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Don’t drop the ball: New Year’s Eve fashion for every party

Finding the perfect New Year’s Eve ensemble is kind of like beating the last level of “Super Mario Bros.” By no means is it impossible, but you’re going to have to put in the effort. I’ve been there, digging through my closet one last time to uncover a dress I forgot I had or standing in never-ending post-holiday lines at the mall. In a city like Chicago—where there’s no shortage of boozy parties, laid-back gatherings and decadent dinners—New Year’s Eve fashion runs the gamut. Is a dress shirt necessary for a house party? Are sequins still a thing? I don’t have to wear heels if it’s snowing, right? We took care of the guesswork and matched every occasion with two celebrity-inspired outfits to help you look your best on New Year’s Eve. Sorry we can’t do anything about that hangover on Jan. 1.

Friend’s house party

Ladies: Tailored leather pants, black heels and a printed blazer keep you looking sleek while taking names at the beer pong table.
Dudes: Add your favorite leather jacket to dark jeans and a fitted henley for a sophisticated look that’s not too fussy.

Hosting a dinner party

Ladies: A colorful pencil skirt and classic crop top create an outfit that stuns—even in the comfort of your home.
Dudes: Pair a comfy knit cardigan with dress pants for a laid-back look that’s easy to wear all night.

Neighborhood dive bar

Ladies: A printed long-sleeve dress and low heels or booties make your favorite dive bar feel a bit more special.
Dudes: Jeans and a dress shirt are just enough, but top it off with a fitted blazer for an elevated look (and an excuse to ditch your coat).

Bottle service with friends

Ladies: A bright frock with a plunging neckline will help you stand out in a sea of sequins and LBDs in River North.
Dudes: Use this as an excuse to pull your favorite tailored suit out of the closet.

Dinner and dancing

Ladies: A flirty A-line dress with a little sparkle will light up the room and keep you glowing after midnight.
Dudes: Layer a light sweater over your dress shirt (tie optional) so you can peel off layers when the dance floor heats up.

Party hopping

Ladies: Not sure where you’re headed? Hop in a colorful jumpsuit and glossy leather jacket for an outfit that can go just about anywhere.
Dudes: Denim on denim isn’t a fashion faux pas. This easy, fashion-forward look will fit in at your friend’s place or the bar down the street.

Low-key dinner reservations

Ladies: Before checking in at your favorite neighborhood spot, spring for a colorful knee-length dress and heels to take it up a notch.
Dudes: Dark dress pants (or nice jeans) and a crisp blazer will keep you looking sharp into the wee hours of the morning.

Upscale dinner reservations

Ladies: Finally, a reason to wear that embellished dress or skirt you scored from the Nordstrom sale rack.
Dudes: A colorful blazer, classic black tie and dress shoes will make an impression long after your last bite.