(January 28, 2006 - Source: Bauer Griffin) more pics like this »
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22. 2006: Reese Witherspoon & Ryan Phillippee
Reese Witherspoon and Ryan Phillippee met at Reese's 21st birthday party in 1997 and they got engaged the next year. They married the same year that Cruel Intentions was released, while Witherspoon was already six months pregnant. They had two children together before separating in 2006.