I Try

This song by Macy Gray plays while Lorelai and Rory are fighting about her refusal to attend Chilton, with Rory listening to it in her bedroom while Lorelai has it on in the living room. The top-selling single from Macy Gray’s debut album, and her best-selling single to date, it went to #5 in the US and won a Grammy for Best Female Pop Vocal Performance. This is a rare example of the Gilmore girls enjoying Top 40 music, which was usually treated disdainfully by the show.

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