Okay, so we've had sex 4 times and I've NEVER managed to make this guy cum, not through vaginal, oral or anal sex, and we've done all of the above. Every time we have had sex has been between 5 and 8 hours long and he stays hard, like, the whole time but doesn't cum.
He acts like this is an ongoing "problem" for him. He has told me that no woman has ever made him cum through a blowjob, but I've done that for a handful of guys who said the same thing. There were a couple that I never managed to get off orally but they still came through regular sex.
I have given him blowjobs that lasted over an hour to no avail, and like tried everything I can think of to do with hands and mouth. He will keep SAYING he is going to cum but then doesn't. I've tried keeping at the same pace and just ignoring it when he says that, tried speeding it up, tried gripping harder. I haven't tried slowing down?
I made a comment to him last night that he could probably do it in under two minutes himself and he said no, he actually doesn't jack off because he'd "get carpal tunnel". What is he doing?? He has to cum sometimes doesn't he?? Also, he is married (although he doesn't know I know that) so I wonder if guilt could be coming (hee) into play here? Obviously he has cum at least once with his wife before because they have a child that is like 9 yrs old. No, the wife is not prettier than me. She's flat chested and super skinny with buck teeth. BD saw a picture of her and immediately called her "ugly". While that may be kind of harsh, she's definitely not a 10.
Last night he surprised me with a toy that he used on me during sex and I'm sure he could feel the vibrations too but that didn't make him cum either (though I came a lot, haha). He obviously cares a LOT about making me cum, and he's very good at it. He makes it very clear he enjoys getting ME off, but I wonder if he's having an issue being too unselfish?
I suspect he's not getting into the right headspace to relax too. Personality wise he's kind of a control freak, at least in his job. So that might have something to do with it...?
If it was a porn issue he would have to be jacking off right? Or maybe he is using something artificial? Some kind of toy for men? Fleshlight? What do you think and what can I do?