This probably a stupid question to some of you, so let me say sorry in advance. I'm in a long distance relationship with my on and off boyfriend of one year. I've always wanted to try anal sex, but have been to scared. He's finally convinced me that I can trust him. I've read a lot of stories online where girls asses are totally ruined from anal sex... I'm guess "too much"? Soooo is this fact? And any tips for first time anal sex? How much did it hurt?