I said, "OK, just go really slowly!" I felt his dick slowly slide deeper into me, filling up my ass. It was so unbelievably weird to feel his hard dick moving inside of me. Off and on the sudden pain would flair up, and I'd yell out again and he'd pause for a moment, but for the most part he just kept slowly pushing his dick deeper and deeper and deeper into my ass. I could swear it just kept going and going. It was very uncomfortable. I was making involuntary sounds the whole time, moaning and grunting and yelling. It seriously felt like it was two feet long. My face was pressed into the paper covering on the exam table as I felt his cock plunging deeper and deeper in. Finally I felt his hips push up against my ass as he gave one last thrust, his long dick all the way inside me. I yelled through clenched teeth as I struggled to take it all into my tight ass. We stayed like that, which felt like forever, until he finally said, "OK, I'm going to need to do that three or four more. But that could also be because we were constantly working out and practicing.But there was this one time in wrestling that happened that was just weird. This day I decided not to wear under wear because I had PE.You see I usually wear these nice comfortable stretchy boxers for exercise and activities or anything really. I hate normal panties, but mainly whenever I do physical work because they ride up and give me a wedgie. But all my boxers were dirty so I just wore nothing, this was the last day I ever did that.During practice we paired up around 120-130 (Can't remember exactly) and I got with a 8th grader which was awkward because I usually practiced with a guy friend I knew. And we were going to practice the ball in chain. (This involved the on one top to put their hands through the pinned ones legs to grab their hand.)It's awkward for guys too, and it's probably also very awkward for the eighth grader who had to do it to me.We started the process slowly, going in the process our.
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