Originally Posted by
Ladyviper
Talk to him about it, allowing him to open up may help him. There are sexual therapists that may be able to help too. I would say pace yourself and don't make him feel pressured, let him know it is okay to take your time and not rush.
It may be a deeper problem too, it could be a porn addiction or even an inability to ejaculate during intercourse, rather than masturbation. It may be an issue with keeping an erection, stamina, premature ejaculation, or a health issue causing sexual dysfunction. There are a number of things that could cause him to have a traumatic experience.