Questions That Will Make You Cry
Fair warning. That is the entire product description.
- Players
- 2 players
- Length
- 25–50 min
- Cost
- Free · no signup
- Long distance
- Works long distance
Ready?
Fair warning. That is the entire product description.
- Players
- 2 players
- Length
- 25–50 min
- Intensity
- Sweet
Free · No signup · Nothing you answer is saved
How do you play Questions That Will Make You Cry?
Questions that make you cry approach love through loss, time and absence rather than through affection — what you would want remembered, who you miss, what you never got to say. That indirect angle produces truer answers than direct questions about feelings. Six to eight is a full evening.
How to play
- Clear the evening. Nothing after this.
- Both answer every card.
- Do not rush the pause. The silence is not empty.
- Six to eight is enough. This is not a deck to finish.
- Sit together afterwards rather than moving straight on to something else.
Why couples love this game
These questions ask about love from the direction people rarely approach it — through loss, time and absence rather than through affection. It is a much harder angle to be articulate from, which is exactly why the answers come out truer than any straightforward question about how you feel.
Everything here is deliberately affecting. They are about time passing, people who are gone, what you would want said, and the things you assume the other person already knows.
It is not misery for its own sake. The reason these work is that they ask about love in the places love is usually inarticulate — around loss, ageing, and the future you will not both see.
Do not play this on a Tuesday. It wants an evening you have set aside and nothing scheduled afterwards.
Example questions
- What would you want me to remember about you?
- Who do you miss most, and what would you say to them?
- What is something you never got to say to someone?
- What do you hope I know that you have never told me?
- What is a moment with me you would keep if you could only keep one?
- What would you want said at your funeral, and by whom?
The full game has 20 of these, shuffled every time you play.
Who this game is best for
- A quiet evening with nothing after it
- Anniversaries, long ones especially
- After something hard has happened
- Long-distance couples on a call with time
Tips to make it better
- Not on a work night. This needs somewhere to land afterwards.
- Do not comfort too quickly. Let the answer finish and sit.
- Six to eight cards. Nobody should get through twenty of these.
- Have something light to move to afterwards if you want it.
Frequently asked questions
Why do these questions work?
They ask about love from the direction people are least practised at. Everyone has a rehearsed answer for "what do you love about me"; almost nobody has one for "what would you want me to remember about you".
Is this a good idea?
Usually, with the right timing. Clear the evening, do not schedule anything after, and stop at six or eight cards rather than working through the deck.
What if it gets too much?
Stop. Sit together rather than switching straight to something else, and come back to the rest another time or not at all.