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FIRST TIME BUT NOT THE LAST!

When I was a young boy I liked jacking off a lot and discovered that my finger stuck up my ass just made it much better. I even fingered my ass even when I wasn`t jacking off because it just felt so good.
I started thinking about other things so I experimented with a few things easily found laying around our house and they felt good too. In the shower and late at night laying in bed I played with my ass and couldn`t do it enough.
I only had one friend that I thought I could talk to about this so the next time he spent the night at my house I started talking to him as we were laying in my bed back in my room late that night. I asked him if he liked jacking off and of course he said he did and liked doing it often. We talked about that awhile and then I asked if he ever fingered his ass while he was jacking off. He said he never tried it but then I told him I do it all the time and it really does feel good. We talked for a very long time and we both knew we were playing with our dicks as we talked and we talked ourselves in to stroking each other and it was great. We stopped just before we came the first time but made each other cum with our hands on each others dicks.
We cleaned up and continued to talk and eventually took off our underwear and we laying under the covers naked still rubbing on each other and just touching each other in different places when I started talking about fingering my ass again. I guess he liked hearing me talk about it because I turned over face down and he started rubbing on my ass and even put a finger in the crack of my ass so I thought he wanted to finger me so I asked him to do it and he did. As I held my butt cheeks apart he slowly poked a finger on my tight asshole and then eased it in me and pushed it in quite a ways as I told him to keep doing it. He must have liked it because he was working his finger in and out quite a bit so I asked if he liked doing it to me and he said he did.
He did it for a very long time then asked if he could try something else. I told him to go ahead and he took his finger out of my ass then got on top of me. I didn`t say anything and let him do whatever he was going to do and he held his dick in his hand and rubbed it around until he found my asshole and touched the head of is dick to my asshole.
It felt good and I wanted him to see if it would go in so I let him push on it a little and felt it start to enter me and I let it go in and we both moaned out softly and he asked if it felt OK and I told him I liked it so he asked if he could keep going and I told him to see how far it would go in and soon it was all the way up my ass and he was laying on top of me. He asked if he could work it in and out like he did with his finger and I told him to try it. OMG what a feeling!! We both liked it and he kept going and never said a word before he came inside of me.
I came too with his dick in my ass and quickly asked him to do it some more. Right away he started doin it again and it took a while but he came in me again. We tried it again later on and it was even better than before so we did it all the time for years and it was always very good. We also gave each other oral sex often and both liked to 69 and swallow each others cum. We moved apart when we were 19 and I missed having sex with him but it is still nice to think back on those days and how good it always felt.

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      • I miss the neighbor boy who would suck me off while watching my Sister in the shower ๐Ÿ˜ a couple of times he put his finger in me too. I tried to fuck him a couple of times but it hurt him too much, I settled for fucking in between his cheeks while he gripped on me, simulation of intercourse, but I really liked being in his mouth ๐Ÿ‘„

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