The earliest documented description of trans life in English was the interrogation of Eleanor Rykener. On the night of 11 December 1394, on Soper’s Lane off Cheapside, she had agreed to go into a stall with a client named John Britby, having first demanded an unspecified amount of money for her services. Medieval London’s anti-prostitution laws made this a hazardous venture, but Eleanor was an experienced sex worker, and must have concluded that Britby’s money was worth the risk.

Unfortunately, they were discovered by city officials while engaging in ‘that detestable, unmentionable, and ignominious vice’, and were hauled up before the Mayor of London for questioning. It was during the questioning that Eleanor, still wearing the dress she had been arrested in, was revealed to have been born John Rykener. We might describe her, in modern terms, as a transgender woman. Eleanor’s remarkable story is preserved in a single document: the record of her questioning held in the London Archives. Source: the British Library.