Been there, done that. Firstly, I want to say that I don't think you should be having sex at that age. That said, I will tell you of my experiences. Buy lube. Personally, I prefer the cheap jelly brand (equate I think) from Walmart. I thought I got plenty of lubrication before I started having sex... yeah, not near enough. Thank you God for lube. My first time, even with lube was very painful and hurt (moderately to mildly) for three days after. It hurt, slightly less, for the next ten times or so. Those ten times it also didn't hurt as much afterwards, maybe only a day or so. I had a pap before having sex, so I did know that nothing was wrong with me down there. The pap also broke my hymen completely. BTW, now that you are sexually active, or at least considering it, it is very important for you to start having regular pap smears. I know, fun fun. Sex still hurts some when he enters me, but after that it is completely fine. It does hurt less the more you do it, but I completely understand the inability to do so after having it hurt so badly. As long as it still hurts from the previous time, I would suggest waiting until trying again.