Rolling a d100 chooses a question all of your players can answer for their characters to learn them better at the beginning of each session.
Answer these questions from the viewpoint of your character.
Simple answers are fine – even no is valid.
Did we already have this question? Did the answer evolve over time? If no, we can reroll.
Write it down.
Have you ever been bullied or have you ever bullied anyone?
What is your favorite weapon?
Are you a morning person or a night owl?
Are you a picky eater or do you like to try new foods?
Did you have a childhood pet?
Do you have an insignificant memory that has stuck with you?
Do you want to settle down with a spouse and kids?
If you have notable scars, what are they, and what are their stories?
Do you have any unusual or secret talents?
Do you have a guilty pleasure?
What are your thoughts on the biggest in-universe authority?
Do you have tattoos, piercings, scarification, or birthmarks?
Do you prefer camping outside of town or staying in an inn?
Any nervous mannerisms? When talking, thinking, afraid, under stress, or when embarrassed?
Do you have a good luck charm or an important object?
What do you carry on your person/in your pockets?
What do you consider freedom?
Do you prefer to cook meals or eat out?
Do you keep a journal?
When was the last time you made a promise and did you keep it?
Do you have any phobias?
Does someone have a justifiable grudge against you?
Do you enjoy surprises?
How do you feel about laws in general?
Have you ever been in love?
Everyone has a price – what is yours?
Have you kept any toys from childhood?
Your character looks at themselves in a mirror. What is their emotion?
What would you ask a psychic if you believed in the answer?
Have you ever let someone down?
How do you like to spend your free time?
What’s a smell related to good memories as a child?
How do you like to celebrate your birthday?
If you could change one decision in your life, what would it be?
What’s a culture outside of your own that you admire?
If you could travel anywhere, where would it be?
If you could retire rich, what would you do?
What’s a culture outside of your own that you despise?
What quality does your character dislike most in others?
What’s the best compliment you’ve ever received?
What quality does your character like most in others?
What is your favorite color?
What is your favorite holiday or celebration?
What’s the best meal you’ve ever had?
What would your character sacrifice their life for?
What was your first job?
When was the last time you were in a place of worship?
Who is the most important person in your life and why?
What’s a place you never want to return to?
What’s one thing you’re determined to do before you die?
What lesson did you learn the hard way?
Do you conform or defy your cultural background?
What was your greatest talent when you were younger?
What was your dream job when you were younger?
Would you change anything about your appearance?
What was your favorite family tradition as a child?
Who do/did you look up to?
What are you really bad at?
Who is/was your best friend?
What do you do better than anyone else?
What’s one thing you’d change about the person you love most?
Who do you wish was here the most and how would they make things better?
What did you dream about last night?
Do you regret quitting on something and what was it?
What would be your character’s epitaph?
What do you do if you can’t sleep?
What does your morning routine look like, if you have one?
What would you think is unforgivable?
What’s the worst date you’ve ever been on?
Would people consider you as organized?
What is your favorite season?
What is your spirit animal?
What is the biggest mistake your character has ever made?
What do you think of people who are richer than you?
Who would you trust the most with a secret?
What advice would you give your younger self?
What is your most annoying habit?
What is one task you would absolutely refuse?
What annoys you the most?
What is your favorite art form?
Would you rather be blind or deaf?
Who trained you in your skilled areas?
What do you do with your gear when you’re sleeping?
What do you think of people who are more poor than you?
When was the last time you went on vacation?
What’s your favorite stylistic choice about yourself? (Clothes, haircut, markings, etc)
What is your favorite physical activity?
Is there anyone you despise?
What is your favorite weather?
What’s the first thing you do in a new home?
What do you do when you get bored?
What do you daydream about?
What is the last thing you do before going to bed?
What is the last present you gave someone?
Have you ever had your heart broken or broken someone’s heart?
What is the biggest lie you’ve ever told?
What one item do you save from a house fire?
When was the last time you sang to someone?
Would you rather have a housekeeper or a personal chef?
How do you react to criticism?
Our group first heard of this from an Instagram post and we were intrigued. They linked to a list of questions and while many were alright, we found a lot of the questions pretty lackluster. We found several lists and combined many, cutting out less intriguing questions, adding our own, and compiled this list.
There are still some basic questions within this list, but each question can be as deep or as shallow as one wants:
2. What is your favorite weapon? Simple: A double headed axe because of the way momentum from swinging makes both sides deadly. Complex: Finding out what people like so I can cut it down over time.
I highly recommend that your players don’t read them ahead of time. At the time of this writing our campaign has been going on for 3 years and my players are still finding out about their characters with these questions. The answers they give have also become more in-depth over time. 28. Your character looks at themselves in a mirror. What is their emotion? This question struck my players especially hard more than two years into our game.
We also implemented a special rule that someone volunteers to roll and they answer the question first. My players are pretty good about wanting to do this, but as a DM if you’re finding your players gun shy about rolling and answering, you can give an incentive to the person who rolls. From there, the person who rolls and answers picks the next one to answer the question and from there they pick the next, and so on until everyone has answered.
As a DM, I personally prefer my players to write down their answers so I can reference them and use it to build on story to impact them as time goes on.
We had a recent session and I had fun with the answers given and figured this should be shared with the internet and so here you go. I also added the questions and rules first in this post so you didn’t have to scroll through my rambling to get to them. If you’ve read this far, you’re a real one. I’m also open to new questions or different takes on current questions. I’d also love to hear some of your best and or most unhinged player answers!
