The 'preppy' aesthetic simply comes from the term 'preparatory,' which refers to nostalgic elements referencing school uniforms. Think pleated skirts, rugby-style tops, blazers, and loafers.

Explore the history behind prep as well as where to find the most iconic preppy clothing for men online from polos to chinos to Repp ties and more. You don’t need to be an Ivy League alum to ...