn't have anything and didn't want anything either. If it was my first time then why not??? He offered me another $10 if I took it bare, and another $10 if I let him cum in my mouth.
I put that monster in my mouth as it grew, though scared to death I sucked him like crazy, I wanted him to enjoy it but more than that I wanted to get it over with and quickly. He made me open my pants and show him my little cock, and as I sucked him he pushed down my jeans and underpants and with some saliva on his finger stuck it up my butt. I arched up and whined, and he said that I must really be a virgin. He moved his finger in and out of my ass as I blew him. I thought he was cumming but it was only his precum, there was a lot of it permeating my entire mouth, then he shot and I learned what a real load was like shooting into my mouth. I thought about the four girls I'd had who let me cum in their mouths. I was holding it all in my mouth and he produced another $10 and told me it was mine if I swallowed. I did it for him and opened up to show him it was all gone. Now with my pants down, $50 in my hand, a mouthful of sperm residue, he pushed me out of the car, said thanks and drove off. As I was about a block up the street walking back for more pick ups, he pulls up again. "If you go home now, and don't suck or fuck anyone else tonight, I'll give you another $50 and meet me tomorrow two blocks over in front of the statue at 7" I agreed. He gave me the money and told me that tomorrow I'd make $200 but I'd be fucked before he was done.
I went to a friends house for the night, got some peanut butter and jelly to eat, and slept thinking of that huge cock forcing its way into my virgin asshole. I found I was getting very hard as I thought about it. I didn't know what to do but I needed the money, and I met the guy at 7 the next evening. He took me to a mid level hotel a bit out of town saying he didn't want to be seen or recognized. I asked if his wife let him fuck her in her ass and he said that she let him have every hole. Why me??? I didn't ask. In the car he handed me $200 and a tube of lubricant. "Pull your pants down and start using some of that". As I did it, he added "Push it up in there really far and good, that way it won't hurt as much". Once in the room, he told me to put on this nightie, it was the favorite his wife would wear when she wanted him to fuck her up her ass. I put it on, including the crotchless panties. He turned out the lights and started kissing me and running his fingers through my shoulder length hair. He laid down with me on the bed and put his cock in my mouth. I got him hard and he lubed his cock then with me on my back, pulled my legs up around him and slowly but steadily entered my ass. He moved slow at first though it was very painful and I was really stretched, he waited a while, then after about 10 minutes he picked up the pace. I decided to help him along by talking dirty and soon my ass was being painfully and quickly pumped, leading to his full load going up my bowels. I could feel it shooting inside me and I liked that feeling. After, he just laid on me breathing heavily, and started playing with my nipples, kissing my neck while still keeping his cock inside me. I had to go to the toilet very badly but his cock was still in me, then I felt it growing with every kiss, every tweak of my nipples. While sucking on my nipples and pinching them he was hard again, and he started pumping. It took him about 40 minutes this time to cum and again, I liked the feeling of him shooting into me. Cumming while kissing me deep and giving tongue that was returned. He finally pulled out and cum just poured out of my grossly opened asshole, now a pussy. He took me to the shower after my sitting on the toilet for a while, and I washed him he washed me. After he took the nightie, saying his wife would love this story. He gave me another $100 he said for fucking him the second time.
I saw him a few times, he fucked me some more, a few BJ's but after I'd been fucked by a few other men he stopped coming to me. I spent 2 years getting fucked by men and sucking mens cocks, dressing up as a girlfriend, daughter, wife, whore, slut, college girl whatever they wanted, almost always safe and protected.
Now I don't have to do that anymore. I kept as clean as I could, got the clap once, but got treated and never had anything else. I now have a great girlfriend, we fuck each other senseless and I don't need to let guys fuck me anymore, I do kinda miss it especially feeling a man shoot cum inside my asshole.
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