I am having a problem orgasming, like most women. I am 24 years old. I have tried masturbating myself thinking it will be more relaxing and easier, but its not. The problem I am having is I get so close, but I can't get all the way. I start to feel pleasure, then I feel my muscles start to tense up and spaz a little, but then it gets PAINFUL that I jerk away and can't make it to the orgasm. I don't know how to get past this painfulness or if it's normal. I have tried so hard to get through the pain, but its too much. This is starting to ruin my relationship with my boyfriend. Please help me.

I am 18 and so is my girlfriend. We haven't had sex, but everything else leading up to it. The reason why we can't do it puzzles me. She is too tight, my two fingers hardly go in there let alone my penis. Help. How/what can I do?