Taylor Swift is one of the most successful and popular singers in the world, but she is also known for her romantic relationships with various celebrities. From her brief fling with Joe Jonas to her current connection with NFL star Travis Kelce, Swift’s dating history has been a subject of fascination for fans and media alike. Let’s take a stroll down memory lane, revisiting the men who’ve played a part in Taylor’s journey of love and heartbreak.

Taylor Swift and Joe Jonas (2008)

As pop royalty in the late aughts, Joe Jonas and Taylor Swift crossed paths frequently. While her friend Selena Gomez briefly dated Nick Jonas, Swift paired off with Joe in 2008. They dated for about three months, but Swift was hurt when he broke things off in a phone call that lasted less than 30 seconds in October of that year. She allegedly wrote a number of songs about that relationship that ended up on her second album, Fearless, including “Forever & Always,” “Last Kiss,” “Better Than Revenge,” and “Mr. Perfectly Fine.”

Swift said in an interview on The Ellen DeGeneres Show in 2008 that their relationship sparked inspiration for a song on her album “Fearless.” She told Ellen that when the couple started to go downhill, she booked a last-minute studio session to record the song “Forever & Always.”

During the interview with Ellen, Taylor Swift also went into the specifics of their breakup. According to Swift, Jonas broke up with her over the phone. “When I find that person who is right for me, he’ll be wonderful, and when I look at that person, I’m not even gonna be able to remember the boy who broke up with me over the phone in 25 seconds when I was 18,” Swift said on the show.

She said she looked at the call log and it was like 27 seconds. “That’s got to be a record,” she added.

In 2019, Swift was on DeGeneres’ show again and walked back her comments a bit when asked about her “most rebellious” act. “Probably when I, like, put Joe Jonas on blast on your show,” she told the host. “That was too much. That was too much. I was 18. Yeah. We laugh about it now, but … that was mouthy. Just some teenage stuff there.”

They did indeed seem to have a friendly relationship almost 15 years later, but when the news broke that Joe Jonas was divorcing wife Sophie Turner, Swift offered her support to Turner. The Game of Thrones star reportedly stayed in Swift’s NYC apartment as she worked out custody with her former partner.

Lucas Till (2009)

Lucas Till starred as the love interest in Taylor Swift’s music video for “You Belong With Me” in 2009, but they’d known one another for a bit. Swift had a cameo in Hannah Montana: The Movie, and Till was in the film as well. They split up after a few months with seemingly no drama.

“We dated for a little bit. But there was no friction because we were too nice,” he told MTV at the time.

He also said that he liked Swift as a friend, but there was no chemistry between them. “We just really both liked each other … but most relationships work out cause you get along and then you don’t, and then you make up and its passionate, and with us I really just liked her as a friend. That’s the only reason that didn’t work out,” he said.

Taylor Lautner (2009)

Taylor Swift met Taylor Lautner on the set of the romantic comedy Valentine’s Day, where they played a high school couple. They dated for a few months in late 2009, but their relationship fizzled out due to their busy schedules and different personalities.

Taylor Swift reportedly wrote the song “Back to December” as an apology to Lautner, who was said to be more into her than she was into him. The song contains lyrics like “I miss your tan skin, your sweet smile” and “You gave me roses and I left them there to die.”

Lautner confirmed that the song was about him in a Facebook Live chat with his Scream Queens co-stars Lea Michele and John Stamos in 2016. Michele asked him if Swift had ever written a song about him, and he replied, “That’s what she does. She writes songs.”

He also said that he didn’t mind being the subject of Swift’s music. “It’s flattering,” he said.

John Mayer (2009-2010)

Taylor Swift and John Mayer had a brief but intense relationship that ended in early 2010. The two collaborated on Mayer’s song “Half of My Heart,” which sparked rumors of their romance. However, things turned sour when Mayer reportedly broke Swift’s heart and left her feeling betrayed.

Taylor Swift poured out her feelings in the song “Dear John,” which appeared on her album Speak Now. The song is widely considered to be one of her most scathing and personal songs, as she accuses Mayer of playing with her emotions and being too old for her. Some of the lyrics include “Don’t you think I was too young to be messed with?” and “You’ll add my name to your long list of traitors who don’t understand.”

Mayer later said that he felt “humiliated” by the song and that it was “a really lousy thing for her to do.” He also claimed that he never got a heads-up from Swift about the song and that he learned about it the same way as everyone else.

“I never got an email. I never got a phone call,” he said in an interview with Rolling Stone in 2012. “I was really caught off-guard, and it really humiliated me at a time when I’d already been dressed down. I mean, how would you feel if, at the lowest you’ve ever been, someone kicked you even lower?”

Jake Gyllenhaal (2010-2011)

Taylor Swift and Jake Gyllenhaal had a whirlwind romance that lasted from October 2010 to January 2011. They were spotted spending Thanksgiving together, holding hands in New York, and enjoying coffee dates in Nashville. However, their relationship ended abruptly after Gyllenhaal reportedly got cold feet and broke up with Swift over the phone.

Taylor Swift was devastated by the breakup and wrote several songs about it on her album Red. One of the most famous examples is “All Too Well,” which is believed to be about Gyllenhaal. The song contains references to their time together, such as a scarf that she left at his sister’s house, a trip to his family’s farm, and a photo album of their memories.

The song also expresses Swift’s anger and sadness over the breakup, as she sings “You call me up again just to break me like a promise / So casually cruel in the name of being honest” and “You keep my old scarf from that very first week / ‘Cause it reminds you of innocence and it smells like me / You can’t get rid of it, ’cause you remember it all too well.”

Taylor Swift performed the song at the 2014 Grammy Awards, where she gave an emotional rendition that included a pointed glance at the camera when she sang the line “I’m a crumpled up piece of paper lying here.”

Conor Kennedy (2012)

Taylor Swift dated Conor Kennedy, the son of Robert F. Kennedy Jr. and the nephew of John F. Kennedy, for a few months in the summer of 2012. They met at the Kennedy compound in Hyannis Port, Massachusetts, where Swift reportedly charmed the entire family. They were seen kissing, sailing, and attending weddings together.

However, their relationship ended in October 2012, reportedly due to their busy schedules and the distance between them. Swift was also said to be too clingy and obsessed with the Kennedy family, which may have scared Kennedy off.

Taylor Swift wrote the song “Begin Again” about finding love after a bad breakup, which some fans speculated was about Kennedy. The song mentions a guy who wears a “James Dean daydream look in your eye” and makes her laugh at her ex’s jokes, which could be references to Kennedy’s resemblance to his uncle John F. Kennedy Jr. and his sense of humor.²

Harry Styles (2012-2013)

Taylor Swift and Harry Styles, the former One Direction star, had a brief but intense relationship that lasted from November 2012 to January 2013. They met at the Kids’ Choice Awards in March 2012, where they exchanged phone numbers and started texting. They were seen flirting at various events, such as the MTV Video Music Awards and the X Factor, before going public with their romance.

They spent Christmas together in Park City, Utah, where they were photographed skiing and cuddling. They also celebrated New Year’s Eve together in New York, where they shared a kiss at midnight. However, their relationship soon hit a rough patch, as they had

a heated argument in the British Virgin Islands, where they were vacationing. They broke up shortly after, leaving Swift to fly back alone.

Taylor Swift wrote several songs about Styles on her album 1989, such as “Style,” “Out of the Woods,” and “I Wish You Would.” The songs reflect on their passionate but turbulent relationship, as well as their lingering feelings for each other. Some of the lyrics include “You got that James Dean daydream look in your eye / And I got that red lip, classic thing that you like” and “Remember when you hit the brakes too soon / Twenty stitches in a hospital room.”

Styles later said that he was honored to be the inspiration for Swift’s songs and that he had nothing but respect for her as an artist. He also said that he understood the need to write songs based on personal experiences. “I’m lucky if everything [we went through] helped create those songs. That’s what hits your heart. That’s the stuff that’s hardest to say, and it’s the stuff I talk least about. That’s the part that’s about the two people. I’m never going to tell anybody everything,” he said in an interview with Rolling Stone in 2017.

Calvin Harris (2015-2016)

Taylor Swift and Calvin Harris, the Scottish DJ and producer, had a long-term relationship that lasted from March 2015 to June 2016. They met at the Elle Style Awards in London, where they were introduced by mutual friend Ellie Goulding. They hit it off and started dating soon after.

They were one of the most high-profile and seemingly happy couples in the music industry, as they shared cute photos and videos of their romance on social media. They also supported each other’s careers, as Swift cheered for Harris at his shows and Harris praised Swift’s achievements. They celebrated their one-year anniversary with a tropical getaway and a locket engraved with the date “3.6.15.”

However, their relationship ended in June 2016, reportedly due to their busy schedules and lack of communication. Harris confirmed the breakup on Twitter, writing, “The only truth here is that a relationship came to an end & what remains is a huge amount of love and respect.”

Things turned sour when it was revealed that Taylor Swift had co-written Harris’ hit song “This Is What You Came For” under the pseudonym Nils Sjoberg. Swift’s team confirmed her involvement in the song, which Harris was not happy about. He accused Swift of trying to make him look bad and of being jealous of his success. He also brought up her feud with Katy Perry, who was rumored to be the subject of Swift’s song “Bad Blood.” He tweeted, “I know you’re off tour and you need someone new to try and bury like Katy ETC but I’m not that guy, sorry. I won’t allow it.”

Taylor Swift did not respond directly to Harris’ tweets, but she reportedly wrote the song “I Did Something Bad” about him on her album Reputation. The song contains lyrics like “If a man talks shit, then I owe him nothing / I don’t regret it one bit, ’cause he had it coming” and “He says, ‘Don’t throw away a good thing’ / But if he drops my name, then I owe him nothing.”

Tom Hiddleston (2016)

Swift and Tom Hiddleston, the British actor best known for playing Loki in the Marvel Cinematic Universe, had a brief but intense relationship that lasted from June to September 2016. They met at the Met Gala in May 2016, where they were seen dancing together. They sparked dating rumors when they were photographed kissing on a beach in Rhode Island, just two weeks after Swift’s breakup with Harris.

They embarked on a whirlwind romance that took them around the world, from Nashville to London to Rome to Australia. They also met each other’s families and friends, and Hiddleston famously wore a tank top that said “I <3 T.S.” at Swift’s Fourth of July party.

However, their relationship ended in September 2016, reportedly due to their different expectations and the media scrutiny. Swift was said to be uncomfortable with Hiddleston’s desire to make their relationship public, while Hiddleston was said to be hurt by Swift’s reluctance to attend the Emmy Awards with him.

Swift did not write any songs about Hiddleston on her album Reputation, but she did reference their relationship in the song “Getaway Car.” The song is about using someone as an escape from a previous relationship, but knowing that it won’t last. Some of the lyrics include “The ties were black, the lies were white / In shades of gray in candlelight / I wanted to leave him / I needed a reason” and “We were jet-set, Bonnie and Clyde / Until I switched to the other side / To the other side / It’s no surprise I turned you in / ‘Cause us traitors never win.”

Joe Alwyn (2017)

Swift and Joe Alwyn, the British actor who starred in The Favourite and Harriet, have been dating since late 2016 or early 2017. They met at the Met Gala in 2016, where they were both guests of Anna Wintour. They kept their relationship under wraps for a long time, avoiding the paparazzi and the public eye.

They gradually opened up about their relationship, as Swift mentioned Alwyn in her acceptance speeches and thanked him for his support. They also appeared together at various events, such as the Golden Globes and the BAFTAs. They also collaborated on Swift’s albums Folklore and Evermore, where Alwyn co-wrote some songs under the pseudonym William Bowery.

Swift wrote several songs about Alwyn on her albums Reputation, Lover, Folklore, and Evermore, such as “Gorgeous,” “Delicate,” “Lover,” “Cornelia Street,” “Invisible String,” “Willow,” and “Long Story Short.” The songs depict their love story, from their initial attraction to their deep connection to their future plans. Some of the lyrics include “You should take it as a compliment / That I got drunk and made fun of the way you talk” and “I’ve loved you three summers now, honey, but I want ’em all” and “Time, mystical time / Cutting me open, then healing me fine / Were there clues I didn’t see? / And isn’t it just so pretty to think / All along there was some / Invisible string tying you to me?”

Alwyn has also spoken about Swift and their relationship in interviews, saying that he is proud of her work and that he respects her privacy. He also said that he does not mind being the subject of her songs, as long as they are authentic and honest. “No, not at all. No. It’s flattering,” he said in an interview with The Sunday Times in 2019.

Travis Kelce (2024)

Swift and Travis Kelce, the Kansas City Chiefs tight end and four-time Pro Bowler, have been dating since early 2024. They met at the Super Bowl LVI, where Swift performed the halftime show and Kelce’s team won the championship. They were seen celebrating together at the after-party, where they exchanged phone numbers and started texting. They went public with their romance in March 2024, when they attended the Grammy Awards together.

They have been inseparable ever since, as they share their love for music, sports, and animals. They have also supported each other’s causes, as Swift donated to Kelce’s foundation 87 and Running, which helps disadvantaged youth, and Kelce promoted Swift’s album Fearless (Taylor’s Version), which is a re-recording of her second album.

Swift wrote the song “Champion” about Kelce on her album Fearless (Taylor’s Version), which is a bonus track that was not on the original album. The song is a tribute to Kelce’s achievements and personality, as well as their relationship. Some of the lyrics include “You’re a champion, you’re a star / You make me feel like I can go far / You’re a winner, you’re a king / You make me wanna sing” and “You’re the best thing that ever happened to me / You’re the reason I believe / You’re a champion, you’re my heart / You’re a part of me.”

Kelce has also gushed about Swift and their relationship in interviews, saying that he is amazed by her talent and beauty and that he is lucky to have her in his life. He also said that he loves her song “Champion” and that he listens to it before every game. “It’s such a great song. It pumps me up and motivates me. It also reminds me of how much I love her and how proud I am of her,” he said in an interview with ESPN in 2024.