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From wild comments on masturbation, his desperate and failing Mayer was 32 at the time of those interviews, and has spent much of the past eight years trying to undo their damage.

Now, at 40, he’s conscious of the way those interviews’ legacies lived on: “The elephant in the room is that we’re sort of talking about the double-headed dragon of the .

Describing Jessica as "a drug" and "like crack cocaine to me," he didn't hold back while divulging details of their, um, chemistry. A few months after Cameron Diaz ended her relationship with Justin Timberlake in 2007, she and John were spotted at NYC's Bowery Hotel being "super flirty" and “all over each other." They also went on a casual dessert date to French-Vietnamese restaurant Indochine, but nothing serious ever came of it.

After calling it quits with Jessica Simpson, John moved on with Friday Night Lights actress Minka Kelly.

Recently, John Mayer was spotted walking arm-in-arm with Katy Perry, possibly confirming rumors that the couple was back together.

Read on to see Mayer's long list of famous exes (and possible recouplings). John Mayer & Taylor Swift Swift's relationship in 2009 with Mayer reportedly inspired her song "Dear John," with lyrics like "Don't you think I was too young/ To be messed with?

Dated: 2009 Kiss and tell: John kept silent on this one, but then-aspiring actress – now “Vanderpump Rules” reality star - Scheana spilled about their fling – including saying he’s a good kisser and “He has really nice lips.” Dated: 2010 Kiss and tell: “[‘Dear John’ is] cheap songwriting. It just didn't work." Sing and tell: “Your Body Is A Wonderland” is rumored to be about Jennifer. If you charged me ,000 to f*ck you, I would start selling all my sh*t just to keep f*cking you.'" Dated: 2008-2009 Kiss and tell: "There was a rumor that I'd been dumped because I was tweeting too much. The brunt of her success came before TMZ and Twitter. She saw my involvement in technology as courting distraction. Did you ever say, 'I want to quit my life and just f*cking snort you?As much as John Mayer is known for being one of the music industry's most talented musicians, he's also garnered quite the reputation as a playboy.After all, the "Gravity" singer's long list of flings, hook-ups, and on-and-off relationships includes some of Hollywood's most high-profile female stars. Can you imagine him singing "Your Body Is a Wonderland" on your couch while staring at you with those big, puppy-dog eyes?




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The ' Praying' singer's fashion sense has always been bold, but she's transformed into a bright butterfly reflective of her new album title, ' Rainbow.' Click through the gallery to see her latest bold choices.


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But still their comeback didn’t really work out and they disbanded again. They didn’t like the suggestive nature of the song being associated with the doll and decided to sue, but the judge thought it was ridiculous, told them to ‘chill out’ and threw it out of court in 2002. Rene Dif, the slightly pervy Ken to Rene’s Barbie is now married to a health coach and has a daughter named Mabel. Soren with the wacky hair is no longer sporting the look of a cheese and pineapple hedgehog.


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