I ripped my dick once.
My GF and I were at a bar, and both feeling frisky. We left, found a quiet place and started shagging. She was unable to get comfortable on the metal stairs that supported us, so we hightailed it back to my pad. We jumped into bed and jumped each other.
In my enthusiasm I slipped out, but being in the drunken state I was, I missed re-entry and rammed her crotch to the right. It hurt. I cupped Mr. Happy in pain. I felt an odd sensation and looked down to see blood quickly seeping through my fingers. My GF screamed and jumped off the bed. I lifted my hand to see where the blood was coming from and, like Niagra Falls, it poured out all over the bed. Imagine how much blood a turgid penis contains.
I ran to the shower and let it bleed. It stopped after what seemed like an eternity. The stain on the bed was nearly 1/3 the mattress.
Apparently I had ripped some skin inside and underneath. I'm not circumsized. It took two weeks to fully recover.