Taylor Swift’s Complete Dating History: From First Loves to Travis Kelce Engagement

Wedding bells are in the picture for Taylor Swift and Travis Kelce!

The 14-time Grammy winner took to Instagram to share with her fans that her boyfriend of almost two years, Kansas City Chiefs tight end Travis Kelce, asked her the big question.

“Your English teacher and your gym teacher are getting married,” she shared in the August 26 post.

The news has since sparked curiosity about the songstress' dating life prior to Travis Kelce, whom she began dating in 2023. Scroll down for a complete guide to Taylor Swift's love life.

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A comprehensive outlook of all the men Taylor Swift has dated in the public eye:

Joe Jonas

According to Page Six, Swift dated one of the Jonas brothers back in 2008, though only for a few months. However, their breakup infamously served as the inspiration behind her second album, “Fearless," for which she eventually nabbed her first Grammy.

“You might think I’d bring up Joe, that guy who broke up with me on the phone," she said of their 45-second call where Jonas broke up with her. "But I’m not going to mention him in my monologue. Hey, Joe! I’m doing really well and I’m hosting ‘SNL’ -- but I’m not going to write about that in my monologue,” Swift sang on SNL in 2009.

Lucas Till

The MacGyver actor portrayed Swift's love interest in the music video of her song, You Belong With Me, and not long after, they struck up a romance. However, they only dated for a few weeks before parting ways. At the time, per InStyle, Till told MTV:

"We dated for a little bit. But, there was no friction because we were too nice. 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."

Taylor Lautner

The pair seemingly fell for each other when they starred in the rom-com Valentine's Day. They thrust themselves into a 3-month tryst in 2009, but things eventually died down. People Magazine was the first to report their breakup in December 2009.

"It was never a big deal to begin with. The media made way more out of it than it is," a source close to Swift told the publication. "They went out on a few dates and realized this was just not going anywhere."

However, they have since remained friends.

John Mayer

Taylor Swift famously dated the Moonlight singer for a few months after they collaborated on “Half of My Heart.” At the time, the songstress was 20 years old, and she eventually slammed her former beau, then 32, in a song called “Dear John.”

“Dear John, I see it all now, it was wrong / don’t you think 19 is too young to be played by your dark twisted games,” Swift sang on the track.

As pointed out by Page Six, Mayer retorted by slamming the song during an interview with Rolling Stone, where he called her songwriting "cheap."

Jake Gyllenhaal

Taylor Swift and Gyllenhaal's romance was thrust into the spotlight once again when the singer debuted her 15-minute video for All Too Well: The Short Film in November 2021. It chronicled her short-lived romance with the actor when she was just 20 and he was 29.

Conor Kennedy

Taylor Swift dated Robert F. Kennedy Jr.'s son from July to September 2012. In the initial stages of their romance, they were seen hanging out. She even reportedly purchased a $4.9 million home on Cape Cod to be closer to her beau, but when they parted ways, she sold the house.

Harry Styles

Another of Taylor Swift's famous romances, the pair made headlines when they were first spotted hanging out together in December 2012. At the time, they were seen sauntering around Central Park. However, they parted ways just 3 months later, and the singer famously wrote a song about him, titled "We Are Never Getting Back Together."

Calvin Harris

Taylor Swift dated the Scottish DJ and Singer, with whom she made This Is What You Came For, for over a year, but by March 2016, they'd parted ways. At the time, per Page Six, their split was referred to as "brutal."

Tom Hiddleston

InStyle has reported that the Marvel actor first met the singer when she was still dating Harris. However, after her breakup with the latter, she moved on quickly, and in a month, she was seen kissing Hiddleston on a rock in Rhode Island. However, in a few months, their flame fizzled out.

Joe Alwyn

As pointed out by InStyle, Taylor Swift's romance with the actor is her longest and most covert. Fans have long believed that they met at the 2016 Met Gala, given her lyrics from her song Dress, off her sixth studio album, Reputation:

“Flashback when you met me / Your buzz cut and my hair bleached / Even in my worst times / You could see the best of me."

It was only in May 2017 that it was confirmed that the two were an item. They kept their romance largely out of the spotlight, and when Taylor Swift debuted her ninth studio album, Evermore, fans were convinced that wedding bells were in the picture for them.

When she took home a Grammy for Album of the Year for Folklore, the songstress even gave her beau a sweet shoutout:

"Joe, who is the first person that I play every single song that I write, and I had the best time writing songs with you in quarantine."

However, all rumors of a wedded union between the two were quelled when, in April 2023, news broke that the pair had separated. They'd dated for six years.

Matty Healy

Taylor Swift dated The 1975 frontman before she moved on to the man who will soon be her husband. A source told The Sun in May 2023 that the two were in the “super-early” stages of romance but were already “madly in love” with each other.

“Both Matty and Taylor have been touring over the past few weeks, so it’s been a lot of FaceTiming and texting, but she cannot wait to see him again,” the insider added.

However, just a month later, TMZ confirmed that they'd broken up.

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Taylor Swift eventually moved on to Travis Kelce, though the exact circumstances of their first meetup remain unclear.