When in doubt, mixing stripes is always a surefire way to make your outfit lean preppy. The mixed prints in this look feel like they're school-uniform-inspired. The red pumps and khaki jacket add ...

From the red polka dot style Hailey ... will always help you lean more prep in your outfits. Layered knit sweaters are a hallmark attribute of the preppy aesthetic that add texture and depth.

While we would say all Sporty & Rich collections come with a distinct preppy-inspired style, this latest collection, in ...

Bailee Madison of "Pretty Little Liars" and "Once Upon a Time" fame has walked many red carpets, and these eight outfits are her best in our opinion.

When you buy through links on our articles, Future and its syndication partners may earn a commission. Credit: Instagram/@kendalljenner Kendall Jenner takes a stylish trip to the bookstore in a ...

the 818 Tequila founder typically reaches for a preppy, minimalist outfit, often including matching sets, belted overcoats, and monochromatic accessories. This time around, she added a bold pop of red ...