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Taylor Swift’s Ex-Boyfriends’ List | Who has Taylor Swift Dated in the Past?

Taylor Swift’s past relationships have been the muse behind her hit songs, creating anthems that resonate with the romantic ebbs and flows we all experience. Transitioning from country starlet to pop powerhouse, Taylor has traversed the stormy seas of romance, leaving behind a series of A-list beaus. Her journey through the star-studded relationship realm has been elegantly choreographed, with each love story intricately stitched into her hit melodies. The roster of Taylor’s past partners is a veritable directory of entertainment’s elite, with names like Jake Gyllenhaal and John Mayer making the list. Embark on an exploration of Taylor’s amorous past, a voyage where each beau has been eternalized in her memorable tunes. Indeed, Taylor’s romantic history even includes a recent link to the sports world with Kansas City Chiefs player Travis Kelce. Let’s delve into the intriguing narrative of Taylor Swift’s ex-partners and the melodic sagas that followed.

Taylor Swift’s Relationship Timeline – A Look at the Pop Star’s Romantic History!

Intrigued by the love life rollercoaster of Taylor Swift? Prepare for a nostalgic journey as we reveal the roster of individuals the renowned singer-songwriter has romanced. Taylor’s dating chronicle is as varied as her number-one hits, encompassing everyone from dreamboats to fellow musicians. Strap in for an exploration of the highs and lows of her past relationships and the enthralling saga of her former flames.

Joe Jonas: July 2008—October 2008

Taylor Swift's Ex-Boyfriends' List | Who has Taylor Swift Dated in the Past?

Let’s delve into the brief but fiery chapter of Joe Jonas and Taylor – a fleeting affair that escalated to one of the most talked-about narratives in Taylor Swift’s romantic history. The split was abrupt, infamously concluded via a phone call that Taylor candidly discussed during a November 2008 interview on Ellen. Her words resonated with many: “When I find the one who’s right for me, he’ll be wonderful. And looking at him, I won’t even recall the boy who ended our relationship over the phone in mere seconds when I was 18.” Motivated by the experience, Taylor released “Forever and Always,” with pointed lyrics like “Was I out of line? / Did I say something way too honest, made you run and hide / Like a scared little boy.” She even quipped during an SNL monologue: “You might think I’d bring up Joe, that guy who broke up with me on the phone. But I’m not going to mention him… Hey, Joe! I’m doing real well, hosting SNL… but I’m not going to write about that here.” Such are the trials of young, public love!

Lucas Till: March 2009—April 2009

Taylor Swift's Ex-Boyfriends' List | Who has Taylor Swift Dated in the Past?

Then there’s Lucas Till, the hunky co-star from Taylor’s “You Belong With Me” video, with whom she briefly explored a romantic connection. Lucas shared with MTV: “We dated for a little bit. But there was no friction because we were too nice… with us, I really just liked her as a friend. That’s the only reason that didn’t work out.” An amicable and transparent end to a short-lived romance.

Taylor Lautner: Fall 2009

Taylor Swift's Ex-Boyfriends' List | Who has Taylor Swift Dated in the Past?

In a fairytale twist on a Hollywood set, Taylor Swift and Taylor Lautner captured hearts during the filming of “Valentine’s Day.” Their palpable on-screen chemistry sparked off-screen romance rumors, eventually inspiring Swift’s heartfelt “Back to December.” When probed about the song years later, Lautner casually remarked, “That’s what she does.” Fast forward to 2023, and “Taylor Squared” shared a surprising moment with Lautner’s cameo in Swift’s music video for “I Can See You,” a nostalgic nod that seemed to mend something in the hearts of fans.

John Mayer: December 2009—February 2010

No one can forget the saga with John Mayer, a brief fling that left a lasting imprint on pop culture lore. The aftermath of their split was publicized by Mayer’s candid response in a 2012 interview, where he expressed feeling blindsided by Swift’s “Dear John.” He described the experience as a low point, criticizing Swift’s method of songwriting as a way to settle personal scores. A drama-laden chapter indeed.

Jake Gyllenhaal: October 2010—January 2011

Taylor Swift's Ex-Boyfriends' List | Who has Taylor Swift Dated in the Past?

The brief romance with Jake Gyllenhaal made headlines, with their breakup catching Taylor by surprise. Reportedly, songs from Swift’s “Red” album were influenced by their relationship. Gyllenhaal later expressed that listening to the album was like revisiting a photo album, a mature response compared to the vitriolic emails from another unnamed ex.

Connor Kennedy: July 2012—October 2012

Taylor Swift's Ex-Boyfriends' List | Who has Taylor Swift Dated in the Past?

Intrigue hit a peak when Us Weekly revealed the summer fling between Connor and Taylor, witnessed in the seaside town of Hyannisport, Massachusetts, with a bystander noting, “Connor put his arm around Taylor, and they locked lips behind the boat shed.”
The parting of ways, however, wasn’t shrouded in sorrow. As E! News reports, the breakup was amicable, with distance playing the spoiler. Yet, the thought lingers — Taylor nearly had a chapter as part of the Kennedy narrative!

Harry Styles: November 2012—January 2013

Moving on to the saga with Harry Styles in Taylor Swift’s romantic history — a fleeting yet intense encounter that lasted a mere three months and left everyone breathless.


Speculation intensified when Taylor was seen donning Harry’s silver airplane necklace, an accessory she also showcased in her “Out of the Woods” music video — a mere coincidence?


By December, their relationship became public amidst their wanderings in Central Park, captured eagerly by the paparazzi. However, this romance dwindled just as quickly as it started, concluding with a solitary boat journey that saw Taylor alone and contemplative.


The 2013 Grammys saw Taylor playfully mock Harry with an English-accented performance, adding a pinch of awkwardness to the mix.


Post-breakup, Harry’s song “Two Ghosts” was rumored to be his lyrical nod to Taylor. Despite their past, they’ve maintained a cordial rapport, with their paths crossing warmly at the Grammys in both 2021 and 2023.
And in a twist, October 2023 brought us “1989 (Taylor’s Version),” rich with references to their past, as heard in the vault track “Is It Over Now?” The drama, it seems, is ever-present.

Calvin Harris: February 2015—May 2016

The romance narrative between Taylor and Calvin began at the Elle Style Awards, with photographic evidence capturing their initial connection.
A month later, they were spotted at a Nashville Whole Foods, charmingly coordinated in matching ensembles, hinting at the unfolding love story.
Their relationship was confirmed with a public display of affection at the Billboard Music Awards in May. By March 6, 2017, they celebrated a year together. Yet by May, People magazine confirmed the relationship’s end, mired in complexity and leading to a public falling out underscored by Calvin’s accusatory lyrics.
The intricacies of celebrity love were once again highlighted.

Tom Hiddleston: May 2016—September 2016

The whirlwind romance between Taylor Swift and Tom Hiddleston caught everyone off guard, beginning with their dance at the Met Gala.
Soon after, The Sun published photos of their intimate moment on a Rhode Island coast, igniting a frenzy of speculation — were their affections for show, or something more?


Tom was swiftly integrated into Taylor’s inner circle, their relationship punctuated by public outings and memorable instances, such as Tom’s ‘I HEART TS’ tank top during a beach outing.


However, by September, rumors circulated of Taylor’s doubts about Tom’s intentions, and the relationship concluded amidst speculation and intrigue.

Joe Alwyn: May 2017—April 2023

Taylor and Joe’s romance reportedly sparked at the Met Gala, with fans speculating that Taylor’s song “Dress” alludes to their encounter, describing the night they met with lyrical clues.



A year later, The Sun broke the news of their relationship, with Taylor covertly visiting London. By December 2017, they were seen together at an Ed Sheeran performance.

As their relationship matured, Taylor sported a necklace bearing Joe’s initials. By September, she was attending the premiere of Joe’s film “The Favourite” incognito.

The couple shared cozy moments publicly and artistically collaborated on Taylor’s “Folklore” album. They were together until April 2023 when, according to Entertainment Tonight, the relationship naturally concluded, which may explain Joe’s absence from Taylor’s recent tour performances.

ALSO READ: Matthew McConaughey and Camila Alves Relationship Timeline

Matty Healy: May 2023—June 2023

Taylor Swift and Matty Healy’s initial interaction in 2014 sparked friendship and, eventually, rumors of romance. However, Matty’s dismissive comments in 2016 about dating Taylor soured the notion.


In January 2023, Taylor made an unexpected appearance at The 1975’s concert, performing “Anti-Hero” and covering their song “The City.”


Come May 2023, amidst fresh dating rumors, Entertainment Tonight reported that Taylor and Matty reconnected, facilitated by mutual friend Jack Antonoff.


However, Matty’s comments regarding Taylor’s colleague Ice Spice led to a brief relationship and an eventual split.

Travis Kelce: July 2023—Present

Envision the scene: It’s July 2023, and Taylor Swift’s Eras Tour is the main event at Arrowhead Stadium in Kansas City. Among the crowd is a familiar face: Travis Kelce, renowned tight end for the Kansas City Chiefs. Crafting a friendship bracelet inscribed with his number, Kelce seeks to garner Taylor’s notice.

Moving ahead to December 2023, Taylor confirms in an interview that she and Kelce have been discreetly seeing each other since that whimsical exchange of the bracelet. Their romance unfolds away from the limelight, marked by authenticity rather than ostentatious displays.

Taylor has been spotted supporting the Chiefs, while Kelce reciprocates by attending her concert in Argentina. The two even welcomed 2024 with a shared New Year’s kiss. Thus, we arrive at the latest chapter in the charming narrative of Tayvis. Stay tuned for more updates from Tay talk!

ALSO READ: Kendall Jenner’s Ex-Boyfriends | Who has Kendall Jenner Dated?

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