It refers to Donald Trump's unusual hairstyle...named as such because it barely covers the asshole, Can also be used as a derisive. term for a Trump supporter in general.
by Simon Trinculo June 16, 2024

by Daniyal got B00b5 August 28, 2021

Long, curly, or wavy haircut that is usually slicked back. You have to be good at life to have a legacy haircut, and you will get bitches with one.
Kyle: Dude did you see Evan's legacy haircut?
Ryan: Yea he's gettin all the ladies right now with that goin for him.
Ryan: Yea he's gettin all the ladies right now with that goin for him.
by Dr Mc Danglesauce June 21, 2012

This is a term used as an insult to somebody who is completely basic rich person. Not limited to only rich people any conformist person can be a middle-class haircut.
by Brick and Mortar September 16, 2020

A generic haircut men wore from the beginning of time until the mid 1980’s when mullets came in to play.
Dougs here for the regular haircut. He has to get the regular haircut because that’s what his dads had forever
by Route Specialist June 17, 2022

by Martin Letevi September 18, 2021

by Uwupolice June 30, 2021
