The Most Stylish Women Ever

"Jackie Kennedy is the classic American style icon."

"Marilyn Monroe is famous for the billowing-white-dress moment, but for me it was her more casual sexiness that I remember: a pair of jeans and a white oxford shirt."

"Not only is Beyoncé a trendsetter with her effortless look, but she is a true role model for so many young women."

"Ali MacGraw's unconventional simplicity in The Getaway, with Steve McQueen, was fantastic. She has a special way of drawing you in."

"Grace Kelly is the princess of class. She is timeless and the ultimate definition of charm."

Offering up 25 flawlessly rendered pieces, this entire limited-edition mini line telegraphs the deeply American aesthetic that Hilfiger has made his own.

This shawl-collar fisherman's sweater is so Cape Cod–at-its-chicest.

A brilliant—and insanely cool—update on the cowboy boot.

Crisp and oversize but tailored exactly where it counts.

Perfectly slouchy and worn-in, these already look like your best-loved jeans.