The summer is coming to a close, and Dill is going to be heading back to Meridian soon. All summer, the children have been both curious and terrified by Boo Radley. Dill dares Jem to enter the Radleys' yard:
Our first raid came to pass only because Dill bet Jem The Gray Ghost against two Tom Swifts that Jem wouldn't get any farther than the Radley gate. In all his life, Jem had never declined a dare (Chapter 1).
Despite accepting the dare, Jem is hesitant and thoughtful. Dill taunts Jem, accusing him of being afraid. Jem denies this, but he is still hesitant. Finally, Dill says something that convinces Jem to abandon his hesitations:
But Dill got him the third day, when he told Jem that folks in Meridian certainly weren't as afraid as the folks in Maycomb, that he'd never seen such scary folks as the ones in Maycomb.
After this, Jem firmly accepts the challenge and starts brainstorming. He expresses his concern for Scout and Dill. Jem considers how to get Boo Radley to come out of his house. Finally, Dill tells Jem that he only needs to touch the Radley house. Jem accepts this. As fast as he can, Jem runs into the Radley yard and touches the house before speeding back to safety.