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Additional reporting by Shelcy Joseph Best Midi Dress to Wear With Boots: The Drop Karl Long Sleeve Smocked Midi Dress Slip into a style that's as unique and elegant as you are with this The Drop Karl Long Sleeve Smocked Midi Dress ($32, originally $70)

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Midnight espresso never tasted better: our Black Pleated Off Shoulder Bubble Hem Strapless Sequin Mini Dress is your perfect holiday party dress pick

We went through dozens of 80s magazines (especially Seventeen ) and found pictures of more than 60 different classic Gunne Sax prom dresses that ranged from sophisticated to romantic, to the full-on bubblegum look