The quandary: picking a date-night outfit that’s cute and stylish when it’s cold out and all you want to do is wear leggings and a sweatshirt and UGGs. The solution: the following seven outfit ideas that are as cozy and they are chic.
Credit: Wait, You Need This
Chunky Sweater + Leather Leggings + Over-the-Knee Boots
Think of this look as the winterized version of that date-night staple: jeans, a nice top, and heels. Just swap out the top for a warm sweater (and moto jacket on top if it’s that chilly) and the heels for a leg-lengthening pair of over-the-knee boots and you’re good to go.
Credit: Extra Petite
Pussy-Bow Blouse + Miniskirt + Moto Jacket
On the fancier – and girlier – side is this cute combo, which takes a 9-to-5 staple (the blouse) and pairs it with more dressed-up pieces to a great high-low effect. Note that you could totally rock this look with a sleek pair of moto boots if heels aren’t quite your speed.
Credit: 9 to 5 Chic
Velvet Maxi + Denim Jacket + Slingback Flats
It’s velvet season, and we’re so psyched. But, unlike the dresses you wore as a kid, this take on velvet is modern and stylish. In a maxi silhouette, it’s an unexpected use of the fabric, which, in addition to keeping you toasty, looks excellent paired with a more casual jacket and sweet flats (which could absolutely be swapped for a pair of boots, should the weather require).
Credit: Girl with Curves
Floral Dress + Ankle Boots
Long-sleeve dresses are a godsend come fall and winter, when you don’t want to give up your prettiest frocks but you also don’t want to look season-inappropriate. In a gorgeous moody floral print, this midi-length version looks amazing with simple ankle boots. Top off this look with a coat – we love the idea of a long camel number or cropped leather moto – and scoff at the idea of sticking to pants in colder temps.
Credit: Damsel in Dior
Sequined Skirt + Turtleneck + Boots
Also an excellent holiday-party option, this outfit is pretty much everything we look for in a dressed-up winter look. The classic black turtleneck and boots are the perfect supporting pieces and let a standout midi skirt shine (literally).
Miniskirt + Ankle Boots + Statement Coat
A little rock ‘n’ roll, a little edgy, and a lot cool. A straightforward black skirt is a total wardrobe staple, while the coat screams look at me in the best way possible and the white tee keeps it from looking too out there.
Credit: With Love From Kat
Lace Camisole + Jeans + Sweater Coat
Think comfort is king? Copy this outfit. With a plain tee or tank, the jeans-sweater combo could look a little casual, but the addition of a lace-trimmed silk cami makes it nighttime-appropriate while maintaining an air of effortlessness. Coziest date night ever.
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