All About John Mayer's Celebrity Ex-Girlfriends

John Mayer is one of Hollywood's hottest bachelors. He's a Grammy Award-winning artist, a multi-platinum record holder, a known comedian, and a gorgeous hunk of meat! Who are the famous ladies who captured his heart over the years?

John Mayer and Jessica Simpson had an intensely passionate relationship in 2006 after Jessica and Nick Lachey divorced. The two had an on-and-off-again relationship where John Mayer famously said he was addicted to her like "crack-cocaine" and that she was like "sexual napalm". This quote he later apologized to Jessica for after she wrote her autobiography and said she was "floored and embarrassed that my grandmother was actually gonna read that and openly said she was afraid she wasn't smart enough for him.

Stone-cold fox Cameron Diaz is one of Hollywood's most recognizable actresses. She's famous for not only her incredible talent but also for her charm, goofiness, and down-to-Earth demeanor which explains why John was attracted to her. The two dated for a short period of time after Cameron and Justin Timberlake split.Cameron definitely has a taste for musicians, having married Good Charlotte's lead guitarist Benji Madden. The two even have a daughter, Raddix Madden.

Singer Colbie Caillat and John Mayer were perfect for each other at the time they dated, both being very open about non-committal love. She was even quoted as saying "I don't take relationships too seriously, but everyone else seems to. And when you get your heartbroken, it's like the end of the world. And I look at it as that was one moment in your life, one chapter."

Household name singer Taylor Swift and John Mayer had a very short-lived romance of a few months back in 2009 and 2010. Many fans speculate her song "Dear John" is about him, John even said "It was a really lousy thing to do. I never got an email. I never got a phone call. I was really caught off guard." when asked about the song.

The I Know What You Did Last Summer actress Jennifer Love Hewitt and John Mayer dated shortly while his song "Your Body Is A Wonderland" was at its peak of chart-topping. Many speculated the song is about her, which Jennifer denies but it very flattered by.

John Mayer and Katy Perry broke up many times during their almost 2-year relationship, even writing a song together "Who You Love". The two were fairly public with their affection and Mayer admitted his song "Still Feel Like Your Man" is about his ex Katy. Katy is now engaged and expecting a child with Lord of the Rings star Orlando Bloom.

Hollywood's sweetheart Mandy Moore and John had a brief courtship shortly after John and Jessica Simpson ended. A lovable and talented musician herself seems also drawn to musicians, marrying Ryan Adams in 2009 and Taylor Goldsmith in 2018.

Scheana Shay and John Mayer had probably one of the shortest-lived flings. John seems to enjoy privacy when it comes to his relationships and Scheana doesn't seem to understand privacy and immediately spilled to the press about her and John prompting John to end things. Awkward!

Seriously! Kardashian queen Kim and Mayer were spotted out and about many times back in 2010! Obviously the pair did not last too long but many aren't surprised they were drawn to each other, seeing that both Kim and John are pretty brilliant.