Obviously, certain questions are appropriate for different phases of a relationship.You wouldn't want to ask someone on the second date to reveal to you what most people don't know about him, but you may be able to if you've been together for several months.
But he would have been bound to say something I deemed “stupid” or ” shallow”, like choose Jean Claude Van Damme as his dinner party guest, or confess that he wanted to be famous for winning the world air guitar championships (true story, people).
His perfect day would definitely have included much, much beer. Bob Dylan and Maya Angelou would have been my dinner guests, I would definitely only want to be famous for creating/inventing something profoundly important and my perfect day would have involved walks on the cliffs and wine.
Try some general ones like these or choose a theme and let the conversation roll from there.
From pop culture and phone apps to old favorites and magazine subscriptions, learning about a person's media preferences can give you insight into who they are early in a relationship.
The questions should be such that your date will be able to express himself/herself properly rather than just responding in monosyllable replies.