Fashion

Prep Rally

By Joshua Hendren

movie still from the talented mr. ripley with gwyneth paltrow, jude law, and matt damon

Channel Jude Law and Matt Damon’s sartorial savvy in The Talented Mr. Ripley with the new approach to preppy dressing. Photo @ United Archives GmbH / Alamy.

There’s a new polish to preppy style. This season’s take on the classic collegiate look trades Ivy League tradition for effortless sophistication; think crisp tailoring, tactile layers, and an undercurrent of quiet luxury. Brands like Ralph Lauren, Brunello Cucinelli, Zegna, and Brioni refine the preppy code through elevated craftsmanship and rich textures, while Todd Snyder and Dsquared2 bring modern ease with relaxed silhouettes and sporty touches. Accessories tie it all together—from Ferragamo’s optical frames to Gucci’s Horsebit mules and Panerai’s utilitarian Radiomir watch—adding a contemporary edge to a timeless aesthetic. The result is a look that feels elevated, assured, and distinctly of today. Explore it in our BHS Edit, below.

  1. Brioni tan wool pants

    Brioni

    Wool pants
  2. Brunello Cucinelli brown and white aztec print cardigan
  3. Cremieux blue paisley pocket square

    Cremieux

    Tennis-print silk pocket square
  4. Dsquared2 black leather loafers

    Dsquared2

    Leather loafers
  5. Ferragamo brown frame glasses

    Ferragamo

    Optical glasses
  6. Gucci green suede mules

    Gucci

    Horsebit mules
  7. McQueen maroon polo with blue collar

    McQueen

    Polo shirt
  8. Panerai leather strap watch with black dial

    Panerai

    Luminor Marina Militare PAM05218
  9. Ralph Lauren white cashmere sweater

    Ralph Lauren

    Purple Label cashmere sweater
  10. Ralph Lauren braided leather brown belt

    Ralph Lauren

    Purple Label leather belt
  11. Rolex yellow gold watch

    Rolex

    Perpetual 1908 in yellow gold
  12. Santa Maria Novella green bottle of parfum with gold label

    Santa Maria Novella

    Quercia Eau de Parfum
  13. Santoni brown leather lace-up shoes

    Santoni

    Derby lace-up shoes
  14. Santoni brown leather weekend bag

    Santoni

    Weekender bag
  15. Zegna navy blazer

    Zegna

    Vellus Aureum jacket

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