If you are in the mood for a well-acted dark comedy, Secretary (2002) is as bold as it gets. James Spader, one of my favorite actors, stars as an overbearing lawyer towards his emotionally vulnerable secretary Maggie Gyllenhaal. The two soon cross over the line from work relationship to a sexual, sadomasochistic one. Kudos to another favorite actor of mine, Jeremy Davies (of Justified fame), for a harder-than-it-seems to pull off performance.
Great movie. James Spader is fantastic.