Carolyn Bessette-Kennedy’s fashion legacy, synonymous with sleek cuts, oversized shirts, and a minimal colour palette, has only grown more powerful in the nearly twenty five years since her tragic passing. When it came to elevating classic pieces, few could compete with Carolyn Bessette-Kennedy. As exemplified at the Whitney Museum of American Art’s 1999 black-tie gala, she transformed a white shirt into evening-wear, unbuttoning it to the breastbone, rolling up the sleeves and adding a floor-skimming tiered skirt. Accessorized with black sandals and a gold beaded bag, the look was the epitome of New York City uptown glamour without compromising her pared-back aesthetic. Above all, Carolyn’s beauty looks were like her outfits: simple, yet effective. When she did amp things up with red lipstick, her preference was a rich hue allegedly applied with her ring finger, to achieve a “bled” effect. Carolyn’s timeless style and effortless elegance undoubtedly stand the test of time and will forever be a source of inspiration at Maison Carlyle.