Does anyone know of advice or a good guide to looking trashy?

Think of the Dolly Parton line "it costs a lot of money to look this cheap". But for guys.

I know that's a weird question, but sometimes you want to look good without going to more formal clothing. I'm looking for the male equivalent of going out in a miniskirt and a push-up bra; something to wear that's a little more attention grabbing than jeans and a t-shirt or tank but doesn't look out of place in a casual environment. I can clarify if it's not clear what I'm looking for but I hope that's enough to start the idea!
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