>>3101990My personal experience
If you're in a larger city, it's easy as hell to shoot "street" (scare quotes because it's hard to consider shooting in a town of 1000 people street photography). In smaller towns (basically under a half million people), you'll have the cops called on you, be almost/actually assaulted, and all other manner of harassed for taking pictures of others in public spaces.
My experiences in larger cities is generally someone might tell you to fuck off or something like that, but it's enough of a part of city life that people mostly just go on. I've shot in Chicago, NY, Atlanta, Vegas, Detroit, Miami, St. Louis, Austin, Houston, Boston, Tacoma, Portland, Denver, and Albuquerque (where I strangely had the worst experiences trying to get in with some of the low rider scene).
I'm also fat and ugly, so looking like anything other than a pervy GWC is entirely out of my abilities.
