Long before John Mayer began to enjoy his current lifestyle, he first rose to popularity within the music business back in 2001. This used to be when his debut album used to be launched and right away changed into a large hit for him. Thanks to songs like "No Such Thing", "Why Georgia", and "Your Body Is a Wonderland", lovers grew to imagine that Mayer was an unbelievable musician and a hopeless romantic.
In the years since John Mayer has shifted from a 'hopeless romantic' into a perpetual woman's man. After all, Mayer has notably dated a slew of famous women. And even he consents that he was a "jerk" to a few of his past flames. This is why fans wonder if any of his exes actually still like him.
That said, Mayer seemed to flip over a brand new leaf and for many years there weren't any rumors about the singer courting any famous girls. More lately, on the other hand, many people have come to imagine that Mayer has been dating the previous Mad Men and Chilling Adventures of Sabrina star, Kiernan Shipka.
Were John Mayer And Kiernan Shipka In A Relationship?
After John Mayer's debut album "Room For Squares was released in the year 2001, the song's most memorable song, "Your Body Is a Wonderland" became a single in June 2002. Since Kiernan Shipka was born in November 1999, that means she wasn't even three years old yet when that song became a hit.

Several years later in 2007, Mad Men premiered on television which allowed viewers to get their first chance to see Shipka's character Sally Draper celebrate her 6th birthday. That year was memorable for Mayer as well since he turned 30 years old in 2007.
Keeping that timeline in mind, it makes sense that most people would be bothered by the idea of Shipka and Mayer dating. Despite that, many people have come to believe that is the case. On top of that, the website Whos Dated Who lists Mayer and Shipka as dating as of the time of this writing.
Since Whos Dated Who typically is a pretty credible website, there have to be some pretty convincing reasons to believe that Shipka and Mayer are a couple, right?
In November 2022, the tabloids went wild with reports that Mayer and Shipka were a couple. All of those reports started when Shipka and Mayer were spotted having dinner together at California's ritzy Giorgio Baldi restaurant.
According to what reported witnesses told Entertainment Tonight about that dinner, Mayer and Shipka seemed very into each other. On top of that, Shipka reportedly was serenaded by Mayer during their dinner which is incredible.
After the pair's dinner was over, the paparazzi claimed that Shipka eventually joined Mayer in his car and he dropped her off at her place.

Given all of those reported details, it is pretty easy to see why rumors about Mayer and Shipka dating quickly spread. However, that wasn't the end of things as US Weekly published a report with more details about Shipka and Mayer later that month.
According to an inside source that US Weekly spoke to, Shipka had won "part" of Mayer's heart after "they met thru mutual peers". Furthermore, the report claimed that Shipka and Mayer had "struck up a very intense and horny connection" and that he seemed "beautiful smitten".
If all of that wasn't enough, US Weekly's report claimed that Shipka and Mayer's rumored relationship wasn't a fling. Instead, "there is possible for things to get severe" between Mayer and Shipka.

On top of everything that has already been listed, individuals who imagine Mayer and Shipka dated have pointed to pictures of the two celebrities. In the pictures, Mayer and Shipka can be seen sharing a hug.
Finally, there have been social media reports that claim that Shipka and Mayer have been spotted at other dinners together and they both attended Seth MacFarlane’s 2022 Christmas Party.
Why John Mayer and Kiernan Shipka May Only Be Friends
Anytime there are reports that a controversial celebrity couple is involved, that news is a boon for publications that cover pop culture. After all, when the masses love to hate a couple, they tend to click on any article that is about the controversial couple.

Strictly from a business point of view, publications like Marie Claire have every reason to want people like John Mayer and Kiernan Shipka to date considering their controversial age difference.
Despite the business reasons to encourage people to believe Mayer and Shipka are together, Marie Claire tried to calm everyone down at the height of the rumors.
In November 2022, Marie Claire published a piece about the Mayer and Shipka rumors that was written by Elizabeth Logan. The title of that article perfectly explains what it was about. "Kiernan Shipka and John Mayer Got Dinner, That’s It, Just Dinner, a Friendly Dinner"
Looking back at almost all the evidence that made people think that Mayer and Shipka were a couple, it was based on unnamed sources or it could be looked at in a more innocent light. After all, friends go to dinner together, friends hug, friends attend Christmas parties together, and friends take people to their homes and then leave without going in.
Of course, it makes sense to argue that if Mayer and Shipka's had a four-hour dinner where they seemed very close, that could be an indication they were more than friends.
That said, Mayer has always seemed like the kind of person who would be touchy-feely with his friends. On top of that, Mayer definitely comes across as someone who would randomly sing to friends, employees, and strangers alike.

In Logan's Marie Claire article, she also pointed out two other reasons to think nothing romantic was going on between Mayer and Shipka. First off, according to Logan's article. Shipka actually was dating Christian Coppola at the time of the article. On top of that Logan pointed out that Shipka had recently enjoyed a similar meal with BJ Novak.
Finally, there is another reason to think that Mayer and Shipka never dated which was revealed after Logan's article was published. In December 2022, Mayer appeared on the "Call Her Daddy" podcast. During the resulting conversation, Mayer mentioned "I don't date that much" and he claimed he has no interest in going on long and elaborate dates.
At the end of the day, the only individuals who in point of fact know if Mayer and Shipka ever dated are the two of them. That mentioned, it indubitably seems like there is abundant reason why to be very skeptical about the meant pairing.
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