Here’s my take on this.
I think the best approach is to have a mix of fun, imaginative questions and more grounded, value-based ones. For the fun side, you could ask things like, “Would you rather be able to teleport anywhere or be able to read minds?” These are great for laughs and understanding each other’s creative side.
To spark deeper conversations, you could ask something like, “Would you rather have a job you love that pays just enough, or a job you dislike that makes you rich?” Questions like this reveal priorities and long-term goals without being too heavy. The key is the balance; mixing both types keeps the conversation dynamic and allows you to learn about each other on multiple levels.