Nat set up jack-o-lanterns at William Ashby's house. The pumpkins caught fire and eventually burnt down William Ashby's entire house.
Someone had given Nat a note that expressed the fine would get paid for Nat and Nat would additionally receive 40 shillings. This note was completely anonymous making the reader question which other character could have possibly encouraged this behavior.
Ironically, this event that caused Nat great trouble occurs on All Hallow's Eve. It also appears that Nat enlisted the help of some of his sailor friends. These two helpers also received 40 shillings and a punishment of a period of time in the stocks.