Wingtip style shoes add a great deal of style and finesse to your ordinary footwear. You will find it most commonly applied to oxfords or derbys and some times even boots. Wingtips are simply shoes that have a toe cap that extends to the side of the shoe with low “wings”. They are best suited for business casual outfits thought they could work in formal events if kept subtle.
Wingtip shoes have been around literally for centuries so they are nothing new. They originally descended from the style of brogues that were common in Scotland and Ireland during the early 20th century. From there they eventually entered the mainstream British style and North America picked up on it quickly after.
Brogues are shoes that have punched holes in them which use to serve the purpose of allowing water to enter and exit the shoe when crossing damp land. Nowadays these holes are implemented for the sole purpose of style and aesthetics.
Styling Wingtip Shoes
The interesting bit about wingtip shoes is that they fall into a unique category. They aren’t overly formal nor are they too casual. This enables you to wear them almost in any way you would like. Here are some ideas for different parts of your wardrobe when styling wingtips.
These shoes look fantastic with suit pants, trousers, chinos, and jeans. If you are going after a casual or business-casual appearance, then jeans or chinos are your best bet. Your jeans should have a slim fit but not be tight to the point of discomfort. Chinos can have a small amount of slack but a good fitting is always key in fashion.
Odds are your wingtips will be in the staple colours of either brown or black. Always wear a matching belt and stick to an overall colour palette such as blue, brown, and white. Chinos look great in khaki, olive, navy, or brighter colours during the spring/summer.
For jeans you should be after a simple blue wash and a fitting that shows off your silhouette.
If you’ve decided to sport jeans or chinos with your wingtip shoes, there’s plenty of options for what to wear on top. A t-shirt and blazer is a classic look that looks dapper on any gentleman. A sweater or cardigan with a dress shirt underneath is also a staple choice. Keep it in line with a specific colour palette and you’ll pull it off 100% of the time.
As we’ve mentioned, trousers are a great pant to wear with wingtip shoes. They typically look their best with a nice sweater or sports jacket to accompany them. Add a pocketsquare for an extra touch of detail and you’ll be looking great. We also recommend wearing a simple dress shirt alone with the trousers for a simple and classy ensemble.
Recommended Wingtip Shoes
Burnished leather adds vintage appeal to an earthy wingtip clad in classic broguing.
Men’s Geox Hampstead 5 Wingtip. Get it here.
Supremely breathable construction means easy comfort in a clean-cut wingtip stamped with traditional brogue details.
Expert broguing and mixed-finish leather distinguish a fine-grain wingtip with a slightly exaggerated footprint for a European-inspired profile.
Men’s Magnanni Stefano Wingtip. Get it here.
An XL Extralight wedge sole grounds a modern, stylish wingtip crafted in Spain from hearty Italian leather.
Overall styling wingtip shoes is rather simplistic. First you need to decide whether you are leaning on a more casual or formal appearance. If it is the first then jeans or chinos with a simple sweater is more than enough. For a more business focused outfit, trousers and sports jackets look perfect with wingtip shoes. Assure you have a proper fit on your attire with all the colours working together and you’ll be ready for the day.