Forget Socks With Loafers—It Girls Love the Punk-Rock Tone of Socks and Heeled Mary Janes

Take it from Olivia Rodrigo: The unlikely duo looks so grunge with babydoll dresses.

celebrities wearing the heeled Mary Janes trend with socks
(Image credit: Backgrid, Hunter Simmons)

Pop stars know they've made it when fans associate their personal style with a specific shoe trend. While bedazzled Christian Louboutin booties belong to Taylor Swift, Ariana Grande is synonymous with platform knee-highs. Olivia Rodrigo, on the other hand, welcomed the heeled Mary Janes trend and socks to the punk-rock Rodrigo-verse.

The 23-year-old started styling socks with Mary Janes years before she won her first Grammy Award. Her now-signature set even joined her at the White House in 2021. Earlier this year, it became the leading motif for her third studio record, You Seem Pretty Sad for a Girl So in Love, appearing at listening parties, on the album cover, and everywhere in between. That said, it's no surprise Rodrigo slipped stark-white socks into platform Mary Janes before celebrating her collaboration with The Lego Group.

Olivia Rodrigo styles the babydoll dress trend with socks and heeled Mary Janes

This week, Olivia Rodrigo celebrated her Lego collection in socks and the heeled Mary Janes trend.

(Image credit: Hunter Simmons)

Rodrigo's opaque hosiery seemed to be from Hue, the New York City-based legwear brand behind her socks in the "Drop Dead" music video. Similarly, the Mary Janes—specifically their glossy black leather garnish—bared a resemblance to the pair on her album cover. To complete her current era's outfit formula, it's only right she wore a vintage babydoll dress, too.

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Olivia Rodrigo styles the babydoll dress trend with socks and heeled Mary Janes

The school-uniform socks stretched all the way to her knees.

(Image credit: Hunter Simmons)

Much like babydoll dresses, women have been wearing the Mary Jane trend with socks for decades. Almost a century ago, after Shirley Temple popularized the pairing, it became the school-mandated uniform for thousands of students. By the '90s, singers like Courtney Love and Kat Bjelland reclaimed it with a punk-rock twist. Are you getting babydoll déjà vu yet?

Fast forward to the 2020s, and Mary Janes and socks are still helping fashion girls embrace their edgier sides. In August 2024, Swift went full Gwen Stefani mode in a plaid Vivienne Westwood skirt set, colorless crew socks, and olive green block-heel Mary Janes from Sézane. One year later, the unlikely duo earned a close-up in The Devil Wears Prada 2, thanks to Simone Ashley's black knee-highs and pointy pumps. As recently as April 2026, McKenna Grace styled frilly socks with double-strap Mary Janes the Olivia Rodrigo Way.

Simone Ashley wore the heeled Mary Janes trend with socks in summer 2025

Last summer, Simone Ashley was spotted in socks and Mary Janes on the set of The Devil Wears Prada 2.

(Image credit: Getty Images)

McKenna Grace wore the heeled Mary Janes trend with socks in April 2026

Earlier this year, McKenna Grace wore similar socks and Mary Janes like Rodrigo would.

(Image credit: Backgrid)

Gone are the days of school uniform styling. Socks and Mary Janes are keeping the punk-rock aesthetic alive in the age of less-is-more looks. Take any outfit (extra points if it includes a babydoll dress) to the grunge-girl limits by shopping the Rodrigo-approved pieces below.

Shop Socks and Heeled Mary Janes Inspired by Olivia Rodrigo

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Meguire Hennes
Staff Writer, Fashion

Meguire Hennes is the fashion staff writer at Marie Claire, where she breaks down the celebrity looks living rent-free in her head (and yours). Whether a star is walking the red carpet or posing on Instagram, Meguire will tell you who they're wearing and why. When she's not gushing about A-listers from J.Law to Rihanna, Meguire also covers breaking industry news.

Previously, Meguire was the fashion news writer at The Zoe Report. She received a bachelor's degree in fashion studies at Montclair State University, and has freelanced at Bustle, Women's Health, Well+Good, and more. You can find her words across the fashion, beauty, health, and wellness verticals, because her Libra moon wouldn't let her settle on one beat. Follow her on Instagram for BTS moments from her Marie Claire era.