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You might get away with wearing these to important business meetings, depending on your office dress code. I’d say that for everyday office wear or running around town, the Crossovers are appropriate for most work situations. They have a synthetic sole and are made from 100% synthetic materials, so they aren’t designed for durability. However, you’ll accomplish a fashionable look of elegance for a fair price with these shoes. Other potentially casual styles include monkstrap shoes or even brogue variants such as Longwings and saddle shoes. Nevertheless, a lot of this can depend on other considerations such as their materials and colour.
The Mephisto Cap Vert has more personality than the conservative Marlon, and is one of the most comfortable penny loafers in the market right now. This eases any joint pressure in your toes even prior to break-in. The only two caveats here is that these shoes run large, and since you get what you pay for, they tend to be in the $400 range. The midsole of the OriginalGrand Wingtip is based off of Nike Free, which is light, comfortable, and exceedingly flexible. The pink elephant in the room here is that intense eye-catching midsole.
Men's French Shriner Dayton Dress Loafers
Given the cost of hand-weaving leather, the Saint is constructed using a Blake stitch in order to ensure that its price is consistent with the brand. Nevertheless, the Blake stitch still offers excellent durability and function for many years. As with hand craftsmanship, a lot of manufacturers love to boast about the comfort of their footwear. Nevertheless, Wolf & Shepherd is a brand where comfort is the foundation of its DNA.
Built for versatility and effortless styling, our latest casual shoes offer flexibility, comfort and style. On top of that, it sports rubber outsoles for extra pressure management, shock absorption, and traction. They’re Blake stitched, which won’t last as long as a Goodyear stitched shoe, but is far more flexible with a quicker break-in time. The Johnston & Murphy Wingtip is another fun hybrid, and it comes from the brand’s Holden collection of athletic dress shoes. All of the colorways have the same wing-tip, brogued look, but the brown oiled variation has a lot going on texture-wise, distinguishing it from the litter.
Men's Bostonian Bolton Free Dress Shoes
This updated version features the shoe's signature canvas with a glossy toe and sole to add a bit of polish. From business-comfortable silhouettes to go-with-everything neutrals, this is workwear made easy. The insole is a good old-fashioned cork which forms a custom fit. The contrast sole versions likely won’t go beyond a smart casual situation because of that big athletic sole.
Ethically crafted in Beckett Simonon’s workshop in Bogota, Colombia, the Leonard is made with premium Argentinian full-grain calfskin. The shoe is constructed with a Blake stitch and features a wholecut vachette lining for extra comfort. This award-winning black running shoe shines with this monochromatic mix of textures that doesn't sacrifice style for substance. It's hard to beat a classic, but Allbirds has managed to do just that with the introduction of a black sole to their super-soft wool runners. The entirely black colorway adds a cool urban look to these eco-friendly options and cuts down on cleaning and maintenance. A lifelong watch enthusiast, Karlton has worked with quality timepieces of all price points and calibers, vintage and contemporary.
Casual Dress Shoe Styles
Ideal for the informal workplace, our leather loafers and moccasins say "business" without the stuffiness. For casual mens work shoes with added charisma, look for fun details such as woven textures or contrasting colour blocks. Few would argue that black shoes are the most versatile footwear option out there.
Cole Haan is actually one of the undeniable leaders of the comfort dress shoe movement. When they were owned by Nike, the two brands started mixing and matching technologies with styles. Out of every style of shoe, dress shoes rank at the bottom on the comfort scale. They’re built for style, often rooted in tradition, with comfort rarely taken into account. The men’s black dress shoe is a crucial element in a wardrobe that people shouldn’t ignore!
You’ll often hear brands claim that their shoes are handmade. However, in most cases, this only consists of some of the stitching whereas most of the assembly will resort to machinery. His ambitious project came to fruition as recently as 2019 and the shoes are manufactured in Almansa, Spain. With Idrese, the sky’s the limit and you can design your own dream pair of shoes from $275.
If the Rockport Tanners have too much going for your tastes, the Clarks Un Tailor Tie features a similar style with a more minimalistic approach. Again, it’s a basic full-grain leather Derby shoe that works in most, if not all, office dress codes. As genuine hybrids, the Crossover Longwing’s comfort comes from its shock absorbing soles.
