In fact, rather than her famous family giving her an in when it comes to the cutthroat fashion industry, the 19-year-old model claims it actually "closed doors" for her.
"You have no idea how many doors closed on me and how many adults were either initially reluctant to take a chance working with me or who outright laughed at me behind my back," Kendall recalls. "It was kind of hard because all I was doing was going on go-sees [when models go out to meet agencies, designers, etc.], trying my best to break into this business as a teenager."
Still, some of the most famous names in the business were obviously willing to give her a try.
"I am so grateful to Marc Jacobs, Riccardo Tisci, Karl Lagerfeld, and Katie Grand, who took a chance on me that first season and gave me an opportunity," she says. "My parents taught me that work ethic is one of the most important keys in life, and I believe it."
"The first campaign that I recall was with Kate Moss and Marky Mark," she shares, though she wasn't even born yet when the now-legendary ads were released in 1992. "Probably the most iconic jeans ad ever."
But she may have some sibling rivalry going on when it comes to her younger sis, 17-year-old Kylie. "My little sister also wears Calvin, but I'm kind of claiming it as my own. OK, Kylie?" she jokes.