Feel free to make up your own questions for the prompt. Keep these facts in mind though!
Judas always asks questions in a binary. He doesn't accept open-ended answers.
Judas knows your true answer, no matter what. He sees through all lies and knows your answer even if you don't respond verbally.
His questions can be long or very short.
He will always twist someone's answer to be immoral and wrong... so far...
After answering he will repeat your answer back to you, explain the repercussions of your hypothetical actions, and twist your decision to be immoral and wrong... (Ex. If you choose to save your partner instead of yourself he would tell you that your partner lives miserably without you and never gets over the survivor's guilt. If you choose to save yourself he tells you about how your partner dies and you have to live with blood on your hands.)
His last words to a person before floating/teleporting away are always "You made your choice, now you have to live with it."
"You are dangling off the side of a cliff, your partner is in the same position. You know if you help them, they will survive but you will die. If you try to save yourself your partner will perish but you will survive. What do you do?"
"If you had to steal, would you steal food or money?"
"If you could leave this place and return to the life you once had, but everyone else was erased from existence would you take that deal?"
"Your parents are both drowning, which one do you save?"
"You and your partner pokemon are both poisoned. You have one antidote. What will you do?"
"Some coffee or some tea, which one will it be?"