When looking for outfit inspiration, two names always come to mind: Olivia Rodrigo and Selena Gomez. The singers each have their unique style, but in addition to excellent voices, they have superb taste in fashion. When we spotted both wearing a pair of black high-heeled Mary Janes in the same week, you can bet it caught our attention.
Mary Janes have been around since the 1900s, and it's safe to say they've evolved quite a bit over the past century. Today, stiletto and stacked-heel styles can be found just as often as the original flat version of the shoes. From affordable $50 pairs to pricier designer takes on the trend, there's a pair of Mary Janes out there to suit just about any outfit.
But let's keep it simple. Taking a cue from Gomez and Rodrigo, we've pulled 13 of the prettiest black high-heeled Mary Janes available to shop now. Suede, satin, and patent leather prevail, with heels coming in a variety of heights and shapes. Not all Mary Janes look the same, so keep scrolling to find the pair that speaks to you, and get ready to strap 'em on for the holidays.
On Olivia Rodrigo: Shushu/Tong dress; Jennifer Behr headband; Christian Louboutin shoes
Rodrigo has worn similar platform pumps on several occasions.
On Selena Gomez: The Frankie Shop coat; Miu Miu jacket and skirt; Khaite belt; Stuart Weitzman shoes
Perfection, no notes.
Shop More High-Heeled Mary Janes
Reformation's elastic strap is genius.
Add a few inches (4 and 3/4 to be precise) with these platform pumps.
A wedge heel like this is easy to walk in all day.
A stiletto heel and super-pointy toe make these Mary Janes stand out.
These don't have the highest heel, but Larroude's Blair Mary Janes are known to be super comfortable.
The rounded toe and double buckle give this pair a fun, retro feel.
How pretty is this buckle?
Satin fabric, a stiletto heel, and a pretty pavé buckle make these Mary Janes the ideal party shoes.
Another shorter heel that is too sweet not to include on this list.
The more you wear these Mary Janes, the more comfortable they'll become.
Whether you prefer a simple buckle or like a stylish T-strap, you really can't go wrong with heeled Mary Janes this year.
-
Hold the Sandals—This Is the Shoe Trend to Wear With Dresses in SeptemberAs seen on Alexa Chung.
-
Move Over, Jelly Shoes—I Predict *This* Chunky Shoe Trend Will Be Everywhere Come FallGen Z discovers boho chic.
-
Spotted on Selena Gomez at Her Bachelorette Party: 2025's It UggsDon't let them sell out on you.
-
If You Want Prettier Outfits, Swap Black Pumps for This Dated ColorEven Serena Williams is making the switch.
-
This Is the "Dated" Heel Trend to Buy Instead of Basic Pumps If You Want Cooler Outfits This FallSophie Turner is making the switch.
-
Hailey Bieber Just Said This Classic Print Looks So 2025 When Paired With This Unconventional Shoe ColorUnexpected, yet so chic.
-
Take It From Olivia Rodrigo: This Fall Dress Trend Will Replace Polka-Dot OnesYou heard it here first.
-
Forget Mules—*These* Are the Classic Anti-Flats L.A. It Girls Wear for Dinner at Giorgio BaldiGood food, great footwear.
