15 Guys Taylor Swift Has Dated (And 5 She'd Never) (2024)

Taylor Swift is one of the most talented singer/songwriters of our era. She has won plenty of awards including the Grammy Award for Album of the Year, MTV Video Music Award for Video of the Year, and the American Music Award for Artist of the Year. She has also won the Grammy Award for Best Pop Vocal Album and the Country Music Association Award for Entertainer of the Year! She has collaborated with artists like Zayn Malik, Tim McGraw, Colbie Caillat, the Dixie chicks, Paula Fernandez, and Kendrick Lamar. She has also collaborated with B.o.B, Future, John Mayer, Ed Sheeran, and Gary Lightbody.

We know for a fact that she is successful in the world of music but she has also had some interesting experiences in the world of romance as well! The fact that she is so famous puts her under the spotlight for the world to see every single relationship that she has been through.

20 Taylor Dated Joe Jonas In 2008 (Confirmed)

In 2008, Taylor Swift dated Joe Jonas! They were a picture-perfect couple… On the surface. Taylor Swift revealed that the relationship came to an abrupt end on a 27-second phone callthat Joe Jonas initiated. Today, they are friends with each other once again. No hard feelings!

19 Taylor Dated Lucas Till In 2009 (Confirmed)

Taylor Swift dated Lucas Till in 2009. They are another couple that looked absolutely perfect together. They pretty much looked as if they belonged together for life. It makes sense that he starred on in her music video for “You Belong With Me" as her love interest. Their relationship was short-lived.

18 Taylor Dated Taylor Lautner In 2009 (Confirmed)

In 2009, Taylor Swift dated Taylor Lautner. They starred in the movie Valentine’s Day together during that period of time. Unfortunately, the relationship did not last and she released a song called “Back to December” in response to the heartache.

17 Taylor Would Never Date Nick Jonas

Taylor Swift would never date Nick Jonas! Well… We can never say "never" because, in Hollywood, anything is possible. But the fact that Taylor Swift had a relationship with Joe Jonas pretty much makes it obvious that both of his brothers, Kevin Jonas and Nick Jonas would be completely off-limits!

16 Taylor Dated John Mayer In 2009 (Confirmed)

Taylor Swift dated John Mayer in 2009 and released the song “Dear John" in response to her heartache after the relationship ended. She took digs at the fact that he took advantage of her at the young age of 19 and played with her emotions. Thelyrics she wrote about him were absolutely incredible and super powerful.

15 Taylor DatedCory Monteith In 2010 (Rumored)

Taylor Swift was rumored to have dated Cory Monteith in 2010. This relationship was never officially confirmed but it was heavily speculated about for a while. Before he passed away, he was in a loving and committed relationship with Lea Michelewho was left in a state of mourning after he passed away.

14 Taylor DatedJake Gyllenhaal 2010-2011 (Confirmed)

It is confirmed that Taylor Swift and Jake Gyllenhaal dated for a few months between 2010 and 2011. The relationship reportedly only lasted for about three months. It was interesting to their fans to take note of the fact that he is nine years older than her.

13 Taylor Would Never Date Bruno Mars

It is highly unlikely that Taylor Swift would ever date Bruno Mars. When they went on stage together at an awards show, their height difference was made extremely obvious. Bruno Mars probably prefers women that are a bit more petite while she probably prefers guys that are closer to her height.

12 Taylor Dated Adam Young In 2011 (Rumored)

Adam Young described whatever brief thing he had with Taylor Swift when he said, "I think I'm not the most romantic and eloquent guy in the world," he admits. "She's just this endearing, wonderful girl and maybe I said something wrong. Who knows. It went on for three or four months, something like that."

11 Taylor DatedChord Overstreet In 2011 (Rumored)

TaylorSwift and Chord Overstreet were only spotted out together on one date but that one date was enough to cause speculation that they had a secret relationship blooming behind the scenes. They were pictured above at a hockey game together.

10 Taylor DatedEddie Redmayne In 2012 (Rumored)

Eddie Redmayne talked to Andy Cohen and said, “I absolutely can put the rumors to rest. I never went out on a date with Taylor Swift, although I met Taylor Swift. She auditioned for Les Misérables, and she was amazing in the audition. So, we got to sing together, which was a big moment for me, but, no, we never went out.” Despite his denial, people still think they had a fling!

9 Taylor Would Never Date Justin Bieber

Taylor Swift and Justin Bieber were friends for years without any romantic ideas popping up between both of them. Now, he is happily married to Hailey Baldwin so a relationship between him and Taylor Swift is most likely never going to happen. Plus… He took Scooter Braun’s side through all of the recent drama Taylor went through with Scooter.

8 Taylor DatedZac Efron In 2012 (Rumored)

Taylor Swift is rumored to have dated Zac Efron in 2012. This rumor was never confirmed so to this day, we aren’t really sure if it happened or not. If it did happen, they truly do make a very attractive couple! Most of the time when we think of Zac Efron's ex-girlfriends, we picture Vanessa Hudgens.

7 Taylor DatedConor Kennedy In 2012 (Confirmed)

Taylor Swift dated Conor Kennedy briefly in 2012 but the relationship did not last. There were rumors that she crashed a wedding and that the drama of that event led to her relationship with Conor Kennedy coming to an end but those rumors were later squashed.

6 Taylor DatedHarry Styles 2012-2013 (Confirmed)

Harry Styles described his time with Taylorwhen he said, "When I see photos from that day,” he said, “I think: Relationships are hard, at any age. And adding in that you don’t really understand exactly how it works when you’re 18, trying to navigate all that stuff didn’t make it easier. I mean, you’re a little bit awkward, to begin with. You’re on a date with someone you really like. It should be that simple, right? It was a learning experience for sure. But at the heart of it — I just wanted it to be a normal date.” Yikes.

5 Taylor Would Never Date Zayn Malik

Taylor Swift would most likely never date Zayn Malik. They had a bit of beef on Twitter when he posted a meme comparing her to Miley Cyrus and pretty much letting the world know that he preferred Miley Cyrus… Pretty awkward! They have a song together but that doesn't mean they should date.

4 Taylor DatedCalvin Harris 2015-2016 (Confirmed)

Taylor Swift dated Calvin Harris from 2015 to 2016 and their relationship seemed to be going strong. A lot of her fans expected that the two of them were going to get engaged and eventually married at some point. Sadly, the relationship ended and the two of them deleted all traces of each other from their social media accounts.

3 Taylor DatedTom Hiddleston 2016 (Confirmed)

Taylor Swift began dating Tom Hiddleston pretty quickly after her relationship with Calvin Harris came to an end. The relationship didn’t last very long. Reportedly, Tom Hiddleston was embarrassed that their relationship between him and Taylor Swift fizzled out as quickly as it did.

2 Taylor Is DatingJoe Alwyn 2017-Now (Confirmed)

Taylor Swift is currently in a relationship with JoeAlwyn and she has been since 2017. She seems to be very happy and we are extremely happy for her! Taylor Swift is a beautiful and talented woman who deserves to love and be loved at the deepest capacity!

1 Taylor Would Never Date Orlando Bloom

Taylor Swift would never date Orlando Bloom for the simple fact that he is engaged to Katy Perry and she and Katy are good friends once again! Because of “girl code”, anybody that Katy Perry dates should be automatically off-limits to Taylor! We are so glad she is friends with Katy again!