Dawson's Creek Cast: Then & Now

Michelle Williams - 2012

The actress began dating her Brokeback Mountain costar Heath Ledger in 2004, and the following year, they welcomed daughter Matilda. Williams and Ledger ended their relationship in September 2007 -- just five months before The Dark Knight star died of an accidental overdose. Williams has since found love again with Jason Segel, whom she met through mutual pal Busy Philipps.

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