33 Writing Prompts about Regret

We all regret things in our lives. While regret is not a great feeling, it is an important one.

You may experience regret because of a mistake you made, or from not following through on something that you wish you did.

The upside to regret is that your inner thoughts are signaling to you to learn and make a better choice in the future, should a similar situation happen again.

We hope these writing prompts will help expand your mind and understand regret a little more. We know that you won’t regret reading them!

How to use these prompts:

Writing should be creative and fun, and that’s exactly why we provide these prompts!

You can make your own writing challenge by choosing one prompt per day or set a timer and write as much as you can for a prompt of your choice.

There is no right or wrong way to use these prompts, all you have to do is pick one and start writing.

The writing prompts:

  1. Have you ever regretted trying a new food?
  2. What is one thing you regret? Why?
  3. Some people say they have “no regrets.” Do you agree or disagree with this idea?
  4. Why do you think regret is important to acknowledge?
  5. What are some positive ways to deal with regrets?
  6. What is one thing you don’t regret? Why?
  7. If regret was a person, what would they be like?
  8. Invent a character and write about something they regret.
  9. Have you ever regretted something you said? What could you have said differently?
  10. When you regret something, how does it make you feel?
  11. What music do you think of when you think of the feeling of regret?
  12. Have you ever regretted not doing something?
  13. Where do you think the word regret comes from?
  14. Is it okay to have regrets?
  15. Write yourself a letter forgiving yourself for something you regret.
  16. How can you learn from your regrets?
  17. Write a story about a person that regrets everything they do.
  18. How long do you typically feel regret? Is it ongoing or does it last a few days?
  19. If you don’t acknowledge a regret, does it get better or worse?
  20. Have you ever talked to someone else about their regrets? Write about it. If not, imagine you are having a conversation with a family member or friend and write about that.
  21. Imagine there is a day when you cannot experience regret. What would it be like? What about the next day, when things go back to normal?
  22. Can you regret too much?
  23. Write a story about a person that never experiences regret and how they live their life.
  24. What kinds of things do people regret? What do they have in common? How are they different?
  25. What advice would you give to someone who is dealing with regret?
  26. Would you prefer to live with no regrets? Why or why not?
  27. Is regret always negative? Why or why not?
  28. Have you ever regretted going somewhere? Why or why not?
  29. Is regret the same thing as feeling sorry? Why or why not?
  30. What do you do after you regret something?
  31. How can you turn regret into something positive, like gratitude?
  32. If regret was an animal, what animal do you think it would be? Why?
  33. Have you ever regretted writing something down?

Looking for more?

We provide writing prompts on a variety of subjects for our writers and readers of all ages. You might also like to try our prompts about fear, love, or art

Our free resources are for teachers, students, and everyone in between!

If you have any suggestions or ideas for us, or would like to leave a comment or ask a question, please reach out to us. We would love to hear from you!

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