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John Mayer HFC Birthday concert
Randy Shropshire / Getty Image

What’s the biggest age gap in John Mayer’s dating history?

Who is Mayer's youngest girlfriend?

A casual conversation with an avid fan of Taylor Swift would inevitably contain her failed relationship with John Mayer, which inspired numerous songs by Swift about heartbreak and betrayal. One of the striking aspects of their controversial, yet popular dating history was the glaring age gap, as Swift was 19-years-old while Mayer was 32-years-old.

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Unsurprisingly, the thirteen-year-old age gap between the duo is not even the biggest difference in Mayer’s dating history. It is true that the New Light singer has a reputation for dating younger women, and Swift was certainly not an exception to this rule.

What’s Mayer’s biggest age gap?

In 2021, he sparked rumors about possibly dating Cazzie David, who was 26-years-old at that time. It ignited quite a lot of discussions due to David’s troubled relationship with her former boyfriend Pete Davidson, and most significantly, the 17-year age difference between David and Mayer, who was 43 at the time.

The pair was spotted numerous times in NYC and L.A. and there were speculations that they shared nothing more than a platonic relationship. Finally, E! News confirmed that the rumors and speculations about their relationship were false and somehow baseless as a source mentioned that there was nothing romantic between them, and that Mayer was still single at the time.

However, that wasn’t enough to curb the suspicions, as both David and Mayer were reportedly active in liking each other’s posts on social media. If you think that their age gap inspired one of the most unavoidable subjects of discussion, the recent rumors about Mayer’s dating life would definitely come across as a shock for the fans.

John Mayer and Kiernan Shipka
Image via Tinseltown | Shutterstock

Yes, Mayer is rumored to be dating none other than 23-year-old Kieran Shipka. The 22-year-old difference in their age has heightened scathing criticism, as many feel that Mayer has hit the record in setting a rigid parameter for dating. Even though this is just speculation and there has been no confirmation provided as to the state of their relationship, critics haven’t shied away from littering social media with constant jabs at their huge age gap.

The rumors became solidified after the Madmen star and Mayer were spotted in what seemed to be a long dinner date together at Giorgio Baldi restaurant in Santa Monica on Nov. 6. Later, Shipka was also seen getting inside the singer’s limo after they left the restaurant separately. The rumors about the duo haven’t been confirmed yet, but in case there is a tinge of truth to the ongoing gossip, it would undoubtedly be Mayer’s youngest partner to date.


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Author
Image of Jayasmita Dutta Roy
Jayasmita Dutta Roy
A keen lover of cinema, Jayasmita harbors an utmost interest in staying updated about everything ranging from the classics to contemporary blockbusters. When she is not glued to the computer gleaning information about intriguing pop culture gossips, you will see her in a random coffee shop immersed in the surreal world of Murakami.