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.
Directed by Anthony Russo and Joe Russo
love of one's life
male friendship
just married
father-in-law
slacker
wedding
moving out
school teacher
unemployment
newlywed
aftercreditsstinger
cycling
best man
freeloader
houseguest
comedy of errors
best friends
overstaying your welcome
working for father-in-law
Rank
#186 in 2006·#8179 overall
Trailer
IMDB
N/A
Letterboxd
2.5 / 5
Where to Watch
Cast
Owen Wilson
Dupree
Kate Hudson
Molly
Matt Dillon
Carl
Michael Douglas
Mr. Thompson
Seth Rogen
Neil
Amanda Detmer
Annie
Todd Stashwick
Tony
Bill Hader
Mark
Lance Armstrong
Lance Armstrong
Jason Winer
Eddie
Billy Gardell
Bartender Dave
Suzanne Ford
Thompson's Secretary
Crew
Anthony Russo
Director
Joe Russo
Director
Theodore Shapiro
Original Music Composer
Debra Neil-Fisher
Editor
Charles Minsky
Director of Photography
Owen Wilson
Producer
Scott Stuber
Producer
Mary Parent
Producer
Deborah Aquila
Casting
Lesley Aletter
Utility Stunts
Cliff Fleming
Aerial Coordinator
Victor Lozano
Marine Coordinator
Popular Reviews
201 reviews
darjeeling
10.0★ · 03/21/26
the how just watching owen wilson makes me want to give everything 5 stars should be a subject of study
the how just watching owen wilson makes me want to give everything 5 stars should be a subject of study
Balqis
10.0★ · 02/21/26
I want to be Dupree so bad
I want to be Dupree so bad
Nathan Byrne
2.1★ · 11/11/25
The Russo brothers just need to stick to the Marvel movies because holy shit?
The Russo brothers just need to stick to the Marvel movies because holy shit?