Best Bet: Gap Academy Blazer

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For students, mid-August means fresh notebooks and shiny new backpacks. For those of us feeling that classroom nostalgia but doomed to spend more time in the office, consider Gap's update of the classic schoolboy blazer. In heather gray with a pop of neon trim, it even feels suitably rebellious. Simply roll up the sleeves and wear with a T-shirt, or toss over a silk blouse and trousers.

Gap Academy Blazer, $88 at Gap