Seducing the Stars: John Mayer, Hollywood Player

The singer, currently linked to Jennifer Aniston, has dated many A-list ladies.

ByABC News
May 8, 2008, 3:55 PM

May 9, 2008 — -- Serial dater, Lothario, cad -- they are just a few of the things that singer John Mayer has been called by the media for his very public hookups and breakups with some of the entertainment industry's most desirable women.

Jennifer Aniston appears to be the latest in a long line of A-list ladies that Mayer has dated. Over the years, the singer-songwriter has been linked to Jennifer Love Hewitt, Mandy Moore, "Friday Night Lights" actress Minka Kelly, Jessica Simpson and others.

For now, everyone seems to be talking about Mayer's blooming romance with Aniston. But he, for one, can't understand what the big deal is.

"This is not a scandal, this is not an issue, this is not a problem, this needs no spin control," he told "Entertainment Tonight" at the Metropolitan Museum of Art's Costume Institute gala earlier this week. "This is me living my life. ... There are much worse problems in the world. Everything's cool!"

For now, that is. The new couple, who've been e-mailing for more than six months, according to a report in this week's People magazine, spent five days canoodling in Miami last week while Aniston was on a break from filming her latest movie, "Marley & Me."

The two shared an intimate lunch at Michael's Genuine Food & Drink, then hit South Beach hot spot Casa Tua later the same day, partying until 1 a.m. But it was pictures of the pair cuddling poolside at the Mandarin Oriental hotel, where Aniston was crashing during the shoot, that really got tongues wagging.

Dating and relationship expert Matt Titus sees this kind of behavior as an ego trip.

"I think John likes to conquer the current 'It girl,'" he said. "I think he has a very egotistical freak in him that's masked by that pretty-boy artist-who-doesn't-care vibe. He aims for the 'It girl' to make him the big guy in Hollywood, the guy on all the magazine covers alongside Jennifer Aniston. Mission accomplished."

Us Weekly dubbed the 30-year-old singer its 2007 Cad of the Year, even before the Lothario penned and published a harsh note to an ex on his blog in March, prompting speculation that it was addressed to former girlfriend Simpson.