A complete timeline of Karlie Kloss and Taylor Swift's friendship

Karlie Kloss and Taylor Swift sit courtside at Madison Square Garden. Jim McIsaac/Getty Images The mythic bond between Taylor Swift and Karlie Kloss dates back to 2013, when the musician and the supermodel met backstage at the Victoria's Secret Fashion Show.The pair quickly became inseparable; they road-tripped through Big Sur, posed together for a joint Vogue cover, and frequently shared photos of their adventures on social media. Kloss even had her own bedroom in Swift's New York apartment.However, around 2018, whispers of a schism began to circulate.Although Kloss has maintained that Swift is a "close friend," they weren't seen together for years. When Kloss married Josh Kushner, Swift didn't attend either of their wedding events. Instead, Kloss' guest list included Katy Perry and Scooter Braun, both of whom Swift has feuded with.Below is a comprehensive timeline of their friendship. January 2012: Swift mentions the model in her Vogue cover story Taylor Swift and Karlie Kloss first interacted in 2012. Michael Kovac/Jamie McCarthy/Getty Images While walking around Prabal Gurung's studio during her 2012 Vogue interview, Swift noticed a framed photo of Kloss hanging on the wall. "I love Karlie Kloss. I want to bake cookies with her!" she told the interviewer. Kloss, an avid baker who teamed up with Momofuku Milk Bar's Christina Tosi to launch her own line of treats, "Karlie's Kookies," in 2012, accepted Swift's invitation the same day the article was published."Hey @taylorswift13 love the @voguemagazine cover!" she wrote in a since-deleted tweet. "Your kitchen or mine?" November 13, 2013: They have a playful interaction on the Victoria's Secret Fashion Show runway Taylor Swift and Karlie Kloss at the 2013 Victoria's Secret Fashion Show. Randy Brooke / Getty Images Swift performed her hit single "I Knew You Were Trouble" at the 2013 Victoria's Secret Fashion Show. Kloss, the second model to walk during the "Snow Angels" portion of the show, pointed at Swift and lip-synced her lyrics as she passed by, stopping again to dance with the musician before exiting the stage. They also held hands while Swift was singing "My Songs Know What You Did in the Dark" with Fall Out Boy. On December 10, 2013, Kloss shared a photo of herself pointing at Swift on the runway, calling it her "favorite #VSFashionShow moment."Kloss also shared a behind-the-scenes photo with Swift, captioned with lyrics from "Love Story.""'We were both young when I first saw you..' favorite Taylor song xox," Kloss wrote.The introduction left a mark on Swift as well. In their joint March 2015 Vogue interview, Swift revealed that she has a Polaroid with Kloss, taken backstage at the show, hanging in her New York City apartment. The photo is labeled, "BEST FRIENDS FOREVER VS2013."March 2014: They take a road trip through Big Sur togetherWhen the duo met up at the Oscars after-party in 2014, Kloss suggested they do something "spontaneous," they said in their 2015 Vogue interview. "I'd been to Big Sur once before, and I was like, 'We should just do it,'" Swift said. Kloss shared several memories from their time on the road, which she described as the "adventure of a lifetime with my girl." They frolicked in front of a sunset, wrote their names in the sand with a heart, wore daisies in their hair, and cuddled among the elephant seals. Karlie Kloss shared photos with Taylor Swift from their Big Sur trip in 2014. @karliekloss/Instagram In one of the posts, fans noticed that Kloss was wearing Swift's sweater, which said "Genius" on it. As they drove home, Kloss shared a photo of a yellow daisy in the car, tagging Swift as the center of the flower. She captioned the shot, "best. road trip. ever."Two years later, Swift would allude to the road trip during her "72 Questions" interview with Vogue.Asked where someone should take their wife for a wedding anniversary, she replied, "Congratulations, and you should take her to Big Sur."April 2014: Kloss and Swift are spotted together in New York City Taylor Swift and Karlie Kloss in New York City in 2014. Raymond Hall/Getty Images The pair were spotted walking around Manhattan several times throughout the month.May 4, 2014: They take a photo together at a friend's birthday partyKloss shared a photo with Swift and Kate Bosworth at a party for hairstylist Harry Josh. The event took place at the Jane Hotel in New York City. She captioned the post, "I had fun with these Lovely Ladies last night at #HarrysParty."May 5, 2014: Swift and Kloss get ready for the Met Gala together at The Surrey Hotel Taylor Swift and Karlie Kloss attend the 2014 Met Gala. Getty Images The theme for the annual event was "Charles James: Beyond Fashion," and both Kloss and Swift wore gowns designed by Oscar de la Renta. Kloss even shared a behind-the-scenes selfie of the pair getting ready together, captioned, "Pre #MetGala glam party."When they arrived at the Costume Institute Gala at the Metropolitan Museum of Art, the duo stayed close to each other while posing on the red carpet. July 2014: They're frequently seen spending time together in New York CityFrom brunching at the famous restaurant Serafina to strolling through SoHo, Swift and Kloss enjoyed the city throughout the summer. Taylor Swift and Karlie Kloss in New York City in 2014. Alo Ceballos / Getty Images Later in 2014, Swift would release her album "1989," which began with the song "Welcome to New York." She's previously cited the Big Apple as an "important landscape and location for the story of my life in the last couple of years."September 8, 2014: Swift reveals that Kloss frequently sleeps at her New York City apartmentDuring the singer's interview with Rolling Stone, Swift gave a brief tour of her $15 million apartment. Swift walked into one of the guest bedrooms and said, "This is where Karlie usually stays."According to the outlet, multiple photos of Kloss were hanging on the walls, and Swift had prepared a basket of the supermodel's favorite snacks to sit beside the bed. October 29, 2014: Kloss and Swift sit courtside at a New York Knicks game Karlie Kloss and Taylor Swift at Madison Square Garden in 2014. James Devaney/GC Images They drank beer, cheered, and posed for photographers while watching the Chicago Bulls play the New York Knicks at Madison Square Garden. Kloss and Swift, who matched in black turtlenecks, also sat next to Ben Stiller and his son Quinlin.November 12, 2014: They go shopping together in SoHo Taylor Swift and Karlie Kloss in New York City in 2014. Alo Ceballos/Getty Images Both in plaid, Swift and Kloss stopped in several stores during an outing in Manhattan's SoHo neighborhood.November 23, 2014: Swift brings Kloss as her date to the American Music Awards Taylor Swift and Karlie Kloss at the 2014 AMAs. Jeff Kravitz/AMA2014/FilmMagic It was a big night for Swift; she won the Dick Clark Award of Excellence and delivered an energized performance of her song "Blank Space."Even when Swift was sitting down in the audience, the camera didn't stray for long. Kloss was right by her side. They also joked around backstage, playing musical instruments while Swift sat on Kloss' lap. December 2, 2014: Swift performs at the Victoria's Secret Fashion Show again Taylor Swift and Karlie Kloss held hands on the runway in 2014. Antonio de Moraes Barros Filho/WireImage Kloss was the first model to walk out during Swift's performance of "Style" at the 2014 Victoria's Secret Fashion Show. Hand-in-hand, the pair strutted down the runway together in lace lingerie. After the show, Kloss shared a black-and-white photo of herself and Swift holding hands, captioned with lyrics from the song ("Cause we never go out of style / We never go out of style")."We met at the show, we never met before but we're BFFs now. It's nice to meet another American girl, we're the same age and she's so inspiring — she's so talented and she's true to who she is," Kloss told Hollywood Life in December 2014. "She's a cool girl and I'm glad she's in the show this year, she rocked it."December 4, 2014: A fan claims they saw Swift and Kloss kissing at a concert Swift and Kloss attended a concert for The 1975 at Terminal 5 in New York City, alongside model friends Lily Aldridge and Martha Hunt.The next day, a fellow concertgoer posted two photos of the pair on the VIP balcony, holding hands and leaning toward each other.Although the photos were blurry, they sparked rumors that Swift and Kloss were kissing: "exclusive taylor and karlie making out #confirmed," the fan who took the photos wrote on social media.However, a representative for Swift called the story "crap.""It's sad that on the day it's announced Taylor has three Grammy nominations for 'Shake It Off,' I have to shake off this crap," the rep told Us Weekly.Swift also seemed to respond to the rumors in a since-deleted tweet (although she may have been referring to media coverage of her relationship with The 1975 front man Matty Healy)."As my 25th birthday present from the media, I'd like for you to stop accusing all my friends of dating me. #thirsty," she wrote. December 10, 2014: Kloss compliments Swift's cooking skillsDuring an interview with Yahoo, Kloss called Swift a "great cook" and said she handles clean-up when they eat together."I'm more the baker," Kloss said, adding, "She's a great cook."December 13, 2014: Kloss attends Swift's star-studded 25th birthday partyThe party took place at the musician's New York City apartment, according to Marie Claire. Beyoncé, Jay-Z, Justin Timberlake, Sam Smith, and other celebrities were all in attendance for the occasion.January 10, 2015: Ingrid Michaelson speaks about her interaction with Swift and KlossSwift and Kloss were spotted together at Michaelson's July 2014 concert. When the indie singer was asked what it was like to spend time with them, she joked that she "dragged" Swift onstage with her "supermodel best friend," whom Michaelson didn't recognize at the time. "I took a picture with the two of them. I was in six-inch heels, and they're still like this," Michaelson said while raising her arms up. She recalled asking Swift and Kloss if they were planning on attending her after-party. "They were like, 'No, we have — I have an early shoot,'" Michaelson said, adding that Swift introduced Kloss as a "Victoria's Secret supermodel angel woman."January 18, 2015: Swift invites Kloss and several other friends over to her houseKloss, Hunt, Ashley Avignone, and Gigi Hadid all posed with Swift in the singer's house, identifiable by the singer's cat, Meredith, who was perched on the couch.Kloss shared a photo of the group on Instagram, writing in the caption, "I'm convinced, blondes definitely have more fun."February 1, 2015: Kloss visits Swift in NashvilleThe model shared a photo of one of Swift's cats, Olivia, and tagged the location as Nashville, the singer's adopted hometown. Kloss also shared a photo with Swift and Aldridge, writing in the caption, "Such a Wonderful weekend surrounded by such Wonderful friends."February 13, 2015: They both graced the cover of Vogue Karlie Kloss and Taylor Swift on the cover of Vogue. Vogue In the joint cover story, Swift and Kloss opened up about their first time meeting, their road trip through Big Sur, and their friendship."People had been telling us for years we needed to meet," Swift said. "I remember makeup artists and hair people going, 'Doesn't she remind you of Karlie? God, she and Karlie would be best friends. They're the same.'"They revealed that Aldridge, who was friends with both Swift and Kloss, made the introduction. "We were just like, 'You. My friend. Now,'" Swift joked.Kloss then attributed their friendship to the fact that they're both "normal people.""We're real girls," Swift agreed. They also faced off in Vogue's "Friendship Test," in which Swift revealed that Kloss listened to her entire "1989" album before anyone else had heard it. As of August 4, 2023, the video has been listed as private on YouTube.February 16, 2015: Kloss gushes about her friendship with SwiftDuring an appearance on "Good Morning America," the model was asked about her Vogue cover with Swift. "For me, what's significant about that cover, is that it's all about power friendships. Taylor and I are really close, but we also have very different jobs in very different industries. We also are twentysomething-year-old women working very hard and very focused to pursue our dreams and goals, and I think we both are very supportive of one another," Kloss said."I think that kind of friendship, whether it's with a sister or a friend, that kind of friendship is really powerful, and it's been a huge part of my success," she added.February 17, 2015: Swift and Kloss sit in the front row for Oscar de la RentaWomen's Wear Daily covered Peter Copping's debut at Oscar de la Renta, noting that Swift and Kloss were "giggly" together in the front row. (Kloss had walked for the designer the previous year.)When WWD asked why she attended the show, Swift curiously declined to comment: "My publicist would get mad at me," she said.Kloss later shared a selfie with Swift from the event, posing with another close friend, Derek Blasberg."Front row selfie with my best buds," she wrote. "(My best friend and my big brother. So how are they related? Step friends?)"February 18, 2015: Kloss shares a shout-out to her 'buddy'After Swift appeared on "The Tonight Show Starring Jimmy Fallon," the model posted a photo of their interview on Instagram. "So proud of my buddy killing it on the #TonightShow with @jimmyfallon," she wrote. February 24, 2015: Swift supports Kloss at her charity event in London Karlie Kloss and Taylor Swift among friends at a charity event in 2015. David M. Benett/Getty Images for Naked Heart Foundation Kloss cohosted an event called The World's First Fabulous Fund Fair to benefit The Naked Heart Foundation, Natalia Vodianova's charity aimed at helping Russian children. Several of the supermodel's friends — like Cara Delevingne, Ellie Goulding, and of course, Swift — attended the event in London to support her. February 25, 2015: They pose with Kim Kardashian at the Brit Awards K' and Tay and Bae A post shared by Kim Kardashian West (@kimkardashian) on Feb 26, 2015 at 2:52am PSTFeb 26, 2015 at 2:52am PST The 2015 Brit Awards were a sweeping success for Swift. She won best international female solo artist and performed her hit song, "Blank Space."She also seemed to set her feud with Kanye West and Kim Kardashian aside for the night, though it would soon be reignited; Kardashian shared a photo with Swift and Kloss at the event. May 8, 2015: Kloss posts a side-by-side picture of herself matching with SwiftKloss shared a photo of herself next to one of Swift wearing the same black-and-white dress from separate photo shoots.She originally captioned the photo, "Missing my girl," but later changed it to, "Missing my BFF."In fact, throughout their friendship, fans noticed how the duo often borrowed each other's clothes and rocked similar looks, even in Swift's music videos.May 18, 2015: Kloss stars as 'Knockout' in Swift's 'Bad Blood' music video Swift assembled her best friends to play superheroes — and villains, in Selena Gomez's case — in her "Bad Blood" music video. Kloss was featured as Knockout, a character that takes on Swift in the boxing ring.Mariska Hargitay, Ellen Pompeo, Jessica Alba, Serayah, Zendaya, Kendrick Lamar, Lena Dunham, Hailee Steinfeld, Hayley Williams, Hadid, Hunt, Delevingne, Goulding, and Aldrige also made cameos in the video. "Bad Blood" was widely believed to be about Katy Perry, who the "1989" singer had been feuding with at the time. (They've since buried the hatchet.)June 27, 2015: Kloss makes a cameo at the 1989 World Tour in London Taylor Swift with friends during the 1989 World Tour in London. Brian Rasic/LP5 /Getty Images Kloss was one of several of Swift's friends who attended her "1989" tour stop in London.At one point, the group joined Swift onstage and waved a British flag.Kloss shared a photo on Instagram of herself onstage with Swift, Hadid, and Delevigne, writing in the caption, "somehow, this picture captures the spirit of last night perfectly." She also shared a photo of the group backstage, including Kendall Jenner and Martha Hunt.June 30, 2015: They tour London with a larger groupJoking that she was the "5th wheel" on a boat tour of the River Thames, Kloss shared a photo of herself with Swift and her then-boyfriend Calvin Harris, along with Hadid and her then-boyfriend Joe Jonas (whom Swift also dated in 2008). "That moment when you realize you're the 5th wheel on a romantic double date river cruise...." Kloss wrote in the caption.July 11, 2015: Kloss appears at another of Swift's concerts in New Jersey Taylor Swift with friends during the 1989 World Tour in New Jersey. Kevin Mazur/LP5 / Getty Images Kloss, Aldridge, Hadid, Uzo Aduba, and Behati Prinsloo cheered for Swift at MetLife Stadium in New Jersey, once again making a surprise cameo onstage.August 30, 2015: Swift brings the 'Bad Blood' cast to the MTV Video Music Awards Taylor Swift with the "Bad Blood" cast at the 2015 VMAs. John Shearer / Getty Images Swift was front and center as she walked down the red carpet at the 2015 VMAs with her "Bad Blood" crew.xLater in the evening, "Bad Blood" won awards for best video and best collaboration. Kloss made sure to congratulate Swift on Instagram.The next day, she also shared a group selfie with the caption, "So much fun last night at the #VMAs with the #BadBlood babes."November 20, 2015: They celebrate Aldridge's birthday The crew seemed to remain tight toward the end of 2015, when both Kloss and Swift celebrated Aldridge's birthday with a cake. Kloss shared a photo of the occasion on Instagram.December 20, 2015: Kloss shares a highlight video from Swift's 1989 World TourThe montage showed Kloss heading to her first Swift concert in June."I've never seen Taylor perform, and I get to be onstage with her," she said in the video.Kloss also included several behind-the-scenes moments, like when she and several of Swift's other friends joined the singer onstage.December 30, 2015: The model shares her 'best nine' photos on Instagram, and Swift was in nearly all of themWith the exception of Kloss' photo with Delevingne and a photo of herself standing in front of New York University, Swift appeared in seven of Kloss' most-liked Instagram photos from 2015. "If each like was a mile, I'd get to the moon and back 107 times. Can't thank you enough for the love," Kloss wrote. April 18, 2016: They hang out at Coachella Coachella ✅ A post shared by Karlie Kloss (@karliekloss) on Apr 18, 2016 at 9:13am PDTApr 18, 2016 at 9:13am PDT The day after she posted a video from Coachella with her now-husband, billionaire venture capitalist Joshua Kushner, Kloss took a selfie with Swift at the music festival.June 13, 2016: Swift rents a Manhattan apartment less than a mile away from Kloss' propertyWhile her Tribeca apartment underwent renovations, Swift rented a West Village property on Cornelia Street, reportedly costing $40,000 per month, according to TMZ.At the time, Kloss was living in a $2.75 million apartment on Charles Street, half a mile away from Swift's rental. The supermodel was frequently seen coming and going from Swift's place.July 4, 2016: Kloss attends Swift's annual Independence Day party in Rhode Island Swift hosted a star-studded Fourth of July party at her 11,000-square-foot Rhode Island mansion, which was built in the '30s and reportedly cost $17.75 million.The group — which included Swift's then-love interest Tom Hiddleston, Hadid, Delevingne, Kloss, and more — was photographed celebrating the occasion wearing red, white, and blue attire.They even enjoyed a massive inflatable slide and fireworks, which Kloss showed off on social media. August 3, 2016: Kloss celebrates her birthday with Swift over FaceTimeOn the evening of her 24th birthday, Kloss shared a photo of Swift's face on her iPad screen. She'd propped up the device next to a bouquet of sunflowers."When you're halfway around the world & your best friend still finds a way to celebrate 24 with you," she wrote, tagging Swift.Based on behind-the-scenes footage from "Reputation" studio sessions, Swift recorded "King of My Heart" the very same day.August 14, 2016: Kloss says that Kim Kardashian is a 'lovely person' amid the reality star's feud with SwiftDuring an interview with The Sunday Times, Kloss was asked to share her thoughts about Kim Kardashian, who was in involved in a heated feud with Swift at the time."I think she's been a lovely person to me in the past. Look, I really don't know her that well," she said. After people accused her of siding with the reality star instead of sticking up for her friend, she defended herself on Twitter."I will not allow the media to misconstrue my words," she wrote. "Taylor has always had my back and I will always have hers."October 13, 2016: Swift and Kloss are seen in SoHo during one of their last public outings Taylor Swift and Karlie Kloss in New York in 2016. Raymond Hall / Getty Images The pair was spotted with Serena Williams and Dakota Johnson leaving Bowery Ballroom in New York City. October 28, 2016: Kloss shares a Polaroid of herself and Swift at Drake's 30th birthday partyThe pair was seen walking into Drake's birthday party together at Delilah, a club in Los Angeles, several nights prior — the last time they were photographed together in public.Kloss shared a Polaroid photo of herself with Swift from the same night, captioned, "Happy belated @champagnepapi."November 8, 2016: The model wishes Swift's close friend Lorde a happy birthday Kloss shared a photo of herself and Swift kissing Lorde on either cheek.Swift and Lorde, whose real name is Ella Yelich-O'Connor, had previously become close friends."Happy Happy 20th bday Ella," Kloss wrote. "Looking forward to the epic adventures ahead and memories to be made over the next 20!"December 13, 2016: Kloss calls Swift her 'friend, sister and partner in crime' on the singer's birthday"Happiest of Birthdays to my ride or die @taylorswift," Kloss captioned a photo of Swift kissing her cheek."I feel blessed to count you as my friend, sister and partner in crime," Kloss wrote. Can't wait to celebrate together very soon."December 13, 2017: Kloss posts a simple birthday message to Swift on social media"Happy happy birthday @taylorswift!" Kloss captioned the selfie.January 1, 2018: Swift's fans speculate a rift in their friendship after Kloss captions a photo with Katy Perry's song lyricsKloss played basketball in a black-and-white video she shot for LOVE's advent calendar.She originally captioned the photo, "Swish Swish," which is the title of Perry's song widely believed to be a response to Swift's "Bad Blood."Fans began accusing Kloss of taking a side in the feud by writing Perry's lyrics on her Instagram and flooding the post with comments.Others defended Kloss, saying that she was merely using a common basketball term. She eventually changed the caption, which now reads, "Nothing but net."February 8, 2018: Kloss goes to dinner with Perry in Los AngelesSlightly a month after the model was accused of dissing Swift on Instagram, she was spotted out to dinner with the "Swish Swish" singer in Los Angeles. Two mutual friends were present as well.Several days later, Jennifer Lawrence joked that Kloss and Swift's distance "keeps her up at night" during a live interview with The New York Times.When asked to choose one secret that she could know the answer to, Lawrence responded, "Honestly, I'd like to know what's going on between Karlie Kloss and Taylor Swift, like that's the honest-to-god truth. Is nobody else curious? It's keeping me up at night. What happened?"March 16, 2018: Kloss lists Swift as one of her closest friends during an interviewDespite rumors that her friendship with Swift had ended, Kloss said she was still close with the songstress during an interview with The New York Times.The outlet reported that Kloss and Swift speak frequently, even though tabloids claimed otherwise. "Don't believe everything you read," Kloss said.August 26, 2018: They share their final selfie together at the Reputation Stadium TourKloss attended the "Reputation" tour stop in Nashville, where she snapped a selfie with Swift backstage."No one puts on a show like @taylorswift," she wrote. "#ReputationTour Nashville was out of this world, I am SO proud of you."At the time of writing, this is the last photo Kloss or Swift have shared together on social media.October 11, 2018: Kloss says she and Swift are 'still really good friends'During her "73 Questions" interview with Vogue, Kloss was asked if everything was "cool" between her and Swift."The world needs to know? Well, Jennifer Lawrence was interested," Kloss replied. "Jen, don't worry. Taylor and I are still really good friends."October 18, 2018: Kloss gets married, and Swift doesn't attend the weddingThe supermodel exchanged vows with Kushner in an intimate private ceremony in upstate New York. The wedding had about 80 guests, according to People.Swift shared an update on her Instagram Story shortly after news of the wedding broke, confirming she was on tour in Australia at the time.December 13, 2018: Kloss gives another birthday shout-out to SwiftOn the afternoon of Swift's 29th birthday, the model shared a photo of the pair at the 2015 AMAs."Proud of you always," Kloss wrote, adding, "Happy Happy Birthday @taylorswift."The post has since been deleted.March 2019: Swift seems to disavow her 'squad,' but Kloss brushes it offIn anticipation of her 30th birthday, Swift wrote an essay for Elle titled "30 Things I Learned Before Turning 30."She cited the importance of acknowledging the difference between "friendships" and "situationships" in her 20s."Something about 'we're in our young twenties!' hurls people together into groups that can feel like your chosen family. And maybe they will be for the rest of your life. Or maybe they'll just be your comrades for an important phase, but not forever. It's sad but sometimes when you grow, you outgrow relationships. You may leave behind friendships along the way, but you'll always keep the memories," Swift wrote.Swift also admitted that she began to feel like her so-called "squad" had become the "living embodiment" of her childhood insecurities — like being ostracized and mocked at school."In my twenties I found myself surrounded by girls who wanted to be my friend. So I shouted it from the rooftops, posted pictures, and celebrated my newfound acceptance into a sisterhood, without realizing that other people might still feel the way I did when I felt so alone," Swift wrote. "It's important to address our long-standing issues before we turn into the living embodiment of them."Kloss appeared on "Watch What Happens Live" several days after the essay was published, and Andy Cohen asked what she thought about the essay. "Taylor is incredible, and I feel really lucky to call her a friend, and she's one of the hardest working women, and I loved her essay," Kloss said. June 20, 2019: Kloss and Kushner have another wedding, but Swift doesn't attend that one eitherMonths after their first wedding, Kloss and Kushner threw a larger celebration with friends at Brush Creek Ranch in Wyoming.While Swift didn't appear in any of the photos from the event, Perry did. Scooter Braun, who was at odds with Swift even before he purchased her former record company, was also photographed the event with his then-wife Yael Cohen. At the time, Braun had been Kloss' manager for years.A source close to both Kloss and Swift told Page Six that Swift was invited to both events.A representative for Kloss told the publication that Swift couldn't attend due to prior commitments. August 10, 2019: Kloss vacations with Braun in the midst of his feud with SwiftBraun purchased Big Machine Label Group — an acquisition that included Swift's masters — for a reported $300 million in June 2019. After news of the acquisition broke, Swift aired her grievances in a Tumblr post. "I learned about Scooter Braun's purchase of my masters as it was announced to the world," Swift wrote. "All I could think about was the incessant, manipulative bullying I've received at his hands for years."The singer explained that she "pleaded for a chance to own my work" for years before the sale but was instead offered to "sign back up to Big Machine Records and 'earn' one album back at a time, one for every new one I turned in."Following Braun's purchase, celebrities and friends began to take sides, but Kloss stayed quiet. And just months after the acquisition, Kloss went on vacation with the music executive. Braun posted a photo with Kloss and her husband on a boat. He wrote in the caption, "Week of laughter." It has since been deleted.July 23, 2020: Kloss shares a photo with an eerie resemblance to Swift's 'Folklore' photo shoot on the same day as the album announcement Both of these photos were posted on July 23, 2020. @karliekloss/@taylorswift/Instagram Swift surprised fans by announcing the release of her eighth studio album, "Folklore," on July 23, 2020. Swift also shared black-and-white images of herself in the woods on Instagram, one of which served as the album cover.Shortly after the musician's announcement, Kloss shared two photos of herself in the forest that looked similar to Swift's pictures.She captioned the pictures: "happy place."Given their history, fans wondered if the supermodel's photo was a nod to Swift's album, though she never directly mentioned "Folklore" or Swift in her post.January 7, 2021: Swift may reference Kloss in her 'Evermore' song 'It's Time To Go' Swift surprise-released her ninth album "Evermore" on December 11, 2020. Like its sister "Folklore," the tracklist is packed with sly winks and Easter eggs that hint at Swift's emotional state.One month later, Swift released two bonus tracks for the deluxe edition of "Evermore." One of the songs, titled "It's Time to Go," sparked speculation about her relationship with Kloss.In the first verse, Swift sings, "When the words of a sister come back in whispers / That prove she was not in fact what she seemed / Not a twin from your dreams / She's a crook who was caught." The words "sister" and "twin" led fans to wonder if Swift was referring to Kloss, a fellow tall blonde. (Throughout their friendship, the media also referred to them as "sisters separated at birth.")Fans also theorized that "whispers" and "crook" meant that Swift felt betrayed when their friendship ended; the song is about knowing when to leave a situation that's no longer serving you, or actively hurting you ("Sometimes giving up is the strong thing").The other "Evermore" bonus track, "Right Where You Left Me," is the inverse narrative. Swift sings about feeling abandoned and alone, unable to get over a past relationship.The opening line, "Friends break up, friends get married," could refer to her apparent "break up" with Kloss, who got married to Kushner shortly after."I swear you could hear a hair pin drop / Right when I felt the moment stop / Glass shattered on the white cloth / Everybody moved on, I stayed there," Swift sings in the chorus.The image of glass shattering against white cloth could reference a well-known tradition in Judaism, in which newlyweds stomp on a glass that's covered by a napkin. According to People, Kloss and Kushner had a Jewish wedding ceremony.August 9, 2023: Kloss is spotted in the crowd at Swift's Eras Tour in Los AngelesNearly five years after they were last photographed together, Kloss shocked fans by attending the final show on the US leg of the Eras Tour.According to photos and videos from the event, Kloss was seated in a regular section, as opposed to the VIP tent with other celebrities like Halsey and Sadie Sink.She was also filmed singing along to hits like "Shake It Off" and "Bad Blood." Serendipitously, this was the same night Swift chose to announce the recorded version of "1989" — the very album that Kloss heard before anyone else back in 2014.April 23, 2024: Kardashian shares a photo with Kloss amid renewed speculation about her feud with SwiftSwift released her 11th studio album, "The Tortured Poets Department," on April 19, 2024. The deluxe edition includes a song called "Thank You Aimee," which fans have interpreted as a Kardashian diss track.Amid rumors and headlines about the song rehashing Swift and Kardashian's longtime feud, the reality star decided to share an old group photo of herself with Kloss. (She didn't tag Kloss in the post, only Derek Blasberg.)July 3, 2026: Kloss received a surprise invite to Swift's weddingSwift married Travis Kelce in a star-studded ceremony at Madison Square Garden.Although guests were reportedly required to sign NDAs, and no photos have been released from inside the event, paparazzi caught many celebrities heading to the New York City venue in black-tie attire — including Kloss, who was photographed in SoHo wearing a gold gown.A few weeks later, Kloss was asked about the wedding during an appearance on the "Today" show."Listen, I try to protect the privacy of my friends' personal lives," Kloss said. "But what I will say is that they're an amazing couple and I'm so happy for them."November 8, 2026: Swift and Kloss publicly reunite at a Chiefs game Taylor Swift and Karlie Kloss at Arrowhead Stadium on November 8, 2026, in Kansas City, Missouri. Amy Kontras/Getty Images Over eight years since Swift and Kloss were last seen hanging out, Kloss materialized in Swift's VIP suite at Arrowhead Stadium, where Swift often cheers for Kelce and the Kansas City Chiefs alongside friends and family.Swift and Kloss were photographed chatting and hugging during the game. The pair also sat with Swift's parents, Andrea and Scott Swift. Read next Business Insider tells the innovative stories you want to know Business Insider tells the innovative stories you want to know Business Insider tells the innovative stories you want to know Business Insider tells the innovative stories you want to know Claudia Willen was formerly an editor at Insider. Before joining Insider, Claudia attended the Columbia Publishing Course and graduated from Vanderbilt University. Callie Ahlgrim is a senior reporter at Business Insider who writes about pop culture, with a special focus on the music industry.As a cofounding member of BI's music vertical, Callie has covered a range of hot topics at the intersection of art, celebrity culture, and show business: the political implications of Bad Bunny's success; the fan feedback loop in Taylor Swift's creative process; the symbolism of Kendrick Lamar's Super Bowl halftime show; the commercial impact of Beyoncé's country album; the brand identities of stars like Harry Styles, Morgan Wallen, Addison Rae, Katy Perry, and Frank Ocean; the modern challenges of making money as a musician; and more.She also covers celebrity PR strategies, blockbuster movies, prestige TV shows, and internet trends.Callie graduated from Boston University with a Bachelor of Science in Journalism, a Bachelor of Arts in English, and a minor in Spanish. She previously wrote columns for Man Repeller and ELLE. Taylor Swift Celebrities