How does one become “the face that launched a billion likes”? For Vogue’s September cover girl, Kendall Jenner, it all started with a series of selfies. “I remember being 13 [or] 14 and making the funniest little book for my mom of photos of me that I took,” Jenner recounts via phone to Vogue Bookings Director Helena Suric. “I was like, ‘I want to be a model and you need to help me.’ ” A week later, Jenner was signed by an agency, and the rest is history.

While Jenner may be leading the pack of social media–savvy models using Instagram to carve out their futures, she’s also quick to pay tribute to the trailblazers who came before her: “It’s just so impressive to me that models like Cindy and Linda and Christy and Naomi—they didn’t have what I have today to connect with fans, but they still had that connection with a photo.” Of course, it never hurts to consider a new and different perspective, or in Jenner’s case, an older lens. “I use an old vintage film camera and it takes some amazing, authentic...

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