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The Wingtip Commanders in Coffee Brown
The Wingtip Commanders in Coffee Brown
The Wingtip Commanders in Coffee Brown

The Wingtip Commanders in Coffee Brown

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 52 reviews
Cedar kirwin
Fits good, quality leaves things to be desired

The shoes fit well, shipped quickly, and from a distance look great. However, upon closer inspection the leather looks and feels like cheap vinyl coated faux leather, which in turn causes creasing and wear to the uppers very quickly.

Hi Cedar,

We're sorry to hear you received a pair of shoes that weren't up to your expectations. The Wingtip Commanders are real leather, not vegan leather. If you think there's a possibility you were accidentally shipped a pair of our vegan leather shoes, like the Roguish Brogues, we definitely want to correct that and make sure you received the shoes you purchased. We'll have a customer service representative reach out to you as soon as possible so we can figure out how to make this right for you.

All the best,
The Tomboy Toes Team

Sophia Principe

The Wingtip Commanders in Coffee Brown

Amazing shoes!

Hi I am remiss to just now be getting to this review but - I love these shoes and I have had them since 2019! They're incredibly well-crafted, fit like a dream , and look amazing to boot. Thanks for making these options for gals like me. :)

Dapper, Dashing Comfortable Brogues!

Who would have thought men's-style dress shoes could be so comfortable?! I have both the black and brown Wingtip Commanders and I couldn’t be happier. I also have several pairs of very high-end (e.g., price and construction) oxford brogues, but they don't come close in comfort to these Tomboy Toes. In addition, the versatility (with derbies, you can dress up or down, unlike oxfords, which are on the formal side) and price point of Tomboy Toes trumps. As for the rubber sole odor, I placed the shoes outside in the sunshine for several days, external soles side up, and have been airing them out otherwise. Within a few weeks the odor has already dissipated significantly. As my husband, who has a strong sense of smell, said, "Unless someone is going to stick his or her nose down toward your feet, you're fine!" I love getting my dapper on from head to toe, and these dashing super comfortable kicks make for a very nice ensemble!

Mayahuel Weisser
Mostly perfect

Positives first. These shoes are gorgeous. They look even better in person than they do online. The contrast between the toe and the lighter leather of the body is really very striking, and I've gotten many compliments on them. It's so gender affirming to be able to wear shoes in this style with my tiny feet.

There are two reasons I can't give my pair a full five stars. They have a STRONG new leather smell out of the box, and after 4+ months of owning them, the smell has not fully gone away (any pair of socks I wear with them absorb that smell too, which I find a little funny). I let them air out for a full week before I tried to wear them. If you are hoping to wear these to a special event, do yourself a favor and give yourself enough lead time to let them air out properly so you don't gas yourself with that new shoe smell!

The second reason is that the right shoe in my pair doesn't fit. It's bizarre. The left shoe fits like a dream and is SO comfortable, but the right shoe pinches my toes. This is the thing I can't quite get over. I didn't try to exchange the shoes for a different size because one of them fits well, so if I go up one size, I'm worried they will be too loose and I'll have to exchange them again, which is a lot to throw at shipping. (One other minor complaint is that the shoelaces were not threaded very well and needed to be re-threaded out of the box to even out the laces).

All in all, I'm pretty satisfied with these. I may try to buy a pair in black later and hope that pair fits properly. If not, I suppose I may try going up one size after all...