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By Real Simple
Updated February 21, 2012
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J. Crew Schoolboy Blazer
Credit: jcrew.com

The ultimate preppy classic, this navy wool blazer can be kept in rotation year round—pair it with floral dresses in spring, white jeans in the summer, colorful cords in the fall, and tweedy skirts in the winter. Also in petite and tall.

To buy: $198, jcrew.com.