man wearing wingtip shoes, stylish and confident

Dress shoes

why i think every man needs at least one pair of wingtips

By Bartholomew

Published: 14 Feb 2025

A Man, His Shoes, and a Story

It all started with a funeral. Not my funeral, thankfully! It was my Uncle Alfie's. A dapper man, Uncle Alfie. Always impeccably dressed. Even in his casket, he was rocking a pair of polished wingtips. I remember thinking, amidst the sniffles and somber hymns, 'Those shoes tell a story.' And that got me thinking… What story do my shoes tell? And more importantly, what story should they tell?

This isn't just about footwear; it's about presence. It's about how you present yourself to the world. It’s about that subtle confidence that a well-chosen pair of shoes can give you. That's the point of this post, not just for wingtips, but for carefully choosing your footwear – and everything else you do.

So, grab a cuppa, maybe a biscuit, and let's delve into why I believe every man needs at least one pair of wingtips in his life (or at least, a similarly polished and sophisticated shoe).

a man in a well-tailored suit wearing wingtip shoes at a funeral

a man in a well-tailored suit wearing wingtip shoes at a funeral | Image: Supplied

Beyond the Polished Exterior: Why Wingtips Matter

Wingtips aren't just shoes; they're a statement. They say something about you. They hint at classic style, a sense of tradition, and perhaps a touch of timeless sophistication. I'm not saying you need to be a Wall Street tycoon to rock a pair – far from it! But they do add a certain something to an outfit. You know that feeling of putting on an outfit that makes you feel more confident, more powerful? That's the magic of well-chosen footwear.

Think about it. You’re going for a job interview, a first date, or maybe even just a meeting with your boss. What do you want to convey? Competence? Confidence? A sense of style? Wingtips, when paired appropriately, can subtly communicate all of this. They're versatile, too. They work with a suit, sure, but they also look surprisingly sharp with good jeans and a blazer. They add a touch of class to almost any outfit.

closeup of wingtip shoes, different colors and styles

closeup of wingtip shoes, different colors and styles | Image: Supplied

The Versatility of a Classic: From Business to Casual

The beauty of wingtips lies in their versatility. It's easy to think of them as strictly formal shoes, but that's just not true. Sure, they're perfect for a business meeting or a wedding, but with the right outfit, they can easily transition into a more casual setting. I've worn mine with dark wash jeans and a crisp button-down shirt for a night out, and honestly? Felt pretty darn good.

The key is balance. Pair your wingtips with tailored trousers and a sharp shirt for a formal look. If you're going for something more casual, try pairing them with chinos, dark jeans, or even corduroy trousers. Experiment – find out what works for you! Don't be afraid to break the rules a little – this is fashion, not a set of concrete laws.

Remember, it's about the whole ensemble. It’s about creating a look that shows your personality and style. Wingtips are just the starting point.

man wearing wingtip shoes with jeans and a blazer

man wearing wingtip shoes with jeans and a blazer | Image: Supplied

Investing in Quality: The Long-Term Value

A good pair of wingtips is an investment. Yes, they might cost a bit more than your average sneakers, but think of it like this: you're investing in quality, durability, and style that will last for years. I still have my grandfathers old wingtips - they're worn, but they're beautiful. Those shoes have stories to tell, from his wedding to various business deals, and they're far more valuable than simply the cost of the shoes.

Proper care is key, of course. Regular polishing and occasional professional cleaning will keep your wingtips looking their best for years to come. And that's the thing, you're buying not just shoes, but a feeling, a lasting impression that shows careful attention to detail.

man polishing his wingtip shoes

man polishing his wingtip shoes | Image: Supplied

Finding Your Perfect Pair: A Guide for Every Man

So, you're convinced? You’re ready to add a pair of wingtips to your collection. Great! But where do you start? The world of men's shoes can be overwhelming, I know. Here’s what to look for:

  • Material: Leather is classic, but suede can offer a more casual vibe.
  • Color: Black and brown are versatile choices, but don't be afraid to experiment with burgundy or even oxblood for something a bit bolder.
  • Fit: This is crucial. Make sure they're comfortable and fit well. Go to a shoe store and get fitted properly if you're unsure.

Don't rush the process. Finding the right pair is worth the effort. It's an investment in yourself and your style.

Conclusion: Step Up Your Style Game

Uncle Alfie's wingtips weren't just shoes; they were a symbol of his personality. They reflected his style, his confidence, his attention to detail. And that's what I hope this post has conveyed; wingtips, or similar quality footwear, are more than just something to protect your feet. It's about expressing yourself through thoughtful choices and adding a polished touch to your daily presentation. It's about crafting your own story, one well-chosen shoe at a time. So go out there, find your perfect pair, and let those wingtips tell your story.

man walking confidently in wingtip shoes

man walking confidently in wingtip shoes | Image: Supplied

A man's shoes are the mirror of his soul.

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