highroller

one who is often seen gambling for more than 50 dollars per hand or game depending on the situation

damn...that guys a high roller and now i don't have any money left...how am i going to get the brown sugar??

highroller by k-dog February 10, 2004

highroller

A person in society that has a better grasp of the world, is a little brighter than the next person and has a pocket full of cash. Women typically love these kinds of men.
It may also be used as a verb as a term for agression.

Look at him pulling up in his BMW, he must be a highroller. I'm gonna give him some head(see head in dictionary).
I'm about to highroll that nigga.

highroller by highroller April 24, 2003

highroller

a person entirely too cool for their own good

Man i wish i were that guy, he's such a highroller.

highroller by the jamie/fleiner fan club February 25, 2005

highroller

The name for a fan of American Idol Season 5 contestant Ace Young.

I'm a Highroller, so I'm going to leave a bunch of comments on Ace's Myspace while he's still online!

highroller by mariah lynn xo September 15, 2008

highroller

a word play of the original highroller, one who drives while under the influence of illegal narcotics (i.e. marijuana)

when you see someone roll by with their seat laid back and surrounded by a columbian fog, you know they are a highroller.

highroller by Monkey January 24, 2005

highroller

A real high roller is a ghetto rich blood (gang) drug dealer that has a lot of money from hustling.

Yo check that highroller ova there flippin signs'

highroller by Mike August 28, 2003

High Roller 

A “High Roller” is someone who spends lots of money carelessly, blowing money fast and recklessly. The term originated from high stakes players who place large bets at the casino.

"You know I'm a high roller"

High Roller by YungMon August 23, 2016