26 Stunning Mary Jane Looks For Chic Day Out

“Give a girl the right shoes, and she can conquer the world!”- Marilyn Monroe.

Image credit: @briannesikorski

By Ada Tefft
Published On 08 09 25
In Shoes

Remember squeezing your toes into those black strappy sandals back in school! Well, guess what, they’re making a comeback. The classic Mary Jane shoes are making waves in the realm of fashion. Our favorite fashion icons were snapped going about their business in these shoes. But what’s so special about them?

Well the days when chunky shoes were a thing are gone. The 2000’s elaborate shoe designs are no longer the IT girl vibe. Instead, elegant flats and heels that are comfortable to wear are IN!!!

If you scrutinize the 60’s and 70’s fashion, these shoes will be all over. Schools? . Ballrooms? Check. Jazz clubs? Check. Movies? Check. Runways? Check. Sports… maybe not that.. but everywhere else. I bet your mother had a pair or two in her collection as well just like my mum.

Their revival in the world of fashion owes to their boundless versatility. Originally made with glossy patent leather, these doll shoes are now available in a variety of stuff like suede, velvet, denim, and linen, so you can wear them comfortably all-round the year. Style them with your formal wear or everyday outfits, one thing’s for sure, You’ll see heads turn!!

Many luxury brands like Prada, Chanel, Dolce & Gabbana have come up with their versions of Mary Janes. But the blueprint is the same, comfortable, stylish and goes with everything. These elegant low cut buckled pumps make any outfit OUTSTANDING. Weddings, birthdays, dinner parties, picnics, or your dates, Mary Janes are a perfect fit for all occasions.

In spring and summers, pair them with your favorite skirt and blouse or a flowy dress for a feminine look. For a sleek business casual look, style them with a full suit. You can also go for a button-down shirt with a pair of jeans. In fall and winters, beat the breeze with long coats and puffy jackets. And don’t forget to put on fuzzy socks or leggings with your favorite Mary Janes pair.

Oftentimes it can become difficult to choose between comfort or glam. But why not both? Mary Janes are a merry combination of the two. These dainty pairs transcend generations. They can save you from fashion fails, because they always slay. I believe this should be enough to convince you that these dainty pairs deserve a corner in your wardrobe. And to kick-start your journey, I’ve curated easy-to-wear look below.

White Mini Dress + Gray Oversized Blazer + Red Mary Jane Shoes with White Socks + Black Sunglasses

Ivory Lace Bralette + Light Blue Oversized Button-Down Shirt + White High-Waisted Wide-Leg Trousers + White Mary Jane Flats

Leopard Print Short-Sleeve Front-Tie Blouse + Black Ruffle Maxi Skirt + Mesh Mary Jane Flats + Black Shoulder Bag

Beige Trench Coat + White Button-Up Shirt + Black Jeans + Red Mary Jane Shoes + Black Quilted Handbag

Brown Puff-Sleeve Bowknot Dress + Black Mary Janes + Brown Handbag

White Blouse with Bow Detail + Light Wash Straight-Leg Jeans + Black Mary Jane Shoes with White Socks + Burgundy Shoulder Bag + Cream Floral Hair Clip

Oversized Beige Blazer + White Graphic T-Shirt + Blue Striped Shorts + Red Mary Jane Shoes + Black Handbag + Black Sunglasses

Red Floral Sleeveless Midi Dress + Beige Mary Jane Shoes

Blue Gingham Mini Dress + Black Mary Jane Shoes + Straw Handbag

Peter Pan Collar Denim Dress + Red Mary Jane Shoes + Burgundy Shoulder Bag + Black Sunglasses

Black Satin Slip Dress + Pink Mary Jane Shoes

White T-Shirt + Leopard Print Midi Skirt + Red Mary Jane Shoes + Red Handbag + Black Sunglasses + Layered Gold Necklaces

Cream Lace-Trimmed Top + White Tiered Maxi Skirt + Cream Mary Jane Shoes + Straw Tote Bag with White Floral Details + Gold Jewelry

White Sundress + White Mary Jane Shoes

Black Leather Jacket + Black Top + Gray Pleated Mini Skirt + White Socks + Black Mary Jane Shoes + Black Handbag + Black Sunglasses

Black Cardigan + Blue Wide-Leg Jeans + Black Mary Jane Shoes

Cream Cable-Knit Sweater + White Mini Skirt + White Socks with Red Heart Details + Black and White Mary Jane Shoes + White Headband

Gray Turtleneck Sweater + Black Sheer Polka Dot Maxi Skirt + Red Mary Jane Flats

White and Black Striped Knit Sweater + Beige Wide-Leg Pants + Red Mary Jane Shoes + White Tote Bag

Gray Long Coat + Black Mini Dress + White Blouse Underneath + White Socks with Lace Trim + Black Mary Jane Heels + Red Oversized Tote Bag + Black Sunglasses

Black Cardigan + White Top + Black Mini Skirt + Black Mary Jane Heels + Black Handbag

Black Blazer + Red Long-Sleeve Top + Black Mini Skirt + Red Mary Jane Shoes with White Socks + Black Quilted Shoulder Bag + Black Sunglasses

White Button-Up Shirt + Black Satin Slip Dress + Black Fishnet Tights + Black Mary Jane Shoes + Black Handbag

Black Off-The-Shoulder Top + Black High-Waisted Cropped Pants + Black Blazer + Red Mary Jane Shoes + Red Handbag

Beige Trench Coat + Black Mini Dress + Black Sheer Tights + Black Pointed-Toe Mary Jane Shoes + Black Crossbody Bag

Black Cropped Top + Black Pleated Mini Skirt + Black Oversized Blazer + Black Mary Jane Shoes with Gray Socks + Beige Handbag + Black Sunglasses

Ada Tefft is a seasoned fashion writer with over five years of experience, currently crafting stylish narratives for LookLume from the breathtaking landscapes of Montana. Before joining LookLume, Ada honed her editorial expertise at a digital magazine based in Zürich. She earned her BA in Journalism from the University of Montana, transitioning to fashion writing after exploring a career in graphic design during her college years. When she’s not uncovering the new trends, Ada can be found hiking Montana’s scenic trails with her golden retriever, strolling Paris during spring and summer, or enjoying a latte at her favorite coffee shop with friends. Her love for both the great outdoors and high fashion gives her a distinctive perspective in the industry, inspiring readers to embrace their individuality one outfit at a time.

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