I have been in a good relationship for almost four years. My boyfriend is loving and generous and I have good reason to believe this will lead to marriage. (I hope!) The problem is that I have faked orgasm with him since we first started dating. At first I just thought it would be a fling and wanted to be "good in bed." As time went on, I realized this could be the real thing, but by then, it was too late to tell him the truth. It's not his fault — I have never been able to orgasm through intercourse no matter whom I was with or what I tried. I feel sad all the time for lying to him (sometimes he suspects I've faked it, but I still deny it). It just seemed easier to let him believe it because I didn't want to be a frustration to him and he seems so happy when he thinks he has satisfied me. My question is: should I tell him now after almost four years? I think he would be crushed! Maybe he'd be angry that I've lied so much. Maybe I don't want the pressure of having to really come. But I really don't think I can keep this bottled up inside anymore.

Sigh...

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?