Floral print trousers and black-and-white blazer holiday outfit

Photo: Richard Majchrzak/Studio D

Be a Smarty-Pants

Mismatched makes all the difference. Pair a classic tuxedo-style jacket with slim trousers in a rich floral pattern, and you'll be suited up with sass.

Blazer, $100; JDWilliams.com

Trousers, $129; Talbots.com

Watch, $795; Movado.com

Flat, $79; NineWest.com

Clutch, Adrienne Vittadini, $45; Boscovs.com
Sequined dress and faux-fur coat holiday outfit

Photo: Richard Majchrzak/Studio D

Play Dress-Up

A little Marilyn Monroe and a little J.Lo, this glitzy get-up evokes old-school glamour, and the sophisticated monochromatic palette brings a modern edge.

Faux-fur jacket, $295; GlamourPussNYC.com

Earrings, Pandora Jewelry, $90; Pandora.net

Dress, $348; JillJillStuart.com

Chain bag, $248; ToryBurch.com

Pump, SJP by Sarah Jessica Parker, $395; ZapposLuxury.com
Blue sequined dress and plaid sweater holiday outfit

Photo: Richard Majchrzak/Studio D

Skirt the Issue

For a casual-cool vibe, mix plain pieces and fancier ones. A cozy plaid sweater is the perfect foil for a blingy pencil skirt and a striking satin mule.

Sweater, $89; JJill.com

Faux-fur scarf, Echo, $79; EchoDesign.com

Skirt, Alice + Olivia by Stacey Bendet, $295; AliceandOlivia.com

Earrings, $85; KendraScott.com

Clutch, Nina, $68; NinaShoes.com

Mule, Paul Andrew, $795; MarthaLouisa.com
From the November 2018 issue of O, The Oprah Magazine