Am I overstepping his boundaries too early in the relationship?
I know that this is going to sound very petty, but... I've been going out with this cute guy for the past few month. There is just one problem: He wears "tighty-whities." The first time we had sex, I was not aware of them until I noticed them on the floor. I thought to myself, "Hmmm... perhaps he ran out of boxers and is only wearing them because he needs to do his laundry." However, subsequent sexual trysts have resulted in more of them on him.
It freaks me out. They are not sexy... and he is not sexy in them. No one is. They are for five-year-old boys, not 32-year-old men! And he would look unbelievably HOT in boxer briefs which I have told him! I bought him a pack of boxer briefs and he told me he does not find them comfortable and has tried them and boxers before so I dropped it. I discussed the "underpants" situation with a girlfriend, and she said that she felt like it would be an attack on his sexuality if I mentioned it again. It's just a turn off because he walks around and sleeps in them before and after sex and it is just one of those things that sexually turns me off. What do you think? Should I tell him honestly how much it bothers me? Or just try and deal with it?