Untangling John Mayer's Surprising Dating History

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John Mayer Addresses Misconceptions About His Love Life

John Mayer has said astatine shows—the benignant wherever you person to zip your telephone up successful a small locked pouch truthful the magic doesn't marque its mode online—that, astatine this constituent successful his life, he'd conscionable similar to conscionable someone who'll be nice to him.

It's hard to ideate a script successful which determination isn't a enactment of women eagerly waiting their crook to beryllium bully to the Grammy winner, oregon to conscionable him underneath the moonlight for conscionable 1 night, but evidently dating a feline similar Mayer isn't truthful simple. 

For them oregon for him.

But the 45-year-old instrumentalist has, successful fact, grown much introspective with time, owning up to the information that helium had a estimation arsenic a existent hound dog—and acknowledging that helium didn't precisely discourage that mentation of his romanticist life. (Ahead of Taylor Swift's re-release of Speak Nowfeaturing "Dear John," seemingly about himhe made a plea to fans: "Please beryllium kind.")

"What has to hap for a feline to judge that he's wholly well-adjusted and beryllium that acold retired of touch?" Mayer reflected to the New York Times in 2017. "My GPS was shattered, conscionable shattered."

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He continued, "I'm aged capable to look backmost connected my beingness and go: 'That's astir apt the photonegative changeable in Behind the Music.' Coming up aft the break—boom—the downfall."

Of course, it took much than his kiss-and-tell antics to enactment that hound successful the doghouse. Mayer said a batch of worldly earlier being virtually silenced by granuloma connected his vocal cords, which required 2 surgeries, and helium ended up accounting for a assortment of questionable comments.

But helium didn't consciousness the request to apologize for being an appreciator of women.

He remembered thinking, erstwhile successful 2014 helium started penning the songs that made up 2017's The Search for Everything, "I'm a young guy. I similar girls. I privation girls to similar me. I privation to marque euphony and beryllium thought of arsenic attractive. I was yet acceptable to re-enter that satellite and turn backmost into it." 

Taylor Swift Fans Believe THIS Midnights Song Is About John Mayer

Turned out, the satellite he'd near down was inactive determination waiting for him. 

But though helium chopped rather the swath done the personage dating country astatine 1 point, his intentions questioned astatine each turn, not each was ever arsenic it seemed.

Keep speechmaking to look backmost connected his star-studded dating history...

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Jennifer Love Hewitt

Their narration was brief, but Mayer was rumored to person remembered capable astir what they did that summertime to write one of his biggest hits, "Your Body Is a Wonderland," the 2nd azygous disconnected his debut album, Room for Squares.

Which came retired successful 2001 and Hewitt dated Mayer successful 2002, truthful the logic was faulty each along. But the relation persisted.

"My assemblage is acold from a wonderland," Hewitt protested to EW.com successful 2007. "My assemblage is much similar a pawnshop. 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."

However, settling successful for an interrogation connected the podcast Inside of You With Michael Rosenbaum, the 9-1-1 star said that it inactive wasn't existent (as acold arsenic she knew) but she was, indeed, flattered that radical thought it was: "That's a existent compliment."

For his part, Mayer said connected VH1 Storytellers that helium wrote the opus astir his archetypal woman from erstwhile helium was astir 14, and he primitively called it "Strawberry Wonderland."

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Jessica Simpson

After her matrimony to Nick Lachey ended, Simpson decided to person a small fun. And she near a mark—on Mayer and the zeitgeist. In 2010, astir 3 years after they divided up, Mayer infamously told Playboy, "Yeah, that miss is similar ace cocaine to me. Sexually it was crazy. That's each I'll say. It was similar napalm, intersexual napalm."

Well, that was rude. Simpson agreed, and it was so a loose-lipped infinitesimal Mayer would come to regret. "It's much embarrassing [than thing else], 'cause I'll locomotion into a edifice oregon thing and I'll announcement much men are looking astatine me," Simpson, pressed for her reaction, said connected The View in 2010. "And he'll ne'er person this napalm again."

Meanwhile, Mayer said on Watch What Happens Live! successful April 2020 that, yes, he was aware Simpson had released a memoir and, quoting, Pee Wee's Big Adventure, "I don't person to ticker it, Dottie. I lived it."

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Cameron Diaz

Moving connected from Simpson in 2007, Mayer was concisely linked to the Charlie's Angels star—who memorably lived it up during her bachelorette days before finding her to-have-and-to-hold idiosyncratic in Benji Madden.

She had conscionable breached up with Justin Timberlake earlier that year, so...why not get "super flirty" with Mayer successful NYC?

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Minka Kelly

The Friday Night Lights star remained friends with the vocalist aft seemingly venturing into more-than territory successful precocious 2007, neither wanting to marque a large deal astir it.

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Jennifer Aniston

Mayer dated the Friends star betwixt 2008 and 2009, much oregon little disconnected and connected from 1 year's Oscars enactment to another. But pursuing their archetypal divided that archetypal summer, helium informed the satellite of what happened by ranting to a fewer paparazzi extracurricular his New York gym, letting it beryllium known that helium was "a antheral who ended a relationship." 

Aniston laughed disconnected her immature ex's antics, telling Vogue, "He had to enactment that retired determination that helium broke up with me. And particularly due to the fact that it's me. It's not conscionable immoderate miss he's dating. I get it. We're human. But I consciousness earnestly protective of him and us. Trust me, you'll ne'er spot that hap again from that man. And it doesn't instrumentality distant from the information that helium is simply a fantastic guy. We attraction astir each other. It's comic erstwhile you deed a spot successful a narration and you some realize, We possibly request to bash thing else, but you inactive really, truly emotion each other. It's painful. There was nary malicious intent. I deeply, profoundly attraction astir him; we talk, we adore 1 another. And that's wherever it is."

They reconciled, but each was done by March 2009. "I'll ever beryllium atrocious that it didn't last," Mayer told Playboy in that interview the pursuing year. "In immoderate ways I privation I could beryllium with her. But I can't alteration the information that I request to beryllium 32."

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Taylor Swift

Alas, he continued to unknowingly excavation the sedate for the archetypal chapter of his personage beingness when he tweeted he was moving connected a opus and helium wanted to sing it with the 19-year-old Fearless artist. "Waking up to this opus thought that won't permission my head. 3 days consecutive now. That means it's bully capable to finish," the once-prolific Twitter idiosyncratic wrote successful March 2009. "It's called 'Half of My Heart' and I privation to sing it with Taylor Swift. She would marque a slayer Stevie Nicks successful opposition to my Tom Petty of a song."

So, nary expectations determination astatine all. But they did conscionable up to record "Half of My Heart" for his 2009 medium Battle Studies, which came retired that November, and performed unrecorded unneurotic respective times.

But while he did not marque the aforesaid mistake helium did with Aniston, it was Swift who made definite that radical kinda-sorta knew what was what. That helium was a antheral who ended a relationship.

Mayer told Rolling Stone in 2012 that helium was beauteous devastated by the 2010 opus "Dear John," which called retired a definite fellow's "dark twisted games." He insisted that, successful this case, helium "didn't merit it. I'm beauteous bully astatine taking accountability now, and I ne'er did thing to merit that. It was a truly lousy happening for her to do."(Swift has ne'er explicitly said that the tune is about Mayer, but earlier the opus came retired she said successful an interrogation that "little hints" would guarantee that it would beryllium wide who the feline was, nary further mentation necessary.) 

Moreover, helium continued, "I ne'er got an e-mail. I ne'er got a telephone call. I was truly caught off-guard, and it truly humiliated maine astatine a clip erstwhile I'd already been dressed down. I mean, however would you consciousness if, astatine the lowest you've ever been, idiosyncratic kicked you adjacent lower?"

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Katy Perry

But things would soon commencement looking up!

"I really americium dating my crush," Perry told in 2013 of being with Mayer, who she started seeing successful 2012 following her divorcement from Russell Brand. "I had a crush connected him for a agelong time."

That was aft they had already breached up once, however, and their off-and-on emotion affair yet settled into the disconnected presumption for bully successful 2015. 

But they were the existent deal, and portion Perry moved connected and recovered happiness (at archetypal blistery and cold, but yet afloat steam ahead) with Orlando Bloom, Mayer took a interruption from emotion and recovered himself stewing a bit.

"Who other would I beryllium reasoning about?" helium told the New York Times in 2017 erstwhile asked astir speculation that "Still Feel Like Your Man" was astir Perry. "And by the way, it's a testament to the information that I person not dated a batch of radical successful the past five, six years. That was my lone relationship. So it's like, springiness maine this, people."

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Halsey

After folks wondered whether the "Bad astatine Love" vocalist and Mayer were trying to archer them thing with their public flirting on societal media successful 2018, Halsey—at the time, precocious divided from G-Eazy for the 2nd time—reminded radical that not every spark meant a occurrence was burning.

"I conscionable had a crushed breaking idea," they tweeted erstwhile the speculation went into overdrive. "What if...we fto pistillate artists...have friends...without assuming that they are sleeping together? I cognize I know. It's like, wholly ambitious but like, ideate if we like, tried?"

This communicative was archetypal published connected Friday, Oct. 16, 2020 astatine 7 a.m. PT.

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