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14-Feb-2017 13:07

Not since Sting had a male singer been both so popular and so respected. Mayer, a taut six-foot-three, was soon dating the kind of beauties who populate magazine covers: Jennifer Love Hewitt, Cameron Diaz and Minka Kelly, most recently seen on the arm of Derek Jeter.

In 2006 he surprised some fans by dating Jessica Simpson, who seemed (musically at least) the antithesis of what he stood for.

He is beloved (though not universally) as one of the few uncensored stars, speaking with wit and impetuousness.

He fills his Twitter feed with quips and advice, returning often to a few favorite topics: his dreams, his love of pie, Miley Cyrus songs and farting.

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He suffered from panic attacks as well as acne “so bad that I would cancel dates and plans and stay in the house,” he has said.I could have fucked a lot more girls in my life if I hadn’t been trying so hard to get them to like me. Playboy: But who cares if people assassinate your character? Anybody who has been in a relationship with me would stand by the fact that I’ve never been callous. I may have taken someone through the wringer psychologically, but I’ve never been sinister.