Do you ever look at your wardrobe and say to yourself, "I have no practical shoes to wear?" Because let me tell you, I sure have. Curating a collection of fashionable and functional footwear can sometimes be challenging, even for an editor. I'm often swayed to test-drive another shoe trend easily or even buy another pair of heels (despite already owning too many that are far too uncomfortable). So you can understand why the need to invest in timeless and comfortable shoes is of the utmost importance, and luckily for me, one shoe style has made a subtle comeback: Mary Jane shoes. It's not that this classic shoe ever went out of style, but with the focus on trendier styles (ahem, platform sandals and ballet flats), the Mary Jane shoe style wasn't entirely a part of the conversation.
Considering that these shoes have been spotted in recent runway collections and the fashion set has fastidiously taken up wearing them, it's safe to say that Mary Janes are starting to get the recognition they deserve. After all, this style is arguably one of the best shoe purchases you can make, but it also has infinite styling possibilities. In an effort to prove my point, I've rounded up 5 Mary-Jane-shoe outfits that can be worn year-round and shopped out the key pieces needed to re-create the looks for yourself. Buckle up. After you read this, you'll no longer be able to say you have no comfy yet cute shoe options.
Shop Chic Mary-Jane Outfits:
1. Blazer + Tank + Skinny Jeans + Mary Jane Flats
Style Notes: A neutral palette always looks polished, and this outfit is no exception. The sharp tailoring of a cream blazer balances the casual nature of black skinny jeans, while cream Mary Jane flats keep things feeling fresh and modern. Opt for a fitted tank underneath for a streamlined silhouette—ideal for workdays and weekend plans alike.
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An oversized blazer instantly elevates any outfit.
A classic layering piece with a sleek fit
A timeless denim staple for a polished look.
A chic and comfortable option for everyday wear.
2. Bomber Jacket + Turtleneck + Midi Skirt + Mary Jane Flats with Socks
Style Notes: This outfit plays with proportions, mixing the cool, oversized feel of a bomber jacket with the elegance of a black midi skirt. The white turtleneck adds contrast and warmth, while white socks with black Mary Jane flats lend a playful, vintage-inspired touch. A great option for transitional dressing, this look is both cosy and fashion-forward.
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This adds an effortless, off-duty feel.
A layering essential that feels both classic and modern.
Flattering and versatile, this skirt works year-round.
I love!
3. Cardigan + Light Wash Jeans + Block-Heel Mary Janes + Bucket Bag
Style Notes: For a pop of colour, a red cardigan pairs beautifully with light-wash jeans. A nod to classic French-girl style, this look is elevated with red block-heel Mary Janes, which add polish while still being practical. A light bucket bag keeps the outfit grounded and neutral, allowing the red tones to shine.
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Did someone say French girl looks?
A straight-leg denim choice that pairs perfectly with vibrant hues.
A statement shoe.
A versatile, everyday bag that complements warm tones.
4. Midi Dress + Cardigan + Mary Janes + Mini Bag
Style Notes: A midi dress exudes elegance, and when paired with a cream cardigan, the result is a soft, sophisticated look that works year-round. Black Mary Janes and a matching mini bag add contrast, creating a balanced outfit that's ideal for brunch dates or city strolls.
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A WWW editor favourite.
A cosy layer that keeps the look polished yet relaxed.
A classic shoe choice with endless styling possibilities.
A '90s finishing touch for day or evening.
5. Chunky Knit + Suede Mini Skirt + Brown Mary Janes + Shoulder Bag
Style Notes: Textured layers make for the perfect transitional outfit, and this combination of a chunky knit and suede mini skirt hits all the right notes. Brown Mary Janes add a touch of vintage charm, while a brown or tan shoulder bag ties everything together.
Shop the Look:
My favourite jumper of all time.
Adds texture and sophistication to your outfit.
A subtle, retro-inspired take on the trend.
This is next on my wish-list.
This post was originally published at an earlier date and has since been updated.
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