Ryan Phillippe and Reese Witherspoon – No Spousal Support

Cruel Intentions was a film that put both Reese Witherspoon and Ryan Phillippe on the map. This was helped by their on-screen chemistry, which gave the film’s storyline an added edge. That chemistry was so good that they eventually tried their hand at a relationship and married in 1999.

But that chemistry didn’t work off-screen, and eventually, they separated in 2006. By 2007 they were officially divorced. They have two children together, one of whom is Ava Phillipe, their daughter. Witherspoon is set to star in 2022 Legally Blonde 3. Phillippe, meanwhile, last starred in a film called Lady of the Manor.