Tombolo does a Cuban-collar shirt like no other, with splashy, fun designs that will garner you several "Where did you get that?"s. This one is a perfectly neutral cream and beige, so you can pair it ...

For a soft and handsome Western shirt that feels like it's already been broken in for you, turn to PRL. This style is chic ...

Unlike traditional polos, knitted versions can have softer collars that lay ... if not better than oxford shirts—with a full suit look. Take this sharp design from SuitSupply.