Final answer:
In 'To Kill a Mockingbird', Jem loses his pants to Dill in a bet.
Step-by-step explanation:
In 'To Kill a Mockingbird', Jem does lose his pants to Dill in a bet. This event happens in Chapter 6 of the novel. Jem, Dill, and Scout are playing in the Radley's yard when the caretaker, Nathan Radley, shoots at them. In their haste to escape, Jem gets his pants caught on the fence and has to leave them behind.