I'm not downvoting this comment because I don't want to increase the chance of people being penalized for answering it.

From my point of view, you're punishing Will because he's learning something, but not quite in the way you want him to. He's made himself somewhat vulnerable by asking a question.

Everyone has been treated badly by members of a different group at some point in their life, and responsible adults are expected to get over it and get on with things.

Depends on the venue. In some places, telling the truth about your internal states is valued more highly.