Ralph Lauren's preppy bear mascot becomes a VERY unlikely fashion icon as stylish TikTokers flock to copy the animal's looks. The Ralph Lauren bear cartoon featured on the brand's sweaters is a ...

J.Crew. As far as polished and preppy looks go, you can’t go wrong with a cashmere tee like this relaxed piece from J.Crew. It has a shorter length that’ll still tuck well into high-waist ...

Style Points is a weekly column about how fashion intersects with the wider world.. Lisa Birnbach has seen this all before. The author of The Official Preppy Handbook, which went old-world viral ...

According to today’s tweens and teens, the new definition of preppy is now more similar to 2019’s “VSCO girl,” except the Stanley Cup has dethroned the Hydroflask. It’s all about casual ...