John Mayer has made hit after hit of romantic love ballads that make women all over the world swoon. It is no secret that he indulges on all that attention, being the typical musician stereotype that he lives up to. John Mayer has dated some high profile women while raising eyebrows and making candid statements about his private life with them. He laments being cocky in his younger years. In an interview with Us Weekly, he denied being a womanizer but answered: "I'm a recovered ego addict. The only way that I can be sure that I don't relapse is to admit that I constantly have this ego addiction — every day."
We have to wonder what these relationships with these different women have been like for John Mayer since each one of them seems to be drastically different from the last. He has written songs about these women and they have given him inspiration for his never-ending creativity. Believe it or not, he actually does have feelings. Those breakup songs might be about something deeper, though. “There were times when tears came out of me, and I went, okay, John, this is not about an on-again, off-again relationship,” he told the Times. “This is something more profound.”
Without further ado, here is a list of the 18 seductive women that John Mayer has been with throughout the years.
18 Katy Perry: On-Again, Off-Again For Two Years
Katy Perry has been able to keep John Mayer around for longer than most of his past women have. Granted it was a volatile relationship with its ups and downs because it was so on-again, off-again. Between 2012-2014 they would fight and break up, then kiss and make up. A source told People, "They're two very strong-willed people. Despite caring about each other very much and wanting to make it work, they are, at their core, quite different." John Mayer admitted that the song Still Feel Like Your Man was inspired by Katy Perry. He told Us Weekly, "Who else would I be thinking about? And by the way, it’s a testament to the fact that I have not dated a lot of people in the last five, six years. That was my only relationship. So it’s like, give me this, people."
17 Jennifer Aniston: This Supposedly Made For Bitter Feelings
Back in November 2016, Jennifer Aniston had an awkward encounter with her ex, John Mayer when they ran into each other at an LA hotspot. She ignored him and just walked right past him. Whatever occurred between these two we can assume didn't end on good terms. It had been awhile since the two dated. John Mayer and Jennifer Aniston split for the last time in March of 2009 after more than a year of dating. According to Us Weekly, this relationship was difficult for John to recover from. According to the publication, “Shadow Days is about Jen. It really took him a long time to get over her. He really loved her a lot.” Looks like John Mayer is pretty much the male version of Taylor Swift writing songs about his exes. Speaking of which...
16 Taylor Swift: She Wrote Dear John About Him
It looks like these two found a match in each other since they are both serial daters. They use their dating life to make bank because they write songs about their loved and lost flings over the years. Back when she was 19 years old back in 2009 shortly after his split from Jennifer Aniston, they were rumored to be having a fling to say the least. Her song, Dear John was supposedly written after him. It looks like he was the one that broke her heart, and he was 32 years old at the time. Yes, a whopping 13 years her senior. The most profound lyrics of Dear John goes like this: "It was wrong, Don't you think nineteen's too young, To be played, By your dark, twisted games, When I loved you so." Awww, poor Taylor. It's not like she hasn't broken any hearts of her own since...
15 Jessica Simpson: He Kissed And Told
Oh boy, this was one steamy affair. After Jessica Simpson got divorced from Nick Lachey way back in 2006, she started dating John Mayer for a little over a year. People were happy for Jessica and this seemed like a promising relationship. Mind you, this was all before John Mayer obtained that playboy reputation that we hear about now. He kissed and told by revealing some candid and intimate details about Jessica Simpson during an interview with Playboy. We doubt that Jessica Simpson was too thrilled to hear about that, but he went on to later admit that he was a jerk to her. At least he owned up to his wrongdoings, but we highly doubt that they have remained friends to this day.
14 Jennifer Love-Hewitt: He Wrote Your Body Is A Wonderland After Her
Back in 2002, Jennifer Love Hewitt was at the height of her career and the dream girl to every high school boy. She was John Mayer's first big-name girlfriend while she was still appearing in blockbuster films and even had a budding music career (which didn't really go anywhere). There was a rumor that he wrote the song, Your Body is a Wonderland after her and she had a comical reply to that one. “My body is far from a wonderland. My body is more like a pawn shop,” she told Entertainment Weekly. If that truly was about Hewitt, then he owes his career to her. He went on to win his first Grammy for Best Male Pop Vocal Performance for that very song. Then that led to even more Grammies later down the road.
13 Minka Kelly: Proof That He Has A Thing For Brunettes
In 2008, John Mayer and Minka Kelly had a brief romance and were spotted out and about together. She was the girl that he dated while he was on a brief split with Jessica Simpson before they got back together. Since their fling was so brief, they are said to still be friends and are on amicable terms. According to a pal of Kelly’s, “Minka told a couple friends that she and John had broken up but she really didn’t want to tell anyone.” Even after they broke up, Minka Kelly showed her support for Mayer by attending his concert in L.A. and accompanied him to the after party where they got cozy in a booth together. Maybe this was just a casual thing that only happened when it was convenient for both of them.
12 Vanessa Carlton: Early 2000's Memory Lane
Remember back in 2003 when Vanessa Carlton was all over the radio (before iTunes even got popular)? Back when she came onto the scene making her a superstar with the hit A Thousand Miles, that was when they were rumored to start dating. Both Vanessa Carlton and John Mayer were new to the Hollywood scene so it made sense that they started dating on and off back in the early '00s. Back in those days, Carlton supposedly announced that they were a couple on her website message board. Considering the fact that this was before celebrity gossip via social media, it is hard to know for sure what really went on between them. The couple obviously didn't last too long because his playboy reputation took precedence and he started exploring other options.
11 Demi Lovato: Most Recent Brief Fling In 2016
In 2016, Demi Lovato and John Mayer were spotted out and about together shortly after her split from fiancé Wilmer Valderrama. He was 39 and she was 24 at the time making him a whopping 15 years her senior. It seems like he doesn't really discriminate based on age because has dated older women, younger women, and women that are just about his age. Celebitchy pointed out: "Lovato is single after a 10-year back and forth relationship with Wilmer Valderrama, and Mayer is single, waiting for the next woman who will make him a paparazzi target.” Perhaps it was better that these two never got serious. John Mayer has no problem kissing and telling to magazines and Demi Lovato is ruthless when it comes to tweeting about people she doesn't care for.
10 Miley Cyrus: Threw Some Shade At Him
In 2011, John Mayer and Miley Cyrus allegedly got cozy together during Grammy weekend. She was just 18 years old at the time making him 15 years her senior (no surprise here). She was rumored to share a backstage kiss with him even though she was already dating Joshua Bowman at the time. An eyewitness at the Grammy Awards tells Star, “At one point backstage, Miley was rubbing John’s back and, when he thought no one was looking, he leaned over and kissed her!” Other sources say that Miley spent the entire weekend following John Mayer around "like a puppy dog." Aww, so it safe to say that it was puppy love? Probably not since they were just getting touchy-feely with each other for those brief days. Let's call it Grammy fever.
9 Cameron Diaz: He Was Her Rebound After Justin Timberlake
In 2007, John Mayer and Cameron Diaz were spotted running some major PDA on each other in New York over a romantic weekend. They were spotted together in the city where sources say that "they were all over each other" and "super flirty" at the Bowery Hotel. Then, they were spotted sharing a few meals together in the city. “It looked like a casual date,” said a source. “She was giggly. She was laughing and seemed happy.” John Mayer even went as far as to confirm the relationship between him and Cameron Diaz. When asked if they were dating, he told People magazine: "Yes, it is definitely true." This was after she split from long-time boyfriend, Justin Timberlake. It looks like she has a thing for musicians and younger dudes.
8 Renée Zellweger: Sometimes He Likes Older Women, Too
In 2011, John Mayer and Renee Zellweger got involved, and this was an unlikely pairing, to say the least. Rumor had it that they were "quietly going out" on a number of dates between New York and Los Angeles depending on how their schedules coordinated. A source said that Renee was just looking for a good time with a hot guy and John Mayer fit that bill perfectly. This was a low-key, keep-it-on-the-down-low type of relationship that neither party predicted would ever go anywhere. She was also linked to Bradley Cooper, and Jennifer Aniston was dating him at the time reportedly. So it looks like these women traded in their dates. We can only assume that there were no hard feelings between the two of them.
7 Kim Kardashian: This Is Just An Odd Pairing
Out of everyone on this entire list, we would have expected this one the least. In late 2010, Kim Kardashian and John Mayer had reportedly "gone out" together a few times and were seen hanging out in New York City. There must be something about that city that makes John want to shop around for women. They spent a couple of nights hitting the town by themselves with no one else around. Kim told TMZ that it was "nothing serious" and that John Mayer "is a really cool guy." John Mayer has to stick out like a sore thumb when you look at her dating track record. His music is too lovey-dovey and romantic for it to tickle Kim Kardashian's fancy. Needless to say, she moved on from that.
6 Rashida Jones: This Was Never "Officially Confirmed"
In late 2009, Rashida Jones and John Mayer were hanging out a lot somewhere between his relationships with Jennifer Aniston and Cameron Diaz. We can't really keep track at this point. After being spotted together at the Chateau Marmont where he gave an impromptu acoustic performance, her rep insisted that they were just having a dinner with mutual friends. Then just a few nights later, they were spotted arriving at the Fulfillment Fund Stars Gala at the Beverly Hills Hotel. When he was scheduled to perform, he arrived 45 minutes late and she arrived right behind him. While he ducked in backstage, she was snuck in behind the back door. They were obviously trying to hide the fact that there was some hanky-panky going on.
5 Kristin Cavallari: She Allegedly Turned Him Down
Kristin Cavallari had a reputation for being a man-eater on The Hills and Laguna Beach, but turning down John Mayer is a milestone for her. This is because so many famous, beautiful women are not able to resist him. For just that reason alone, we seriously owe her a standing ovation. Though she is now Mrs. Jay Cutler and has three beautiful children with him, there were times where she just had to sow her wild oats. Rumor has it that she only met him for five minutes, he asked her out and then she turned him down. "I just feel like I don't need to be another notch on his belt," she said on Ryan Seacrest's KIIS-FM radio show. Seriously, give this woman props for turning down a dude is known to be a total player. Good for her.
4 Shenae Grimes: She Denied Anything Ever Happened
This time around, Shenae Grimes denied anything ever happened between her and John Mayer. The 90210 and Degrassi actress got angry with Star Magazine who spread headlines that she was dating him. She tweeted, "According to Star Magazine, John Mayer and I are in secret cahoots. How wonderful for me. If wonderful I meant embarrassing." She, just like Kristin Cavallari was well aware of John Mayer's dating history and absolutely wanted no part of it. You have to give these women props for being outspoken in claiming to have no affiliation with the singer. After all, so many women love him, but they can see through his little games. Maybe that makes him want to date them even more. Shenae even ventured to say that she was embarrassed by the rumor. Ouch.
3 Reena Hammer: A Romance With A High Profile Businesswoman
So, now we are getting into some women who are drop dead gorgeous but not quite as famous as other women on his list. Reena Hammer is a British fashion and makeup artist as well as a high-powered business woman. Reena is the daughter of makeup artist Ruby Hammer and Urban Retreat spa owner George Hammer. She dated John Mayer sometime in 2010, but it wasn't serious and she and John called it quits. She then moved on to getting back together with Irish actor Jonathan Rhys Meyers who she was in an on-again, off-again relationship for eight years until 2012. It looks like her short-lived fling with John Mayer caused her to dodge a major bullet full of heartbreak.
2 Scheana Marie: Fun Fling With A Young Cocktail Waitress
Scheana Marie was an aspiring model and actress while she was a cocktail waitress on the side. She met him at a birthday party when she was working at the club in Los Angeles. At the time, he was with Jennifer Aniston, so that adds to the scandal. She said that she felt some chemistry while she was having some drinks with him. In an interview with Daily Motion, she said that he was just friendly and nothing more. A few months later after he and Jennifer broke up, he came into the club she worked. Since they both just got out of a relationship, Scheana said that he was never her boyfriend but that they were just "hanging out" and "keeping it on the DL."
1 Rhona Mitra: Just A Brief Hookup Back In 2005
Last but not least, we have British beauty and actress Rhona Mitra. Way back in 2005, John Mayer and Rhona Mitra had a brief hookup but that was about it. Nothing more. Rhona Mitra is one of those small role actresses that still gets a lot of gigs and makes a decent career for herself. You might recognize her from Underworld: Rise of the Lycans and The Last Ship. She is half Irish and half Indian so that gave her some exotic flair that John Mayer was attracted to. It looks like all in all, John Mayer clearly prefers brunettes but goes for a blondie every once in a while. So that about wraps it up for John Mayer's long list of lovers lost. Stay tuned for who he will be dating next...
Source: Us Weekly, The Washington Post, People, Star, TMZ, Us Magazine, Star Magazine
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