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Marlene Dietrich started the trend, while Katharine Hepburn pioneered the unbelievably sexy masculine look with loose high-waisted trousers, a shirt and heels.
We're seeing a lot of their retro glam in this summer's collections, such as Dsquared's high-waisted trousers with masculine braces.
But you can also put a romantic twist on this look by matching high waists with pretty blouses.
Photo: Dsquared Spring/Summer 2007 collection