I finally let my new boyfriend know all about my past experiences. I've had many more men than he's had women and he seems to find it sexy. I finally let him know what I thought was the lowest thing I'd done. When I was 14 I let my 19 year old boyfriend share me with his friends. It was a gangbang, not a normal one, which I'd done before, but it was all anal. I was in bed and super stoned from 8pm on a Friday night until 3am on Saturday morning with 8 guys plus my boyfriend taking turns. The only thing was that I was face down and they all went inside my butt. I had to go to the doctor after that, and worse confess to my mom what I was wrong back there. I'm 20 now and my ring is still distended from it so now my boyfriend knows why. Oh . . . that 19 year old boyfriend when I was 14? He fucked me for a week after (mostly anal) before I went to the doctor. Then he dumped me and left our small town.