Played by Wilson (who also produced) at the end of his stoner-doofus tether, Dupree is the latest in a rapidly expanding gallery of cinematic man-children (from the over-the-hill frat boys of Old School to just about every role Adam Sandler has ever played) who find themselves marooned on the wrong side of 30 with the emotional maturity of horny 18-year-olds. It's hardly surprising that we're getting such movies at a moment when one can scarcely pick up a copy of Time or Newsweek without reading about how people are getting married ever later in life if at all and how it's ever more acceptable for college graduates to still be living with Mom and Dad. But whereas Old School, or last summer's excellent The 40-Year-Old Virgin, touched on this very predicament through engagingly flawed, human characters, Dupree feels like the most opportunistic of Hollywood "packages" a trio of appealing stars with proven track records in this sort of fare (Dillon in There's Something About Mary, Wilson in Wedding Crashers) paired with a script (by first-timer Michael Le Sieur) that's been cobbled together out of odds and ends of those other, better movies.
There's a moment at which You, Me and Dupree goes from being just another mildly depressing lump of unrealized comic potential to being an actively unpleasant experience: It's when the movie, having tired of its houseguest-from-hell clichés, stops regarding Dupree as a force of comic destructiveness and starts building him up as some kind of enlightened mystic, a slacker Sufi. Dupree, it seems, is freer and more in touch with his inner self than all these stiffs with their buttoned-down 9-to-5s especially Carl, who labors sheepishly as a land developer under his stereotypically disapproving boss/father-in-law (a shrill Michael Douglas) and has been altogether emasculated by marriage and grown-up responsibility. (And just in case we don't get the point, there's a scene in which Douglas suggests that Carl have a vasectomy.) Before long, wouldn't you just know, even the reluctant Molly starts warming up maybe a bit too much to her unkempt housemate, while Carl starts to look downright crazy for having so much as one recriminating word for his old buddy.
Front and center the entire time, Dupree is clearly meant to be an endearing menace, like a dog who shits all over the furniture and then stares at you with baleful eyes, and directors Joe and Anthony Russo seem certain that we'll delight in every one of Wilson's buck-toothed smiles and aw-shucks shrugs. But in fact the character is rather off-putting, not because he's a loser, but because he feels like a comic conceit lovable when the film wants him to be and detestable whenever that is more convenient and the harder Wilson works his laconic Texas drawl and furrows that shaggy blond brow, the more repulsive he becomes. He's arguably less likable than the last itinerant lodger Wilson played, in Hampton Fancher's overlooked 1999 thriller The Minus Man and that guy was a cold-blooded serial killer.
There's probably a great comedy (or two) yet to be made about the dilemma of being torn between family life and shooting the shit down at the bar with the guys. But if You, Me and Dupree is a terrific encouragement to the failure-to-launch set, as a movie it's a sham, and a good deal less knowing about the conditions and compromises of married life than the average episode of The Flintstones. Would that the Russo brothers had just stuck to the houseguest-from-hell routine, they might have been better off: By the end of You, Me and Dupree, you may find yourself getting nostalgic for the simple pleasures of Richard Dreyfuss and Nick Nolte. Or Phil Hartman and Sinbad.