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Seriously, go shoot a motorsports event. Doesn't have to be Bonneville, but it's a start, these people are used to having cameras in their faces. They aren't going to give you any shit and if you're like me they will ask you for a copy afterward, I have like 10 drivers I have to send pictures off to, all paid work.
You don't even need a press pass. Just show up, what's the worst that's going to happen? You mean to tell me a fat sweaty ham planet standing out in the 105*F desert with 4 cameras orbiting his fuckin gut is going to out-street all of 4chan? There aren't even any streets out there.
Just get out and do it, you don't need to be attractive that's bullshit, you think Henri Cartier-Bresson was knocking down broads with his Leica III? Shit, the classics did it and you can do, shit's not hard.
Theft? Stay out of brown town. Social anxiety? What are they going to do, dox you and call your employer and get you fired? Call the police? You're protected under the 1st Amendment, tell them to suck your dick. Are there any signs saying you can't take pictures? Fuck em! Damage? Speak softly and carry a bigger stick. Wear a strap, don't be a tourist.
You got this OP, get out there and do it.