I have posted an item on questions Jesus was asked, and the replies he gave to them.
Equally fascinating are the questions that he himself posed to others. They, too, show how wisely and sensitively he probed people’s thoughts, feelings and motives.
Here is a selection:-
Mk 10:18; Lk 18:19 “Why do you call me good?”
Luke 6:3 “Have you never read what David did when he and his companions were hungry?”
Luke 6:9 “I ask you, which is lawful on the Sabbath: to do good or to do evil, to save life or to destroy it?”
Luke 7:42 “Which of them will love him more?”
Luke 8:30 “What is your name?”
Luke 9:18 “Who do the crowds say I am?”
Luke 18:41 “What do you want me to do for you?”
Luke 20:3f “Tell me, John’s baptism–was it from heaven, or from men?”
Luke 20:41-44 “How is it that they say the Christ is the Son of David? David himself declares in the Book of Psalms: “‘The Lord said to my Lord: “Sit at my right hand until I make your enemies a footstool for your feet.”‘ David calls him ‘Lord.’ How then can he be his son?”
Luke 22:35 “When I sent you without purse, bag or sandals, did you lack anything?”
Luke 24:17 “What are you discussing together as you walk along?”
Luke 24:19 [Cleopas asked him, “Are you only a visitor to Jerusalem and do not know the things that have happened there in these days?”] Jesus replies, “What things?”
Jn 1:38 “What do you want?”
John 5:6 “Do you want to get well?”
See this resource, which lists 173 questions asked by Jesus.