Bosses & Secretaries

Maggie Gyllenhaal in Secretary (2002)

It's every professional man's fantasy to have a sexy secretary. Luckily, we can live out that fantasy in the movies and TV shows that have that very thing. This playlist, of course, features the ultimate boss-secretary film Secretary with naked Maggie Gyllenhaal. We also see Rachel Miner in Californication, Monika Ringwald in Intimate Games, a dancing Lee Meredith in The Producers, Nao Eguchi in Zero Woman Returns, Naomi Watts in Undertaking Betty, Dakota Johnson in Fifty Shades of Grey and many more. Take notes and watch these ladies take some dick-tation.

Sexy & Nude Celebrity Playlists 158

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DAZED AND CONFUSED Girls: See Female Cast of Skinless Stoner Classic Nude 21 Minutes (33 Scenes)

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I SPIT ON YOUR GRAVE: Original and Remake Nude Scenes 10 Minutes (12 Scenes)

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MIRRORS & MIRRORS 2: Every Nude Scene 3 Minutes (5 Scenes)

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VICE ACADEMY Movie Series: Best Nude Scenes 10 Minutes (15 Scenes)

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LAST HOUSE ON THE LEFT: Nudes from the Original, Remake, and Rip-Offs 22 Minutes (22 Scenes)

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ANIMAL INSTINCTS Movie Series: Hottest Nude, Lesbian and Orgy Scenes 14 Minutes (14 Scenes)

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CHEECH & CHONG Movies: Best Nude Scenes 4 Minutes (7 Scenes)

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HAROLD AND KUMAR Movies: Every Nude Scene 3 Minutes (6 Scenes)

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BROKEN LIZARD Movies: Every Nude Scene 8 Minutes (9 Scenes)

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CARNIVALE: Hottest Nude Scenes from HBO's Kinky Circus Series 11 Minutes (16 Scenes)

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TELL ME YOU LOVE ME: Every Graphic Sex Scene from Taboo-Shattering HBO Series 20 Minutes (16 Scenes)

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DAWSON'S CREEK Stars: Best Nude Scenes 24 Minutes (21 Scenes)

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The Naked Stars of TWIN PEAKS 10 Minutes (7 Scenes)

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GINGER Film Series: 70s Sexploitation, Every Nude Scene 14 Minutes (19 Scenes)

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THE TUDORS: Every Nude Scene 28 Minutes (28 Scenes)

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DEXTER: Killer Nude Scenes 9 Minutes (15 Scenes)

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EIGHT IS ENOUGH: Nude Cast Members 4 Minutes (8 Scenes)

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THE SHIELD: Every Nude Scene from Classic Cop Series 4 Minutes (15 Scenes)

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NYPD BLUE: Every Nude Scene 18 Minutes (31 Scenes)

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CALIGULA Movies: Very Best Nude Scenes 17 Minutes (17 Scenes)

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ROME: Every Nude Scene from HBO Series 10 Minutes (16 Scenes)

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DANCING AT THE BLUE IGUANA: Every Nude Scene from Celeb Stripper Classic 6 Minutes (9 Scenes)

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HUNG: Every Nude Scene from the HBO Comedy 13 Minutes (13 Scenes)

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NIP/TUCK: Every Nude Scene from FX Plastic Surgery Series 15 Minutes (22 Scenes)

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SECRET DIARY OF A CALL GIRL: Every Nude Scene 15 Minutes (14 Scenes)

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RED SHOE DIARIES: Best Nude Scenes From the 90s Showtime Series 33 Minutes (47 Scenes)

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LADY CHATTERLEY'S LOVER: Nude Scenes From Every Version 29 Minutes (29 Scenes)

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DREAM ON: Best Nudes from the Classic HBO Comedy 16 Minutes (27 Scenes)

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WEEDS: Every Nude Scene 13 Minutes (16 Scenes)

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BOARDWALK EMPIRE: Every Nude Scene 14 Minutes (9 Scenes)

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SPARTACUS: GODS OF THE ARENA -- Every Nude Scene 11 Minutes (12 Scenes)

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THE SOPRANOS: Nude Scenes from the Classic Mob Series 24 Minutes (23 Scenes)