Buffy the Vampire Slayer: Riley’s Brothel
Yeah, Whedon pops up on this list a lot. We noticed that, too. Anyway, late in Buffy’s run, she finds out her all-American boyfriend Riley has been frequenting a vampire brothel — which does not go over too well with, well, anyone. Whedon always loved to explore the boundaries between sex, power, intimacy and everything in-between. And this weakness from what had been an annoyingly-good character was an interesting arc.