My love affair with preppy style began in the late ’90s with a pistachio green, cable-knit Ralph Lauren sweater that became part of my work uniform at Vogue. Adding a chocolate brown version to my collection, I embraced a studiously casual way of dressing rooted in early-20th-century East Coast college sports uniforms. Influenced by the Park Avenue princesses of the era, I adopted their polished, high-maintenance Manhattan prep style, complete with designer pieces and sophisticated accessories. Social gatherings and summer weekends in the Hamptons allowed me to fully explore and embody this preppy aesthetic.
During summer weekends in the Hamptons, I shared a cottage with friends who epitomized the preppy lifestyle, from Ralph Lauren executives to a designer at Club Monaco. Embracing the quintessential preppy look, we dressed in faded denim miniskirts, oversized sweaters, Lilly Pulitzer-inspired shift dresses, and slim-cut jeans paired with Gucci web belts. Our outfits mirrored a mix of classic preppy elements with modern twists, reflecting a subversive take on traditional preppy attire. Days were filled with beach walks, brunches, shopping at chic boutiques, and evenings of clambakes and lobster rolls by the ocean.
The resurgence of preppy style in 2024 reflects a desire for a fresh-air wardrobe and seasonal hijinks, epitomized by the Miu Miu runway featuring navy polo shirts, tiny shorts, and squishy bags with rope sandals and distressed white deck shoes. This revival of preppy fashion offers a refreshing and cool alternative to current trends, providing a playful and creative approach to dressing within any budget. Embracing the spirit of preppy style, with nods to classic wardrobe staples like vintage Tory Burch flats and Ralph Lauren cable-knit sweaters, allows for individuality and self-expression within the traditional boundaries of preppy fashion.
As preppy style makes a comeback, it offers a nostalgic return to a time when effortless elegance and timeless pieces were celebrated. Rooted in the traditions of East Coast college sports culture and epitomized by iconic brands like Ralph Lauren and J.Crew, preppy style transcends generations and continues to inspire new interpretations and expressions. Whether attending social events in Manhattan or leisurely weekends in the Hamptons, the preppy aesthetic captures a sense of sophistication, charm, and classic American style that remains enduringly chic and timeless.
