If I was going to buy you a present for $10, what would be the greatest thing I could get you?
If I was going to buy you a present for $1000, what would be the greatest thing I could get you?
If you were to buy me a present, knowing nothing about me, other than what I look like, what would that present be?
When you were five what did you want to be?
If you could press a button and get any office based job in the world, what would it be?
If you could press a button and get any outdoorsy job in the world, what would it be?
If you had to lie, what job would you say you did?
Who is the person you’ve learnt the most from?
Which famous person, dead or alive, would you most like to be your mom/dad?
If you could buy anyone lunch who would it be and why?
Which film do you wish you were the main character in?
If you had to marry a fictional character, either from a film, tv show or book, who would it be?
If you had to run a business, what would it do?
If you could be a genius in any field, which would you choose?
When are you at your best?
Who in your life makes you feel like you’re amazing?
What was the last film, tv show, or book that made you cry?
When was the last time you cried, or wanted to cry, with happiness?
When you are eighty, what is the thing you would most like to be able to say you achieved?
What past moment in your life would you most like to have a photo of?
What future moment in you life would you most like to have a photo of to look at now?
If six year old you was here right now, what would you say to him/her?
If you had kids, what is the thing you would most like them to achieve?
If you could write down what dreams you were going to have before you went to sleep, what would you choose?
If you had a free pass to commit any crime without going to prison, which crime would you choose?
What aspect of your personality is most undervalued?
If you could fly a plane anywhere today, where would you go?
If you were God, would you make everyone really beautiful but superficial, or horribly ugly but kind?
If you could own any building in Omaha (or in whichever place you happen to be), which one would you own?
If you could blow up any building in Omaha (without casualties), which one would it be?
If you were Cupid, and able to make anyone in the world fall in love, which two people, close to where you are right now, would you put together?
If you were the only person in the world with superpowers, would you feel lonely?
Would you rather be good at what you do and recognized, or terrible at what you do but widely celebrated?
If you were a cat, who would you follow all day, in the hope that they would look after you?
If you had a child and they were exactly the same as you, what parts of their personality would you try and change?
Who is the person that you’ve lost contact with that you would most like to speak to now?
If you had to be in a reality t.v show, which would you choose?
If I could plug a wire from my laptop into your head and upload any skill (like the matrix), which skill would you most want me to give you?
If you were able to control people’s minds, would you convince everyone you were a God, or would you use your powers ethically?
If you were to start a religion based on your own beliefs, what would be the most important of your ten commandments?
Who in the world would you take a bullet for?
If you had to go on a date with the president, where would take him?
If you had the choice between being with someone for the rest of your life where you had an amazing romance but dull conversations, or amazing conversations and little romance, which would you choose?
If one day you woke up and the world was empty, where would you go and what would you do?
If you could take a drug and change one aspect of your personality, which would you choose?
If you were forced to change your nationality, which country would you want to grow up as a citizen of?
Which member of your family would you like to be stranded on a desert island with?
Would you rather be quite clever or quite beautiful?
Would you rather be a rock star or a superhero?
If you met your 100% perfect person but they were married to your best friend what would you do?
If you could meet anyone before they became famous, and be part of their journey, who would it be?
Would you rather be rich but with troubled relationships, or poor but with excellent relationships?
Where do you feel most at home?
If you had to live in an enclosure at the zoo which would you choose?
If I could make anything in the world happen right now, what surprise would you want me to organise for you?
If you had a budget of $5,000 for a date, where would you take the person?
What’s your superpower?
What’s the bravest thing you’ve ever done?
What is the most dangerous thing you’ve ever done?
What activity makes you the happiest, and what is the best experience you have had doing that activity?
Who’s the person in your life that you’ve never told anyone you fancy?
If you had the opportunity to go on an expedition into space, discovering new world, but never returning to earth, would you take it?
If Will Smith and Tommy Lee Jones approached you and asked you to join the Men in Black, would you leave your life and join?
Whose look would you most like to emulate?
Would you like to be a spy, if part of it involved killing people?
If I had a teleportation machine, where would you go to right now?
If I had a time machine, which period of time would you travel to right now?
If I could tell you when and how you were going to die, would you want to know?
What is the compliment that you would most like to hear?
If you could hug anyone right now, who would it be?
If you had an audience of 10,000 people to entertain, and an amazing singing voice, what song would you sing to them?
Which song would you like to have composed?
If I gave you a four year old to look after, where would you take them for the day?
What view have you seen that amazed you?
How many people in your life have told you you are amazing? Did you believe them?
What activity helps you feel peace of mind?
Would you rather die at 27 having lived like a rockstar or 100 having lived like a nun?
What is the best thing about you?
What possession means the most to you?
What thing have you bought that you think might turn into a family heirloom?
If I said to you “everyone really appreciates the things you do”, what actions of yours would you think I was referring to?
What is your happiest school memory?
What hobby do you wish you’d taken up ten years ago?
If we had to compete at something right now, what activity would you be sure you can beat me at?
What was your favourite story when you were growing up?
Who is the person you most wanted to be like when you were growing up?
If I gave you a pill that gave you a feeling of deep happiness, how would your day be different?
What would you do today if you were completely fearless?
When was the last time you spent the day doing exactly what you wanted?
If you were going to show me the place you grew up, what would be the most significant point in the tour?
If you were to draw a timeline of your life, what years strike you as the happiest so far?
What is the hobby or activity you wish you had stuck with and not given up?
In a movie of your life what would be the climax?
If you were Peter Pan and given the chance to never grow up, would you take it?
Do you believe that the world is random or that things happen for a reason?
If your life is the Truman show, what is the main storyline?
If you lost the ability to speak, move, hear and talk, what would be the memory you thought about the most?
If we were forced to sit in a room together forever, how would you entertain me?
If we were forced to spend everyday together from now until death, how would you make my life better?
What is the thing you want to talk about that people tend to find boring?
What happens to you after you die?