John Mayers Dating History: Jessica Simpson, Jen Aniston, More

May 2024 · 2 minute read

John Mayer has been unfortunate in love — and he’ll be the first to admit that he’s in part responsible.

In the early days of his occupation, the “Gravity” singer used to be using high as he scored dates with everyone from Jennifer Love Hewitt to Jessica Simpson. His rockstar mindset briefly caught up with him, alternatively, when he got here beneath fire for a series of now-infamous tell-all interviews about his A-list relationships — together with the Playboy debacle when he used the phrase “sexual napalm” to explain his romance with Simpson.

At first, the Grammy winner was once unapologetic — “I would like ladies to like me. I need to make tune and be thought of as attractive,” he instructed The New York Times in a March 2017 profile — however as time handed, he began to comprehend that he had “began to invent my very own grenade,” he instructed the Times.

Since his romance with Simpson fizzled, Mayer subsequently dated Jennifer Aniston, Taylor Swift and Katy Perry, romances that made headlines — and songs. Fans have long theorized that Swift has written a handful of tracks about Mayer, including Speak Now‘s “Dear John,” Midnights‘ “Would’ve, Could’ve, Should’ve” and more, whilst Mayer’s “Paper Doll” is rumored to be in regards to the “Anti-Hero” artist. Mayer additionally admitted to writing music about Perry.

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While the Room for Squares singer hasn’t been in a significant romance since his 2014 split from Perry, he ultimately wants to tie the knot. “Of course I want to get married,” he shared on the “Call Her Daddy” podcast in overdue 2022.

Keep scrolling to see Mayer’s A-list romances right through the years:

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