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 252

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2011 Oscar Nominudes 8 Minutes (8 Scenes)

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Mr. Skin’s Top Scenes of 2005 29 Minutes (30 Scenes)

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The 2011 Golden Globe Winners 14 Minutes (12 Scenes)

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Mr. Skin’s Top Scenes of 2004 36 Minutes (26 Scenes)

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Hotties of The CW: Winter 2011 10 Minutes (11 Scenes)

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Mr. Skin’s Top Scenes of 2003 21 Minutes (22 Scenes)

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NBC Nudes: Winter 2011 8 Minutes (8 Scenes)

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CBS: Eye Network Eyefuls: Winter 2011 8 Minutes (12 Scenes)

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Foxes of the FOX Network: Winter 2011 13 Minutes (9 Scenes)

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ABC T&A: Winter 2011 18 Minutes (20 Scenes)

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Celeb Cougars: Naked Stars Who Turn 40 in 2011 19 Minutes (20 Scenes)

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Most Amazing Hi-Def Nude Finds of 2010 14 Minutes (12 Scenes)

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Most Shocking and Outrageous Nude Scenes of 2010 19 Minutes (21 Scenes)

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Mr. Skin’s Top Scenes of 2010 22 Minutes (21 Scenes)

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Mr. Skin's Favorite Nude Scenes - 2002 22 Minutes (18 Scenes)

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Mr. Skin’s Top Scenes of 2001 36 Minutes (28 Scenes)

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Mr. Skin’s Top Scenes of 2000 35 Minutes (33 Scenes)

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Mr. Skin’s Top Scenes of 1999 26 Minutes (26 Scenes)

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Mr. Skin's Top Scenes of 1998 28 Minutes (23 Scenes)

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Mr. Skin's Top Scenes of 1997 28 Minutes (21 Scenes)

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Mr. Skin's Top Scenes of 1996 33 Minutes (33 Scenes)

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Mr. Skin's Top Scenes of 1995 38 Minutes (29 Scenes)

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Mr. Skin's Top Scenes of 1994 36 Minutes (31 Scenes)

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Mr. Skin's Top Scenes of 1993 39 Minutes (27 Scenes)

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Mr. Skin's Top Scenes of 1992 36 Minutes (26 Scenes)

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Mr. Skin's Top Scenes of 1991 31 Minutes (18 Scenes)

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Top 10 Naked Babes of New 2010 Fall TV Shows 9 Minutes (9 Scenes)

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Mr. Skin's Top Scenes of 1990 27 Minutes (19 Scenes)