You, Me and Dupree Cast
The cast of You, Me and Dupree.
Owen Wilson
as Dupree

Portrayed the character Dupree.

Kate Hudson
as Molly

Portrayed the character Molly.

Matt Dillon
as Carl

Portrayed the character Carl.

Michael Douglas
as Mr. Thompson

Portrayed the character Mr. Thompson.

Seth Rogen
as Neil

Portrayed the character Neil.

Amanda Detmer
as Annie

Portrayed the character Annie.

Bill Hader
as Mark

Portrayed the character Mark.

Todd Stashwick
as Tony

Portrayed the character Tony.

Ralph Ting
as Toshi
Lance Armstrong
as Self
Suzanne Ford
as Thompson's Secretary
Claudia Choi
as Carl's Secretary
Eli Vargas
as Aaron
Amber Hay
as Wedding Guest (uncredited)
Harry Dean Stanton
as Curly (uncredited)
Jason Winer
as Eddie
Sidney S. Liufau
as Paco
Billy Gardell
as Bartender Dave
Houston Mack
as Dougie
Bob Larkin
as Army Veteran
Summer Altice
as Stripper
Jeanine Hass
as Stripper
Peter Ruocco
as Wedding Planner
Joe Russo
as Personnel Manager
Lance Irwin
as Neighborhood Father
Fenessa Pineda
as 2nd Grade Girl
Mario Revolori
as 2nd Grade Boy
Jay Lembeck
as Minister
Gil Harris
as Reese
Pat Crawford Brown
as Aunt Kathy
Bayani Ison
as Hawaiian Bartender
Joe Wilson
as Joe
Blaine Pate
as Larry
Kevin Breznahan
as Charlie
Trevor Stock
as Herb
Sean Perrone
as Ned
Craig Hosking
as Pilot
Kepa Kruse
as Waiter (uncredited)
Michelle Lee
as Hawaiian Air Ticketing Agent (uncredited)
May Porter
as Waitress (uncredited)
Tasha Smith
as Co-Worker (uncredited)
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