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Top 10 Guys that Taylor Swift Has Dated

Top 10 Guys that Taylor Swift Has Dated
VOICE OVER: Lisa Yang
Script written by Katherine Slattery

She's gorgeous, talented and is a hopeless romantic. T-Swift has had a handful of relationships since she emerged in the spotlight and it has not been easy on her. However you can tell that she channels her emotions in her songs, and we're not complaining. Joe Alwyn, Cory Monteith, Joe Jonas, Harry Styles, Tom Hiddleston, Calvin Harris, John Mayer are some of the guys who Taylor have had relationships with.

#10: Joe Alwyn 2017

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T-Swift isn’t known for keeping her relationships under the radar, so fans were surprised to discover in May 2017 that the pop star and British actor had been secretly dating for several months. The relatively unknown actor quickly became headline news when fans got word of their London trysts. The Love Story singer snuck around the city in a wig and disguise to spend time with the star of “Billy Lynn's Long Halftime Walk.” Before then, the songstress had successfully avoided recognition for some time, likely with the intention to break the pattern she’s been criticized for.

#9: Cory Monteith 2010

Not long after the late Glee actor rose to fame, he was pictured multiple times with T-Swift. Despite the epic romance the onscreen football star would later share with co-star Lea Michele, pictures of Monteith and Swift in the Spring of 2010 proved what an adorable pair the celebrities were. Ellen DeGeneres took it upon herself to uncover the truth in an interview with Finn Hudson, but the talented actor didn’t give up much. The speculated romance was never confirmed, but fans believe the assumed coupling had the same impact on the singer as it did in the public, as Cory is thought to be the inspiration behind the hit song “Mine.”

#8: Joe Jonas 2008

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Joe Bro is reportedly Swift’s first major celebrity relationship and real heartbreak back in 2008. With multiple songs marking the highs and lows of the relationship, few stones were left unturned when Taylor rehashed the former pairing. On Ellen, T-Swizzle shared how the DNCE member ended things and which song on her Fearless album was written about him. Meanwhile, Tay’s song “Better Than Revenge” caused fans to believe that cheating was involved in the split, with the subject of the track being suspected to be about the singer's next girlfriend, actress Camilla Belle. But two can play that game, as the Jonas Brother’s tunes “Sorry” and “Much Better” are assumed to be middle bro’s contribution the breakup story.

#7: Jake Gyllenhaal 2010-2011

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Apparently, the hunky actor is the inspiration for a large part of the pop superstar’s album “Red.” The pair were photographed walking around New York City in the colder months of 2010 and 2011. In an interview with The Guardian in 2015, Donnie Darko turned cold when asked about his former flame. T didn’t use the same system post-relationship, taking to the studio to find peace of mind. “The Moment I Knew” is rumored to be about the Brokeback Mountain actor being a no-show at Taylor’s 21st birthday party. What’s more, Gyllenhaal is believed to have taken the singer’s virginity prior to, leaving her devastated. It’s safe to say the two are “Never Ever Getting Back Together.”

#6: Conor Kennedy 2012

The singer-songwriter has been linked to big names in acting and music, but no name compares to the political royalty she cozied up to in 2012. The blonde stunner and vintage swimsuit-lover spent more than a week as Marilyn when she embarked on a summer fling with a Kennedy. Conor and T-Swizzle’s PDA-filled romance died with the leaves in the fall, but found a second life in the star’s music: Robert F. Kennedy’s grandson is reportedly the subject Taylor’s song “Begin Again.”

#5: Taylor Lautner 2009

Onscreen love-interests, Taylor squared became real-life sweethearts in 2009. The adorable duo met onset of their flick, Valentine’s Day, but broke up after about five months - and before the rom-com hit theatres in February 2010. The country-turned-pop-sensation and the hot werewolf took to Saturday Night Live to individually confirm relationship rumors. But the laughs didn’t last long and the pair called it quits in December 2009. Once again, Jacob found himself in a mostly one-sided love-affair, as his lady-love admits to breaking his heart in her song “Back to December.”

#4: Harry Styles 2012 - 2013

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The Haylor relationship may have ended a long time ago, but the drama hasn’t. As a couple, the two went for walks, wore matching jewellery, and reportedly, got into a snowmobile accident. Although short-lived, the relationship was an apparent artistic goldmine, producing hits from both camps over the years. Taylor’s album, 1989, is largely influenced by the unsuccessful pairing, with songs Style, Out of the Woods, and Wildest Dreams paralleling some of the events. But the drama doesn’t just come from one direction, as the Brit responded with his perspective in his 2017 debut solo album. Talk of white t-shirts and red lipstick has spawned an iconic he-said-she-said… but eventually they’ve got to run out of material, right?

#3: Tom Hiddleston 2016

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From her estate in Rhode Island to Italy, England, Australia and beyond, the blonde beauty and the dashing Englishman found fast love in this short-lived but well-travelled relationship. The whirl-wind romance came to a halt when Hiddleswift called it quits after less than 4 months of dating. The romance was a controversial one from the beginning, with the two receiving flack for dating so soon after Taylor’s previous relationship with DJ Calvin Harris and claims that the actor was using TayTay for her fame. The breakup was reputedly amicable though. In fact, the Avengers star’s 2017 GQ interview proved that there’s no bad blood and he’ll never stop hearting T.S.

#2: Calvin Harris 2015 - 2016

The breakup felt around the globe made fans question whether love truly exists. After 15 months of loved-up grams and over-the-top PDA, Tayvin called it quits. The sunny vacays and #SwanGoals quickly went south when the relationship-aftermath turned ugly. After purging their accounts of any evidence of the relationship, the breakup took a turn for the worse when it was revealed she’d co-written his summer track with Rihanna,“This Is What You Came For.” The handsome DJ responded on Twitter, turning the split into a full-blown feud. The drama that went down after the supposedly amicable and respectful breakup made the ending of this sweet romance very bitter.

#1: John Mayer 2009 - 2010

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The “Half My Heart” collaborators are known to kiss and tell, so, unsurprisingly, their 2010 split incited a slanderous chart-topping battle. “Dear John” is often referred to as Swift’s most raw and poetic work. The song implies the crooner called it off because of their over 10-year age difference. After a 2012 interview with Rolling Stone, where the infamous player said he was “humiliated” by her “cheap songwriting,” John clapped back with the track “Paper Doll,” which refers to Taylor’s hit “22.” In 2016, Mayer seemingly showed ongoing animosity when he cursed the day the popstar was born on Twitter. But after all the heartbreak and killer revenge tunes, the superstar has hopefully learned to “Shake it Off.”

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