Actor: Jude Law
Film: Closer (2004)

The dark and steamy thriller from Mike Nichols weaves itself into quite a knot of seduction and betrayal, but all of the action seems to somehow derive from Dan Woolf's character saving Alice Ayers. He then writes a book about her, and everything is set in motion. But if we're to judge the writer by his chat room seduction, he leaves much to be desired. His rather short and stilted exchange is among the weirdest parts of the film, and if it weren't for the fact that the guy was clearly trolling the Internet for action, there's no way Woolf could have pulled him. "Sit on my face fuckboy," does have a nice ring to it, though.