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A person you have known for a while since you were young
Him and I have been homeboys since we were kids
Homeboy by Home-boyyyy October 10, 2019
A guy you are wanting to f*ck or f*cked already.
Homeboy hit me up AGAIN. Should I respond?
Homeboy by yadaddykim May 1, 2020
can be meant in a sarcastic way
Two boys who never met before at a car meet:
boy 1: look at that lamborghini

boy 2: that’s a bugatti homeboy
homeboy by littytittylilly February 12, 2021
A homeboy is somebody who will check up on,never rat ,got ur back ,and there at ur lowest
Mookie and Dwight fam yall the only right homeboy I got -Famous word by jay
Homeboy by Jay41 March 16, 2022

Homeboy Haircut 

A word describing a haircut that is jacked-up and difficult to look at without criticizing it.
Sabs walked into the room to show off his new "gangster " image when Sisco and Gage noticed the back of Sabs hair was jagged and tore up. Sisco then proceeded to ask," Whats up with that? Did your mom give you that haircut or did your drunk homeboy hook you up with the Homeboy Haircut?"
Homeboy Haircut by wearefresh September 9, 2009

Homeboy betting 

Homeboy betting (as defined by Shaquille O’Neal on Inside the NBA on TNT) is betting whether or not a team will win, without the use of a point spread system. (I.e. Betting on the warriors to win outright and not mentioning by how many points or the +6 or -6 is enough to win the bet.)
“Hey Kenny, I have a question. Warriors +6 Rockets -6, what’s all that mean; like, whatever happened to homeboy betting?” -Shaq

“That’s not how Vegas make they’re money.” Charles Barkley