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John Mayer

Hot Licks Lothario: The Many Ladies of John Mayer

A handy little photo guide to Mayer's relationship history. The list was getting kind of long so we were beginning to need one

August 17, 2012
NETHERLANDS - MAY 08: Photo of Vanessa CARLTON; Posed portrait of Vanessa Carlton (Photo by Rob Verhorst/Redferns)

Vanessa Carlton

John Mayer's about as well known for his serious guitar skills as he is for his dating history. Mayer's dated/hung out with/kissed quite a few of Hollywood's leading ladies, and they're all kind of similar in that they're young and pretty. Up first: Vanessa Carlton. One of his first famous girlfriends, Vanessa and John dated for about a year on-and-off circa 2002. 

L. Cohen/WireImage

Jennifer Love Hewitt at the 1998 Fox Television TCA event in Pasadena. (Photo by Jeff Kravitz/FilmMagic)

Jennifer Love Hewitt

John and actress Jennifer Love Hewitt had a brief fling in 2002, but Hewitt still got a song out of the deal—it's rumored that Hewitt actually inspired Mayer's hit "Your Body is a Wonderland." 

Jeff Kravitz/FilmMagic

John Mayer and Jessica Simpson (Photo by Kevin Mazur/WireImage)

Jessica Simpson

Jess and John hooked up for about 10 months on-and-off in 2006 through 2007, and John felt it necessary to tell Howard Stern (two years after they broke up!) that he was sexually addicted to her. "It was like napalm, sexual napalm," so goes the famous quote. 

Kevin Mazur/WireImage

US actress Cameron Diaz arrives for the European premiere of the film 'What To Expect When You're Expecting' at the IMAX Cine

Cameron Diaz

The two were only rumored to be "hanging out" in 2007 so it may or may not have happened. Which might be a good thing because it seems like it was a busy year for the singer-songwriter. 

Andrew Cowie/AFP/GettyImages

NEW YORK - NOVEMBER 11: Musician John Mayer and actress Minka Kelly attend NY Knicks vs Miami Heat game at Madison Square Ga

Minka Kelly

John and Minka dated for a few months in 2007, and as far as we know, their breakup went down without any (public) drama. Well done. 

James Devaney/WireImage

(EXCLUSIVE, Premium Rates Apply) WEST HOLLYWOOD, CA - FEBRUARY 22: (***EXCLUSIVE ACCESS SPECIAL RATES APPLY*** NO TV BROADCA

Jennifer Aniston

John and Jen dated for about a year on-and-off from 2008 to 2009. His single "Shadow Days" off of his 2012 album 'Born and Raised' is said to be about her. Shoulda put a ring on it, yo. 

Kevin Mazur/VF/WireImage

NEW YORK - DECEMBER 08: Musicians John Mayer (L) and Taylor Swift attend the launch of VEVO, the world's premiere destinatio

Taylor Swift

When Swift released her 2010 album 'Speak Now,' it became very clear that her track "Dear John" was about Mr. Mayer. The two had a brief courtship in 2009/2010, and Mayer recently told 'Rolling Stone' he "felt terrible" when he heard the song. 

Dimitrios Kambouris/Getty Images for VEVO

PARIS, FRANCE - JULY 04: Kim Kardashian attends the Valentino Haute-Couture show as part of Paris Fashion Week Fall / Winte

Kim Kardashian

We wouldn't let you forget about this one! J & K reportedly went on a few dates back in 2010, but apparently things didn't work out because John's name doesn't start with a "K." 

Pascal Le Segretain/Getty Images

LOS ANGELES, CA - NOVEMBER 21: TV Personality Miley Cyrus arrives at the 2010 American Music Awards held at Nokia Theatre L.

Miley Cyrus

Maybe they didn't actually date, but Miley and John reportedly shared a kiss backstage at the 2011 Grammys. She can't be tamed, people. 

John Shearer/AMA2010/Getty Images for DCP

NEW YORK, NY - OCTOBER 16: Katy Perry and John Mayer seen on the streets of Manhattan on October 16, 2012 in New York City.

Katy Perry

After being spotted together in 2012, the internet went nuts wondering if Katy and John were doing the deed. But with headlines like "Katy Perry, John Mayer Hug at Pool Party" circulating, it doesn't seem like the two are too serious... yet. 

Dave M. Benett/WireImage

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