The “Gravity” singer was on a roll at the beginning of his career, landing dates with stars like Jennifer Love Hewitt and Jessica Simpson.

But when he faced criticism for a slew of now-famous tell-all interviews about his relationships with A-list stars, his rock-star mentality quickly caught up with him.

Mayer said that his ideal woman had to have “a gorgeous vagina” that he could “pitch a tent on and just camp out on for, like, a weekend” in an interview with Rolling Stone in January 2010.

Only a few weeks later, he raised more eyebrows when he compared his relationship with Simpson to “crack cocaine,” telling Playboy, “That girl is like crack cocaine to me,” and used the term “sexual napalm” to describe it. Have you ever expressed the desire to end your existence and simply snort you? I would start selling all of my s-t just to keep f-king you if you demanded $10,000 from me.

The Grammy winner first made no apologies. The young man here. I enjoy women. I desire female approval. In a profile published in March 2017 by The New York Times, he stated, “I want to compose music and be viewed as attractive.

Who Is John Mayer Dating?

John Mayer Dating

John Mayer, who has had his fair share of public relationships, is discussing his recent shift in dating strategy. On Wednesday’s episode of the Call Her Daddy podcast, the 45-year-old artist appears, saying that the interview is “out of character” for him.

Mayer talks at length with presenter Alex Cooper about his six years of sobriety and its effects on his dating life and attitude toward relationships.

Despite rumors to the contrary, Mayer identifies himself as “single” and says he has always been interested in committed partnerships. He has been romantically linked to a wide variety of celebrities, including Taylor Swift, Katy Perry, Jessica Simpson, and Jennifer Aniston.

Read More: Who Is Chantel Dating Now? Is Chantel Everett Rumored to Be Dating Another Reality TV Star!

History of John Mayer’s Dating

Jill Love Hewitt

Who Is John Mayer Dating

During their relationship in 2002, the artist allegedly wrote the song “Your Body Is a Wonderland” about the I Know What You Did Last Summer actress.

My physique is far from a wonderland,” Hewitt claimed to Entertainment Weekly in 2007, in an attempt to minimize her part in the success. My body is more like a consignment store. If you looked closely, you would undoubtedly be excited because there are many intriguing elements combined, but at first, glance, not so much.

Simpson, Jessica

Who Is John Mayer Dating

The two were romantically together from 2006 to 2007, but Mayer didn’t reveal his feelings for the “With You” singer in public until the aforementioned 2010 Playboy interview.

Jessica Simpson revealed in her 2020 autobiography, Open Book, that she and the singer initially remained in touch following their divorce, but after the Playboy tell-all, she erased his phone number out of concern for her grandmother’s opinion.

Read More: Who Is Leonardo Dicaprio Dating? Leonardo DiCaprio Dates 24-Year-Old Model and Actor!

Miss Kelly

Who Is John Mayer Dating

The 2007 relationship between Mayer and the Friday Night Lights alum was brief.

Aniston, Jennifer

Who Is John Mayer Dating

Between 2008 and 2009, the guitarist and the Friends alum had sporadic relationships. While taking a break from Aniston, he acknowledged to Playboy that he had sex with “four or five” different women and would “always be regretful that it didn’t last” with the actress. In 2020, a source exclusively revealed to Us Weekly that the former lovers now “have a wonderful friendship.”

The Taylor Swift

Who Is John Mayer Dating

For a brief while in 2009 and 2010, Mayer dated the country pop singer. According to reports, she based her song “Dear John” on their failed relationship, which Mayer called “a really horrible thing for her to do.” The reply from Taylor Swift? She remarked to Glamour, “How arrogant.” “I never tell anyone about whoever my songs are about.”

Read More: Who Is Chris Martin Dating? Dakota Johnson Shares Unusual Details About Her Relationship with Chris Martin!

Kirby Perry

Who Is John Mayer Dating

The singer of “Teenage Dream” and the member of Dead & Company started dating in 2012 then broke up in 2014. Perry vowed not to bring up her ex-boyfriend again after telling Chelsea Handler that “you have to go through all this s—t to get your grasp on life.”

In August 2014, she told Rolling Stone, “I don’t want to be disrespectful to him because it always comes back to bite me in the ass.” Mayer, on the other hand, claimed to have written his song “Still Feel Like Your Man” on Perry in an interview with The New York Times in 2017.


John Mayer’s dating history has been filled with high-profile relationships and controversial statements. From Jennifer Love Hewitt to Taylor Swift, his love life has made headlines. Despite the controversies, Mayer reflects on his past and emphasizes his desire for committed partnerships. Currently single, he navigates the complexities of fame and relationships with newfound sobriety.

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