I do quite often. Well, not much anymore since I'm poor.
Anyway, I like going to see movies by myself. When I go with friends they tend to chatter the whole time. "Oh he's cute. Don't go in there! No!" Shut up!
Same thing for concerts. I love going by myself. As far as bars and such... Haven't built up the courage to go by myself yet. I have only once, and that was in NYC.
Build up... Go to a movie by yourself. Then lunch or something. It's not as bad as you think
