As a Chicago based sporting goods brand, their founder C.F Bennett was constantly searching for new potential markets and products.Īnd he found one in the ‘jockeys’ of that time, bicycle jockeys. The jockstrap was invented in 1873 by the company Sharp & Smith. The Creation Of The Jockstrap: Bicycles And Boston Let’s take a ‘brief’ look at the history of the Jockstrap, to examine its origins and why it remains such a beloved choice for men’s underwear today. What kind of athletes do you ask? Surprisingly enough, not the horse-riding kind we think of as ‘jockeys’ today.