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.
by YungMon August 23, 2016

by Dazzle August 05, 2003

by UltimateLanguage June 12, 2018

When a person is a "hi roller" they mean they are in the high life. Have lots of money. Meaning they are very rich
by ThatOnePersonThatDefinesEvery December 28, 2016

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.
by Tabasco Jones March 13, 2022

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."
Jake: "Yeah, they are the people with ties and triple everyone elses' chipstack."
Bob: "It's ok, we can always play for 5th place."
by The High Roller$ September 07, 2008

by rifleboy262 April 16, 2008
