Does it get awkward about income?

No — questions focus on purchases and habits, not how much anyone earns. Nobody has to disclose numbers.

Mostly yes. Skip a couple of "biggest debt regret" questions if you are using this with colleagues.

Will it depress people?

Surprisingly no — the regret stories tend to be funny rather than sad. Bad-purchase confessions are universal.

Money & Shopping

Have you ever donated money to a charity?

👥 Play with Friends

Why people ask this

This question works because the yes-or-no split always surprises the room — someone answers in a way nobody expected, and the conversation starts from there. Money is the topic everyone pretends not to care about and then answers fastest — questions like this make the regrettable purchases come out. Have You Ever questions work because they give everyone the same binary entry point — yes or no — and then let the room decide how far to go. A quick nod counts. A ten-minute story also counts. The format never forces anyone to say more than they want to, which is exactly why people do.

What do players say?

55%

of players said Yes
11 responses

Based on 11 answers so far, 55% of players say yes — making this something the majority of players have actually done.

Discussion starters

→ Who in the group is most likely to have donated money to a charity?
→ What's the full story — and who in the group is most surprised by your answer?
→ What is the most expensive thing you have ever returned?
→ What do you spend more on than you should?
→ What item do you regret buying the most?

Asking if you've ever donated money to a charity can reveal your sense of generosity and social responsibility. It’s a great way to spark conversations about your values and past experiences. Dive into this question to discover meaningful stories and insights by exploring our deep and meaningful questions.

What This Question Really Asks

This question probes not just whether you’ve given money but also your motivations for giving or choosing not to. It can reveal your attitude towards generosity, social causes, and financial priorities. Think about what this question uncovers:

Whether you have a history of supporting causes you care about
How comfortable or hesitant you are with charity and giving
What kinds of causes or charities resonate most with you
Your views on financial support as a form of activism or kindness, which can open pathways to money and shopping discussions

How to Use This Question

Setting	Tone	Best for	Tip
Friends game night	Casual, playful	Getting to know each other’s values quickly	Use light humor to keep the mood friendly—try making it fun
First date	Warm, sincere	Deepening emotional connection	Share your own experience first to set a comfortable tone
Team meeting	Professional, respectful	Understanding colleagues’ social values	Frame it as interest in team values and community engagement
Family dinner	Comfortable, heartfelt	Learning about family members’ passions	Be sensitive to differences and avoid judgment
Party	Fun, spontaneous	Light conversations that reveal character	Quick follow-up: “What’s the most memorable donation you’ve made?”

When You Say "Yes"

You feel connected to causes or charities you've supported.
You believe in the power of individual contributions to create social change.
You enjoy sharing your experiences and encouraging others to give.
You're proud of specific donations, whether large or small.
You see giving as a way to express your values, which might lead you to explore more about money and shopping.

When You Say "No"

Saying no to donating can stem from various practical or personal reasons. It doesn't necessarily mean a lack of compassion; it might reflect financial priorities or past experiences.