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8 Ways to Update Your Leather Leggings Outfits this Winter


It’s leather leggings season, and I wanted to share 8 of my favorite ways you can style them this year to change up your last season outfits. These outfits are modern and comfortable. Every year, when the temperature drops and we get our boots out, leggings are our go to bottom to wear. They are really easy to style all sorts of boots with and since they hug our legs, we fee cozier in them.

And if you are like me who loves leather leggings, then you will find that these outfit combinations with take your look to the next level. 

Now, on a side note you don’t have to wear leather leggings if you don’t want to wear them. But you can still recreate all of these looks with a fleece lined black legging or a regular legging. 

Table of Contents

What I am Styling

Spanx faux Leather Leggings

Available in Regular and Petite Sizes.

PRICE: $98

All Black With Colored Coat

Leather leggings outfit with all black and colored coat

Black Turtleneck

This outfit looks really awesome on anyone. And an easy way to make it look even more sophisticated is by wearing turtleneck. Now, if the weather is not that cold, you can wear a light weight turtleneck. This one if from Ralph Lauren. 

But if the weather gets cooler, you can opt for a chunkier turtleneck of even a cashmere one that will keep you warm but still look sophisticated and stylish. 

Lug Sole Boots

These chunky boots give this outfit an edgy touch which makes it look modern and youthful. If you bought these last year then, you don’t have to store it away because you think its not in style. It still is. And the thick sole of these styles of boots makes them so comfortable, that you can walk in them in miles.

Colored Coat

Adding a touch of color makes this outfit stand out. In this outfit I am wearing a structured coat with button details that looks sophisticated balances the edginess of the look. 

You can wear a tote bag , a cross body bag or even a backpack with this outfit for anywhere you want to head.

Where to Wear it:

Daily wear

You can wear this to run errands, pick up kids or even head to your appointments. 

Work Wear

If you work in a Tech company or if you have a smart casual dress code at work, you can simply swap the cross body with a tote and wear to work. 

Night Out with Friends

You can meet your friends or co workers for a casual handout after work or over the weekend. All black makes this outfit look really stylish without any effort.

Shirt Jacket And Tall Boots

Shirt jacket with leather leggings and tall suede boots


In this outfit, a lightweight cotton blend turtleneck would work really well that is fitted since you are wearing this outfit as is. The fitted sweater will keep everything looking structured and the neckline showing through the jacket makes this outfit so luxe.

Shirt Jacket

Shirt jackets are a great alternative to denim jacket which look more structured but they are even more comfortable to wear. But if you want to make the outfit look sophisticated, then add a contrasting belt and you will easily see how your outfit transforms. 

Tall Suede Boots

The suede boots have a different texture to leather leggings, so they look different and not camouflage with the black color of the leggings. 

And tall boots always look more put together and sophisticated. So even though you are wearing casual pieces, the boots complete the look.

Where to Wear it:

Being Out

You can wear this anywhere, you are going to be outside like pumpkin patches or heading to outdoor fairs where you need an extra layer and don’t need to take it out.

Wine and Dine

Going out for wine tasting or an outdoor bbq, this outfit looks sophisticated and casual at the same time. 


My favorite way of wearing tis outfit is on roadtrip where I cannot be extra but this outfit helps me.

10 Ways to Update Your Leather Leggings Outfits this Winter

Cardigan, Loafers And Belted Coat

Leather leggings with Long cardigan and loafers

Long Cardigan

This is a great way you can layer your outfit. I am wearing a striped full sleeve T shirt and adding a long forest green cardigan which I can wear just like that if you are at home.


Loafers are stylish and comfortable and they will keep your feet warm even at home. So, if you are heading out for a quick coffee break or something, you can simply add a coat to this outfit and you have a perfect winter layered outfit.

Belted Coat

Layering this outfit with a belted coat instantly adds structure to the outfit and perfect for getting ready in a hurry. The belt adds structure and waist detail to your looks since coats can drown you. 

Where to Wear it:

Running Errands

This outfit is much more casual, so you can easily wear this to run errands or pick up your kids.

Work From Home

If you are working from home, then you can take out the coat and belt and still look chic with the cardigan layer on the T shirt.


Because this outfit has so many layers, you can easily wear this on a raod trip where you can layer as the weather permits.

All Black with White boots And Oversize Coat

Long Sweater with leather leggings and oversized coat

Relaxed Sweater

A long relaxed fit sweater and leggings are the most comfortable combo. This sweater from Banana Republic Factory is a little long, so it hides the crotch area and is perfect for modest dressing.

Oversized Coat

An oversized coat creates the perfect proportion balance with the leggings. While the leggings create a fitted style which is figure hugging, the oversized coat adds a relaxed touch and makes this outfit effortless.

White Ankle Boots

White ankle boots make every outfit pop and look luxe. There is something about them that just looks amazing and sophisticated. 

White boots are the new black boots. They look great with everything. 

The white Chelsea boots with block heels will elongate your legs and the oversized coats will also make you look lean. 

The proportion contrast elevates this outfit. Its effortless and stylish.

Where to Wear it:

Running Errands

Block heels are so comfortable for walking, so you can run errands easily with this look while looking chic.

WINE and Dine

Head to your favorite winery with  this chic look by simply adding a hat.

Night Out with Friends

All black is perfect for night out, but you can add a pop up color with a colored coat to add personality to your outfit.

Leather legging outfit 5

Printed Top, Black And Black Coat

Printed Mock neck

Printed mock neck sweaters or tops are awesome way to create a distraction from the crotch area if the top is not that long. 


You can either belt the blazer or just wear it like that. If you are out and about, and want a light layer a wool blazer can help you stay warm.

Black Coat

A black coat is an essential and it ties all the colors and prints in this outfit perfectly with the leggings. You can just put it on the shoulder or fully wear it depending on the weather.

Tall Boots

I think tall boots complete this outfit. What do you think? It elevates the outfit and even though you might be wearing this to work you definitely look extra.

Where to Wear it:

Work Wear

The blazer makes it work ready and if you want to tone it down further, go for a darker color.

Date Nights

Blazers have become popular for date night looks as well. And this outfit looks edgy, stylish and sophisticated.

Wine and Dine

Wear it to a fancy restaurant and turn heads while still being comfortable.

Striped Top, Coatigan with White Leather Sneakers

Leather leggings with Striped sweater and coatigan with white leather sneakers

Striped Sweater

Striped full sleeve top or sweater is the perfect contrast to the black leather leggings. It looks classic and perfect casual top for winter.


This coatigan is from Banana Republic Factory and my most worn piece for winter. In this outfit the long length looks flattering with the skinny legging style. 

White Leather Sneakers

White leather sneakers instantly elavates this outfit. It brightens up the legging look and the outfit looks so put together.

This outfit looks so effortless, but because of the color combination, it looks classy too. And you can recreate this look with any color combo.

Where to Wear it:

Work From Home

This outfit is cozy to work from home. Its comfortable and looks stylish too.

Taking Walks

Perfect for afternoon or even walks when you don’t want to wear a lot of layers.

Running Errands

Casual but cozy for running errands with family or heading to appointments.


Best in car outfit for your next roadtrip.

Leather leggings with striped top and coatigan and white leather sneakers

Blazer Coat, Tan Boots & Scarf

Blazer Coat

Blazers that are longer or you can say coats that are shorter and have collar detail like blazers are perfect to wear over leggings. They show a little bit of the leggings but still cover most of your body. 


Hanging the scarf around your neck instead of wrapping will give the scarf the perfect length to wear and cover front area of a scarf. This way you can wear a shirt or any other style of top and not have to worry about the length.

Tan Tall Boots

Tan boots can elevate your leggings outfit. They looks more sophisticated and rich in cooler months. I love this one from Same Edelman that has pointed front, so it elongates my legs too.

Where to Wear it:

Work Wear

This outfit is perfect for work. It looks elegant and sophisticated.

Daily Wear

You can wear this outfit daily. Simply swap the color of the coat and you have a whole another outfit.

Leather leggings with Blazer coat, scarf

Striped Sweater And White Leather Sneakers

Leather leggings with Striped Oversized sweater and sneakers

Black Long Shirt

If you have black long shirt, don’t pack it away, you can still wear it if the weather is not extremely cold. This is also a great way to hide the crotch area and feel comfortable wearing something fitted.

Striped Sweater

I love striped sweaters because they look modern and sophisticated. This Breton striped sweater has zipped collars so, it look structured as well. Layer it with you long shirt and it creates such cool casual outfit. 

White Leather Sneakers

White leather sneakers are comfortable and they elevate your winter casuals. And in this look it compliments the striped sweater and makes this outfit look put together.

Where to Wear it:

Daily Wear

Perfect for running errands to heading to appointments where you want to walk around and stay comfortable.

Taking Walks

Casual yet stylish for afternoon or evening strolls.


A comfortable layered outfit for your next road trip. You can take of the sweater when its hot in the car, and wear it when heading out.


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About Suchi

A Techie turned Fashion blogger, I have been in your shoes. I have gone from looking like I was trying to fit into my teen clothes, to now a stylist and blogger known to be classy and elevated style. I can help you look your best without spending too much time, effort and money into your wardrobe. 

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