In its heyday in the 2000s, J. Crew garnered a reputation for being one of America's most iconic brands, successfully toeing the line between preppy and cool and garnering the admiration of ...

Think Doc Martens, cute skirts, plaids, pinstripes, houndstooth and gingham prints. Our Bollywood babes embrace it in quirky ...

We may earn commission on some of the items you choose to buy. JW Anderson and Uniqlo are giving the preppy aesthetic a fresh twist for 2025. Today, the fashion designer and retailer launched a ...

The preppy bob takes confidence, real or fake, as you can’t hide behind styling options and you’re very limited in being able to put it up in a ponytail. 'It works well with an oval, heart or square ...