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The penny loafer is originally a sporty shoe, rustic one would be tempted to say: a shoe that can withstand any test with its waterproof leather. It is in this spirit that American students wear them like boat shoes in shorts and a t-shirt.
But already it is its versatility and comfort that has seduced this generation: during the day with a chino and a T-shirt, for going out with a blazer and a club tie.
Today, of course, a leather loafer is still seen as a dressy, elegant shoe.
While it is always a good idea to pair it with jeans or canvas trousers, it can easily be paired with flannel trousers and even a suit.