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Jennifer Aniston with John Mayer

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Changing Styles: Jennifer Aniston

Jennifer Aniston and Jon Mayer at The Oscars 2009

14. Jennifer Aniston with John Mayer

The relationship with Vaughn wasn't to last however and soon Jennifer started dating singer John Mayer. The pair had an on and off relationship but eventually split in 2009.

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See the full gallery: Changing Styles: Jennifer Aniston

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