Want Free Access to Playlist?

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 1,526

    Categories
    annette_bening_f14db8_infobox1.jpg?quality=80&1715654277&width=360&s=baa291956268ea68202570e58d48e862a2b0cf67e6d9f85e8cfce240e80aff96
    Sexy Smiles: Grinning and Baring It 22 Minutes (20 Scenes)
    jennifer_lopez_9648f0_infobox-1.jpg?quality=80&1712252021&width=360&s=6580973ca16eac4ae825f00a04cd092c505d56b649b47c073dc8a9dc687728fe
    The Greatest Non-Nude Scenes 23 Minutes (24 Scenes)
    advertisement
    zendaya_67285c_infobox2.jpg?quality=80&1717003558&width=360&s=8123576f2ae0e7fdee12f4993f780872739189e0671c5ddc100ba5b46d1fc1b3
    2020 Emmy Award Winners 2 Minutes (5 Scenes)
    christina_ricci_603757_infobox.jpg?quality=80&1708728517&width=360&s=22f01fcf4a697da1a91aba2a0e160db2a4048d002e4cb2af92e30a64cdaacbf1
    The Very Best Merkins 26 Minutes (22 Scenes)
    kinski-stay-as-you-are_763244_infobox.jpg?quality=80&1715268989&width=360&s=d70a83c0b74e60af25633e2ca2e64b1ca4b1fd9bd0f5d2de5fe7b3205c21b65f
    Pivotal Moments in Nudity: Part 4 22 Minutes (19 Scenes)
    melanie_griffith_f4c7d7_infobox.jpg?quality=80&1709152929&width=360&s=56cc093a50991b5994b04e4a97ae72d9a9b35657c455b931d18eebf495810ded
    Pivotal Moments in Nudity: Part 3 20 Minutes (21 Scenes)
    strip-moore-8-hd_infobox.jpg?quality=80&1710537680&width=360&s=557d84da1a46a2dc278a2cf20c569d62a0eac1c2bb7cc8800f1c9f7e32f26459
    Pivotal Moments in Nudity: Part 2 29 Minutes (23 Scenes)
    mansfield-wildwild-n-14_infobox.jpg?quality=80&1710268479&width=360&s=4789ffc4d731e30e06b02122646f701f59049f3bbf24ae2288c9e2b69b36b9a7
    Pivotal Moments in Nudity: Part 1 26 Minutes (22 Scenes)
    pare-hottub-hd-n-06_infobox.jpg?quality=80&1710364470&width=360&s=abc48e8e1d72a64ad1b2e25fa023f85417686017ea56efd15fe8ae084e896d92
    The Best Breasts Winners of Mr. Skin's Anatomy Awards: Part 1 20 Minutes (18 Scenes)
    erika_linder_dfb61f_infobox.jpg?quality=80&1707402395&width=360&s=ef9c08404e7d1d9d14dd43a2ab03437e0166472c17823d1895a874dca72b656e
    Chicks with Strap-Ons 32 Minutes (25 Scenes)
    melissa_barrera_28562e_infobox.jpg?quality=80&1717087000&width=360&s=1c3732edf75b4da8d1c16c09acbf82e771bf02f2ab918fdf66b2391fab6fb652
    Pegging! 21 Minutes (20 Scenes)
    sara_vickers_ce31db_infobox.jpg?quality=80&1717002464&width=360&s=61c1cdfd8204fca544da4f437ad3cc2cb12c3573de34be4b725ae419f47aff4f
    2020 Emmy Awards Nominudes 32 Minutes (32 Scenes)
    mioumiou-going-hd-n-06_infobox.jpg?quality=80&1695698472&width=360&s=84a83892840f32b03bcbf6023a57ad874ad312a478431304966fd7de20b9c6d3
    Ladies Nude with Gerard Depardieu 17 Minutes (14 Scenes)
    birkin-jetaime-n-2_infobox.jpg?quality=80&1715807172&width=360&s=6431db3e843d77627d4a14be3f0d8c327ea788551f41e5019f7a1e8bc0f0654d
    Hall of Fame Nudity: Part 4 29 Minutes (16 Scenes)
    jodie_turner_smith_59aec8_infobox.jpg?quality=80&1716912938&width=360&s=66c139efbb72ba00a9e3886ec2c98086f45002c1e410d38b6072d695007e34f1
    The Best Scenes Directed by Women 25 Minutes (24 Scenes)
    hollitt-skin-b-02_infobox.jpg?quality=80&1707949613&width=360&s=c7c3d586c37cf3b7b70bc9f885acc7e7147aae8d6b140dd3a7e0f1caa9dd97fd
    Flex Appeal! Fit & Trim Celebs 17 Minutes (21 Scenes)
    miriam_mcdonald_cea8be_infobox.jpg?quality=80&1709157645&width=360&s=8ed83bce0250d8856edd282ad6e1c157f5958b9504b12d78184ec58ab384d1ff
    The Sexy Stars of Degrassi 12 Minutes (18 Scenes)
    epperson-straight-outta-compton_781441_infobox.jpg?quality=80&1687145459&width=360&s=29328488846ee137059ea5142f762ad1bd5473eee9df1d218da5a68b7fd29d67
    Sexy and Nude Ladies Locked Out! 15 Minutes (14 Scenes)
    Gyllenhaal-Secretary-HD-n-08_infobox.jpg?quality=80&1710263977&width=360&s=f52275b802ab5777f2224d3a4c1ee8679e183fbafa35668b8f55ed8aeaa7347f
    Bosses & Secretaries 18 Minutes (18 Scenes)
    jolie-wanted-hd-n-01_infobox.jpg?quality=80&1716926826&width=360&s=d3e8ca7dd134cae1f2f3c2ba990e1d9b1e39e697c6d3adfdad89f2e5fc74d48e
    A-list Butts: Some of Our Favorites 21 Minutes (23 Scenes)
    alison_brie_7d08af_infobox.jpg?quality=80&1716929257&width=360&s=c097f85ff843630ee1b2efb720d306fc729b51ac8ecbbb2ef050e2ee1df97a4d
    The Best Scenes of 2020… So Far 30 Minutes (24 Scenes)
    josephine_gillan_0285be_infobox.jpg?quality=80&1712252046&width=360&s=c772b0fccc3f99f9eb066a6881cbadb0da77aa8c4a6dd917d7071c09be6dfe0b
    Foursomes! 21 Minutes (16 Scenes)
    spike.jpg?quality=80&1716920638&width=360&s=e03722f068c13269ab19297515f8df0a1829eb5886f57479279e0c182d21fc60
    The Very Best Scenes From Spike Lee Joints 19 Minutes (17 Scenes)
    keri_russell_591750_infobox.jpg?quality=80&1716921524&width=360&s=906d453d50543e1c5dee2225afcd32ec1c9b5e9cf58085265d96bd6f93e0f274
    Lean Leading Ladies: Skinny A-Lister Scenes 30 Minutes (25 Scenes)
    exarchopoulos-blue-is-the-warmest-color_734030_infobox.jpg?quality=80&1717086687&width=360&s=b156b7ab0f96b165048f37f994d4b33248f7751cc9c521fdb5350ec064ad978e
    The Hottest Lesbian Love Scenes Ever Filmed 57 Minutes (36 Scenes)
    lucy_lawless_13df16_infobox.jpg?quality=80&1715988627&width=360&s=f8d3c74e3ed1dfcea37073e29fb38862e7aabd210d534da1ad6c411ed6da428e
    The Breast See-Through Clothing Scenes 30 Minutes (24 Scenes)
    whirry-memyselfirene-n-04_infobox.jpg?quality=80&1716912938&width=360&s=1f6771e4d244b73fe3f0409a672e1917eb5ef82902726a3f72eba5d2c69c6626
    #MrSkinChallenge Nominees 5 Minutes (7 Scenes)
    theron-burning-n-10_infobox.jpg?quality=80&1708554254&width=360&s=da30a6c5a47ad58a9d65d190960b3342caf5467a08fdb62696f01e19e585e5b4
    Sexy Slinky & Towering Babes 21 Minutes (21 Scenes)
    vasquez-guns-b-1_infobox.jpg?quality=80&1691636225&width=360&s=c7291aa2058b1967a2a3c82c336d13505ff62828b0dd0e9422306d969465d9cd
    The Very Best Scenes From Andy Sidaris 22 Minutes (24 Scenes)
    kiley_casciano_1865d9_infobox.jpg?quality=80&1710365937&width=360&s=6a5321abe5a0bb4913a8cc39d001d7db02a01b62bbe8a232a2def7760fbcfe2f
    The Women of Ozark 12 Minutes (16 Scenes)
    cohen-the-life-aquatic-with-steve-zissou_740443_infobox.jpg?quality=80&1705074716&width=360&s=07de1ba2436ab1ecc3dba7b45daa5e78590ff05a83149d68381cf713cb7b479d
    Babes of Wes Anderson Movies 20 Minutes (23 Scenes)
    ginger_gonzaga_61d422_infobox.jpg?quality=80&1704133961&width=360&s=bf4de3c35369e61a0b484fd26e4701db3bc54480e9a0532021d744e62827f15a
    Above & Beyond Hot: The Best Overhead Shots! 16 Minutes (23 Scenes)