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Brad and actress Thandie Newton apparently had a fling while filming Interview with a Vampire in John Mayer and Vanessa Carlton in The two dated on and off for about a year, officially ending things in Jessica Simpson and John Mayer in The guitarist had a fling with Cameron Diaz after her split from Justin Timberlake in In the same story, Mayer also discussed his breakup with Jennifer Aniston , who he dated on-and-off from '08 to '

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Relationship Retrospective: John Mayer

Relationship Retrospective: John Mayer 19 images Open gallery. In the same story, Mayer also discussed his breakup with Jennifer Aniston , who he dated on-and-off from '08 to ' I think she's still hoping it goes back to Simpson continued in her memoir Open Book that his comments left her "floored and embarrassed that my grandmother was actually gonna read that.

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