How Many Ex-Boyfriends Does Taylor Swift Have? Dating History Explored (2024)

Disheeta Maheshwari

·3 min read

There has always been a lot of interest in Taylor Swift‘s personal life, particularly her dating history. Swift is known for drawing inspiration from her personal experiences, including her relationships, to create music, and fans have often drawn parallels from songs about her personal life and romantic experiences. But who has she dated before?

In this article, we will explore Taylor Swift’s dating life. Here’s the list of the singer’s ex-boyfriends.

Taylor Swift ex-boyfriends list and dating history explored

Over the years, Taylor Swift has had a series of high-profile relationships, from musicians to actors. She has 12 publicly-known exes. Here is more about each one.

Joe Jonas

According to Elle, Swift dated Joe Jonas in 2008, but their relationship only lasted a couple of months. Later, Swift revealed that Jonas broke up with her on a 25-second phone call and it served as an inspiration for her album, “Fearless.”

Lucas Till

Swift briefly dated actor Lucas Till in 2009. Later, Lucas said that they were better off as friends.

Taylor Lautner

Taylor Swift later dated actor Taylor Lautner in 2009 after they co-starred in the film Valentine’s Day. Swift reportedly wrote “Back to December” about him.

Cory Monteith

After Taylor Lautner, Swift dated the late Glee actor Cory Monteith. Though the two remained tight-lipped about their relationship, they were often spotted together.

John Mayer

From December 2009 to February 2010, Taylor Swift dated John Mayer. However, their breakup was followed by a significant controversy after Swift released the song “Dear John.”

Jake Gyllenhaal

In 2010, Taylor Swift and Jake Gyllenhaal dated for a few months. The couple was frequently spotted together in New York City and Los Angeles. Taylor’s songs “The Last Time” and “All Too Well” have been attributed to Gyllenhaal.

Connor Kennedy

In 2012, Swift dated Connor Kennedy, the grandson of Robert F. Kennedy. Their four-year age difference raised some eyebrows, with Swift being 22 and Kennedy being 18, at the time.

Harry Styles

Harry Styles and Taylor Swift briefly dated for about a month. At present, the two seem friendly. The songs “I Knew You Were Trouble” and “Out Of The Woods” have been attributed to her relationship with Styles.

Calvin Harris

Taylor Swift and Calvin Harris were in a high-profile relationship from February 2015 to May 2016. The couple even celebrated their one-year anniversary together but their romance came to an end after a couple of months.

Tom Hiddleston

After her split from Calvin Harris, Taylor Swift briefly dated Tom Hiddleston but their relationship ended after just a few months.

Joe Alwyn

Taylor Swift and Joe Alwyn were in a relationship for about six years, from 2017 to 2023. Although they kept their relationship private, they sparked engagement rumors in 2019. However, they called it quits in April 2023. The song “You’re Losing Me” encapsulates Taylor’s feelings on their break up.

Matty Healy

Following her break-up with Joe Alwyn, Swift reportedly started dating Matty Healy. For a couple of months, the two were frequently pictured together, and Healy even attended all of Swift’s shows in Nashville. However, they decided to part ways following a few months.

Currently, the American singer is dating Kansas City Chiefs NFL player Travis Kelce. Paparazzi even spotted them on a romantic vacation in the Bahamas. Taylor has attended several of Travis’ games, and he has visited her on her global Eras Tour concerts.

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How Many Ex-Boyfriends Does Taylor Swift Have? Dating History Explored (2024)

FAQs

How Many Ex-Boyfriends Does Taylor Swift Have? Dating History Explored? ›

Taylor Swift ex-boyfriends list and dating history explored. Over the years, Taylor Swift has had a series of high-profile relationships, from musicians to actors. She has 12 publicly-known exes.

How many ex-boyfriends does Taylor Swift have? ›

Out of Taylor Swift's exes, her relationship with Joe Alwyn was the longest (7 years). How many boyfriends has Taylor Swift had? Taylor Swift has 12 publicly known exes.

Who has Taylor Swift dated the longest? ›

Joe Alwyn. The British actor is Swift's longest relationship to date and the pair even got engaged before splitting after six years together. They also met at the 2016 Met Gala and began dating later that year. He would go on to co-write some songs with Swift for her albums.

How many times has Taylor Swift been engaged? ›

Taylor Swift has never been engaged or married despite having an active dating life over the course of her music career.

Is Taylor Swift on good terms with any of her exes? ›

Taylor Swift writes a lot about romance and relationships in her music but she doesn't always have the nicest things to say about her former flames. Despite sometimes throwing a little shade at her exes in her songs, Taylor is actually on good terms with a lot of them!

Who was Taylor's most recent ex? ›

Table of exes
NameDated
Harry StylesDecember 2012 - January 2013
Calvin HarrisMarch 2015 - June 2016
Tom HiddlestonJune 2016 - September 2016
Joe AlwynSeptember 2016 - March 2023
5 more rows

Did Taylor Swift date Zac Efron? ›

While he may have never had a romantic relationship with the pop star, Zac did date Vanessa, 35, in real life amid High School Musical's success. They were together from 2005 until 2010. Vanessa also previously reacted to the High School Musical/Taylor and Travis comparisons.

Who was the first guy Taylor Swift dated? ›

Joe Jonas (July—October 2008)

The first major public relationship of Swift's life was with musician Joe Jonas, whom she briefly dated in 2008. Although details of their relationship are scant, the two broke up in October of that year, a mere month before Swift released her second studio album, Fearless.

Who is Taylor Swift's best friend? ›

You'd think being part of Taylor Swift's “squad” of A-list pals is something you'd want to shout about, but the singer's long-term bestie Ash Avignone has tended to keep their friendship low key and out of the spotlight over the years.

How many exes does Ariana Grande have? ›

Ariana Grande, a lyrical genius when it comes to all things sex and romance, has quite a romantic history herself that includes fellow stars and an ex-husband.

Is Taylor Swift a Millionaire? ›

The financial news outlet said she is the first artist to achieve billionaire status solely on the basis of her music, and estimated she has a $1.1 billion fortune.

Has Taylor Swift ever dyed her hair? ›

Swift kicked off her career in 2006 with a head full of ringlets colored a light, slightly buttery gold characteristic of the era. Subsequent years saw her blonde cooling significantly, a natural-looking root giving way to golden blonde ends. A near-platinum take (and bangs!)

Did Joe Alwyn propose to Taylor? ›

“Taylor's . Taking to Twitter after the song emerged online, one fan theorised: "Taylor clearly wanted to marry Joe but he never proposed and she had to go . With more and more public spottings and mentions between the pair, engagement rumours again loomed, but no confirmation was made by either. Alyn .

Has Taylor ever gotten back with an ex? ›

Taylor Swift's Relationships With Her Exes: Where Do They Stand Now? They are never ever getting back together — but they might still be speaking. Though Taylor Swift is known for dropping hints about her famous relationships in her song lyrics, she's actually on good terms with several of her ex-boyfriends.

Why did John Mayer and Taylor Swift date? ›

The songwriters were linked in 2009 and 2010 after collaborating on Mayer's single “Half of My Heart.” At the time, Swift told Elle that she'd “been such a big fan of John for such a long time” and was “really excited” about teaming up with the critically acclaimed artist.

Did Taylor Swift live with her ex-boyfriend? ›

Swift and Alywn kept their relationship private while living together in a sprawling $8.7 million house in a celebrity enclave in London. Despite reports that the married while living there, sources have denied the rumor to Page Six. The pair managed to keep out of the spotlight and were rarely photographed.

How many No 1 has Taylor Swift had? ›

Taylor Swift's single "Fortnight," featuring Post Malone, debuted at No. 1 on the Billboard Hot 100. The song is Swift's 12th chart-topper, joining the ranks of hits like "Shake It Off" and "Anti-Hero." All of Swift's No.

Did Taylor Swift date Ed Sheeran? ›

Sheeran served as Swift's opening act for the North American of her Red tour. The same month the two hit the road, Sheeran shut down romantic speculation between him and the “All Too Well” singer. He told New Zealand's TVNZ that while he had spent the night in a hotel room with Swift, he was only showing her new music.

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