About 5 years ago, I hooked up with this really hot, muscular guy who was so sexy. I told him before I got there that I was only interested in doing oral. He had mentioned that he was a top. Once I met him, I was really into him. He was so passionate and good looking and we were really enjoying each other. His cock was average in length but super thick. He kept telling me how much he'd love to put it in me and I kept thinking, "there's no way that thing would fit in my ass".
He told me he just wanted to rub the head of it against my hole. I eventually obliged knowing it wouldn't fit. He put a condom on and put lube all over his dick and my ass and rubbed it against my hole for a little while and tried to poke it in to no avail. I wasn't even worried because I knew it wouldn't go in. He wanted me to pretend like I was going to sit on it. So he got on his back and I straddled him, letting his cock head rub against my hole. When he would find my opening, he would put pressure on it. The whole time I'm like, "Dude, your cock is too thick. There's no way it will penetrate my little hole". He would say, "that's okay. I just like rubbing it against your hole".
So I let him continue. At some point, he put more lube on and had me pretend like I was riding it again. On one pass when it lined up perfectly with my opening, he pressed in hard and the tip of his head opened up my hole and started going in. I was like, "No, no, no. Your dick is too damn thick. It is going to hurt like hell". I pulled off and he kept telling me that I could take it if I really tried. He kept reminding me that the head of it had already started to open it up. I kept objecting but allowed him to talk me into letting him "rub the head of it against me", one more time.
Of course, being the experienced top that he was, he knew just when to push in. This time the whole head of it went in and I swear I felt like I was being ripped in half. He held me tight and wouldn't let me get off of it. I was yelping a bit and he kept shushing me and trying to calm me and telling me that it would be okay. After a minute or so, he moved up a bit and pushed it in a little deeper. OMG! I can't describe the pain. I never knew anyone's ass could stretch that much. At this point, even though it hurt a lot, I was willing to let him keep it in a while, hoping the pain would subside. It never did.
He talked me into getting on my back, (mistake), and then he put my legs on his shoulders and started pushing his cock head against my hole again. It finally burst through and the pain was fierce. He finally got the whole thing in and I'm huffing and puffing and moaning and groaning. In spite of the pain, I found the guy so hot and I really wanted to please him. I let him continue. He proceeded to give me the fucking of a lifetime. He started jacking my cock and fucking me. The whole time I was torn between intense pain and intense pleasure. After he really started fucking me, I shot my load in about 5 minutes. Once I came, he pulled it out and shot off on my face, which is something I rarely let a guy do.
It really did hurt but it really did feel good. Some of you can relate, I'm sure. Never saw him again but with the stretching he gave me that night, I honestly believe that it helped me take normal size cock a lot easier since then. I've never had anyone fuck me that was so thick like that. And as good as it turned out, I don't think I ever would want a repeat. It was just too intense. Glad I did it but never want one that thick again. Sorry this turned into a little porn story here. Didn't mean to write so much but the memories came flooding back.
no bigger though, please god, no bigger
