John Mayer’s Romantic History: All The Women He’s Loved From Taylor Swift To Jessica Simpson

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John Mayer
John Mayer successful performance astatine the O2 Arena successful London, UK - 13 Oct 2019

John Mayer utilized to beryllium the benignant to buss and tell. In information successful the 2010s, the “Gravity” singer, 45, was infamous for his TMI interviews astir his enactment life, eagerly going into item astir his trysts for men’s magazines similar Playboy. After of decades dating successful Hollywood, however, John yet learned to seal his lips, though.

But that doesn’t mean we’ve forgotten astir his star-packed database of ex-girlfriends. Over the years John dated everyone from Taylor Swift to Jennifer Aniston, to Jessica Simpson, leaving down a way of paparazzi snaps, breakup songs, and unreal moments to recount for aboriginal memoirs. (Taylor’s “Dear John” inactive cuts similar a weapon and Jessica’s Open Book is simply a masterclass successful having the past word.)

While John has learned to wound his lingua these days, successful 2017 helium told the New York Times helium has “nightmares” astir his slew of tell-all interviews. “What has to hap for a feline to judge that he’s wholly well-adjusted and beryllium that acold retired of touch?” helium asked, adding that present helium was “old capable to look back” connected beingness and spot wherever the “downfall” happened.

Asked however helium was “still single” during a July 2019 livestream, John was brutally honest. “Google me,” helium quipped with a smile.

It’s okay, John, you support searching. In the meantime, larn everything determination is to cognize astir each of his girlfriends, rumored flings, and much here.

Jennifer Love Hewitt

The instrumentalist and 9-1-1 prima Jennifer Love Hewitt dated concisely successful 2002. But their narration had capable of an interaction connected John to alleged constitute “Your Body Is a Wonderland” astir her. Jennifer isn’t truthful sure. “My assemblage is acold from a wonderland,” she joked successful a 2007 interrogation with Entertainment Weekly. “My assemblage is much similar a pawn shop. There’s a batch of absorbing things enactment together, and if you look intimately you’d astir apt beryllium excited, but astatine archetypal glance, not truthful much.” She has been joined to her Love Bites co-star Brian Hallisay since 2013, and they person 2 kids together: Autumn and Atticus.

Jessica Simpson

After her matrimony to Nick Lachey ended successful 2006, Jessica’s archetypal high-profile narration was with John. The mates divided the adjacent year. Three years later, helium famously told Playboy, “that miss is similar ace cocaine to me. Sexually it was crazy. That’s each I’ll say. It was similar napalm, sexual napalm.” Jessica was offended by the crass interview, and she elaborated astir her feelings — arsenic good arsenic their allegedly toxic narration — successful her 2020 memoir.

Jessica wrote successful Open Book that the unit to beryllium “perfect” for John contributed to her issues with drinking. “I perpetually disquieted that I wasn’t astute capable for him,” Jessica said. He was truthful clever and treated speech similar a affable contention that helium had to win. “My anxiousness would spike and I would determination different drink. It was the commencement of maine relying connected intoxicant to disguise my nerves.

Minka Kelly

After breaking up with Jessica, John concisely dated Friday Night Lights prima Minka Kelly. Their 2007-2008 romance didn’t past excessively long, but determination was nary atrocious humor betwixt the two. Minka and John reportedly remained friends aft splitting successful January 2008 and person ne'er spoken astir 1 different successful interviews.

Jennifer Aniston

John and The Morning Show prima dated connected and disconnected betwixt 2008 and 2009, adjacent going to the 2009 Academy Awards together. After their amicable split, John told Playboy that helium would “always beryllium atrocious that it didn’t last.”

Their relationship has endured done the years, overmuch to fans’ delight. John adjacent “liked” a photograph of Jen connected a instrumentality relationship successful December 2020! Just a fewer months earlier, she tuned into 1 of his Instagram Lives and near crying-laughing emojis.

Taylor Swift

“Dear John,” anyone? Taylor reportedly wrote her scathing breakup anthem astir the Dead & Company guitarist, whom she dated successful 2009 and 2010. Just look astatine the lyrics: “Dear John, I spot it each present that you’re gone / Don’t you deliberation I was excessively young to beryllium messed with? / The miss successful the dress, cried the full mode location / I should’ve known”.

Taylor was 19 during their relationship; John was 30. Taylor denies penning the opus astir her ex-boyfriend, but that didn’t halt John from telling Rolling Stone successful 2012 that it was “a lousy happening to do” that “humiliated” him. “How presumptuous! I ne'er disclose who my songs are about,” Taylor responded successful Glamour.

In 2019, John sent emotion to Miss Swift, telling an Instagram Live that helium “loved” her romanticist opus “Lover.” Regardless, a decennary later, Swifties are inactive aft John. They dog-piled connected him on TikTok. As 1 instrumentality enactment it, “Funny however Taylor’s 1 opus astir you is amended than your full discography.” Ouch.

Katy Perry

Something Taylor and Katy Perry person successful communal too the aforesaid backup dancers? They some dated John. Katy and John were unneurotic from 2012 to 2014. John confessed successful 2017 that helium wrote his deed “Still Feel Like Your Man” astir Katy. She got enactment connected the spot the aforesaid year, erstwhile James Corden asked her to fertile her apical 3 exes successful bed. John got apical billing!

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