To give some background sexually, Before we first met in person it had been 4 years since the last time I'd had sex, which was only twice. And he hadn't had sex in 10 years and only about 30 times max with that girlfriend. The 2 times I'd had sex were both missionary, which I enjoyed and felt that I could orgasm to. He'd only done doggy with that girlfriend. Now his favorite body part is a girls butt so that does make some sense that he'd want prime viewing of that area. He's also expressed that he would have liked mixing it up with her (she never allowed a different position). 

We've only done doggy (mostly) and reverse cowgirl. Pleasure wise that doesn't really do much for me, it's not as intimate as I'd prefer. I'd really like to have face to face sex, preferably missionary. Although I feel shy bringing it up since we've dated so long and never done it. I'm afraid he won't think I'm attractive or that my facial expressions will be weird. I'd prefer missionary just because being on medication recently caused me to gain 40lbs (I've just begun to lose the weight this past month with 10 lbs) and left me even more insecure about my body, particularly my tummy. My BF has been very supportive and loving during the weight gain, always saying I am more than my body to him. And he prefers girls who are "thick" anyways. If I hadn't gained the weight I'd probably just take control and cowgirl him, but I'm too insecure about my tummy size and don't want to turn him off. Because he hasn't had much practice with sex he isn't the most confident. He does have a little ED due to anxiety. So far it hasn't been a problem, but I don't want to tell him we should have sex a certain way when he's still not very confident and have the possibility of ED arise and become a real problem. Now this may not even be a problem and just me over thinking all of this.

Should I just go for taking control and cowgirl him in the moment and forget my insecurities or try talking it out with him? We're hopeful that he can visit around Thanksgiving and I would like to try face to face then.

Please give only serious replies. I don't care that he's 31 with little sex experience and not a lot of confidence because I'm in the same boat and I prefer that we get to experience so many first time sex acts with each other. It's really brought us close together and very trusting since we are both sensitive and are long term with one person forever relationship type of people.

Also sorry for such a long post!!!