Not a good movie. I see the film currently averages three stars on Amazon. If you figure that there haven't been enough fans in the 60+ reviews so far to add four and five-star ratings to the film, there might be a problem somewhere. And there is.
I'm not an Owen Wilson fan, but I was pleasantly surprised by "The Wedding Crashers." I thought Matt Dillion was great in "Something About Mary," so the expectation was the we might be getting the best of both worlds in "You, Me, and Dupree." However, Wilson as Dupree comes across as a pitiful, irritating loser, while Dillion plays it straight almost the entire movie. Kate Hudson, as Dillon's new wife, is fairly easy on the eyes, while Michael Douglas, in yet another questionable movie role, plays it one-dimentional as Hudson's father, Dillion's father-in-law/boss, making every attempt to dominate the newlywed's lives. Combine all these elements and you get...not much.
You may also recall that Walter Becker and Donald Fagan from Steely Dan raised a bit of a ruckus when they claimed that the movie was based on their song "Cousin Dupree" from their "Two Against Nature" album. I don't really see where there was a correlation, but I think it best if Becker and Fagan distance themselves as far away as possible from this mess to avoid any mistaken responsibility for its creation.
As mentioned by a previous reviewer, the best part of the DVD is the gag read in the extras section. Is that enough to rent the DVD? No. But if you find yourself in a situation where you're viewing this, you can at least have something to look forward to.