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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 92 reviews
Mary Dinh

Worst money spent. The leather cracked within a week and the shoes are already falling apart. I had a pair from 5 years ago and it was better quality. I would never buy another pair again and would not recommend these shoes to anyone. I regret buying these shoes

Hi Mary,

This absolutely should not have happened! We can't be sure what went wrong with your pair, but if you were seeing damage within a week of purchase, we'll replace them completely with a new pair free of charge. We'll reach out to you ASAP to make this right for you.

Sincere apologies,
The Tomboy Toes Team

Do not last

I had spent a year looking at these shoes and saving for them. I finally got them in January 2023, and they were wonderful and very affirming for what I wanted. I read all the articles to take care of these in preparation and because I was so excited. These were good looking shoes, I loved them, and I wanted them to last.
Within two weeks, they were cracking and peeling. Deeply. To be clear, I have an office job. I'm not running around in these shoes; the main part of use is walking to and from my car.
They're unwearable at this point. This money was wasted, and now I have to find something again. I'm really disappointed and wished I had paid attention to the other reviews that discussed the cracking, peeling, and general falling apart.

Hi R,

This is extremely unusual, there's absolutely no reason your shoes should be falling apart after just two weeks. Please keep an eye on your inbox, a customer service representative will reach out as soon as possible to arrange for a replacement pair of shoes to be sent to you, as well as to gather more information so that we can launch an investigation into the batch these shoes came from and follow up with the shoemakers we work with and our storage and fulfillment team about what went wrong here. We're so sorry this has been your experience with us and we're dedicated to making this right for you as quickly and painlessly as possible.

Our sincerest apologies,
The Tomboy Toes Team

Cynthia Marion
Great fit for a great price!

Love these shoes. So comfortable and stylish at the same time!

Love them on arrival but…

Description states “comes with a complementary tin of neutral shoe polish” ok, that’s on me for misreading and seeing “complimentary.” So there’s $8 extra on my invoice. But then no, I checked the shoe polish description and it more clearly states “ Please note that each pair of shoes you purchase already comes with a free tin of neutral shoe polish.” So that’s bothersome but not worth more than a “Hey heads up” comment

The actual shoes are gorgeous, the 38 fits my women’s 8.5/7 men’s foot perfectly. Wish it came in actual leather because the chemical smell of vegan leather takes forever to fade. I’m concerned about how high the outer edge sits on my ankle knob, but I haven’t done more than walk across the driveway too show them off yet, so it may be a non-issue once they’ve softened a little

Hi Andrea,

If you have a look at the amount actually charged to your bank, the cost of the shoe polish shouldn't be on there - the invoice just automatically generates based on the store price of the item being added to your order, whether or not that was the amount you were actually charged. If that isn't the case and for some reason you were charged for a product you should have received for free, please reach out to and we'll get the amount refunded to you right away!

All the best,
The Tomboy Toes Team

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.