The Oxford Dress Shoe

This article is part of my Men’s Wardrobe Essentials series.
These are the best mens dress shoes, no questions asked. Anything else pales in comparison. Every man should have at least 2 pairs of Oxford dress shoes in his closet. Not only are they one of the most versatile shoes a gentleman can own – which will work for nearly all formal occasions from business casual to formal – but they’re the de-facto standard shoes to wear with a suit. On top of that, they’ll also work very well with 99% of the items in your Essential Wardrobe. They’re that good.

When you imagine a well-dressed man in a suit, I guarantee he’s wearing a pair of these.

Black & Leather ≠ Oxford Dress Shoes

Don’t think that if a shoe is black and leather, it’s an Oxford dress shoe. I shudder at the thought of those square-toed and/or slip-on monstrosities I see men wearing in place of a proper, lace up, round-toed dress shoe.

Also, if you can see your reflection in your black leather shoes, those are not a proper dress shoe. Those are tuxedo shoes. As the name implies, they should only be worn with a tuxedo. I’ve seen quite a few guys wearing these shoes with jeans. It’s not a good look. Your Oxfords shouldn’t look like mirrors, they should be a little more matte finished. Go to a department store and ask to see their tuxedo shoes so you can see the difference in person.

The image below from RealMenRealStyle highlights exactly what I see a lot of men wearing in place of Oxford dress shoes:

Wrong-Square-Toe-Shoes

To Cap-Toe or Not?

My opinion about whether you should have a cap toe Oxford or not changes with the wind, so I’ll leave it up to you. There’s not a single scenario when you’d wear a cap-toe over a non-cap toe, so this is entirely up to your preference. 

My clients are split 50/50 on this, too. You won’t go wrong with either, so choose whichever you think looks great and fits your style best.

allenedmonds_shoes_carlyle_blackallenedmonds_shoes_park-avenue_black

Should I go for Quality or Value?

For foundational pieces such as these, I’d say go for quality. However, there is a caveat:

How Often Will You Be Wearing Your Oxford Dress Shoes?

  • If you’ll be wearing them more than a handful of times a month, definitely grab a nice, high quality pair. They’ll give you many good years of use and look great the whole time.
  • If you’ll be wearing them once a month or less, go for value. They’ll definitely get the job done and look “good enough”. What’s the use of having a high quality pair of dress shoes sitting in your closet most of the time? I’d take that money and spend it on other pieces you might wear more often](link).

Which Shoes Should I Get?

Since you’ve decided whether you like cap-toe or non cap-toe shoes, now it just comes down to color.

Every guy should have these two pairs of Oxfords in their wardrobe to cover every outfit choice:

  1. A solid black pair
  2. A brown/cognac pair

Anything outside of those two colors will have more specific uses and occasions and definitely falls outside the domain of an Essential Wardrobe item.

The Best Mens Dress Shoes

These are my go-to Oxfords for clients:

Designer Options

Giorgio Armani Plain-Toe Patent Leather Bluchers
Allen Edmonds Park Avenue Cap-Toe Oxfords
Allen Edmonds Carlyle
Prada Plain Toe Blutchers

Budget-Friendly Options

Aldo Craosa 
Jack Erwin Joe Cap-Toe Oxford
Johnston & Murphy Hyde Park ll Cap-toe

2 Ways to Wear

For other ways to wear your Oxford dress shoes, check out my Gray Notch Lapel Suit article, Dark Wash JeanSemi-Spread Collar Dress Shirt & Leather Jacket articles.

BlackOxfordDressShoeLook1640-Ashley-Weston-Mens-Wardrobe-Essentials

Model: Tommy Mckeown

Fred Perry Reissues Harrington Jacket
Brooks Brothers 3-D Knit Fine-Gauge Merino Wool Crewneck Sweater
Brooks Brothers Non-Iron Milano Fit Button-Down Collared Dress Shirt
Burberry Straight Fit Japanese Selvedge Denim Jeans
True Vintage Revival Glasses
Allen Edmonds Poplar Dress Belt
Daniel Wellington Classic Sheffield 36mm
Allen Edmonds Carlyle Plain-Toe Oxfords

BlackOxfordDressShoeLook2640-Ashley-Weston-Mens-Wardrobe-Essentials

Brooks Brothers Red Fleece Topcoat
Brooks Brothers 3-D Knit Fine-Gauge Merino Wool Crewneck Sweater
Brooks Brothers Non-Iron Milano Fit Button Down Collar Shirt
Brooks Brothers Fitzgerald Fit Wool Dress Trousers 
Allen Edmonds Poplar Dress Belt 
Daniel Wellington Classic Sheffield 36mm
Allen Edmonds Carlyle Plain-toe Oxfords

Outfit Inspiration