Shorts In Winter: How To Wear And Style

We got used wearing shorts during warm weather months, but what if I told you, there is a chance to make them work for Fall and Winter days. Yes, it’s totally possible to wear shorts when it’s cold. You can easily make them look amazing and stylish. The easiest way to pull off shorts in winter is to add tights. Such combination will look effortlessly chic and put-together. Sure, this is the easiest way to wear shorts during cold months, but there are other nice outfit ideas to try. Think of ripped denim shorts styled with heels, formal shorts paired with slim cardigans and lovely blouses, velvet bottoms updated with a long coat and thigh high boots, etc. The following article includes many interesting Fall and Winter looks completed with shorts. Stay tuned and see what’s trending.

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A cream brown sweater and black leather shorts is a good start. Add black opaque tights and cream brown peep-toe lace-up booties. This outfit can be used for smart-casual meetings and street walks on the town.

The best fabrics of shorts to wear in the fall are tweed, leather, wool, and denim. Believe me, once you try on shorts in winter, the monotony of your everyday life will disappear (as we use to wear pants all the time)! You will break up the system. I personally love to wear my velvet shorts with over the knee boots. This footwear keeps your legs extra warm, so you can complete this combo with a long wool coat. Anyway, get down to the business and see how things should be done!

Winter Shorts Outfit Ideas

  • Winter shorts and coat

Winter shorts and over the knee boots are a super easy outfit idea, all you need is to find an eye-catching pair of boots that can keep your legs extra warm, plus you can add chunky wool socks underneath, so no one can notice you are wearing them. Then you will need velvet, denim or leather shorts, blouse, sweater or any other top and a cozy coat, trench or biker jacket. Longer heavy fabric shorts is another option you’ve got. You will need a sleek leather shorts with a knee-grazing silhouette which can keep you covered up in all the right ways. Then you can add a cozy sweater or any other top and layer it under a warm coat.

  • Leather shorts winter outfits

Leather accents always make the lady look special, no matter if this is a chic leather jacket, leather handbag, leather top or leather shorts. I do love to see women who appear in leather shorts worn with opaque tights, ankle boots, and leather jackets. The result looks incredibly stylish and rich.

  • Denim shorts winter outfits

Denim is a cool way to underline your uniqueness, make things look edgy and individual. It can be loose denim shorts worn over black tights, a simple pullover sweater, wrap scarf and completed with ankle boots. You can also cuff up denim shorts team them with a plaid shirt, combat boots and add a super cozy cardigan. Speaking of denim shorts, then there are lots of styles to choose from: boyfriend denim, ripped, loose-fit, slim-fit, high-waisted, front buttoned, etc. All depends on your personal choice and the look you want to achieve (either smart chic or casual).

  • Winter shorts with tights

Black opaque tights can be another great style to pair with shorts. All you need is to pair them with matching shorts, creating a flawless and sleek monochrome look. By the way, you can find out more on how to wear tights in Winter, just see my blog post and get inspired by my favorite ideas you can try this year. I recommend to try on black tights with black leather shorts, but you can try something else. Speaking of monochrome looks, then it’s very individual thing. I mean, you can easily go with other colors, like burgundy tights and blue denim shorts, emerald tights and burgundy velvet shorts, etc. I love to see women who go for a tweed short suit and complete it with tights and pretty pumps. Tights with a print or pattern will make your outfit more unique. I love to see polka dot tights, they look both sexy and sweet.

  • Winter shorts with leggings

Another alternative is leggings. Choose a pair of warm leggings, so you can pair them with light shorts. Keep your leggings neutral colored and try them on with your favorite shorts: denim, leather, wool or cotton does not matter, as the base layer is already warm.

Keep it all in black! Go for a mesh black jacket with lace inserts, black silken top tucked in black velvet shorts and complete it with a slouchy pair of black leather boots:

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Keep it urban and casually chic! You will need denim shorts, black opaque tights, OTK boots in suede, light blue denim shearling jacket and cozy high neck sweater. Complete this outfit with a stylish beanie and miniature black leather handbag:

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White and black never dies! Go for a white long coat, white blouse, black leather shorts, tights and slouchy OTK boots in black leather:

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A preppy outfit for work days. You will need a shortened black sweater layered over white shirt worn untucked with gray wool shorts and black suede boots:

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Casual, simple and relaxed outfit. You will need a gray sweater, ripped denim shorts, black tights, black leather ankle boots and wrap scarf:

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Leather at its max! We see a dark brown leather jacket worn over charcoal sweater half tucked into black leather shorts. Complete it with a cable knit gray beanie, oversized black sunglasses, and black tights:

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The smart casual outfit looks awesome! You will need a light gray blazer, white top, blue denim shorts, black tights and cute heeled pumps:

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A black sheer blouse ideally suits fur vest, add mustard brown shorts, black opaque tights and black leather booties:

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Biker jacket in black adds an edgy touch to this outfit. You will need a white blouse with black outlines, shiny sequined shorts, black tights and platform heels:

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Black coat in a tailored fit looks awesome with a gray pullover, striped navy mini shorts layered over black leather leggings tucked in gray leather slouchy boots:

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Camel coat looks relaxed and slightly oversized worn over a striped blue shirt half-tucked in black leather shorts completed with black opaque tights and black leather ankle boots:

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Black blazer + white shirt + black leather shorts + tights + platform sandals equals fashionable outfit. Complete it with a wide brim hat, mirrored sunglasses and creative clutch:

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Another layered outfit with a camel wool coat featuring black leather sleeves, animal print blouse, light brown leather shorts and black opaque tights with black leather ankle boots:

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An oversized shawl neck sweater in cream-gray is styled with black shorts:

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The maroon scarf looks big and unique. Try it on with a black leather jacket, light blouse, denim shorts and opaque tights with black booties:

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Another great outfit for fancy walks in the town. You will need a white feather scarf, red ribbed knit sweater, lace black leather shorts, tights and suede black ankle boots with light gray socks:

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As you can see, there are multiple ways to wear shorts during cold weather. Any style shown in this thread will keep you warm, comfortable and stylish. I love to see women who appear on the streets wearing shorts with OTK boots, double denim, and knee boots, with sheer tights, wool shorts and casual white kicks, opaque black tights, as well as in ripped denim shorts and combat boots. Anyway, write me in the comments, which look is your favorite!

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