I recently lost my virginity to my boyfriend, and just as I expected, it hurt like a sonofabitch. Of course I expected this, but since then, we've only been able to have sex one other time, and that hurt almost as bad as the first time. We tried having sex in my pool and my spa, but he wasn't able to get it in. Then we tried having sex on my balcony, and as soon as he tried putting it in, I was racked with this horrible stinging pain. We attributed it to the chlorine from the pool and spa, but after we took a shower, we tried again, and though it didn't sting, he STILL couldn't get it in. We figured I was just too tight, so he tried going down on me and fingering me to open me up, but that didn't help much either. Is there anything else we can try ? A different position maybe ? (The two times we were able to have sex, we were in the missionary position. The other times we tried, I was on top, then we were standing up with my legs wrapped around him, then it was missionary again. Clearly, none of those worked either.) Any help you could offer would really be appreciated - I feel horrible because he always wants to please me, and I can't do anything for him because it hurts too bad. He doesn't even like oral sex !

Thanks !