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(It helped that von Furstenberg made regular appearances on MTVs The City as Whitney Ports boss.) Over the years, she experimented with other silhouettes and avant-garde prints, but on the brink of her fifth decade in business, shes going back to her roots: clothes with simplicity, ease, and a joyful spirit

Choose the Right Length: A typical cocktail dress falls above the knee

Outfit #8 Courtesy of Pinterest This look uses a baseball jersey layered with a simple white crop top and white sweatpants

A simple dress paired with a stunning shawl is the easiest way to make yourself stand out as a fashionista

These are a bit of an investment but will be a sneaker you can wear year after year