Did Harry Styles write songs about Kendall Jenner?

Despite his superstar status, singer and former One Direction member Harry Styles has mostly kept his private life hidden from the public eye. He’s known for notoriously keeping his relationships private and protective, and told Rolling Stone in a recent cover story interview that he’s found it extremely beneficial to him. Regardless, that hasn’t stopped fans from keeping an eye on his romantic life, and understandably so, given the many celebrity girlfriends in Harry Styles’ relationship timeline. Styles is currently believed to be in a relationship with actress Olivia Wilde, but the English hitmaker has also been linked to other uber-famous faces in the past: Taylor Swift, Camille Rowe and Kendall Jenner, to name a few.

Per Us Weekly, Styles and Jenner were first linked in 2014 when they were spotted together on a ski trip on Mammoth Mountain in California. An on-going romance ensued, though the two never officially confirmed they were an item. It wasn’t until March 2021 that Jenner’s mother, Kris, confirmed what fans had suspected about the two superstars for years: They actually had a date! Though their romance ultimately fizzled, many fans were convinced that Styles and Jenner had a very special bond. So special, in fact, that Styles has reportedly written songs about his love for the famous The Kardashians star (who, incidentally, is now dating NBA player Devin Booker). But has Styles? Were his songs really inspired by Jenner?

Kendall Jenner inspired Harry Styles’ debut album

In 2019, Harry Styles and Kendall Jenner rocked the internet when they got together on The Late Late Show for an exciting game of Fill Your Guts or Spill Your Guts. According to the rules, the two would take turns asking each other some personal questions, choosing between answering truthfully or eating something unusual. At one point during the game, Jenner asked Styles which of his songs from his last album were written about her. “I’m dying to know,” added the supermodel. The question drew cheers and laughter from the audience and Styles himself, who considered an answer but ultimately dodged it. “So I’d say haunt, um…” he said before trailing off and continuing to eat the cod semen in front of him.

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Rumor has it that Jenner served as the inspiration for Styles’ debut album of the same name, which he recorded back in 2016 and released the following year. Some of the most popular tracks on the album are “Sign of the Times”, “Kiwi”, “Sweet Creature” and – get that – “Only Angel”. (Hmm…coincidence?) In his Rolling Stone profile, Styles seemed to allude to his relationship with Jenner when discussing the inspiration behind his musical project. “She’s a big part of the album,” he said, without naming his muse. “Sometimes you want to tip the hat, and sometimes you just want to give them the whole cap… and hope they know it’s just for them.”

Fans believe “Matilda” was inspired by Kendall Jenner

Another song from Harry Styles’ latest album Harry’s House (which he only released in May) is also said to have been inspired by Kendall Jenner. “Matilda,” the seventh part of the 13-track album, is about a person “whose family didn’t treat her well,” according to Genius. “You can let it go / You can throw a party full of everyone you know / And not invite your family because they never showed you love,” the chorus says. A fan theory on Reddit suggested that the song might be about Jenner and how her “toxic” family exploited her as a child. “Think about it,” said the user. “They dated when they were both very young and probably both a bit overwhelmed with newfound fame etc. She probably confided in him a lot about Kris, the show and her family’s influence on her to join the family circus.”

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In his interview with Apple Music’s Zane Lowe, Styles confirmed that “Matilda” is about a person he knows in real life. “I had an experience with someone where as I got to know them better, they revealed to me some things that were very much like, ‘Oh, that’s not normal’ … like I think maybe you should get some help or something ,'” Styles said. As he pointed out in his lyrics, the singer knew it was “none of his business,” but he just couldn’t get it out of his head. Could Styles be talking about Jenner? We’d like the answer, too hear, but at this point only Styles knows for sure.