As the summer months come to an close, loafers are one of the first fall items we reach for. There’s something to be said about keeping the walkable classics in rotation, and loafers embody that low-effort, high-reward sense of style we all can’t help but strive for. It’s likely that you already have a pair or two tucked away in your closet, whether it’s a menswear-inspired black pair or a more statement-making style. No matter your style of choice, there are endless ways to wear them.

Keep reading to discover (and shop!) ten preppy, polished, and practical outfits all centered around the timeless footwear choice.

The Buckle Loafer With a Pleated Short

Tory Burch’s amped up Gemini loafers bring an edge to the classic preppy style. Pair yours with pleated culottes, a button-up shirt, and a colorful printed scarf for a Michael Rider-inspired combo.

The Smooth Loafer With a Midi Skirt

A pair of quietly luxurious loafers, like these from Khaite, are never not in style. Match their minimalist mindset with a similarly pared-back outfit–think a sleek midi and a striped button-up.

The Bright White Loafer With a Preppy Knit

Give relaxed denim and Loewe’s bright knit the graphic treatment by adding a pair of clean, white loafers to your look.

The Glossy Black Loafer With a Printed Dress

This outfit is made for transitional weather—and it’s built around four straightforward pieces. A gingham dress, The Row’s Alma bag, a seemingly worn-in chore jacket, and finally, a pair loafers from Margaux.

The Suede Loafer With a Minimalist Tee

Soft suede screams fall, and this brown style from Prada has all the elements of a wardrobe staple in the making. Wear them with Flore Flore’s long-sleeve tee, corduroy trousers, and Valesque’s minimalist tote bag for the ultimate off-duty pairing.

The Menswear-Inspired Loafer With a Cargo Pant

Bring some of summer’s laid-back, sporty energy into the new season. Relaxed yet refined, start with an oversized shirt, a pair of bright red cargo pants, and shield sunnies. To polish things off, G.H. Bass’s menswear-inspired black loafers add just a touch of prep.

The Ruched Loafer With a Minimalist Maxi

Saint Laurent’s ruched black loafer is a softer, more subtle style to consider from the brand. Sport them with a linen skirt from Kallmeyer and a luxe suede jacket.

The Relaxed-Fit Loafer With a Pink Jean

Embodying that carefree spirit we all know and love, a relaxed-fit loafer suits all your sartorial needs. For fall, play with color and contrast it with a pale pink jean and olive green knit.

The Soft Loafer With a Slouchy Trousers

The soft loafer remains a favorite of minimalist-minded labels like The Row and Khaite. We love the idea of styling it with similarly louche pieces, like relaxed trousers and a tunic shirt.

The Classic Black Loafer With a Printed Dress

Is there anything sleeker than a glossy black loafer in the fall? We think not. Pair yours with a printed maxi dress for an office-to-evening outfit.

Shop More Loafers:

The Row

Adam penny loafers