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OK! Old School: See John Mayer's Transformation (And Girlfriends) Throughout the Years
![John Mayer 9](https://media.okmagazine.com/brand-img/3BOHIEWE6/480x251/2013/10/john-mayer-9.jpg?position=top 480w, https://media.okmagazine.com/brand-img/3BOHIEWE6/640x335/2013/10/john-mayer-9.jpg?position=top 640w, https://media.okmagazine.com/brand-img/3BOHIEWE6/768x402/2013/10/john-mayer-9.jpg?position=top 768w, https://media.okmagazine.com/brand-img/3BOHIEWE6/1024x536/2013/10/john-mayer-9.jpg?position=top 1024w, https://media.okmagazine.com/brand-img/3BOHIEWE6/1280x670/2013/10/john-mayer-9.jpg?position=top 1280w, https://media.okmagazine.com/brand-img/3BOHIEWE6/1440x753/2013/10/john-mayer-9.jpg?position=top 1440w, https://media.okmagazine.com/brand-img/3BOHIEWE6/1600x837/2013/10/john-mayer-9.jpg?position=top 1600w, https://media.okmagazine.com/brand-img/3BOHIEWE6/2160x1130/2013/10/john-mayer-9.jpg?position=top 2160w)
John Mayer has gone from a small town singer to an international heartthrob. So in honor of the rocker's 36th birthday, we're taking a look back at his transformation (and girlfriends) throughout the years!
![John Mayer 1](https://media.okmagazine.com/brand-img/Px3ipJxrD/339x500/2013/10/john-mayer-1.jpg 339w)
Only a few months after landing his big break, John Mayer performed at the 2001 Music Midtown Festival in Atlanta, Georgia.
![John Mayer 2](https://media.okmagazine.com/brand-img/_QvzE-Hvy/333x500/2013/10/john-mayer-2.jpg 333w)
Jumping ahead to 2006, John's fame continued to rise with sold out shows across the world.
![John Mayer 12](https://media.okmagazine.com/brand-img/m87YG1Wni/344x500/2013/10/john-mayer-12.jpg 344w)
From August 2006 to May 2007, John Mayer dated the beautiful Jessica Simpson. While the two are cordial today, things got heated after John's revealing interview with Playboy Magazine.
![John Mayer 3](https://media.okmagazine.com/brand-img/A4U8vAA6l/327x499/2013/10/john-mayer-3.jpg 327w)
After his breakup with Jessica Simpson, the rocker chopped off his hair for a new spiky 'do.
![John Mayer 13](https://media.okmagazine.com/brand-img/6pxJKlLGF/353x500/2013/10/john-mayer-13.jpg 353w)
John Mayer didn't wait long to jump back into the dating world as he romanced Minka Kelly from September 2007 to January 2008.
![John Mayer 14](https://media.okmagazine.com/brand-img/_KAEcuD4i/363x500/2013/10/john-mayer-14.jpg 363w)
What was John's post-breakup transformation? Adding a sleeve to his set of tattoos!
![John Mayer 4](https://media.okmagazine.com/brand-img/QZc033_mB/346x499/2013/10/john-mayer-4.jpg 346w)
Sleek, chic and sexy—our favorite John Mayer look to date!
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![John Mayer 5](https://media.okmagazine.com/brand-img/B-C_VMd9c/333x500/2013/10/john-mayer-5.jpg 333w)
Leave it to John for a bold beauty move. Are you a fan of his buzz cut and mustache?
![John Mayer 6](https://media.okmagazine.com/brand-img/TSOoCeolb/319x499/2013/10/john-mayer-6.jpg 319w)
The iconic Vanity Fair Oscar Party was the singer's first official red carpet with then girlfriend, Jennifer Aniston. After 11 months together, the couple called it quits in March 2009.
![John Mayer 7](https://media.okmagazine.com/brand-img/vlzVO0ZZR/346x500/2013/10/john-mayer-7.jpg 346w)
After working together on "Half Of My Heart" for John's Battle Studies album, the star fell head over heels for Taylor Swift in July 2010. We all know how their relationship turned out...with Taylor writing an award winning track about their relationship!
![John Mayer 8](https://media.okmagazine.com/brand-img/GhLpTaiUU/333x500/2013/10/john-mayer-8.jpg 333w)
In February 2011, a goatee and long curly locks were the rocker's latest accessories.
![John Mayer 9](https://media.okmagazine.com/brand-img/eZ6gq-Adi/393x500/2013/10/john-mayer-9.jpg 393w)
In mid 2011, John once again mixed up his style by incorporating pieces inspired by his new Montana home.
![John Mayer 10](https://media.okmagazine.com/brand-img/ecQtchM7u/337x500/2013/10/john-mayer-10.jpg 337w)
June 2012 was a special month for John as he began dating his current girlfriend, Katy Perry. While the two spent some time apart, the lovebirds now seem more in love than ever!
![John Mayer 11](https://media.okmagazine.com/brand-img/BYIfvprAu/332x500/2013/10/john-mayer-11.jpg 332w)
John's latest outing? The hottie has been touring for his new album Paradise Valley! Stay tuned to OKMagazine.com for all the latest updates on our favorite guy.