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