Name

Dee Ocleppo Hilfiger

Title

Founder of Dee Ocleppo;
Creative Director of Judith Leiber

Your Style is

Classic, feminine, glamorous

Ladies We Love

With a collector’s instinct and a designer’s touch, Dee Ocleppo Hilfiger treats fashion much like her coral-stone Palm Beach home: layered, luxurious, and built to last. The founder of Dee Ocleppo and creative director of Judith Leiber has spent years collecting pieces that blend craftsmanship with charisma—and the treasures she’s shared with The SIL are proof. Among them: a pink wool coat with whimsical buttons worn to BCRF luncheons, a Sant Angelo fur photographed by Bill Cunningham, and a cropped Biba jacket that channels the chic irreverence of London in the 1960s. Elegant, feminine, and unapologetically glamorous, Dee approaches vintage with the precision of a designer and the joy of a lifelong collector. In her world, beauty isn’t just worn—it’s curated, lived in, and loved.

Elegant, feminine, and unapologetically glamorous, Dee approaches vintage with the precision of a designer and the joy of a lifelong collector. In her world, beauty isn’t just worn—it’s curated, lived in, and loved.

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Our Chat with Dee Hilfiger

  •  I’ve always loved the elegance of the 1960s and the sexiness of the 1970s disco era.

  • A beautiful blue and white wool sweater from the 1960s that I discovered in my mother’s closet and borrowed as a teenager.

  • Definitely some of my 1980s looks and hairstyles!

  • Kathy Hilton, Jordan Roth, Nancy Rogers, and Ally Hilfiger.

  • Probably the mustard-colored hooded leather coat with fur accents. The Ithia coat is so unique and is a showstopper every time I’ve worn it!

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