Why can’t I make my boyfriend ejaculate?

So this is going to sound kind of crazy but my boyfriend managed to give me 3 orgasms but I cannot get him to ejaculate. I’ve tried everything. Please help.

Have you tried talking to him? Awkward as it will probably be, it might magically fix your problem. Different things feel good to different people, and you might just need some guidance about what feels best to him. If it’s difficult for him to describe or difficult for you to understand, ask him to move your hand/mouth/body so that it feels good for him.

It might always be difficult for him to ejaculate. This can be caused by some medications or by having a high threshold for stimulation. If he always has trouble, you might be better off aiming to make him feel good and not worrying about ejaculation. Sex (in all its forms) can be very pleasurable for most people without orgasm. Having an orgasm during every session of sexual activity is not a reasonable goal for many people, but feeling good is.

Performance anxiety and general anxiety make it very difficult for many people to have orgasms. Talking about it with him might help him to feel more comfortable. In sex therapy, it is often recommended that couples take turns touching one another and talking about what feels good but not attempting to reach orgasm. This takes off pressure to reciprocate and to have an orgasm, and encourages communication.

Once you are very comfortable with this exercise, you can move on to taking turns trying to bring your partner to orgasm, again with no pressure to reciprocate. When you’re good at this, you may be able to resume normal activity with better results.

If your boyfriend is having a lot of anxiety issues and having trouble getting over them, there may not be much that you can do beyond giving it time and making it clear that you’re open to talking.

Recommendations: A book for men on improving orgasms and a general book on sex and relationships for college students.