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What To Wear On A First Date If You're Not 20 Anymore

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26. Go Minimalist With A Sweeping Vest
If you see a duster vest at the store next time, snap it up because it is the perfect first date item. It transforms jeans and turtlenecks into effortless, fashion-forward outfits. All you need is a color-blocked purse and red lipstick, and you'll be all set to turn heads throughout the night.