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
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$ July 15, 2006
by rifleboy262 April 10, 2008
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
by Nigga wit outta cauz November 20, 2006
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.
Danny: Damn dude what a high roller.
by masterchiefer June 23, 2011
When Two dudes go "reverse cowboy" and the fella on top jacks off reverse grip making it look like he's throwing dice.
by HungryBear April 08, 2008
by bennylava March 03, 2009