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The Dainty Lady was a ship used by Guybrush Threepwood during his search for the Ultimate Insult. He objected to doing so because the ship was pink.
The figurehead was of a beautiful woman, later magically brought to life. Its personality did not match its looks, however, as it was rude to Guybrush and didn't appreciate being brought to life.
The figurehead came to life after Guybrush applied voodoo earrings to it. After all the wedding gifts from the Marley Family Heirlooms were given to it, it (presumably unconsciously) sketched out an image of the Ultimate Insult.
She is played by Pamela Adlon, who voices Bobby Hill in King of the Hill.