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Dressy Leggings - Outfit & Styling Ideas

Written by: Lysse Team


Picture the scene — you're getting ready for a long day at work on your feet, then you're heading to a dinner at an upscale restaurant for your colleague. What can you wear that keeps you comfy and looks great for a day-to-night transition? There's always one fabulous option to fall back on: your comfy leggings, all dressed up.

Leggings offer comfort, versatility, and endless style possibilities when chosen and styled correctly. From a simple addition with an oversized shirt to a secret weapon teamed with a slinky, short party dress, leggings are a wardrobe staple every woman needs.

In this guide, we'll explore the world of super versatile dressy leggings and show you how to be sure you're always dressed to impress.

Can Leggings Be Dressy?

First, let's ask the critical question: Can leggings be worn to look dressy? Our answer: absolutely! 

The idea that leggings are just for the gym is a thing of the past. Nowadays, all across the country and even the world, leggings come in various styles and fabrics, making them perfect for any occasion. Not only are leggings versatile, but they are also stylish and designed to be functional and practical at the same time. 

Whether you're thinking about wearing dressy leggings for work, going out with friends, celebrating a special occasion, or sporting dressy leggings for party wear, the right pair can transform your look into a sophisticated fashion statement.

Can leggings be worn to look dressy?

Can You Dress Up Leggings?

It's all about the detail when dressing up leggings for a refined and sophisticated setting. Life keeps us busy, whether on the school run, a business meeting, or a night out with our best girls. We need transitional staples in our wardrobe that can take us from everyday to special occasions — and leggings can exude elegance and style with the right choices.

Lysse leggings are a timeless fashion statement that blends modern design and embodies an ageless aesthetic. With a focus on quality, Lysse leggings stand the test of time. They are incredibly versatile, suitable for any occasion, and effortlessly transition from casual to sophisticated.

While these leggings are undoubtedly stylish, they never compromise functionality or practicality. Combining timeless design and fabric comfort ensures that wearing them is a pleasure. So, when you want to dress up leggings and step into a more refined realm, choose Lysse high-quality leggings — where fashion meets comfort and sophistication.

Can Black Leggings Be Dressy In Winter?

Black leggings are a timeless classic that can be dressed up for the colder months. When creating a winter look with black leggings, think about the perfect combination of style and practicality. 

Try pairing them with knee-high or over-the-knee boots, a long-line blazer, and a cozy turtleneck sweater. This ensemble will keep you warm while enveloping you in a timeless elegance. You can add a stylish scarf or bold jewelry to enhance the allure of the look and achieve an unparalleled level of sophistication.

Dressy leggings are a must-have for any fashion-conscious woman. Choosing the best materials and paying attention to the details can enhance your look and make a sophisticated fashion statement. With the proper styling, leggings can be appropriate for any occasion, from wearing leggings under a dress for work or even a night out with friends.

Choose the best materials for leggings

How Do You Make Leggings Dressy

Transforming leggings into a dressy fashion statement involves meticulous attention to detail. To ensure your leggings exude an air of sophistication, consider the following tips:

Find The Perfect Fit

The foundation of a dressy legging outfit begins with the right fit. Whether you are contemplating wearing leggings under a dress for work or thinking about a more casual look, opt for leggings that offer a snug and comfortable fit while providing tummy control if desired. The goal is to create a streamlined silhouette that flatters your body.

Fabric Choice Matters

Picking the right fabric can elevate a simple pair of leggings. From velvet leggings to faux leather leggings, to tailored ponte leggings, there are many great fabric choices if you're looking for a legging to wear in more formal environments.

Searching for high-quality leggings made from the best fabrics? Look no further than the Lysse exclusive 4-way stretch fabric - the epitome of high quality and designed for machine washability, making maintenance a breeze and ensuring your leggings stay dressy and look their best all day.

Our leggings are not only easy to care for but also universally flattering. No matter your body type, size, or age, their extreme comfort ensures you can wear them all day without hesitation.

Color Palette

Darker colors and subtle patterns project a more refined and elegant appearance. Black, deep navy or dark brown are excellent choices for a dressy look.

Tunic Sweaters

Elevate your leggings with the addition of tunic sweaters. These longer tops provide ample coverage and create an elongated silhouette, making them an ideal match for dressy leggings.

Longline Blazers and Jackets

Pair your leggings with a longline blazer for a sophisticated and polished ensemble. This combination effortlessly combines comfort and style, allowing you to transition seamlessly from work to a night out.

Thigh-Length Blouses

Opt for thigh-length blouses that perfectly balance coverage and style. These blouses add an element of grace to your dressy leggings ensemble.

By paying attention to these elements, you can make leggings the centerpiece of a chic and refined outfit.

Can You Wear Leggings Under A Skirt?

Embracing the trend of wearing leggings under a skirt is not only acceptable but also a fashion-forward choice in 2023. This versatile style offers the comfort of leggings while incorporating the flair of a skirt. To master this combination, consider the following:

Can you wear leggings under a skirt?

Choose Dressy Leggings

Select dressy leggings that harmonize with your skirt and the occasion. The choice of leggings can significantly impact the overall look, so opt for fabrics and colors that complement your outfit.

Layer with Style

Layering is essential when wearing leggings under a skirt. Pair your leggings with a skirt that allows them to peek out subtly. This creates a layered effect that adds depth and style to your ensemble.

Footwear Matters

Selecting the right footwear is essential. Depending on the skirt and style, you can pair this look with anything from ankle boots to sneakers, adding a touch of versatility to your outfit.

Accessorize Thoughtfully

Elevate your leggings-and-skirt combo with carefully chosen accessories. Belts, scarves, or statement jewelry can enhance the overall look and make it more polished.

Wearing leggings under a skirt opens up a world of possibilities, enabling you to craft chic and adaptable outfits for various occasions.

Can You Wear Leggings With A Dressy Dress

You can incorporate leggings into your ensemble when donning a dressy dress. This fashion-forward pairing infuses a unique twist into your outfit, combining style and comfort. To perfect this look:

Pick Dressy Leggings

Opt for dressy leggings that align with the formality of your dress. Look for leggings with elegant detailing or crafted from luxurious fabrics to achieve a refined appearance.

Color Coordination

Ensure your leggings complement the color palette of your dress. Harmonizing colors creates a cohesive and put-together look.

Elevate with Accessories

Enhance your outfit with the right accessories. Statement jewelry, a chic belt, or a fashionable clutch can enhance the overall fashion statement and add an extra layer of style.

Footwear Selection

Pair your dress and leggings with appropriate footwear. The choice should enhance the overall look, whether it's elegant heels, ankle boots, or stylish flats.

This style is perfect for occasions where you want to showcase creativity while enjoying leggings' comfort and flexibility.

Is It OK To Wear A Dress With Leggings 2023

It is more than OK to wear a dress with leggings in 2023. In fact, this combination is a timeless choice that offers a harmonious blend of style and practicality for women of any age. Here's why it works:

Versatile Coverage

Shorter dresses often pair exceptionally well with leggings, providing coverage and comfort. This combination allows you to adapt your outfit effortlessly for various seasons and occasions.

Layering Benefits

Layering a dress with leggings adds depth and visual interest to your outfit. It also lets you wear your favorite dresses throughout the year, making it a practical choice.

Seasonal Adaptability

Depending on the weather, you can choose between sheer or opaque leggings, ensuring your outfit remains comfortable and season-appropriate.

Footwear Flexibility

The dress-and-leggings ensemble offers versatility in footwear. You can select the perfect shoes to compliment your look, from boots to ballet flats.

So, go ahead and embrace this classic pairing; it's a fashion choice that effortlessly combines elegance and comfort.

Is It Fashionable To Wear Leggings With A Dress

Absolutely, wearing leggings with a dress is fashionable and an exceptionally versatile styling option. Dressy leggings empower you to transform your dress collection by extending its wear into different seasons and settings. To stay on-trend in 2023 and beyond and make the most of this fashion fusion:

Is it fashionable to wear leggings with a dress?

Experiment Freely

Don't hesitate to experiment with various dress and legging combinations. Mix and match different styles, fabrics, and lengths to create unique, personalized looks.

Balance Is Key

Maintain a balance between comfort and style. Your choice of dressy leggings can elevate the overall fashion statement while ensuring you remain stylish and comfortable.

Seasonal Adaptation

Adapting this trend to different seasons is a breeze. Opt for lighter fabrics and vibrant colors in the spring and summer while switching to thicker, warmer leggings for the fall and winter.

Accessorize Thoughtfully

Accessories play a significant role in completing the ensemble. Experiment with belts, scarves, or hats to add flair and personality to your dress-and-legging look. 


By embracing this fashion-forward trend, you can showcase your style versatility while enjoying the comfort and practicality of leggings.

What To Wear With Black Leggings 2023

Black leggings have maintained their status as a timeless fashion staple. In 2023, they will continue to be indispensable in every woman's wardrobe. Their unrivaled versatility makes them a foundation piece for various outfit options. 

When considering the best women's dressy leggings outfits, black leggings provide the perfect canvas for your style.

What To Wear With Black Leggings In Summer

Embracing the comfort and style of black leggings during the summer months is a breeze. 

Here's how to stay cool and fashionable:

Flowy, Lightweight Tops

Pair your black leggings with flowy, lightweight tops in bright colors or vibrant patterns. These tops add a fresh and airy element to your ensemble and keep you comfortable in the summer heat.

Footwear Choices

Use sandals or espadrilles to complete your summer look. These choices offer style and comfort, making them ideal for strolls or beachside outings.

Accessories for Flair

Give your summer style a boost with accessories. Oversized sunglasses and a wide-brimmed hat shield you from the sun and add a touch of flair to your outfit.

Black leggings effortlessly keep you cool and chic during the summer, allowing you to enjoy the season without compromising style.

What To Wear With Black Leggings In Winter

When the temperature drops, black leggings remain a reliable go-to for warmth and style. Here's how to master the art of winter fashion with black leggings:

Cozy Oversized Sweaters

Combine your black leggings with cozy oversized sweaters or turtlenecks in rich, deep hues. These winter-friendly tops keep you warm and ensure you look effortlessly chic.

Layering Essentials

Layering is vital in the winter, so add a stylish coat or a puffer jacket to your ensemble. These outerwear choices provide both insulation and a fashionable edge to your look.

Boots for Warmth and Sophistication

Finish your winter outfit with ankle or knee-high boots. Not only do they keep your legs warm, but they also exude sophistication and style.

Black leggings in winter aren't just practical; they're a chic way to embrace the season's fashion trends while staying cozy and comfortable.

Are Tunics And Leggings Still In Style 2023

Fashion trends come and go, but some styles remain timeless. Tunics and leggings are a great example of this, and they are just as relevant and stylish in 2023 as they have always been.


One of the best things about tunics and leggings is their versatility. They are comfortable and can suit any body type. You can dress them up or down for any occasion, whether running errands, meeting friends for brunch, or attending a semi-formal event.


Try experimenting with different lengths and fabrics to keep this style fresh in 2023. While the classic long tunic with leggings is always a good look, you can also try shorter tunics or those with unique cuts. Leggings come in various styles, from classic black to vibrant patterns. Mixing and matching different tunics and leggings can bring new life to your wardrobe.


Accessories are also essential when elevating your tunic and legging outfits. Belts, statement necklaces, and scarves can add personality to your look. Footwear choices, such as ankle boots or sandals, can further define the style you're aiming for.

Tunics and leggings are a timeless trend that will always be in style. Embrace their comfort and versatility, and let your creativity shine as you create stylish outfits that suit your unique fashion sense.

Are Capri Leggings In Style 2023?

Looking to stay fashionable and comfortable in 2023 and beyond? Look no further than Capri leggings! These cropped leggings are perfect for warm weather and offer great versatility for any activity. 

Stock up on different colors and patterns, pair them with your favorite tops, and complete your sporty look with sneakers or sandals. Enjoy the comfort and style of Capri leggings all year round!

What Are Tummy Tuck Leggings?

If you're looking for style and functionality leggings, tummy tuck leggings are a great choice. These leggings have become increasingly popular with women of all ages due to their innovative design and ability to create a smoother silhouette. 

Unlike standard leggings, tummy tuck leggings have built-in support and control around the midsection, which can help boost confidence when wearing form-fitting outfits. They also come in various styles, making them a versatile addition to any wardrobe. 

Tummy tuck leggings are a game-changer and a must-have for anyone looking to enhance their appearance and feel more confident.

What are tummy tuck leggings?

What Is The Best Legging For Tummy Control?

Boost your confidence with Lysse's tummy control leggings. Made from high-quality, machine-washable 4-way stretch fabric, Lysse tummy control leggings offer an unbeatable blend of comfort and control. With a patented waistband technology that flatters and smoothes, they provide a timeless fashion statement for all ages. 

The versatility of these tummy control leggings shines as they effortlessly transition from everyday wear to upscale occasions. Say goodbye to bulkiness from hard metal zips and hello to a flattering, easy-to-pull-on design. These leggings are stylish but also functional and practical, ensuring all-day comfort and confidence in one cohesive package.

Shop Women’s Best Dressy Leggings

Leggings are a fashion staple that offers comfort, style, and adaptability. Busy women on the go need transitional clothing that can take them from day to night, from casual to elegant, and leggings are the answer.  

Discover what leggings can do for you. Upgrade your wardrobe and shop our collection of women's best dressy leggings for style, versatility, and comfort. From tummy tuck leggings to Capri leggings or the best leggings to wear under dresses, we have everything you need to look chic every day. 

Whether you are an XS or an XL, we have the product for you. You can browse our collection, sort by filter, ship them to you Don't miss out on the chance to upgrade your wardrobe with the best dressy leggings – shop now!