Taylor Swift’s Ex-Boyfriends, Ranked By Net Worth

Taylor Swift, outside her astounding music career, is known for flitting from one guy to the next. A great deal of her music is inspired by the men around her, and she has truly mastered how to transform life into art. The singer/songwriter has been ridiculed by press and on social media for her constant rotation of men. Swift has thankfully been able to poke fun of the public’s view of her dating life through songs like ‘Blank Space’ and ‘I Did Something Bad,’ and society’s opinions no longer seem to affect her.



Swift has dated all sorts of celebrities, from politicians to actors and musicians like herself. Though she now seems to have settled down with her actor boyfriend Joe Alwyn, let’s take a look back at the richest men Taylor Swift has dated.

Related: Does Joe Alwyn Have The Lowest Net Worth Of All Taylor Swift’s Boyfriends?

8 How Much Is Conor Kennedy Worth?

Conor Kennedy is a member of the Kennedy political family. Taylor Swift and Conor Kennedy were initially linked after being spotted in July 2012 in Hyannis Port, Massachusetts. A source told Us Weekly, “Conor put his arm around Taylor and they kissed behind the boat shed.” Their relationship was short-lived, however, as they reportedly split in September of the same year. Fans speculated that their time together was memorialized in Swift’s song ‘Begin Again,’ which was on the singer’s Red album and featured close-friend Ed Sheeran.

Kennedy is reportedly worth $10 million, which is the lowest net worth of Taylor Swift’s famous ex-boyfriends.

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7 How Much Is Tom Hiddleston Worth?

Tom Hiddleston is best known for his role in Marvel’s Cinematic Universe. He plays Loki, god of mischief and brother of Thor, who is played by Chris Hemsworth. Hiddleston has starred in many of Marvel’s movies and now has his own show titled Loki on Disney+. He has a net worth of $25 million from his acting career.

In regards to Taylor Swift and Tom Hiddleston’s whirlwind relationship, Tom Hiddleston saw an opportunity after Swift had recently split from Calvin Harris and leapt at the chance. He was charmed by Swift’s character after they were seated together at the Met Gala in 2016, and a source told Us Weekly, “He really courted her. He liked her and saw an opportunity when she was suddenly single.”

Unfortunately, the two only dated for a couple of months. It certainly was a ‘Cruel Summer.’

6 How Much Is Joe Jonas Worth?

Joe Jonas and Taylor Swift dated in 2008. Jonas is known for his band with his brothers Nick and Kevin, The Jonas Brothers, and has a net worth of $40 million. The relationship between Swift and Jonas sparked inspiration in the songwriter, and many of Swift’s songs written around 2008 are about the male musician and actor.

Joe Jonas supposedly broke up with Taylor Swift over a 27-second phone call. Swift quickly recorded ‘Forever and Always’ after their split and added the song to the end of her Fearless album. Fans suspect ‘Mr. Perfectly Fine,’ which is a part of Swift’s re-release of Fearless, is about Jonas.

5 How Much Is Taylor Lautner Worth?

Taylor Lautner ties Joe Jonas with a net worth of $40 million. Taylor Lautner’s acting career was kick-started by his role of Jacob Black in the young-adult movie franchise, Twilight. Lautner and Swift actually met on set of the movie Valentine’s Day and dated for a couple of months at the end of 2009. Fans dubbed them ‘Taylor Squared.’ Swift broke up with Lautner at the end of the year, and she wrote ‘Back to December’ as a form of apology to the actor.

Related: What Really Happened Between Taylor Swift And Taylor Lautner?

4 How Much Is John Mayer Worth?

John Mayer has a net worth of $70 million according to Celebrity Net Worth. Mayer and Swift briefly dated from the end of 2009 to early 2010 after collaborating on ‘Half of My Heart.’ Swift sang about her breakup with Mayer in ‘Dear John,’ calling out the fellow musician for taking advantage of her at such a young age.

Swift isn’t the only singer to write about exes. Mayer has written his fair share of songs about Taylor Swift, such as ‘Paper Doll,’ so at least the couple can say their relationship resulted in art.

3 How Much Is Jake Gyllenhaal Worth?

Taylor Swift and Jake Gyllenhaal’s former fling is back in the spotlight with Swift’s re-release of her Red album. Their problematic relationship occurred at the end of 2010, repeating a bit of Swift’s history with their large age gap. Gyllenhaal allegedly ditched Swift’s 21st birthday and broke up with her over text!

Gyllenhaal might have had the most songs written about him, but not all of them were initially released. Red (Taylor’s Version) includes unreleased songs about Gyllenhaal such as ‘Better Man,’ ‘Babe,’ and ‘I Bet You Think About Me.’ The ten-minute version of ‘All Too Well,’ which gives more insight into their relationship, was also included.

Gyllenhaal has a net worth of $80 million from his acting career.

Related: How Sadie Sink Really Felt Working With Dylan O’Brien In Taylor Swift’s All Too Well

2 How Much Is Harry Styles Worth?

Harry Styles is a former of One Direction and now has a strong career as a solo musician. He has a net worth of $90 million.

Taylor Swift’s relationship with Styles was the shortest of her celebrity relationships. They hardly dated a month before their split at the beginning of 2013. Their famous snowmobile accident was referenced in two of Swift’s songs, ‘Coney Island’ and ‘Out Of The Woods.’ The couple called it quits after a fight in the Caribbean, and Swift left the vacation early. Styles spoke with Billboard about his former flame, saying, “It was a learning experience for sure.”


1 How Much Is Calvin Harris Worth?

Taylor Swift and the DJ Calvin Harris’s relationship was her longest relationship prior to her relationship with Joe Alwyn. They dated for 15 months from March 2015 to June 2016. A moment of their relationship is captured in ‘Coney Island,’ which references when Harris neglected to thank Swift in his 2016 GQ Men of The Year acceptance speech.

Their breakup occurred for numerous reasons, but it ultimately came down to the song ‘This Is What You Came For,’ which Swift wrote under a pseudonym. Harris supposedly wanted her involvement a secret, and that did not sit well with Swift.

Harris has a net worth of $300 million from his music.

Next: Here’s Why Fans Think Taylor Swift Is Taking A Break From Music

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