Fall

21 Classy Outfit Ideas with Leather Leggings

Even if the idea of leather leggings seems exciting, you probably have some reservations about wearing them after a certain age. Leather leggings are edgy and pretty darn sexy, and no one wants to look like a frumpy middle-aged version of cute little Sandy from the movie Grease.

Not to worry, leather leggings (and faux leather leggings) can look chic at any age when you follow these tips. Here’s how to look edgy but classy in leather leggings, with 21 fabulous leather outfit ideas to get you started!

Leather Leggings Outfit | Red Turtlneck Sweater, black faux suede leggings, black bag and booties | styled by Fabulous After 40

1. Leather Leggings and a Turtleneck Sweater

Sweaters are cozy, especially turtlenecks, so a beautiful red turtleneck like this is a great way to warm up the look of sleek leather leggings, while still maintaining a hip appearance. Suede booties always look right with knits, and in black, they help continue on that long black line, lengthening the legs—what a sophisticated winter look.

Leather Leggings Outfit | Burgundy Fur Vest, Leather Leggings, Burgundy tote| styled by Fabulous After 40

2. Leather Leggings and a Vest

A faux fur vest can be paired with jeans, but it looks even richer with a pair of leather leggings. This burgundy one is beautiful, and the color is gorgeous with black leather.

Leather Leggings Outfit | Black-Oversized-Sweater, black leather leggings outfit| styled by Fabulous After 40

3. Monochromatic Black Leather Leggings Look

All black is always slimming, but it can be boring if you don’t mix textures. That’s where black leather leggings come in. Black leather leggings paired with a beautiful black knit sweater create a sophisticated outfit that is truly stunning.

Leather Leggings Outfit | Leopard cardigan, black tote, black loafer mules| styled by Fabulous After 40

4. Leather Leggings and Leopard

Animal prints are natural with black leather, so why not pair a leather leggings outfit with a dose of leopard? This elegant black and gray leopard cardigan looks on-trend when paired with a long white top, black leggings, and some relaxed black leather loafers. If your coloring is warmer than cool, you might want to consider a black and camel leopard print to complement your skin, hair, and eyes.

Leather leggings outfit |Rust Ribbed sweater, faux leather leggings, taupe suede booties, leopard clutch | styled by fabulous after 40

5. Leather Leggings and a Textured Top

Rust and black are always a striking combination in the fall. Add modern texture with this chic rust tunic to balance the sleek, smooth leggings. A leopard clutch and suede booties marry all the elements of this outfit together.

Leather Leggings outfit |Tan Cardigan Leather Leggings, black leather ankle booties, tan bag | styled by Fabulous After 40

6. Leather Leggings and a Waterfall Cardigan

I mentioned that long cardigans look fantastic with leather leggings, and my favorite type is ones with waterfall detailing. The beautiful, flowy collar on this cashmere cardigan contrasts with the rock-and-roll look of black leather.

 

Black Leather Leggings Outfit | Purple high low tunic, black faux leather leggings, black suede booties, black bag, cream sweater | styled by Fabulous After 40

7. Leather Leggings and a High-Low Top

A high-low top is perfect for building on the look if you want a slightly edgy top to pair with your edgy leather leggings.

 

Leather leggings and a kinit tunic styled by Fabulous After 40

 

8. Leather Leggings and Knit Tunic

Is anyone with me thinking this reminds them of Star Trek? This cute outfit, featuring a knitted tunic, has a futuristic feel.

Leather leggings outfit | green tunic, black leather legggings | styled by Fabulous After 40 copy

9. Leather Leggings and a Bell-Sleeve Tunic

Tops with full bell sleeves are extremely flattering when paired with leggings of all kinds. This gorgeous green one features zippers at the shoulders, which complement the cool black leather.

Leather Leggings Outfit | Grey and Black Asymetrical sweater , black faux leatehr leggings, off white purse, black ankle booties | styled by Fabulous After 40

10. Leather Leggings and a Colorblock Sweater

You’ll find many long-color block sweaters that look great with leather leggings. This one gives the illusion of layering, and the dark sleeves slim the arms.

Leather Leggings Outfit | Burgundy Tunic Sweater, Black Faux Leaather Leggings, black loafer mules, black bag| styled by Fabulous After 40

11. Leather Leggings and a Cashmere Sweater

Chunky oversized sweaters look hip with black leather leggings. Still, a refined, thin cashmere sweater adds elegance, especially when paired with rough-and-ready, moto-style black leather leggings.

Leather Leggings outfit | Black Cowl Neck sweater, black faux leather leggings, brown booties, brown tote bag | styled by Fabulous After 40

12. Leather Leggings and a Cowl-Neck Sweater

I mentioned that a sweater softens the rugged look of leather leggings. Cowl necks are particularly flattering on mature women. This black, oversized cowl-neck sweater frames your face in a lovely way.

Leather Leggings Outfit | Black Faux Leather Leggings, long khaki blouse, black open toe booties, taupe bag | styled by Fabulous After 40

13. Leather Leggings and a Button-Up Shirt

An oversized, menswear-inspired shirt is a relaxed and easy way to build a black leggings outfit. Add some pretty jewelry to feminize the look and add a touch of personality.

Leather Legging Outfit | Bugundy Floral tunic, Leather Leggings, metallic flats, black bag

14. Leather Leggings and a Semi-Sheer Tunic

A semi-sheer tunic with opaque black leather leggings is a study of yin and yang. Feminine and masculine elements combine to create a beautifully balanced look.

Leather Leggings Outfit | White sweater dress with leather leggings, straw sneakers, blush backpack | styled by Fabulous After 40

15. Leather Leggings and a Sweater Dress

Leather leggings don’t have to be black. Sometimes you run across a pair like this in a stunning burgundy color. Pair them with a sweater dress for a great transitional look.

 

Leather Leggings Outfit| Black and Gold Tunic, Leather Leggings, tall black suede boots, metallic clutch bag | styled by Fabulous After 4016. Leather Leggings and a Holiday Top

Black leather leggings are perfect at Christmas when you have a party to attend and want to look festive but sexy. These black leather leggings paired with embellished tops and high-sueded leather booties will turn heads.

Leather Leggings Outfit | Taupe and black leather leggings, black tote, taupe suede boots | styled by Fabulous After 40

17. Leather Leggings and a Cape

Any cape, shawl, or wrap looks smashing with black leather leggings.

Black Leather Leggings Outfit Plus Size Blue Blouse, leather leggings | styled y Fabulous After 40

 

18. Black Leather Leggings With Pastels

Pastels with black. Yes, this unlikely combo is super chic!

Leather Leggings with a silky blouse styled by Fabulous After 40

 

19. Leather Leggings and a Silky Blouse

Who would have thought we’d mix soft baby blue and pink with biker-looking black leather several years ago? But now it’s a thing and looks modern.

Black Leather-Leggings-Outfit-Long-purple-tee-black-faux-leather-leggings-black-booties-black-top-handle-bag-styled-by-Fabulous-After-

20. Leather Leggings and a V-neck Long Top

Here’s a great styling tip! Of all the long tops to wear with leggings, the V-neck top is the most universally flattering. A V-neck opens up your chest, elongating your neck and making you look tall, long, and lean.

Faux Fur Vest Leather Leggings

 

21. Leather Leggings and Boho Vest

Boho types, here’s a black leggings outfit idea for you. Pair your shaggy faux fur vest with a long, round-neck top, and complete the look with a pair of leather leggings and some suede booties. The look is unbeatable when you’re after a ’70s vibe.

What leather leggings outfits have you created?

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Meet the author

Deborah Boland

Deborah, a former Fashion & Lifestyle TV host and Image Consultant, understands the style challenges women face in their 40s, 50s, and 60s. As the founder of Fabulous After 40, she helps women tweak their chic and embrace fashion with confidence—so they always look and feel amazing.

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