Best Bet: Loeffler Randall Saffiano Shooter Bag

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With its unusual U-frame design, Loeffler Randall's Shooter Bag in luxurious saffiano leather is an urban update to the hunting classic. Though compact, it's roomy enough for your essentials (keys, wallet, tech toy, Twizzlers). And its adjustable strap lets you wear it across the body, keeping your daily ammunition right at the hip. Our favorite detail? The trapdoorlike top is secured with a gorgeous brushed-gold push lock.

Loeffler Randall Shooter Bag, $350 at Endless