Japan: Low class prostitutes in a caged brothel, Yoshiwara entertainment area, Tokyo, late 19th century

Yoshiwara (吉原) was a famous Akasen district (red-light district) in Edo, present-day Tōkyō, Japan.

In the early 17th century, there was widespread male and female prostitution throughout the cities of Kyoto, Edo, and Osaka. To counter this, an order of Tokugawa Hidetada of the Tokugawa shogunate restricted prostitution to designated city districts. These districts were Shimabara for Kyōto (1640), Shinmachi for Ōsaka (1624–1644) and Yoshiwara for Edo (1617). The main reason for establishing these nightless cities was the Tokugawa shogunate's trying to prevent the nouveau riche chōnin (townsmen) from political intrigue.

People involved in mizu shōbai (水商売?) 'water trade' would include hōkan (comedians), kabuki (popular theatre of the time), dancers, dandies, rakes, tea-shop girls, Kanō (painters of the official school of painting), courtesans who resided in seirō (green houses) and geisha in their okiya houses.

The courtesans would consist of yūjo (women of pleasure/prostitutes), kamuro (young female students), shinzō (senior female students), hashi-jōro (lower-ranking courtesans), kōshi-jōro (high-ranking courtesans just below tayū), tayū (high-ranking courtesans), oiran ('castle-topplers', named that way for how quickly they could part a daimyō (lord) from his money), yarite (older chaperones for an oiran), and the yobidashi who replaced the tayū when they were priced out of the market.

In addition to courtesans, there were also geisha/geiko, maiko (apprentice geishas), otoko geisha (male geishas), danna (patrons of a geisha), and okasan (geisha teahouse managers). The lines between geisha and courtesans were sharply drawn, however - a geisha was never to be sexually involved with a customer, though there were exceptions.

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