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Maggie Gyllenhaal Nude

Hall of Fame Nudity!

Maggie Gyllenhaal seemed to come out of nowhere when she rocked Hollywood via the arthouse route in the S&M romantic comedy Secretary (2002). But in fact, Mags is part of a Hollywood dynasty, including director dad Stephen Gyllenhaal—she debuted in his Waterland (1992)—screenwriter mom Naomi Foner, and younger brother actor Jake Gyllenhaal. Maggie had also already appeared in several movies prior to Secretary, such as John Waters's Cecil B. DeMented (2000), Pornagrapher: A Love Story...

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Top Scenes

The Deuce (2017) Nude, breasts 00:48:12 Maggie and Alyssa shoot fake cumshot scenes for a porn and we get to see their breasts! (38 secs)
The Deuce (2017) Nude, breasts 00:41:45 Maggie whips open her top to reveal her breasts, then she dirty talks a young and inexperienced john, and finally she puts a condom in her mouth to, ahem, put it on him! (1 min 36 secs)
The Deuce (2017) Sexy, lesbian 00:46:00 Maggie Gyllenhaal, Alyssa Kempinski are skintastic in this sexy scene! (56 secs)
The Deuce (2017) Sexy 00:20:30 Maggie Gyllenhaal is skintastic in this sexy scene! (27 secs)
Sherrybaby (2006) Nude, breasts, underwear 00:48:59 Watch as Maggie's man relieves her of her shirt so she may show more boobage as they get it on. (1 min 26 secs)
Secretary (2002) Nude, breasts, bush 01:42:00 Maggie generously gives us titties in the bathtub and a grand look at the bush as she reclines with Jimmy Spader. (1 min 15 secs)
Secretary (2002) Sexy 01:15:08 Another side-angle shot of Maggie's sweet ass as she strips off her undies for a Spader-spankin'. (1 min 27 secs)
Sherrybaby (2006) Nude, breasts 00:21:55 Maggie yanks out her Sherryboobies during a job interview before offering to suck the boss off. Bet she gets the job. (30 secs)


Frank (2014) - as Clara

Won't Back Down (2012) - as Jamie Fitzpatrick

Crazy Heart (2009) - as Jean Craddock

Sherrybaby (2006) - as Sherry Swanson

Happy Endings (2005) - as Jude

Strip Search (2004) - as Linda Sykes

Casa de Los Babys (2003) - as Jennifer

Secretary (2002) - as Lee

TV Shows

The Deuce (2017) - as Eileen 'Candy' Merrell

The Honourable Woman (2014) - as Nessa Stein

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