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 214

Active Filters

Categories: Weird and Wild

Playlists_Thumbnail_Template_-_400x228px.jpg?quality=80&1745519419&width=360&s=b603bc316f9f4c50fa0134c4edaeb1e438526045cff7f9a069f3788e090bf207

Nepo Nudies 35 Minutes (31 Scenes)

daniela_santiago_d039f5_infobox_EDITED.jpg?quality=80&1730985075&width=360&s=4bed53bad3ef51644f3b19052b1c4440df9deec1cebe56b646a2e8db907791c3

Spread 'Em!: The Hottest Celeb Strip Search Scenes 15 Minutes (24 Scenes)

Advertisement

ghosts.jpg?quality=80&1729186361&width=360&s=2a535b3e824d345c03d7f10db89a8698ec064d0725188a1ed2f8ca15b79c4548

Ghostly Gals & Gals with Ghosts 22 Minutes (25 Scenes)

ellie_sager_e8de21_infobox_EDITED.jpg?quality=80&1732667654&width=360&s=befdf6616fdcc4b7d5a21d6312b1bc13a7fdcdba26497339b3be048d73e322c9

The Most Demure Nude Scenes of 2024 13 Minutes (20 Scenes)

Derek-Woman-n-03_infobox_EDITED.jpg?quality=80&1725023900&width=360&s=8b6655f294cea6017da9b1d29ba00bc9cfca03c3e18aa0cc62c6e61773f0eaf7

Boobies on Boats 29 Minutes (40 Scenes)

melissa_rauch_f2bcae_infobox_EDITED.jpg?quality=80&1728785439&width=360&s=aee8ed11156aeb0d542c07e5972a139d113fe12031fa399b548429143dd70a73

Olympic Sports in the Nude 18 Minutes (26 Scenes)

derek-tarzan-n-01_infobox.jpg?quality=80&1727459985&width=360&s=f1e64e4fb4da2d839013af31c9aa9df71a9c831a148b4d50a7c10a3c7304c26b

Naked Babes with Monkeys 17 Minutes (13 Scenes)

BosoDos-2023-Lapus-MrSkin-UHD-02_-_002_-_00.00.27_EDITED.jpg?quality=80&1724346813&width=360&s=f87bd8e77c847e0d845f09d880dd7591d2ee6fb84b537a87b9384d7bbc06db80

Sexy Surveillance Camera Scenes 15 Minutes (29 Scenes)

dakota_johnson_e65c99_infobox_EDITED.jpg?quality=80&1744308416&width=360&s=26755e751d4e40b4d1fd54daab1af5d2e3e769ea9927b9947c8ac00964dee33a

Award Winning Nudity From Razzie Worst Picture Nominees 36 Minutes (42 Scenes)

Cruz-Broken-HD-n-06_infobox_EDITED.jpg?quality=80&1738690054&width=360&s=bfec7ded2bebbef8a3be332f5b177f87c4be9c2017345a6c8d35c130a9f90ac3

Directors and Their Muses 21 Minutes (23 Scenes)

josephine-whitfield-hd-n-01_infobox.jpg?quality=80&1744728963&width=360&s=888ea5a9062c306af8d3e688d5c6d1438835e7f12672faad18d58fb1a855fc71

Nude with Necklaces 34 Minutes (25 Scenes)

ShowGirls-Berkley-5_infobox_EDITED.jpg?quality=80&1729869946&width=360&s=d8f126cd4c8ca1edb86fe250f4a7409e29a1a24d6c9584bef1df10f3941f119d

Viva Las Vegas!: Sizzling Hot Scenes Set in Sin City! 20 Minutes (25 Scenes)

HighSchoolOnSex-01x02-Esteban-MrSkin-HD-01_-_012_-_00.00.15_EDITED.jpg?quality=80&1733490553&width=360&s=d1a939b3330d7e889432226963313ab4127ba66d1245f9a74876240ee0ccb5e1

Sexy Private School Babes 17 Minutes (22 Scenes)

Heard-Informers-HD-n-08_infobox_EDITED.jpg?quality=80&1741371402&width=360&s=53d50c8a7c5588900b6e9f9dbb9b7f4dbb4c65d42f3c27f0aff593cbb2d93614

Smokin' Hot Swingers 32 Minutes (25 Scenes)

Ricci-After-n-02_infobox_EDITED.jpg?quality=80&1719939951&width=360&s=2f21557c4dbba476b0aeaff81f8d60d958d7a77c3c4d994a43a3f34bd83ca91a

Scary Nudes 20 Minutes (13 Scenes)

Shevchenko-I-am-Femen_769680_infobox_EDITED.jpg?quality=80&1744300453&width=360&s=24e71c96de118cbab5edad558c87425f8b015f6feb195bf0c1301f5f59182f15

Strike! Naked Protest Scenes 13 Minutes (20 Scenes)

Delpy-Before-Midnight_730044_infobox_EDITED.jpg?quality=80&1740063462&width=360&s=4cdf913011487a780c69ce8b3433a120e14f99143e16fb5acf02fae3ace149b3

Best Onscreen Chemistry 40 Minutes (33 Scenes)

bruna_trindade_e35abc_infobox_EDITED.jpg?quality=80&1717014786&width=360&s=f4a981233a4eb5a9ddda7578f3307c3a2fe1ab145119cded7e1e581ad0fcf1fc

Sexy and Nude Mermaids 9 Minutes (14 Scenes)

Ricci-After-n-11_infobox_EDITED.jpg?quality=80&1723151363&width=360&s=34264082f26b80ed43e7825e5745808d6f52ead8ff808d5c4cd78b391580163f

Lying down on a Table/Slab 20 Minutes (27 Scenes)

Informers-HD-Heard-1_-_001_-_00.00.18_EDITED.jpg?quality=80&1744047163&width=360&s=471b0b61a9c4471dc8cacb4d2739545e14b0bc011e0bcc9150b23f83445631ca

Naked and Stoned 28 Minutes (24 Scenes)

Biel-Powder-Blue_761364_infobox_EDITED.jpg?quality=80&1740498544&width=360&s=a3ad7332d3dc6ecc0c663cc0acb7ed35bb5829d994c320229209c6bc6e122782

Sizzling Celebs from Minnesota 25 Minutes (20 Scenes)

lena_morris_606eef_infobox_EDITED.jpg?quality=80&1735844291&width=360&s=c39f5fb3fed440e4ff2ee546f55eaf69dae7fa7b77c43c7c64158ddac93b48c0

Desert Nudes: This is Not a Mirage! 33 Minutes (36 Scenes)

alyzee_costes_c3c8e1_infobox_EDITED.jpg?quality=80&1742504099&width=360&s=69bb3186e3f4e610ffd6564ea6042293a47c5b48096a0e7b5e32936280ff57c9

Nude in Nature: Part 2 34 Minutes (32 Scenes)

miranda_otto_a19707_infobox.jpg?quality=80&1739998388&width=360&s=1d71dcee665b2061b906c2a43752779bacdcf30dbd2064d3144ada46701acbd7

The Babes of Fantasy: From D&D to T&A 31 Minutes (33 Scenes)

robbie-the-wolf-of-wall-street_736827_infobox.jpg?quality=80&1739558033&width=360&s=f8e7cf093abd627373016c21fcafd04c4fab06d5a89199b6286843b736324933

All or Nothing: Celebs Who Went Full Frontal in Their Nude Debut 15 Minutes (17 Scenes)

lola_lust_aa8ebd_infobox.jpg?quality=80&1722016001&width=360&s=4d21fc97aa0b26eeac996e491e6bcb63f4c21c5cce0447a43b4aabc3a06ceb0b

Donald Ducks: Hollywood's Hottest Bottomless Scenes 21 Minutes (25 Scenes)

anna_maria_sieklucka_8c48f9_infobox.jpg?quality=80&1709589917&width=360&s=f4e124003db8a58b6acb1e0150535051cf9b1c79bea3006be58547f79c142bf5

The Hottest Hot Tub Scenes 32 Minutes (29 Scenes)

kate_lyn_sheil_549dd0_infobox.jpg?quality=80&1710514393&width=360&s=1c3456ed630a274de39569c94846bec8bc6e67cf23722ea530303751dcefecb4

Awk-ward! The Scenes with the Most Uncomfortable Nudity 19 Minutes (20 Scenes)

anderson-zane-big-n-06_infobox.jpg?quality=80&1724783312&width=360&s=5532554d061adc212ccd705614d3d0e1dd77d062fc5dab2af88775ffee5d722b

Threesomes! 2 Men 1 Woman: Part 2 26 Minutes (19 Scenes)

papalia-ampiebook-2_infobox.jpg?quality=80&1727284793&width=360&s=c3c8eb4b0794a857e0020eb24b688de4b5476c0aaeb841740efb1e37b9d12edf

Best CGI Nudity 19 Minutes (16 Scenes)

hamilton-skischool2-n-02_infobox.jpg?quality=80&1743184031&width=360&s=8a0bb49406863bfe4c413e0e420f10f356405a46447c3e64caeffd3a954ae58d

Nude & Sexy While Painting 14 Minutes (14 Scenes)

aubrey_plaza_e9c3d8_infobox_EDITED.jpg?quality=80&1729016969&width=360&s=8955df5b2bd00fb8dc593c39973d860f0c5aa4630ba97a37242a64f0f6e699fb

Witches With No Britches! 30 Minutes (28 Scenes)