TV Series: Pretty Little Liars
Actors: Lucy Hale and Ian Harding
Costume Designer: Mandi Line

Dating your high school English teacher is usually taboo, but not in TV land. Teenage girls and 20-somethings love Mr. Fitz (on and off the show). He dresses appropriately without looking boring, or like a high school teacher who hasn't seen the light of day—you know the ones we're talking about. As for Aria, she's (probably) responsible for the high school girls in all these edgy, bohemian clothing.