Taylor Swift fans were shocked when it was announced in April that she had broken up with Joe Alwyn after six years together.
And with the 33-year-old hitmaker seemingly continuing with The 1975 frontman Matty Healy, takes a look back at her extensive dating history.
July-October 2008: JOE JONAS
Taylor dated Joe in the early days of her singing career in 2008 but sadly broke up after just a few months together
Taylor dated Joe in the early days of her singing career in 2008 but sadly broke up after just a few months together.
The singer revealed she was dumped because of a “phone call” and their relationship was the inspiration for the star’s popular album Fearless.
The Grammy winner then addressed Slam Joe during an appearance on The Ellen Show, saying, “There’s a[song]that’s about this guy, but sadly that guy is no longer in my life. That’s ouch.
“We haven’t spoken since, but you know what, one day I’m going to find someone really great who’s right for me.”
“Looking at that person, I won’t even remember the boy who broke up with me in 25 seconds on the phone when I was 18.”
But in 2015, during an interview with Access Hollywood, Joe revealed that he had no bad blood with Taylor and admitted that when writing a song about you, it’s part of the territory to meet a musician.
The singer revealed she was dumped because of a “phone call” and their relationship was the inspiration for the star’s popular album Fearless
And in 2021, Taylor hinted that she and Jonas were civilized again in another appearance in Ellen’s Burning Questions segment.
The star was asked what the most rebellious thing she did as a teenager was, which made Taylor laugh.
“Probably if I want to make Joe Jonas shine on your show,” she began. “That was too much, that was too much.”
Meanwhile, in 2021, Taylor released the previously unreleased track Mr. Perfectly Fine, which is believed to be about Ex Joe.
August – November 2009: TAYLOR LAUTNER
Taylor and Taylor dated in 2009 after first meeting while filming upcoming romantic comedy Valentine’s Day, where they kissed on screen.
Taylor and Taylor dated in 2009 after first meeting while filming upcoming romantic comedy Valentine’s Day, where they kissed on screen.
She described the moment as “life-changing,” and he seemed equally thrilled, saying he definitely considers her “his type.”
When she was asked about her relationship on a US radio show at the time, the Love Story singer played shy.
She said, “I don’t know, he’s a great guy and we’re very close… and ah… yeah.”
However, it only took two months for their relationship to end.
‘He liked her more than she liked him. He went everywhere to see her, but she didn’t travel much to see him,” a source told Us Weekly at the time. “They’ve decided they’re better as friends.”
It has long been rumored that Swift wrote Back To December about her relationship with Lautner in 2009.
November 2009 – February 2010: JOHN MAYER
John Mayer reportedly dated Taylor from December 2009 to February 2010 when he was 31 and she was 19
John Mayer reportedly dated Taylor from December 2009 to February 2010 when he was 31 and she was 19.
They originally met while she was collaborating on his song Half of My Heart.
The romance seemingly ended on bad terms based on her scathing song “Dear John,” which many believe is about him.
The song’s name, as well as the lyrics, which recall her age (19) at the time of the romance, seem to lead one to conclude it’s a fact about John and their rocky but brief romance, although the singer never confirms it has that it was about him.
The song’s timing also confirms that it’s about John: She released the song on her Speak Now album in October 2010, eight months after their reported breakup.
The romance seemingly ended on bad terms based on her scathing song “Dear John,” which many believe is about him
The tune gave a glimpse of how Taylor and John’s supposed romance had gone awry, and the singer sang in unison, “Dear John, I see it all now that you’re gone / Don’t you think I was too young to mess with it / The girl in the dress cried all the way home.”
She also wrote the lyrics, “Well maybe it’s me / And my blind optimism is to blame / Or maybe it’s you and your sick need / To give love and take it away.
“Dear John, I see it all now, it was wrong / Don’t you think nineteen is too young / To be played by your dark, twisted games?”
Two years after the song’s release, he added fuel to the fire when he told Rolling Stone magazine that he felt “really humbled” by the song, which left him “a horrible feeling.”
October – December 2010: JAKE GYLLENHAAL
Swift and Gyllenhaal made headlines when they dated just three months in the fall of 2010, when he was 29 and she was 20
Swift and Gyllenhaal made headlines when they dated just three months in the fall of 2010, when he was 29 and she was 20.
Sources told tabloids at the time that it was “serious,” and they were even spotted together over Thanksgiving weekend.
Almost two years after their split, Swift released Red, which included track number five, All Too Well, with references to the actor.
In the original lyrics, Swift sings about taking a trip upstate with her romantic partner, leaving her scarf at his sister’s house, dancing in the kitchen, and falling in love before it all ended.
She later teased on numerous occasions that the song, as she originally wrote it, lasted about ten minutes but the verses were shortened for the time.
However, Gyllenhaal denied knowing anything about her appearing on her album.
‘I do [have a song]? I don’t know,” he told Howard Stern in 2015.
Earlier this year, Taylor released a 10-minute, deeply personal version of All Too Well, which offered additional new dramatic detail in narrating their romance and singing that she was in “hell” and “ashamed” (music video pictured). ). )
The song would have been firmly in Swift’s past if it weren’t for the drama with her masters. In 2009, after Scooter Braun bought her masters, Swift accused him of exercising “tyrannical control” over her music, and the two had a bitter press feud.
At fan urging, Swift began re-recording all of the songs he owned the masters for, which they have begun releasing — including several never-before-released tracks on each.
She released a 10-minute, deeply personal version of All Too Well that offered additional new dramatic detail as she recounted her romance and sang that she was in “hell” and “ashamed”.
Most damning, however, was the revelations that Gyllenhaal told Swift the problem was their age difference.
July-October 2012: CONNOR KENNEDY
Taylor and Connor – the son of Robert F. Kennedy, Jr. and the late Mary Kennedy – were first spotted together in July 2012 at the Kennedy family home in Hyannisport
Taylor and Connor – the son of Robert F. Kennedy, Jr. and the late Mary Kennedy – were first spotted together in July 2012 at the Kennedy family home in Hyannisport.
But the summer romance barely lasted three months. Insiders said Taylor – who was four years Conor’s senior – freaked the 18-year-old out with her overpowering demeanor and apparent obsession with his famous family.
“Conor is just an 18-year-old boy and he wasn’t ready for anything very serious,” a pal told RadarOnline.com.
“But Taylor is looking for her soulmate and it kind of scared him how strong she’s showing up,” the insider continued.
The friend also said Taylor was obsessed with the Kennedy family – and lived a fairy tale with Conor.
“She was more obsessed with the idea of dating a Kennedy than with the actual Kennedy she was dating,” the pal added.
December 2012 – January 2013: HARRY STYLES
Young couple Harry and Taylor dated in November 2012, with a source telling The Sun at the time that he was head over heels for her
Newlyweds Harry and Taylor dated in November 2012, a source told The Sun at the time: “Harry is head over heels for Taylor and even admitted he loves her while they were in the Big Apple.”
However, they split just three months later in January 2013.
It was reported at the time that she had ended their affair after a furious argument during her New Year’s holiday.
It is widely believed that he was the inspiration for their tracks Style and Out Of The Woods, both from the 1989 album.
In 2015, she admitted she always knew her relationship with Harry was doomed.
In a video posted to celebrate the one-year anniversary of her hit album in 1989, she revealed that the number one emotion she felt during her three-month affair with the One Direction singer was “fear.”
Before belting out a one-off acoustic version of Out Of The Woods, she addressed the relationship that inspired the song.
“I’m going to play you a song that I wrote about a relationship where the most important emotion I felt in the whole relationship was fear,” she explained as she sat at her piano.
In 2015, she admitted she always knew her relationship with Harry was doomed because she felt “anxious” all the time
“Because it felt very fragile, it felt very timid. And it always felt like, ‘Okay, what’s the next roadblock? What’s the next thing that will prevent this?
“How long do we have before this turns into a terrible mess and we break up? is it a month Is it three days?”
The former One Direction player opened up about Taylor’s songwriting back in 2017.
He remained coy about the songs, but defended Taylor against critics, who told Rolling Stone, “I mean, I don’t know if [Out Of The Woods and Style] about me or not but the problem is she’s so good they’re bloody all over.’
March 2015 – June 2016: CALVIN HARRIS
Taylor is rumored to have started their relationship after meeting the hunk at a BRIT Awards after-party in London in February 2015
Taylor is rumored to have started their relationship after meeting the hunk at a BRIT Awards after-party in London in February 2015.
However, the couple split in 2016 after a very public romance, with the relationship reportedly ending because he was “jealous” of the superstar singer’s success.
Calvin later accused Taylor’s team of leaking that she secretly wrote the lyrics to his hit track with Rihanna, This Is What You Came For.
He soon wrote at the time: “It pains me at this point that you and your team would try so hard to make ME look bad at this stage. I think if you are happy in your new relationship then that is what you should focus on instead of trying to rip your ex boyfriend down to do something.
‘I know you’re not on tour and you need someone to bury like Katy [Perry] ETC, but I’m not that guy, sorry. I won’t let it. Please focus on the positive aspects of YOUR life because you deserve something great. God bless everyone, have a nice day.’
Calvin later admitted that “all hell broke loose” when he split from Taylor.
Calvin later admitted that “all hell broke loose” when he split from Taylor; seen in 2015
He told GQ: “It’s very difficult when something that I feel is so personal is played very publicly. The aftermath of the relationship received much more publicity than the relationship itself.
“When we were together we were very careful that it didn’t become a media circus. She respected my feelings in that sense. I’m not good at being a celebrity.”
He continued, “But when it ended, all hell broke loose. Now I see this Twitter thing as a result of giving in to the pressure. It took me a minute to realize that none of this mattered. I’m a positive guy. It was the wrong situation for both of us. It clearly wasn’t right, so it ended, but all the things that happened after that.
June – September 2016: TOM HIDDLESTON
The couple – formerly known as Hiddleswift – became notorious for their enthusiastic public displays of love; seen in July 2016
The couple – formerly known as Hiddleswift – became notorious for their enthusiastic public displays of love.
They shocked fans around the world after they were spotted pressing lips together on a beach in June 2016 – the start of their romance.
But the most notorious moment happened during their July 4 weekend in Rhode Island, where Tom was photographed frolicking in the surf with his lover while wearing a vest emblazoned with the words “I heart TS.”
Tom insisted their relationship wasn’t “showmance” when speaking to The Hollywood Reporter.
“The truth is that Taylor Swift and I are together and we are very happy,” he said. ‘That’s the truth. It’s not a publicity stunt.”
The couple even took the big step of meeting each other’s parents, with Taylor jetting off to the UK to spend time with Tom’s mum in Suffolk while he headed to her adopted home of Nashville.
However, it was soon reported that she put the brakes on the relationship after regretting how public the first few weeks were and getting the impression that Tom liked the limelight.
A source told Us Weekly: “Taylor knew the backlash that comes with public displays of affection, but Tom didn’t listen to her concerns when she raised them.
“I think she’s a little embarrassed that the whole world took her so seriously and now it’s over.”
According to the publication, the couple has also struggled to maintain a long-distance relationship and only met at their Rhode Island home last month to work out their issues.
They eventually split in September of that same year, as an insider exclusively told that the pop star was “uncomfortable” with the actor’s desire to speak “so publicly” about their romance.
Tom insisted their relationship wasn’t “showmance” when speaking to The Hollywood Reporter
They eventually split in September of that same year, as an insider exclusively told that the pop star was “uncomfortable” with the actor’s desire to speak “so publicly” about their romance
Tom had invited Taylor to the Emmy Awards that month, but she began to question if he was with her for “the right reasons” and ultimately decided to call the romance off.
The actor commented on a GQ profile in 2017, “Taylor is an amazing woman. She’s generous and kind and lovely and we had the best time.’
He also denied speculation that the relationship was purely a publicity stunt, insisting, “Of course it was real.”
Claiming they were both looking for a normal relationship, he added, “So we decided to go out to dinner, we decided to travel… She’s amazing. [But] a relationship in the spotlight… A relationship always takes work. And it’s not just the limelight. It’s everything else.’
2016- APRIL 2023: JOE ALWYN
Whirlwind: Taylor began dating the Conversations With Friends star, 31, in late 2016 after reportedly crossing paths at this year’s Met Gala in New York City; Taylor and Joe pictured in 2019
Taylor began dating the Conversations With Friends star, 31, in late 2016 after the two reportedly crossed paths at this year’s Met Gala in New York City.
The Lover singer reportedly launched her romance with Joe just months after her shock split from Loki actor Tom Hiddleston in September 2016.
Taylor gave fans a glimpse of their budding romance by alluding to Joe in lyrics on her 2017 hit album Reputation, including the song Gorgeous, in which she recalls making fun of his English accent.
The Grammy-winning actress opened up even more on her 2019 album Lover, where she gushed about her “London Boy” on several tracks.
The song Cruel Summer is also said to be about the intersection between the beginning of her romance with Joe and the end of her affair with Hiddleston.
Joe told The Sunday Times in 2018 that he found it “flattering” that Taylor was using him as her musical muse.
Just two years later, Taylor welcomed her boyfriend into the world of songwriting by allowing him to write lyrics for her 2020 graduate, Folklore.
Under the pseudonym “William Bowery”, Joe co-wrote two songs for the Grammy-winning album and three more songs for Folklore’s sister album Evermore.
Although she feels safe opening up about her music, Taylor previously stated that her relationship with the British hunk “is not up for discussion” in the press.
She discussed the decision to keep their romance “private” on her Netflix documentary 2020 Miss Americana, which included rare footage of herself and Joe.
Insight: Taylor gave fans a glimpse of their budding romance by alluding to Joe in lyrics on her 2017 hit album Reputation, including the song Gorgeous, in which she recalls making fun of his English accent; Taylor and Joe pictured in 2019
Splits? On April 3, 2023, ET claimed that Taylor and Joe — despite reports that they were “doing fine” — decided to call it quits after six years together; Taylor and Joe pictured in 2019
She described “falling in love with someone who had a really wonderfully normal, balanced, grounded life,” and they “decided together that we wanted our relationship to be private.”
Though the couple is yet to make a red carpet debut, they have attended several high-profile events together — including the Golden Globes in 2020.
They were hit by engagement rumors in July 2022, but Taylor apparently closed them in the lyrics to her latest album, Midnights.
On April 3, 2023, it was claimed by ET that Taylor and Joe — despite reports that they were “fine” — had decided to call it quits after six years together.
A source told the outlet that the split was “not dramatic” and that the relationship simply fizzled out.
