Best Bet: Gap 1969 Denim Jacket

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Seemingly never going out of style, a classic jean jacket is vital for the chillier nights of spring. Notice its light wash, perfect for layering with dark navies and blacks or over paler spring pastels. Casually drape it over a breezy maxi dress come date night, or pair it with a light blouse and white jeans for your next morning out.

Gap 1969 Denim Jacket, $70 at Gap.