Story :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.
Cast
Owen WilsonDupree
Kate HudsonMolly
Matt DillonCarl
Michael DouglasMr. Thompson
Seth RogenNeil
Amanda DetmerAnnie
Ralph TingToshi
Todd StashwickTony
Bill HaderMark
Lance ArmstrongLance Armstrong
Jason WinerEddie
Sidney S. LiufauPaco
Billy GardellBartender Dave
Eli VargasAaron
Houston MackDougie
Bob LarkinArmy Veteran
Suzanne FordThompson's Secretary
Claudia ChoiCarl's Secretary
Summer AlticeStripper
Jeanine HassStripper
Peter RuoccoWedding Planner
Joe RussoPersonnel Manager
Lance IrwinNeighborhood Father
Fenessa Pineda2nd Grade Girl
Mario Revolori2nd Grade Boy
Jay LembeckMinister
Gil HarrisReese
Pat Crawford BrownAunt Kathy
Bayani IsonHawaiian Bartender
Joe WilsonJoe
Blaine PateLarry
Kevin BreznahanCharlie
Trevor StockHerb
Sean PerroneNed
Craig HoskingPilot
Harry Dean StantonCurly (uncredited)
Amber HayWedding Guest (uncredited)
Kepa KruseWaiter (uncredited)
Michelle LeeHawaiian Air Ticketing Agent (uncredited)