Highlights
- Taylor Swift's relationships have been a major inspiration for her music, and she has cleverly turned her dating life into art.
- Swift has dated a variety of wealthy men, including Joe Alwyn and Joe Jonas.
- Among her ex-boyfriends, the wealthiest is worth $300 million.
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 the press and on social media for her constant rotation of men. Swift has thankfully been able to poke fun at the public’s view of her dating life through songs like Blank Space and I Did Something Bad, with society’s opinions no longer seeming to affect her.
Swift has dated all sorts of celebrities, from politicians to actors and musicians like herself. Though it seemed Swift was about to settle down with Joe Alwyn, that relationship came to a screeching halt in 2023, meaning Swift is yet again a single woman looking to mingle... Or is she?
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Update October 2023: As of April 2023, at the start of Taylor Swift's Eras Tour, it was announced that she and her long-time boyfriend, Joe Alwyn had broken up. Considering that Swifties thought Alwyn was "the one" for Swift, it came as quite a shock.
Since that time, Swift has been linked to singer, Matt Healy and NFL player, Travis Kelce. Given that Swift looks like she is having fun with her current rumored beau, Kelce, fans are happy for her. And the NFL is not complaining, with Swift's fans attending games just to catch a glimpse of the Lavender Haze singer and her famous friends cheering Kelce and the Kansas City Chiefs on.
10 Ex-Boyfriend Joe Alwyn's Net Worth
$4 Million
The longest of all the relationships that Swift has been in was with Joe Alwyn. Swift and Alwyn were together for six years and fans thought that the two would get engaged sooner rather than later based on the lyrics of Swift's songs.
However, as a result of receiving media attention that Alwyn just did not want, a wedge formed in the relationship. Eventually, it came to an end without any drama but because of personality differences.
The relationship officially ran its course right at the start of Swift's Eras Tour.
Alwyn currently has a net worth of $4 million.
9 Ex-Boyfriend Conor Kennedy's Net Worth
$10 Million
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.
8 How Much Is Matt Healy Worth?
$15 Million
The relationship between Swift and Matt Healy lasted only a month. However, the brief time the two were together was mired in controversy. This was because Healy made racist comments about Ice Spice's ethnicity on a podcast, putting Swifties up in arms. They hoped that Swift and Healy would go their separate ways and got their wish in June 2023.
The controversy did not seem to affect Healy's position as the lead singer of The 1975 or his net worth. A net worth that currently stands at $15 million.
7 How Much Is Ex Tom Hiddleston Worth?
$40 Million
Tom Hiddleston is best known for his role in Marvel’s Cinematic Universe. He plays Loki, the 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 $40 million from his acting career.
Regarding Swift and Hiddleston's whirlwind relationship, Hiddleston saw an opportunity after Swift had recently split from Calvin Harris and leaped at the chance. He was charmed by Swift’s character after they were seated together at the Met Gala in 2016, and a source expressed just how the actor felt about Swift.
"He really courted her," the source explained. "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 Taylor Lautner Worth?
$40 Million
Taylor Lautner's acting career was kick-started by his role of Jacob Black in the young-adult movie franchise, Twilight. This is how Lautner made the bulk of his $40 million net worth.
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.
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$50 Million
Joe Jonas and 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 $50 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.
Jonas supposedly broke up with 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.
4 Ex-Boyfriend John Mayer
$70 Million
Yes, John Mayer has a net worth of $70 million.
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 Swift, such as Paper Doll, so at least the couple can say their relationship resulted in art.
3 How Much Is Jake Gyllenhaal Worth?
$80 Million
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 ‘ Bet You Think About Me. The ten-minute version of All Too Well, which gives more insight into their relationship, was also included.
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Taylor Swift is known for writing songs about events in her life. However, one song many thought was personal had nothing to do with Swift at all.Gyllenhaal has a net worth of $80 million from his acting career.
2 How Much Is Harry Styles Worth?
$120 Million
Harry Styles is a former of One Direction and now has a strong career as a solo musician. He has a net worth of $120 million.
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 about his relationship with Swift, calling it "a learning experience for sure."
1 Taylor Swift's Richest Ex-Boyfriend Is Calvin Harris
Calvin Harris Has A $300 Million Net Worth
Swift and the DJ Calvin Harris’ relationship was her longest relationship prior to her relationship with 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.
Sources: CelebrityNetWorth, USmagazine
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