'Tis the season for parties upon parties upon parties. And, while we'd never complain about the influx of free food, we do eventually run out of brilliant outfit ideas. To preempt our inevitable styling fatigue, we asked R29 style director Connie Wang to whip up three on-point ensembles for some of winter's trickiest sartorial challenges. Check out the video above, and get inspired by her looks for rooftop fetes, indoor dance parties (this involves open-toed ALDO sandals — with socks, of course), and office shindigs. Here's to a season of flawless dressing — and the pictures to prove it.