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John Mayer Dating History – All The Women The Singer Has Dated Over The Years

There is no denying that John Mayer has a history of being able to steal the show when it comes to dating. The 45-year-old singer has had a number of high-profile relationships set up for her throughout the course of her career with other prominent people.

He has, however, acknowledged that the labels of “lothario” and “womanizer” surprise him. There is no doubting that the Gravity singer has permanently cut ties with his ex-girlfriends, but he surely left his mark on them.

John Mayer Dating History

No matter how alone he may be, hardly many men can match John Mayer’s extraordinary skill at seducing women. There is no denying Mayer’s attractiveness. Every hottie he’s been linked to throughout the years is listed here, including his most recent union with Katie Perry and his very first one with Vanessa Carlton. Therefore, be sure to look it over.

John Mayer and Vanessa Carlton – Dated In The Year 2002

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Mayer dated Vanessa Carlton briefly as the two of them were beginning their careers, but their relationship was brief and sweet because Mayer fell in love with the stunning Jennifer Love Hewitt as soon as he lay eyes on her.

John Mayer and Jennifer Love Hewitt – Dated From The Year 2002 – 2003

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Before he entered the spotlight, Mayer’s first love was the Ghost Whisperer actress, and he fell instantly and deeply in love with her. There is a tale of how Mayer published “You’re Body Is a Wonderland,” the second single from his debut album, and it would seem that this song was dedicated to Love Hewitt.

When Mayer was on tour and could not maintain a connection while he was away, there was a breakup between the couple.

John Mayer and Rhona Mitra – Dated In The Year 2005

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We don’t know whether they dated, but there have been speculations that Mayer and the British actress dated for a short while before breaking up. But there was no sign that either one knew of the other’s romance.

John Mayer and Milana Vayntrub – Dated In The Year 2006

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Mayer and the Life Happens actor have had a number of inconsequential relationships throughout the years. Since Vayntrub was just 19 when Mayer, a 28-year-old artist, was reported to have hooked up with her while they were dating, he obviously likes young people.

John Mayer and Jessica Simpson – Dated In The Year 2006

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Simpson and Mayer began dating about a year ago, following her breakup with Nick Lachey. After declaring that he and Simpson had broken up, Mayer compared Simpson to “crack cocaine” in a recent interview with Playboy.

Due to his comment, the tabloids went berserk. Furthermore, he continued by saying that it was “wild” and “like napalm, sexual napalm in a manner” from a sexual perspective.

John Mayer and Cameron Diaz – Dated In The Year 2007

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Shortly after breaking up with Jessica Simpson, Mayer was briefly seen on camera flirting with Cameron Diaz. This celebrity was seen doing so shortly after breaking up with Justin Timberlake.

A source verified that the two were dating when they were spotted together in New York City in a recent article, but the romance fizzled out rather fast as their chemistry waned.

John Mayer and Minka Kelly – Dated In The Year 2007

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Before he left her to be with Jennifer Aniston in the summer of 2008, Derek Jeter’s ex-girlfriend and Friday Night Lights actress Minka Kelly had a brief relationship with Mayer. The fact that the two of them are still friends and have managed to maintain a tight relationship astounds me. Unfortunately, we will never be able to determine the answer to this question.

John Mayer and Jennifer Aniston – Dated In The Year 2009

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After dating for over a year, a couple who had an on-and-off relationship decided to call it quits. Even though Aniston wrote “Shadow Days” for her, Mayer claimed that a year later he was still upset about the end of their relationship.

He described the woman as the most talkative, friendliest, and kindest person he had ever encountered during his interview with Playboy. Jen might have been the one who fled. It seems like she was the one who managed to flee.

John Mayer and Scheana Marie – Dated In The Year 2009

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Despite Scheana Marie’s claim that Mayer and her had a history, the reality star vehemently denied any such relationship. In contrast, a question concerning the 23-year-old’s ability to kiss well at the moment was asked of him in a video interview.

She was gushing and said that she thought he had great lips. Throughout the conversation, there were signs of closeness between the couple, but nobody is certain if anything actually occurred, even though she also made other subliminal references to their connection.

John Mayer and Taylor Swift – Dated In The Year 2009

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Without a doubt, Mayer is one of the innumerable nasty boys who have previously hurt T-Swift. When Swift’s song “Dear John” became popular following their breakup, there were allegations that she had written it about Mayer at that time.

In the song, Swift makes reference to how “John” treated her cruelly and how it caused her heart to break. Swift has never been able to take a break from his dark and twisted behavior, despite all of his efforts. He can never get a break because of her persistent presence.

He then revealed to Rolling Stone, according to Mayer, that the song had made him feel ashamed and embarrassed. Then, he continued, “I didn’t deserve it. I’m fairly adept at accepting responsibility. She did a terrible thing by doing it. Whatever gets you to sleep, buddy.

John Mayer and Rashida Jones – Dated In The Year 2009

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Recent sightings of Mayer and the Parks and Recreation actress in public have sparked rumors that the two are dating. They were in a platonic relationship that, while being entirely platonic, attracted media attention, insiders claim. The rumors didn’t go away right away, but ultimately they did.

John Mayer and Miley Cyrus – Dated In The Year 2010

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Before he and Liam Hemsworth fell in love, Miley Cyrus reportedly had a brief relationship with Mayer, according to Glamour magazine. Cyrus may have thrown some significant shade at Katy Perry in 2014 due to her connection with John Mayer, which may have been the reason. There might still be some resentment between them.

John Mayer and Kim Kardashian – Dated In The Year 2010

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The duo was out having fun as Kim Kardashian was in New York City filming an episode of Keeping Up With The Kardashians. Before going on the date, both, according to Page 6, brought pals along to see how things went and if they clicked.

I saw @kimkardashian at Sirius/XM and say hello like a gentleman, and you want to spin a tale at my expense? It would appear that Mayer was not happy with the speculations that the duo was hooking up. F**** You!”

Unfortunately, we will never know what transpired, but given that both of them have a history of serial dating, we wouldn’t be shocked if the claims were accurate.

John Mayer and Reena Hammer – Dated In The Year 2010

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Mayer dated the British makeup artist for a brief period of time, but it wasn’t a committed union and the connection only lasted a few months. However, Hammer and Rhys Meyers soon fell out of love, and Hammer afterwards dated The Tudors star Jonathan Rhys Meyers.

John Mayer and Katy Perry – Dated From The Year 2012 To 2015

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Nicole Mayer, the vocalist of “Dark Horse,” moved on from Russell Brand in the weeks following the conclusion of her divorce. She did, however, admit that they had been exchanging love letters for a very long time prior to the couple making their relationship public in an interview with Entertainment Weekly.

However, this romance ended in the same manner as John Mayer’s previous marriages. After being together for three years on and off, the couple decided to call it quits due to competing schedules and a lack of trust on both sides. Perry is in a good place, though, as evidenced by the fact that she was seen out and about with Orlando Bloom at the Coachella music festival.

John Mayer and Kiernan Shipka – Dated In The Year 2022

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On November 2022, Kiernan Shipka, the actor who plays Sabrina in the Chilling Adventures of Sabrina, was observed eating at the same Italian restaurant as John, 45. According to some eyewitnesses, the couple spent four hours together during the supper. However, it appears that two distinct vehicles left the area.

John criticized dating in his call Her Daddy podcast in December 2022, criticizing the concept of dating in general. “For me, dating is no longer a set activity; it doesn’t exist in a kind of… It’s no longer patterned, he declared.

John Mayer is without a doubt one of the top heartthrobs in Hollywood and has been romantically associated with a number of important A-listers. It will be intriguing to follow the handsome hunk’s future in the near future. Do you think of yourself as a fan of Mayer? Please share your thoughts in the comments section.

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