Oprah's Cole Haan boots

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After years of living in pain, Oprah's staff finally said "enough!" They searched high and low to find the ever-elusive comfortable—and cute—high-heeled shoe.

The dream was realized in 2006 when Oprah was introduced to Gordon Thompson, the creative director for Cole Haan shoes. Using Nike technology, Gordon engineered an "air bag" used in heels and boots that provides cushion for the feet. "This is life changing," Oprah says. "It's not a cure for cancer, but it is a cure for your feet!"