So I was in realtionship with a girl for nearly 3 years we started going out when we were 15 we started experimenting sexually after only 2 weeks but didnt have intercourse until we had been together for nearly a year. Unfortunatly 6 months ago we broke up, we had just started taking each other for granted and stuff but we never really stopped loving each other and have just got back together. The only thing I am concerned about is having sex again with her I remember I was always a bit on edge when it came to having sex. It was always 50/50 as to wether or not it would hurt her and if it did even a tiny bit no matter how hard I tryed to tell her it didnt matter and we could just just do other stuff for a while, basically no matter how hard I tryed to calm her she would always get really frustarted with herself and upset and things would just go down hill from there. I think this was partly because she was always very insecure and lack confidence, she has got far far more confident in herself and stuff though in the past 6 months. We would always do lots of experimenting with sexual activities when it wasnt intercourse and do very kinky and exciting stuff. When it came to intercourse though it was always her below and me on top. Once again when trying new things she never really seemed to be willing to try very hard and again just got angry with herself for whatever reason. My final question is about orgasms, she would almost always climax really quickly once I was inside of her and then normally once she had climaxed it would begin to hurt. I mean when we did have sex and none of the above happened it was amazing and we had a great time. It was always just a 50/50 gamble as to wether or not it would end up with her angry and upset which I used to hate because I done nothing but comfort her. A few additional details, neither of us have had sexual relations while we were apart. Also I am circumcised, maybe this has something to do with it hurting for her sometimes? Anyway does anyone have any advice on how to prevent things go badly?