Fire and Depth

Frodo: What is your deepest wound, and do you still hurt from it?

Bilbo: When did taking a chance improve your life?

Samwise: Have you ever done something for a friend that you would never have done on your own?

Merry: Who would you swear loyalty to, or to whom have you already done so?

Pippin: Tell me about when you did something that no one thought you could do.

Aragorn: What is your heritage? Do you embrace or reject it?

Boromir: Did your father leave an impact on your life?

Gimli: Have you ever had an opinion about someone that turned out to be completely wrong?

Legolas: What has been your most unlikely friendship, and did it last?

Gandalf: Has your public appearance and ever changed radically?

Elrond: Do you have overprotective relatives, or do you fill that role?

Arwen: Did you ever make a decision your family didn't agree with?

Elladan: Have you ever failed to help someone you cared about?

Elrohir: Do you have siblings?

Galadriel: Would you consider yourself wise?

Celeborn: Are you content with being the less-popular one in a relationship?

Celebrían: Have you ever done something that took a turn for the worse that you weren't prepared for?

Haldir: Has your popularity ever changed unexpectedly because of something minor?

Éomer: What are the things you consider to be worth fighting the system for?

Éowyn: Have you ever overcome prejudice in a significant way?

Théoden: When have you been wrong but refused to see it?

Gríma Wormtongue: Do you sometimes make bad choices for selfish reasons?

Saruman: Do you want power?

Sauron: What is your greatest weakness?

Melkor: Has greed or the desire for material goods ever backfired on you?

Ungoliant: Are you proud of your children or younger relatives?

Shelob: Are you afraid of the dark?

Finwë: Do you come from a prestigious family line?

Fëanor: Does desire tend to blind you to the consequences of your actions?

Nerdanel: Have you ever ended a relationship because your partner was doing something you didn't agree with and you couldn't stop them?

Maedhros: What is the greatest thing you have ever lost?

Maglor: Do you believe in redemption?

Celegorm: Have you ever had a pet that impacted your life greatly?

Caranthir: Do you have a temper, and has it ever gotten you into trouble?

Curufin: What have you inherited from your family lineage?

Amrod: Do you have a friend or sibling that you have a special bond with?

Amras: Has your family ever done something that ended up hurting you?

Beren: Will you do anything for love?

Lúthien: Do societal norms exist to be broken?

Thingol: If you believe in luck, do you think you've had good or bad?

Melian: Have you ever had a significant other that was of a lower social class than you?

Eöl: Did you ever have a goth phase?

Aredhel: Is listening to other people something that is important to you?

Glorfindel: Have you ever taken on a challenge others have deemed impossible and won?

Thror: Do you value wealth?

Thráin: Do you consider yourself a selfish person?

Thorin: What have you lost that you wish to regain?

Balin: Are you older or younger than most of your friends?

Dwalin: Do you have any hobbies?

Fili: Do you have a good smile?

Kili: Have you ever suddenly been considered attractive where before you were just sort of there?

Dori: Are you a musician?

Nori: Is it common for you to notice things others have forgotten or missed?

Ori: Do you write or speak multiple languages fluently?

Óin: Would you consider yourself a superstitious person?

Glóin: Are you skilled at something most would consider unusual or esoteric nowadays?

Bifur: What is your most interesting injury, and how did it happen?

Bofur: Do you consider yourself an optimist or a pessimist?