"Tom Girls"

This American Life's Valentine's Day episode is particularly notable for its inclusion of a segment on two transgender eight-year-olds. (Both were born anatomically male but have thought of themselves and lived as girls for virtually their entire lives.) It's tremendously moving, and a good example of how TAL keeps things fresh, in this case by juxtaposing a fairly traditional story of cross-cultural romance (the episode's first act) with a tale of platonic love that's unlike anything else I know of.