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Black Tomboy Toes Downtown Dapper Semi-Formal Derby Oxford Shoe in Vegan Leather - Men's Dress Shoe for Women
Black Tomboy Toes Downtown Dapper Semi-Formal Derby Oxford Shoe in Vegan Leather - Men's Dress Shoe for Women
Alex Perry modeling the Tomboy Toes line of Downtown Dapper semi-formal shoes for women

The Downtown Dappers in Black

Size Chart | Don't see your size?

Colors available

Select Downtown Dappers In Blue

            • Vegan Leather 
            • Derby-Style Lacing
            • Brogue Accent
            • Burnished Toe
            • Regular ("B") Width: Smooth Sole
            • Extra Wide ("D") Width: Grip Sole

The Downtown Dappers are a pair of shoes that are exactly what they say they are. Feel good and walk with a smug little spring in your step with a set of derby oxfords that look classy and don't break the bank. Made with vegan leather and smooth rubber roles, the Dappers are sleek with a slightly more pointed toe and speak of a subtle charm. Derby-style lacing is less formal than the classic oxford style, so you won't feel too strange if you wear these shoes every day. As a lower-cost option, they still look nice enough to wear to a special occasion like a wedding or a big job interview.

Our best-selling Downtown Dappers are the perfect introductory shoe for a handsomely stylish person who wants to start dipping their toes into the more masculine end of footwear but isn't ready to spend hundreds of dollars on shoes. They come in a striking steely blue, a handsome sandy brown, a classic jet black, an eye-catching sharkfin grey, and a warm, confident dark brown. With smooth rubber soles that will last longer than the high-formality leather soles of other oxfords, the Downtown Dapper line of formal shoes are a great first pair that will make you proud to step out into public.

Each pair of Downtown Dappers comes with a complementary tin of neutral shoe polish.

Customer Reviews

Based on 88 reviews
Black downtown dappers

Fits perfectly and very comfortable for long walks. The sides are a little high and poke into the ankle bone sometimes but that’s not a big issue. The look great both dressed up with a suit or dressed down in casual wear! I also have them in brown.

Pritika Seshadri
Looks and feels perfect at first, but then the leather starts peeling off.

They look great, they're comfortable, and they fit perfectly. My feet literally never hurt.

But then they crease, which turns into cracks, which turns into the vegan leather fully peeling off. I used the leather balm - didn't prevent it. This happened within a few months. I just wish the veg leather was high quality and/or that they came in real leather, not just vegan leather.

Jacinta Sullivan
Finally found the shoes!

As a woman with a masc style it felt impossible to find shoes that suited me and fit me at the same time. Not only are these shoes true to size, they feel and look amazing. I was so happy with the first pair I bought, I went back and bought the other colors!

Dion Gilleece
Great Shoes!

These shoes were surprising, as in, surprisingly well-fitting and comfortable. I was expecting a sacrifice of comfort on some level in exchange for shiny and stylish, but now I HAVE IT ALL. I can’t wait to get another pair to match up with the next suit. Thank you, Tomboy Toes, for existing.

Mayahuel Weisser
Look great, but don't last

I bought these in September 2022. I don't know if it was just my pair, since other people seem more satisfied with the longevity of their shoes, but they started developing creases in the vegan leather that turned into small cracks within a couple months of wear. I really wish these shoes came in animal leather as I find it to be more durable than vegan leather, and while I really love the look and feel of these shoes on my feet, I can't really justify replacing them at this price point after only six or seven months of frequent but not daily wear. I take care of my shoes, so I'm used to retiring them when the heel wears out. It was a big disappointment to have the appearance degrade so rapidly.

3 stars because they are very attractive when brand new, and very comfortable to walk around in. Do mind the new shoe smell and let them air out for a couple weeks before wearing them if you decide to spring for a pair.