Aired 14 years ago - Jul 13, 2010
In the first segment, Louie hooks up with a young woman at the Comedy Cellar (Elizabeth Hower) who's attracted to older guys. In the second segment, he bonds with a woman he meets at a PTA meeting while their kids are on a play date. Throughout the episode, Louie has odd interactions with his therapist.
Mouse over thumbnail for slideshow
Or scroll and see one by one: