SEX 101

I need some sex advice. I've had sex with many guys, but almost never enough to get past that awkward stage. You know, when you first start having sex with someone and you don't know exactly what they like yet- it's awkward! And in the past the sexual relations I've had with others has not lasted long enough to get past the awkward stage and make it really fun.
But now I'm with a guy, and I think there really is potential for this to last a while. We started having sex and it was okay, I need advice on how to really make it great sex even though we're still in that awkward stage. I tend to be pretty shy and unsure regarding sex when I don't know the guy too well, how do I boost my confidence? 
Also, I wasn't anywhere near orgasm when he came, what can I/we do to increase my pleasure?