The Ultimate Guide To Cute Outfits To Wear With Leggings

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Black leggings are something we all have in our wardrobe. They are a go-to item for almost any occasion. The infinitely versatile wardrobe essential goes with everything – from cozy sweatshirts to structured blazers.

However, I find myself in a rut of how to style leggings. I usually resort to a sweatshirt and sneakers, especially during the colder months.

Cute Outfits To Wear With Leggings

Let’s be honest, black leggings are not going anywhere soon, so we might as well find cute outfits to wear with leggings.

Like any closet classic, there are more ways than one to style the staple, be it with a perfect pump on nights out or with a stylish sneaker. The easiest way to add glam to black leggings is with a structured, oversized blazer.

Scroll below for inspo on how to style black leggings outfits.

Blazer + Leggings + Pumps

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Instagram @nlmarilyn

Simple, yet striking.

Stirrup leggings are effortlessly cool and quite easy to style with a blazer and heels.

Blazer + Leggings + Boots

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Instagram @aliceoliviac

Layer up for cooler temperatures.

An oversized blazer looks sophisticated layered with a sweater.

Sweater + Leggings + Sneakers

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Instagram @ _melis.i

I love a good leather moment.

Leather leggings looks even cooler with Nike sneakers.

Blazer + Leggings + Boots

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Instagram @morganrenaudi

The contrast between the laid back leggings and the luxe tweed jacket is perfection.

Finish off with a baseball cap for an overall relaxed look.

Shearling Jacket + Leggings + Boots

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Instagram @lornaluxe

There’s something about this particular pairing that just works so well.

The shearling jacket is a great piece with the black leggings.

Leather Jacket + Leggings + Uggs

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Instagram @lauri.style

Black leggings with an oversized black leather jacket ensure a super cool look.

Blazer + Sweater + Leggings + Sneakers

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Instagram @lglora

Layer up your leggings with a turtleneck sweater and blazer.

The perfect weekend look can be finished with sneakers or loafers.

Jacket + Leggings + Sneakers

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Instagram @alexxcoll

A denim jacket is a must have item in your wardrobe.

Pro tip: pair socks over your leggings for a fun, sporty look.

Knit + Stirrup Leggings + Loafers

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Instagram @gokceseymabulut

The striped sweater is a winter wardrobe staple.

Add chunky loafers to show off the stirrups.

Cardigan + Leggings + Boots

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Instagram @marianna_hewitt

Black patent leather boots really add pizzazz to basic black leggings.

Blazer + Leggings + Sneakers

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Instagram @cerysnogan_

Blazers can add polish to virtually any look, and an outfit with leggings is no exception. 

Opt for sneakers for a cool street style look.

Coat + Sweater + Leggings + Sneakers

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Instagram @felicitymbird

This is how I style my leggings during the winter season.

The puffer jacket looks streamlined with the black leggings.