Shop cardigans, loafers, blazers, and more. While the preppy look is timeless, it’s recently come back onto our radar as a trend. As a New York City-based writer, I love seeing its resurgence on ...

For those unfamiliar with the Upper East Siders of yesteryear, allow us to explain what preppy fashion really is: The term actually originated as a way to describe the style of prep school students on ...

TheImageDirect.com Taking inspiration from Holmes’ chic outfit, we curated a range of preppy staples available on Amazon, including pleated skirts, shiny loafers, plaid blazers, polo shirts ...