What To Wear With Leggings

Leggings are a staple in any wardrobe, and this guide will teach you how to wear them well! Feel free to incorporate leggings into your day-to-day style. Whether you want to dress them up for work or wear them casually on the weekends, there’s a pair of leggings out there that’s perfect for every occasion. Leggings look flattering on many different body types and can be easily dressed up with heels or down with sneakers. Here are some tips and ideas on how to wear leggings that will inspire you to add this versatile item to your closet!

Basic Long Sleeve T-Shirt

We also love how you can style this piece in so many different ways. Pair it with leggings for a more relaxed look, or tuck it into high-waist wide-leg trousers for something a little bit more tailored. Either way, you can be sure that your outfit will stay put all day long.

Chambray Shirt

For a neat and refined outfit, a chambray shirt is the way to go. Because it’s so lightweight, you can easily fashion a layered look with your leggings. It’ll be sure to turn heads on the street! The shirt will leave a stylish impression on those around you, and you’ll feel confident in what you’re wearing. And if you happen to find yourself in an indoor situation that requires more warmth than your typical day-to-day life, try layering with a long-sleeve shirt or t-shirt underneath it.

If you want something with more volume that still matches well with leggings, consider wearing a sweater or blazer over the chambray. This can also be used as another layer if your environment grows cooler as the day goes on—just slip off the blazer and keep going about your business without missing a beat!

For some reason beyond my comprehension, there are people out there who don’t like wearing chambray shirts; for them (or anyone else who dislikes this particular style), I’d recommend opting for either denim jackets or loose grey sweaters instead! These options both provide some additional warmth while still looking fashionable – although they do have one disadvantage: because these are thicker fabrics than what’s typically used when making leggings themselves, they’re not nearly as stretchy and might crackle uncomfortably against each other throughout movement. So if mobility matters more than comfortability (such as during athletic activities), then this may not necessarily be for everyone!

Classic Blazer

The classic blazer is a great go-to for casual work outfits. They’re ideal for staying comfortable and looking great in a professional setting. With leggings, you can wear them to your office any day of the week.

Leggings are super versatile, so it’s not hard to put together an amazing outfit like this one with a killer pair of ballet flats.

Denim Jacket

Let’s talk about denim for a moment. It’s timeless, and gives off a casual look and feel. Not to mention, denim and leggings go together like peanut butter and jelly. A tried-and-true favorite is the denim jacket.

Denim jackets can be worn year-round, but they’re especially great for the transition from winter to spring when you want to walk that fine line between feeling cozy but also stylish (we all know how hard it is to let go of those chunky knits). And with so many different styles out there — cropped, oversized, distressed — you’re bound to find one that suits your taste and vibe best. Plus, they’re super easy to style!

  • Just like leggings themselves can be dressed up or down depending on the occasion, so too can denim jackets be styled in any which way.
  • For an off-duty daytime look: Pair your fave pair of black leggings with a white tee and white sneakers (we love Converse), then throw on a distressed denim jacket for added coolness.
  • For an evening ensemble that’ll take you straight through happy hour: Put on your high waisted leather leggings with a lacy top in neutral tones and heels or booties and top it all off with an elegant lace crop jacket overtop a silky cami underneath.

Loose Grey Sweater

What to wear with leggings, part 3:

A loose grey sweater is a great option for wearing leggings. If you are looking for an outfit that is casual and comfortable, we recommend pairing your leggings with a loose fitted sweater. A sweater is also a good choice for winter leggings. Whether you are wearing the leggings for going out or exercising, this combination of clothes can give you both style and comfort. Grey is a nice colour for sweaters because it goes well with many other colours including black and white.

Oversized Plaid Shirt

If you want to add a hint of sass, pair your leggings with an oversized plaid shirt. Add some edge with a leather jacket and tie your hair up in a messy ponytail. Wear with ankle-length boots or sneakers for the ultimate street look.

Button Down Cardigan

A chunky cardigan is a must-have in any girl’s wardrobe. It can be worn so many different ways, from weekend casual to dressy formal. This button down cardigan with pockets is the perfect length for pairing with leggings, creating the ideal slimming silhouette. This outfit is easily taken from day to night by changing out the fashion-forward lace up flat boots for a pair of high heels. The olive green color makes this outfit easily transitionable into every season, while still being on trend with leopard print as an accent. Leopard print shoes are a fun way to add some spunk to your outfit without overdoing it; they really bring this outfit together!

Even though you may feel like your favorite pair of leggings are just too casual to wear anywhere besides home or yoga class, there are so many ways you can style them by combining subtle but versatile pieces that create an effortless yet sophisticated look!

White Flowy Blouse

A white flowy blouse is the perfect piece to pair with your leggings. Because it’s so formless and billowy, it adds a touch of airiness to your outfit. Its bright white color also gives a casual, comfortable vibe.

Try wearing this look with some sandals or sneakers (or if you’re truly committed to that athleisure aesthetic, some running shoes). You can dress up the look a little bit when you throw on a bracelet and some hoop earrings.

This look is best suited for the hot summer months

Cotton T-shirt Dress

A cotton T-shirt dress is a great option for those who wish to look put together but still casual and comfortable. Cotton is an ideal fabric for warm weather, so these dresses are perfect for spring and summer. They are also quite versatile: you can pair them with sandals, sneakers, or even heels depending on what time of day it is and where you’re going.

Cowboy Boots

Cowboy boots can be a great way to make an outfit more intriguing. There is a wide range of cowboy boot styles and colors, so you can find the perfect pair that matches your mood or personality, and add some flair to your style with each pair.

Cowboy boots with jeans are a classic combination, but how about taking it from cowgirl chic to country club ready? You can dress up your favorite pair of cowboy boots by pairing them with a simple black dress for an instant upgrade. For example, put on a figure-hugging LBD (Little Black Dress) and then add some red suede cowboy boots for a fun pop of color. Or if you’re heading somewhere where the dress code is “business casual”, try pairing tan cowboy boots with khaki pants and a white button-down shirt. The key here is finding something else in your outfit that has just as much attitude as those cowboy boots—like red lipstick!

Do you have any other ideas for how to wear cowboy boots? Let us know in the comments below!

Converse Sneakers

Leggings are a go-to option for the modern woman because of their comfort, versatility, and unique appearance. They can be dressed up or down to suit a variety of occasions, whether it’s running errands on the weekend or going on dates. Just like any other type of clothing, leggings should be carefully paired with complementary pieces.

Converse sneakers are an ideal choice for accompanying leggings. You can opt for high tops or low tops—either way, your outfit will look amazing! The key to rocking this look is choosing a color and pattern that complement your own personal style. Looking to make a bold impression? Check out our selection of printed Converse sneakers that come in camo and tie dye patterns! If you want something more subtle but still edgy, we also have white and black Converse sneakers that will go with everything in your wardrobe.

Leggings are one of the most comfortable articles of clothing available today—but they’re also incredibly stylish! A good pair of Converse sneakers is just what you need to complete any outfit featuring leggings—whether it’s dressy or casual in nature; they’ll add both comfort and flair.

How to wear leggings in the winter

If you’re sick of wearing tights under your skirts, but don’t want to freeze in the winter, try leggings instead. They look just as good under long shirts and tunics as opaque tights do with short dresses and skirts, creating a flattering silhouette. They’re also warmer than tights, and are just as easy to pair with boots or shoes.


Wearing leggings is an art, and the rules can be tricky. But by following a few basic guidelines, you’ll be able to wear leggings almost anywhere. Make sure your choice of top covers your backside in all positions (sitting, standing, jumping up and down). If you’re going to wear something very short with your leggings, opt for a pair of shoes with a closed toe. And if you’re wearing leggings to somewhere very formal—like a wedding—try pairing them with heels and some classy jewelry for a sophisticated look that’s still comfortable and fun.

Leggings are actually one of the most versatile pieces of clothing in existence. They go with everything from sneakers to heels; from conservative tees to sleek blazers; from super-short dresses to long tunics.

Now that you know what not to wear when pairing leggings with other items of clothing, it’s time we gave you some tips on what works best.

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