The Style 101 Boot has been re-introduced recently due to popular demand and with it it brings a historical story behind its origins. The Red Wing Style 101 was first introduced in the 1960's as a comfortable working shoe for those whose job entailed standing on their feet for numerous hours per day; the policemen and postmen of America. During the 1960's policemen would still have been walking their beats and the postmen, walking their delivery routes, which therefore put a lot of strain and pressure upon their feet. Therefore, Red Wing designed a work shoe that was both comfortable and durable, while all the time maintaining a high-quality appearance that was in-fitting with uniforms.

Red Wing Style 101's are made with Black Chaparral Leather, which is a smooth, classic leather that best suits stylish, traditional footwear. With its highly polished finish, the Style 101 is easily maintained with frequent polishing using Black Shoe Cream to ensure the boot keeps its luxurious quality. The leather is also water, perspiration and stain resistant.

The Red Wing 101 was first introduced to the public of America with various different advertisements, including the following:

In present day, these boots continue the heritage of their Red Wing origins, providing a shoe that is comfortable, durable and of an exceptional high-quality. The Style 101 makes for a fantastic dress, work or casual shoe.