Taylor Swift dated Joe Jonas from July to October 2008. During this time, Taylor caused a stir when she revealed that Joe initiated their breakup with a 27-second phone call. The singer maintained a bitter attitude towards Joe on television, repeatedly mentioning him, but eventually, they reconciled and remained friends.

Lucas Till

After Joe, in March 2009, Taylor fell into the arms of Lucas Till, the guy who starred in the music video for “You Belong With Me,” a song that helped propel her to global fame. However, this relationship lasted only one month.

Taylor Lautner

Thanks to starring together in the movie “Valentine’s Day,” the couple with matching names, Taylor Swift and Taylor Lautner, hit it off and started dating. They spent the entire autumn of 2009 together, only to regretfully part ways later on. At that time, Taylor Lautner was skyrocketing to fame due to his role in the “Twilight” series, which further intensified the spotlight on their relationship.

john MayerAfter parting ways with “Wolf” (Taylor Lautner), Taylor Swift moved on to a relationship with John Mayer. Perhaps he’s the one she couldn’t forget, as despite their brief two-month romance, she penned a sorrowful song dedicated to the renowned actor titled “Dear John.” In the heart-wrenching lyrics, Taylor revealed that it was actually John who initiated the breakup, citing their significant age difference of 15 years as the reason. Notably, John responded sharply, saying, “As a songwriter, I feel that’s a cheap songwriting move.”

Cory Monteith

The music goddess of Hollywood was once rumored to be dating the Glee star for a month. However, neither Taylor nor Cory ever confirmed the relationship publicly. It can be said that Taylor and Cory made an incredibly handsome couple and had a huge fan following.

Jake Gyllenhaal

In October 2010, Taylor sparked a frenzy on social media when photos of her dating actor Jake Gyllenhaal surfaced. However, like many of her past relationships, Jake was the one who initiated the breakup with Taylor, citing their age difference (10 years) as the reason. A source revealed, “Jake told Taylor that this relationship wouldn’t last. Taylor was deeply saddened and hurt; she couldn’t understand what she had done to make Jake want to end their relationship.”

In response to Jake’s actions, Taylor decided to write the song “We Are Never Getting Back Together” aimed at him. Not stopping there, she even re-released the song “All Too Well,” with an extended 10-minute version, seemingly mocking Jake. Netizens speculate that despite having a new boyfriend, Taylor still can’t forget her past loves.

Adam Young

Among Taylor’s list of exes, Adam Young (Owl City) is perhaps one of the least noticed names. The two are rumored to have dated for about a month, and Taylor’s song “Enchanted” is believed to be her message to “Mr. Owl.”

Chord Overstreet

Yet another Glee heartthrob who fell into Taylor’s love trap, this time it’s Chord Overstreet. The couple was spotted together at a hockey game, but after a very short time, they went their separate ways.

Eddie Redmayne

It seems like Taylor has a penchant for dating actors. From October 2011 to January 2012, the singer was rumored to have enjoyed a good time with Oscar-winning actor Eddie Redmayne while auditioning for the movie Les Miserables.

Zac Efron

After her involvements with Glee actors and those from Les Miserables, Taylor Swift was rumored to be dating the High School Musical heartthrob, Zac Efron. Reports suggested that the pair were together for about a month, but both parties vehemently denied the rumors.

Conor Kennedy

One of the high-profile relationships of the “Bad Blood” singer was with Conor Kennedy, the grandson of U.S. Senator Robert F. Kennedy. At the time, Conor was only 18 years old and a high school student, while Taylor was already 22. The couple had numerous adorable dating moments, but unfortunately, their relationship only lasted for 3 months before they went their separate ways.

Harry Styles

After Conor, Taylor had another high-profile relationship with the notorious heartthrob singer Harry Styles. The couple was spotted dating from December 2012 to January 2013. Despite being together for only a month, Taylor and the One Direction member had many sweet moments captured together. In fact, the renowned singer even wrote a song dedicated to Styles during their brief romance.

Calvin Harris

Through many short-lived romances, Taylor had her first serious and long-term relationship with the renowned DJ, Calvin Harris. The three of them began dating in March 2015; however, due to relationship issues, Calvin proposed a breakup after 15 months together.

Nevertheless, the drama didn’t end there, as Calvin once vehemently criticized Taylor, exposing the singer in a derogatory manner. At that time, a hit song titled “This Is What You Came For” by Calvin and Rihanna dominated the charts. According to reports, Taylor was the one who wrote the popular song, but the couple decided not to release it due to concerns that their romantic relationship would overshadow the song.

Taylor adopted the pseudonym “Nils Sjoberg” for songwriting credits, a fact confirmed by Taylor’s representative. Surprisingly, Calvin took to Twitter to clarify: “I wrote the music, produced the song, arranged it and cut the vocals though. And initially she wanted it kept secret, hence the pseudonym.”

Later, the famous DJ expressed his anger: “I feel hurt by Taylor and her team using this to try and make me look bad. I figure if you’re happy in your new relationship you should focus on that instead of trying to tear your ex bf down for something to do.” He continued, “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. Please focus on the positive aspects of YOUR life because you’ve earned a great one.”

Tom Hiddleston

After the tumultuous breakup with Calvin, Taylor swiftly moved on to date “Loki” Tom Hiddleston. The two had a brief but highly publicized romance lasting three months, during which their sweet travel photos flooded social media. It can be said that when she was with Tom, Taylor didn’t hesitate to express her affection publicly. However, by September 2016, the relationship came to an end.

Joe Alwyn

Finally, after 13 relationships, Taylor Swift has officially found her match in actor Joe Alwyn. No one could have predicted that he would hold Taylor’s heart for so long. The couple has been dating for 5 years, starting their romance in early 2017 and keeping their relationship private throughout. On February 19, 2022, the media buzzed with news of Taylor and Joe’s engagement after half a decade together. Perhaps after all the ups and downs, Taylor Swift has finally found her life’s harbor.

Now, at 33 years old, the singer has become much more mature and confident. Taylor Swift no longer wants to chase relationships with hotshot guys from showbiz; instead, she aims for a peaceful, stable life with the one she loves. Joe has always been there for Taylor in times of difficulty, inspiring her to create and quietly supporting her as a famous singer. That’s what Taylor truly desires.