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Leather Pant Outfits You’ll Love for Your Next Laid-Back Day

Wearing leather pants because your jeans need a day off from all the coolness.
Fall Old Money Outfit (6)
  • Image credit: @littleblackboots

When you choose the right kind of leather Bottom and pair it with the right kind of top, you are ready to get that rockstar look, right? That’s true, the rough and tumble luxe material not only gives a posh look but is also available in so many colors and cuts that make it difficult to repeat on a same outfit twice.

These timelessly classic pants are available in skinny, flared, straight-cut, high-wasted, and cropped fit that you can try on according to your body type and prefernces. But knowing the types of material used in making your leather pants and how sustainable they are is worth knowing. 

The most durable one with a unique texture and longevity is genuine leather and it comes from animals. The second one here is the faux leather and it is derived from polyurethane and it looks like genuine leather. 

Faux leather is not as longevity as genuine leather, yet it is an affordable and animal-friendly option. Then comes vegan leather, derived from plant-based fiber, and has gained traction for being an ethical option for animal welfare.

Leather pants are actually a marvels of Fall & Winter, and you can almost wear them anywhere such as for a formal business outfit, pair your leather pants with a blazer, but keep your leather trousers slightly loose instead of a skinny one. For a casual day out, coffee dates, or brunch with friends, try pairing leather pants with a white or black long-sleeved body suit, tank tops, neutral color blouses, sweater vests, cardigans, or even leather jackets.

Actually, over the past few seasons, leather pants have become a go-to choice, and we’ve been gathering insights on how to wear them this season. One of the best places to draw inspiration from? The Instagram Fashion Influencers.

In recent years, I’ve observed that the trend has shifted away from the old millennium legging-style leather pants that were once popular back in 2010. Instead, looser fits and tailored pants are on-trend right now. 

That’s why, versatile and transformative nature of “nowadays” leather pants makes them a great fit for a variety of casual and formal events. So if you are running out of ideas to pair them, take a look at these 26 chic leather pants outfits and have fun.

Outfit #1

Outfit is: Black long-sleeve crop top + Black leather pants + Black studded mini crossbody bag

My note: With colder months in full swing, it’s time to embrace the edgier side of your wardrobe. A black long-sleeve crop top pairs effortlessly with black high-waisted leather pants, creating a sleek and unified look. Add a black studded mini crossbody bag to give your outfit that extra touch of boldness.

Outfit #2

Outfit is: Burgundy long-sleeve turtleneck top + Black high-waisted leather wide-leg pants + Burgundy mini handbag + Black pointed-toe heels

My note: The secret to nailing leather pants comes down to pairing them with the right top. When in doubt, you can’t go wrong with matching a burgundy long-sleeve turtleneck top with black high-waisted leather wide-leg pants and black pointed-toe heels—it’s a reliable combo for effortless and polished cold-weather dressing.

Outfit #3

Outfit is: Light green ribbed tank top + Black  leather pants + Light pink sunglasses + Teal mini handbag + White ankle-strap heels

My note: While darker colors might be the norm for fall and winter, that doesn’t mean you have to stick to them. In fact, you can make the more spring-like light green ribbed tank top work for colder seasons by pairing it with black leather pants and adding a pop of color with accessories like light pink sunglasses and a teal mini handbag.

Outfit #4

Outfit is: White cropped T-shirt with black logo print + Black high-waisted glossy leather leggings

My note: Just because it’s colder outside doesn’t mean you have to compromise on style. When it comes to dressing for the season, don’t be afraid to swap out your usual layers for a white cropped T-shirt with a black logo print paired with black high-waisted glossy leather leggings. It’s a look that will work for any plans you have during the colder months.

Outfit #5

Outfit is: White long-sleeve ribbed top + Black flared leather pants + Black headscarf + Black oval sunglasses

My note: One of the toughest things about dressing in fall or winter is finding an outfit that works for both style and warmth. If you’re someone who loves a sleek look, then above outfit can be your lifesaver.

Outfit #6

Outfit is: Denim bralette + Black high-waisted leather pants

My note: It’s not just about finding the right outfit for everyday wear; dressing for a night out can be tricky too. If you’re worried that your outfit might not work for your evening plans, consider this combination.

Outfit #7

Outfit is: White oversized New York Yankees jersey + Black long-sleeve turtleneck top + Black high-waisted leather pants + Light green large handbag + White oval sunglasses

My note: Another way to make sure your outfits are ready for colder weather? Always opt for smart layering, like the look above.

Outfit #8

Outfit is: Brown ruched strapless top + Black leather pants + Black heeled ankle boots

My note: Not only can certain tops be made winter-ready by layering, but so can strapless ones! Don’t believe me? Take a look at the outfit above. By pairing your brown ruched strapless top with black leather pants and black heeled ankle boots, you can extend the versatility of this piece and create a visually striking outfit.

Outfit #9

Outfit is: Dark brown Blazer + Black top  + Black high-waisted leather pants

My note: Ample layers might be necessary for colder climates, but if you’re in a warmer spot, you can keep it simple. If that’s the case, above outfit can be useful.

Outfit #10

Outfit is: Red corset top + Black high-waisted leather pants + Black handbag + White platform sandals

My note: Not a fan of bulky layers? I get it. You can still achieve a stylish look without sacrificing comfort. Opt for a red corset top paired with black high-waisted leather pants.

Outfit #11

Outfit is: Brown halter-neck bodysuit + Black high-waisted leather pants + Gold layered necklaces

My note: In addition to oversized and fitted jackets, a well-tailored coat can make your outfits feel complete for any season. Just be sure to take a cue from the outfit above and add some standout elements—like gold layered necklaces.

Outfit #12

Outfit is: Gray puffer jacket + White cropped tank top + Black high-waisted wide-leg leather pants + Black sunglasses + White sneakers

My note: Consider this your reminder that layering doesn’t always mean piling on bulky items. By pairing a gray puffer jacket with a white cropped tank top and black high-waisted wide-leg leather pants, you can achieve the same warmth and style as other winter outfits with fewer layers.

Outfit #13

Outfit is: Black sleeveless leather zip-up top + Black high-waisted leather pants + Silver hoop earrings

My note: Sticking to classic leather pieces is always a reliable choice, but if you want to push the boundaries a bit this season, consider reimagining your look.

Outfit #14

Outfit is: White deep V-neck long-sleeve top + Black leather pants + Black mini handbag + White strappy heels

My note: On top of classic options like jeans, leather pants are a great way to elevate your winter outfits. These bottoms can make even the most daring tops, like a white deep V-neck long-sleeve, feel more grounded. For a sleek winter ensemble, pair this top with black leather pants, a black mini handbag, and white strappy heels to complete the look.

Outfit #15

Outfit is: Green oversized T-shirt + Black leather pants + Black belt with a gold buckle + Black rectangular handbag + Small oval sunglasses + White sneakers

My note: Besides the idea that you “must” stick to certain styles in colder days, one of the challenges is finding a balance between staying warm and looking stylish. Luckily, there’s a solution: the outfit idea above.

Outfit #16

Outfit is: Beige sleeveless turtleneck top + Black high-waisted leather pants

My note: By now, you probably have plenty of inspiration for styling leather pants throughout the year. But here’s one more tip: focus on the little details. There are no strict “rules” about what to wear; it’s all about making small adjustments.

Outfit #17

Outfit is: White corset top + Black leather pants + Black jacket + Brown and white cow print handbag + White sneakers

My note: Sets aren’t just for specific seasons. If you’re figuring out how to style a white strapless top and black leather pants throughout the year, take the outfit above as a solid example. A well-coordinated set like this can be worn year-round by swapping out seasonal accessories (e.g., sneakers in the spring and summer, or adding a jacket draped over the shoulders in the fall and winter).

Outfit #18

Outfit is: White cropped ribbed sweater + Black leather pants + Cream teddy coat + Beige quilted handbag

My note: A cozy yet cute outfit indeed.

Outfit #19

Outfit is: Lime green corset top + Black leather pants + Black sneakers with white soles + Black large tote bag

My note: Black high-waisted leather pants are a versatile foundation that can elevate even the most casual pieces, like a lime green corset top and black sneakers with white soles. For a modern twist, consider adding a ’90s-inspired large tote bag to keep the look fresh and contemporary. This combination makes for a standout outfit that’s both stylish and functional.

Outfit #20

Outfit is: White graphic long-sleeve crop top + Brown leather pants with front zipper

My note: I’ll be wearing this all winter, thank you very much.

Outfit #21

Outfit is: White strapless corset top + Black leather pants + Black wide-brim hat

My note: An outfit that will save you when you don’t know what to wear.

Outfit #22

Outfit is: Black cropped T-shirt + Black high-waisted leather pants

My note: You can easily adapt this look to transitional temperatures by adding layers or swapping out accessories as needed.

Outfit #23

Outfit is: Blue sleeveless mock neck crop top + Black high-waisted leather pants + Black belt

My note: Above is a great way to keep this staple in rotation, even when the temperatures drop. Add a black belt to tie the look together.

Outfit #24

Outfit is: Black and white varsity jacket + Beige crop top + Black leather pants + Black sunglasses

My note: Don’t assume that leather pants are only for casual outings. Try styling them by pairing black leather pants with a beige crop top and making it suitable for both laid-back and more polished occasions.

Outfit #25

Outfit is: Black one-shoulder top + Black leather pants + Black shoulder bag + Black sunglasses

My note: You can use this day or night.

Outfit #26

Outfit is: Beige long-sleeve top + Beige cable knit poncho + Brown leather pants + Beige wide-brim hat

My note: These can easily be styled up or down.

Erma Sanches has been following & covering fashion trends for 5 years. She’s a certified Fashion Analyst in Philadelphia. She has been also writing about latest fashion, covering runway, and new finds for past 7 years now. Erma has been covering fashion for 10 years and writing professionally for 7 years. She worked at Delicious Boutique, a boutique in Philadelphia, for one year. In 2018, she completed her Fashion Analyst training and earned her certification in 2020. Erma joined YouDoYourWay Media Publication in 2023 and now covered more than 100 content pieces. Erma graduated from the University of Michigan with a a Bachelor of General Studies in english writing and a Bachelor of Arts.

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