Preppy 1950s-

<n>Alexander Onassis</n> and <n>Fiona Campbell-Walter</n>.

AI-generated virtual models in the <n>Old Money</n> aesthetic, popularly associated with <n>Ralph Lauren</n>.

Model <n>Cindy Crawford</n> in an archive photograph wearing a <n>Pepsi</n> sweatshirt.

A <n>Polo Ralph Lauren Fun Shirt</n> and <n>Polo Sport</n> cap. Photo from vintage shop <n>Anen</n>.

What is Quiet Luxury? 5 Stylish Outfits To Nail The Trend On A Budget

A photograph by <n>Teruyoshi Hayashida</n> from the 1965 book <n>Take Ivy</n>.

A <n>Giorgio Armani</n> campaign from August 1986, featured in <n>GQ</n>. Photo by <n>Aldo Fallai</n>.

The cover of the influential 1965 style guide <n>Take Ivy</n>, photographed by <n>Teruyoshi Hayashida</n>.

An editorial featuring pieces by <n>Dior</n>, <n>Tiffany & Co.</n>, <n>Isabel Marant Étoile</n>, and <n>Jennifer Behr</n>.

Japanese editorial featuring a <n>Takeo Kikuchi</n> coat, <n>Aba House</n> pants, and <n>Jun Men</n> sweater.

12 Easy Ways To Wear The Preppy Trend This Spring - Chatelaine

<n>Ponytail Hairstyles</n>, 1950, photographed by <n>Nina Leen</n> for <n>LIFE Magazine</n>.