Intimacy issues with boyfriend

LegacyUser

Hi all. Just posting here as I don't know where to turn in relation to some issues with my boyfriend. I am 26 and he is 24 and we have been together since March. Things are great between us in every way except for the intimacy side of things and I just want to get some advicr on how to deal with/approach these.
The first issue, regarding myself is that I have never had an orgasm. I enjoy when my boyfriend pleasures me and I get to a certain point where I become really sensitive and tingly and have to tell him to stop. Each time I try let things go a little bit further but he thinks he doesn't do it for me anymore but the opposite is true. Is there anything I can do to improve this? It is probably psychological but maybe someone here has been in the same boat.
The second issue is relating to my boyfriend. He has never orgasmed from penetrative sex. He says he enjoys it and is really attracted to me but he either goes soft or it goes on too long and doesn't finish. Mostly I have no problem giving him an orgasm through oral sex except for last night he kept going soft so we left it. I woke up in the middle of the night to him masturbating beside me in bed. It didn't go on for very long, maybe a minute. I felt sort of put out by it but since I am not the most experienced person sexually maybe its something guys do, just I've never come across it.
If anyone had any perspective on what I could do to try solve this I woukd be intetested to hear. We have talked about it, I tell him he does it for me because honestly he does and I think my lack of orgasm is an issue on my part. We both agree we are mad about each other and the sex side of things will come right because we will work at it but nothing improves. I would like to sort or try improve these issues before they get out of hand as I don't want them to affect what is otherwise a brilliant relationship.

OneOfThem

I've known a couple of girls that had the same issue. Hadn't orgasmed before, would reach a certain point and then it would be too sensitive and would have to stop. The solution seemed to be stopping at that point, waiting a little bit, maybe going back to just kissing and touching elsewhere etc, then starting slowly again once the sensitivity eased off, maybe doing this a few times, kind of build it up step by step until they 'break through'. Being relaxed and in the moment is also important. If you're putting pressure on yourself or trying to 'force it' that's not going to help. So it would be good if you and your bf both had an understanding that it'll happen the time it happens but if it doesn't you have still enjoyed it for what it was.

As far as your bf's issue is concerned. It would probably help if he tried to cut way back on masturbation, or stopped altogether for the time being. Which won't be easy, will be a bit frustrating for him if he's not getting sexual release, but it shouldn't be long for before he finds he can orgasam through intercourse. I mean think about it, if men go a period without orgasmming it'll just happen automatically in their sleep, because it pretty much has to happen, so he should find it starts happening fairly regularly through intercourse after a week or two if he can try to rely on that being his sole outlet for orgasm. As above, stopping and starting again after a bit in a session and building things up may help here if he goes soft during intercourse, or finds its going on too long and not happening a particular time. Try lots of different positions as well, they aren't all equal.

You'll both need a bit of patience and to try to enjoy the act of sex in and of itself, rather than orgasm being 'the goal' for a little bit, but you should both get there. And more than likely once you both have the first couple of times, it'll be easier and easier from then on.

Hope this helps. Good luck.