What to Wear with Leggings

I believe that when it comes to casual fashion, there is nothing more reliable than a good pair of leggings. They can be incredibly versatile. But here’s the thing about leggings: you need the right pieces around them to really make the whole outfit look intentional.
Otherwise, you run the risk of looking like you just rolled out of bed and forgot there’s a world outside. Styling leggings is an art, but anyone can do it!
If leggings are not already a permanent part of your wardrobe, they’re about to be. Read on to discover what to wear with leggings if you want to look cool.
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Ultimate Casual Style Guide: What to Wear with Leggings
The trick to styling leggings is pairing something baggier on top. Since leggings are tight-fitting, you want to pair them with something a little more relaxed on top. Oversized sweatshirts, loose button up tops, and chunky sweaters are your best bet.
This is how you achieve that laid-back yet polished look, like an off-duty model running to Pilates. One of the easiest, low-effort outfits you can pull together is a pair of black leggings with an oversized crewneck sweatshirt and sneakers, like the one I’ve styled in the image below:
GET THE LOOK:Throw on some sunglasses and a crossbody bag, and boom, you are now the Instagram influencer in the wild, trotting across the street that people pretend not to stare at while they sip their oat milk lattes.
Pairing Leggings With a Jacket
Want to dress your leggings up a little, but still keep it casual? Hailey Bieber is a great example of someone who makes leggings look elevated while staying super casual.
In this example, Hailey wears a long wool coat with black leggings and a black hoodie. This creates a high-end look for things that, on their own would be very basic. Click the images below to shop the look!
GET THE LOOK:If comfort is your number one priority (which, honestly, same), you can never go wrong with a soft, oversized knit sweater or vest, and your most-loved leggings.
Leggings also happen to be shockingly good with jackets. Puffer coats, denim jackets, trench coats, even blazers! They all work with leggings as long as you stick to a slightly oversized or longer cut.
Important Tip: Accessories are a Must
An important step in styling any type of leggings outfit is accessories. You need sunglasses, a bag and jewelry to make it an ioutfit (otherwise, it’s just gym clothes!) So don’t sleep on accessories. Even just adding some gold hoops and a good watch can upgrade leggings from “it’s laundry day” to “this is an intentional fit.”
Shoes make a huge difference too. Sneakers are the obvious choice, but so are ankle boots, chunky loafers, and even tall boots if you are feeling bold.
Now You Know What to Wear with Leggings
I truly believe that leggings are one of the most versatile items in your closet. So stock up on a few pairs! I’m a huge fan of flared/bootcut leggings too. A tight, tapered legging might be harder to pull off on some body types, but a bootcut legging is flattering on all body types.
All you really need to pull leggings off is a little bit of thought around proportions, and few key pieces that elevate the look. Just know that yes, you can absolutely look this good while being this comfortable.
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