Owen Wilson – 52 years old
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Not unlike his Wedding Crashers character, Wilson is a bit of a ladies’ man who’s tough to pin down. In fairness, there have been plenty of suitors with Wilson having three kids with three different women.
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Jade Duell, Caroline Lindqvist, and Varunie Vongsvirates are the three women who have had a child with Wilson, although none of them were able to get him to walk down the aisle. The same is true of Sheryl Crow, who had a relationship with Wilson in the early 2000s. Of course, Wilson’s Wedding Crashers character eventually settled down, so perhaps there’s still hope.
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