How to Wear Leggings

Black leggings have become so ubiquitous in our day-to-day rotation that they probably get more wear-time than almost any other item in your wardrobe. Which, of course, makes sense: They’re just as versatile as your favorite jeans, and, let’s face it, probably a lot more comfortable. Even better, they can be worn almost everywhere, from yoga to work to that first date with the sexy bae you met at the bar.

Black leggings are an outfit no-brainer, sure, but even no-brainers require at least a little thought now and again—there’s a big difference between looking effortless and like you didn’t try at all. Here, five ways to ensure black leggings nail the former vibe, not the latter.

1Day to Night

We've all had those days: tons of errands to run followed by big plans for fun later and no time to change in between. Find the balance between comfy and cool by pairing black leggings with a super soft t-shirt and a statement-making (and waist-whittling) puffer jacket. Sleek accessories—like embellished mid-heel booties, a rose gold Fitbit bracelet, and a miniature wristlet purse—dress everything up just enough without looking too precious. J. Crew Cashmere T-Shirt, $90, net-a-porter.com; Helmut Lang Stretch-Twill Leggings, $119, theoutnet.com; Elizabeth Roberts Anne Puffer, $695, intermixonline.com; Joseph & Stacey Oz Round Zip Wallet Slim, $118, wconcept.com; Maison Margiela Glitter-Embellished Ankle Boots, $630, matchesfashion.com; Fitbit Flex 2 and 22K Rose Gold Plated Bangle Accessory, $100 each, fitbit.comWe’ve all had those days: tons of errands to run followed by big plans for fun later and no time to change in between. Find the balance between comfy and cool by pairing black leggings with a super-soft T-shirt and a statement-making (and waist-whittling) puffer jacket. Sleek accessories—like embellished mid-heel booties, a rose gold Fitbit bracelet, and a miniature wristlet purse—dress up everything just enough without looking too precious.

J. Crew Cashmere T-Shirt, Helmut Lang Stretch-Twill Leggings, ; Elizabeth Roberts Anne Puffer; Joseph & Stacey Oz Round Zip Wallet Slim; Maison Margiela Glitter-Embellished Ankle Boots; Fitbit Flex 2 and 22K Rose Gold Plated Bangle Accessory.

2Girls’ Night

The main requirements for a stellar Friday night: an up-for-anything attitude and an outfit that works no matter where you end up. Balance the body-con nature of leggings with something billowy like an off-the-shoulder top. It's unexpected and, when paired with mules and a tasseled shoulder bag, channels a breezy, just-back-from St. Tropez appeal.Fitbit Flex 2 and 22K Gold Plated Bangle Accessory, $100 each, fitbit.com; Caroline Constas Lou Off-The-Shoulder Striped Cotton Top, $395, matchesfashion.com; Street Level Tassel Faux Leather Crossbody Bag, $48, nordstrom.com; Nest Hammered Horn Bangle Bracelet Set, $250, saksfifthavenue.com; NO. 6 Leather Platform-Wedge Clogs, $275, barneys.com;  Helmut Lang Stretch-Twill Leggings, $119, theoutnet.com

The main requirements for a stellar Friday night: an up-for-anything attitude and an outfit that works no matter where you end up. Balance the body-con nature of leggings with something billowy, like an off-the-shoulder top. It’s unexpected and, when paired with mules and a tasseled shoulder bag, channels a breezy, just-back-from-St.-Tropez appeal.

Fitbit Flex 2 and 22K Gold Plated Bangle Accessory, $100 each; Caroline Constas Lou Off-the-Shoulder Striped Cotton Top, $395; Street Level Tassel Faux Leather Crossbody Bag, $48; Nest Hammered Horn Bangle Bracelet Set, $250; No. 6 Leather Platform-Wedge Clogs, $275,;  Helmut Lang Stretch-Twill Leggings, $119

3Work

Leggings can be worn in the office, just as long as you remember one key rule of thumb: Your coworkers do not need visual proof of how dedicated you are to barre class, so keep your assets under wraps. A structured, hip-length cardigan and silky button down make it easy. All you need now? Power flats and a boss-lady bag.Pierre Balmain Embellished Ribbed Cotton Cardigan, $775, net-a-porter.com; Y-3 Voile Shirt, $134, theoutnet.com; Fitbit Flex 2, $100, fitbit.com; Helmut Lang Stretch-Twill Leggings, $119, theoutnet.com; Maison Margiela Replica Bauletto Leather Bag, $1,288, matchesfashion.com; Tod's Fringed Trim Loafers, $530, farfetch.com

Leggings can be worn in the office, just as long as you remember one key rule: Your coworkers do not need visual proof of how dedicated you are to barre class, so keep your assets under wraps. A structured, hip-length cardigan and silky button down make it easy. All you need now are power flats and a boss-lady bag.

Pierre Balmain Embellished Ribbed Cotton Cardigan, $775, ; Y-3 Voile Shirt, $134; Fitbit Flex 2, $100,; Helmut Lang Stretch-Twill Leggings, $119; Maison Margiela Replica Bauletto Leather Bag, $1,288; Tod’s Fringed Trim Loafers, $530,

4Date Night

All-black is always chic and ultra flattering. Treat leggings like tights and layer them under a sheer peasant dress. To up the bohemian appeal, pull on thigh-high boots and finish with eye-catching accessories like a patterned clutch and gleaming silver Fitbit lariat.Fitbit Flex 2, $100 and Stainless Steel Pendant Accessory, $80, fitbit.com; TopShop Spot Pleated Skater Dress, $85, topshop.com; Helmut Lang Stretch-Twill Leggings, $119, theoutnet.com; Zara Contrast Fabric Crossbody Bag, $50, zara.com; Free People Laila Thigh High Boot, $228, freepeople.com

All-black is always chic and ultra flattering. Treat leggings like tights and layer them under a sheer peasant dress. To up the bohemian appeal, pull on thigh-high boots and finish with eye-catching accessories like a patterned clutch and gleaming silver Fitbit lariat.

Fitbit Flex 2, $100, and Stainless Steel Pendant Accessory, $80; TopShop Spot Pleated Skater Dress, $85; Helmut Lang Stretch-Twill Leggings, $119; Zara Contrast Fabric Crossbody Bag, $50; Free People Laila Thigh High Boot, $228, 

5Weekend

Weekends call for easy-wearing classics, but classics needn't be boring. A striped breton top and denim jacket go from brunch to Barneys easily, while pompom embellished sneakers, a metallic cross body bag, and a sweetly-hued lavender Fitbit add a hit of futuristic, sports-inspired cool. Fitbit Flex 2, $100, fitbit.com; Madwell Classic Jean Denim Jacket, $120, net-a-porter.com; Petit Bateau Women's Striped Sweatshirt, $55, petit-bateau.com; Helmut Lang Stretch-Twill Leggings, $119, theoutnet.com; PB 0110 AB21 Leather Cross-Body Bag, $600, matchesfashion.com; Here/Now Arian Genuine Fox Fur Trim Sneaker, $240, nordstrom.com

Weekends call for easy-wearing classics, but classics don’t have to be boring. A striped Breton top and denim jacket go from brunch to Barneys easily, while pom-pom-embellished sneakers, a metallic cross body bag, and a sweetly hued lavender Fitbit add a hit of futuristic, sports-inspired cool.

Fitbit Flex 2, $100; Madewell Classic Jean Denim Jacket, $120; Petit Bateau Women’s Striped Sweatshirt, $55,Helmut Lang Stretch-Twill Leggings, $119, PB 0110 AB21 Leather Cross-Body Bag, $600, ; Here/Now Arian Genuine Fox Fur Trim Sneaker, $240, 

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