Zendaya and the ‘Tenniscore’ trend took hold last year following the release of the film Challengers, but fashion types ...

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 ...

Olivia Rodrigo is taking her fans back to school with her latest preppy looks. The singer-songwriter put her spin on a classic style with various accessories that not only spruced up her dresses but ...

Get your blazers ready (Picture: Getty/Rex/ NBC) This article contains affiliate links. We will earn a small commission on purchases made through one of these links but this never influences our ...

One writer tests out the fashion-girl ways of styling traditionally "preppy" clothing. By Andrea Cheng. June 22, 2017. ... checked Bermuda shorts—you get the picture: I was one helluva preppy kid.

Getty Images. Back in the late 1890s and early 1900s, the "preppy" style was a sort of status symbol worn by wealthy guys who went to preparatory and Ivy League schools—hence the name.

The preppy style has its roots at old New England college preparatory schools. While its heyday was the 1980s, the look is still alive and well on Nantucket during the summer, says Trish Bridier ...

The founders of Tuckernuck, retailer specializing in preppy clothing, from left Madeline Grayson, Jocelyn Gailliot, and September Rinnier, in the Georgetown space that will be their first brick ...

The Renaissance hipsters: Photographer dresses Louvre sculptures in preppy clothes and Ray-Bans to make 'the icon iconic' Léo Calliard, 27, from Paris teamed up with digital retoucher Alexis Persani ...