

6. Jennifer Aniston
The Friends star has quite the track record when it comes to dating younger men. Before meeting her current fiancé, Justin Theroux, Aniston was linked to John Mayer, Orlando Bloom, Vince Vaughn and Jason Sudeikis, who are all younger than the 46-year old actress. After those scenes in We’re the Millers, we definitely know that Jen enjoys her cougar title.

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