i feel like i lost my virginity like 20 times . me and my boyfriend tried to have sex for  ike a month and failed. when we first had sex it was painful bled a little as expected but then the second time we failed. it couldn't go in. it wasn't even  painful. it just couldn't go in . it went on for like two months. if we has sex it was painful i would bleed then the next time we tried it didn't go in.