In this 2003 romantic comedy, a 63 year old bachelor who never dates women over 30 inexplicably falls for the mother of one of his girl friends. What makes this fairly typical comedy funny, maybe even great, is Jack Nicholson, and especially, Diane Keaton. Their performances turn this from an average comedy into an exceptional one. Amanda Peet looking extremely yummy in a see-through blouse didn't hurt, either. :-)
There are several very funny moments in this film; one major high point is when he accidentially sees her naked. The reactions from both are classic. If you're looking for laughs combined with a nice sweet romance, grab up this one.
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Something's Gotta Give