A fork of Rural Dictionary
Someone who 'tries' too 'hard' to present themself as their idea of "cool", oblivious to the fact nobody else feels that way about their expression, instead coming off as corny / cringe-worthy. This might be a dude doing a burnout while driving past a group of unimpressed girls, or a pampered middle class youth displaying the gestures and sentiments of a hustler.
Person 1: "Did you see Kevins instagram post fronting like 'mr money' with like $80 in his hands?"
Person 2: "Yea I tried not to say anything... that's barely 1 days work... he's such a try-hard"
----------------------------------------------------------
Person 1: "checkout that try-hard with the frosted tips and Guy Fieri shirt.. oh wait that's actually Guy Fieri"
----------------------------------------------------------
Person 1: "Rob deliberately turns his music up like a full try-hard when driving past people dude, he thinks he's so cool"