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14 Leather Skirt Outfits You'll Want to Wear All Fall Long

Get leather weather ready.

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Out of all the fall 'fits we look forward to wearing each year, leather skirt outfits are among our tried-and-true favorites. While we love a denim skirt moment and will never abandon our favorite plaid minis, leather skirts stand out as a versatile staple in our closets. It could be that leather skirts, whether recycled, vintage, or vegan, have an air of sexiness built in, regardless of length. Maybe it's the fact that leather skirts just go with everything from basic tees to oversized outerwear or that celebs constantly deliver leather skirt looks we can't wait to copy, albeit with a bit more coverage.

Ahead, you'll find 14 leather skirt outfits for every imaginable occasion — from nights out with the girls to afternoons in the office. Read on for the best ways to style leather mini, midi, and maxiskirts and so much fashion inspiration you'll be itching to bust out your fall sweaters and boots ASAP.

Add Stripes

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There are few foolproof 'fits as classic and chic as a striped sweater and a mini skirt. Add leather into the mix and you've got yourself an easy, but elevated look that moves seamlessly from day to night.

With a Basic White Tank

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For a casual look that still feels elevated, you can't go wrong with a leather midi skirt and a simple white tank like Elizabeth Debicki wears here. As temps drop, you can swap out the tank top for a plain white tee or turtleneck for the same effortless vibe.

With a Sweater and Slides

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The sleek silhouette of a leather miniskirt looks even more streamlined against the volume of a cableknit sweater. Add a pair of slides or strappy sandals and a quilted handbag and you've got the perfect balance of cozy and chic.

All Black with Boots

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All-black 'fits can come off super-luxe, and this leather skirt outfit is no exception. A lightweight black sweater and leather maxi skirt are classic when worn together, and the addition of combat boots gives the look a modern vibe.

Mix Prints

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Leather skirts already deliver great texture, but an embroidered or patterned leather skirt offers even more opportunities to play up contrasting pieces. One approach we love? A button-down shirt with a bold print and a pattern-embossed leather miniskirt.

Related: Rita Ora’s Itty-Bitty Leather Miniskirt Was Covered In Flames

With a Structured Top

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A sweater or shirt that plays with shape and volume stands out even more when worn with a leather pencil skirt, as Rita Ora demonstrates here. One or more chain belts with dangling charms adds even more whimsy.

Match Jewel Tones

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Meghan Markle, Duchess of Sussex and jewel tones, has given us a masterclass in matching leather skirts and collared shirts. For a look that transitions beautifully from the office to happy hour, take a page from this Duchess's style guide.

Try a Sheer Top

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Because leather delivers such great texture, a leather skirt is a great piece to wear with other fun textures, like tulle or chiffon. For a nighttime look that's fun with a dash of edge, we recommend a pleated leather midi skirt and a sheer, short-sleeved top.

Add a Pop of Color

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A leather skirt in a vibrant color is a great way to break up an outfit that would otherwise be all neutral. This approach works especially well with beiges, browns, and patterns.

With a Statement Bra

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For a sultry night-out look, try a statement bra or bralette with a leather skirt. You don't have to wear a mini skirt to keep this 'fit feeling flirty. In fact, as Danielle Deadwyler proves, a pencil midi skirt works even better.

Sporty with Sneakers

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If your aesthetic leans more towards street style, try pairing a leather skirt with platform statement sneakers. A long-sleeve graphic top in a sheer printed fabric gives this 'fit even more edge.

With a Slouchy Button-Down

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If you've got a leather micro mini skirt you're not sure how to style, reach for your comfiest, most oversized button-down. The combination of hard and soft makes this 'fit feel put together, even if it only took you two minutes to get dressed.

Cinch with a Statement Belt

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If you're struggling to find cohesion in a leather skirt outfit, a statement belt in a matching color is the perfect solution. It can bring even the most unlikely separates together into a harmonious look.

Dress Up a Graphic Tee

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Graphic tees are undeniably casual, but when worn with a shiny leather midi skirt, they become high fashion AF. Elevate things even further by adding a pair of high-heeled boots.

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