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ARTICLE MARK JACOBS

PHOTOGRAPHY CHAD PITMAN

STYLIST MARYAM MALAKPOUR

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THE VIDEO: JESSIE WARE - TOUGH LOVE

HBD SKY FERREIRA

DYLAN PENN

EXTRA CREDITS

Makeup Kirin Bhatty (Starworks Artists)  Hair Dennis Gots (Jed Root Inc.)  Manicure Whitney Gibson using Chanel Photo assistants Alex Gay, Brad Liber, Chris Moore  Stylist assistant Catlin Myers Equipment rental Quixote  Retouching Velem  Location Mack Sennett Studios, Los Angeles  Catering Food+Lab

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RITES OF SPRING THE MANY LIVES OF BRAD PITT INDIE QUEENS: ROSE MCGOWAN NEW FACES

DYLAN PENN

PHOTOGRAPHY CHAD PITMAN
FASHION MARYAM MALAKPOUR
TEXT MARK JACOBS

THE FORMER PIZZA DELIVERY GIRL WITH FORMIDABLE HOLLYWOOD GENES IS CHARTING HER OWN COURSE, ONE SHOOT AT A TIME

 Dylan Penn arrives on set wearing her everyday uniform of Chuck Taylors and black-on-black skinny cords with a James Perse tank. “I feel like this sometimes comes off as I don’t give a shit, which is so not the case,” says the 23-year-old, who in only a few years has made a name for herself as a model, shooting for the likes of GQ and Vogue Italia. “I just like to be comfortable. I wish I felt comfortable in a sundress, but I just don’t.” The 5´ 7˝ gene-blessed offspring of actors Sean Penn and Robin Wright is negotiating the spotlight after growing up away from Hollywood, in idyllic Marin County, outside of San Francisco. An aspiring screenwriter, whose end goal is to write and direct her own film, Penn moved to Los Angeles when she was 18 and found her way in front of the camera after dropping out of film school. After being financially cut off by her parents (“They have always been good at instilling that you’re responsible for your own shit”), she worked several jobs, including as a waitress, hostess, and freelance screenplay editor. “And then I started delivering pizzas, and that was what led me into modeling, because I just hated it,” she says, noting that she took extensive notes on the experience, including the occasions when she was mistaken for a stripper. “I was kind of flattered, in a way? And then I had to keep explaining that I was delivering pizza.” 

After six months of serving up pies to UCLA students and upper-Wilshire luxury apartment houses (“I’m glad I did it, and I would never take the experience back”), Penn signed with an agency, to relieve the pressure of making ends meet. She’s a natural in front of the camera, effortlessly turning from Northern Californian cool girl into self-possessed bombshell and back again. “I like doing the editorial stuff,” she says, “because it’s nice to do something that’s more me. But modeling for brands and the things to make money...I guess I don’t really like being the mannequin. It’s a very strange concept.” She declined an offer to appear in Playboy, but received much attention recently for a decidedly sultry shoot with photographer Tony Duran. “I’ve always been extremely comfortable in my body, and I think that comes from how I grew up. It sounds so cheesy, but it was never about what you look like on the outside, it was about what you really give,” she says. “It’s weird because I know it doesn’t really make sense that I’m doing all of these things that force me to be in the spotlight when I’m so uncomfortable with it in some respects.” 

Recently Penn has tried her hand at acting, she will be making her debut in the horror movie Condemned, in which she plays Maya, a naive runaway who lives in a dilapidated building and becomes the heroine of the film. “I resisted acting for a long time because I grew up around it, and it wasn’t something that was interesting to me,” says Penn. “I didn’t want to follow behind my parents in that way, I knew I wanted to be in film, but just behind the camera.”  Now she’s viewing the world through her own lens. “Every shoot that I have, I think of it as a different place to observe and take notes on people,” she says. “I love watching people. Especially in the fashion world, where people are so weird, in great ways sometimes and the worst ways other times. I love going to shoots, because it’s a social experiment to just watch.”

EXTRA CREDITS

Makeup Kirin Bhatty (Starworks Artists)  Hair Dennis Gots (Jed Root Inc.)  Manicure Whitney Gibson using Chanel Photo assistants Alex Gay, Brad Liber, Chris Moore  Stylist assistant Catlin Myers Equipment rental Quixote  Retouching Velem  Location Mack Sennett Studios, Los Angeles  Catering Food+Lab

MORE TO LOVE

RITES OF SPRING THE MANY LIVES OF BRAD PITT INDIE QUEENS: ROSE MCGOWAN NEW FACES
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