How To Wear Mary Janes
Photo:@alicia_krakowska_hadid
Let’s be real—Mary Janes never really went out of style, but lately? They’re having a major moment. From runway shows to TikTok trends, everyone’s giving this classic shoe a fresh spin.
The best part? They go with everything. Whether you’re into preppy chic, minimalist fashion, or full-on coquette-core, there’s a Mary Jane style for you. Pair them with baggy jeans and a tee for an effortless street-style vibe or lean into the ballet aesthetic with lace socks and a pleated skirt.
If you’ve been eyeing this trend but aren’t sure how to style them—you’re in the right place. Here’s your ultimate guide to wearing Mary Janes without looking like a schoolgirl (unless that’s your vibe, no judgment). Plus, I’ve rounded up the best Mary Janes to shop now so you can step into this trend with ease.
Let’s get into it!
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1. The Classic Black Patent Mary Jane
Madewell
The Nettie Heeled Mary Jane
$148
This is the one that goes with everything—glossy, chic, and polished enough to wear from day to night. Wear them with socks for a preppy, playful touch, or let them shine with bare legs. Either way, you can’t go wrong.
2. The Chunky Platform Mary Jane
DSW
Steve Madden Nabella Mary Jane Pump
$99.95
If you love a little edge, this one’s for you. The chunky sole adds height and drama, making it the perfect pick for those who love a bold, statement shoe. Pair them with wide-leg jeans or a mini skirt for an effortlessly cool vibe.
3. The Strappy Feminine Mary Jane
Anthropologie
Maeve Pointed-Toe Moto Mary Jane Flats
$160
A delicate double-strap design with a low heel makes this the ideal choice if you want something feminine but comfortable. Pair them with a linen dress for a romantic, Parisian-inspired feel.
4. The Velvet Mary Jane
Veronica Beard
Cade Velvet Mary Jane Ballerina Pumps
$375
Velvet instantly makes everything feel a little more luxe. These are perfect for evening wear, but don’t be afraid to dress them down with denim and a structured blazer for that cool high-low contrast.
5. The Mary Jane Ballet Flat
Madewell
The Greta Ballet Flat
$98.00
This is the ultimate easy shoe. If you love the ballet flat trend but want something with a little more structure, this is the best of both worlds. Pair them with cropped jeans and a basic tee for the effortlessly polished off-duty look.
How to Wear Mary Janes
Once you’ve got your perfect pair, the next question is how to style them. The best part about Mary Janes? They go with everything—whether you’re dressing up, keeping it casual, or going for a cool-girl mix of both.
1. Cropped T-Shirt + White Linen Skirt + Classic Mary Janes
photo:@lisonseb
This combo is simple, fresh, and perfect for warm days. The cropped tee keeps it casual, while the linen skirt adds that effortless, laid-back feel. Pair it with black or white Mary Janes for a clean, polished finish.
Oversized Blazer + Cropped Graphic Tee + Pleated Maxi Skirt + Mary Janes
Photo:@sybil.tingc
This look is all about balance—structured, relaxed, and effortlessly cool. The oversized blazer adds a little edge, while the cropped graphic tee keeps it laid-back. A pleated maxi skirt brings movement and femininity, and pairing it with classic or platform Mary Janes ties everything together with just the right amount of polish. Perfect for days when you want to look put together but still feel comfortable.
Basic Tee + Blazer + Linen Shorts + Mary Janes Flats
Photo:@marine_diet
The perfect high-low mix. The basic tee and linen shorts make this feel relaxed, while the structured blazer and chunky Mary Janes add just enough edge to keep it interesting. It’s polished but totally wearable.
Crop Blazer + Jeans + Loafer Mary Janes
Photo:@ainara.lnd
This is the easiest way to make jeans feel intentional. A cropped blazer adds structure, while strappy Mary Janes bring just the right amount of feminine energy. Perfect for brunch, casual workdays, or anywhere you want to feel put together without trying too hard.
Disclaimer this blogpost was originally published August 8, 2024 and was updated February 12,2025