My bf and I have been dating for 5 months. We are both 22 years old. We have a really strong emotional connection (we've been best friends for 3 years) and great chemistry. But we only had intercourse once. We have oral sex, we "play around". We are intimate regularly and we both enjoy it a lot (personally he's the guy I've felt more sexually comfortable around up till now). After that one time, though, we have been unable to have intercourse again. We were going to have intercourse one time, but as soon as he put the condom on... he lost his erection. He couldn't get it "back up" until he removed the condom, and we did get to "finish" but without having intercourse. He was clearly very upset and I was a bit upset myself, because even though I know it's not my fault, I still somehow believe it's because he doesn't like me enough, or stuff. He obviously was upset because he thought it was his fault, he felt he had "disappointed" me, etc. But the reason was actually that the condom was too tight! I comforted him and told him it was no big deal and I enjoyed being with him anyway (which is the truth). Anyway, after that incident we kept "playing" with each other (basically we do everything except intercourse) and everything was OK. But then a couple of nights ago he suggested we had intercourse (I had been avoiding the subject since I knew it might have upset him), and... the same thing happened. Only this time we didn't even get to the point of him wearing the condom! And he was very aroused just moments before. It's clearly a psychological thing, it's like now, after that one time, he is afraid of not being able to do it, so he can't actually do it. He was very upset, a lot more than the first time. I was very supportive and once again we got to "finish", just without intercourse. We haven't attempted it since.
He feels more upset than I do because of this, since he says that he would really like to have "complete" sex, he feels the "need" to, but then when we are almost there he starts thinking and worrying and before you know it, erection's gone. He hates himself for this, no matter how many times I tell him that it's not his fault, it's no big deal, we have lots of fun anyway. But I have to admit it gets to my self-esteem too, cause no matter what I do to "help" him stay up it doesn't work... I even ask him if there is anything I can do, but he says it's not because of me so there is nothing. I still unconsciously feel like it's my fault, like he doesn't like me enough - even though I rationally know it isn't, since everything works just fine when the prospect of having intercourse isn't on his mind.
I think it's clearly because of psychological issues, since there doesn't seem to be any problem in the strictly physical part of it. What can we do to solve this situation? Thank you for reading : ).