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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 38 reviews
Kristen Leavey
Nice shoes, terrible customer service

The shoes are nice and comfortable but have a strong chemical smell. Unfortunately they were too big. When I tried to contact tomboy toes through email and Facebook to ask about an exchange, I never heard back from them. Not a way to run a business! I won't order from here again

Hi Kristen,

That's very strange, pulling up your order history and our customer service inbox, there doesn't seem to be any record of you emailing us - we'll have someone look into this right away and reach out to you ASAP with a solution. We apologize sincerely for this experience!

Best Shoes Ever Bought

Up until now I've always had to shop in the boys section because I could never find mens shoes that fit my tiny feet. This is the first pair of quality shoes that actually fits me and it feels great! Will be wearing them to my brothers wedding next week. Very happy with this company and my purchase. =)

Jane A
Like them, but not the rubber smell

I really love the look of these shoes and they are fairly comfortable. However, I never bought a pair of shoes that stank like these do. The rubber soles smell so bad you can smell them across the room. I aired them out and tried putting the soles in vinegar as suggested, but the smell is still there. It’s not as pungent as it was initially, thank God, but still there.

A Trans Man's Dreams

I told myself I would only wear these for special occasions, and boy did I lie to myself. I wear these all the time and I love them.
It took me a minute to get the right size, and the customer service was so amazing at helping me get the right size. Definitely order a size smaller than your European shoe size. I wear a 5M/7W/38 normally and I got the 37 and they fit so well while also being able to wear thick socks in the colder months.
Thank you so much for taking such a massive chip out of my dysphoria!

Nina Chen

Shoes arrived quickly to US west coast and were not delayed.

Was nervous about ordering with no free returns. I normally wear women's size 9, men's size 7, euro size 40. The size chart suggests converting women's 9 to euro 38 and then down a size to euro 37. I was uncertain about going down so many sizes and ordered euro size 38, which seem to fit well trying them on the first time (maybe it'll stretch out more as I keep wearing them?). I'm not sure if size 37 would have been too small for me. I have average width feet.