Loafers have undergone a fascinating trajectory in fashion over recent seasons. Designers are stretching the shoe beyond its buttoned-up preppy codes to become a vibe shift. On the Fall 2025 runways, loafer outfits from Dior and Calvin Klein saw sheer and sequined gowns styled with lace-up Derbies instead of the expected sharp stilettos. Even Gucci leveled up its iconic horsebit loafer, stacking it on 6-inch platforms and teaming the sky-high shoes with flirty hot pants—a look that would blend better on a dance floor than on an Ivy League quad.
Even when the shoe returns to its prepster roots in 2026, there's a level of playfulness that pushes against its prim and proper connotations. Take, for instance, the boat shoe trend revival that has been scattered across fashion's top runways and city streets: At Copenhagen Fashion Week, for instance, It girls combine weathered moccasins with sheer knee-high socks, plaid button-down shirts, and a dash of irreverence that mimics an exiled member of a country club.
Loafers don't fit neatly into a preppy box. A Brogue becomes edgier when worn with a leather bomber jacket and distressed denim. Lug-soled chunky loafers have an inherent edge, but adding a frothy bubble skirt softens the hefty shoe. It's all about how you style loafers this season. And if you need outfit ideas featuring the timeless shoe, you'll find several below, straight from Fashion Month street style.
Go Big on Color
For those who love riding the high of dopamine dressing, reach for a reliable pair of colorful loafers. Dress them up with complementary vibrant hues, bright prints, or unmissable textures to make an even stronger statement.
Walk on the Wild Side
A leopard-spotted or cowhide-patterned pair of loafers will make a strong impression. Allow your animal print shoes to take center stage, opting for a basic white T-shirt and a classic corduroy mini skirt as complements.
A Splash of Sparkle
A foolproof way to elevate a simple pair of black penny loafers? Sequins, of course. Consider a midi skirt covered in cherry red sparkles paired with a no-fuss button-down shirt.
All Black
Alternatively, you can let the color black work its magic as a naturally sophisticated dark neutral. Start from the bottom, with a chunky block-heeled loafer, a column skirt, and a tailored vest.
A '90s-Era Formula
For minimalists whose hearts stayed in the '90s, reach for the era's iconic sleek slip skirt. Paired with chunky hardware-front loafers, the silky piece delivers a clean, elegant look.
A Grown-Up School Girl
Just because there are other aesthetic possibilities, it doesn't mean you have to forget about the loafer's academic associations. Consider a quintessentially preppy outfit of a pleated mini skirt, a blue button-down, and, you guessed it, dark leather loafers.
The Black Top, White Skirt Formula
Summer's white skirt outfit idea is worth integrating into winter, too. You'll just want to add in a few cold-weather essentials, like a work-proof blazer and a sleek pair of loafers.
Top-to-Toe Tonal Pieces
Consider test-driving the chili flake red color trend and style an outfit out of similar warm tones—like burgundy, for reference, which works well with muted mocha browns and more saturated crimson.
With a Suede Jacket
The mix of a neutral pair of loafers with a must-touch suede jacket is a classic fall formula. Add a soft, white turtleneck sweater and a coordinating pair of wide-leg jeans to complete the look.
Hero Outerwear
A leather jacket outfit doesn't have to look ready to ride. A luxe leather trench paired with a white T-shirt, black trousers, and elegant driving loafers leans more towards sophisticated Manhattanite than motorcycle rider heading out on the highway.
With Sheer Knee-High Socks
The knee-high sock trend, seen on the Fashion Circuit from New York to Paris, might seem intimidating at first. You might wonder, "How can I make knee-length nylons look modern and stylish?" Start simple: Wear a white pair with solid, chunky loafers and a wool mini-skirt in chocolate brown. That's a straightforward way to style socks with loafers.
Call on a Classic Trench
We have a saying at Marie Claire: sometimes the coat is the outfit. When a trench coat is as crisp and classic as the one above, it offers enough to stand alone—though a chunky platform loafer is a welcome touch of added drama.
A Nautical Twist
For the sea-faring fashion girls or those who want to dress like a savvy sailor, consider a boat shoe. Take a cue from this Fashion Week show-goer with classic Sperry Topsiders teamed with paper-bag pants and a sprinkle of trendy plaid. It's an outfit that has a nautical nod but also feels fit for the city.
Pop of Red
If recent years have taught us anything, it's that nearly every outfit can benefit from a splash of red. The look above would work just as well without the cherry-colored crewneck sweater and matching cashmere socks. However, those pieces are thoughtful touches that show this NYFW guest dressed with intention.
Fashion's Favorite Coat Trend
What we love most about the barn jacket trend is the juxtaposition it creates when styled with pieces that aren't proofed for real-world labor. A khaki chore jacket teamed with a pleated mini skirt and silver hardware-studded loafers, for instance, is not an outfit you'd wear for hay baling or feeding the chickens—but that's why the unexpected combination works.
