Warm Up

1. What is your idea of a great first date?
2. What is the funniest dating story you have?
3. What is a green flag that instantly gets your attention?
4. Apps, friends, or out in the world: how do you prefer to meet people?
5. What is one thing on your must-have list that is non-negotiable?
6. What is the best or worst pickup line you have ever heard?
7. What is your go-to first date spot?
8. What instantly makes someone more attractive to you?
9. What is the worst date you have ever been on?
10. What is a dating trend you cannot stand?

Get Real

11. What do you usually ignore early on that you should not?
12. What kind of person are you drawn to, and is it good for you?
13. What is something you have learned from your dating history?
14. How do you act when you really like someone?
15. What does taking it slow mean to you?
16. What does chemistry feel like to you?
17. How do you know when you are ready to date again?
18. What do you need early on to feel safe?
19. How do you handle rejection?
20. What do you tell yourself when someone stops texting back?

Go Deep

21. What are you really looking for, underneath what you say you want?
22. What fear shows up for you when someone gets close?
23. What pattern are you trying to break in how you date?
24. Are you dating from loneliness or from wholeness right now?
25. What does it look like to choose someone who chooses you back?
26. Is there a past relationship you still compare people to?
27. What does it look like to date someone who is good for you?
28. What do you want to feel with the right person?
29. What part of yourself do you hold back when dating?
30. What would you do differently if you knew you were worth being chosen?