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During a photo shoot, someone joked about a cross necklace she wore, saying, "Why are you wearing a cross?Like you would be religious", then took the necklace from her to do the shoot. Upton was named the Sports Illustrated Swimsuit Issue Rookie of the Year following her appearance in the magazine in 2011, and was the cover model for the 2012, 20 issues.
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She was named the "new face" of Bobbi Brown cosmetics in 2014.
in The Layover, a road trip sex comedy directed by William H. The film follows two best friends (Daddario and Upton) on vacation as they fight over the same man during a layover in St. Also that year, Upton appeared in James Franco's film adaptation The Disaster Artist, Upton has said that her belief in God is important to her.
Upton has also appeared in the films Tower Heist (2011), The Other Woman (2014) and The Layover (2017).
she won three APHA Reserve World Championships – 13 and Under Western Riding, 13 and Under Horsemanship, and 14–18 Western Riding.
Upton has appeared in editorials for American, Italian, British, Spanish, German, and Brazilian Vogue, Harper's Bazaar, V, Mademoiselle, LOVE, Italian, German, and American GQ, Cosmopolitan, Glamour, and Esquire.