Question

Why does Dill's explanation of Jem's state of dress almost land him in trouble?

Is the "almost land him in trouble" referring to Dill or Jem?

Thanks.

Answer 1

It could be either, it is not clear.

Answer 2

If the first names were clearly masculine and feminine, then the "him" would refer to the masculine person. However, I cannot be sure of the gender to either Dill or Jem.