We love that “Preppy Chic” has been making a splash again this season. The clean-cut style that generally includes collared shirts and loafers (and plenty of argyle) has gone through a real revival throughout the past few years. Gone are the pedestrian shades of yore – newer and brighter colors have made their way into the threads of this classic style. We decided to take it upon ourselves to compile a list of our favorite (and craziest) TV and movie prepsters for even more fashion inspiration. Check out our list and let us know your favorites!
Part snobby rich kid, part angsty teenager and total jerk, even Steff’s horrible personality couldn’t stop us from appreciating his outfit choices. Though his morals were an absolute mess, Spader’s ensembles were always perfectly preppy throughout this 80’s classic.
Tracy Flick might be a manic and manipulative election candidate, but you have to admire her drive. The extreme example of “preppy,” Tracy’s outfits held real potential. A little less uptight, a little more colorful and she’d be on her way to being a regular fashionista.
Will Smith might have been the Fresh Prince but his cousin, Carlton, almost stole the show as the Preppy King. Despite being awkward and overbearing, Carlton was always dressed to the nines.
This “Queen B” is not only the reigning monarch of the Upper East Side, she’s the ruler of our Prepster inspirations. She never has a hair out of a place or an accessory out of season. With perfectly placed bows in her hair and the chicest school uniform around, Blair sits on the preppy throne with ease.