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Taylor Swift Boyfriends And Songs About Them: John Mayer Was Pissed Off 

Obviously, in this category, there is no one else who might beat Taylor Swift. She has a long list of ex-boyfriends, and she will write whichever name she wants! Maybe you have heard about these Taylor Swift boyfriends and songs about them, but you have missed some of them. In this post, let’s clear them out one more time. 

#1. Songs During Her Early Career 

Source: New Machine

Swift made her debut in 2006, when she was only 16. However, this talented singer-songwriter gained crazy popularity for her career. From this early stage, she did compose several songs about her ex boyfriends, mostly non-celebrities.
Tim McGraw is her debut single, inspired by country music artist Tim McGraw and based on her own teenage love story. Brandon Borello is the first one who appeared in a song of hers. They fell in love at high school but unfortunately he had to go to college. Secondly, Jordan Alford is the inspiration for her fourth single Picture to Burn. The song is about cheating, implying that he was a liar and a cheater. 
One of our first heartbreak anthem, Teardrops on My Guitar, is about Drew Hardwick. He was her crush and was never aware of that. Her final single from self-titled album Should've Said No is also a reference to a cheater, Sam Armstrong. Later on, he’s been writing hate Tweets about her. 

#2. Songs When She Started Dating Hollywood’s Hotties 

 Taylor Swift boyfriends and songs about them 56456Source: New Machine

The infamous 27-second phone call is iconic until forever. Well, look what you made her do, Joe Jonas. The singer of Jonas Brother earned himself 3 songs: Forever & Always, Last Kiss and Better Than Revenge dedicated to his ex-girlfriend. Afterwards, she dated Lucas Till as they met on the set of Miley Cyrus’s Hannah Montana: The Movie. Till is one of the few who did not get a hate song and he appeared in her 1 billion view music video, You Belong with Me. And we all know that the song is about him. 
Moving up next, we have Taylor Lautner’s Back To December. This is an apology to someone loving her so much but she did not feel the same way. However, the moment she realized it was too late. In the 2010 American Music Awards, she performed the song and implied that she felt sorry. John Mayer is her next famous yet controversial love interest. After their breakup, she released 5 songs that are believed to be appointed to him: Dear John, Ours, Superman, The Story of Us, and I Knew You Were Trouble. The country singer was not very happy, stating that the songs and she humiliated him. Dear John is probably the most straight-forward among Taylor Swift songs about past boyfriends
Cory Monteith took the next spot, Mine was released after their one-month relationship. The following one, Jake Gyllenhaal, is also a handsome movie actor. Breaking up with Swift through a text, he got himself the most songs, up to 6 including  We Are Never Ever Getting Back Together, I Almost Do, State of Grace, All Too Well, and The Moment I Knew. He also responded that he was not mad at her for writing numerous songs for him. 

#3. Her Most Recent Songs 

 Taylor Swift boyfriends and songs about them 454Source: The Sun

Since Taylor has been settled with English actor Joe Alwyn for 6 months, this list is coming to an end shortly! Conor Kennedy, grandson of Robert F. Kennedy, lands the next spot with a country song Begin Again. The next three Taylor Swift exes are currently the biggest acts in terms of what they are doing: Harry Styles, Calvin Harris and Tom Hiddleston. Harry Styles and Taylor Swift were involved in a severe snowmobile accident, inspiring her to write Out of the Woods. He also got mentioned in I Know Places, Clean, and obviously Style. 
Swift and Harris used to be our favorite musician couple. Rihanna’s hit song This Is What You Came For is their collaboration. The singer also released I Did Something Bad and Getaway Car about the producer. The second song is rumored to be about Hiddleston too. Even though he had shown limitless support towards the singer, their relationship only lasted 3 months. 
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