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high roller 

When a person is a "hi roller" they mean they are in the high life. Have lots of money. Meaning they are very rich
High roller. Yeah you know I'm a high roller

High roller 

A schoolgirl who shortens a uniform skirt above the knee (or higher) by rolling the waistband. Typically done for comfort or fashion purposes. Rarely to be provocative.
High rollers are in the frontline of society's war on young women's bodies.
High roller by Tabasco Jones March 13, 2022

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.
High Roller by Dazzle August 5, 2003

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."
high roller by The High Roller$ September 7, 2008

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
high roller by rifleboy262 April 16, 2008

High Roller 

A noun jokingly describing a friend who doesn't have much money yet splurges on small luxuries.
You buy Folgers? Dude, I have to drink generic coffee. You're a high roller!