A first date

Two people who met on an app, forty minutes into a first drink, deciding whether there is a second.

67 questions

When did you last stand in the rain longer than you needed to?
When did you last take the long way home on purpose?
When did you last arrive far too early, and how did you kill time?
What food do you love that you would never order in front of strangers?
What could you teach me to do properly in the next ten minutes?
Do I seem like someone who sings in the car? Why or why not?
Just by looking at me, guess the chore I never do. Why that one?
Do I seem like someone who keeps every receipt? Why or why not?
Do I seem like someone who talks to animals? Why or why not?
Guess what's in my bag that shouldn't be there. Why that?
Do I seem like someone who reads the last page first? Why or why not?
Do I seem like someone who names their houseplants? Why or why not?
Guess what I would order in a restaurant I've never been to. Why?
When did you last get caught in the rain, and did you run?
When did you last dance somewhere with no dance floor?
When did you last climb a tree, a fence, or a wall?
When did you last swim outdoors, and how cold was the water?
When did you last sing along in a car, and who was driving?
When did you last get lost on foot with no phone signal?
When did you last cut your own hair?
When did you last run for a train, and did you catch it?
When did you last shout at a machine, and did it help?
When did you last get stung or bitten by something outdoors?
When did you last stay awake until the sky went light?
When did you last wear shoes that ruined an evening?
When did you last laugh at completely the wrong moment?
When did you last eat a meal alone in a restaurant?
When did you last queue for over an hour, and for what?
When did you last make something with your hands?
When did you last say yes to something you were too tired for?
When did you last cry at something on a screen?
What do you keep ordering that disappoints you every time?
What do you own that you never use and would never sell?
What are you bad at and refuse to stop doing?
Which chore do you enjoy and pretend to resent?
What did you fail at that you would try again tomorrow?
What advice do you give that you have never taken yourself?
What do you complain about weekly and would miss immediately?
Which of your skills is useless, and who taught it to you?
What do you dislike about your hometown and defend to outsiders?
What dance move do you do badly and refuse to retire?
What do you photograph constantly and never look at again?
What are you late for every time and never sorry about?
What do you refuse to learn, and who keeps offering to teach you?
Which part of this city do you know better than the map does?
What do people always get wrong about the place you grew up?
What did an old job teach you that still comes in useful?
What could you fix with your own hands that I would pay someone for?
Which song should I hear again, and what should I listen for?
How do you pack a bag? Mine always weighs twice what it should.
Which sport should I watch with you sitting next to me, explaining it?
Where is the best place in this city to stand and watch people?
What game could you beat me at, and what is your opening move?
What could you draw from memory right now, on a napkin?
Which cheap thing on a menu do you know is the best order?
What is the right way to get into cold water? I have never dared.
Who in your life should be famous, and what for?
Do I seem like someone who cries at films? Why or why not?
Guess what I was like at fifteen. Be specific about the haircut.
Do I seem like someone who could change a tyre? Why or why not?
Do I seem like someone who dances at weddings? Why or why not?
Do I seem like someone who reads the manual? Why or why not?
Guess whether I talk to strangers on trains, and what gave me away.
Guess what I still own from childhood, and why that survived.
Guess what I noticed about you first. It was not your face.
Guess what I was nervous about before tonight, and why that.
Guess where I would take you on a Sunday, and what we would eat.

Ask 7 of these around the table