Him not being able to cum in a condom isnt anything to be worried about, its not like he has a problem or anything, my boyfriend hates wearing condoms because it de sensifys the feeling of being inside me which makes it harder for him to orgasm. Even though back in the day when he had to wear condoms yes he was able to cum, but it can change over time when you get used to having sex with someone, you just want the closest feeling you can have, you should definatly go on birth control it will take alot of worry away and then he can cum in you or he can pull out whatever. But nothing to worry about, only thing you need to worry about is getting pregnant, hehe, so try to get on birth control if you can : )

As mentioned, nothing wrong with him.. It's really is mainly psychological. Especially after experiencing sex and orgasming with you outside of a condom, it's tough to go back. In either case, use spermicide or bc pills (or better yet, both.) until you're ready for little ones.

Well i'll tell you one thing.I had the same problem and my wife started getting sad and upset about this problem because she thought that she was not providing me enough pleasure and then we decided to have sex without condoms and my problem was solved. I noticed that when using a condom the penis sensibility decreased a lot in my case and that's why I didn't reach orgasm. I think he has the same problem!

I know that my husband cant cum in a condom because it cuts of circulation to his penis? Maybe try having him get a bigger condom? I know that condoms suck because it can take away from the intimacy. I would suggest get on the pill or use some other form of bc.

Good luck!