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 way is a great way to warm up the look of slick leather leggings but still look hip. 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 worn with jeans but with a pair of leather leggings, which looks much richer. 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 legging plus a beautiful black knit sweater creates a beautiful black leggings outfit that is super sophisticated.

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 a leather leggings outfit that includes a dose of leopard? This elegant black and gray leopard cardigan look on-trend when you wear it with a long white top, black leggings, and some relaxed black leather loafers. If your coloring is warmer than cool, you might want a black and camel leopard print to tie in with 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.

Leather Leggings Outfit Outfit |Purple-High-Low-Tunic, Black faux leather leggings | styled by Fabulous After 40

7. Leather Leggings and a High Low Top

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

Leather Leggings Outfit |Taupe Faux Trim Tunic, Leather Leggings, black suede boties, black necklace, black bag | 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 with the 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 super flattering, with leggings of all kinds. This gorgeous green one has zippers at the shoulders, which sync with 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 wearing 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 pretty 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, easy way to build a black leggings outfit. Add some pretty jewelry to feminize the look and add 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 meets masculine, and the result is 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 with embellished tops and high suede 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.

Leather Leggings Outfit | Maroon-Silk-Blouse, black leggings, black suede booties, scarf| styled by Fabulous After 40

Silk and leather are a gorgeous combination, as is this rich and regal color pallet!

18. Black Leather Leggings With Pastels

Black Leather Leggings Outfit Plus Size Blue Blouse, leather leggings | styled y 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.

Leather Leggings Outfit faux fur vest, faux leather leggings, tan bag, tan suede booties styled by fabulous after 40

21. Leather Leggings and Boho Vest

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

What leather leggings outfits have you created? I’d love you to share by posting in my Facebook group!

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