The History of the Saddle Oxford.
As best we can determine, the “saddle oxford” or “saddle shoe” was first introduced by the Spalding Company in 1906. The original version was used for women’s gym classes. 
It had soft white leather and a black leather mid panel (shaped somewhat like a horse’s saddle). It also had a matching black leather stripe that ran down the back of the shoe. The originals were made with white leather soles. The contrasting saddle itself was decorative and sporty but also was engineered to provide support for the arch and instep. Soon the shoe was being built with a red rubber sole for greater cushion and comfort and being used for a variety of sports and activities such as cheerleading, tennis and golf. When the Lindy Hop/Jitterbug craze came into popularity it became the shoe of choice for dancers and soon crossed over to the boys and worn with chino’s, denim and dress clothing.
Modern versions can be hard to find but with some searching can come in every possible material and color combination and might again become the shoe of choice for the well-dressed “preppy”
David Spencer Casual Footwear 