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Light Brown Tomboy Toes Roguish Brogue Semi-Formal Derby Oxford Shoe in Vegan Leather - Men's Dress Shoe for Women
Light Brown Tomboy Toes Roguish Brogue Semi-Formal Derby Oxford Shoe in Vegan Leather - Men's Dress Shoe for Women
The Roguish Brogues in Light Brown

The Roguish Brogues in Light Brown

Size Chart | Don't see your size?

Colors available

            • Vegan Leather 
            • Derby-Style Lacing
            • Half Brogue
            • Wingtip Style Toecap
            • Medallion Broguing

The Roguish Brogues are a semi-formal model with an inherent durability balanced by a certain classy charm. You can pair these wink-and-a-nod shoes with a wide variety of outfits. Perfect for an outdoor wedding where you want to look classy without having to worry about slipping on romantic dew-speckled grass, the Roguish model comes with sturdy rubber soles with a good amount of grip.

If you're looking for shoes that won't sit in your closet, babied and barely worn for fear of ruining them, these are the derby-style oxfords you want. The vegan leather shoe makes for a classy complement to most office-approved suits and slacks. Most people won't notice at first glance that they're built to endure the wear-and-tear of your daily commute - all they'll see is a snappy pair of dress shoes on a sharply dressed professional.

The Roguish Brogues come with a complementary tin of neutral shoe polish.

Customer Reviews

Based on 35 reviews
Comfortable, not very sturdy

I love these shoes, I've had three or four pairs over the past few years. They fit my wide feet perfectly, are easy to break in, and look great. Unfortunately, every pair has cracked in half in the sole where the foot bends after wearing for 6-12 months. They're great shoes, though. I might get another pair and resole them before wearing in hopes that they'd last longer.

Sharon Mulholland

The Roguish Brogues in Light Brown

N. L.
classy and comfortable, odd sizing but follow their guidelines for a fit

I love the shoes and they go very well with the outfit I put together for a wedding I attended. They are comfortable and look classy.

Pay attention to their sizing instructions (i.e. find your normal U.S. size, find corresponding Euro size on THEIR chart, and go down one Euro size); I had seen that guideline but thought it would be way too small based on the assumption that Euro sizes are a little more standardized, but that resulted in ending up with shoes that were way too big. In the end the shoe that fit well is labeled as a Euro size that I have never fit in any other shoe (a 37 in these shoes is notably bigger than any other 37 I've encountered), but when I followed their guidelines it got me a shoe that fits. I recommend trusting that the first time (and they could make that guideline more prominent since it's not really standard sizing), as you have to pay shipping costs both ways (for the original purchase and for the return if they don't fit).

5 stars for the shoe comfort and look, 4 stars for the odd sizing and expense if you have to swap out for a different size (even as I understand as a smaller company they don't have as much wiggle room for absorbing return shipping costs).


I have 5 pairs now ! Absolutely love them all . Comfortable enough to wear all day :)


This is my fourth pair of Tom Boy Toe shoes. Although I love the look of this style of their shoes, they aren't nearly as comfortable and they appear visually shorter and more feminine then the other 3 pairs I've bought and loved. I'll likely go back to their downtown dapper style instead next time - much more comfortable and they have a longer length in appearance and look much more gender neutral.