Your holiday party dilemmas are officially solved with the timeless blackwatch plaid version of one of our favorite dress silhouettes, Tuckernuck's "Chloe." Ladylike, but not uptight. The spread collar and short wing sleeves are fun and flattering; the material has just the right amount of structure to it to give you some definition without discomfort. Try it with a red ballet flat by day, and switch to a strappy gold heel for night! Sizes XXS to XL. Buy from Tuckernuck.

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It can get chilly at those outdoor celebrations. This super soft wrap travels well and is sure to become a wardrobe staple. Comes in several colors.

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Public service reminder that the ready-to-wear department is always worth a look. That's where we found this elegant organza gown. We love the dramatic double collar—stunning from the front and back, with some arm coverage, which we always appreciate. Flattering fit and flare style. Our fitting room assessment: Looks more expensive than it is! Sizes 0 to 10. Buy from Nordstrom.

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Flutter sleeve wrap from the front; sexy cape from the back. A fun surprise that adds to the allure—and breathability!—of this magenta maxi. Perfect for a daytime event, and a dress you're sure to wear again and again. Sizes 00 to 18. Buy from White House Black Market.

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We're big fans of this line women's wellness brand, which is all about aging well. The place to start: their award-winning, extremely popular Let's Neck serum, which firms, smoothes, and hydrates crepey skin on your neck and décolleté. Buy from Ulta. 

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Great silhouette; delicate design. The all-over floral pattern is raised—a combination of lace embroidery and appliqué to give it a really memorable, elevated look. The tea length, lower in back, makes it perfect for a garden wedding where you may be walking in the grass, but this dress could take you just about anywhere. Sizes 4 to 16. Buy from Dillard's.

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We love the sleek simplicity of this trumpet style gown, which offers the perfect proportion of skin revealed/covered with that off-the-shoulder cut and sheer floral elbow length balloon sleeves, which offer just enough coverage, right where you want it. sizes 4 to 16. Buy from Macy's. See it on real MOB Leslie.

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Classic ballgown silhouette with modern comfort and sophistication from the metallic sheen to the pleated skirt, front slit and pockets. We love the balance of the off the shoulder short sleeve, creating coverage just where you want it. See it on real mom Sherri. Sizes 2 to 14. Also comes in plus sizes. Buy from Dillard's.

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Instant elegance, from the flattering sweetheart neckline to the flowing skirt and cascade of ruffles. Stretchy yet structured for a supportive fit. Comes in regular sizes as well as petites. 4P to 16P. Buy from Macy's. 

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Glamorous and forgiving—a winning combo in our book! Show off that décolletage while covering the upper arm and the crepe material is strategically ruched along the sides and in back. The ruffled neckline and back slit add extra flair. Sizes 14 to 22. Buy from Dillard's.

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Best of both worlds: show some shoulder; get some arm coverage. We love the ruffled cap sleeve, the tasteful peek of leg and the stretchy material for a flattering and supportive fit. Sizes 14 to 22. Buy from Macy's. 

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Stylish and forgiving—a winning combo in our book! Show off that décolletage while covering the upper arm. The crepe material is strategically ruched along the sides and in back. The ruffled neckline and back slit add extra flair. Sizes 4 to 16. Also available in petite and plus sizes. Buy from Dillard's.

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