Dave Chappelle

Thurgood Jenkins / Sir Smoke-a-Lot

Jim Breuer

Brian

Harland Williams

Kenny Davis

Guillermo Díaz

Scarface

Rachel True

Mary Jane Potman

Clarence Williams III

Samson Simpson

Laura Silverman

Jan

Tommy Chong

Squirrel Master

Gregg Rogell

Pothead

Jon Stewart

Enhancement Smoker

Kevin Brennan

Pothead

Snoop Dogg

Scavenger Smoker

Alice Poon

Supply Clerk

Willie Nelson

Historian Smoker

David Mucci

Horse Cop

R.D. Reid

Scientist

Rick Demas

Nasty Nate

Kevin Duhaney

Young Thurgood

Paul Brogren

Burger Customer

James Cooper

Young Brian

Michael Colton

Young Kenny

Karen Waddell

Record Store Employee

Matthew Raposo

Young Scarface

Jason Blicker

Detective

Domencio 'Macio' Parrilla

Rasta Man

Dave Nichols

Detective

Marcus Burrowes

Rasta Man

Neal Brennan

Employee

Sharon Brown

Talking Joint

Gwenne Hudson

Bong Genie

Mark Henriques

Delivery Guy

Tracy Morgan

V.J.

Reg Dreger

Judge

Vincent Marino

Bodega Man

Kevin Rushton

Inmate

Jenni Burke

Overweight Woman

Paul James Saunders

Doorman

Gladys O'Connor

Grandma Smoker

Kyrin Hall

Henchwoman

David Bluestein

Jerry Garcia

Angelica Lisk-Hann

Henchwoman

C.J. Fidler

Henchwoman

Joanna Bacalso

Henchwoman

Jacqueline Anderson

Henchwoman Delilah

Stephanie Bourgeois

Henchwoman

Ho Chow

Hot Dog Vendor

Rummy Bishop

Homeless Guy

Stephen Baldwin

McGuyver Smoker

Marc Cohen

McGuyver Friend

David Edwards

Addict

Paulino Nunes

SWAT Cop

Christopher Mugglebee

Security Guard

Raymond Hinton

Security Guard

David Sutcliffe

After School Dad

Daniel DeSanto

After School Son

Janeane Garofalo

I'm Only Creative When I Smoke Smoker (uncredited)

Bob Saget

Cocaine Addict (uncredited)

Steven Wright

The Guy on the Couch (uncredited)