It was in 1894 that Simeon Simpson set up a business as a bespoke tailor in Middlesex Street in London when he was only 16 years old. Being at the centre of the garment trade, Middlesex Street was better known by its nickname “Petticoat Lane”. He was skilled at drawing straight lines and regular curves by hand, which coupled with his enthusiasm and creative sense enabled him to become an entrepreneur. He succeeded in the mass production of quality tailoring for the first time in the world and sought to produce ready-to-wear garments of high quality at the same standard as bespoke tailoring. He soon earned a reputation for “Simpson Suits” and Simeon was able to generate more and more sales outlets, throughout Britain and even abroad.
In 1934, Alexander Simpson, the second son of the founder Simeon Simpson, invented and introduced a completely new fashion: the self-supporting trouser. Alec, a keen sportsman, shared the irritation that golfers felt, when braces not only impeded their swing, but also caused their shirts to ride up. He solved the problem by introducing an adjustable waistband that eliminated the need for belts and braces, and small rubber pads sewn inside the waistband that held a shirt in place. Before this invention, belts or braces were essential for British gentlemen’s trousers. His invention was patented and marked a revolutionary change in the history of British men’s fashion. It came into use throughout the world, changing forever the conventional sports and formal trouser. At that time, a complete suit could be bought for 15 shillings. The new self-supporting trouser cost 30 shillings. However, Alec was confident that he knew his market. It is said that he commissioned 100,000 pairs ahead of the launch.