Karlie Kloss was a main member of Swift's squad, but the two haven't been seen together in years. Raymond Hall / Getty ImagesKloss also met Swift during the 2013 Victoria's Secret Fashion Show. Later that year, they attended the American Music Awards together and Swift returned to perform at the Victoria's Secret Fashion Show. Throughout 2015, they were consistently photographed together with other members of Swift's squad and were even featured together on the cover of Vogue. Fans were shocked when Kloss attended an LA show of Swift's Eras Tour despite rumors that the friends had fallen out years ago.

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Persons: Karlie Kloss, Taylor Swift, Raymond Hall, Kloss, Swift, Rolling, Kloss vacationed, Braun, Joshua Kushner Organizations: Big Sur, Vogue Locations: New York City, Kloss