Meet Taylor Swift’s Boyfriends: Who Has The Singer Dated?

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Taylor Alison Swift, born on 13 December 1989 in West Reading, Pennsylvania, United States, is an American singer-songwriter who has become a household name in the music industry.

She is known for her biographical songwriting, which often reflects her personal experiences and relationships.

With her constant artistic reinventions and impactful music, Swift has cemented herself as a leading figure in popular music and continues to capture the attention and admiration of fans all over the world.

Taylor Swift has received a lot of criticism for writing songs about her past romantic relationships. However, her openness and honesty about her personal life have resulted in some of her most emotional and relatable lyrics.

This is especially evident in her new album The Tortured Poets Department and her re-recorded albums, where she bares her soul and even takes aim at certain exes (cough John Mayer).

Let’s not forget the masterpiece that is “All Too Well (10 Minute Version) (Taylor’s Version)[From the Vault],” which wouldn’t exist without the heartbreak that inspired it. But let’s not dwell on the past, as Taylor has moved on and is continuing to create amazing music.

Who are Taylor Swift’s ex-boyfriends?

Taylor Swift and Joe Jonas – 2008

Taylor Swift and Joe Jonas, of Jonas Brothers fame, had a brief relationship from July to October 12 years ago. The pop star famously wrote her song ‘Forever and Always’ about the former Disney star after he reportedly dumped her over the phone in a 28-second voicemail.

However, in 2019 Taylor showed that there were no hard feelings between the two as she publicly apologized for calling out Joe on national television during an appearance on The Ellen Show.

When asked about the most rebellious thing she has done, Taylor admitted that it was probably her outburst about Joe on the show, stating that she was only 18 at the time and it was just some teenage drama.

Taylor Swift and Lucas Till – 2009

Taylor Swift and Actor Lucas Till briefly dated after meeting on the set of Taylor’s ‘You Belong With Me’ music video. However, they soon realized that their relationship didn’t work and decided to remain friends.

Lucas Till is known for his roles in Disney’s Hannah Montana: The Movie, as well as X-Men: Apocalypse and other popular TV shows and movies. Despite their past romantic relationship, Taylor and Lucas have both continued to have successful careers in the entertainment industry.

Taylor Swift and Taylor Lautner – 2009

Taylor Swift and Twilight star Taylor Lautner may have played a couple in the movie Valentine’s Day, but their real-life relationship was short-lived. The two Taylors met on set and dated for a few months before breaking up in December 2009.

Taylor Swift even wrote the song “Back To December” about their relationship. However, in a surprising turn of events, Taylor Lautner was spotted at Taylor Swift’s The Eras Tour in London in 2024, this time with his wife, who also happens to be named Taylor.

The couple was seen singing along to Tay’s hits from the VIP section in Wembley, much to the shock of Swifties.

Taylor Swift and John Mayer – 2009

Taylor and John’s relationship was short-lived and ended in a public dispute through their music. Despite the 15-year age gap, the two artists began dating after collaborating on the song ‘Half of My Heart’ in 2009.

However, their relationship was never officially confirmed, and it wasn’t until Taylor released her emotional track ‘Dear John’ that their romance was revealed. John responded to the song in a 2012 Rolling Stone interview, expressing his hurt and confusion over the lyrics.

He later released the single ‘Paper Dolls’, which many believe was his response to Taylor’s song. This public back-and-forth between the two musicians highlighted the dangers of dating in the spotlight and the power of music to convey personal experiences and emotions.

Taylor Swift and Jake Gyllenhaal – 2010 – 2011

Taylor Swift and Jake Gyllenhaal‘s relationship was highly publicized during their short-lived romance from 2010 to 2011. Despite their 10-year age gap, the two seemed to be smitten with each other and even inspired a song from Taylor, called “The Last Time.”

The lyrics hint at the couple’s time together, with Taylor leaving her scarf at Jake’s sister’s house and him still holding onto it, even after their split. However, the couple’s age difference may have ultimately led to the end of their relationship.

Taylor Swift and Conor Kennedy – 2012

Taylor Swift’s relationship with Conor Kennedy was highly publicized in 2012, as she was known to have a keen interest in the Kennedy family. The two were seen together in various outings and were even photographed showing PDA.

However, their romance was short-lived and they ended up breaking up after being in the spotlight for a brief period. Despite their initial connection, it seems that their relationship could not withstand the media attention and the pressures of fame.

Taylor Swift and Harry Styles – 2012 – 2013

Taylor Swift and Harry Styles were a highly publicized celebrity couple from 2012 to 2013. Fans of Styles’ band, One Direction, were devastated when the two were spotted together in Central Park, confirming their relationship.

However, after only a few months of dating, their busy schedules ultimately led to their breakup, much to the disappointment of their fans. Despite the short-lived romance, their park stroll will always be remembered as one of the most talked about moments in pop culture.

Taylor Swift and Calvin Harris 2015 – 2016

Taylor Swift and Calvin Harris dated from 2015 to 2016. This was the first relationship that Taylor openly shared on social media, and the two were often seen together at various events during their 15 months together.

However, their split did not end on good terms, as Calvin publicly criticized Taylor on social media when there was a dispute over the writing credits for his song ‘This Is What You Came For’ featuring Rihanna, which Taylor had secretly contributed vocals to under a pseudonym.

Taylor Swift and Tom Hiddleston – 2016

Taylor Swift and Tom Hiddleston‘s relationship was highly publicized in 2016, but it unfortunately did not last. The couple’s whirlwind romance began just two weeks after Taylor’s split from Calvin Harris, and their every move was scrutinized by the media.

However, it seems that the intense level of publicity was too much for Taylor to handle, as it was reported that she ended things due to Tom’s desire for a highly publicized relationship. Despite the memorable moments they shared, such as Tom wearing an ‘I heart TS’ t-shirt during their Fourth of July celebrations, the couple ultimately went their separate ways.

Taylor Swift and Joe Alwyn – 2017 – 2023

Despite being together since 2017, Taylor Swift and Joe Alwyn announced their split in 2023, much to the surprise and disappointment of their fans.

The couple first met at the MET Gala in 2016 and their relationship was a constant source of inspiration for Swift’s music, with songs like ‘Lover’ and ‘Invisible String’ being written about their love story.

Unfortunately, the reason for their breakup remains a mystery as the couple has always been notoriously private about their personal lives. Sources close to them have simply stated that they have “grown apart” over the years.

Taylor Swift and Matty Healy In 2023

Despite their short-lived fling in 2023, Taylor Swift and Matty Healy never officially dated. Rumors of their relationship sent social media into a frenzy, with fans eagerly following their every move.

However, it was later revealed that the 1975 lead singer and son of TV presenter Denise Welch and Taylor only went on a few dates after being set up by producer and long-time friend, Jack Antonoff. Unfortunately, their busy schedules and incompatibility led to a quick split after just a month of dating.

Despite the brief romance, Taylor had expressed her happiness while on tour, stating that she had never been happier in all aspects of her life. However, it seems that the two were not meant to be and went their separate ways.

Taylor Swift and Travis Kelce – 2023

Taylor Swift and Travis Kelce‘s relationship has been the talk of the town since it began in August/September of 2023. They have been spotted spending quality time together, with Taylor even attending nearly every one of Travis’s American football games.

This unexpected celebrity couple has been getting serious about each other and their relationship, which started with a sweet gesture from Travis. After seeing Taylor perform at his team’s home ground, Travis asked her out and she accepted.

They have been inseparable ever since, with Taylor even spending time with Travis’s mother in the VIP section at one of his games. It seems like these two are not afraid to show off their affection for each other and it will be interesting to see where their relationship goes in the future.

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