The persuasive power of styling comes from the feet.

No.8165 6" Classic Round ¥34,900+TAX, ,No.8875 6" Classic Moc ¥37,900+tax(Red Wing Japan)
These are two pairs of "Red Wing" shoes that Mr. Abe recommends. Both are "Irish Setter" boots, but the plain toe and moc toe have completely different looks. The "8165" on the left is for a simple and smart look, while the "8875" on the right is for the ruggedness of a work boot. The "8165" on the left is simple and smart, while the "8875" on the right is rugged and work-like. "They have more volume than sneakers and can be styled as a point of reference," says Abe.
Both models are super basic and easy to coordinate with other Red Wing models. If you want to enjoy the changes that occur over time, I think these are a good place to start. It is also cool to see how the upper gets wrinkled and the white sole gets dirty as they are worn in. Wearing a pair that is uniquely yours will give your styling a more persuasive appeal.