I fully expect to get a bunch of "Las Vegas!" posts, just saying to pay a lady for some "personal time". But I'd honestly appreciate some other ideas. I've just never had the guts to talk to women (more than just talking to women; I don't know how to escalate, or even close).

I'm a pretty vanilla white dude, generally unattractive, and I just feel like taking some time to try and get some kind of a confidence boost.

I've always wanted to take some kind of a trip, where I can just be completely irresponsible and enjoy a bit of debauchery. Still, I'm not exactly loaded, plus I don't give a shit about gambling, which makes me think Vegas would be a poor choice.

I dunno. Are there any vacation ideas you guys would throw out, where it's like "even the biggest idiot is gonna get laid"?