My boyfriend of 18 years injured himself on the side of the head of the penis during sex. We were in the missionary position, but I had one leg bend, rather than straight, due to a knee injury. The other leg pointed straight up. The sex was not rough , but he thought that maybe he put his penis in too far. He said that he could feel something in there . I am not using anything( diaphram, etc.). He developed a reddish swelling , but there was no pop sound. His penis still hurts during an erection . There was never any blood or difficulty while urinating; it only hurts when he gets an erection. The swelling is almost gone now. I had myself checked out to insure that my cervix had not dropped ( I am 52), but everything is fine. My boyfriend has never experienced any penis injury up until now. Any ideas? We are not having sex now.