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Money & Shopping

Money & Shopping Have You Ever Questions

49 Have You Ever questions in the Money & Shopping category. Browse them all or jump straight into the game.

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49 Money & Shopping Questions to Ask

1.
Have you ever saved up for something big and finally bought it?
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2.
Have you ever had intense buyer's remorse?
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3.
Have you ever returned an item of clothing after you've already worn it?
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4.
Have you ever found a significant amount of money on the street?
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5.
Have you ever lost your wallet or purse?
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6.
Have you ever had your credit card declined?
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7.
Have you ever maxed out a credit card?
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8.
Have you ever paid for something entirely in coins?
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9.
Have you ever haggled or bargained for a lower price at a store?
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10.
Have you ever bought something you saw on a late-night infomercial?
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11.
Have you ever worked a job you disliked, purely for the money?
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12.
Have you ever had a piggy bank you had to break open?
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13.
Have you ever bought a lottery ticket and genuinely thought you would win?
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14.
Have you ever won more than $20 from a lottery ticket?
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15.
Have you ever created a detailed budget and actually stuck to it for more than a month?
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16.
Have you ever made a big impulse purchase and regretted it the next day?
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17.
Have you ever camped out or waited in a very long line for a Black Friday deal?
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18.
Have you ever bought something you didn't need just because it was on sale?
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19.
Have you ever had your credit card or debit card information stolen?
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20.
Have you ever lent money to a friend and never been paid back?
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21.
Have you ever had to borrow money from your parents as an adult?
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22.
Have you ever bought a high-end designer item?
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23.
Have you ever knowingly bought a knock-off or counterfeit item?
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24.
Have you ever gone grocery shopping while hungry and bought way too much junk food?
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25.
Have you ever used a coupon on a first date?
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26.
Have you ever started a side hustle to make extra cash?
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27.
Have you ever invested money in the stock market?
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28.
Have you ever lost a significant amount of money in the stock market?
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29.
Have you ever bought a piece of clothing from a thrift store?
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30.
Have you ever sold something you owned on Craigslist, eBay, or Facebook Marketplace?
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When to play Money & Shopping

When you want light category that is not too personal but reveals more than people think. Good filler for road trips.

Best for age
teens to adults
Group size
3-6
Setting
road trip, casual dinner, wine night

👨‍👩‍👧 Family-friendly twist

Skip the credit-card questions and this is great for teens learning how money works in real life.

Money & Shopping — FAQ

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

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