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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. 

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    Emily Haack: Hardcore Horror Queen's Piss, Blowjob & Insertion Nudes 9 Minutes (5 Scenes)
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    Tylene Buck: Wrestling Babe Goes Naked and Lesbo 4 Minutes (3 Scenes)
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    Lynn Lowry: 70s Cult Movie Star, Every Nude Scene 7 Minutes (11 Scenes)
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    Mary Woronov: Cult Movie Queen, Nude and Lesbian 7 Minutes (9 Scenes)
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    Summer Altice: Nude and Lesbian 5 Minutes (6 Scenes)
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    Sigourney Weaver: Her Best Nude Scenes 12 Minutes (15 Scenes)
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    Trishelle Cannatella: REAL WORLD Babe, Real Nude 3 Minutes (5 Scenes)
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    Lauren Holly: Nude and Sexy 8 Minutes (9 Scenes)
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    Jayne Mansfield: 60s Blonde Bombshell Nude 2 Minutes (6 Scenes)
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    Kathryn Erbe: LAW & ORDER: CI Star Shows T&A 4 Minutes (7 Scenes)
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    Marg Helgenberger: CSI Star Nude 7 Minutes (10 Scenes)
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    Julianne Nicholson: Every Nude Scene 10 Minutes (10 Scenes)
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    Holly Hunter: Every Nude Scene 12 Minutes (15 Scenes)
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    Deborah Kara Unger: Every Nude Scene 7 Minutes (15 Scenes)
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    Monique Parent: Softcore Babe Nude, Lesbian and Loving It 21 Minutes (24 Scenes)
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    Lina Romay: 70s Euro Horror Hottie Nude, Lesbian and Hardcore Kinky 31 Minutes (30 Scenes)
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    Marlee Matlin: Every Nude Scene 4 Minutes (7 Scenes)
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    Piper Perabo: Nude, Sexy and Lesbian 4 Minutes (6 Scenes)
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    Michelle Pfeiffer: Nude and Sexy 8 Minutes (11 Scenes)
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    Dedee Pfeiffer: Michelle's Sister, Nude and Lesbian 5 Minutes (6 Scenes)
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    Moira Kelly: Every Nude Scene 6 Minutes (5 Scenes)
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    Mia Farrow: Every Nude Scene 2 Minutes (6 Scenes)
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    Samantha Mathis: Every Nude Scene 5 Minutes (6 Scenes)
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    Vahina Giocante: French Babe Shows What Her Name Sounds Like 8 Minutes (12 Scenes)
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    Violante Placido: Every Nude Scene 12 Minutes (14 Scenes)
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    Catherine McCormack: BRAVEHEART Babe's Best Nude Scenes 5 Minutes (10 Scenes)
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    Diane Kruger: Every Nude Scene 4 Minutes (8 Scenes)
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    Diane Lane: Her Career in Nude Scenes 15 Minutes (23 Scenes)
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    Tawny Kitaen: Nude, Sexy and Kinky 13 Minutes (13 Scenes)
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    Jill Clayburgh: Every Nude Scene 8 Minutes (10 Scenes)
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    Kira Reed: Stacked Softcore Sexbomb 15 Minutes (17 Scenes)
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    Jamie Rose: 80s Redhead Nude 3 Minutes (4 Scenes)