Saw The 40 Year Old Virgin recently. Hilarious. The title gives away the premise, which sounds suspiciously thin, but the story and Steve Carell pull it off. The movie manages to make fun of and sympathize with the eponymous dweeb all at the same time (much the way Galaxy Quest did).
One nitpick (as a friend pointed out) is that Andy Sitzer, Steve Carell’s character, rides a bike, the implication being that bike riding (like everything else Andy does) is juvenile. Feh. Catherine Keener was great as always. The first few movies I saw her in had her protraying a cast-iron bitch of one variety or another; she’s good at that, but I like her as a sympathetic character just as well.