How To Style Penny Loafers For Women In 2024/2025?

As we enter into 2024-2025, some of the things are not going to change, same is the case with some fashion trends like old money aesthetic for men and women. There’s one particular fashion statement that in some way comes under these aesthetic trends. And they have a charm that speaks of quiet luxury. Yes, we’re talking about this season’s hottest shoe trend: Penny loafers.

how to style penny loafers
Credits: Getty Images

What’s The Hype Around Penny Loafers Especially For Women?

Men are always seen wearing loafers but this time the hype has shifted towards the feminine side of the table and everyone’s donning these. They’re like the rockstars of the shoe world, with their classic leather vibes and that iconic strap shouting for a penny (though it’s more of a style statement these days). These bad boys have been strutting through fashion history for ages, and guess what? They’re still going strong! Picture smooth leather, that snazzy strap, and the sheer versatility that screams, “Wear me anywhere!” From fancy soirées to laid-back hangouts, they’ve got your back. And the best part? They’re not just a fashion statement for celebs like Ryan Gosling or Justin Timberlake; they’re practical too! Easy to slip on, sturdy soles for those marathon days, and crafted with such finesse that they’ll stick around longer than your favorite playlist. Timeless, reliable, and cooler than the other side of the pillow—these comfortable loafers? They’re a wardrobe MVP, no doubt.

Why Are They Called Penny Loafers? We Have The Answer!

Well, back in the day, folks used to slide a penny into that cool little slot on the strap. Sounds quirky, right? But it was more than just a funky style move. That penny? It was like a backup plan for emergency change, handy for payphones or maybe just a superstition for some extra good luck. Fast forward to today, and while the penny might’ve taken a back seat for other tokens, the name stuck! That tiny detail became the trademark, giving these shoes their catchy name, “penny loafers.” So, yeah, that’s the story behind these timeless classics—where history meets style!

Related Post: comfortable Women’s loafers for walking

3 Aesthetic Ways To Style Penny Loafers For Women

But hey, figuring out how to style penny loafers might need a little inspiration, right? No worries, we’ve got your back! Here are three fabulous ways to flaunt those penny loafers:

1. Old Money Aesthetic Way

Picture this: you, strolling in looking like you own the joint. How? It’s all about pairing those penny loafers with some sharp, tailored trousers or chinos. Then, throw on a sleek button-down shirt or a classy cashmere sweater. Top it off with a blazer or a suave jacket, and voila! You’re the epitome of sophistication. Whether it’s a fancy event or just a day when you want to feel like you’ve got the world at your feet, this style nails it.

2. Dark Academia

Embrace that bookish, vintage vibe by teaming up your penny loafers with high-waisted trousers or a swishy pleated skirt. Layer it up with a tweed blazer or a cozy knit sweater and add some scholarly accessories like a scarf or a snazzy bowtie. Picture yourself strolling through a library or cafe, looking like you stepped right out of a classic novel. Yep, that’s the essence of Dark Academia style—perfect for the bookworms and vintage enthusiasts out there.

3. Casual Cool

Who says you can’t rock penny loafers for everyday chill? Pair ’em with your go-to jeans or some laid-back trousers. Top it off with a simple tee or a comfy sweater, and if you’re feeling it, throw on a denim or leather jacket. Easy, breezy, and oh-so-stylish. This look is all about that effortlessly cool vibe, whether you’re running errands or meeting up with friends for a laid-back hang.

10 Penny Loafers For Women To Make An Impact In 2025!

Credits: Farfetch

Miu Miu Penny Leather Loafers

These Miu Miu leather loafers? Classic chic, right here. They’ve got that timeless penny strap and a touch of modern sass. Seriously, they’re like the versatile sidekick your wardrobe’s been waiting for.

Credits: Farfetch

Santoni Leather Penny Loafers

Craftsmanship at its finest, these Santoni leather penny loafers are all about sophistication and comfort rolled into one stylish package. They’re like the perfect blend of classic vibes and contemporary cool.

Credits: Farfetch

Brunello Cucinelli Suede Penny Loafers

Luxe alert! These Brunello Cucinelli suede penny loafers? Italian elegance meets understated charm. They’re that subtle yet oh-so-polished addition to any outfit you’ve been dreaming of.

Credits: Farfetch

Santoni Suede Penny Loafers

Step up your style game with these Santoni suede penny loafers. They’ve got the whole sophistication thing down pat, and bonus? They’re seriously comfy for those long hauls.

Credits: Farfetch

Totême Canvas Penny Loafers

 Effortless vibes, anyone? These Totême canvas penny loafers are the epitome of casual cool. They’ll effortlessly add that touch of class to your laid-back ensemble.

Credits: Farfetch

Alberto Fasciani Zoe Suede Penny Loafers

Timeless elegance? Yep, these Alberto Fasciani Zoe suede penny loafers have it nailed. Crafted to perfection, they’re the must-have staple your wardrobe’s been missing.

Credits: Farfetch

Marni Square Toe Penny Loafers

Retro meets modern in these Marni square toe penny loafers! They’ve got that quirky square toe and classic penny strap—perfect for a style statement that’s uniquely you.

Credits: Farfetch

Ganni Platform Penny Loafers

 Bold move, anyone? These Ganni platform penny loafers are all about making a statement. Classic design, modern platform—it’s like fashion-forward meets edgy cool.

Credits: Farfetch

Miu Miu 70mm Leather Penny Loafers

Need some elevation? These Miu Miu leather penny loafers got you covered with that striking 70mm heel. Classic meets bold in these beauties.

Credits: Farfetch

Prada Chunky Sole Loafers

Modern comfort, anyone? These Prada chunky sole loafers bring the best of both worlds with their platform sole and classic penny strap. They’re style and practicality rolled into one sleek package.

Zeeshan Amjad

Zeeshan is a content marketer who has worked in different facets of marketing in the past. He now puts on a cape of a fashion content crafter by day and a binge-watcher by night. He doesn't feel awesome about talking about himself as the third person but can be talked into it if need be.You can reach out to him at [email protected]