For something on the casually cool end, consider this pairing of a short sleeve shirt and black jeans. Beige suede derby shoes are a fail-safe way to give an element of sophistication to your look. This combination shows that dressing stylishly as a middle-aged guy is not that daunting a task.
For a relaxed ensemble, consider pairing a short sleeve shirt with black jeans — these pieces fit really great together. A pair of beige suede chelsea boots will take this getup down a more elegant path. An amazing example of how to dress fashionably as you get older.
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