Evelyn “Jackie” Bross (left) and Catherine Barscz (right) at the Racine Avenue Police Station, Chicago, June 5, 1943. In 1943 Evelyn “Jackie” Bross, was arrested on her way home from work for violating Chicago’s cross-dressing and public indecency ordinance. Bross, 19yrs at the time, was a machinist at a WWII defense plant. Chicago outlawed cross-dressing as early as 1851
Neo-Edwardian subculture...While Teddy Boys had a "uniform" of drainpipe trousers and long, drape jackets, Teddy Girls wore a variety of styles, usually with a subtle but distinctive Edwardian influence. Often they wore mannish suits, including drape jackets, shirts with high (or wing) collars and black velvet ties, even jeans.A few young women wore their hair in short, mannish haircuts, which was then extremely unusual among women of any age.