Carolyn Bessette Kennedy’s Signature Shoe Was a Practical Loafer — 30 Years Later, It’s Still a Staple Worth Shopping
By Jeaneen Russell
Published on March 12, 2026.
Carolyn Bessette Kennedy, a former Calvin Klein executive known for her refined minimalist style, wore the classic loafer 30 years ago. The loafer was a staple of her wardrobe, worn with everything from work pants to everyday denim and even slip dresses. Despite 30 years of wear, loafers continue to be a stylish wardrobe staple that is comfortable enough to wear all day. We have found pairs inspired by her iconic style, starting at just $37.
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