TV Show: Seinfeld

On Seinfeld, Louis-Dreyfus played Elaine Benes, and was saddled with hair and wardrobe choices that, to the modern viewer, are difficult to look at. Elaine was sexy in a different way, though: a thirtysomething urban equivalent of a tomboy. She rides along with the weird male characters, and often shows them to be the wussies they truly are. She competes with them in a contest to see who can go the longest without masturbating (finishes in third place, out of four), and in another episode, dismisses one-night-stand sex as "yada yada yada."

Think you're man enough for Elaine Benes? Think again.