Carl and Molly Peterson (Matt Dillon and Kate Hudson) are just starting their new life together-complete with a cute house, boring neighbours, stable jobs and the routines of newlywed existence. There's just one unfortunate hitch in their perfectly constructed new world:Randy Dupree (Owen Wilson), Carl's oldest friend and perpetual bachelor, has found himself with nowhere to go after being fired.Carl yanks his jobless and homeless friend out of the bar he's living and invites him to temporarily crash on the couch.At first, Carl is quite pleased to have his good buddy as a permanent couch guest, while Molly bears the brunt of Dupree's immature antics. But, as Carl becomes buried in his grown-up job, he finds it harder to juggle Dupree and responsabilities as a husband.To make matters worse, Dupree uses his spare time to become a great companion for Molly. Even her dad (Michael Douglas) and the neighbours are falling for his carefree wisdom and charm - frustrating Carl to no end.