What is something that you are dreading?
Tell me about a time you almost died.
What’s the biggest betrayal you have ever experienced?
What’s most embarrassing thing that has happened to you while having sex?
What are you battling that you don’t tell anyone about?
What are you into, but haven’t told me about?
What’s better than great sex?
What small seemingly insignificant thing did your parents or someone else say when you were a child that has stuck with you all this time?
What is the best or worst thing you inherited from your parents?
What was the hardest lesson you’ve had to learn?
What’s the most disheartening and heartening realization you have come to?
What is something you wish you could say to people but can’t?
What have you struggled with your entire life?
What would be the coolest hobby to have?
If you received a salary to follow whatever passion you wanted to, what would you do?
What was the most productive time in your life? How about the least productive?
What made you realize that your parents were just human like everyone else?
What questions should partners ask each other before getting married?
What toy played the biggest part in your childhood?
What were the three most important turning points in your life?
What’s the worst thing that people are proud of?
What job do you think you were born to do?
What are you most sentimental about?
What has taken up too much of your life?
What do I do that makes you the happiest?
How important is it for individuals in a relationship to maintain their own separate identity?
What makes our relationship better than other relationships?
What question do you most want an answer to?