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Jenner was first featured in Paper magazine's "Beautiful People" article series with Kylie in 2010.[4] She began her modeling career by signing with the Wilhelmina modelling agency at age 14. Her first modeling job was a campaign for Forever 21. She has done photo shoots with OK! magazine,[5] Teen Vogue, and photographer Nick Saglimbeni. Jenner has also expressed an interest in acting as well, but has explained that college is a greater priority.[6] Also, she has modeled for the Sherri Hill dress line, which specializes in dresses for proms and pageants.[7] Once again, she pursued runway by modeling for the official Hello Kitty Launch for Forever 21 in Los Angeles.[8] Seventeen magazine chose Kendall along with Kylie Jenner as Style Stars of 2011 and also the new 'Style Ambassadors' for the magazine. Kendall and Kylie have also been given the opportunity to host events such as the Glee: The 3D Concert Movie red carpet and the The Twilight Saga: Breaking Dawn – Part 1 red carpet event in Los Angeles; the two also did an interview in the Bing Box at The Hunger Games premiere on March 12, 2012.

Jenner has also done runway modelling.[9] Her first runway modeling job was the Sherri Hill show in New York on September 14, 2011.[10] She and Kylie have also hostedfashion week parties.[11] Kendall has two nail lacquers from the Nicole O.P.I nail polish brand called "All Kendall-ed up" and "Kendall on the Katwalk". In 2012, Jenner was on the cover with her sister Kylie on Teen Vogue. Also, she was on the cover of Seventeen Magazine's Back-To-School September issue along with her sister, Kylie.