The sil Questionnaire
with Dee Ocleppo Hilfiger
Closet Reveal
Dee Ocleppo Hilfiger
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.
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’70s Biba Red Fox Fur Coat -
1983 Chanel Gold Tone Pearl Drop Earrings -
’70s Sant’Angelo for Robert Sidney Coat -
Late-20th-Century Valentino Earrings -
’60s T. Jones Coat With Fur Lining -
’70s Murasan-Robin Trench Coat -
Mid-20th-Century Weiss Earrings -
’70s PLW Coat and Dress Set -
Late-20th-Century Coin Necklace -
’70s Hooded Cape -
’70s Bouclé Dress -
1980s Kenneth Jay Lane Art Deco Brooch -
Mid-20th-Century Necklace and Earring Set -
’60s Long Pink Wool Coat -
Mid-20th Century Kramer Brooch -
’60s/’70s Coat and Dress Set -
Mid-20th-Century Buckle Brooch -
’40s Catalina Sweater -
’70s Studded Suede Vest -
’60/’70s Geistex Knit Top -
Mid-20th-Century Earrings -
Mid-20th-Century Crystal Earrings -
’70s Sant’Angelo for Samuel Robert Jacket -
Late-20th-Century Sterling Silver Necklace
Dee's Charity: Next for Autism
The SIL supports charities personally selected by each Closet Feature subject. With every sale, a portion of proceeds is donated to their chosen cause.