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Shoes, part of the clothes that make the man.
Brooks sneakers, performance not style.
Old sneakers become lawnmowing shoes.
8 year old Merrell hiking boots, brown leather. Classic smooth leather styling, heavier than modern nylon boots, but very comfortable and good wear.
Loafers, brown suede, when I need to slip something on with or without socks, or step out for a moment, or I don't care how I look.
Black Ecco work shoes, toe cap, rubber sole. Not very stylish, but I can shine them up, not square toed and look ok with slacks or suit.
Cordovan colored loafers by Bostonian. Not the most comfortable shoes, but can wear them all day. For blue slacks.
Black Bostonians with toe cap and smooth leather. Shines very well, very trim shoe. Remember, the plainer and shinier, the more formal the shoe.
Tevas, for the few days a year at the beach.
Ski boots, for skiing.
Snowboard boots, for snowboarding.
I think style is important, and I think the comfort of a well-made shoe is too important to be cheap on. I would really like to someday be able to get a couple of pair of handmade dress shoes. I heard they last for many seasons and are very comfortable. I hope I never wear Converse Chucks, and flip flops tell others "you are not important enough for me to dress nicely for." Same thing with baseball caps, but that is another story. The point is, wear shoes that are appropriate for the outfit. If you have Seinfeld's money, no one is going to criticize you for your pretend style of sneakers and blazers. People are crazy, the rich are eccentric.
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