Anti-Trend, Chic and Looks Great with Jeans—This Flat Shoe Will Be a Spring Hit

In my humble opinion, no shoe style is more deserving of a place in your spring wardrobe than a pair of penny loafers. With the sole of a boot and the shape of a ballet flat, these iconic leather slippers offer the functionality and styling versatility that a springtime shoe calls for. Cut from hardy leather, penny loafers retain a polished edge and a distinctly grown-up feel. Whilst you might remember them from your history teacher's rotation, this season the fashion set have been getting their hands on the classic style en mass.
Whilst penny loafers are peaking in popularity right now, they're far from fresh on the scene. Debuted by legacy brand G.H. Bass in 1936, which crafted its loafers based on the popular Norwegian moccasin slipper, the style took on its name in the '60s, as school children began to store pennies in the small slot at the font of the shoe.
Since then, penny loafers have ebbed and flowed in popularity, taking a bit of a backseat whilst the adorned loafers made popular by Gucci and Chanel had their time in the spotlight, though the original style was never really "out". In fact, it has since thrived as a mainstay in the rotations of so many of our favourite celebrities (hello, Hailey Bieber) and now, fashion people are gravitating towards penny loafers once more for their unparalleled ability to whip a casual outfit into shape.
Whilst the elegant shape looks supremely smart in a glossy black finish, new-season styles champion deep burgundy and brown hues that complement the classy feel of the shoe. Style them simply with your favourite blue jeans or wear with wide-leg trousers or a billowy skirt. Some pairs even come with a pretty penny in situ, whilst others are completely pared-back, which only adds to their versatility.
To shop the fresh spring shoe trend that fashion people are backing, read on to discover our edit of the best penny loafers to buy now.
SHOP THE BEST PENNY LOAFERS:
This rich burgundy hue styles so well with cream or peach clothing.
This warm brown shade pairs so well with cream and darker hues of brown.
With a thick sole and slight heel, these are ideal for avoiding puddles during those April showers.
The glossy leather finish is enough to add a polished feel to any outfit.
Style with straight-leg jeans or juxtapose a flowy maxi skirt.
Polish your loafers every so often to give them a new lease of life.
A great pair of loafers will only get better with age.
Natalie Munro is Who What Wear UK’s news writer and has worked in the fashion industry since she graduated with a degree in Journalism from the University of the Arts London. Natalie’s experience in the industry spans journalistic and styling roles that have seen her work for publications including British Vogue, Conde Nast Traveller, Vogue Ukraine, AnOther Magazine and Elle UK.
With an interest in uncovering the latest fashion trends, Natalie takes a leading role in identifying news for Who What Wear UK. Reporting on a daily basis, Natalie focuses on trends on and off the runway, as well as street style and celebrity fashion. Natalie also creates content for Who What Wear’s social channels including TikTok and Instagram on a weekly basis.
-
Simone Ashley Is in the Fast Lane
Since her breakout role in Bridgerton, our Spring Issue cover star has quickly risen to A-list status. Up next, she masters the rom-com leading lady.
By Liv Little
-
The Spring 2025 Shopping Guide: Where to Buy the Biggest Trends of the Season
Your short list of the season's key buys.
By Kristen Nichols
-
The Unexpected Shoe Trend Bella Hadid's Been Wearing Right and Left During Paris Fashion Week
Forget flats—buy these instead.
By Eliza Huber
-
These Are the 7 Stylish Shoe Trends Fashion People Will Be Wearing With Jeans This Spring
I see chic denim outfits in your future.
By Jennifer Camp Forbes
-
This French Style Muse Just Effortlessly Pulled Off 4 of the Season's Biggest Trends in One Look
Cool-girl vibes.
By Jennifer Camp Forbes
-
I Want to Build a New Wardrobe—30 Incredibly Elegant Pieces I'm Eyeing From the Nordstrom Winter Sale
Bring on the chic outfits.
By Jennifer Camp Forbes
-
I'm a Professional Shopper—These Are the 3 Best Categories From the Nordstrom Winter Sale
These chic pieces are selling out fast.
By Jennifer Camp Forbes
-
I'm High-Key Obsessed—Nordstrom Has the Best Basics, and They're on Sale
Top-tier pieces ahead.
By Chichi Offor
-
I Don't Do Maximalism—6 Quiet Luxury Trends That Are Still Cool in 2025
On-trend, not trendy.
By Natalie Cantell
-
Kylie Jenner Knows That Wearing This Rich Denim Trend With This Pretty Loafer Trend Is the Move
Follow suit.
By Allyson Payer