Pop stars, DJs, and werewolves, oh my! Taylor Swift has had many famous and
infamous relationships, and many of her former partners have shared their thoughts on the singer.
Remember Lucas Till? He was the country heartthrob of 2009, best known for his
role in The Hannah Montana Movie and Taylor Swift's award-winning "You Belong With Me"
music video. In the iconic video, Till and Swift star as best friends who are secretly in love.
But as is the case for any good romance story, a central conflict is keeping them from being
together — that conflict being that Till is already in a relationship with someone else.
In real life, however, Till and Swift's lack of conflict
with one another seems to be what drew them apart. From Till's perspective,
their relationship was simply too friendly. And, as many teenagers can attest,
that Romeo & Juliet style of passion is more valuable than a stable, healthy dynamic.
Speaking to MTV News, he explained his reasoning
for cutting ties with the pop star in 2009, saying,
"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 [it] didn't work out."
Back in 2008, you couldn't stumble upon a single teeny-bopper magazine without seeing
either Joe Jonas or Taylor Swift plastered to the cover. So when word spread that the
country-pop star and the member of the Jonas Brothers were in a romantic relationship,
it felt as though two worlds were colliding.
The high-profile duo only dated for a handful of months back in 2008, but,
despite the short-lived nature of the romance, their breakup ended up becoming headline-worthy
news. Shortly after their split, Swift famously admitted on The Ellen DeGeneres Show that Jonas
dumped her over the phone. If it wasn't already bad enough that the "Sucker" singer couldn't even
end the relationship in person, Swift reported that the phone call lasted less than 30 seconds.
Although it wasn't the kindest way to end things, Swift admits that her ex-beau didn't deserve the
public shame that she thrust upon him following the split. Not only did she call him out on Ellen,
but she also wrote the song "Forever & Always" about the breakup, painting Jonas in a bad light.
A full decade later, Swift appeared on Ellen again and admitted that
she regrets the way she handled the breakup. Around that time,
Jonas also solidified that the pair were on good terms in an interview with Entertainment Tonight.
"I've moved on. I'm sure Taylor's moved on. And,
it feels nice, and we're all friends. It's all good."
Middle schoolers across the nation rightfully lost their minds in 2009 when Taylor Lautner
and Taylor Swift became an official couple. Hearts melted at the thought of the Twilight
heartthrob and the "You Belong With Me" singer becoming a romantic pair,
and it wasn't just because they share the same first name.
"And if you're wondering if I might be dating the werewolf from Twilight."
The pair got close while playing a couple in the 2010 rom-com Valentine's Day,
but their chemistry in the film clearly continued off-screen,
as well. Not long after shooting wrapped up, the two famous Taylors started dating. According to
Swift's recollection of things, the Twilight star was more smitten with her than vice versa.
She came out with the song "Back to December" in 2009, which had lyrics that the whole world
speculated were about her former costar. The track features a public apology,
which many believe to Swift admitting she took Lautner for granted.
In 2016, Lautner confirmed during a Scream Queens press tour that the song is, in fact,
about him. However, it looks as though the chain is no longer on his door,
because he looks back at his time with Swift fondly. He assured fans he bares the singer
no ill will for releasing the track, and even called the song "beautiful."
John Mayer and Taylor Swift were romantically linked when the "Lover" singer was only 19
years old. In Swift's song "Dear John," which is allegedly written about Mayer,
she doesn't paint him in the best light. In fact, she depicts the musician as a
tumultuous boyfriend who took advantage of the fact that she was significantly
younger than him — Mayer was 32 at the time, making him 13 years her senior.
While most of Swift's songs are a lot more ambiguous regarding who she's singing about,
"Dear John" literally uses her ex's name in the title. The song also features accusatory lyrics,
which lead many fans to assume it was about Mayer. In one verse, swift sings,
"Dear John, I see it all now that you're gone / Don't you
think I was too young to be messed with?"
Unlike Taylor Lautner, who found Swift's breakup song about him to be beautiful,
Mayer had a completely different reaction to his ex writing lyrics
about him. The "Neon" singer told Rolling Stone in 2012,
"It made me feel terrible,
because I didn't deserve it [...] and I never did anything to deserve that."
Unlike many of Swift's other relationships, the drama between her and Mayer refuses to die down.
According to a 2021 Paper magazine article,
Mayer was still receiving regular death threats from Swift's diehard fans.
While Swift has sung about many of her former partners, it's arguable that her most passionate
and heartfelt songs are dedicated to Jake Gyllenhaal, whom she dated in the fall of
2010. Her songs "All Too Well" and "We Are Never Getting Back Together" off the Red
album are allegedly written about Gyllenhaal, and they don't exactly paint him in the best light.
Despite his portrayal in her music, Gyllenhaal still spoke highly of Swift
long after their breakup, praising her beauty on The Howard Stern Show in 2015.
However, things didn't end there for the Swift-Gyllenhaal saga. In 2022,
when Swift released the album, Red (Taylor's Version). With new
versions of her songs about Gyllenhaal out in the world, a lot of the artist's
fans were quick to attack the actor for breaking Swift's heart all those years ago.
In an interview with Esquire, Gyllenhaal commented on the whole situation. He said
that although Swift has the right to artistic expression and that she
can sing about whatever she wants, he also believes she has a responsibility
to ensure her fans do not attack him online. As he told the magazine in 2022,
"There's anger and divisiveness, and it's literally life-threatening in the extreme."
Tom Hiddleston and Taylor Swift had a brief romance in 2015. Although they only dated for
approximately three months, the "Avengers" star seemed entirely smitten with Swift. He
was even caught wearing a bejeweled "I Heart T.S" shirt while with his former partner,
proclaiming his love for the whole world to see.
Despite Swift being the one to break Hiddleston's heart by calling it quits,
the Loki actor has nothing but kind things to say about his ex. When he
was interviewed by GQ in 2017, he gushed about Swift, saying,
"Taylor is an amazing woman. She's generous and kind and lovely, and we had the best time."
Unlike some of Swift's other ex's though,
Hiddleston has said little about the relationship aside from the
fact that it existed, choosing to keep his romantic life fairly private and objective.
"You can't call yourself an actor without the audience, and — and my private life is private."
The song that Swift had allegedly written about the Marvel actor is her hit,
"Getaway Car," from the album "Reputation."
Fans seemed a bit shocked when Taylor Swift and Calvin Harris began dating,
as their respective music genres are so different. However, in the case of this pop star and EDM DJ,
opposites attract, with Harris and Swift making it work for over a year together.
It was around the 15 month mark that Harris ended his relationship with Swift,
and the reason is shocking. As a source close to the couple told People,
"[Harris] said on multiple occasions that he was intimidated by Taylor."
Despite the length of their relationship, the breakup between the musicians wound up
making more headlines than any of the time they spent together. At first,
the ex-partners seemed supportive of each other following their split. But when Swift
got credit for Harris' song, "This is What You Came For," things began to get ugly.
In 2016, Harris blasted Swift and her team for allegedly lying about the fact
that she wrote and produced the song. In a now-deleted tweet, Harris accused
Swift's party of deliberately trying to make him look bad with these assertions,
though TMZ claims that Swift had in fact co-written the song with her former beau.
Although Taylor Swift and Harry Styles only dated for roughly three months,
many Swifties are quick to regard the "Watermelon Sugar" singer as the one
that got away. They may not have dated for very long, but their romance clearly had a
big impact on Swift, who allegedly ended up dedicating several songs to Styles.
Most of the songs off of her 2014 album, 1989, were said to have been written about the former
One Direction frontman, including "Out of the Woods," "This Love," and, unsurprisingly, "Style."
Meanwhile, Styles is rumored to have written the One Direction song "Perfect" about Swift.
So, how does Styles feel about Swift writing several songs
about him? According to the "As It Was" hitmaker, he is honored.
"I think about what it means to me to write a song about somebody else,
and for someone else to do that, uh — I think — it's like —ya know, it's like, flattering."
Taylor Swift met her longtime romantic partner, Joe Alwyn, at the 2016 Met Gala, however
she had yet to publicly end her relationship with Harris at the time. In 2017, rumors of Swift and
Alwyn's relationship started circulating, and sources said they'd been dating for a while.
Swift made a point of keeping her relationship with The Favourite actor out of the public
eye. During an interview with British Vogue, Alwyn explained,
"I'm aware people want to know about that side of things. I think we have been successfully
very private, and that has now sunk in for people. But I really prefer to talk about work."
However, fans got a glimpse of their love story based on some of Swift's songs
that are believed to be written about him. Toward the beginning of their relationship,
her album Reputation was released with songs like "Gorgeous," "Delicate," and
"King of My Heart" presumably about the Hollywood newcomer.
She'd later put out songs such as "Lover" and "Invisible String." Alwyn even tested out his
own songwriting skills, collaborating with Swift on tunes like "Exile,"
"Betty," "Champagne Problems," and "Sweet Nothing" under the pen name William Bowery.
Despite keeping to themselves, these two seemed to enjoy a happy relationship. So, fans were
shocked when ET shared the news of Swift and Alwyn splitting in 2023. Just as in their time together,
the stars have kept quiet about their breakup, as of this writing. However, a source told CNN,
"They simply grew apart and plan to remain friends."