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

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 ...

Preppies have bestridden the earth with their very own specific swagger, even sprezzatura, doubtless in variants of the Sperry Top-Sider deck shoe, for many decades and probably centuries. The ...

Dressing preppy might be your style. Whether you are going for an effortless chic look to wear to the office or a casual date we are sharing all about the preppy look here. If you want to learn how to ...

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 ...

Every so often, a fashion show triggers a zeitgeist shift. More than any breathless praise or armchair analysis, it is a gut feeling that these clothes are going to change the way we dress. While ...

Welcome to Town & Country’s first-ever Preppy Awards, a celebration of heritage brands and classic pieces that have achieved icon status in the world of prep.

Channelling country-club chic has never been more stylish. The 'preppy' aesthetic simply comes from the term 'preparatory,' which refers to nostalgic elements referencing school uniforms. Think ...