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The Wingtip Commanders in Black
The Wingtip Commanders in Black
The Wingtip Commanders in Black

The Wingtip Commanders in Black

Size Chart | Don't see your size?

Colors available

            • Genuine Leather
            • Derby-Style Lacing
            • Half Brogue
            • Wingtip Style Toecap
            • Medallion Broguing
            • (Average "B" Width)
The Wingtip Commanders are the shoes to slip into if you're looking to empower yourself and feel like a respected CEO. With a subtle, weather resistant rubber sole and a gently tapered toe, these half-brogue shoes are a more elegant and formal take on the classic medallion brogue accent and wingtip aesthetic. Made of high quality genuine leather, these shoes are designed to look stunning enough for special occasions and built sturdy enough to endure daily wear. 

Ideal for any scenario where you need to dress to impress, the Commanders feature a streamlined silhouette that carries their wearer into each room with strong, bold, confident solidity. The Wingtip Commanders are exactly that - these belong with an outfit that makes you feel like you're in command, the master of your own destiny and the big dog in town.

The Wingtip Commanders come with a complementary tin of neutral shoe polish.

Customer Reviews

Based on 54 reviews
Rachel Thompson
Love these shoes!

Thank you for making beautiful shoes for my narrow feet. I found the size chart accurate. Many reviews complain about the smell. The shoes smell like newly made leather shoes from a custom cobbler. Just set them outside for 24-48 hours where they won’t get damp with rain or dew.

I love these so much I bought them twice

I wore the hell of out these for several years and they held up REALLY well. I just repurchased and the quality is still great. I love these shoes and get compliments on them all the time.

Just perfect

I love these shoes. They are very comfortable and stylish. Can’t wait for more leather styles to become available.

Big fan.

AJ Blechner
These Shoes are Not the Same Size

I'm not sure how to explain it over than that. You hold them up sole to sole and the right and left are visibly off. It seemed like too much trouble to return them, and they're wearable, technically. Just weird and not the most comfortable on the smaller side. Never had this issue from Tomboy Toes before.

Hi AJ,

That's very strange and should never have happened! We'll have a customer service representative reach out to you ASAP to get this corrected, we're so sorry you received shoes of two different sizes for some reason, they must have been stored or labelled incorrectly and the error not caught by quality assurance before being shipped to you. We'd very much like to make this right for you.

Ali Little
wingtip commanders

I received a pair in brown and in black. They are sharp but there is a smell. I have ordered a different pair years ago and that smell took 6 months to finally dissipate enough to wear. These ones, the smell isn't as bad, but I bought them to wear to a wedding and people at the dinner table could smell them. It's a sharp odor of rubber and chemicals. I have a hard time finding dapper shoes that fit my small feet, so I'll let them sit out in the garage a few more months and luckily I don't have to go into the office any time soon. I will also mention they are not wildly comfortable or offer much support, so putting in an insole would be helpful if going to be on your feet for any length of time.