How to Style Leggings in 2025 If Leggings Are Basically All You Wear

How to style leggings? How to style leggings in 2025? As you probably know, there are many ways to style leggings – some more fashionable than others, yet not all equally socially appropriate. Scroll down to see fashionable leggings outfits that are easy to copy and flawlessly flattering to any girlie.

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HOW TO STYLE LEGGINGS

As always, all the collages in this article are hyperlinked and available for immediate purchase. You can shop for all the leggings outfits presented in this article as you read. To shop for the leggings outfits presented, simply click on the item you want to buy. One simple click will take you to the store (I only link to the stores I shop from and know they are trustworthy) where you can purchase that item.

*We are adding new outfits constantly – make sure you subscribe to Brunette from Wall Street Substack to make sure you don’t miss a new leggings outfit.

1 LEGGINGS OUTFITS WITH A BLOUSE

BLACK LEGGINGS WITH A WHITE RUFFLE BLOUSE UNDER A YELLOW TWEED JACKET AND RIDING BOOTS

BLACK LEGGINGS WITH A WHITE RUFFLE BLOUSE UNDER A BLACK TWEED JACKET AND RIDING BOOTS WITH A RED WOVEN HEADBAND

2 LEGGINGS OUTFITS WITH A T-SHIRT

3 LEGGINGS OUTFITS WITH A CROP TOP

4 LEGGINGS OUTFITS WITH A SLIP TOP

5 LEGGINGS OUTFITS WITH OFF THE SHOULDER TOP

6 LEGGINGS OUTFITS WITH A SWEATER

BLACK LEGGINGS WITH A THIN PINK SWEATER AND SLIPPERS WITH A PINK KNOT HEADBAND

BLACK LEGGINGS WITH MOHAIR CAMEL SWEATER

7 LEGGINGS OUTFITS WITH A CARDIGAN

8 LEGGINGS OUTFITS WITH A CARDIGAN SWEATER

BLACK LEGGINGS WITH CORAL PINK CARDIGAN SWEATER AND SLIPPERS WITH A GREY BRAIDED HEADBAND

BLACK LEGGINGS WITH RED CARDIGAN SWEATER AND SLIPPERS

9 LEGGINGS OUTFITS WITH A BLAZER

BLACK LEGGINGS WITH GREEN DOUBLE BREASTED BLAZER AND SOCK ANKLE BOOTS

10 LEGGINGS OUTFITS WITH A BOMBER JACKET

11 LEGGINGS OUTFITS WITH A SAFARI JACKET

BLACK LEGGINGS WITH PINK SAFARI JACKET AND HUNTER BOOTS WITH A PINK WOVEN HEADBAND

12 LEGGINGS OUTFITS WITH A TWEED JACKET

BLACK LEGGINGS WITH A BLACK TWEED JACKET ON A WHITE RUFFLE BLOUSE AND RIDING BOOTS WITH A RED BRAIDED HEADBAND

13 LEGGINGS OUTFITS WITH A BARN JACKET

BLACK LEGGINGS WITH BARBOUR BARN JACKET ON A CABLE KNIT CAMEL SWEATER AND HUNTER BOOTS WITH A NAVY LINEN BRAIDED HEADBAND

14 LEGGINGS OUTFITS WITH A LEATHER JACKET

15 LEGGINGS OUTFITS WITH A DENIM JACKET

16 LEGGINGS OUTFITS WITH A TRENCH COAT

17 LEGGINGS OUTFITS WITH A WINTER COAT

BLACK LEGGINGS WITH BEIGE OFF WHITE DOUBLE BREASTED COAT ON A PEACH CARDIGAN SWEATER AND A BEIGE LEATHER HEADBAND WITH COMBAT BOOTS

BLACK LEGGINGS WITH PINK PEACOAT ON A MOHAIR CAMEL SWEATER WITH COMBAT BOOTS AND PINK WOVEN HEADBAND

18 LEGGINGS OUTFITS WITH FLATS

19 LEGGINGS OUTFITS WITH RIDING BOOTS

BLACK LEGGINGS WITH RIDING BOOTS AND BARN JACKET ON BLACK TURTLENECK TOP AND HEADBAND

20 LEGGINGS OUTFITS WITH RAIN BOOTS

BLACK LEGGINGS WITH RAIN BOOTS AND SHORT SLEEVE NAVY POLO KNIT TOP

21 LEGGINGS OUTFITS WITH COMBAT BOOTS

BLACK LEGGINGS WITH COMBAT BOOTS AND MOHAIR CAMEL SWEATER WITH A PINK WOVEN HEADBAND

22 LEGGINGS OUTFITS WITH SNEAKERS

BLACK LEGGINGS WITH VEJA SNEAKERS AND SAFARI JACKET

LEGGINGS OUTFITS FOR EVERY OCCASION

FAQ STYLING LEGGINGS

If you feel dazzled with all the ways to wear leggings, but not sure what outfit to try first – check the FAQ.

How to style leggings fashionably in 2024 2025?

The most fashionable way to wear leggings in 2024 2025 is to style leggings with pieces that, when all put together, give either the old money aesthetic or a trendy 2025 opluent look.

What is the most fashionable way to wear leggings in 2024?

The most fashionable way to wear leggings in 2024 is to style leggings with Hunter boots and safari jacket.

Can you wear leggings for a night out?

It is not fashionable. But, you can wear patent leather leggings for a night out. Just make sure you don’t look flashy. 

Can you wear leggings to a date?

Are you two meeting at the gym?

Is wearing dresses with leggings in fashion for 2024 2025?

No! Wearing leggings with dresses is not in style for 2024 nor 2025.

Are leggings even in fashion for 2024?

Skinny jeans are more trendy choice.

What are the most fashionable 2024 2025 leggings outfits?

The leggings outfits presented in this article!

How can I style leggings for a casual day out?

For a casual day out, pair leggings with a fashionable sweater or a trendy casual jacket. Add comfortable sneakers, Hunter boots or round ballet flats. For more casual outfit ideas with leggings, check out the full article on Brunette from Wall Street!

Can I wear leggings for workouts?

That is what they are made for. Leggings are perfect for workouts due to their comfort and flexibility. Look for moisture-wicking fabrics and styles with a high waistband for support. Pair them with a fitted tank top or a sports bra for a stylish gym look.

What’s the difference between athleisure and regular leggings?

Athleisure leggings typically feature moisture-wicking fabrics and compression properties, while everyday leggings might focus more on appearance and comfort. Both have their place in a casual wardrobe. 

What types of tops work best with leggings?

Leggings pair well with a small variety of tops. However, knits are the safest bet. For a more polished look, layer on with a structured blazer or safari jacket. Ensure the top provides enough coverage for a balanced silhouette.

How do I choose the right leggings?

When selecting leggings, consider the fit, fabric, and occasion. Look for high-quality materials that offer comfort and stretch. Choose styles with a waistband that sits comfortably on your hips. *You might want to look at the pants section, though, and shop for skinny fit pants instead.

How can I tell if leggings are too sheer?

Quality leggings should pass the “squat test” – they shouldn’t become see-through when stretched. Look for thicker fabrics and proper sizing. Even better, shop for skinny pants instead. Dark colors tend to be more forgiving.

Can I wear leggings to the office?

Preferably not! You will, however, find some office-appropriate leggings outfits in this article on Brunette from Wall Street.

How do I style printed leggings?

Printed leggings are gym exclusive only. Style them with a matching top and sneakers.

Can I wear leggings with a dress?

It doesn’t look good.

How do I style leggings for travel?

Leggings are great for travel due to their comfort. Pair them with a long coat (it can be a wool coat or a long cardigan) and chic flats. Add slip-on shoes for easy airport security, and accessorize with a travel-friendly tote. For more travel outfit ideas, visit Brunette from Wall Street.

Can I wear leggings in warmer weather?

Choose cropped or capri lengths for added comfort. See the best capri outfits on Brunette from Wall Street.

Sign up to Brunette from Wall Street Substack for updates on leggings outfits and more ways to style leggings for a fashionable leggings outfit. Up next: PANTS IN FASHION THIS SEASON. Check also how to style capri pants and how to style tailored pantsSS25 STYLING TRENDS and AW24/25 STYLING TRENDS.