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The Downtown Dappers in Gray
The Downtown Dappers in Gray
The Downtown Dappers in Gray

The Downtown Dappers in Gray

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
            • Extra Wide ("D") Width
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 24 reviews
Erin Michaud
My fourth purchase, and disappointed

This is my fourth pair of shoes I bought from tomboy toes. I’ve really enjoyed these shoes in the past, and I recommend them to others because of their comfort, their style, and their durability. This is the second pair of downtown diapers in gray that I’ve ordered, the first pair lasted me four years.
This pair I’m very disappointed with after wearing them once the vegan leather was starting to crack. There’s also a small separation between the heal and the sole. I’m not sure if there’s a different manufacturer or if their quality has just gone down. Considering I am a return customer four times, I would expect better. Very disappointed and I’m going to reconsider purchasing these again.

Hi Erin,

We're so sorry this has been your experience! On the odd occasion a customer receives a pair of shoes with some kind of construction defect that didn't get caught by our quality assurance checks, and when this happens our number one priority is making it right for you. We'll have a customer service representative reach out to you as soon as possible to talk to you about next steps for how we can fix this for you.

Our sincere apologies,
The Tomboy Toes Team

MG Lentz

Love your shoes!!!


I was recommended to this site by a friend for what it advertised, professional “men’s” style shoes for women. I got the downtown dapper (vegan) leather. They indeed looked good -in the box and we’re affordable.
I wore them one day and the inside right foot immediately cracked from all the way through the rim of the sole. I ordered my size but the right felt too narrow and actually hurt my foot to wear. The left foot fit perfect and that is actually my wider foot so I don’t know what happened here. I want to support this great concept and company but the shoes were uncomfortable and cheaply made. It’s not worth returning since the company can’t afford to pay for shipping. I’m sad to say I won’t be recommending them. You get what you pay for I guess.

Victoria Martell
Great service

Very happy with the product. I had to return for a different size and it couldn’t have been any easier. Will definitely order again/recommend to friends.

Delighted buyer from Asia

This is a repeat order, actually. And much delighted for delivering in less than 30 days.