Three lovable party buds try to bail their friend out of jail. But just when the guys have mastered a plan, everything comes dangerously close to going up in smoke.
Cast and Crew
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
Gregg Rogell
Pothead
Kevin Brennan
Pothead
Alice Poon
Supply Clerk
Rick Demas
Nasty Nate
David Bluestein
Jerry Garcia
Kevin Duhaney
Young Thurgood
Matthew Raposo
Young Scarface
James Cooper
Young Brian
Michael Colton
Young Kenny
Paul Brogren
Burger Customer
Neal Brennan
Employee
Karen Waddell
Record Store Employee
Vincent Marino
Bodega Man
Domencio 'Macio' Parrilla
Rasta Man
Marcus Burrowes
Rasta Man
Mark Henriques
Delivery Guy
Jenni Burke
Overweight Woman
David Mucci
Horse Cop
Reg Dreger
Judge
Kevin Rushton
Inmate
Paul James Saunders
Doorman
Kyrin Hall
Henchwoman
Joanna Bacalso
Henchwoman
C.J. Lusby
Henchwoman
Angelica Lisk-Hann
Henchwoman
Jacqueline Anderson
Henchwoman Delilah
Stephanie Bourgeois
Henchwoman
Ho Chow
Hot Dog Vendor
Rummy Bishop
Homeless Guy
Jon Stewart
Enhancement Smoker
Snoop Dogg
Scavenger Smoker
Stephen Baldwin
McGuyver Smoker
Marc Cohen
McGuyver Friend
Tracy Morgan
V.J.
David Edwards
Addict
Paulino Nunes
SWAT Cop
Jason Blicker
Detective
Dave Nichols
Detective
Sharon Brown
Talking Joint
Christopher Mugglebee
Security Guard
Raymond Hinton
Security Guard
David Sutcliffe
After School Dad
Daniel DeSanto
After School Son
Gladys O'Connor
Grandma Smoker
Willie Nelson
Historian Smoker
Janeane Garofalo
I'm Only Creative When I Smoke Smoker (uncredited)