The first time for me was kind of unplanned. I had met this guy before at his office to for my first anything with a guy and he ended up sucking me off. I didn't reciprocate. So I went back a few weeks later and I really wanted to try sucking him, he started sucking me and rimming me and then rubbing his cock on my crack. I thought he wanted to fuck me and gave into the moment and told him too if he had a condom.
I don't think he intended to fuck me he was just enjoying the rubbing but he pulled out a condom lubed me up and pushed in. It hurt a little bit at first, he wasn't huge but a nice sized 7". Once he was in he fucked me for a little bit while I jacked off. After I came he pulled out and jacked himself off.
I really wasn't sore the next day or much after but he was very gentle. The next time I bottomed I was with two guys. Both about 7" again and they basically tag teamed me. It was fun but they were much more rough and I was sore the next day.
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