Very few shoes can claim the timeless allure of the Mary Jane. With a single strap and a whisper of sophisticated charm, it once graced the feet of Old Hollywood starlets and continues to captivate modern muses—including our March cover star, Zoë Kravitz .

Most Comfortable Mary Jane Shoes

For the Style & Comfort Enthusiasts: Madewell The Remy Mary Jane Flat , $138

For the Trend Setter: Vibi Venezia Timeless Bottiglia Cotton Velvet Mary Janes , $165

For the Contemporary Minimalist: Alohas Sway Square Toe Ballet Flat , $190

For the Classic Minimalists: Margaux The Demi Jane Flat $285

For the Sophisticates: Loeffler Randall Leonie Leather Ballet Flat , $295

For the Bold Muse: Larroudé Verona Ballet Flat , $315

For the It Girl: Tory Burch Peep Toe Mary Jane Ballet Flat

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