I am an 18-year-old virgin, but my boyfriend wants to have sex with me. We have been dating now for eight months, and he says he has been waiting long enough. I have this fear of having sex because of the consequences, but I try to tell myself that as long as I use protection, things like that shouldn't happen.

I'm not sure what I'm asking for; I'm not sure it's advice either. Right now I'm reasonably sure that I don't want to have sex, but this little voice (probably his) keeps asking "What's the big deal?"

I know it's not a big deal, but it's something I really believe in, and I want to wait. I only have one life to live and I want to do it right. I did a lot of things I ended up regretting, but this is really important to me. The only thing is, I have no problems fantasizing about making love to him. I just have trouble with carrying out the actual act. I really need to ask if you think my fear of sex is unnatural or just a product of the way I've been raised?

Is there any way I can get over all the horror stories of regret and painful first times and just give myself to the guy of my dreams?

It's very hard for me to orgasm during sex, even if I help myself. I can do it all by my lonesome very quickly, but as soon as I'm with a guy, I just can't cum. However, I'm not worried by this whatsoever. I love sex, and I love everything about it. I love the act of sex, I love pleasuring my partner, I love the sights, smells, and sounds of sex. If I don't cum, meh, I'm still very happy. I'm no happier if I do orgasm during sex.

My problem seems to be keeping my partners happy with my contentment with not orgasming. They seem to think it's their life mission to make me orgasm. I had one boyfriend with whom I actually faked orgasming for a good two years because he was so upset that he couldn't make me cum. Every other partner I've had since then has taken it personally that I can't orgasm with them. It seems to put a bit of strain on my relationships.

I am with a new guy that I care for very deeply. He has been very understanding of my not orgasming, but he seems to try that much harder, and I think he is getting frustrated. I have orgasmed once since we've been together (a mere month and a bit), so it can be done, but I really don't want him to take it personally. I've told him already about this, and he said he was surprised that I'm cool with it. I REALLY don't want him to be disappointed and have this strain our relationship (like every other relationship I've had). I really do like him that much.

What can I do or say to ease his mind?