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 in ...

The preppy style of the '50s, '80s, and '90s is timeless. Here, take a look at preppy style evolution and get tips on how to wear it today.

17. Massimo Dutti Nappa Leather Woven Bucket Bag Massimo Dutti When it comes to ‘preppy’ accessories, handbags that are less on-the-nose and more elevated or refined are the way to go.

Here are the best preppy clothing brands on the market. Shop the preppy aesthetic from popular brands like Ralph Lauren, J.Crew, Lands' End, and more.