Taylor Swift is no stranger to the spotlight – both for her chart-topping hits and her high-profile romances. The pop sensation, known for her string of famous exes, has a knack for turning her relationships into lyrical masterpieces that leave us all wondering, “Who’s next?” She’s currently dating Kansas City Chiefs footballer Travis Kelce, who recently led his team to victory at the Super Bowl LVIII on February 11. We can’t wait to see how this unfolds and if she’s finally going to get her happy ending — a.k.a wedding bells. In the meantime, grab your popcorn, folks, because today, we’re about to take a thrilling ride through Taylor Swift’s boyfriend list and and find out how many boyfriends has she had.
Are you ready for it? Let’s dive into her long list of ex lovers. We’ve also summarised this in a timeline below.
2003/2004 – Drew Dunlap
2003/2004 – Jordan Alford
Between 2003 and 2006 – Drew Hardwick (crush only)
2005/2006 – Sam Armstrong
2008 – Joe Jonas
2009 – Taylor Lautner
2009-2010 – John Mayer
2010 – Jake Gyllenhaal
2011 – Zac Efron
2012 – Conor Kennedy
2012-2013 – Harry Styles
2015-2016 – Calvin Harris
2016 – Tom Hiddleston
2017-2023 – Joe Alwyn
2023 – Matty Healy
2023-present – Travis Kelce
Taylor Swift’s exes: A list of all her famous boyfriends
2003/2004: Drew Dunlap
Not much is known about Drew Dunlap, whom Swift dated back in high school. Their relationship apparently concluded after he went to college, and fans believe he is the subject of her songs “Fifteen”, “Tim McGraw” and “Our Song”. Swift herself has alluded to the latter in an anecdote she shared at a 2012 concert at Harvey Mudd College in California.
@theswiftsource Taylor Swift talking about Drew Dunlap first boyfriend #swifttok #taylorswift #swiftie #theerastour #artistsoftiktok #familytime #treatyourself #diyproject #tiptok #springcleaning #wrestlemania #makeuptutorial #couplestiktok #petsoftiktok
2003/2004: Jordan Alford
Alford and Swift had a short-lived romance when they were both freshmen. He reportedly left her for her friend Chelsea (whom he eventually married), prompting Swift to write the feisty tune “Picture to Burn”. In 2014, Chelsea spoke to UK tabloid Daily Mail on the topic, and revealed that she and Swift had reconciled and put their feud behind them.
Between 2003 and 2006: Drew Hardwick
Teenage Swift really had a thing for Drews, it seems. While she never actually dated Hardwick — a classmate who often confided in her about his feelings for somebody else — she liked him enough to pen her single “Teardrops On My Guitar”. The song name-checks him from the first line, and conveys the anguish and longing of unrequited love. It remains one of her most iconic hits today.
In past media interviews, Swift shared that Hardwick actually reached out to her via phone calls and voice mails after the single released, but she ignored him out of awkwardness. He then showed up in her driveway two years later, presumably to reconnect and rekindle the old flames. “He was like: ‘Hey, how’s it going?’ And I’m like: “Wow, you’re late? Good to see you?'” she recounted.
Swift dodged a bullet — in 2015, Hardwick was arrested for child abuse.
2005/2006: Sam Armstrong
Swift dated Armstrong during her high school days and broke up with him after he cheated on her. According to fans, this happened shortly before the release of her debut album Taylor Swift, and sparked the angry breakup anthem “Should’ve Said No”. The lyrics booklet in the album also sneakily names him by capitalising the letters “S”, “A” and “M” throughout the words. Armstrong’s identity was unmasked in 2018, when he publicly bragged in a Twitter thread that he used to go out with her. He spoke briefly about their failed relationship on a 2016 episode of game show To Tell the Truth.
@theswiftsource Taylor Swift’s high school ex went on a reality show to talk about her #swifttok #swiftie #taylorswift
2008: Joe Jonas
When it comes to Swift’s publicly known relationships, let’s start with a bang, shall we? The singer’s dating escapades kicked off with none other than Joe Jonas in 2008. But hold onto your hats, because this one was a rollercoaster. The former Jonas Brother turned DNCE front mandelivered the infamous breakup news via a 27-second phone call. Ouch! Taylor’s response? She channelled her heartbreak into songs like “Last Kiss” and “Forever and Always.” Talk about swift (no pun intended) revenge!
Jonas eventually went on to wed Game of Thrones actress Sophie Turner, only for their four-year marriage to end in an acrimonious divorce that has been tabloid fodder since September 2023. Both parties are currently in a custody battle over where their two daughters will live — in the US with Jonas, or England with Turner.
Interestingly, Swift, who has been longtime friends with Turner for years, has taken her pal’s side and even temporarily housedTurner in her New York City apartment for a while. The two have been spotted on multiple outings together, including supporting Swift’s new beau Travis Kelce at a recent NFL game against the Jets.
Hilariously enough, Swift has a song titled “Vigilante Sh-t“, which so aptly contains the line “picture me thick as thieves with your ex-wife”.
2009: Taylor Lautner
Ah, the age of Taylor Squared. Swift and Taylor Lautner fell for each other on the set of Valentine’s Day, but their romance was short-lived. Rumour has it that Lautner was more smitten than Swift, leading to their breakup. The apology song, “Back to December,” speaks volumes about their relationship. Swift also made it clear she was contrite at her 2010 American Music Awards performance, where she did a mashup of the song with One Republic’s “Apologize”.
The two have remained on friendly terms, with Lautner appearing in her music video for “I Can See You” alongside Joey King and Presley Cash, and joining Swift onstage at her Eras Tour Kansas City stop, where she screened the video. Only July 8 2023, he, his wife (who, hilariously, is also named Taylor), and Swift even jokingly posed for a picture recreating the Spider-Man meme.
Evidently, the three Taylors get along well. Lautner and his wife also supported Swift by attending her Eras Tour show in Los Angeles in August, and turning up at a screening of her Eras Tour movie — where Lautner did a backflip and sang along to the songs. It’s no surprise then, that Swifties have dubbed him Swift’s “best ex-boyfriend“.
2009-2010: John Mayer
When age gaps and love collide, you get Swift’s tryst with John Mayer. It was a time when the world was buzzing about their union, mainly because of their significant age gap – she was 19, and he was 32. This age disparity became a sore point that scored its own famously heart-wrenching lyric in Swift’s song ‘Dear John’, which she penned after their breakup — “Don’t you think nineteen’s too young/ To be played by your dark, twisted games when I loved you so?”
Their story didn’t end there; they collaborated on music during their brief romance. In the years to come, they would take jabs at each other through their songs. However, it’s fair to say that many people found themselves on Team Swift in this lyrical debate. Now, it’s no secret that some of Taylor Swift’s exes seem to have bad blood with the singer, and it’s safe to say that John Mayer isn’t exactly her favourite mistake on her boyfriend list.
2010: Jake Gyllenhaal
Cue the heartstrings and memories of autumn leaves, because next up is Jake Gyllenhaal. Their brief romance back in 2010 is something that fans know ‘All Too Well.’ The two lovebirds strolled arm-in-arm on Thanksgiving and spent their December birthdays apart. While they’ve remained tight-lipped about their relationship, fans are convinced that several tracks on Taylor Swift‘s Redalbum were inspired by Jake.
2011: Zac Efron
High School Musical star Zac Efron and Swift reportedly had a “thing”. Rumour has it that their love story was short-lived but sweet, and they even spontaneously sang a super fun parody version of “Pumped Up Kicks” by Foster The People together to debunk the dating rumours.
Both Swift and Efron have consistently denied any romantic involvement. They both appeared on Ellen DeGeneres’ talk show in February 2012, where the host playfully teased them about being a couple. This banter continued when Swift returned to Ellen’s show in 2013, with the host inquiring about Zac Efron. Swift promptly clarified, “We actually never dated. I don’t know, I haven’t talked to him in a while because we didn’t date.”
Some mysteries may remain unresolved for Swifties, but that’s perfectly alright. We still have the right to think about what could have been though… right?
2012: Conor Kennedy
Swift and Conor Kennedy shared a whirlwind romance, believed to be the inspiration for her song ‘Begin Again.’ Their relationship began when Swift was spotted with the Kennedy political family during a 4th of July gathering in Hyannis Port, Massachusetts. Interestingly, Swift’s connection with the Kennedys started a year earlier when she befriended Conor’s aunt, Rory Kennedy, after Rory reached out to Swift for concert tickets in 2011. This connection deepened when Swift attended the Sundance Film Festival’s screening of Rory’s HBO documentary, Ethel, in January 2012, further solidifying her bond with the Kennedy family.
Critics raised concerns about the significant age gap betweenSwift and Kennedy during their relationship in 2012. At the time, Swift was 23 years old, while Kennedy was only 18 and still in high school.
According to Radar Online, Conor Kennedy and Swift parted ways because she allegedly approached the relationship with excessive seriousness and intensity. An insider close to Kennedy explained that Conor, being an 18-year-old, wasn’t prepared for such a serious commitment, while Swift was apparently searching for a soulmate, which made him uncomfortable due to the intensity of her feelings. The source further suggested that Swift’s interest seemed more focused on the idea of dating a Kennedy rather than Conor himself.
2012-2013: Harry Styles
Taylor Swift and Harry Styles, two music industry heavyweights, embarked on a high-profile romance that captured the attention of fans and the media alike. Their relationship timeline was a rollercoaster of highs and lows. It all began in late 2012 when they were spotted on a romantic stroll through Central Park in New York City. The budding romance made headlines, and the couple’s public outings and affectionate displays fuelled the frenzy. Swift and Styles seemed to hit it off, and their mutual interest in songwriting and performing brought them even closer.
The high points of their relationship included their trips around the world together, romantic getaways, and even a skiing adventure in Utah. Both being artists, they shared a deep connection over music, and it was rumoured that they collaborated on a few songs during their relationship. However, the high-profile nature of their romance also brought intense media scrutiny and fan attention, which eventually took a toll.
The low points began when they reportedly had a heated argument during a vacation in the British Virgin Islands, leading to their highly publicised breakup in early 2013. Their split resulted in a flurry of songwriting from both sides, with Swift penning songs like ‘I Knew You Were Trouble’ and ‘Out of the Woods’, while Styles contributed to One Direction’s track ‘Perfect’. Their relationship timeline was a whirlwind, leaving an indelible mark on both their personal lives and their music careers.
2015-2016: Calvin Harris
Swift and Calvin Harris had a long and well-documented romance, complete with red carpet appearances and social media posts. But it was Harris who reportedly wanted to end things. While neither of them publicly confirmed it, Taylor’s hit “We Are Never Ever Getting Back Together” was widely believed to be about Harris. However, some die-hard Swifties remain convinced that this song is about a different ex-lover, adding a layer of mystery to her lyrical narratives.
Their relationship, which lasted 15 months, left its mark on several of Swift’s songs, including “I Did Something Bad,” “Getaway Car,” “I Forgot That You Existed,” “Bejeweled,” and “High Infidelity.” The drama even spilled into her music, as evidenced by the song “Coney Island” from her album ‘Evermore,’ where she sings about the moment Harris failed to mention her name during a speech at the 2016 GQ-Men of The Year Awards.
2016: Tom Hiddleston
Remember Hiddleswift? Taylor Swift and Tom Hiddleston‘s whirlwind romance took the world by storm in 2016. Their high-profile relationship began shortly after Swift’s breakup with Calvin Harris, and it was marked by a series of headline-making moments. The couple was first photographed dancing together at the Met Gala in May, and the images of them twirling around the dance floor went viral. Their chemistry was palpable, and it didn’t take long for the media to dub them “Hiddleswift.” They were soon spotted travelling together, from Rhode Island to Rome, and their public displays of affection were hard to miss. Hiddleston even wore a tank top with “I Heart T.S.” emblazoned on it during a beach outing, sparking further media frenzy.
Despite the initial excitement, their relationship faced some low points. The constant media attention and speculation took a toll on their privacy, and sceptics began questioning the authenticity of their romance, suggesting it might be a publicity stunt. Additionally, Swift had recently come out of a high-profile breakup, which raised eyebrows about the speed at which she and Hiddleston became a couple. The strain of the spotlight and the pressures of a highly scrutinised celebrity relationship ultimately led to their breakup in September 2016, less than three months after they were first spotted together. While their romance was short-lived, it remains a notable chapter inSwift’s dating history.
2017-2023: Joe Alwyn
Taylor Swift’s boyfriend list may be a long one, but the singer has surely shared some genuine and passionate connections with some of her exes. Now, let’s take a closer look at the star’s most enduring relationship to date – her love story with Joe Alwyn. This union was unlike any other in Swift’s dating history, as the couple kept their romance meticulously private, away from the prying eyes of the media. Their journey began in 2017 when they were first photographed together in Nashville, sipping coffee on a balcony. What followed was a relationship that spanned a remarkable six years, ending in April 2023, leaving fans both surprised and saddened.
Their amicable breakup in April 2023 marked the end of an era, as Swift herself would say. She even released the breakup song ‘You’re Losing Me,’ offering her perspective on the relationship’s conclusion. The lyrics suggest that their paths had simply diverged, with the man in the song, presumably Alwyn, not wanting to marry her. The intricacies of their relationship continue to be a subject of fascination among fans, with many still cherishing the memories of their years together.
At the 2024 Grammys on February 4, Swift announced a new album titled The Tortured Poets Department, due to release on April 19. Eagle-eyed fans immediately noticed the similarities between its title and “Tortured Man Club” — the name of a chat group Alwyn apparently shared with his friends Paul Mescal and Andrew Scott. This led to speculation that Swift had written the album about her past romance with Alwyn. Another telling indicator? The tracklist includes a song called ‘So Long, London’ — perhaps a reference to Alwyn’s hometown, as well as the place where they both lived together for some time.
The hotly-awaited album finally dropped, and as it turns out, the Swifties were right after all. ‘So Long, London’ examines the dying embers of a failing relationship, with heartbreaking lyrics like “I kept calm and carried the weight of the rift/ Pulled him in tighter each time he was drifting away/ My spine split from carrying us up the hill“, while other tracks like ‘Loml’ and ‘I Can Do It With a Broken Heart’ also navigate loss and sorrow in the aftermath of a breakup.
Well, all we can say is another one bites the dust on Taylor Swift’s boyfriend list.
2023: Matty Healy
The 12-time Grammy-winning superstar, Taylor Swift, aged 33, and Matty Healy, the 34-year-old frontman of The 1975, had been friends since 2014, and were linked romantically since 2014 up until 2023. The encounter between Healy and Swift took place backstage in Los Angeles during one of Healy’s concerts. Swift was in attendance at the show alongside Ellie Goulding and Selena Gomez. Healy later revealed on the Australian radio program Shazam Top 20 how they exchanged contact information.
During the program, the host playfully suggested that he and Swift might become the next major celebrity couple. Healy responded with a sense of awe, saying, “I mean, goodness gracious, what am I supposed to do, date Taylor Swift? She’s an absolute sensation. I wouldn’t turn down that opportunity.”
After years of evading questions and denying rumours about them actually finding love in each other, Healy and Swift emerged as a couple in 2023, leaving fans surprised.
Up until recently, the two seemed to be a number, and finally didn’t try too hard to conceal it. During Swift’s on-going record-breaking Eras Tour that began in April, Healy was seen at all six of her concerts in Nashville and Philadelphia. The pair was also spotted spending quality time together in New York City, from socialising with friends at the Electric Lady recording studio to sharing a kiss at the exclusive members-only club, Zero Bond.
Earlier in June, the news of Taylor and Matt’s split took over the internet and once again, fans were left in dismay. “They are no longer romantically involved,” a source later told Entertainment Tonight . The source further added that owing to conflicting schedules and incompatibility, the two had decided to part ways.
Their brief dalliance provided songwriting fodder for Swift. Her latest album The Tortured Poets Department, which was released on April 19, contains several tracks referencing their short-lived relationship, Healy’s controversial bad-boy persona, and even his predilection for typewriters. The tune ‘The Smallest Man Who Ever Lived’ is also believed to be a diss track about him, with lyrics like “In public, showed me off / Then sank in stoned oblivion.”
2023-present: Travis Kelce (Taylor Swift’s current boyfriend)
And last but not least, we have the latest entry in Taylor Swift’s dating history and boyfriend list – Travis Kelce. This unexpected entry into Taylor’s love life has raised eyebrows and piqued curiosity among her fans. Kelce, a 33-year-old NFL player for the Kansas City Chiefs, first expressed his interest in Swift on his podcast, ‘New Heights.’ He shared an endearing anecdote about crafting friendship bracelets for her with his phone number, only to be disappointed when she didn’t meet with him.
However, the plot thickened when gossip site DeuxMoi, known for sharing anonymous submissions from the public, reported sightings of the two having dinner together in September. While the rumours swirled, some sources suggested they were “quietly hanging out,” yet others clarified that they were “not officially dating.” Despite the ambiguity, Swift’s appearance at a Kansas City Chiefs game, donning the team’s red and white colours in a private box, fuelled further speculation.
Over the months that followed, however, the two embarked on a whirlwind romance. Swift turned up at a few more Chiefs games to support Kelce, and they were later spotted going on dates and meeting each other’s friends and family. In November 2023, Kelce watched Swift perform at her Eras Tour show in Buenos Aires, Argentina. She sent the crowd into a frenzy when she changed a lyric in her song ‘Karma’ to “Karma is the guy on the Chiefs coming straight home to me“. When the concert ended, the audience gasped as she ran into Kelce’s arms and kissed him.
A month later, Swift revealed to TIME magazine — which had named her its Person of the Year in 2023 — that she had Kelce had actually started dating shortly after he talked about her on his podcast back in July. “By the time I went to that first game, we were a couple. I think some people think that they saw our first date at that game? We would never be psychotic enough to hard launch a first date,” she said.
In the weeks that followed, Swift continued supporting Kelce at his NFL games, and things culminated in the 2024 Super Bowl on February 11, where the Kansas City Chiefs came up tops. Swift and Kelce embraced on the field to celebrate, and even shared a kiss that wouldn’t have looked out of place in a rom-com or 2006 TV show Friday Night Lights.
During his off-season period, Kelceflew to Sydney on February 22, a day ahead of Swift’s concert there. He spent time with her at the Sydney Zoo and also supported her at her show, before returning to Las Vegas on February 24. He was also spotted at two of her Eras Tour shows in Singapore — where she performed for six nights from March 2 to 9 — and at her May 12 Paris gig.
Their swoon-worthy romance doesn’t end there. Swifties have also noticed that at least two songs on The Tortured Poets Department seem to be about Kelce. ‘The Alchemy’ contains multiple football references with lyrics like “So when I touch down/ Call the amateurs and cut ’em from the team/ Ditch the clowns, get the crown/ Baby, I’m the one to be“, while ‘So High School’ carries the line “You know how to ball, I know Aristotle“.
It’s safe to say that Travis Kelce’s dream of meeting Taylor Swift, giving her his number, and later officially becoming her boyfriend has sparked a bit of a pipe dream in the world of celebrity romances. Will Swift finally get her fairytale wedding? Only time will tell, and Swifties around the world are all keeping a close eye on this intriguing development in Taylor Swift’s boyfriend list.
As we come to the end of Taylor Swift’s boyfriends list, we’d love to know which of these famous men did you find the most compatible with the singer?
Frequently Asked Questions (FAQs)
Who is everyone Taylor Swift dated?
John Mayer, Harry Styles, Joe Alwyn, Joe Jonas, Tom Hiddleston, Matt Healy and others. She is now dating Travis Kelce.
Who is the longest bf of Taylor Swift?
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 is Taylor Swift’s best ex?
Taylor Lautner has been considered to be Taylor Swift’s best ex due to the two remaining friends today. They have spoken highly of one another, and Lautner even starred alongside Swift in her music video for I Can See You. He also attended her Eras Tour in Los Angeles in 2023 with his wife Taylor Dome.
Who was the first famous person Taylor Swift dated?
Reportedly, Joe Jonas.
Did Taylor Swift date Ed Sheeran?
While they’ve been good friends for years, Sheeran has previously slammed speculation that he was dating Swift. During an interview with Rolling Stone in 2017, he criticised an article that claimed he dated the singer while on tour together in 2013.
Are Taylor Swift and Travis Kelce still together?
Yes, the two are still together and Kelce recently joined Swift briefly in Sydney to support her at one of her Eras Tour concerts. There has been speculation that he might turn up in Singapore to do the same.
What did Travis Kelce say to Taylor Swift after Super Bowl?
After the game, Kelce said to Swift, “Thank you for coming, baby…Thank you for the support. Thank you for coming. Thank you for making it halfway across the world.”
Has Taylor Swift ever been married?
Taylor Swift’s boyfriend list features many famous names, but the pop princess has never been married or divorced.
The information in this article is accurate as of the date of publication.
