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A Look At High-Profile Romance Taylor Swift Had Before Her ‘Love Story’ With Travis Kelce

Before her engagement to Travis Kelce, Taylor Swift dated several A-list stars, including Joe Jonas, Jake Gyllenhaal, John Mayer, and Calvin Harris, shaping the personal stories behind her iconic music.

Published By: Shairin Panwar
Last Updated: August 27, 2025 03:02:02 IST

Taylor Swift and NFL player Travis Kelce have left fans gushing after revealing they are engaged in an adorable social media announcement. The pair, both aged 35, posted romantic pictures of Kelce proposing in a garden, with Taylor adding: “Your English teacher and your gym teacher are getting married.” The singer also shared a photo of her beautiful diamond engagement ring as the couple begin a new chapter in their relationship.

Swift’s road to discovering Kelce has involved several high-profile relationships, every one of which has marked her music and public image. A review of her most famous romances follows:

The Love Stories and Heartbreak

July–October 2008: Joe Jonas – Swift’s initial publicly known relationship sparked hits on her album Fearless when Jonas ended the relationship via a 25-second telephone call. They reunited in subsequent years and now are still on amicable terms.

August–November 2009: Taylor Lautner – The pair met while filming Valentine’s Day but split after two months. The romance is said to have inspired Swift’s song Back to December. Lautner wed Taylor Dome in 2022.

November 2009–February 2010: John Mayer – Their short-lived relationship ended on a sour note, leading to Swift’s Dear John. Mayer acknowledged feeling “humiliated” by the song.

October–December 2010: Jake Gyllenhaal – Swift’s romance with Gyllenhaal helped shape the critically successful Red album, especially the classic song All Too Well.

July–October 2012: Conor Kennedy – The affair lasted for three months, sources claim Swift’s intensity overwhelmed the young Kennedy scion. Conor is now engaged to Brazilian singer Giulia Be.

December 2012–January 2013: Harry Styles – Brief romance-breeding hits such as Style and Out of the Woods, and Swift went on to say she was “anxious” for the duration of the relationship.

March 2015–June 2016: Calvin Harris – Their very public romance came to an end amidst public scrutiny and social media melodrama. Calvin went on to marry presenter Vick Hope in 2025.

June–September 2016: Tom Hiddleston – Nicknamed “Hiddleswift,” the brief but fiery romance saw both meet each other’s families before they amicably broke up. Hiddleston is currently engaged to actress Zawe Ashton.

2016–April 2023: Joe Alwyn – Swift’s longest relationship thus far, Alwyn co-wrote songs for Folklore and Evermore. The pair kept their relationship on the down-low, eventually breaking up in 2023.

April–June 2023: Matty Healy – The short fling with The 1975 rock star grabbed fan attention before fizzling out. Healy is currently engaged to model Gabbriette Bechtel.

ALSO READ: “Your English and Gym Teachers Are Getting Married”: Taylor Swift & Travis Kelce Announce Engagement

Finding Her Happy Ending

Following decades of high-profile breaks and heartbreaks, Taylor Swift finally appears to have landed on her intended with Travis Kelce. The engagement post commemorates not merely their love but also Swift’s process of heartbreak, growth, and song brought on by each installment of her romantic life. Wedding news is eagerly anticipated by fans, as Swift continues to juggle her personal bliss with her constantly changing career.

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The Daily Guardian is India’s fastest growing News channel and enjoy highest viewership and highest time spent amongst educated urban Indians.

© Copyright ITV Network Ltd 2025. All right reserved.