Young Hollywood Moms

Reese Witherspoon

Cruel Intentions costars Witherspoon, then 23, and Ryan Phillippe tied the knot in June 1999 and welcomed their first child, daughter Ava, in March 1997. The couple welcomed son Deacon in October 2003, before splitting in October 2007. Witherspoon welcomed her third child, son Tennessee James, with husband Jim Toth in September 2012.

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