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She even bled, so it was “official”. I was so nervous about being caught that I didn’t even cum, and it was clear she didn’t enjoy it that much either. But we assured one another that Prom night would be better. Both our parents thought we would be at an all-night lock-in event. We had a picnic shelter area at a nearby park picked out. I planned to bring a soft blanket and some candles.Prom night came and Caitlyn looked smoking hot. The long, backless, black dress emphasized her lean body. It. While lying out at the hotel pool, we noticed a number of single white women, who had taken up with local black men. Several of the men were sporting really incredible bulges which drew a remark from Anita.That night we decided to go clubbing. Ana was wearing a short sundress that showed off her great curvy body.We started with a small place; a dark bar. We ordered drinks and as our eyes adjusted to the light, we noticed I was the only white guy in the place. On the other hand there were. He took a vhs tape out of his backpack and showed me. It was a bootleg porno. We had never seen a porno just a few pictures from a playboy that was passed around in school. I popped it in my vcr and was extremely excited as was jay. We sat on the couch watching the porno and I was instantly hard. We both watched the whole thing and then he left and I had the worst case of blueballs in my life. I struggled through dinner and homework and couldn't wait to go to bed and jerk off. Once in bed it. Then I put my dick head on his ass hole and tried to insert it. It wasn’t going in. I held his shoulder and gave another jerk. The head of my dick went inside his ass. But the amount of lotion was a little higher, so my dick got pulled out of his ass.Then I again started inserting my dick in his ass. Once the head was in, I gave another stroke and half of my dick was in his ass. He screamed with pain. He leaned forward and my dick again got out of his ass. This continued for several times.Then.
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