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The Best Wingtip Shoes Make You Look Like You’ve Got It All Figured Out (Even When You Don’t)

Get a pair of brogues now—it's worth the investment.

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Shoe, Footwear, Brown, Dress shoe, Oxford shoe, Sneakers, Walking shoe, Athletic shoe,

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So you want to buy a pair of wingtips, huh? We've all been there before. There's no one shoe I associate more with the everyday trials of adult life than the wingtip (named for the signature wing-shaped broguing shoemakers typically place by the toe). Wingtips are the shoes you invest in when it's time to grow the fuck up. The old faithfuls. Wingtips are for doing your taxes. Wingtips are for mowing the lawn. Wingtips are for picking up your kids promptly from soccer practice. Wingtips are for looking like you have your shit together (even, and perhaps especially, when you definitely don't).

Real talk, the first dress shoes I ever owned were wingtips. My dad and I went to buy them together in middle school and when we went to check out the kind older woman at the cash register looked at him and complimented his good taste. "He chose them," my dad responded, pointing proudly at me (my dad is a great man, with an equally great collection of wingtips). I walked out of the store that day swaddled in my dad's unconditional love and comforted by the fact that had I picked out an absolutely trash pair of shoes my Pops would've been no less proud.

Fuck, I'm about to get emotional. Look, there's never been a better time to buy a pair of wingtips, particularly if you're down with today's new breed of hybrid high-fashion mashups with soles so chunky you could do some serious shit-kicking in 'em. Buy yourself some shoes while I silently cry into my sad little desk-salad. And then text your dads. It's the least you can do.

Florsheim Cardinelli Wingtip

Cardinelli Wingtip

Florsheim Cardinelli Wingtip

Now 25% Off
$75 at Nordstrom

First things first: Almost all of these bad boys come in brown too, so if you're hesitant to wade into this sea of black, have no fear. Me, I like my shoes as black as my soul, thank you very much.  

Dr. Martens Black Kelvin II Brogues

Black Kelvin II Brogues

Dr. Martens Black Kelvin II Brogues

If you're looking for you next go-to beater, look no further. Dr. Martens has been in the game for a minute now, and it shows. 

Cole Haan Harrison 2.ZeroGrand Wingtip

Harrison 2.ZeroGrand Wingtip

Cole Haan Harrison 2.ZeroGrand Wingtip

Now 50% Off

Cole Haan's take on the style is about as comfortable as it gets. 

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Allen Edmonds McAllister Wingtip

McAllister Wingtip

Allen Edmonds McAllister Wingtip

Now 30% Off

No bells, no whistles. Just a very good shoe. 

Toga Virilis Black Polished Brogues

Black Polished Brogues

Toga Virilis Black Polished Brogues

Man, oh man, those metallic inserts hit different. 

Church's McPherson Commando Sole Brogue

McPherson Commando Sole Brogue

Church's McPherson Commando Sole Brogue

Church's calls the bottoms on this absolute unit of a shoe its "commando sole." You could do some serious damage stomping around in these guys. 

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Alden Longwing Blucher

Alden Longwing Blucher

Alden Longwing Blucher

Now 10% Off

A tried-and-true classic (in a color exclusive to Todd Snyder). 

Tricker's Bourton Leather Wingtip Brogues

Bourton Leather Wingtip Brogues

Tricker's Bourton Leather Wingtip Brogues

A chunkier silhouette from one of the best brands in Britain. 

Thom Browne Black Classic Longwing Brogues

Black Classic Longwing Brogues

Thom Browne Black Classic Longwing Brogues

For the slightly-less subtle flex, Thom Browne's been churning out his signature pebble grain take on the style since day one. 

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Prada Black Wingtip Brogues

Black Wingtip Brogues

Prada Black Wingtip Brogues

Now 36% Off

Praises due to the most fly, Prada! 

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