Episode: "Surprise" (Season 2, Episode 13)

Buffy The Vampire Slayer was rarely afraid to make uncomfortable aspects of adolescence all too literal through its vampires, werewolves, and assorted demons, even when the result was almost impossible to watch. Case in point: Buffy (Sarah Michelle Gellar) losing her virginity to her vampiric beau Angel (a pre-Bones David Boreanaz) midway through the show's second season. Spoiler alert: "perfect happiness" makes Angel lose his soul and revert to being an evil vamp, setting up Buffy's ex to be the bad guy for half of season two. It's an effective treatment of a dude sleeping with a girl and never calling her again, but what makes it even sadder is that the sex scene is shot to be moving and sensual, like the least corny after-school special ever. Buffy and Angel are really in love, and it's a shame that for the Slayer that sex has consequences. —Eric Thurm