Who is this man? What does he do? How old is he? What are his interests? Where is he from? Whatever the answers are, there are basic shoe styles that are classic in any man's wardrobe. These are my top picks by brand, based on basic, classic and what would work well with a number of styles for a number of wearing occasions without looking labeled.
Converse Chuck Taylor All Star
The Chuck has no age, does not discriminate tastes and is classic. Chucks are not only inexpensive, but there are millions of materials and colors to choose from. The best Chucks are the ones that are ready to fall off your feet, because it tells people you appreciate an original. The Jack Purcell comes in close second to the Chuck.
Clarks Originals Desert Boot
Mod or Rocker, McQueen or average Joe, the D-boot in sand suede or brown leather is a must for any lifestyle. This simple understated style also shouts sophistication. As a quintessential casual, it can also be worn in a business situation. Take cues from the Brits. They really know how to wear the D-boot for any occasion.
Camper Pelotas
Creative and intellectual individuals in the States have adopted Pelotas. Pelotas have probably been the best selling casual shoe in Europe over the past decade. They take inspiration from vintage futbol shoes for casual wear. They have been copied by every cheap-sell footwear retailer, so skip Pay-less and invest in the original.
Adidas Stan Smith
Clean, simple and better as they age. This tennis court kick looks great on anyone. The only classic version in my book is the original vintage white leather with green color pops. Although, the Adidas shell toe is classic, I would not characterize it as a basic.
Rockport World Tour
Probably the saddest looking shoe ever designed, but that is why they are great. They are unpretentious and are like walking on a pillow. Older men swear by them and twenty-something hipsters make them look cool. The Pro Walker and 3250's are in the same genre of comfort walking shoes that are style-less. Wear if you dare!
Vans Classic Slip-on
If you think Converse is a little too mainstream, the Vans classic slip-on is still the independent choice for an easy to wear California-styled vulcanized shoe. I have seen this shoe worn by skaters to fifty years olds on sailboats.
Wingtip or English Brogues
Whatever color, brand or price, these shoes are staples for your wardrobe. They are sort of like the paisley tie. They are always updated and come in various last shapes, brogue sizes and
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