Dave Chappelle
Thurgood Jenkins / Sir Smoke-a-Lot
Jim Breuer
Brian
Harland Williams
Kenny Davis
Guillermo Díaz
Scarface
Rachel True
Mary Jane Potman
Tommy Chong
Squirrel Master
Clarence Williams III
Samson Simpson
Laura Silverman
Jan
R.D. Reid
Scientist
Kevin Duhaney
Young Thurgood
Neal Brennan
Employee
Jenni Burke
Overweight Woman
David Mucci
Horse Cop
Kevin Rushton
Inmate
Kyrin Hall
Henchwoman
Joanna Bacalso
Henchwoman
C.J. Lusby
Henchwoman
Angelica Lisk-Hann
Henchwoman
Jacqueline Anderson
Henchwoman Delilah
Ho Chow
Hot Dog Vendor
Jon Stewart
Enhancement Smoker
Snoop Dogg
Scavenger Smoker
Stephen Baldwin
McGuyver Smoker
Tracy Morgan
V.J.
Paulino Nunes
SWAT Cop
Jason Blicker
Detective
Dave Nichols
Detective
Sharon Brown
Talking Joint
David Sutcliffe
After School Dad
Daniel DeSanto
After School Son
Willie Nelson
Historian Smoker
Janeane Garofalo
I'm Only Creative When I Smoke Smoker (uncredited)
Bob Saget
Cocaine Addict (uncredited)
Steven Wright
The Guy on the Couch (uncredited)
Gregg Rogell
Pothead
Kevin Brennan
Pothead
Alice Poon
Supply Clerk
Rick Demas
Nasty Nate
David Bluestein
Jerry Garcia
Matthew Raposo
Young Scarface
James Cooper
Young Brian
Michael Colton
Young Kenny
Paul Brogren
Burger Customer
Karen Waddell
Record Store Employee
Vincent Marino
Bodega Man
Domencio 'Macio' Parrilla
Rasta Man
Marcus Burrowes
Rasta Man
Mark Henriques
Delivery Guy
Reg Dreger
Judge
Paul James Saunders
Doorman
Stephanie Bourgeois
Henchwoman
Rummy Bishop
Homeless Guy
Marc Cohen
McGuyver Friend
David Edwards
Addict
Christopher Mugglebee
Security Guard
Raymond Hinton
Security Guard
Gladys O'Connor
Grandma Smoker