Deep questions to ask
Small talk is fine until you want to actually know someone. These 24 questions go further: who they are when nobody's watching, what they want from life, and what they've never said out loud. They need a little time, so send them as a quiz and let them answer when they're ready.
About yourself
Who you are when nobody's watching.
When do you feel most like yourself?
Long text
What's something few people know about you?
Short text
Which experience shaped you the most?
Short text
How introverted are you?
Scale1 Total extrovert ↔ 10 Total introvert
Which decision are you still proud of?
Long text
Have you changed a lot in the past year?
Yes / No
About life
Big questions, honest answers.
What does happiness mean to you?
Long text
If you had one year left, what would you do differently?
Short text
Security or adventure?
This or that?🏠 Security / 🧭 Adventure
What do you regret not doing?
Short text
Which value would you never compromise on?
Long text
What makes you feel successful?
Single choiceBeing loved · Being free · Creating something · Helping others
Relationships
How you love.
How do you know when someone truly loves you?
Long text
What did your last breakup teach you?
Short text
Can a friendship turn into love?
Yes / No
What would you never put up with in a relationship?
Short text
What would you take from your own family into yours, and what would you leave behind?
Long text
How easily do you trust people?
Scale1 Very slowly ↔ 10 Instantly
About us
Only if you dare.
When did you first feel we really connected?
Short text
What have you learned from me so far?
Long text
What would you ask me that you haven't dared to yet?
Short text
Where do you think we're heading?
Long text
If we started over, would you do it all the same way?
Yes / No
Tell me in 15 seconds how you feel about me right now
Voice note
Send these as a quiz
They answer on their phone, card by card, and you watch it happen live. You can edit any question before you send it.
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