Whoever said Mary Janes were strictly for spring never discovered the power of a good pair of tights or the right chunky knit. This season, the ‘it-shoe’ of the year is transitioning seamlessly into colder months. From the viral ‘pop of red’ aesthetic to grunge-inspired layering, here is how to keep your favorite strap shoes in heavy rotation even when the temperature drops.

The Parisian ‘Pop of Red’

If you have scrolled through TikTok or Instagram lately, you know that red tights are the accessory of the moment. Styling classic black patent leather Mary Janes with opaque scarlet tights is the ultimate winter power move. It instantly elevates a simple black turtleneck and wool mini skirt into something editorial. The key here is denier—go for at least 80D or fleece-lined options to keep the chill at bay while maintaining that sleek, leg-lengthening silhouette.

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Chunky Soles & Slouchy Socks

Winter sidewalks can be treacherous, which is why the platform Mary Jane is your best friend. A lug-sole not only adds an edgy, dark-academia vibe but also physically lifts you out of the slush. Pair these with thick, white slouchy socks scrunched down around the ankle for texture. This look works perfectly with plaid trousers or a midi skirt, balancing the ‘schoolgirl’ sweetness with a heavy, utilitarian base that feels grounded and modern.

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Holiday Velvet with Casual Denim

Velvet Mary Janes are practically synonymous with the festive season, but you don’t need a party dress to wear them. For a cool-girl approach, juxtapose the luxe, soft texture of burgundy or forest green velvet shoes with structured, straight-leg blue jeans. The denim cuts through the formality of the shoe, making it appropriate for a coffee run or casual Friday. Throw on a shearling or teddy coat to lean into the cozy textures.

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How to Style Mary Janes for Winter: 2 Essential Formulas

Winter usually signals the reign of heavy boots, but this season, the fashion set is refusing to let go of the year’s biggest footwear trend: the Mary Jane. From chunky platforms that keep you elevated above the slush to classic patent styles paired with the perfect hosiery, these shoes are surprisingly versatile for colder temps. Here is how to adapt the look for the chill without sacrificing style.

The Parisian Preppy: Mini Skirts & Opaque Tights

This is the quintessential way to transition your Mary Janes into winter. The secret lies in the hosiery; swap your bare legs for high-quality, opaque black tights (at least 80 denier) to keep the chill at bay. Pair a glossy, red or black patent leather Mary Jane with a wool mini skirt and a slightly oversized knit sweater. The contrast between the structured shoe and the cozy, soft textures of the outfit creates a balanced, chic silhouette perfect for coffee dates or gallery hopping.

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The Modern Edge: Wide-Leg Denim & Platforms

If the preppy look feels too delicate, toughen up the aesthetic with a platform Mary Jane. This style pairs brilliantly with full-length, wide-leg jeans. The key here is the ‘puddle’ effect where the hem of the jeans grazes the top of the shoe, allowing just the toe and the strap to peek out. The platform adds necessary height to keep your denim dry, while the chunky sole balances the volume of the pants. Finish this look with a structured long coat and a colorful scarf for a city-ready ensemble.

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Academia Chic: Chunky Soles & Ruffled Socks

If you are navigating icy sidewalks, a flat ballet style won’t cut it. Opt for a chunky, lug-sole Mary Jane which adds necessary height and grunge appeal. The key to making this winter-appropriate is the sock choice: go for a thick, white ruffled sock or a ribbed wool blend. Pair this duo with a heavy plaid mini skirt and an oversized shearling aviator jacket. It balances the ‘schoolgirl’ aesthetic with genuine warmth and street-style edge.

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French Girl Winter: The Pop of Red

Red has undeniably been the color of the year, and it transitions seamlessly into winter via patent leather. A red patent Mary Jane adds a glossy, intentional focal point to an otherwise neutral outfit. Style these with a pair of dark-wash, straight-leg denim jeans (cuffed slightly at the ankle to show off the strap) and a luxurious faux fur coat. The juxtaposition of the slick leather against the fluffy coat creates a rich textural experience perfect for coffee dates or gallery hopping.

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Holiday Elegance: Velvet & Opaque Tights

When the holiday party invites start rolling in, swap leather for velvet. A black or deep burgundy velvet Mary Jane screams festive elegance. The crucial winter hack here is the high-denier black opaque tight—it elongates the leg and provides serious insulation. Pair this seamless black bottom half with a cream satin midi skirt and a chunky cable-knit turtleneck. It’s a look that says ‘effortlessly cozy’ while still being dressy enough for evening cocktails.

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Scandi Cool: Silver Metallics & Grey Wool

Winter wardrobes can get bogged down in black and brown; break the monotony with silver metallic Mary Janes. They act as a neutral but reflect the winter light beautifully. Channel the ‘Scandi-cool’ aesthetic by keeping the rest of the outfit tonal: grey wide-leg wool trousers and a long, oversized charcoal coat. The metallic shoe peeking out from under the hem adds a futuristic, playful element to serious tailoring.

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Last Update: December 22, 2025