We can't all live like the rich, but we can get a glimpse into the world of the preppy elite through great films. Very preppy movies with characters who went to prep school or living the prep life feature all of the relationship drama, desperation, and struggle we all experience in life – but their characters are typically much cleaner cut, in oxfords, khakis, sweaters, and somehow always ready to step onto a sailboat, even during tragedy. This is a list of great preppy movies, featuring everything from The Great Gatsby to Love Story to Ordinary People.
What films will you find on this list of the preppiest movies? Any adaptation of The Great Gatsby has to make the cut. Whether you prefer Robert Redford or Leonardo DiCaprio in the title role, this classic preppy tale is undeniably a classic. The Ice Storm is another good movie with a preppy aesthetic and impeccable acting. The Graduate follows a recent college graduate as he enjoys the luxuries of preppy life – and a scandalous love affair – while wiling the days away as only the wealthy can. Other films featured on this top preppy movies list include Rushmore, Good Will Hunting, and The Social Network.
Which movie do you like the best? Give your favorites a thumbs up and please add any good films featuring preppy characters that are missing.
Directed by: Peter WeirDead Poets Society is a 1989 American drama film written by Tom Schulman, directed by Peter... more on Wikipedia
Directed by: Whit StillmanMetropolitan is a 1990 comedy, drama film written and directed by Whit Stillman.
Directed by: Anthony MinghellaThe Talented Mr. Ripley is a 1999 American psychological thriller written for the screen and... more on Wikipedia
Directed by: Robert MandelSchool Ties is a 1992 sports film directed by Robert Mandel starring Brendan Fraser, Matt... more on Wikipedia
Directed by: Martin BrestScent of a Woman is a 1992 American drama directed and produced by Martin Brest that tells the... more on Wikipedia
Directed by: Dorian WalkerMaking the Grade is an American film which was released in 1984. It was directed by Dorian... more on Wikipedia
Directed by: Mary HarronAmerican Psycho is a 2000 American neo-noir satirical psychological horror film directed by... more on Wikipedia
Directed by: Jack ClaytonThe Great Gatsby is a 1974 American romantic drama film distributed by Newdon Productions and... more on Wikipedia
Directed by: John LandisTrading Places is a 1983 American comedy film directed by John Landis, starring Dan Aykroyd... more on Wikipedia
Directed by: Baz LuhrmannThe Great Gatsby is a 2013 romantic drama film directed by Baz Luhrmann, based on the 1925... more on Wikipedia
Directed by: Roger KumbleCruel Intentions is a 1999 American drama film starring Sarah Michelle Gellar, Ryan Phillippe,... more on Wikipedia
Directed by: Wes AndersonRushmore is a 1998 comedy-drama film directed by Wes Anderson about an eccentric teenager... more on Wikipedia
Directed by: Gus Van SantGood Will Hunting is a 1997 American drama film directed by Gus Van Sant, and starring Matt... more on Wikipedia
Directed by: Arthur HillerLove Story is a 1970 romantic drama film written by Erich Segal, who also authored the... more on Wikipedia
Directed by: Mike NewellMona Lisa Smile is a 2003 drama film produced by Revolution Studios and Columbia Pictures in... more on Wikipedia
Directed by: Julian JarroldBrideshead Revisited is a 2008 British drama film directed by Julian Jarrold. The screenplay... more on Wikipedia
Directed by: Mike NicholsThe Graduate is a 1967 American comedy-drama film directed by Mike Nichols. It is based on the... more on Wikipedia
Directed by: Woody AllenMatch Point is a 2005 drama film written and directed by Woody Allen which stars Jonathan Rhys... more on Wikipedia
Directed by: Rob CohenThe Skulls is a 2000 American psychological thriller film starring Joshua Jackson, Paul Walker... more on Wikipedia
Directed by: Cory FinleyThoroughbreds is a 2018 American drama thriller film directed by Cory Finley. After years of... more on Wikipedia
Directed by: John LandisNational Lampoon's Animal House is a 1978 American comedy film directed by John Landis. The... more on Wikipedia
Directed by: Burr SteersIgby Goes Down is a 2002 comedy-drama film that follows the life of Igby Slocumb, a rebellious... more on Wikipedia
Directed by: Blake EdwardsBreakfast at Tiffany's is a 1961 American romantic comedy film starring Audrey Hepburn and... more on Wikipedia
Directed by: Robert BorisOxford Blues is a 1984 film written and directed by Robert Boris and starring Rob Lowe, Ally... more on Wikipedia
Directed by: Harold RamisCaddyshack is a 1980 American sports comedy film directed by Harold Ramis and written by Brian... more on Wikipedia