All-time Favorite Taylor Swift Boyfriends 2022 in Order!

While we were shouting out Taylor Swift's breakup anthems that were hauntingly similar to our own lives to get over the average Joe's that we had dated, the country singer turned pop sensation had successfully dated a bevy of Hollywood heartthrobs.

The singer known for the song “Love Story” has a propensity for memorialising her past relationships in the form of lyrical content. These past relationships have included both musicians and movie stars. See every lucky guy that has dated Taylor since she emerged into the spotlight following the release of her debut album Fearless, starting with Jake Gyllenhaal and going all the way up to John Mayer.

The following is a list, in chronological order, of alllucas of the men that Taylor Swift has dated, and dont forget to check out Taylor Swift's net worth.

Taylor Swift Boyfriends in Order

  • Joe Jonas

Taylor Swift Boyfriends

From July to October of 2008, Swift was in a relationship with Joe Jonas. Swift said that Jonas, the subject of her songs “Last Kiss,” “Forever & Always,” and “Holy Ground,” broke up with her in a 27-second phone call during an interview on The Ellen DeGeneres Show in 2008.

Swift later termed the incident “rebellious” and said she was sorry for publicly criticising her ex-boyfriend on Ellen in 2019. Swift stated,  “Probably when I put Joe Jonas on blast on your show. That was too much. I was 18,” when questioned by DeGeneres about her most “rebellious” act. We can joke about it now, but at the time that was pretty rude.

  • Lucas Till  

After Lucas Till played Taylor's next-door neighbour in the music video for “You Belong With Me,” the two dated briefly in 2009. Lucas later said that he and his ex-girlfriend had tried dating, but ultimately decided they were better off as friends.

“We dated for a little bit. But, there was no friction because we were too nice,” he told MTV. “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 it's passionate, and with us, I really just liked her as a friend. That's the only reason that didn't work out.”

  • Taylor Lautner

The pair, now commonly referred to as “Taylor Squared,” first worked together on the set of “Valentine's Day” as high school sweethearts.

According to gossip, the reason Lautner and Swift broke up was because he was more interested in her than she was in him. Swift apparently sought to apologise to the “Twilight” actor in a song called “Back to December” about their relationship.

Swift said it best in “Back to December”: “You gave me roses, and I left them there to die / So this is me swallowing my pride, standing in front of you saying I’m sorry for that night, You gave me all of your love and all I gave you was goodbye”

Lautner later commented, “That's just what she does,” in reference to the song.

Taylor Swift Boyfriends

  • John Mayer

After working together on “Half of My Heart,” the two went on a short-lived romance lasting only a few months. Swift, at the time 20 years old, later called out the then 32-year-old “Gravity” singer in a song named “Dear John.”

John Mayer told Rolling Stone in 2012. It made me feel terrible because I didn't deserve it, “I'm pretty good at taking accountability now, and I never did anything to deserve that. It was a really lousy thing for her to do.” Mayer released a musical response, “Paper Dolls,” on his Paradise Valley album in 2013. “Don't you think I was too young to be messed with? The girl in the dress, cried the whole way home, I should've known,” he sings.

  • Jake Gyllenhaal

Swift dated Gyllenhaal for three months from October 2010 to January 2011. He is widely credited as the inspiration for her breakup album Red (2012). Swift discussed the inspiration behind Red album track “The Last Time” during a 2012 interview with NPR.  “[It’s about an] experience I had with someone who was kind of this unreliable guy. You never know when he’s going to leave, you never know when he’s going to come back, but he always does come back,” she said at the time. Also check who is he currently dating.

  • Conor Kennedy

During the summer of 2012, Taylor dated Conor Kennedy, Robert F. Kennedy's grandson. Although she was 22, Conor was only 18, therefore there was some backlash because of their age difference. During their time together, Taylor bought a house close to the Kennedy estate in Hyannis Port, Massachusetts.

When Taylor was accused by Conor's family of showing up for their cousin Kyle's wedding in August, it seemed like things were heating up between the two. Even when her representatives disputed the rumours, it looked the harm was already done.

  • Harry Styles

Their first public outing as “Haylor” was a stroll around Central Park in December of 2015. The new couple's breakup after only three months caused a sensation among “Swifties” and “Directioners” of the time. Towards the Grammys that same year, Taylor sang her hit with an English accent, allegedly directed at Harry Styles, who was in the audience at the time.

Taylor Swift Boyfriends

  • Calvin Harris

Taylor's relationship with Harris, which lasted for a while, is the one that has received the most attention from the media. The two were frequently seen together on red carpets, which they shared on their own social media sites. A number of sources state that Calvin initiated the breakup.

Taylor's smash song “We Are Never Ever Ever Getting Back Together” was widely assumed to be about Calvin, despite the fact that neither Taylor nor Calvin has ever addressed the rumour.

  • Tom Hiddleston

Swift and Hiddleston, who is rumoured to have inspired songs like “Getaway Car,” met at the Met Gala in May of 2016, and were subsequently caught kissing in Rhode Island in June. The two were reportedly no longer together by 2016, when Us Weekly revealed the end of their brief romance.

An insider claimed at the time that “she was the one to put the brakes on the relationship.” Tom desired a higher profile for the couple than Sarah was ready to accept. When Taylor warned Tom about the potential repercussions from such demonstrations of affection, he ignored her.

  • Joe Alwyn 

In 2022, Taylor and her current boyfriend Alwyn have been together for over five years. The two have successfully maintained the air of mystery surrounding their relationship. The first time Taylor and Joe were captured on camera together was in 2017 while they were having coffee on a balcony in Nashville. Must check out that why the both decided to skip the Met Gala festival.

“We decided together we wanted our relationship to be private. I was happy. But I wasn’t happy in the way I was trained to be happy. It was happiness without anyone else’s input. We were just happy.”