Maggie Gyllenhaal had been deep within the film industry since a little kid. Her parents were both involved in Hollywood movies, so it is only natural that she was forced into the trade.
Most of her roles had been handed to her by daddy since he had a lot of authority with the film projects that he was involved in.
She debuted in Waterworld, A Dangerous Woman, and other films from her father. She became popular after her first significant role in Donnie Darko. She went even deeper into the strange movie rabbit hole with Secretary, a film full of BDSM. She had finally found a role with other big stars like George Clooney and Julia Roberts in Confessions of a Dangerous Mind.
She was also known for her role as Rachel Dawes in The Dark Knight, where she was a reasonably good replacement for Katie Holmes who didn’t want to play the character any more. Did you know that Gyllenhaal was actually chosen over Emily Blunt, Isla Fisher, Sarah Michelle Gellar and Rachel McAdams?
Much like most Hollywood actresses, she seeks attention by becoming vocal in politics. She is very vocal about the wars in the Middle East, the 9/11 attacks, and takes positions with the ACLU. But we don’t care about all that because she has amazingly squishy natural boobs.
That’s from Sherrybaby, in case you’re wondering. Gyllenhaal has been super chill about getting naked for art and has even done full frontal nudity several times, most notably in Secretary and Strip Search… both of which are must-watch films if you’re into this chick.
In Strip Search, she gets (you guessed it) stripped search by a Chinese dude who spends extra attention to groping her breasts and inserting his fingers into her vagina. It’s supposed to be an artistic statement about our post 9/11 reality and we’re supposed to feel bad for Maggie because of the way she’s violated… but dude, it’s friggin hot as hell. See the video below yourself.
And Secretary is about the story of a dominant man and a submissive secretary. It’s kinda like 50 Shades of Grey but we think Maggie is obviously hotter than Dakota Johnson (better boobs).
The Honourable Woman (2014)
Happy Endings (2005)
Strip Search (2004)