I had a friend that I knew for a few years before this story started. We lived in the same neighborhood and he’d come over to my house almost every day to hang out. One day we made a bet on something (I don’t remember) that I was so confident I’d win that I was like “I’ll give you a blow job if I lose”. Seriously, there was no fucking way possible that I’d lose this bet… until I did! I’m being completely honest when I say this - I had absolutely no desire to stuck his dick when I made this bet and even less when I lost! I also had no clue how badly he wanted that blow job either! We were both 100% straight (I assume) going in and neither of us ever had trouble getting laid. We even shared pussy, occasionally having three somes, but always “keeping our dicks on our own side of the pillow”. All that changed right after I lost the bet. 2 seconds after he won his cock was rock hard and out of his pants! I turned around and there he was on my couch stroking it like a girl was going to walk out of the bathroom naked any second. I pleaded with him for a few minutes, even offered him 10x what he’d bet me just to let it go. He wouldn’t budge and he knew I was one to pay up if I lost. After about 5 minutes of this I was on my knees between his legs, face to face with that thick white cock. I lean in so I’m about 2 inches away and blow on it. His cock throbs so hard when I do this that it pops up just enough to kiss me on the lips! I pull my head back and freak out a little, but he grabs the back of my head and pulls me in. I’m trying to tell him that it was a “blow job” so it counts, but he shoves his cock in my mouth when I try to speak. Instinct kicks in so I snatch my head back and yell “what the fuck man!”. He starts laughing and telling me “you know it’s going to happen so you might as well get it over with”. I don’t ever think I’d been so freaked out in my life to this point, but we both knew he was right. It took me a few minutes but eventually I got back between his knees and slid his cock slowly back into my mouth. It was the strangest feeling at first - feeling his cock swollen in my mouth. I felt gay and I didn’t like it, but I kept sucking. After a few more minutes I started getting into it though. He was morning like it was the best head he’d ever gotten and it got louder as I got into it. I’d watched him get head before and he never made a sound. It almost seemed like a blow job was just something that happened before pussy for him. I ended up sucking him for about 20 minutes before he came. Every time he’d get close I’d come off a little and lighten up. When he finally came he forced it. He grabbed the back of my head, shoved his cock into my throat, and unloaded what felt like four days worth of cum into my neck! He literally held my face there for about 10 seconds while he unloaded his throbbing cock into my throat, then slid it back and held it in my mouth while I sucked on it gently for a minute or so until it was hard again. As I went to get up he tried to stop me - begging me to do it again, but I said no even though I wanted to. I couldn’t let him know that I liked sucking his cock. He ended up begging me for head for about a week, telling me it was the best he’d ever had before I finally gave in and sucked him off again. It was the first time he’d been to my place for more than 20 minutes without asking since I sucked it the first time and he definitely wasn’t expecting it! He was watching TV and the outline of his cock through his sweat pants was calling me so I listened. I didn’t ask or say a word. I just dropped between his legs, pulled his cock out, and started sucking it like there was a milkshake in his balls. He had almost 9 inches of thick warm cock and I ended up sucking it likes trained porn star every time I saw him after that for almost two years until he moved. Occasionally he’d even have me suck one of his friends off too.
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