The original master list
For late night talks with friends
- If could relive childhood all over again without being able to change anything, would you?
- Looking at your current level of intelligence and attractiveness, which would you choose to increase/improve?
- Which have you thought about more, your wedding or your funeral?
- If you knew you would never meet your soulmate or be happy in a relationship, would you choose to still get married/settle down with someone?
- Do you take what you can get, or are you “all or nothing"
- Have you ever thought you had a mental health issue/illness?
- Which are you most like and why -a river, a lake, or an ocean?
- If your partner/you were to get pregnant at this current moment, would you keep or abort the baby?
- What is the biggest mistake you’ve made
- What do you feel is your biggest personality flaw?
- Which do you admire more -your mother or your father?
- Who do you spend more time trying to impress?
- What is something that you do often, but almost always regret?
- Have you ever fantasized about having sexual relations with someone in this room?
- Do you prefer to be the big spoon or little spoon?
- Do you prefer to be tied up or do the tying? (bondage)
- Do you have a martyr complex?
- What is something you wish you were complemented on a lot more?
- If you just met someone and found out they were a psychopath, if you knew they would never harm you, would you like to be their friend?
- Have you ever admired a manipulator?
- What is something that if someone does it, they immediately lose your respect?
- What would having sex with the person to your right be like? (Characteristics)
- What do you think the person to your left thinks their best quality is?
- What do you think people your age’s biggest insecurity is?
- What do you think makes you the most different compared to everyone else in the room?
- What do you think makes you the most different compared to everyone else your age?
- What personality characteristic gets you in trouble the most
- What personality characteristic gets you the most friends?
- Pick a personality characteristic from the person to your right that you would want to have
- If you were a relationship with the person on your left, what do you see them doing that would end the relationship?
- What characteristic makes you a bad girlfriend/boyfriend?
- What characteristic makes you a great boyfriend/girlfriend?
- Ask the person opposite you why they think you are single
- Which person in the group do you feel the most chemistry with?
- Have you ever fantasized about anyone in the group?
- What would make you leave your partner?
- What would your parents have to do to lose your love?
- What would your parents have to do to lose your respect?
- What about growing up has been the hardest for you?
- How do you deal with bad memories?
- How good are you at reading people?
- What is a weakness you have in your relationships?
- Do you think it is/will be easy for you to say “I love you” or difficult?
- If you had a daughter, what would you tell her about boys?
- If you had a son, what would you tell him about girls?
- Which do you think you are stronger in? intelligence or emotional awareness?
- Are you more of a long-term or short-term relationship person?
- What scares you the most about being in a relationship?
- Are you attracted to happy people or broken souls?
- Have you ever had an incestuous thought?
- What do you blame your parents for?
- List five ways in which you are, after all, quite difficult to live with?
- The chief problems in my relationship with my mother were…
- The chief problems in my relationship with my father were…
- If someone likes me a lot, I start to feel…
- What did you learn about relationships from your parents?
- What slightly unhealthy things feel attractive in a partner? How might this relate to your opposite sex parent?
- What slightly unhealthy things feel attractive in a partner?
- If you could consider yourself dispassionately, what might you warn a friend about if they were thinking of starting a relationship with you?
- If I were to explain a bit more to people about how I felt about things, they would…
- What are, or would be, my faults as a parent?
- What would hurt you the most, in terms of what your kids do/are like/think?
- What would be the biggest disappoint you in the kids?
- Name three sexual scenarios that especially excite you.
- When do you cry or want to cry (as an adult)?
- List five things that are the important to you in your life. How much of your time do you give to each of these?
- What things do you often end up buying that don’t – on reflection, much of the time – actually satisfy you that much?
- What are you trying to say through your clothes?
- Name three works of art (music, literature and visual art/architecture) that mean a lot to you.
- What are you a little addicted to? Porn, alcohol, shopping, arguing…
- What negative character flaws do you fear – in your worst nightmares – that other people have spotted about you?’
- ‘If I knew I couldn’t fail, in my professional life, I’d try to…
- Rank in order of importance for you in your career: Money, Status, Creativity, Social Impact, Colleagues.
- What sort of things have made you envious recently?
- When my partner disappoints me, I:
- Explode/get angry at them
- Withdraw
- Re-evaluate our relationships
- Other -
- What often impairs your decision making process? Lack of confidence, impatience, desire to please, over-excitement…
- Choose four adjective to describe yourself. Ask three good friends to do the same for you.
- What are you currently lying to certain people around you about?
- If a really kind person wanted to praise me, they’d say…
- If a really tough person assessed me, they’d say…
- Are you dominant or submissive sexually? And in the rest of your life?
- What things would deeply alarm your loved ones if they knew them about you?
- If you could create your ideal pornography, what would it feature?
- What would you ideally like someone to feel compassionate towards you for? What would it beautiful if they could forgive?
- What did you most enjoy doing as a child? Do you get those feelings now?




