
Plot
After standing in as best man for his longtime friend Carl Petersen, Randy Dupree loses his job, becomes a barfly and attaches himself to the newlywed couple almost permanently -- as their houseguest. But the longer Dupree camps out on their couch, the closer he gets to Carl's bride, Molly, leaving the frustrated groom wondering when his pal will be moving out.
Trailer
Cast

Owen Wilson
Dupree

Kate Hudson
Molly

Matt Dillon
Carl

Michael Douglas
Mr. Thompson

Seth Rogen
Neil

Amanda Detmer
Annie

Ralph Ting
Toshi

Todd Stashwick
Tony

Bill Hader
Mark

Lance Armstrong
Lance Armstrong

Jason Winer
Eddie

Sidney S. Liufau
Paco

Billy Gardell
Bartender Dave

Eli Vargas
Aaron

Houston Mack
Dougie

Bob Larkin
Army Veteran

Suzanne Ford
Thompson's Secretary

Claudia Choi
Carl's Secretary

Summer Altice
Stripper

Jeanine Hass
Stripper

Peter Ruocco
Wedding Planner

Joe Russo
Personnel Manager

Lance Irwin
Neighborhood Father

Fenessa Pineda
2nd Grade Girl

Mario Revolori
2nd Grade Boy

Jay Lembeck
Minister

Gil Harris
Reese

Pat Crawford Brown
Aunt Kathy

Bayani Ison
Hawaiian Bartender

Joe Wilson
Joe

Blaine Pate
Larry

Kevin Breznahan
Charlie

Trevor Stock
Herb

Sean Perrone
Ned

Craig Hosking
Pilot

Harry Dean Stanton
Curly (uncredited)

Amber Hay
Wedding Guest (uncredited)

Kepa Kruse
Waiter (uncredited)

Michelle Lee
Hawaiian Air Ticketing Agent (uncredited)

May Porter
Waitress (uncredited)

Tasha Smith
Co-Worker (uncredited)