In today’s digital age, young women are fortunate to have a wide range of inspiring style icons. On a daily basis, tens of thousands of images of Diane Kruger‘s street style swirl around Pinterest, while high school seniors can expertly copy Lupita Nyong’o‘s cupcake-like Oscars dress for their own prom. But as lucky as the youths may be, style icons of years past—ranging from Jane Birkin to Marilyn Monroe—still resonate in 2014 as well.
Take Audrey Hepburn, a woman whose impact in the fashion and humanitarian realms remains unparalleled even 21 years after her death. Both Hepburn’s on- and off-camera style was as dainty and ladylike as it was tomboyish and functional; her personal wardrobe scorecard featured just as many black skinny jeans and loafers as it did Peter Pan collars and pearls. But beyond clothes, Hepburn exuded an indescribable grace, reflected through her famous happiness, optimism and kindness.
In honor of what would have been Audrey Hepburn’s 85th birthday today, click through the gallery above for 11 timeless style lessons the star taught us about dressing impeccably—and to shop similar versions of her key pieces at all price points.