Gone Too Soon: Mamorial Day Top 10
Gone Too Soon: Mamorial Day Top 10
Read all 54 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. Login or join today!
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)
breasts
Maggie yanks out her Sherryboobies during a job interview before offering to suck the boss off. Bet she gets the job. (31 seconds)
breasts
Watch as Maggie's man relieves her of her shirt so she may show more boobage as they get it on. (84 seconds)
breasts
Mag's man strips her down to perform a purification ceremony. Her naked titties will leave you with impure thoughts! (30 seconds)
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)
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)
breasts
Here's a better look at Maggie's sandbaggies when a guy quizzes her about . . . oral sex! Ai-yi-yi! (12 seconds)
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)
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)
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)
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)
butt
Maggie bares her bruised butt cheek to the mirror in order to get a closer look. Ouch! (10 seconds)
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)