Deep Questions to Ask Yourself | Free Journal Prompts Online

Decks in this category

Questions to Ask Yourself

One card, one honest answer. For a notebook, a walk, or a quiet hour.

1. What went well this week that I haven't acknowledged?
2. What am I looking forward to?
3. What drained me this week, and was it necessary?
4. What did I do today purely because I wanted to?
5. What am I pretending not to know?
6. What would I do differently if nobody's opinion mattered?
7. What am I tolerating that I shouldn't be?
8. Where am I performing rather than living?
9. What am I most afraid people would find out about me?
10. What have I never grieved properly?
11. What do I think I deserve, and where did that idea come from?
12. What pattern of mine keeps producing the same pain?

All questions to ask yourself →

Journal Prompts

Pull one card, write for ten minutes, close the notebook.

1. Describe today in five sentences, no editing.
2. What did I notice today that I would normally miss?
3. Write about the last conversation that stayed with me.
4. What do I want tomorrow to feel like?
5. What am I avoiding writing about?
6. What have I outgrown but not yet put down?
7. Write about a decision I'm circling.
8. What does my inner critic actually sound like — write its words?
9. Write about the thing I've never written about.
10. What did I have to become as a child, and what did it cost?
11. Write a letter to the person who hurt me most — not to send.
12. What am I most ashamed of, and what would compassion say about it?

All journal prompts →

Philosophical Questions

The questions that ruin an evening in the best possible way.

1. Is a person the same person they were ten years ago?
2. Does luck exist, or just outcomes we name afterwards?
3. Can something be true for one person and false for another?
4. Is boredom useful?
5. Is free will real, or a story we tell after the fact?
6. Is it wrong to bring someone into a world like this one?
7. Does suffering have meaning, or do we assign it?
8. Can a person be good if nobody ever tests them?
9. If nobody remembers you, did your life happen?
10. What makes a life worth continuing?
11. Is there a difference between being alive and being present?
12. Would you live forever if everyone you love wouldn't?

All philosophical questions →

Three levels deep