He's inexperienced, insecure in bed and I don't think he'll be able to please me

We've been dating for a few months now and a week ago we had sex for the first time. It was so distracting and bothersome when he would do certain things in the middle of having sex.
He would stop 2-3 times in the middle of having sex and wipe himself and me with a towel and then go back to having sex. I was so turned off and it was physically uncomfortable because it was too dry.
I asked him what he was doing and I'm quoting exactly what he said "Its too squishy"
Keep in mind he's 29 years old.
I've never been when anyone who was bothered by the normal bodily fluid that is involved when having sex.
I'm the second person that he's had sex with and it is very obvious that he's very inexperience and I just don't know how to teach/show him how to sexually please me.
He's never given a women oral sex before either.

i can only think that you should talk about it, but calmly, and it can be hard because it can hit on him you know? he should know that you care and you want to help him, that its not that you're complaining but he can't deny if he is inexperienced and he should let you teach him. it's a matter of trust

Hey there.

I agree that talking about it to him is going to be the best. Do take care to be gentle though...being too harsh on him is only going to make things worse.

I absolutely agree with you that the towel thing is WAAAY too much. :/ I can understand not grasping oral sex (not everyone has done that ), but the towel because "It's too squishy"...that's a hair much. He has to understand that lubrication is a natural part of female anatomy, and that by depriving you of that is uncomfortable. If he doesn't grasp that, equate it to self stimulation without lubrication. I think it'll drive your point closer to home.

As far as teaching goes, it's going to be a matter of patience. Be gentle, and simply cover the bases (so to speak) as to what you like and don't. You may (perhaps to the benefit of you both) want to incorporate the lesson in a more...hands on sense, so to speak, than a cut and dry lesson. He'd be more receptive to that I would think, and it could help the two of you grow closer.

I wish you both my best, and good luck to you both.

Harley

(((Jenn)))) - said with love - based on your intital posts and what you are looking for in your next relationship...is this something you wish to pursue further?

Just a lil thought / reminder.

Rose

I agree largely with Rose - if the situation with this person is so bothersome is it really worth continuing? As for the sex - i would be upfront about what makes you uncomfortable, we all have different preferences and if he's given a bit more direction about what you do and don't enjoy perhaps things will improve? All the best.

As a guy, if framed correctly I would welcome suggestions on how better to please my partner.

His inexperience could be viewed as a good thing, sort of like a blank canvas. But with that said his concern about things being "too squishy" does seem very odd, like he has some personal hangups.

But if you are not into him on other levels then you probably shouldn't invest too much time with this, just gently move on. But if you do like him, you have to make the decision on if you are willing to take the time to work though things with him and see if he can get better with a bit of practice. You mentioned that he has never preformed oral sex on a woman, did he ever explain why?