Bring on the tough stuff - there’s not just one right answer.
- How are the two Will Graysons in this story similar? How are they different? Which Will Grayson did you like better? Which one do you think has the better or easier life?
- Tiny Cooper is both literally and figuratively larger than life. Could you argue that Will Grayson, Will Grayson is actually all about Tiny Cooper?
- How does will's struggle with mental illness shape who he is? Did you think his thoughts on depression seem real and authentic?
- Why does will feel such a connection to Isaac even after he realizes that he isn't real? Why is it so heartbreaking for will that this online love is a fake?
- Why do you think the authors decided to have the two main characters meet at a porn shop? What are they trying to say about love and sex?
- Jane and Maura are just about the only female characters in this whole book (aside from the two Mrs. Graysons). How do you think they represent the ladies?
- How do Will's and will's relationships with their parents affect and define them?
- Why is Hold Me Closer: The Tiny Cooper Story such a big part of this novel? How does this faux-play mirror the themes in the book?