1. What does a good life look like for you right now?
Why it matters:
This reveals values, lifestyle, and emotional readiness—not fantasies from years ago.
2. How do you like to spend your time when no one is expecting anything from you?
Why it matters:
This reflects genuine habits, not just performance.
3. When something feels uncomfortable or off in a relationship, how do you usually handle it?
Why it matters:
This is your emotional maturity. Does the person withdraw or deflect when feeling uncomfortable?
4. Who are the people you feel most connected to these days?
Why it matters:
This shows your capacity for connection and loyalty
5. Why are you interested in dating at this stage of your life?”
Why it matters:
This question separates companionship seekers from void fillers.