If you have a large bust, you know the struggle of finding a chic summer dress that's equal parts comfortable, classy and ...

Rihanna is someone I look to for style inspiration because she never shies away from making an outfit interesting by mixing aesthetics, and she just stepped out in a look that could be considered ...

How the aesthetic has come full circle—and what it looks like in 2025.

Reacting to the country club-themed 'Cowboy Like Me' merch, several fans questioned the connection between the preppy aesthetic and the song's title while others pointed out that the lyrics do in ...

In partnership with the upcoming film, Hilfiger created a limited-edition clothing collection that blends racing-inspired styles with the designer's signature preppy aesthetic.

In “Sirens,” the dress codes of “The Official Preppy Handbook” are followed to a comical, Lilly Pulitzer-laden T.

Known for its sporty, preppy aesthetic, IZOD offers a full line of polos, golf wear, casual shirts, and weekend-ready looks that appeal to anyone who loves clean, classic style.

Much of the new interpretation of the preppy aesthetic takes inspo from the ‘90s, and no surprise here, but Agolde’s 90’s pinch-waist jeans were practically made for it.

It instantly defines your waist and adds that put-together polish the preppy style is known for. Don’t forget to layer: One of Gen Z’s favorite ways to amp up the preppy aesthetic?

Sienna Miller and Oli Green made a rare appearance with her lookalike daughter Marlowe who looked so grown up and fashionable.