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?
by Nigga wit outta cauz November 20, 2006
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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.
by masterchiefer June 23, 2011
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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
by HungryBear April 8, 2008
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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"
by bennylava March 3, 2009
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A person who is experiencing a high from both marijuana(high) and extacy(roller)
"dude, I have those new malis in a capsule, and and to wash them down i have the dankiest of dank to smoke... we'll be "high rollers" tonight"

^ ^
^ ^
True Story...
by Heilos June 4, 2008
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A sexual deviance, not unlike a houdini. Essentially, you're hitting it doggystyle and pull out right before you ejaculate. Then, you bust in your hand, shake it up and roll it on your partner like dice.
Man was she pissed when the high roller got in her hair
by Disco Misfit September 21, 2006
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A rebilous gang from N. Carolina although a new chapter was found in north west washington. The gang is mostly known for their drug dealing, that is where the name high roller came from, They often wear the colors green and blue. the color green represents money from the crimes, It is unknown why they wear blue. They are currently rivals with most juggalos and nortenos although they are EBK.
#1 oh shit its the HR9 high rollers
#2 we better leave them alone
#1 Good idea.
by Nate420420420 July 24, 2009
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