Her fashion reign was brief but the impact was long lasting.

It has been 20 years since Carolyn Bessette-Kennedy died in a plane crash, along with her husband, John F. Kennedy Jr. and her sister, Lauren. The trio were on their way to a summer wedding when the plane piloted by JFK Jr. went down off the coast of Martha’s Vineyard.

Tall, leggy and blond, Bessette-Kennedy was often described as an icy beauty and she came to define the minimalist chic of New York City in the 1990s. As brief as the spotlight on her was — her marriage to JFK Jr. was merely two and half years old before the tragedy — the mystique of her looks, self-possession and inimitable approach to dressing continues to be imitated. There are a slew of Instagram accounts dedicated to her and much like her mother-in-law, Jacqueline Kennedy-Onassis, her style not only defined a look but an era.

Click the “View Gallery” button above for some of Carolyn’s most iconic looks

Bessette was working as a VIP liaison for Calvin Klein — it was said that the designer himself was inspired by her take on his clothing — when the world’s most eligible bachelor and People’s Sexiest Man Alive came in for a suit. Soon the press spotted the topless hunk with a new blonde rollerblading in Central Park or on his boat in Hyannis Port, site of the famed Kennedy compound. Then she was still sandy blond, not almost platinum, and she was wearing sporty sweats and roomy t-shirts, much like her paramour himself. But once they were publicly official and attending formal events with him either to do with the Kennedy family heritage or to promote his nascent politics-meets-pop-culture magazine George, her style bona fides — strict, streamlined, devoid of ornamentation except for a splash of red lipstick — captured the imagination. Off red carpets, she was bedeviled by the ravenous paparazzi horde and we couldn’t get enough of her easy but smart street style.

Despite being the most photographed couple on the planet, they somehow managed to keep their wedding plans a secret. Held in a small church on an island off the coast of Georgia, the one photo released to the media of their nuptials single-handedly changed the bridal fashion industry. Her wedding dress designed by close friend, Narciso Rodriguez, a bias cut slip-like gown, put an end to big pouffy wedding dresses and ushered in a time of pared down elegance. Her wedding look cemented her status as a style icon.

Style Icon: Carolyn Bessette-Kennedy's Timeless Fashion