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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. 

    Sexy & Nude Celebrity Playlists 311

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    Cameltoe 12 Minutes (23 Scenes)
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    Hotel Humping Hotties 24 Minutes (19 Scenes)
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    Car Wash Scenes! 18 Minutes (19 Scenes)
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    Thick Thighs 25 Minutes (18 Scenes)
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    Spitting 30 Minutes (24 Scenes)
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    Ladies with Long Locks 27 Minutes (24 Scenes)
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    Mud on Mams 19 Minutes (19 Scenes)
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    Females in Furs 13 Minutes (20 Scenes)
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    Knives & Naked Ladies 34 Minutes (20 Scenes)
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    Foxy Pillow Fights 15 Minutes (15 Scenes)
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    Naked & Mad 19 Minutes (17 Scenes)
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    Pantyhose 38 Minutes (32 Scenes)
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    Females & Fire 19 Minutes (23 Scenes)
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    Ponytail Princesses 26 Minutes (25 Scenes)
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    Ladies Applying Lipstick 21 Minutes (20 Scenes)
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    Women Wrestling 27 Minutes (22 Scenes)
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    Leather Clad Ladies 37 Minutes (35 Scenes)
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    Changing Room Chicks 20 Minutes (26 Scenes)
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    Talking Dirty 36 Minutes (31 Scenes)
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    Chicks Getting Whipped 30 Minutes (24 Scenes)
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    The Greatest Panty Scenes of All-Time 46 Minutes (32 Scenes)
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    PVC 18 Minutes (20 Scenes)
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    Deflowering 40 Minutes (25 Scenes)
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    Tickling 14 Minutes (16 Scenes)
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    The Best CamGirl Scenes: Part 1 22 Minutes (23 Scenes)
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    POV 32 Minutes (30 Scenes)
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    Davenport Destroyers: Greatest Couch Sex Scenes 37 Minutes (21 Scenes)
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    Accidental Nudity 16 Minutes (25 Scenes)
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    Biters in the Buff 26 Minutes (18 Scenes)
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    Nude at 18 12 Minutes (17 Scenes)
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    Graduation Gals Disrobed 5 Minutes (11 Scenes)
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    Ladies Moaning Loudly! Part 1 27 Minutes (20 Scenes)