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Maggie Gyllenhaal Nude

Maggie Gyllenhaal bio picture
  • Rating: Hall of Fame Nudity!
  • Nude roles: 6
  • Place of birth: Los Angeles, California, USA
  • Date of birth: November 16th, 1977

Read all 64 articles for this celeb

Quirkily sexy Maggie Gyllenhaal emerged from the shadow of her Bubble Boy brother Jake and became not only a huge star in her own right, but—thanks in part to the S&M flick Secretary—one of the biggest sex stars of her generation. After a few small roles as the sister or best friend, Mags stepped into her own with Secretary, playing the very submissive and very naked assistant to spank-happy lawyer James Spader. This also marked the first time we saw Maggie Gyllenhaal nude onscreen. Luckily it was the first of many times, as the willowy, pert-boobed brunette has proved that she’s more than willing to bare all for her art!

After Secretary, Maggie got secre-bare-y in the rare HBO movie Strip Search, the appropriately named Happy Endings, and as a bad girl gone nude in SherryBaby. MrSkin.com members get unrestricted access to the star’s hairybaby, so sign up now!

Members get Skin-Depth actress bios with facts, figures, trivia, quotes, jokes, and sexy info. or join today!

Skin's Picks! Mr Skin's favorite places to see her nude

1
Maggie Gyllenhaal as Linda Sykes in Strip Search
Strip Search

22 pics & clips
Nude (breasts, bush, butt)
2
Maggie Gyllenhaal as Lee in Secretary
Secretary

19 pics & clips
Nude (breasts, bush, butt)
3
Maggie Gyllenhaal as Sherry Swanson in SherryBaby
SherryBaby

17 pics & clips
Nude (breasts)

Skin Filmography

Title Nudity Description Clips Pics
Frank (2014) – as Clara NEW - Nude breasts 2 4
Won't Back Down (2012) – as Jamie Fitzpatrick Sexy sexy 1 3
Crazy Heart (2009) – as Jean Craddock Sexy underwear 1 6
SherryBaby (2006) – as Sherry Swanson Nude breasts 5 12
Happy Endings (2005) – as Jude Nude breasts 3 6
Strip Search (2004) – as Linda Sykes Nude breasts, bush, butt 10 12
Casa de Los Babys (2003) – as Jennifer Sexy bikini 2 5
Secretary (2002) – as Lee Nude breasts, bush, butt 7 12

TV Shows

Title Nudity Description Clips Pics
The Honourable Woman (2014 -  ) – as Nessa Stein Nude breasts, bush, butt 5 28

SherryBaby (2006) … Sherry Swanson

00:11:00

breasts
Maggie's adorable funbaggies fill the screen as she gets banged in the basement. Despite her assertions that she's "shaved", we see no crotch, sadly. (63 seconds)

Mr Skin has 4 nude clips and 1 sexy clip and 11 nude pics and 1 sexy pic from SherryBaby. Join Mr Skin to see them.

00:21:00

breasts
Maggie yanks out her Sherryboobies during a job interview before offering to suck the boss off. Bet she gets the job. (31 seconds)

Mr Skin has 4 nude clips and 1 sexy clip and 11 nude pics and 1 sexy pic from SherryBaby. Join Mr Skin to see them.

00:48:00

breasts
Watch as Maggie's man relieves her of her shirt so she may show more boobage as they get it on. (84 seconds)

Mr Skin has 4 nude clips and 1 sexy clip and 11 nude pics and 1 sexy pic from SherryBaby. Join Mr Skin to see them.

01:10:00

breasts
Mag's man strips her down to perform a purification ceremony. Her naked titties will leave you with impure thoughts! (30 seconds)

Mr Skin has 4 nude clips and 1 sexy clip and 11 nude pics and 1 sexy pic from SherryBaby. Join Mr Skin to see them.

Happy Endings (2005) … Jude

00:34:00

breasts
Miz G seduces her lucky lad. The bra comes off, but all we see is a hint of right nip. We need more of Maggie's Gyllenhooters! (72 seconds)

Mr Skin has 1 nude clip and 2 sexy clips and 1 nude pic and 5 sexy pics from Happy Endings. Join Mr Skin to see them.

Strip Search (2004) … Linda Sykes

00:33:00

breasts, bush
During an interrogation, she's forced to strip, giving us a good view of her heineken and side lefty. Then the camera swings around to give us a densely-forested full-frontal flash! You could lose your keys in that thing! (51 seconds)

Mr Skin has 9 nude clips and 1 sexy clip and 12 nude pics from Strip Search. Join Mr Skin to see them.

00:36:00

breasts
Here's a better look at Maggie's sandbaggies when a guy quizzes her about . . . oral sex! Ai-yi-yi! (12 seconds)

Mr Skin has 9 nude clips and 1 sexy clip and 12 nude pics from Strip Search. Join Mr Skin to see them.

00:38:00

breasts
Mr. Nasty flicks her naked nipplages to provoke her. (14 seconds)

Mr Skin has 9 nude clips and 1 sexy clip and 12 nude pics from Strip Search. Join Mr Skin to see them.

00:39:00

breasts, bush, butt
Mag's still naked, the guy's still grilling her, and we still get to see her full-frontal and fannypack. She's obviously uncomfortable, but man, check out those sweaty sweater sacks! (52 seconds)

Mr Skin has 9 nude clips and 1 sexy clip and 12 nude pics from Strip Search. Join Mr Skin to see them.

00:44:00

breasts, butt
She's been kindly given a sweater, though it doesn't cover her right reelanger or fluffy nut duffle . . . she's then forced to face the wall and spread 'em, showing off her rump again. Hmm, I sense baaaaad things are afoot for young Gyllenhaal . . . (45 seconds)

Mr Skin has 9 nude clips and 1 sexy clip and 12 nude pics from Strip Search. Join Mr Skin to see them.

00:48:00

breasts, butt
The Interrogator gets even more up-close and personal . . . he feels up each squishy snoob, then another ass view as Maggie gives into the pressure. (52 seconds)

Mr Skin has 9 nude clips and 1 sexy clip and 12 nude pics from Strip Search. Join Mr Skin to see them.

00:52:00

breasts, bush, butt
Starkers and spent after her ordeal, she wigs out and starts busting up the furniture. I'm about to bust something over the sight of naked Maggie, but it ain't furniture . . . (39 seconds)

Mr Skin has 9 nude clips and 1 sexy clip and 12 nude pics from Strip Search. Join Mr Skin to see them.

Secretary (2002) … Lee

00:53:14

butt
Maggie bares her bruised butt cheek to the mirror in order to get a closer look. Ouch! (10 seconds)

Mr Skin has 3 nude clips and 4 sexy clips and 9 nude pics and 3 sexy pics from Secretary. Join Mr Skin to see them.

01:42:00

breasts, bush
Maggie generously gives us titties in the bathtub and a grand look at the bush as she reclines with Jimmy Spader. (76 seconds)

Mr Skin has 3 nude clips and 4 sexy clips and 9 nude pics and 3 sexy pics from Secretary. Join Mr Skin to see them.

01:43:27

breasts
Maggie makes with the bare melons in this long lusty makeout scene. (75 seconds)

Mr Skin has 3 nude clips and 4 sexy clips and 9 nude pics and 3 sexy pics from Secretary. Join Mr Skin to see them.

The Honourable Woman (2014 -  ) … Nessa Stein

00:00:00

butt, bush
Maggie shows some brief butt and backburger after a run-in with a dude.

Mr Skin has 2 nude clips and 3 sexy clips and 9 nude pics and 19 sexy pics from The Honourable Woman. Join Mr Skin to see them.

00:00:00

breasts
Maggie is more than honourable when she lets her breasts peek up above her dress!

Mr Skin has 2 nude clips and 3 sexy clips and 9 nude pics and 19 sexy pics from The Honourable Woman. Join Mr Skin to see them.

Playlists Featuring Maggie Gyllenhaal

Greatest Spanking Scenes
24 minutes (31 scenes)

Nude Secretaries
29 minutes (31 scenes)

BDSM
32 minutes (27 scenes)

Masturbation Scenes
29 minutes (29 scenes)

Iceberg Boobs
16 minutes (21 scenes)

Naked Babes of Comic-Con
25 minutes (29 scenes)

Hipster Chicks Nude
21 minutes (17 scenes)

The Greatest Bath Scenes
34 minutes (33 scenes)

Unexpected Celeb Nude Scenes
34 minutes (23 scenes)

Hebrew Hotties
25 minutes (29 scenes)

Top Naked Ivy League Grads
16 minutes (24 scenes)

The Naked Babes of Batman
16 minutes (16 scenes)

Women in Prison: Babes Behind Bars
20 minutes (25 scenes)

Short Haired Hotties
27 minutes (26 scenes)