This ever happen to any of you?

Sounds like a repressed homosexual to me

The good news is you'll almost certainly be able to get off from intercourse, then you can finish him off with a BJ

While it is definitely rare, there are some guys who are unable to ejaculate from intercourse alone. There are many theories around as to why but unfortunately no concrete evidence to conclude exactly what happens or how to work around it. The individual themselves would need to look at their life and evaluate as what it could be and then take it from there.

Some of the theories are,

Focusing strongly on pleasing her that he disconnects himself from his pleasure
Atypical masturbation patterns aka conditioning yourself, eventually nothing feels as good
Lack of attraction for the girl
Religious beliefs, sex = sinful
Anger towards women
Traumatic events

Drugs, such as some anti depressants, can also cause this.

As MssBoss said, don't jump into this thinking that you'll change him with a quick tryst. It can even lead to you questioning whether he finds you attractive so the best thing is to be able to talk to him about it. Be a good friend and he may open up to you as well and then you could discuss it with him

Well this is definitely not true unless he goes limp during sex which is probably the case. If he goes limp then he probably can't orgasm. Unless the girl is really loose or the guy has a very small penis this might be true but with an average size penis and average girl this is very impossible. He is probably just saying this so he gets sex with either you or the other gal.

It's not a big deal. I have a guy friend that has the same problem. He masturbated before his current girlfriend. But he told me he masturbates with not the up and down motion,but a rubbing the base of the head motion. When he has sex with his new girlfriend he doesn't orgasm. She's reached orgasm,but not him. For one he's not totally comfortable with letting go. And for another reason,I think he was so focused on trying to make her orgasm.. He put her first. He told me his main goal was her pleasure,not his pleasure. He doesn't even orgasm when she gives him oral sex.

The only time he reaches orgasm is when he pleases himself. Though he says she's getting better with the oral side of it. Honestly,I think it's technique. I think like girls,some guys need certain things. He needs his focus on the head or his shaft,not the base. So regular penetration,is not quite enough for him. It could be but he needs added time. And it's added work,and he'd rather not do all that. If his girlfriend learnt how to use her inner muscles,I think he'd find his climax. But she's relatively new at the sex game. So what can you do for him? Ask him what he likes,and what feels good to him.

Maybe he just didn't think the girl he was with,was good enough for him. Or maybe he didn't trust her to let himself go. Because climax for some guys is ultimate vulnerability. But make sure you're not just sleeping with him because you want to see if you can get it done. Don't sell yourself so cheaply. Learn about him,sometimes the best physical release is a emotional release. Guys can get sex all the time,but how about a girl that will listen to him?