When Did Taylor Swift Date John Mayer? A Timeline

The country crooner’s songs «Last Kiss» and «Forever and Always» are believed to have been written about her breakup with Jonas, while «Holy Ground» is a later, more positive perspective on the short-lived romance. The “I Knew You Were Trouble” singer has been known to share all of the highs and lows of each relationship through her lyrics, leaving fans trying to sleuth out which ex-boyfriend inspired which songs. Even without the official announcement, her relationship with Joe Alwyn is definitely Taylor Swift’s longest. They have reportedly been dating for well over two years, which is much longer than any other documented relationship of Swift’s.

«Are you guys surprised? Are you surprised that I have slept with less than 800 people?!» an incredulous Mayer asked. In a discussion led by Larry David’s daughter Cazzie David, Mayer revealed that his popularity in the romance department has dwindled over the years since he burst onto the music scene with 2001’s Room for Squares. “john mayer was sleeping peacefully but was awoken at 3am with a chill down his spine,” tweeted one Swiftie.

Swift was then spotted out with Harry Styles at the end of 2012, but the relationship was a short one.

In May 2009, during a performance at the Staples Centre in Los Angeles (in the middle of her Fearless tour), Mayer surprised everybody by coming on stage. The two sang Mayer’s Your Body Is a Wonderland as well as Swift’s White Horse. On June 30, 2022, The Sun revealed that Taylor and Joe were secretly engaged. Taylor was still dating Calvin Harris at the time and ended up with Tom Hiddleston shortly after. In 2016, Joe Alwyn and Taylor Swift allegedly first met around the time of the Met Gala. Paparazzi photos have shown pictures of Jake wearing a scarf that Taylor has also been photographed in, which seems to confirm the song alludes to their failed relationship.

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The lyrics read like a love letter to Joe’s exes, as she sings about being grateful for the fact their relationships eventually led him to her. Before embarking on The Eras Tour, Taylor dropped four previously unreleased songs to celebrate her heading on the road; ‘All of the Girls You Loved Before’, ‘Eyes Open’, ‘Safe & Sound’ and ‘If This Was A Movie’. But how did Taylor and Joe first meet, are they actually engaged or even married, and what do we know about their romance? Taylor Swift keeps her relationship with Joe Alwyn out of the spotlight, with fans often wondering if they’re secretly married!

Red was the first album where we see Taylor make the full shift from country star to pop artist, and honestly, it’s one of her best. Taylor had also had two more years to grow her celebrity fuck list, which is why Red has pound for pound the most songs about the most celebs than any of her previous or later works. Taylor had fully established her reputation as the breakup queen at this point, and Red is basically her just leaning wayyyy into it. They starred in the movie Valentine’s Day together during that period of time. Unfortunately, the relationship did not last and she released a song called “Back to December” in response to the heartache. The release of Swift’s eighth studio album, Folklore, had fans buzzing with theories — one of which being that Alwyn was a secret co-writer.

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This bridge goes by quickly, but it sums up her feelings perfectly— “Baby, all at once this is enough.” Many of her Joe songs allude to love at first sight or a sense of feeling like it was fate. My tears ricochet is about a long relationship ending, like a divorce, or say, the man who signed you and made you famous selling your album masters behind your back. It shows how complicated and messy the end of a relationship can be, as the old feelings of trust and love get tangled with new anger and betrayal, and how you can mourn the relationship like a death even if you were the one who was wronged. You can see everything in your mind because it’s described so vividly and artistically.

Don’t you think 19’s too young to be played by / Your dark twisted games when I loved you so? Is a line that specifically alludes to the power differential between them because John Mayer, a veteran of the music business, is over a decade older than Taylor. Fans are piecing the pieces together and drawing their own conclusions despite the singer not confirming anything. They think the song is about John and that its position as the 19th song on the playlist refers to her age at the time of their relationship.

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John Mayer was recently in the news after he joined a video creating and sharing platform. He shared two videos on the platform, but on the comment section, he was bombarded by islamicmarriage dating many mean comments from Taylor Swift’s fans who seemed to hold grudges for Mayer. Reportedly, Taylor’s fans started sending the lyrics of her song Dear John to Mayer’s account.

By the time Swift and Mayer broke up in 2010, Swift can be seen wearing noticeably wearing less princess-style clothing and is instead starting to experiment with more mature looks. Though she was still partial to a cowboy boot and shift dress combination, the midnight blue shimmering gown she wore to the 2010 Grammys was the start of a major style evolution (via Cosmopolitan). Now, it does seem that John Mayer has not been able to let his issues with Taylor Swift go, because while her song ‘I knew you were trouble’ was reportedly written about Harry Styles, John Mayer did release a song in 2013 called ‘Paper Doll’. So, let’s delve into Taylor and John’s complete relationship history, from how it started with a simple Tweet to when it all went terribly wrong. John even “liked” a photo of Jen on a fan account in December 2020!

John and Jennifer (another double J couple???) reportedly met at the 2008 Oscars after party – and, to quote Taylor Swift, sparks flew. The couple, known as “Hiddleswift” caught everyone by surprise — including Swift. The couple dated for over a year, yet in March of 2016, Harris called things off in what pals described as a “brutal” split.