
Plot
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.
Trailer
Cast

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)

Bob Saget
Cocaine Addict (uncredited)

Steven Wright
The Guy on the Couch (uncredited)