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What is the most fun you have had?
If you have a significant other, what is the most fun you have had with him/her?
Is there anything that you feel guilty about? Why? Are you glad you did what you did? Do you need to be forgiven?
What is a secret desire you have?
The biggest lie I have ever told is? Why did you tell the lie? How has it affected you since?
What is something you appreciate about yourself?
When did I experience the most joy? Was it something you did, or something someone else did?
What would it take to make me happy right now? Why?
What do I need more of in my life? Why? What are ways you can achieve getting it in your life?
What genre of TV, Movies, or Books do you enjoy? What do you find so enjoyable about them? What do they conjure up in your mind? How often do you watch or read something outside of your comfort zone?
To what piece of technology would you write a love letter to? What has been the most helpful app or software to you and why? How did you accomplish the same task before the app or software?