High Roller Gang is a team of people who are too swifty and swaff for the public which is why they are unknown. Artists in the team such as Classiqk, G, Freshco, Big, Smokey, and Kid Wild have an amazing sense of lyrical wordplay along side incredible syllable flow. High Roller Gang Or Pay For Rick Ross's KFC Bill
by xK.Swiftx July 29, 2011

by Mukiga_reloded September 15, 2018

by Ploppydog November 16, 2020

Someone who spends alot of money at a casino, usually winning large sums of money after spending large amounts of money.
Man, Benny is such a high roller, its like he has a chip made out of platinum every time he gambles.
by SmallPenisPeter February 20, 2025
