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The term "ladyboys" refers to individuals, often from Southeast Asia, particularly Thailand, who are male-to-female transgender or intersex individuals. They are known for their feminine appearance, behaviors, and in some cases, their involvement in the sex industry. The term "extreme ladyboys" might imply a more exaggerated or noticeable expression of femininity.

In Thailand, the concept of ladyboys, or "kathoey" as they are locally known, has a long history. The term "kathoey" itself is a compound word from the Thai language. The phenomenon of kathoey has been documented for centuries, with evidence suggesting acceptance and visibility in Thai society dating back to the Ayutthaya period (1350–1767 CE).