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• Name something you lost or gave away that can never be replaced.
• What 5 websites do you visit often, and why?
• Name a totally useless possession and how you came to acquire it.
• What music album would be used for a movie about your life?
• List your bad habits and/or addictions and what you have tried to rid yourself of them.
• If you could change one thing about yourself, what would it be, and what would you do if later on you changed your mind?
• What are your religious beliefs? Have they changed, or have they always stayed the same?
• When was your last food craving, and what did you crave?
• Who was your first crush and what made them special?
• Name your most cherished childhood memory.
• Turn to an entry in your journal or diary from a year or more ago. What has changed and what has stayed the same since then?
• What is one thing nobody knows about you because nobody ever cared to ask?
• Robert Frost write a poem titled The Road Not Taken. Name a road you’ve always wanted to travel. Where do you hope it takes you, and what might you see on the way?
• Name one thing you always wanted to do, but haven’t. What has prevented you from doing it?
• Write about your first kiss. Was it everything you wished or hoped it would be?
• What was the worst mistake or decision you have ever made in life? What could you have done differently?
• What song was stuck in your head recently, and what were you doing at the time that made you think of it?
• Describe 5 things you want to see or do before it’s too late.
• Write about something you now know that you wish you knew earlier in life. How could this knowledge have helped you?
• Write about your greatest fear.
• Name one thing you feel brings out the good in people.
• Describe a time in your life when everything turned out fine, despite the odds.
• If you invented a device that could fix one problem you are facing right now, would you use it? What problem would you like to solve?
• Write about the last time you spoke to your best friend. What did you talk about?
• Describe a time you felt alone.
• Name something you found; what was it and where did you find it?
• What’s on your calendar for tomorrow?
• What is the most annoying sound you have ever heard?
• Describe your first job.
• What is the one thing you cannot live without?
• Quote the nicest thing anyone has ever said about you.
• Are you afraid of the dark? Why or why not?
• Describe the longest amount of time you have ever been away from home.
• Write about a recent adventure or travels.
• Who did you idolize growing up?
• Name a celebrity or famous person you wish would take you out on a date.
• Describe your daily routine when you get out of bed in the morning.
• What was the longest amount of time you have spent waiting on line for something? What was it, and was it worth the wait?
• Name one thing you have always been good at doing.
• What is your favorite season, and why?
• What was the title of the last book you read?
• List your biggest regrets.
• Have you ever seen a ghost?
• Describe your note-taking style and habits.
• Do you believe that we are all here for a reason? What might the reason be?
• What comes to mind when someone uses the phrase prolonging the magic?
• Have you ever done something just to feel the danger, or to feel alive?
• What is your favorite cliché?
• What are all your thoughts on god?
• How do rainy days make you feel?
• What is the most amount of money you have had at one time?
• Write a celebrity crush list.
• What is the most amazing thing you have ever seen, heard, or experienced?
• What effect does music have on you?
• What did you learn today? What did you learn yesterday?
• What 5 traits do people first notice when they meet you for the first time?
• Have you ever carved your name or initials into a tree or stone?
• Democracy, communism, or socialism? Defend your choice.
• Does Never Never Land really exist?
• Where is a great place to get breakfast?
• List 3 things that went right (or wrong) today.
• What is the best method of travel, and in what ways have you traveled?
• If you could give the world just one thing, what would it be?
• What were your best and worst subjects in school or college?
• Describe the most outrageous thing anyone has dared you to do.
• Ice cream: chocolate, vanilla, or strawberry?
• What historical events happened the year you were born?
• Pick up a random object that has special meaning to you and describe it in as much detail as possible.
• Write about a recent visit to a museum or art gallery.
• What food items do you consider staples in a well-balanced diet?
• Describe your feelings in regards to an issue in todays society, and what would be done to fix it.
• If you had only one wish, what would you wish for?
• If you could tell the world just one thing, what would you say?
• Share a dirty little secret about yourself (or someone else).
• Name a time when you broke a rule or law. Did you get caught, or did you get away with it?
• Have you ever gone skinny dipping?
• Name something you would like to devote more time to seeing or doing.
• What is the name of your favorite book, magazine, or publication?
• Describe your first car.
• Thunderstorms… Inspiring or scary?
• Name one thing that has always fascinated you.
• What is the most valuable item or largest sum of money you have ever found?
• Name one thing in your life you hope you never have to see or encounter.
• Growing up, what career goals or dreams of accomplishments did you have? Did any of them come to be, how many did you abandon or revise along the way?
• Write about a time in your life when things weren’t the way you or others thought they should be.
• Describe an odd or unusual writing habit or ritual you or someone you know has. (Here are some Unusual Writing Habits.)
• Can a book really be judged by its cover? Explain in as much detail as possible why or why not.
• Describe a moment in your life you laughed so hard you cried, had a drink come out your nose, or peed in your pants.
• Detail the greatest prank you have ever pulled off successfully.
• What musical medium did you grow up with; vinyl records, CD’s, or MP3′s?
• How long was your longest inter-personal relationship? Was it friendship, family, romantic, or something else?
• What is your biggest ambition in life?
• What is your lucky number, and why is it so lucky?
• How long have you been able to live off the grid? No e-mail, Internet, electricity, running water, etc.
• What is your favorite chess piece?
• Do you have a daily or weekly routine that you follow?
• What is the worst event in history to have ever taken place, in your opinion? Could something like this possibly happen again?
• How would you classify your ideal living or working situation?
• Who in your life has been the best positive influence on your life?
• What things do you enjoy most in your life?
• Is there anything you, ‘just know’ and have no explainable or rational way to explain how you know it?
• What was the most intamite or personal question you have ever asked someone, or have been asked of you?
• What Lo-Fi or non-electronic / old-school things from the past do you still enjoy?
• Describe your first intamite experience.
• If you could start your life over from birth, what is the one thing you would change about yourself?
• Have you ever wanted to trade places with someone else for a day, week, or a lifetime? If so, who was it and why?
• Name something you’ve always wanted that you will never ever have.
• Describe a time in your life when you were lost (figuratively or not).
• Do you believe the end of the world will come to pass during your lifetime?
• If you could choose to believe in Science or religion, which would you choose and why?
• Is there ever justification for revenge? What things in your life have made you vengeful?
• Have you ever risked your life to save the life of someone else? Would you if the situation arose?
• What is your biggest insecurity?
• In your own opinion, what is the greatest downfall of modern society.
• How long have you gone without something necessary to your survival (food, shelter, water, sleep, or clothing)?
• Assuming you’ve lost your virginity, at what age did you lose it?
• Are you or someone else the black sheep of the family?
• Is beauty skin deep or does it come from somewhere else?
• How good are you at keeping secrets? Spill 5 closely-guarded secrets.
• Did you ever have your own ‘special place’ as a child?
• What are your beliefs in regards to cosmetic or plastic surgery?
• Do you believe in reincarnation?
• Have you ever been homeless, or had no place to call your home?
• Has anyone (besides yourself) ever read your journal, either with or without your permission?
• What rumor(s) were spread about you? Were any of them true?
• What are the best and worst memories of childhood?
• Have you ever had a crush on an authority figure (i.e. boss, teacher, etc.).
• Have you ever felt as if you were a failure or somehow ‘failed’ someone you care about?
• Do you have any irrational fears?
• Describe your relationships with your family/friends/parents/significant other.