Hopefully, by the time you're through this you'll understand how wrong that really is.Let's start with the most obvious piece of this whole thing - when having a really nice scotch, do you pour it into a red solo cup? If you answered yes, then you might be beyond saving anyway - any man should know that a good drink deserves the proper glass, so think of your shoes as the glass in this case. Are you dressed impeccably in a well tailored suit, a crisp shirt on underneath, coordinating tie, and complimentary pocket square? Then your shoes better fit the bill too!
You want to look for a couple things in particular with shoes: quality leather, quality construction, and toe shape. Simply said a good shoe is going to cost some money - quality leather isn't cheap, and construction (they shouldn't be simply glued together) isn't easy. Like everything else - invest in quality here on the shoes, they will last longer, look better, and be more comfortable over the long run. Make sure they are stitched to the sole of the shoe, and make sure the toe isn't too squared.
How much the shoes will cost varies greatly, but you should be expecting to pay north of $100 in almost any case. Don't be shocked when prices jump quickly, and just understand that the difference in a expensive pair of shoes definitely exists for a reason.
At a bare minimum you need 1 good black pair and 1 good brown pair. Once you have two solid fundamental then you can have some fun; and please, please, PLEASE get shoe trees!!! they help preserve the shape of the shoe, and good cedar ones will keep them smelling fresh - $25 more that will help keep them looking better for much longer.
The most basic that every man should have (picture from allenedmonds.com)
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