1
Silvia Tcherassi Odele Dress
If a black-tie gala is on your December calendar, invest in a dress that's wearable again and again. With an elegant neckline and dramatic draped back, this silhouette is just sexy enough.
2
Oscar de la Renta Orchid Threadwork Inset Cardigan
This sweet Oscar jumper is ultra-feminine and has a major point of view, making it perfect for a family brunch or a visit to church.
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3
Sergio Hudson Single Breast Tuxedo Jacket
The power suit has come a long way in its cocktail-worthy appeal. Wear this style-forward blazer over a pair of monochrome tuxedo pants and gold jewelry.
4
Simkhai Montgomery Dress
With an airy top layer and tons of movement, this number is a year-round win. For the holidays, wear it with a black faux fur on top and patent-leather mules.
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5
Giuseppe Zanotti Intriigo Strap
The perfect holiday shoe is three things: timeless, versatile, and elegant. This one is the trifecta, and pairs beautifully with trousers, dresses, and jeans alike.
You'll never go wrong with a modern take on a shirtdress, ideal for the office holiday party as well as a family soiree. This one wears well straight through spring, too.
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7
Silvia Tcherassi Atira Skirt
With a flattering high-waist cut and intricate floral detailing, this Sylvia Tcherassi is a day-to-night dream that's magical with a black turtleneck bodysuit. Wear suede boots underneath for a more casual appeal, or go full-on stilettos to amp it up.
8
Area Gemstone Necklace Gilet
For a more casual holiday dinner (girls' night out, holiday-season edition?), this top is suitably fun and funky. Pair it with high-waisted jeans and a platform heel to dance the night away.
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Winter white, always. Add mixed-metal accessories for an updated, of-the-moment vibe.
10
Lela Rose Rose Jacquard Knit Midi Dress
Classically Lela Rose, this back-and-white midi is demure. Pair it with white shoes and simple jewels for an old-Hollywood effect.
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