Hailey Bieber Wears the World’s Boldest Mary Janes

Hailey Bieber is seen wearing a long black trench coat as she runs errands in Los Angeles CA.
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So committed is Hailey Bieber to maintaining the tenets of a so-called “glazed doughnut” aesthetic that her style rarely ventures beyond patent Saint Laurent stilettos. But—as of last week —she now seems to be dipping her manicured toe into fashion’s more unusual end: adopting stirrup leggings and Toteme kitten heels, and cartoonish Bottega Veneta shoes that look as though they belong in Recess.

Bieber wore those unusually swollen Mary Janes with head girl socks and a calf-skimming trench to purchase a pre-shaken salad and an iced coffee in Los Angeles. In the tradition of Kendall Jenner – who seems to be leaning further and further into all things high-end bizarro at the moment – Bieber managed to introduce what can only be described as clown shoes to the pristine Instagram set.

That is not to say the shoes are aesthetically unappealing, though. They might have been constructed with a rotund toe, a puffed-up buckle and a thick rubber heel but they nonetheless look good. Plus, they provide a psychic break from the more saccharine schoolgirl look that has been popularized by the kind of TikTok coquettes who tie ribbons into their belts and watch Sofia Coppola fancams.

Shop more Mary Janes below.

Chloé

Owena loafers

Bottega Veneta

lug Mary Jane loafer

Aquatalia

Malvina Mary Jane loafers

Dolce Vita

Ebbie Mary Jane loafers

Maison Margiela

Tabi Mary Jane loafers

Le Monde Béryl

Mary Jane ballet flats

Madewell

The Nettie heeled Mary Janes

Aeyde

Aline 45 patent-leather Mary Jane pumps

By Far

Judy patent-leather Mary Jane pumps

Madewell

Wendell low block heel Mary Jane pumps

Carel

Kina Mary Jane trio pumps

Aeyde

Aline 45 patent-leather Mary Jane pumps