How to Wear Dresses Over Pants—Your Ideal Thanksgiving Outfit

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We’re sure you’ve contemplated it before. Now we have evidence that your instincts were right: our street photographer Kristin Yamada captured a good number of stylish ladies the world over rocking frocks over jeans and trousers this fall. So we’re calling it a trend—just in time to sit down for a monstrous meal with the fam and engage in some roughhousing with the nieces and nephews.

Street Style: dresses over pants.

Photos by Kristin Yamada

Consider this post permission to just throw a dress over your jeans this holiday season. Well maybe not “just.” There are a few guidelines we’d like to share first. Here are the primary ways in which the style-setters are pulling off this perfectly lovely and practical look.

Pretty Casual

Street Style: casual dress-over-pants look.

If you have a delicate dress that you want to wear this holiday but feel like it will be too chilly outside or too chill at the party to pull off the look, simply slip on jeans underneath. As the four lovely ladies above show, denim instantly makes most any dress daytime appropriate. Not only do jeans relax your outfit, but they also make it instantly more playful. Finish the look off with booties or a wedge heel, then, after you imbibe some wine with the adults, you can show the kiddos who’s boss on the Nintendo Wii. Game over.

SHOP: floral dresses

Cute & Coy

Street Style: off-the-shoulder dresses with leggings.

Want to show a little skin during your Friendsgiving? Go for it without looking too provocative by slipping on leggings for warmth and sneakers for stability. There’s no need to pack away your shoulder-baring or cutout dresses come the cold: layering with bombers, leggings and slim-cut trousers maintains the sex appeal while looking coolly casual—in case there’s a friend in attendance at your holiday feast who has potential to be so much more.

SHOP: off-the-shoulder dresses | cutout dresses

Slip Up

Street Style: slipdress over pants.

A slipdress over a tee or turtleneck and trousers might be the perfect holiday uniform. Slipdresses outline the figure, creating a more formal silhouette, while the casual basics underneath keep things comfortable. Choose solid or neutral colors for your base layer, then pick a brighter shade or even a print for the frock on top. Footwear steers the direction of this look: pumps or sandals will highlight the feminine slip while boots or flats make the overall effect more tomboyish.

SHOP: slipdresses 

Daytime Eveningwear

Street Style: formal dress over denim.

A formal dress over denim or other skinny pants keeps the holiday party festive but not too fussy. Feel free to go all-out dressy: carry a clutch and wear pumps. But make formality fun by ensuring that your pant leg peeks out from beneath your dress’s hem. A raw hem really helps dress down a gown.

SHOP: formal dresses | all dresses

—Britt Burritt



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