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Jennifer Aniston lands with male A-lister after he joined her annual Cabo trip


The pair have been friends for over 30 years, since they were introduced during a ski trip to Aspen when they were both 23.

The Friends icon threw an elegant knit wrap over her sleeveless top, slipping into a set of fitted jeans that emphasized her slender legs. Jennifer and Jason enjoy a long professional bond, having worked together in five movies going back to the 2006 film The Break Up also starring Vince Vaughn. Recalling their Aspen ski trip, she said: 'Even though he was pretty wild in those days, something about those dimples and that sweet face made you go: "Oh, it’s OK that you just drove up the street backwards in a Range Rover with the door wide open."

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