Sasha Grey opens her mouth wide, wiping her eyes as 15 men ejaculate onto her face. Sasha Grey dedicates a whole chapter to the transcendental nature of come in her novel The Juliette Society. Sasha Grey emulates Throbbing Gristle with her avant-industrial band, aTelecine. Sasha Grey, the definition of a renaissance woman in the 21st century, talks to Esquire about her thoughts on love, sex and everything in between. We could be here all day. But the mixer is key for me. I started to realize that not everybody was there for the band—it was a small piece of it, it was like people were there for me. So it was sort of a strange thing to be booked based on one thing and then have it evolve into something else.

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For decades, the stereotype about the adult entertainment industry was that it was a dead end for one's acting career. From the early days of her career, when she emerged as a breakout star in the pornography world at age 18, Grey showcased a rare sense of agency, both in her performances and her approach to the business, that turned the negative stereotype on its head. Many performers choose stage names that reflect their personalities. It's ironic, but Grey's appreciation of irony is well-earned.
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Long before Cara Delevingne ushered in the strong-brow trend, and years before a cat eye was considered anytime makeup, there was adult-film legend Sasha Grey. With her thick eyebrows and feline-esque eyes, Grey rocked the porn industry with her unique combination of hardcore BDSM flicks, razor-sharp intellect, and a makeup strategy that set her apart from the overplucked, frosty-lipped DVD babes of the mids. I asked Grey for all the dirty details on how she developed her sought-after look, how makeup might have helped skyrocket her to adult-film fame, what her most coveted beauty products are, and, now that porn is in the news practically every day, her perspective on the Donald Trump—Stormy Daniels scandal. And actually, I remember the summer before starting seventh grade, my older sister pinned me down and forced me to pluck my unibrow, because she said I could not enter junior high with a unibrow, and to this day I thank her for doing that. When Grey made her debut in adult films at age 18, instead of bleaching and teasing her hair — a popular look at the time — she left it silky and raven. And rather than allowing porn-movie makeup artists to paint her face orange or glop on too much dark shadow that drowned out her diminutive eyes, she toted her own makeup kit to set. Taking inspiration from Edie Sedgwick, Lauren Bacall, and Elizabeth Taylor Grey says her makeup was inspired in part by this photograph of Elizabeth Taylor , she slicked on liquid eyeliner, swept her lids with smoky eye shadow, and enhanced her naturally strong brows, creating a bold, iconic cat-eye look that was not only special but sophisticated — and more of a happy coincidence than careful planning. The result of the comparatively unconventional edgier look — combined with her jaw-dropping alt films — was a phenomenon that resonated with fans. Waterproof mascara?
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