Who is Taylor Swift Dating? The Men Behind Taylor Swift Songs

Taylor Swift Dating History

Here is a brief overview of Taylor Swift dating history.

Joe Jonas (2008)

In 2019, Joe Jonas talked on ITV’s Lorraine show about his past relationship with Taylor Swift. He mentioned that they have moved on, are friends now, and everything is good between them. Taylor had referred to their breakup on The Ellen DeGeneres Show in 2008, where she expressed her feelings about Joe ending their relationship over the phone in just 25 seconds. Joe acknowledged that it was something they laugh about now. Taylor and Joe dated for three months in 2008, and although they both had new relationships (Taylor with Joe Alwyn and Joe Jonas with Sophie Turner), they moved on from their past romance.

Lucas Till (2009)

Lucas Till dated Taylor Swift briefly and talked about their past relationship. He mentioned that it didn’t work out because they were both too nice to each other. Lucas expressed the idea that most relationships succeed because of the ups and downs, the passion, and the makeup, but in their case, being too nice might have been a factor in why it didn’t last.

Taylor Lautner (2009)

Taylor Lautner and Taylor Swift started dating after they met while making the movie “Valentine’s Day,” where they played a couple. People called them “Taylor Squared” because they both had the same first name. Everyone paid a lot of attention to their relationship because they were famous—Lautner from “Twilight” and Swift from her music. But in early 2010, there were reports that they had broken up. The reasons weren’t really explained, but it was a big deal in the news. 

Even though they weren’t dating anymore, Taylor Lautner and Taylor Swift have said nice things about each other in interviews. They talk about being friends and respecting each other.

John Mayer (late 2009–early 2010)

In 2009, Taylor Swift and John Mayer briefly dated after connecting on Twitter, and their collaboration on stage fueled rumors about their relationship. The couple reportedly dated until early 2010, but the exact reasons for their breakup were not disclosed. Initially, they seemed amicable, with Mayer praising Swift at an awards ceremony. However, the dynamics changed when Taylor released her song “Dear John” in 2010, which hinted at a challenging relationship and left Mayer feeling humiliated.

He criticized the song, calling it cheap songwriting, and accused Swift of using her talent for revenge. In 2013, Mayer responded with his own song, “Paper Doll.” The drama between Swift and Mayer continues to be a topic of interest for fans. Despite the past drama, both artists have moved on in their personal and professional lives.

Cory Monteith (April 2010–May 2010)

In March 2010, there were reports of Cory Monteith, known for his role in “Glee,” and Taylor Swift, the country singer, attending an event together at Pinz Bowling Alley in Studio City, California. Despite being seen sharing a hug on Tuesday, March 23, 2010, the nature of their relationship was not publicly confirmed. The 20-year-old Taylor Swift was accompanied by her best friend, Selena Gomez, at the event. 

Jake Gyllenhaal (late 2010–early 2011)

There were rumors surrounding Taylor Swift and actor Jake Gyllenhaal’s relationship, specifically speculation about Swift losing her virginity to Gyllenhaal and his alleged absence at her 21st birthday party. According to the source, Swift, initially wanting to wait until marriage, reportedly decided to consummate her relationship with Gyllenhaal after three months of a heavy romance. Gyllenhaal allegedly did not attend Swift’s 21st birthday party, leading to her breaking down in front of friends, a situation depicted in her song “The Moment I Knew” from the “Red” album. The rumors about Swift’s virginity are unverifiable due to the private nature of her personal life.

Connor Kennedy (Summer 2012–Fall 2012)

Taylor Swift was romantically linked to Connor Kennedy, the son of Robert F. Kennedy Jr. The two were seen together at the iconic Kennedy compound, engaging in various activities and displaying affection. Despite an age difference, with Taylor being 22 and Connor being 18, the report underscores Swift’s connection to the Kennedy family, citing her admiration for Camelot and her introduction through Ethel Kennedy, Connor’s grandmother.

Taylor composed songs about her love life, speculating on the potential creation of a Kennedy-inspired track. Presented in a lighthearted tone, the report playfully characterizes Taylor as “stupid” in love, providing an overall glimpse into her purported romantic involvement with Connor Kennedy and her associations with the influential political family.

Harry Styles (October 2012–January 2013)

Taylor Swift and Harry Styles were romantically linked in the past. Their rumored relationship garnered attention, especially when they were spotted together behind the scenes on The X Factor. The video highlighted their cute interactions, including Harry supporting Taylor during rehearsals and a playful moment after her performance. The speculation about their relationship arose around the time Taylor was reportedly dating Connor Kennedy. However, as with many celebrity relationships, details were not confirmed publicly, and both artists have moved on since then. 

Calvin Harris (2015–2016)

Taylor Swift and Calvin Harris, whose real name is Adam Wiles, began dating in early 2015. The couple kept their relationship relatively private, but they were occasionally spotted together at various public events. Their relationship became more public when they celebrated their one-year anniversary in March 2016, sharing pictures of a cake and a locket engraved with the date of their anniversary.

Despite the public appearances and occasional social media posts, Taylor Swift and Calvin Harris experienced a relatively amicable breakup in June 2016. The split was confirmed by both parties on social media, with Harris tweeting that there was a lot of love and respect between them and Swift retweeting his message. Swift later revealed that she co-wrote Harris’s hit song “This Is What You Came For” under the pseudonym Nils Sjöberg, and there were reports of some tension surrounding the revelation.

After their breakup, Taylor Swift moved on to other high-profile relationships, while Calvin Harris focused on his music career. Despite the end of their romantic involvement, they both continued their successful careers in the entertainment industry.

Tom Hiddleston (Summer 2016)

Taylor Swift and Tom Hiddleston’s relationship became highly publicized in the summer of 2016. The couple was first seen together at the Met Gala in May of that year, where they were photographed dancing and spending time together. Shortly after, in June 2016, photos surfaced of Swift and Hiddleston kissing on a beach in Rhode Island, leading to widespread media coverage and speculation about their romance.

The relationship garnered significant attention due to the speed at which it seemed to develop after Taylor Swift broke up with Calvin Harris. The couple was often photographed together at various locations, including trips to England and Rome. They met each other’s parents, attended events together, and were very open about their relationship.

However, after just a few months, reports emerged that Swift and Hiddleston had amicably split up by September 2016. The brief and highly public nature of their romance sparked a mix of curiosity and speculation in the media and among fans. Despite the relatively short-lived nature of their relationship, it left a lasting impact on pop culture discussions surrounding Taylor Swift’s personal life.

Joe Alwyn (May 2017–April 2023)

Taylor Swift and Joe Alwyn started dating in May 2017, with their relationship reportedly lasting until April 2023. Keeping their love away from the public eye, Swift and Alwyn rarely made joint appearances and refrained from sharing photos of each other on social media. The couple’s relationship became more evident in Swift’s music, with Alwyn co-writing songs under the pseudonym William Bowery. In April 2023, the news of their breakup surfaced, marking the end of a relationship that blended fame with privacy throughout its course.

Taylor Swift Dating Matty Healy (May 2023–June 2023)

Taylor Swift and Matty Healy, the lead singer of The 1975, were romantically linked in May 2023. The two were seen spending time together and were photographed on a date at a club in downtown New York City. The romance seemed to be heating up as they engaged in passionate kisses and held hands during the outing.

Swift and Healy were joined by friends, including Zoe Kravitz, Margaret Quali, and Jack Antonov. Their public appearance and affectionate gestures fueled speculation about their relationship. Swift, who made a telling comment about her happiness during a stage appearance in Boston, seems to be enjoying a new chapter in her personal life with Healy. The couple decided to end their brief romance, citing reasons such as both being extremely busy and realizing they are not compatible.

Adam Schein on #TaylorSwift :

“ I absolutely ❤️ Taylor Swift supporting Travis Kelce…They are clearly in love…I think the world of Taylor Swift. I think the world of this relationship. I think it’s everything that’s right & happy in the world. 👍🏻pic.twitter.com/RNUlqDEttQ

— Tayvis1989 (@TayvisEra1989) February 2, 2024

Taylor Swift Dating Travis Kelce (July 2023, Right Now)

Travis Kelsey wanted Taylor Swift to notice him, so he made a special friendship bracelet with his phone number on it during one of her concerts. Taylor Swift later shared a funny story about their first date, calling it the “most epic disaster.” They kept their early meetings private before being seen together in public. Taylor usually keeps her relationships private, unlike her past high-profile ones.

Travis playfully showed his interest in Taylor by playing a game called “Kiss, Mary, Kill,” where he chose to kiss her. He also attempted to give her a friendship bracelet during one of her concerts. Rumors about them dating started in 2023, but both Travis and Taylor said they were not officially dating. However, Travis expressed interest in continuing to see her.

Travis invited Taylor to one of his football games, and she went. They were seen together, and photos and videos captured them leaving the game and celebrating afterward, providing visual evidence of their time together. The public showed a lot of interest in the rumored relationship.

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