When I was younger, there was an older guy who lived a several houses down from me. Actually, he was only in his early thirties. He was divorced, and I thought he was really nice and pretty cool, and I liked stopping by his house, and he always liked it whenever I did. It was summer and warm, and one day I stopped by his house. He made the remark that I looked kind of sexy, because I was only wearing a t-shirt and cut-offs and was barefoot. I was a little shy, but I really didn't mind hearing that even as a boy. He asked me if I had any girlfriends, and I said no, that I didn't. Then he asked if I was ever friendly with any of the guys I knew. I pretty much knew what he meant, and I said that I wasn't. He said how that was too bad, because sometimes he liked being friendly with another guy like that just for fun. I thought that sounded kind of interesting and I was curious, so we talked about how sometimes it was all right for guys to do stuff together if they felt like it, and how nobody had to know if it was just between the two of them. He admitted that he was feeling kind of in the mood to have some fun and I shyly said that I was sort of feeling that way, too. Having established that, we both smiled at each other in a knowing sort of way, and then he hugged me and gave me a kiss on the mouth. I was sort of surprised and delighted and liked how daring it felt doing that with him. We did a few more little kisses, and then he told me how doing that was giving him a boner. He asked if I was getting one, and I confessed that I kind of was. So he asked if I wanted to take off my clothes and be naked with him, and it sounded like fun, so I said yes.
He got undressed and showed me his boner, which was quite large. I got undressed, and when I was naked, I strated to get a boner, too. He complimented me on how nice I looked, and we hugged and he started feeling my hard dick, so I started feeling his. It was extremely exciting doing that with him. We kissed some, and he he played with my dick and balls, and I played with his, thinking how great this was. I was a little surprised when he started sucking on my dick, which felt absolutely terrific! Then he coaxed me into trying sucking on his a little bit. I was a little nervous about doing that, but it was really a turn on. We kissed and played around some more, and then he went to get a rubber and slip it on. He said how he wanted to feel his dick in my butt. I nervously went along with it. I leaned over the arm of an easy chair and he got up behind me, and very slowly pushed his boner through my tight butt hole. It kind of hurt a little bit, but it was extremely stimulating at the same time. He managed to get his penis all the way in me, and he started to fuck me. I was gasping and my hands were clutching at the arm of the chair, and I was up on tip toes as he went in and out, telling me the whole time how good that felt and how hard I was making his dick. My own dick was super hard. It was a little tiny bit painful and uncomfortable having him in my butt, I loved how it felt and how exciting it was, though. He fucked me for maybe two minutes - although it seemed like a lot longer. Then he ejaculated inside of me, groaning and grunting. While he did that, I gabbed my hard dick and jacked off and exploded.
When it was all over, I was amazed that I had actually done that with him. I felt a little self-conscious, but really had thought it was great. We had sex a number of more times, and of course nobody ever found out, and to this day I still have very fond memories of that experience and I am still glad that I got to do that.
