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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
            • Average ("B") Widths
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 4 reviews
Love my Tomboy Toes!

5 pairs and counting!


I've had my pair of gray Downtown Dappers for about 6 months. They're fantastic! I wear them almost every day to work, and finally remembered to write this review because I'm back to add some color variety. They're super comfortable, and I am thankful that I can go to my office job feeling fashionable as hell without having to wear heels or uncomfortable flats.

Gorgeous shoes

I got my Downtown Dappers in gray a couple of weeks ago and just LOVE them. I followed the sizing guidelines of matching my usual size (8.5) to the European size on the chart (38), then sizing down one (37), and the fit is perfect. They were comfortable enough right out of the box that on my second wear, I was on my feet all day and never changed into the extra-comfy shoes I'd brought along. They put a smile on my face every time I slip them on.

Stepping out front

Recently I received a pair of the new gray downtown dappers, talk about a show stopper! I can't say enough good things about the comfort and fit of these's shoes. Every time I wear them people want to know where I get them. Pick up a pair you won't be disappointed. This makes the fifth pair of Tomboy Toe shoes I have in my closet and I couldn't be a more proud owner.