Street photography can be intimidating. You’re out on the street with a camera trying to capture interesting moments, but at the same time you’re trying to blend into the background and not look like a creep with a camera. After all, it would be disconcerting if you were taking a stroll downtown and saw someone trying to snap your picture without you knowing it.
I think the best way to get over this fear is to do street portraits. In street photography, you’re trying to capture moments without anyone noticing. With street portraits, you have to confront the issue of consent directly.
Getting up the nerve to do this can be difficult (Danny Santos has an awesome post on how to overcome your fear of approaching someone for their portrait). But once you do get up the nerve, you will get some pretty unique photographs.