Truly, what was the likelihood of two sleeveless plaid dresses showing up at last night's W magazine party [1]? While we're doubting that these two texted beforehand to make sure they showed up in matching looks, it does speak to an emerging trend: plaid as cocktail wear. Both Michelle Dockery and Kirsten Dunst [2] picked the preppy print, in Altuzarra and Rodarte, respectively, though they had different styling approaches. Kirsten kept hers more downtown with black ankle boots, and Michelle went the polished route with yellow Louboutins.

We won't blame you if the bold squares and checks haven't crossed your mind yet as a cocktail option, but we urge you to begin giving it some consideration. And to start you off, we've done the precursory shopping for you.