The women don't behave the same way, but it's still awkward when they get my gender wrong. And it doesn't really make me feel good about myself, because I figure if I'm mistaken for a woman all the time, I may not be too attractive to any heterosexual woman that I'm actually interested in.
So I do assess my clothes in terms of dressing masculine or dressing feminine (which really isn't that feminine if you ask me, but whatver). I think about my apparent gender in general, and yes, it does bother me. I'd rather not have to think about it at all.
If you want to be more abstract, I'd want people to see me as unthreatening, and fascinating.
You know, it's going to be a long list of positive things, right?