Gentlemen of Hampden-Sydney

I’ve listed Hampden-Sydney again this year as the most preppy college in the South. It was founded in 1775, when … More

Upper Class Twit of the Year

Monty Python’s Upper Class Twit of the Year Show suggests that the landed gentry – at least in England – have … More

Matt Nelson interviewed Lisa Birnbach for Borders a few years back when True Prep was published, a book she co-authored … More

Making The Grade is another of the 80s preppy movies, but it was particularly bad, follwoing a cliche format of upper … More

PBS aired a fascinating documentary a few years ago: People Like Us – Social Class in America, taking on one … More

In the last few days, I’ve been focused on New England, posting about Nantucket Reds and their connection with sailing. … More

This is the preppy Zeta Chi scene from Trading Places. Four men – who could be Brooks Brothers models – … More

Description: “Not sure what you want to do once you graduate from your exclusive prep school? Let our informational video … More

Sadly, this YouTube video left out thrift stores and consignment shops. In the best ones, you can find most of … More

Put This On host Jesse Thorn visits the legendary traditional clothing store J. Press to talk about classic American style … More

In the decade following publication of The Official Preppy Handbook, Hollywood produced a string of movies with a preppy theme. … More

With designers like Tommy Hilfiger updating the preppy look for a younger mass market, as in Feast Interruptus with its … More

Needless to say, Alden’s attitude and behavior in this sketch are NOT preppy. He’s a spoiled brat, who lords his … More

From the film Metropolitan (1990) directed by Whit Stillman: Interestingly, Averell Harriman did not make the prep pantheon in The … More