Steven Shainberg, James Spader, Maggie Gyllenhaal - Secretary
Honestly, about eighty percent of what’s messed up about this story is Maggie Gyllenhaal falling in love with James Spader. I mean, yes, the sadomasochistic dynamic of this sex-slash-romance between a domineering boss (Spader) and his new assistant (Gyllenhaal) will be off-putting to some. But the movie’s deadpan-comic overtones and engaging Gyllenhaal performance make it more of an intelligent rom-com than a searing psychodrama. And yet: there’s just something unwholesome about Spader being in a rom-com at all. For that matter, there’s just something unwholesome about Spader being someone’s boss; just ask anyone at Dunder-Mifflin.