1. He Took My Virginity


    Date: 9/17/2015, Categories: Anal, First Time, Gay Male, Author: MatureBrownMan, Rating: , Source: xHamster

    I was about 16 and still a little chubby. It was around 11pm and I was walking home from a party. The bus has stopped running and I had a couple mile walk home. A older gentleman pulled up to me and asked if I needed a ride, normally I would say no thanks but it was damn cold. I got in his car and he turned up the heat; so I too off my gloves. He asked me my name and I gave him a fake name “Mike.” He told me his name but I didn’t care I was just happy for the ride and to be out the cold. He told me he owned a painting business and I was lucky he had to go back to the shop because he forgot some paperwork. We pulled up to a store front and he said he would be right back, then he looked at me in the car and must have thought “this guy is going to rip me off” and said to come in, he will only be a few minutes. We walked in, past the front office the back storeroom. I was uncomfortable be he asked is I needed money. I nervously said I was broke, he reached in his pocket for and handed me $50 bucks. He said he was lonely and wanted some company. My parents thought I was at my friends Matt’s house so I had the night. It was quick, he unzipped is fly and started jerking off and asked me to do the same. I thought “I’m not gay” while unzipping. He looked at my meat, dropped to his knees and gave me my first blowjob. He grabbed my ass cheeks to pull me closer to his mouth, I was still thinking ‘I’m not gay, I’m not gay” as he blew me. He took off his pants and pulled down mine and ...
    tried to put a finger in my butt it would go in. He asked me if I ever had sex with a man I said no, then he asked if it was okay he will be gentle. He led me over to a desk next to a bathroom and asked me to bend over it. I leaned over the desk and felt something cool being rubbed up and down my crack. He told me to relax as tried to push his cock in my ass. I pushed him back with my hands because the pain was nothing like I ever felt, it was like having a huge shit going in the opposite direction. He said he would not hurt me and to try again, he knew I was a virgin and it would take time. He started to push in again and a yelled ‘Oh my God stop!” He said sshhhh, bend over more. I pushed back again, he told me to give him back the $50 bucks. I said let try it one more time, I needed the money. He rubbed more lube on his cock and that was it. He pushed and I groaned, moaned and kept saying slow down. The head finally ripped through, then he gave a quick push and the whole thing was in. The feeling was like I was constipated, I wanted to push out but I couldn’t. I just wanted him out my ass because it hurt so bad. He pumped and pumped me and I gave a quiet “please” he must have had been lonely for a long time. He leaned on me and I could smell his horrible breath and saying how much he loved my black ass. I felt cheap like a new hooker. He moaned loud then said he was cumming and stabbed me in the ass with a big push. I could feel each of the pulsations of him unloading in my no ...
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