Rule 1: Match the hat to your shoes.
The most common hat mistake is mismatched colors between hat and shoes. A black fedora with brown shoes looks unfinished. A brown fedora with black shoes looks like a different outfit.
| Shoes | Hat color | Formality |
|---|---|---|
| Black oxford / derby | Black fedora | Formal / evening |
| Dark brown oxford | Dark brown fedora | Smart business |
| Tan brogue | Caramel or light brown fedora | Casual office |
| Suede desert boot | Sand or taupe felt | Weekend |
| White sneaker | No hat, or a baseball cap | Street casual |