What to Wear with Leather Leggings

leather leggings outfit ideas

I’ve got a SERIOUS thing for leather leggings outfits these days, if you can’t tell. If you follow me on Instagram & Instagram stories then you know that I sport my leather leggings ALL the time and basically create outfits around them! I find that leggings – and specifically faux leather leggings – are flattering, comfortable, and stylish, so they naturally fit into my everyday rotation. And because I feature them so often, I’ve gotten several requests to create a style guide on how to best pull off leather leggings with my tips and what to wear with leather leggings. As such, I decided to put together a major roundup of all my leather leggings outfits  for y’all, along with general do’s and dont’s for wearing them.

First order of business: Remember that they’re leggings, not typical pants! You want to make sure what you’re wearing with them is tunic-length and covers the necessary areas (ha!). I feel like this is the most important tip when it comes to pulling off this look and leggings outfits in general, so I wanted to address it. Also, all of the outfit ideas below are with this in mind – so whenever I’m mentioning a style, I’m assuming that you’re wearing tunic-length whatever!

Leather Leggings Outfit Ideas: 10+ Ways to Wear Your Leather Leggings

As you’ll find below, there are several ways to wear leather leggings, and the ways to style them aren’t limited at all. I thought it’d be best to show you how I’ve worn them in many ways, followed by things to keep in mind when styling your own leather leggings. Let’s get to it!

1. Dress up your leather leggings outfit with a tunic-length sweater and classic, closed-toe heels

When I first bought faux leather leggings, I wound up wearing them with classic heels most often. I love how pumps elevate the look of them, and the leggings essentially substitute black or denim jeans. But I’ll argue that the heels need to be closed-toe to pull off this look in a chic way. Color wise, you can style whatever color seems right, but I personally love a nude that matches your skin color to elongate the foot/ankle beneath the leggings hem.

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2. Pair Your Leather Leggings With A Blazer

If you’re going for a sophisticated casual look, you’ll love the look of leather leggings and a blazer. Especially if you’re fortunate enough to have a relaxed dress code at work, faux leather leggings, a sweater or long shirt, along with an oversized blazer is one of my favorite *business casual* outfits. It’s a very “I’m not trying too hard but I’m naturally stylish AF” look, and one that is easy to copy for your own office or casual meetings! Or even a preppy look for weekends if that’s your thing. This look works with classic heels or flats – especially loafers.

camel blazer, leather leggings, striped tee

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3. Add A Pop Of Color To Your Leather Leggings Outfit

I’ve heard people say that they don’t like wearing colors with black anything on bottom, but I definitely do. Even if it’s just a casual sweater in a fun color, adding leather leggings on bottom makes the outfit feel more special. Whether with flats or heeled booties – which I love with leggings for fall and winter – it just makes for a cute outfit! Some of my favorite colors to wear for a good fall/winter outfit on top: red, burnt orange, burgundy, forrest green and even blush.

leather leggings outfit16

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4. Sass Up Your Leather Leggings With Over The Knee Boots For A Date Night Look

I’m LOVING the OTK trend, and I’ve actually been wearing them for a while now. And it just so happens that the combo of leather leggings and OTK boots is a personal fave. It’s a little bit sassy and great for something like a date or party, and it’s a warm combo for colder weather. I will say that I don’t like to wear leather OTK boots when I’m wearing faux leather leggings – I like to wear different textures to make the outfit work since they crawl up your leg. You can’t go wrong with suede OTK boots and leather leggings. Plus a cozy tunic or sweater on top obvi!

chunky sweater and over the knee boots

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5. Look Extra Chic In A Black On Black Leather Leggings Outfit

I don’t wear all black often enough, because whenever I do, I usually end up loving the outfit. It’s very NYC chic and of course beyond flattering! If y’all are in a rut and just can’t find an outfit, an oversized black sweater and your leather leggings is a great answer. Pair with some fun leopard loafers or a printed scarf if you want to spice things up a bit. Add black booties on bottom to make your legs look a mile long (something I’m always trying to accomplish because I’m short). Black or nude heels would look cute too if you wanted to dress things up.

black tunic sweater, leather leggings, and black booties

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6. Go For A Classic Look By Wearing Neutrals And Leather Leggings

Neutrals are a great idea when you want to look polished and classic. Obviously black pairs well with other neutrals, and this combo provides a classy look but with a touch of trend with the leggings. I wear this type of look to meetings, or when I have a fun accessory (like a bold statement necklace) that I want to show off without being too loud all over.

Faux Leather Leggings Winter Date Night Outfit-152

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7. Dress Snappy Casual In Leather Leggings And An Oxford

This is another great option for any girls in the relaxed work office setting. This is on the preppy side, but I personally think it’s real cute. If you’re looking to add something special to a look, think about layering, as that always makes an outfit unique. And with leather leggings on bottom, pair it with a classic oxford shirt (tunic length of course) and a structured vest to pull everything together.

leather leggings, grey vest, white oxford

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8. Throw On A Long Cardigan Or Duster With Leather Leggings

This is a go-to look for me during fall and winter because it’s casual but pulled together – and so darn cozy! It’s a very comfortable outfit – in terms of how it feels but also how it looks. It’s cute and it’s easy to feel confident in this. If you have a colored cardigan you’re looking to wear, think about going monochrome with a black cami and the leather leggings, then wearing your cardigan on top. Flattering to all shapes and sizes!

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9. Tunic or Poncho Is A Go To For Dressing Leather Leggings

I’ve always found ponchos and tunics to be classy, especially when traveling or running errands on the weekends. It’s an easy way to feel like you have your life together (even if you don’t), and to remain comfortable during transitional weather. I love this combo for traveling or weird weather days since you can use the tunic as a layering device, yet it’s very Tory Burch and stylish. The leather leggings keep you from feeling outdated or like your fashionable grandma, ha!

leather leggings with black sweater and bp poncho

10. Add Texture By Pairing Denim And Leather Leggings

There’s something so cute about a denim jacket or button up and leather leggings. The contrast and textures somehow work in a casual and fun way. It’s a great way to dress down your leather and wear when running errands around town. I love this look and can’t deny an easy outfit where I can wear sneakers and still look put together!

leather leggings outfit with denim chambray shirt and sneakers

Shop Some Of My Favorite Leather Leggings: