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7 Fresh Ways to Style Loafers This Fall

How to make these classic shoes feel new for the season

By Swedan Margen

7 Fresh Ways to Style Loafers This Fall

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Five women showcasing diverse fashionable outfits on city streets, featuring various styles and accessories.

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A fall wardrobe isn’t complete without a pair of loafers. The style has all the polish of a pump with the comfort of a flat, making it a great option for the 9-to-5, as well as days when you want to explore the city without any hiccups. What’s not to love?

When it comes to styling them for fall, you can’t go wrong with pairing a patent leather penny loafer with a V-neck sweater and equally soft denim. But the loafer is versatile, so use the season ahead to have some fun. To keep things fresh, lean into complementary textures. Pair a leather bomber jacket with a suede loafer pump or play with pops of color—berry red, citrine, and kelly green all work nicely with earthy neutrals.

Below, we break down all the ways to style loafers for fall, for work and beyond.

With a Tank Top and Slouchy Denim

During the early days of fall, when it’s not quite cold or too hot, layer a navy checkered shirt over a simple white tank and style them with a pair of slouchy black denim and suede horsebit loafers. Finish with the accessory of the moment: a tiny watch.

Modern Tank Top

Gap Modern Tank Top

Now 45% Off

Credit: Gap

Ayla Baggy Jeans

Citizens of Humanity Ayla Baggy Jeans

Credit: Citizens of Humanity

Easy Shirt

Madewell Easy Shirt

Credit: Madewell

Jordaan Soft Loafer

Gucci Jordaan Soft Loafer

Credit: Gucci

Virgil Watch

Breda Virgil Watch

Credit: Breda

With a Maxi Skirt and a Leather Jacket

A maxi skirt is a workplace staple, but an asymmetric version can make your outfit more interesting. Embrace the longlines with an oversized button-down shirt. To complete the look, add a leather bomber jacket, but to keep it from feeling too heavy, soften the vibe with suede pumps and a woven accessory (this Tory Burch style comes straight from the fall runway).

Aime Jacket

Nili Lotan Aime Jacket

Credit: Nili Lotan

Cotton-Poplin Shirt

Matteau Cotton-Poplin Shirt

Credit: Matteau

Asymmetric Check Plaid  Skirt

Co Asymmetric Check Plaid Skirt

Credit: Co

Suede Loafers With Buckle

Miu Miu Suede Loafers With Buckle

Credit: Miu Miu

Handwoven Basket Tote

Tory Burch Handwoven Basket Tote

Credit: Tory Burch

With a Quarter Zip and Stirrup Leggings

Not ready to part with your capris? We don’t blame you. Stirrup leggings offer the same comfort and sleek style, with the added benefit of extra warmth. For those who love an all-black look— stirrups are also great for adding visual depth. We’d pair them with smooth white loafers and a crisp T-shirt and add a leopard-print accessory for an unexpected fashion statement.

Half Zip Turtleneck

Guest In Residence Half Zip Turtleneck

Credit: Guest in Residence

Everyday Long Sleeve T-Shirt

Favorite Daughter Everyday Long Sleeve T-Shirt

Credit: Favorite Daughter

Neoprene Stirrup Legging

Commando Neoprene Stirrup Legging

Credit: Commando

Leather Loafers

Mango Leather Loafers

Credit: Mango

Le 5 A 7 Hobo Bag

Saint Laurent Le 5 A 7 Hobo Bag

Credit: Saint Laurent

With a Long Coat and Satin Pants

A long, sweeping coat is exactly the type of glamour we’ve been craving. Fall is the perfect time to bring out the longer hemlines; to keep it from reading visually flat, play up the contrast in materials. We like the look of pairing a crepe jacket with silky pants, then adding an embossed loafer and vintage-inspired jewels.

Twist Jacket

Colleen Allen Twist Jacket

Credit: Colleen Allen

Turtleneck Sleeveless Sweater

Ralph Lauren Turtleneck Sleeveless Sweater

Credit: Ralph Lauren

Satin Straight Pants

Vince Satin Straight Pants

Credit: Vince

Le Loafer Cassandre  Mules

Saint Laurent Le Loafer Cassandre Mules

Credit: Saint Laurent

Asterales Floating Vine Earring

Alexis Bittar Asterales Floating Vine Earring

Credit: Alexis Bittar

With a High V-Neck and Straight Leg Denim

Never underestimate the power of a cashmere knit and a pair of perfectly baby blue jeans. To shake it up a little, swap the crewneck for a high-V and your favorite white tee in a bold hue. Then tie the look together with classic penny loafers and a whimsical bag.

Margo Tee

Leset Margo Tee

Credit: Leset

Callum Jeans

Khaite Callum Jeans

Credit: Khaite

Cashmere High V-Neck Sweater

J.Crew Cashmere High V-Neck Sweater

Credit: J.Crew

Whitney Weejuns Penny Loafer

G.H. Bass Whitney Weejuns Penny Loafer

Credit: G.H. Bass

Tote Bag

Chan Luu Tote Bag

Credit: Chan Luu

With an Oversized Turtleneck and Dark Denim

It doesn’t get more autumn-coded than slipping on a cozy, chocolate brown turtleneck and indigo denim. To break up the dark color palette, slot in a pair of colorful socks and slick two-tone aviators.

Wool Oversize Knit Sweater

Massimo Dutti Wool Oversize Knit Sweater

Credit: Massimo Dutti

Rounded Baggy Jeans

Agolde Rounded Baggy Jeans

Credit: Agolde

Classic Ribbed Sock

Éterne Classic Ribbed Sock

Credit: Éterne

Moccasin Loafers

Cos Moccasin Loafers

Credit: Cos

Bronson Sunglasses

Tom Ford Bronson Sunglasses

Credit: Tom Ford

With a Pop of Color and a Funky Hat

Kelly green has been rising on our radar, and it should be on yours, too. Editors are obsessed with this bright color, which works surprisingly well with a rotating mix of grey, navy, and black separates within a cold-weather uniform. If you’re shy about trying out a bold color trend, an accessory is always a great entry point.

Sailor Hat

Les Vacances D’Irina Sailor Hat

Credit: Les Vacances D'Irina

Ribbed Wool Crewneck Sweater

Almina Concept Ribbed Wool Crewneck Sweater

Credit: Almina Concept

Classic Straight Pant

Theory Classic Straight Pant

Now 25% Off

Credit: Theory

Tabi Loafers

Maison Margiela Tabi Loafers

Credit: Maison Margiela

Le Smart XS Bucket bag

Longchamp Le Smart XS Bucket bag

Credit: Longchamp

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