What would you say if I told you there was one shoe you could wear with just about anything on a daily basis? You’d be all over that, right? It’s true. A medium brown lace-up dress shoe can be worn with any outfit except for a tuxedo, a black suit (which you shouldn’t be wearing anyway), and shorts. Wear them with jeans, chinos, suits and dress pants.
One of the places I always recommend investing in wardrobe-wise is shoes — you’re better off buying one pair of quality shoes and replacing them as needed every 5 years or so, than a crappy quality shoe that you have to replace every year. When it comes to making the most of your footwear investment, another key to keep in mind is not to wear the same pair of shoes two days in a row. If you rotate your shoes, they’ll last a whole lot longer.
So if you’re going to make an investment shoe purchase, I highly recommend a medium-brown lace-up. They can have a cap toe, no cap toe (see above), or you can do a wingtip (see below).
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