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The Holidays are over and it’s full-on Winter. Let’s talk a little bit about how to look good during these cold months!

Every woman has them in her wardrobe, though few women have been able to come up with new ways to wear them or ways to wear them so they feel comfortable.

Leggings, jeggings, and skinny jeans are some of the most versatile pieces we have, so why are they so hard to create an outfit with? They really aren’t, if you learn the basics of creating shapes and lines.

Below is some great style advice on how to wear them.  You’ll be able to show off your figure, hide those areas you are a little more concerned about, and feel great.

By the way, this post contains affiliate links at no extra cost to you. As an Amazon Associate, I earn from qualifying purchases.

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What to Wear With Leggings, Jeggings, and those Skinny Jeans For Winter Style

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What to wear with skinny jeans

Let’s take a look:

The Shoes

You can really change the look and feel of your outfits by just changing what you put on your feet. Each pair of shoes will make them feel a little more fashion-forward, a little more comfortable, and even a little more casual.

High Shafted Boots for a Streamlined Look

How about a great pair of knee-high boots?

Leggings, jeggings, and skinny jeans have remained popular for so long because they coincide with some of the best designs in boots.

Tuck your bottoms into the leggings and you will have a longer, leaner look. Whether you have tall heels or short ones, stack heels or skinny ones, your look will be more streamlined and beautiful.

If you have smaller legs, you can even add some layering by putting socks or leg warmers under your boots. This makes the outfit feel a little cozier and more comfortable as well.


Sky High Heels Push You to the Limit


Let’s be honest: heels make just about everything look better, especially skinny jeans. 

Since they can sometimes be uncomfortable, pairing them with more comfortable bottoms can be a great option. Tailor your skinny jeans or wear your best leggings to ensure that you get the best look.

For the colder months, it’s best to wear boots with heels. Here’s a great pair that can really pull together your look.

What to wear with skinny jeans

Adding heels can take your look from day to night, casual to professional. With every step you take, you will ooze confidence and status.

Make sure that you do get your skinny jeans tailored if you are going to wear them – you want everything to look at put together as possible.


Cowboy Boots for All Occasions


Need to look a little more casual? Putting in some hard work?

Cowboy boots over your leggings, jeggings, and skinny jeans look great and give off a classic American attitude.

Here’s an amazing pair from Bloomingdale’s that you’ll love.

You will protect the bottom of your jeans from any muck that you might put it through, and you will have a western feel that is very popular right now.

Use a classic pair of boots with a pair of light wash skinny jeans or a decorated pair with a great skirt and some leggings.

You’ll be able to make many different kinds of outfits with your cowboy boots and you’ll be comfortable the entire time.


Sneakers Keep It Casual


Running errands? Traveling? There is nothing better than a fun pair of sneakers to keep your look comfortable and cool.

Match your skinny jeans or jeggings to a great pair of shoes that look cute and keep you comfortable.

A simple pair of slip-on sneakers, a great pair of Converse, or any other non-running sneakers will look great with leggings, jeggings, and skinny jeans.

Be careful about choosing running shoes, or you will look like you are going to the gym. (Unless you actually are. If so, continue on!)


The Clothes


Shoes aren’t the only important way to dress up your leggings, jeggings, and skinny jeans.

You can change up what you wear with them to really transform your look.


With a Baggy T for a Lazy Day


Whether it is a t-shirt you bought to be too big or a shirt that you stole from your boyfriend, bigger shirts play off the fitted style of leggings, jeggings, and skinny jeans extremely well.

What to wear with skinny jeans

The bagginess is comfortable, but it still looks good because you will show off the shape of your legs. Throw on a great necklace, a belt, and get ready for your day.

T-shirts aren’t the only option – you can choose a big button-down shirt, a peasant shirt, or anything else that meets your needs.


Go Warmer with Oversized Sweaters


Just like the t-shirts, throwing on an oversized sweater ( over top of your tee for warmth ) is a fun and comfortable look for fall and winter.

You’ll look like you are ready for a day of cuddling, picking apples, or just running some errands. You’ll still feel comfortable, but you will be in style the entire time as well.

Make sure that your jeans and/or leggings fit you extremely well because an oversized sweater can add some weight.

Professionally Tailored Blazer For the Office


Does your office walk the line between comfortable and professional?

If you can wear your skinny jeans to the office, getting a professionally tailored blazer will keep the look professional.

This is an approachable way to do casual, but still, show that you take your profession seriously. Even better, it is a great transitional look for a woman who is always on the go.

Match your blazer to a great fitted shirt and a pair of cute flats or heels for a put-together look.

Throughout the years, the size of your leggings and skinny jeans will likely change.

However, your personal style never should. Match your style to the above tips and see what kinds of outfits you can create.

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What to wear with skinny jeans

What to wear with skinny jeans

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