
All Questions
- What unpleasant experience are you most proud of yourself for making it through?
- What about life 100 years ago appeals most to you?
- What would someone have to do to make you fall in love with them?
- What things do you think men are generally worse at than women?
- Who is the first to apologize after an argument?
- What seemingly insignificant thing contributes greatly to your happiness?
- If you had to commit a murder and get away with it, how would you do it?
- If you could magically make one food or habit healthy, what would you choose?
- What game show / reality TV show would you do best on?
- If you had to pick three people to do a cross-country road trip with today who would you choose?
- Which swear word do you use the most?
- How much would someone have to pay you to be a long distance trucker for one year?
- Which Winter (or Summer) Olympics event do you think you’d have the best chance at competing in?
- If you could send a one-sentence-message-in-a-bottle to yourself from ten years ago what would it be?
- If you could break up one couple in your life, who would you choose?
- What is your favorite article of clothing that you own?
- What is your most controversial dating opinion?
- If you were a cartoon character, what would you one outfit be?
- If you could travel to the past and change one event, what would you choose to do?
- In heaven, everyone gets unlimited ______.
- What purchase that you made in the last year had the most outsized return?
- What conspiracy theory is easiest for you to defend?
- What moment from your upbringing would you pick for the opening cameo in a biopic about you?
- What one word would you use to describe me to someone else?
- What is your favorite conspiracy theory? Where do you fall on the spectrum of thinking there’s some truth in it to just thinking it’s interesting?
- If you had to award yourself a superlative in high school what would it be?
- If you could be a part of any TV family which would you choose?
- What would you like to see in terms of what your country requires of billionaries?
- What is an aspect of fashion that men think looks good but women generally do not like?
- What do you have absolute faith in?