When singer-songwriter John Mayer isn't preoccupied with selling millions of records and winning Grammys, he's busy hooking up with a new lady love. Through the years, Mayer has been linked to some of the most beautiful women on the planet. But despite his success and good looks, the relationships are almost always short-lived. In fact, his track record has become so notorious that fans are begging him to stay away from Billie Eilish.
So why does Mayer have such a bad reputation when it comes to his love life? Perhaps his numerous ex-girlfriends can shed some light on this. Here's everything his many exes have said about him.
10 Jessica Simpson Says That He Manipulated Her
John Mayer dated Jessica Simpson from 2006 to 2007. According to Simpson, the relationship was toxic and Mayer caused considerable stress to her mental wellbeing by breaking up with her 9 times over email. Even worse, he shared extremely intimate details of their relationship with Playboy in 2010.
In a recent interview with Tamron Hall, Simpson spoke about the relationship, explaining that she "was very manipulated". She added, "But to talk about anybody sexually was kind of disrespectful, but that's on him."
9 Jennifer Aniston Is Forgiving Of His Harsh Words
Following her breakup with Brad Pitt, Jennifer Aniston got with Mayer and they dated from 2008 to 2009. After Mayer made some rather unpleasant comments about the age gap between himself and Aniston, who is only 8 years older than him, the good natured actress made it clear that she held no animosity towards her outspoken ex.
As she told Vogue, "He had to put that out there that he broke up with me. And especially because it's me. It's not just some girl he's dating. I get it. We're human." Clearly, Aniston has a forgiving heart and since Mayer was recently caught stalking her old pics, it looks like he's not as over her as he'd like us to believe.
8 Taylor Swift Wrote A Whole Song About Him
How ironic that Jennifer Aniston was deemed too "old" for John Mayer; he began dating Taylor Swift in 2009 when she was a mere 19-years-old. Meanwhile, Mayer was 32. Again, the relationship lasted just one year. The songstress addressed her ex in the song "Dear John", which paints Mayer in an extremely unpleasant light.
Swift sings that "My mother accused me of losing my mind/ But I swore I was fine, you paint me a blue sky/ And I go back and turn it to rain/ And I lived in your chess game/ But you changed the rules every day". She then goes on to address the age gap, singing, "Don't you think I was too young to be messed with?"
7 Katy Perry Said He Was Her Best Lover
One of Mayer's longer relationships, he dated Katy Perry from 2012 to 2015, albeit with intermittent breakups along the way. Unlike some of his other exes, Perry has been very positive when speaking about Mayer.
In 2017, James Corden asked Perry to rank her top 3 lovers and she gave Mayer the number one spot. It should be noted, however, that Perry had the choice of either eating a rancid old egg or discussing her sex life, so we can't blame her for choosing the latter.
6 Jennifer Love Hewitt Thinks He's The Coolest Guy Ever
Another ex who has heaped praise on John Mayer, Jennifer Love Hewitt dated the singer-songwriter circa 2002. During an appearance on Michael Rosenbaum's Inside of You podcast, she was asked about her relationship with Mayer.
"Oh my god, I think he's unbelievably talented," she said, adding that he's "one of the coolest people I ever met."
5 Minka Kelly Didn't Want Anyone To Know They'd Broken Up
Notoriously private about her love life, Minka Kelly was involved in a brief tryst with Mayer from 2007 to 2008. The actress prefers not to discuss her private life, but reports suggest that she was pretty upset that they'd broken up.
According to a source who spoke to People, "Minka told a couple of friends that she and John had broken up but she really didn't want to tell anyone."
4 Vanessa Carlton Called Him A "Bad Breaker-Upper"
Famous for her 2001 hit "A Thousand Miles", we can see why songstress Vanessa Carlton hit it off with John Mayer. They dated around 2002 and this was the first of many high profile romances Mayer would be involved in.
Their breakup was allegedly spurred by Mayer's career kicking off a lot faster than Carlton's and she subsequently branded him a "bad breaker-upper". Considering the way(s) in which he broke up with Jessica Simpson, we're inclined to agree.
3 Scheana Shay Said They Were In A "Throuple"
Vanderpump Rules star Scheana Shay dated Mayer back in 2009 when she was waitressing at a cigar club in Beverly Hills. Shay claims that she and fellow reality TV star Stacie Adams were involved in a "throuple" (essentially a ménage à trois) with Mayer. She shared the spicy story during an appearance on the Flashbacks podcast.
"This went on for about six months, that we hung out... It just became kind of the three of us. We had a little throuple going on," Shay explained. However, she soon grew jealous as Mayer began showing Adams more attention: "I was like, 'Wait, I brought you into this and now you're getting more attention than I'm getting. What's up with that?"'
2 Shenae Grimes Had Some Harsh Words For Him
Evidently, Mayer has a thing for younger ladies. 90210 actress Shenae Grimes was at the center of John Mayer hook up stories in 2010, when she was 20 and he was 32. According to reports, the two were having a steamy fling.
When asked about the nature of her relationship with Mayer, Grimes said, "According to Star Magazine John Mayer and I are in sexy cahoots. How wonderful for me... if wonderful meant embarrassing." Ouch.
1 Miley Cyrus Dissed Him
It has been alleged that John Mayer hooked up with Miley Cyrus in 2011. The pair were spotted kissing backstage at the Grammy Awards, which is a little unnerving considering that he was 33 and she was just 18-years-old at the time.
Since then, Cyrus has dissed Mayer. When asked whether her new album would be "pretty singer-songwriter-y", she hit back, "Yeah. But not granola. I don't listen to Ed Sheeran and John Mayer and stuff." We can't help but wonder if this comment was a subtle dig at their rumored past fling, as Cyrus has recently taken aim at creepy older men.
