Once reserved for the privileged few, the style is now ubiquitous, open to broad interpretation, and accessible to all ...

Explore the history behind prep as well as where to find the most iconic preppy clothing for men online from polos to chinos ...

Satiate the hard-to-shake craving of new duds for a new school year by keeping your eyes on your own paper this season and ignoring copycat trends; focus instead on building out core school ...

We may earn commission from links on this page, but we only recommend products we love. Promise. Scroll on to see a list of 25 preppy clothing brands that deserve a spot in your closet. Whatever ...

Once solely reserved for formal events, the humble necktie is quickly becoming the hottest accessory. From the red polka dot ...

In October 1980, Lisa Birnbach—along with Jonathan Roberts, Carol McD. Wallace, and Mason Wiley—released The Official Preppy Handbook, a satirical guide that, to this day, is considered a bible in all ...

While each product featured is independently selected by our editors, we may include paid promotion. If you buy something through our links, we may earn commission. Read more about our Product Review ...

It’s a sweltering day in New York City, and five teenage boys are selling bottles of Poland Spring water to drivers stopping at a traffic light in Harlem. Business is slow, so the boys–camped out on ...