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1. High Roller
Rich guy that has a nice car, nice clothes and buys everything he likes.
Yo that guy with that benz a high roller yeah.
by Dazzle Aug 5, 2003 add a video
2. high roller
An individual that spends a large majority of their money on higher quality marijuana, such as dank or chronic.
Mitch: Yo did you hear Craig's bout to buy an lb of some chronic shit.
Danny: Damn dude what a high roller.
3. high roller
Crip term for a ghetto rich gangsta. The same as baller for the Bloods
Yo chek cuz out slangin that rock n dope he a high roller
4. high roller
One of a group of 4 individuals that are highly skilled in poker and hustle people at the poker table. They always dress nicely at the poker table and have good table etiquette. A high roller is often feared by other poker opponents.
Bob: "I heard the high rollers were playing in this tournament."
Jake: "Yeah, they are the people with ties and triple everyone elses' chipstack."
Bob: "It's ok, we can always play for 5th place."
5. high roller
those who buy VIP tickets to charity boxing events
"kunjan don't play unless there's bottle service...dude's a high roller like that"
6. high roller
straight up nigga. spend all you cash on cars and women and bling, but ya still be on da streets, ya heard? get some booty now yall. dougthebitch
hey you high roller have you heard bout ma barbeque?
no
DEN WHY YALL UP IN MA GRILL?
7. high roller
When Two dudes go "reverse cowboy" and the fella on top jacks off reverse grip making it look like he's throwing dice.
Bruce loves to throw dice when he gives Barry the High Roller
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