Olivia Culpo’s Guide to Holiday Dressing

Jennifer Ferrise

Updated on November 10, 2017 @ 01:30AM

Start Shopping for Party Looks Now

Don’t wait until December to stock up on your cocktail attire, says Culpo. “There are so many good pieces at Zara, H&M, and Asos right now. And if you can splurge, I also love Monse for really beautiful night-out looks.”

02 of 08

If You’re the Host, Keep It Cozy

“When you’re having people over for the holidays, it's important to be comfortable,” says Culpo. “I like to do a sweater dress with an over-the-knee boot, a stocking, and a really chic hat. If you’re cooking, just go with a dark dress color, so you don't have to worry about getting it too dirty.”

03 of 08

When In Doubt, Overdress

We all know dress codes can be tricky this time of year. Culpo’s take? Err on the dressy side. “I personally tend to be an overdresser rather than an underdresser in general,” she says. “But that’s mainly because I love clothes and I love putting together an interesting look. At a party, it can also feel strange when you’re too casual. If you’re really stuck, ask the host what they’re wearing and follow that lead.”

04 of 08

Try Head-to-Toe Red

"I've been buying a ton of red lately," says Culpo. "And I love a monochromatic look during the holidays because it's so pulled together, yet still playful." If you're not sure about going full throttle, try a crimson pump. "I like suede or muted leather over patent, so you don't get the costumey Betty Boop effect," adds Culpo, citing Christian Louboutin as her favorite.

05 of 08

Layer Strategically

There’s nothing worse than being cold when you’re all dressed up. Culpo’s trick is to cover up without adding bulk. “Layer a black turtleneck bodysuit under your jackets and dresses,” she says. “It also looks chic with a pair of trousers.”

06 of 08

Go For A Block Heel Over A Stiletto

“Look for a great thick block heel shoe or bootie,” says Culpo. “Stuart Weitzman has really great ones that are comfy even when you’re on your feet all night long. If you’re more of a flats person, go for a Gucci loafer. That’s what I’ll wear when I have my girlfriends over for a little casual party.”

07 of 08

Have a Foolproof Outfit Ready to Go

In case of any last minute invites, Culpo says to have a chic look on standby, like a textured little black dress. Her other go-to? “A pair of high-waisted leather leggings,” she says. “You can put it with an oversize sweater or a sleek blazer, and it can take you somewhere casual or dressy.”

08 of 08

Kick Your Makeup Up A Notch

The finishing touch? A red lip, of course. “I love MAC lip liner with a bold Laura Mercier lipstick on top,” says Culpo. Or try a cat eye. "I don’t wear any mascara when I do a cat eye, so all of the focus is on the liner."

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