Kaylee is the solution to the mediumanagram clue: LEAKEY. She will give the player a challenge scroll which reads "How many chairs are in the Rising Sun?," the answer to which is 18.
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Trivia
When you use coins on Kaylee, she will respond with, "Thanks!" and will take 1 coin.
Emily, Kaylee, and Tina replaced a previous character called the Barmaid.