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 ...

With a short chain length, thick yet delicate golden links, and a beautiful layered design, the necklace took her simple button-up to a whole new level and sat perfectly below her shirt collar.

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.