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Will & Grace: 1x15

Big Brother is Coming: Part II

A wary Grace tells Will of her romance with his brother, Sam, and unleashes an avalanche of resentment. While Will wrestles with sibling rivalry, Karen helps Jack come to grips with turning 30 by hiring him as her personal assistant and leads Grace to sort through her true feelings for the Trumans.

Will & Grace Season 1 Episode 15
Feb. 23, 1999