This attempt at a deep, life-exploring romantic story is thorougly unsucessful, which is frustrating considering the combined talent of the cast: Jack Nicholson, Paul Rudd, Owen Wilson, Reese Witherspoon.
The character of Lisa (Witherspoon) begins as a sexy, independent young woman, however the character, and the plot of the film, lose all credibility when she stays with her awful (sort of) boyfriend Matty (Wilson). Yes, he's hot, and yes, he's rich, but very few women would put up with their relationship. And so Witherspoon is boxed into the same old sickly-sweet, pretty-blonde character that rose her to fame in Legally Blonde.
The plot is hard work, not because it's hard to follow. In fact quite the opposite. But because it's hard to fathom why half of the scenes are necessary. From the moment George (Rudd) phones Lisa to cancel a date that they weren't going on (yes, it's that sort of film), it was clear through their thoroughly separate storylines that they would get together at the end.
Overall this is a dull, unrewarding film. However, there is one saving grace: anyone who thought that Owen Wilson and Jennifer Aniston were a hot couple in Marley & Me can sit back and watch the screen melt under the heat of Owen Wilson and Reese Witherspoon sharing on-screen time in How do you know.