Dave Chappelle character Thurgood Jenkins / Sir Smoke-a-Lot
Jim Breuer character Brian
Harland Williams character Kenny Davis
Guillermo Díaz character Scarface
Rachel True character Mary Jane Potman
Clarence Williams III character Samson Simpson
Laura Silverman character Jan
Tommy Chong character Squirrel Master
Steven Wright character The Guy on the Couch
Jon Stewart character Enhancement Smoker
Snoop Dogg character Scavenger Smoker
Willie Nelson character Historian Smoker
Janeane Garofalo character I'm Only Creative When I Smoke Smoker
Stephen Baldwin character MacGyver Smoker
David Mucci character Horse Cop
R.D. Reid character Scientist
Rick Demas character Nasty Nate
Kevin Duhaney character Young Thurgood
James Cooper character Young Brian
Michael Colton character Young Kenny
Matthew Raposo character Young Scarface
Jason Blicker character Detective
Dave Nichols character Detective
Bob Saget character Cocaine Addict
Neal Brennan character Employee
Sharon Brown character Talking Joint
Mark Henriques character Delivery Guy
Tracy Morgan character V.J.
Vincent Marino character Bodega Man
Jenni Burke character Overweight Woman
Gladys O'Connor character Grandma Smoker
David Bluestein character Jerry Garcia
Angelica Lisk-Hann character Henchwoman
