With news that John Mayer got his feelings hurt by the Taylor Swift song “Dear John” plus his album Born and Raised being #1, now’s a good time to take a look back at his dating history. As you will see, if there’s one thing you can say about Mayer (and Swift should have seen this as well) he’s consistent, not staying with any of his girlfriends for more than two calendar years.
Vanessa Carlton (2002-2003)
Her debut single, “A Thousand Miles”, reached the top five on the charts right around the time Mayer dated her. Then he reportedly wrote a suggestive song about her after they broke up. Classy.
Jennifer Love Hewitt (2002)
Another one that got away from J-Love; Mayer joined the esteemed list of famous men who wouldn’t take her to the alter.
Rhona Mitra (2005)
The second Party of Five actress to make this list. We’re still waiting for him to hook up with Neve Campbell and Lacey Chabert, but I’m sure he’ll get around to it.
Jessica Simpson (2006-2007)
Simpson inspired this legendary quote from Mayer: “Yeah, that girl is like crack cocaine to me. Sexually it was crazy. That’s all I’ll say. It was like napalm, sexual napalm.”
Minka Kelly (2007-2008)
Kelly and Mayer dated briefly and are still supposedly friends. Boring.
Jennifer Aniston (2008-2009)
And yet another legendary quote from Mayer: “If Jennifer Aniston knows how to use BitTorrent, I’ll eat my fucking shoe. … The brunt of her success came before TMZ and Twitter. I think she’s still hoping it goes back to 1998.”
Taylor Swift (2009-2010)
Apparently this didn’t end well.
Other less-substantiated alleged flings…
Colbie Caillat, Miley Cyrus, Cameron Diaz, Ricki Lake, Kim Kardashian, Ke$ha, Holly Williams
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