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5. Sandra Bullock

You may not categorize 50-year-old Bullock as a cougar, but before and after her divorce from Jesse James, the actress had fun with some much younger men. Bullock once dated two of her former co-stars, Ryan Gosling, who’s 16 years her junior and Ryan Reynolds, who’s 12 years younger than she is. Bullock has recently been spotted out on a few dates with ex-boyfriend and Hall of Fame NFL quarterback, Troy Aikman, but he’s only two years younger than Sandy. We’ll see how that goes.

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