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NYC. Honestly, as a 5’6 balding dude in my mid twenties, I’ve been going out with women that I have absolutely no business going out with. If you just wanna have fun for a year or two definitely try it out. Manhattan is better for dating though.
Oh believe me, I get rejected ALL the time. But in a big city like NYC, there are many dice to roll. Just put yourself out there.
Chicago
Second only to NYC at half the cost.
Consider where you want to live. I want to live in the mountains. Sure I would do well hooking up with super attractive females in NYC, but I bet many females are not willing to leave the city and go live in the mountains.
NY native here: Manhattan is safer than the other boroughs tbh. Never had any trouble with safety in NYC (knock on wood). Just gotta be smart, don't take subways at the dead of night, don't walk around flexing a Rolex at night, be aware of your surroundings. Do that and you should be safe tbh.
Charlotte. Although that’s if you’re looking to settle down as your goal for dating.