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10-Jan-2020 09:43

John Mayer’s dated everyone from Jennifer Love Hewitt to Katy Perry.

Click through to see which lady Hollywood’s eligible boyfriend thinks has a wonderland of a body and which blonde went as far as to go brunette for him.

He has quite the reputation in Hollywood for dating some of the biggest celebrities in the world, yet usually ends up looking like the bad-guy when the relationship ends.

Here are five of John Mayer’s most famous girlfriends.

They spent time together in New York City after Diaz called it quits with her longtime love Justin Timberlake.

She was probably nursing a broken heart, so nothing serious ever happened.

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They only dated for a couple months before she moved on to megastar Derek Jeter, but managed to be inseparable for their short relationship.

Rashida Jones was spotted hanging out with Mayer in 2009 after he split with Aniston.

Mayer may have still had feelings for Aniston, because their fling ended pretty quickly and quietly.

These two spent some time having fun (one of his favorite pastimes) in New York City that fall, but nothing serious ever came of it. This one hurt the most for those of us who aren’t charmed by Mayer’s playboy status.

For nearly a year in 20, Mayer and Jennifer Aniston were a full-blown couple.

They only dated for a couple months before she moved on to megastar Derek Jeter, but managed to be inseparable for their short relationship.Rashida Jones was spotted hanging out with Mayer in 2009 after he split with Aniston.Mayer may have still had feelings for Aniston, because their fling ended pretty quickly and quietly.These two spent some time having fun (one of his favorite pastimes) in New York City that fall, but nothing serious ever came of it. This one hurt the most for those of us who aren’t charmed by Mayer’s playboy status.For nearly a year in 20, Mayer and Jennifer Aniston were a full-blown couple.There's a lot to love about Pitch Perfect 2 , and honestly?