Owen Wilson has made a very good living out of being a 30-something man acting like an over grown teenager. He continues down the same road here as Dupree, an immature, laugh-a-minute guy.
As the film opens, Dupree shows up on the wrong Hawaiian Island for best friend Carl's (Matt Dillon) wedding to Molly (Kate Hudson). This isn't a huge mistake, but it does make it clear that Dupree doesn't pay attention to details.
The newlyweds return home to start their life together. But, before they have a moment of privacy, Dupree shows up at their door carrying everything he owns with a bike and a moosehead being most prominent.
Molly is a school teacher and Carl works for his father-in-law, Mr. Peterson (Michael Douglas) as a housing developer. Peterson hates Carl and sabotages his projects and makes him work late to manage developments that Peterson finds fault with. Since Dupree has no job and nowhere to go and Carl is never home, Molly begins finding the once just-tolerated Dupree, a little more charming.
Dupree seems to have time to do everything that Carl doesn't. He plays ball with the neighborhood kids, he's in the kitchen with Molly showing her some new recipes and he even writes poetry for goodness sakes! The once best friend suddenly turns into quite a problem for Carl.
Hudson is cute and Dillon makes a good frazzled, put-upon friend. However, the film all revolves around Wilson. His character is endearing at times, just when his antics get out of control and we are about to scream "enough already," he does or says something sweet. How can you not like the guy?
There are a few laughs and the obligatory gross sexual and bathroom sight gags, which are getting old. But, if you're a fan of Wilson, that's the best and only reason to see You, Me and Dupree.