Owen Wilson

Talk about a roller coaster romance! Kate first hooked up with her You, Me, & Dupree costar Owen Wilson in 2006 after splitting with her hubby. They gave love a shot three times and Kate stood by Owen during his rough times and brief hospitalization. Kate told Vogue " "Owen is such a lovely person, and I love him dearly. I wish him beautiful things -- health and everything that he desires in life." After breaking up and getting back together three times, the pair finally called it quits for good this June. Word is that Owen wanted to get married, but Kate wasn't quite ready to settle down.

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