Taylor Swift's Boyfriend: Her Relationship & Dating History – Who

Taylor Swift is currently living her best life as she takes a break from her insanely busy Eras Tour schedule. Touring or not, our girl has been busy. But, according to some news outlets, she’s also been busy in her love life lately. 
Watch Below: Trailer For Taylor Swift’s Midnights
Taylor’s team revealed she had split from her partner of six years, Joe Alwyn, in April 2023. And, like clockwork, the reports started coming in that she was dating every single star under the sun. But now, it’s clear she’s falling for Travis Kelce. 
As the singer gears up to release her eleventh studio album, The Tortured Poets Department, we’re looking into Taylor’s love life – from who she’s currently dating, her past relationships and rumoured exes. 
Taylor Swift, 33, is currently dating NFL player Travis Kelce, 34. Rumours of the pair’s relationship began swirling in July 2023 after Travis shared his dismay at missing out on the opportunity to give Taylor a friendship bracelet during the Eras Tour. 
“I was disappointed that she doesn’t talk before or after her shows… so I was a little hurt I didn’t get to hand her one of the bracelets I made for her,” he shared on his podcast.
By September, the rumours were solidified after Taylor was spotted attending her first Kansas City Chiefs game, and in the following months, the pair were spotted numerous times. 
“This all started when Travis very adorably put me on blast on his podcast, which I thought was metal as hell,” Taylor said of her relationship in an interview with Time Magazine in December. “We started hanging out right after that, so we actually had a significant amount of time that no one knew, which I’m grateful for because we got to get to know each other.
“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.”
Interested in more details? Read the full timeline of Travis Kelce and Taylor Swift’s Relationship, here.
While we continue to keep a close eye on Taylor’s current beau, we’re *also* taking a look back at all the boys Taylor loved before. 
Dated from: July 2008-October 2008

Former Disney Channel star Joe Jonas broke Tay’s heart when he dumped her via a 27-second phone call after meeting actress Camilla Belle. There’s an iconic Ellen interview where she reveals as much.

She dished about the “dramatic and crazy aftermath” of this on her Fearless album, telling her fans about how he was slowly slipping away in Forever and Always.
In recent years the pair had seemingly moved past their young and futile relationship – with Joe’s then-wife, Sophie Turner a proud Swiftie herself! However, as news broke of Joe and Sophie’s divorce in September 2023, Sophie’s frequent dinner dates with Taylor Swift herself has many fans questioning her stance with Joe.
Dated from: March 2009-April 2009

Swift fell for Lucas Till when he co-starred on her music video for “You Belong With Me”.
This was a short fling and didn’t cause enough drama to justify a song. Till stated the reason they broke up was because they were better off friends.

Taylor Swift and Taylor Lautner
Dated from:August 2009-December 2009

Swift met the dreamy Twilight heart throb Taylor Lautner in her dressing room on the set of rom-com Valentine’s Day. Known by fans as TaySquared, the couple dated for a few months before things fizzled. They allegedly called it quits after Lautner’s 19th birthday party because he liked her more than she liked him.  

Their breakup spawned Swift’s song Back to December, which she released in 2010.  And just like with Joe Jonas, Taylor Lautner has gone on to marry a Swiftie! So it’s clear there’s no bad blood here either. 
John Mayer and Taylor Swift
Dated from: December 2009-February 2010
Now there is DEFINITELY bad blood here.

Swift’s rendezvous with the brooding older man John Mayer, 11 years her senior, ended on a sour note (providing great inspiration for several songs).  

Dear John – a 7 minute ballad – gave Mayer a very public dressing down and dished the details of their dramatic breakup. With lyrics like, “Don’t you think I was too young to be messed with? The girl in the dress cried the whole way home. I should’ve known.”
The saga is still ongoing, with Mayer regularly bringing it up. For some reason. Read more on their tumultuous timeline here.
Corey Monteith and Taylor Swift
Dated from: April 2010-May 2010.
Neither publicly confirmed they were dating, despite both of them blushing when Ellen DeGeneres asked them about their relationship.
It is speculated that the song Mine off her Speak Now album is all about what could have been if the relationship lasted.
Dated from: October 2010-January 2011.  

Swift and Gyllenhaal had a short-lived relationship full of PDA. Rumours say that Gyllenhaal broke up with Swift because of the age difference, which she highlights in the lengthy re-release of her song All Too Well.

Connections were made to Gyllenhaal when TSwift mentioned in an NPR interview, that The Last Time was about an “experience I had with someone who was kind of this unreliable guy. You never know when he’s going to leave, you never know when he’s going to come back, but he always does come back.” 

And, of course, fans all know the songs We Are Never Ever Getting Back Together and All Too Well are about the relationship.
Dated from: October 2011-January 2012

“My Week With Marilyn” star Eddie Redmayne was long rumoured to be involved in a relationship with Taylor, however, he has regularly denied it.

“We got to sing together, which was a big moment for me, but no, we never went out,” he explained to Vanity Fair, revealing that the pair auditioned together for Les Misérables.
Dated from:February 2012-March 2012

Both deny the rumours that they were an item on the promotional circuit for their movie The Lorax.  The duo even wrote a song denying that they were dating on The Ellen DeGeneres Show in a parody of Foster the People’s Pumped Up Kicks.

Dated from:July 2012-October 2012

Swift had a whirlwind summer romance with Conor Kennedy. Yes, of the KENNEDY family.

Taylor explained in an interview with Ryan Seacrest that her single Begin Again is about when you dust yourself off after getting through a really bad relationship and many fans beleieved that Conor was the reason for lyrics like “it’s strange that you think I’m funny ’cause he never did”.
Taylor Swift and Harry Styles
Dated from: November 2012-January 2013

Taylor had a brief relationship with Harry Styles from One Direction. They were under intense media scrutiny, even before they were “official.” The couple reportedly split after a row on their New Years holiday in the British Virgin Islands. 
Styles was the inspo for I Knew You Were Trouble off her Red album.  Swift tweeted the lyric from the song …”til you put me down”, for fans to know it was over.
Another two years later, in her 1989 highlight, Out Of The Woods is assumed to be about Styles because of lyrics referencing their snowmobile accident and December romance. And Style… because… duh.
Taylor Swift and Calvin Harris
Dated from: February 2015 – May 2016

Swift met Calvin Harris through mutual friend, Ellie Goulding, at the Brit Awards in February of 2015. Sparks flew, and Harris became one of her longest relationships.
This match made in musical heaven was all over Instagram, with happy couple snaps of holidays and one year anniversary celebrations. Ongoing issues contributed to their ugly breakup (which ended up being all over Twitter), the main one being that Harris was intimidated by her success.

The music video for Look What You Made Me Do makes a dig at Harris when she crawls out of a graveyard next to headstone reading “Nils Sjoberg,” her pseudonym used to disguise her identity for writing the lyrics to Calvin Harris and Rihanna’s hit, This is What You Came For.
Tom Hiddleston and Taylor Swift
Dated from: June 2016-September 2016

Days before her public break-up with Calvin Harris, Swift was spotted dancing with Tom Hiddleston at the Met Gala (May 2016). Straight after her breakup with Harris, Hiddleswift were spotting canoodling on a Rhode Island beach.  They had a short intense romance, meeting parents and travelling all over the world.

Their amicable breakup was due to Hiddleston making the relationship more public than Swift was comfortable with. Songs including Getaway Car and Midnight Rain are believed to be about their short romance.
Dated from: October 2016 – April 2023

It’s hard to know when these two actually started dating as it was kept on the down low, and treated like a military mission by Swift’s security, though October 2016 is speculated to be the beginning of their romance. Many of Taylor’s tracks from Reputation, Lover, Folklore, Evermore and Midnights are about their romance.

Don’t Blame Me references the future and gives clues that she is talking about her current relationship with the lyrics “Don’t blame me, your love made me crazy / My drug is my baby / I’ll be using for the rest of my life”

Delicate refers to how Alwyn liked her despite the bad reputation she had at the time they met, as well as drawing attention to his striking blue eyes with the lyrics”My reputation’s never been worse, so you must like me for me / Dark jeans and your Nikes, look at you / Oh damn, never seen that colour blue.”

Call It What You Want has a mixture of references about the Kimye feud and about Joe. Lyrics that suggest it may be about Joe refer to how he is not as famous as some of her previous beaus are, “My baby’s fly like a jet stream/ High above the whole scene”.  

Swift told fans that her song Gorgeous was about Joe during one of her secret listening sessions and Midnights was also full of songs about her beau. 
Lover, Cruel Summer, Paper RingsI Think He Knows, Lavender Haze and Mastermind are among the cheerful pop songs dedicated to Joe, while Sweet Nothing, Peace, Invisible String, Willow, and Snow On The Beach are her softer songs about their love.
However, news broke in April 2023 that the couple had split
Well, well, well. If it isn’t 2014 calling. You may have read it, though you may not believe it, but several news outlets claimed Taylor was in a relationship with The 1975 front-man and general menace Matty Healy in May 2023. 
The Sun, The Daily Mail and Deuxmoi all began reporting that Taylor was dating her long-time pal Matty. 
“She and Matty are madly in love,” a source shared with The Sun, “It’s super-early days, but it feels right. They first dated, very briefly, almost ten years ago but timings just didn’t work out.”
Did they ever actually date before? Back in 2015 rumours of the pair dating first emerged after some very tumblr-esque photos dropped of the duo enjoying a party together. But the British singer put an end to those rumours the following year. 
“If I had [properly] gone out with Taylor Swift, I would’ve been, ‘F*****g hell, I am not being Taylor Swift’s boyfriend.’ You know, ‘f**k that” he told Q Magazine, of the rumours.
And while things can change and friends can become lovers – hello, Taylor’s own lyrics on Paper Rings suggest as much – fans weren’t quite believing the rumours until Matty himself was spotted at Taylor’s concert in Nashville on May 5.
The following night on May 6, Matty was once again in attendance at Taylor’s concert, even performing with Phoebe Bridgers and her Boygenious bandmates as the opening act for the night. 
The DailyMail also obtained photos that appeared to show Taylor Swift and Matty Healy arriving at Taylor’s condo following her concert…..which begs the question, were Taylor Swift and Matty Healy legitimately dating? 
It seems like we’ll never get an actual answer to the question since neither party have publically confirmed nor denied their relationship. Whether it was real or not, it’s clear the ‘relationship’ has fizzled out, with Matty moving on with Gabbriette Bechtel
Want a love story of your own? Start your love journey for FREE today, with eHarmony.

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