How to Dress like the Olsen Twins This Fall 2026

The button-up shirt is the cornerstone of almost every coveted Olsen twin look, and it’s how they wear them that makes it so inspiring. Their preferred versions are oversized, slightly rumpled, and styled with a studied disregard for conventional proportions—collars left unbuttoned, sleeves pushed or rolled, and hems hanging loose over equally generous trousers.

Our favorite stylish sisters have never been afraid of a bag with a presence, and their penchant for oversized, croc-effect styles is practically a calling card. Worn against slouchy layers and otherwise restrained outfits, a glossy, gargantuan bag adds just enough old-world polish.

Minimalism may be their default setting, but the Olsens have never been complete purists. Their best looks often introduce a bohemian wildcard—an embroidered blouse, a trailing scarf, stacks of jewelry, or something wonderfully fringed—giving all that immaculate restraint a little undone, worldly charm.

The Olsens treat proportion less like a rule and more like something to deliberately distort. A voluminous white poplin blouse—long in the sleeve, generous through the body, and decidedly un-tucked—becomes even more compelling paired with equally languid trousers or an oversized coat, proving that sometimes the chicest silhouette is simply more.

One of my personal favorite Olsen outfits is anything that involves a lush cashmere turtleneck. The chicness of something so luxurious teamed with a casual, off-duty pair of leggings is exactly what makes their outfits work. Tension!!!

Both Mary-Kate and Ashley have a love for one classic, affordable sneaker. You guessed it—it’s the OG Adidas Samba. Practical with just enough detail, you’ll see them sporting theirs with everything from puddling trousers and oversized coats to leggings and off-duty layers.