I'm an Editor Who Only Wears Flats—7 Classic Loafer Outfits I'll Be Copying This Winter

I'd argue there's no shoe more versatile than a loafer. Now, before we debate, just think about it. Trainers, although comfy and always cool, don't fit the brief for all occasions. Heels, mules and boots are all inherently stylish but unrealistic for everyday running around and commuting. Loafers, though? They can do it all. Office days, laidback dates, dressy happy hours, weekend errands—you name it, they work. Plus, they go with just about everything in your wardrobe. Jeans, trousers, midi skirts and dresses all pair seamlessly with loafers; even your comfy leggings can work with the right pair.

As a hardcore flat-shoe lover, I feel that loafers are often an under-appreciated workhorse in a shoe collection, even though they earn top marks in both the style and comfort categories. Plus, as sophisticated as they look, it always comes as a shock just how easy they are to slip on and wear all day—at least after breaking them in. So, if you're a loafer fan like me and you're looking for new ways to wear your favourite pairs, you've come to the right place. Below, you'll find seven classic looks you can turn to when your go-to loafer outfits start feeling bland.

My 5 Favourite Loafer Outfits for Winter:

1. Relaxed Trench + Jeans

Style Notes: A relaxed longline trench coat over straight-cut or column jeans is a combination that never gets old. Whilst the trench and loafers might feel more polished, denim gives it a perfect dose of casual. It's a reliable outfit for layering throughout the year and when you feel like you have nothing to wear.

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2. Jumper + High-Waisted Trousers

Style Notes: Ankle-length, high-waisted trousers give your loafers a chance to shine, whether you're looking to give a classic black, patent-leather pair the spotlight or have something a little bolder you don't want to keep hidden under floor-sweeping hems. A cropped jumper perfectly offsets the high waist, and opting for neutral or darker shades keeps things classic.

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3. Wool Blazer + Jeans

Style Notes: There's nothing a blazer won't look fab with. And wintertime both call for something thicker, so it's worth investing in a wool version for your rotation. Pair it with straight-leg jeans and you've built a classic loafer look. It never hurts to throw a cosy scarf on top, either.

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4. Midi Skirt + Jacket

Style Notes: Like cropped trousers, a midi skirt cuts off just above the ankle, letting your loafers do the talking. Depending on the material, you can adjust this look for smarter occasions or more casual situations. For instance, a denim midi works for coffee runs and long weekends, but a satin or pleated pick will work when you're looking to elevate your outfit.

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5. Minidress + Socks

Style Notes: A socks and minidress combo is an absolute must to add to your list of loafer outfits. Socks give a little extra flair to a dress look that may err on the side of minimal (and they'll protect your ankles from loafers that may need a longer break-in period). With the right pieces, this feels less like school uniform and more like a polished outfit with a retro spin.

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6. Knitted Dress + Suede Coat

Style Notes: This look is ideal for when you want to stay warm but still feel put together. The suede coat adds a luxurious texture to the outfit, while loafers bring a refined touch. Opt for loafers with a chunky sole for a contemporary vibe or keep it sleek with a minimalist design.

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7. White Shirt + Flare Jeans

Style Notes: This combination is a modern take on ’70s style. Flares elongate the legs, while loafers keep the outfit grounded and polished. A structured shirt brings balance, making this outfit perfect for both smart-casual days and weekend outings. Swap the bag for a mini clutch and the loafers for heeled versions to elevate the look for an evening out.

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If these weren't enough to convince you to add a pair of loafers into your arsenal, I'm almost 100% sure my edit of the best loafers below will.

Now, Shop My Loafers Edit:

If you don't already have your favourite loafers, this edit will help you discover a perfect new pair, from thick soles and sleek classics to buckled and embellished styles.