All of that said. It's been at least a year since the last time we did anything, until last night. My issue is my friend is large, large enough if I tried to estimate his size I would scare myself. That said, I can't handle him unless there's either lube or a lot of foreplay first, last night actually hurt.
How do I bring that up to him? I am really backwards and shy, and kind of a prude. Discussing sex is actually hard for me. Help please.
Update: That was actually amusing lmao. We were hanging out last night and he brought up the subject of sex. So I was just like BTW there is something I need to mention. Once I actually said it he burst out laughing at me. Teased me about it for a while, and then just said "I guess we need to work on a remedy for that, don't we?" I love that man. We both got a good laugh, and I totally embarrassed him.