See how Katie Holmes, James Van Der Beek, Michelle Williams and Joshua Jackson have grown since being cast on The WB series in 1998
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.