Jen is really starting to work now as a tutor, and, as you see, it is not always easy.
As Jen notes, asking a tutee to summarize a text will give you a quick look at his impressions of what is most important. Decisions about relative importance, by definition, are the beginnings of interpretation.
Jen thinks that this line of inquiry has gone nowhere, though, because Tim relapses into his original stance of: "Well I don't really get it anyway." And so she moves on to the characters. However, Jen doesn't understand that this is a defensive move on Tim's part. Tim has not thought much about the text, and so sees any confusion he experiences as evidence of his own poor reading. Because Jen knows the text well and loves it, she accepts Tim's assertions of his interpretive inadequacy and likely believes them herself.
In actuality, Tim articulates an insightful question: Why is the lie to the Intended such a big deal when the Intended is such a seemingly minor character? Had Jen asked Tim to wrestle with this question, they may have gotten somewhere.
Keep your responses in mind as you view the next segment.