Beautiful does not automatically mean successful. Hatsumomo was a wench, but when she was young, she was smart enough to treat her customers well. So they never had a problem with her personality. Pumpkin was easy to control and was, financially, doing great. The novel does a much better job of explaining this, but basically, Sayuri caused several issues in the okiya and had tons of debt that never would've gotten repaid if Mameha's smart planning hadn't paid off, whereas Pumpkin was very docile and made a lot of money because Hatsumomo rushed her around a lot. The novel--and most geisha memoirs--describe plenty of geisha who weren't the most gorgeous, but were still the most popular because they were funny, intelligent, sexy, etc.
You're a sexual Disneyland.
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