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TOP 25 MARY JANE MUST-HAVES | MY FALL 2025 SHOES TRENDS FAVORITES

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I love that magical shift from summer to fall – the cozy layers, the crisp air, and yes… the shoes! For Fall 2025, I’m sharing my ultimate edit: chic Mary Janes, timeless Penny loafers, cozy UGG Tasmans, sporty Puma Speedcats, and the clogs everyone’...
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Mary Jane Magic – My Fall 2025 Favorite Flats

Mary Janes are my forever crush – chic, comfy, and perfect for that summer-to-fall transition I love so much. This season, I’m styling them with everything from jeans to dresses for the ultimate fall vibe.

 
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I’m obsessed with these Rothy’s Mary Jane flats! The square toe feels so modern, and the knit is insanely comfy. Classic and modern at the same time!
Mary Jane Flats – Rothy’s The Max Square Toe in Black Sand
 
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These red Mary Jane ballet flats are my instant mood booster! The pop of color makes any outfit shine, and they’re just as comfy as they are cute.
Mary Jane Ballet Flats – Matisse Mick Square Toe in Red
 
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I can’t get over how chic these Mary Janes are! That knotted bow is pure elegance, and they make me feel effortlessly polished every time I wear them.
Mary Jane Flats – Maeve Knotted Bow in Black
 
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These red Mary Janes are pure confidence in a shoe! The block heel is comfy enough for all day, and the color turns every outfit into a statement.
Mary Jane Heels – Earth Shoes Rumer Block Heel in Medium Red
 
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I can strut in these ALDO Mary Janes for hours! The patent shine is so sleek, and that Pillow Walk cushioning is a total game changer.
Mary Jane Heels – ALDO Pillow Walk Block Heel in Black Patent and Medium Brown
 
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These black square toe Mary Janes are my everyday heroes! The leather feels like butter, and I can walk in them all day without a single pinch.
Mary Jane Flats – Rollie Nation Ballet Square Toe in Black
 
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These crystal Mary Janes are pure magic! They sparkle with every step, and honestly, they make me feel like the main character in my own movie.
Mary Jane Flats – Rollie Nation Black Ballet in Crystal
 
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These pointed toe Mary Janes make me feel unstoppable! The moto straps add just the right amount of edge, rock and trendy, just perfect for every outfit!
Maeve Pointed-Toe Moto Mary Jane Flats
 
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Love the sumptuous leather in a retro-inspired silhouette, these flats bring a polished touch to any ensemble - from prim mini skirts and dresses, to cuffed skinny jeans and wide-leg trousers. Unique style!!!
Sam Edelman Michaela Mary Jane Flats by Anthropologie
 
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A super wonderful shoe defined by crisp cuts, look-twice details, and playful polish. Super elegant for any important occasion!
Maeve Triple-Strap Mary Jane Flats by Anthropologie
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Black Mary Jane block heels with a sleek strap, combining vintage charm and modern sophistication. The block heel is comfy enough for all-day wear, and they add instant vintage glam to my look. Truly elegant!
Intentionally Blank Cortez Mary Jane Heels
 
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These navy Mary Janes are my preppy dream! The leather feels so luxe, and they give every outfit that polished, Ivy League vibe. Super trendy!
G.H.BASS Mary Jane Weejuns® Pink Flats
 
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Black fisherman-style Mary Jane flats with leather straps, blending artisanal detail and modern edge. These fisherman-style Mary Janes are so unique! The strappy leather design feels artisanal yet modern – I’ve been pairing them with everything.
G.H.BASS Fisherman Mary Jane Flats
 
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Black Mary Jane block heel pumps with cushioned footbed, perfect for comfort and timeless style.
Rumer Mary Jane Block Heel Dress Pumps
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Black patent Mary Jane flats with a low block heel and sleek, polished finish for day-to-night style. The shine is so polished, and they easily go from my office desk to dinner plans.
Mary Jane Flats – Rollie Nation Step in Black Patent
 
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Pewter patent square toe Mary Jane flats – Rollie Nation Ballet.The pewter shine on these Mary Janes is unreal! They’re the perfect mix of edgy and classy!!
Ballet MJ Square Toe Pewter Patent
 
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Black patent studded square toe Mary Jane flats – Rollie Nation. These studded Mary Janes are giving total rockstar energy! The black patent shine with those studs is such a power combo. Really love the rock style!
Mary Jane Flats – Rollie Nation Studded Square Toe in Black Patent
 
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Merlot patent studded square toe Mary Jane flats – Rollie Nation. Merlot and studs? Yes, please! These Mary Janes add instant drama to any outfit!!!
Mary Jane Flats – Rollie Nation Studded Square Toe in Merlot Patent
 
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Black square toe Mary Jane flats with rhinestone straps – Rollie Nation. I feel like a total star in these rhinestone Mary Janes! They catch the light in the most gorgeous way every time I move. Perfect also with a casual look!
Mary Jane Flats – Rollie Nation Rhinestone Square Toe in Black
 
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Merlot patent square toe Mary Jane flats with a sleek silhouette and cushioned comfort. These Merlot Mary Janes are my autumn obsession! The deep red patent looks so luxe and adds instant richness to my outfits.
Mary Jane Flats – Rollie Nation Square Toe in Merlot Patent
 
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These platform Mary Janes are pure city drama in the best way! That buckle detail makes them stand out and the height is surprisingly comfy.
Luna Black Leather Mary Jane Lug Slingbacks
 
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The burgundy patent on these Mary Janes is everything! They’re bold, retro with a super modern twist!
Women's Charli Wine Patent Leather Lug Mary Janes
 
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These burgundy Mary Janes are handcrafted perfection! The color is rich and elegant, and they feel as amazing as they look. I also love the artworks inside the shoes! Every detail is perfect here!
Ruby Burgundy Patent Mary Jane - Women's
 
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The craftsmanship on these black patent Mary Janes is unreal! They’re sleek, timeless, and elevate anything I pair them with. Buying them is a smart choice because they are classic and modern at the same time!
Mary Jane Flats – Duke + Dexter Ruby in Black Patent Women
 
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These grey Mary Janes are so creative and artistic with the kiss design! Of course, buying them is just a luxury treat since it is not that type of shoes you can pair with everything! But once in a while, it is good to have in your wardrobe some acce...
Ruby Off-White Kiss Mary Jane - Women's
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These Mary Jane shoes are everything!!! So creative with the sketches design and the colors are delicate and in trends for fall season! I see them as a perfect gift for an artist or an art lover!!
Ruby Sketch Mary Jane - Women's

Penny Loafer Love – Timeless Fall 2025 Style

There’s something about Penny loafers that makes me feel instantly polished. For Fall 2025, I’m pairing them with cozy knits and tailored trousers – the perfect mix for that crisp summer-to-fall shift I adore.

 
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These chunky Mary Jane loafers are my go-to for a polished yet cool vibe! They work with jeans, skirts, literally everything.
Women's Ms. Adler Black Patent Leather Lug Penny Loafers
 
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I’m obsessed with these Cream retro vintage Penny loafers! The leather is buttery soft and they give me that perfect vintage-meets-modern look.
Women's Ms. Calum Cream Leather Penny Loafers
 
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These grape Penny loafers are such a wardrobe staple! They’re comfy enough for all-day wear but still look super polished. The color is simpky everything!!! They are in wishlist!
Women's Ms. Calum Grape Floral Leather Penny Loafers
 
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These Aqua Mint Mary Janes are such a chic twist on a classic! The color feels fresh but still pairs with everything in my closet. The details on the leather are so stunning! Surely, they could become a very important accessory in your outfit!
Women's Ms. Calum Mint Blue Leather Penny Loafers
 
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These penny loafers have major power-shoe vibes! The chunky sole gives them attitude while the patent keeps them sleek. The color cream is perfectly on trend for this fall! Love them because they are classy and modern at the same time! If you like th... maybe you would like to check these Mary Jane too!
Women's Ms. Boulevard Beige Croc Leather Bit Loafers
 
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These loafers are pure fun! The kiss print is cheeky, bold and so creative! I selected also a Mary Jane pair with the same design, because I find it so original to wear!
Wilde Kiss Penny Loafer - Women's