Vintage Inspired by JFK JR

In the 80s and 90s, no one walked the tightrope between polished prep and lived-in athleticism quite like John F. Kennedy Jr. Whether he was gliding through Central Park shirtless in vintage running shorts, pedaling through SoHo in worn Chuck Taylors, or trading them for a houndstooth blazer on the Upper East Side, his style was a masterclass in duality—equally at home on a sailboat or at a black-tie gala.

This curated collection pulls inspiration straight from his playbook:

  • Vintage Preppy Layers – Think tweed, houndstooth, and well-worn blazers that feel just as right over a sweatshirt as they do over a button-down.

  • Athletic Icons – Retro track shorts, 80s graphic tees, and sneakers that look better scuffed.

  • Off-Duty Essentials – Rolled chinos, sun-faded oxfords, and throwback windbreakers that make errands feel cinematic.

Explore our curated selection of preppy and athletic vintage—pieces that channel JFK Jr.’s rare mix of American aristocracy and New York grit.

    Availability
    Color
    Size
    Category

    M016127S

    1990’S CIRCLE MADE IN USA HERRINGBONE TWEED WESTERN BLAZER SUIT 42R

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    M016084S

    2000’S BRIONI FOR HARRY ROSEN MADE IN ITALY ORIGINAL BLUE BLAZER SUIT JACKET 46L

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    M015937S

    1990’S DOC MARTENS MADE IN ENGLAND ORIGINAL 1461 3 EYELET OXFORD BOOT 12

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    M018692S

    1960’S LEVI’S BIG E TYPE III MADE IN USA THRASHED AND FADED LIGHT WASH DENIM TRUCKER JACKET SMALL

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    M018694S

    1970’S LEVI’S ORANGE TAB MADE IN USA SHERPA LINED LIGHT WASH DENIM WESTERN VEST X-LARGE

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    M018696S

    1980’S SANTA FE SPORTSWEAR MADE IN USA CROPPED PUEBLO PRINT CAMP COLLAR S/S B.D. SHIRT LARGE

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    M018700S

    1940’S CAFE RACER MADE IN USA CROPPED THRASHED & REPAIRED BROWN LEATHER ZIP MOTORCYCLE JACKET

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    M018710S

    2000’S LEVI’S ICONIC TYPE 1 MADE IN USA CROPPED WESTERN DARK WASH DENIM TRUCKER JACKER SMALL

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    M018717S

    1980’S CHAINSTITCHED RED CHILE RISTRA MADE IN USA FLEECE RAGLAN SLEEVE SWEATER LARGE

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    M018719S

    1930’S BIG STATE COWTOWN FORT WORTH MADE IN USA EMBROIDERED FLORAL WESTERN L/S B.D. SHIRT MEDIUM

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