How To Style Loafers Street Style
2/24/2025
The Ultimate Guide to Wearing Loafers
Loafers are having a major moment, and we’re here to make them your new wardrobe staple. If styling them feels daunting, don’t stress — we’ve got the cheat sheet you need. From tailored trousers to relaxed denim, discover five street-style-approved ways to wear slip-on loafers, penny loafers, and more. Whether you love classic black loafers for women, chunky loafers or heeled loafers, there’s a style for everyone.
It’s official: loafers have cemented their status as the effortless it-girl shoe of the season. And we have to say, we’re head over heels for them too. With so many options, including brown loafers and statement-making chunky designs, there’s a loafer for every occasion. Here’s how to wear them like a pro.
AS SEEN ON: @portiaprince / @katiemlstewart / @maggie_mccormack / @gabie.godfrey
Laid-Back Cool in Relaxed Denim
Street style meets effortless sophistication with this go-to everyday outfit. Chunky loafers, like the Wedgebill, make the perfect foundation for an off-duty yet stylish look.
- Start with a pair of relaxed jeans and a crisp white tank.
- Layer with a longline black coat for an instantly polished effect.
- Accessories should be simple: think a black belt and subtle jewellery.
- Chunky loafers will give you extra height while keeping things comfy.
This look is a masterclass in balance—structured yet laid-back, effortless yet put together.
AS SEEN ON: @vi_bogodist / @tamiatami / @rosalieburns / @elizal
The Office-Ready Look
For a timeless office ensemble, opt for the Maleo penny loafers. These female loafers are the perfect blend of sophistication and comfort, making them ideal for workwear.
- Pair them with wide-leg trousers and a crisp white button-up shirt.
- Layer with a tailored blazer for a power-packed look.
- Keep accessories minimal with a structured bag and simple gold jewellery.
- Prefer a little more height? Try heeled loafers for a chic, elevated finish.
Whether you choose black loafers for women or brown loafers, this classic look ensures you stay stylish while keeping things professional.
AS SEEN ON: @kyleecampbell / @taryndudley / @katieklinefelter / @emmgurr / @caitlinmiyako
Preppy and Playful Socks
If you love a more feminine and preppy aesthetic, opt for the Piha loafers and embrace the socks-with-loafers trend.
- Style these ladies slip on loafers with cropped tailored trousers.
- Play up the preppy vibe with frilly or printed socks.
- Add a fitted turtleneck or a cable-knit sweater for a polished touch.
- Brown loafers work particularly well for this look, adding warmth and vintage appeal.
The result? A refined yet playful outfit that’s equal parts stylish and comfortable.
AS SEEN ON: @hollyleeboorman / @katieklinefelter / @brookemcauley_
Monochrome Tailoring
Minimalists, this one’s for you. If you love clean lines and understated elegance, the Piha loafers are the perfect pick.
- Opt for a monochrome tailored set in black, white, or neutral tones.
- Keep things sleek with minimal accessories and a structured handbag.
- Heeled loafers will give you an extra boost of sophistication.
- Swap out a blazer for a longline vest for a modern twist.
This look is all about letting the details shine. With female loafers as your foundation, you can achieve an effortlessly chic aesthetic that never goes out of style.
AS SEEN ON: @paniagua.k / @tamaras_style / @siennaespie
Loafers & Mini Skirts: The Ultimate 90s Duo
Loafers are the ultimate choice for those who love a fashion-forward, statement-making look.Pair them with a mini skirt for the perfect blend of edgy and nostalgic - embracing the 90s resurgence while offering effortless style and all-day comfort.
- Layer with an oversized trench coat for that cool-girl vibe.
- Add a fitted bodysuit or turtleneck to keep things sleek.
- Opt for chunky loafers to add height and drama.
Perfect for elevating any street-style ensemble, this combo makes a confident, trend-savvy statement.
Comfort That Goes Beyond
At Bared Footwear, we prioritise both style and unparalleled comfort in our designs. Each pair features a biomechanical footbed meticulously crafted to support your feet throughout the day. This footbed includes essential elements such as a metatarsal dome to alleviate pressure on the ball of the foot, a cuboid notch for enhanced stability, midfoot arch support for optimal comfort, and a heel cup that provides shock absorption to prevent heel pain. Additionally, we've incorporated foam cushioning within the midsoles for superior shock absorption and longevity. Our commitment to hidden support ensures that while our shoes exude style, they also offer the comfort your feet deserve.
Loafers for Life: Elevate Every Outfit with Ease
No matter your style, loafers are a must-have in every wardrobe. Whether you gravitate toward classic penny loafers, bold chunky loafers, sleek black loafers for women, or versatile brown loafers, there’s a pair that suits your aesthetic. From office-ready sophistication to edgy street-style looks, these styling tips will help you wear loafers with confidence.
So, should you wear socks with your loafers? Absolutely—if it fits your style! What’s the best outfit to pair with loafers? That depends on your vibe. Which brand has the most comfortable loafers? Look for ones with supportive footbeds for all-day wear.
Whatever your styling preference, one thing is clear: loafers are here to stay, and they’re more versatile than ever.
