I've been seeing this guy for the past few months. Basically, over the course of the last few times I've seen him, things have progressed to almost-sex, but not... sex-sex. As in, he'll try to penetrate, I'll try to help him penetrate, but it just doesn't happen.
I saw him tonight, and now that I'm home, my vag is like on and off stinging. Though I've never had penetrative sex before, I'll note that he's much more well endowed than other men that I've been in relationships with (in which we were sexually active orally, but without penile penetration). He's much more thick. I really don't know what to do. He does his best to get me super turned on and wet, but it's still challenging and painful.