- 2006
Stepping Out with Jessica Simpson
New Year's Eve marks the unofficial coming out party for Jessica Simpson (right) and Mayer. But the love-connection doesn't sit well with some of Mayer's longtime supporters (What's an East Coast intellectual doing with Ms. Chicken-or-Fish?) "We had a blast that night," he tells Entertainment Weekly. "Some of my fans have been a little upset at me." Still, Simpson begins tagging along on Mayer's tour, and Mayer tells Ryan Seacrest at the Grammy Awards – in Japanese – "She's a lovely woman and I'm glad to be with her."
- 2007
Breaking Up with Jessica Simpson
After months of together-time (including romantic trips to Australia and Rome), Mayer and Simpson break up – but remain in frequent email contact. They briefly reunite days later, but split for good in early June. Although both keep mum on the parting, Simpson admits to In Style, "I've had my heart broken since my divorce."
Friday Night Lovin'
After briefly spending time with Cameron Diaz, Mayer steps out with Friday Night Lights cheerleader Minka Kelly (right). The two refuse to speak publicly about their romance, but certainly log plenty of frequent flyer miles to be together: brunch in Austin, Texas, shopping in Santa Monica and courtside at a New York Knicks basketball game. They quietly split in January 2008.
- 2008
John & Jen's Hot Romance
While shooting the movie Marley & Me with Owen Wilson in Miami, Jennifer Aniston, 39, spends time with Mayer, 30. Paparazzi even snap photos of them embracing on a Miami beach. In August, their romance fizzles, but they briefly reunite before calling it quits after attending the Academy Awards together in 2009.
- 2009
Two More Grammys For Mayer
Nominated for five awards, Mayer picks up two trophies at the 51st Grammy Awards: Best Male Pop Vocal Performance for "Say" and Best Solo Rock Vocal Performance for "Gravity". "It’s always been an honor for being a musician," Mayer says of his win during his acceptance speech. The crooner also performs on the Grammy stage with legend B.B. King, Buddy Guy and country star Keith Urban in a tribute to Bo Diddley.
Photo Credits
BIOGRAPHY (top to bottom): INF; Mike Hensen/AP; James Devaney/WireImage; Fame; Jason Merritt/Getty
- Name
- John Mayer
- Date of Birth
- October 16, 1977
- Birth Place
- Bridgeport, Conn.
- Relationships
-
Jennifer Aniston, ex-girlfriend (2008 to 2009; on and off)
Minka Kelly, ex-girlfriend (2007)
Jessica Simpson, ex-girlfriend (2006 to 2007)
Jennifer Love Hewitt, ex-girlfriend (2002)
