I met Tripp Maverick a few years ago when he was a 19 year old looking for some quick dough. He was nice enough, but he was very fickle, and after an initial attempt at some man on man action, he all of the sudden got a strong desire for pussy in his life. Needless to say, a few years of barely scraping by focused his attention on making a living, and apparently he hasn't been too successful in the traditional workforce. I had been trying to get back in his hole (despite it being tight as fuck). Every time he would text me, which was sometimes frequent, I would make an offer. He'd waffle, and nothing would happen. The stars must have been aligned just right, however, because I finally got a second chance with his puckered up straight boy hole. I'm not gonna lie, he is pretty difficult to fuck. But I didn't give up, and you'll see in this video just how hard I tried to get him loose. The bonus here is that he was hard as a rock even though he was screaming in discomfort. He might have been complaining about my cock in his ass, but his erection betrayed a true enjoyment. Finally, after getting his butthole just open enough for some great thrusting, he hopped on top of me. I knew I could get him to cum, that wasn't in question. However, I was completely blown away by the sheer amount of jizz that shot out of his dick. He kept cumming, and cumming, and cumming. He's definitely a bottom even if he doesn't know it yet. As a matter of fact, he has since been begging for some more, ummm... work. After all, a guy has to pay the bills, right? Welcome to the service sector, Tripp.