My Buddy wins a bet. (Real) SeXStoRY

So After the first time sucking my friend off, We have done it few times since. One time I will never forget, because I let my mouth write a check my ass had to cash.... He looked at the original dildo that we used to get the girls excited. Made some comment like "its not that big" I told him if he could take that in his ass I would let him have mine. WTF was I thinking? Anyway that toy disappeared right before my eyes. I'm not sure if I was more shocked at the fact that he just popped it in like nothing, or that he was all over that deal, or maybe it was the fact that I was about to let a friend of many years take my virgin asshole. All I know is, I found myself bending over in fromt of him, kneeling on the couch. as he told me a deal is a deal. So I slowly rolled my boxers over my ass and offered my tight hole for him. I kinda felt dirty waiting for a cock with my clothes half off. He said ready? Started to aproach me from behind. When his cock hit my hole, he pushed afew inches, I relized how big that cockhead really was.... It hurt like hell and I jumped forward saying "Hell no, Sorry to big" He must really wanted it cause he just looked at me cock in hand, said that I should try to push onto it, Take my time. I used some more lube on my butt, and assumed the position again. He again put that large head on my hole, I started to rock slowly back and forth. Teasing his cock with my butt. Inching back I felt the point where the head was the thickest, One more little twitch and he was in. God I felt so full. as he started to hump against me. I was starting to like it and let out a few moans. Thinking I was still hurting he asked if I was ok. I pushed back and felt his balls tap my taint, OH God that feels good I told him. He got the hint and started to fuck me more. Here I was 19yrs old getting filled by my first cock and it was pretty big. To say I hated it would be a lie... I was enjoying myself, When it hit me he was going to cum soon..... But where? I asked him where he wanted to cum tonight? I want to fill your ass, he said. I wasn't sure if I was ready for that. So I quickly begged him to shoot it on my ass, while reaching under me and grabbing his balls. He pulled out and shot 3 strong streams on my back. The feeling of his hot cum hitting me made me feel so dirty, I thought to my self that must be how it feels for the many girls I've done it to over the years. I wiped up and rolled over he took my cock in his mouth and sucked me till I yelled I was going to cum. Pulled it out last minute and stroked me threw a intense orgasm. He has taken my ass a few times since. But it has been a long time since I had some hard cock to ride, kinda making me more slutty for it!! I do kinda wonder how it feels to be filled with hot cum, after being used by a hot stud.