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02 · Social & Fun

Questions to Ask for Gift Ideas

Twenty questions for working out what to give someone. Most can be asked in ordinary conversation weeks before the occasion, and several work just as well asked of a partner, sibling, or housemate who knows them.

20 questions · each with a note on why · conversation guide

The questions

Open any question for the note

  1. What is the last thing you bought for yourself?

    Why ask it

    People buy for themselves what they actually want, and the answer arrives without any of the modesty that spoils a direct question. Recent purchases also tell you what not to buy.

  2. What is something you use every single day?

    Why ask it

    Daily objects are the ones worth upgrading, because a better version gets noticed every morning rather than once. Listen for the item they describe as fine, which usually means worn out.

  3. Is there anything that has been sitting in your online basket for months?

    Why ask it

    A saved basket is a list of things someone wants and cannot quite justify, which is precisely what a gift is for. Almost everyone has one and will tell you if asked casually.

  4. What do you keep having to replace because it wears out?

    Why ask it

    Consumables and cheap versions of durable things point straight at a useful gift. It also identifies the person who has bought the same twelve-dollar item four times.

  5. What is the last gift you were given that you still use?

    Why ask it

    This tells you what kind of gift lands with this particular person, which varies far more than people expect. Some name a tool, some name something with no function at all.

  6. Has anyone ever given you something that missed, and what was off about it?

    Why ask it

    The reason is the useful part: too fussy, too expensive, another thing to dust, or a hobby they had mentioned once. Handled lightly, this is the most informative question in the set.

  7. Is there a version of something you own that you wish you had bought instead?

    Why ask it

    Regret about a purchase is very specific and easy to recall, and it names both the category and the standard. It also confirms they would use the better one.

  8. What do you spend money on without really thinking about it?

    Why ask it

    Shows you where their attention already is, whether that is coffee, books, plants, or bike parts. Gifts in a category someone already spends in are much harder to get wrong.

  9. What would you never spend your own money on?

    Why ask it

    This is where a gift does something the person cannot do for themselves, because the barrier is permission rather than cost. Answers are often small: good sheets, a massage, a taxi instead of the bus.

  10. Are you saving up for anything at the moment?

    Why ask it

    Contributing to something someone is already working towards beats introducing a new object, and it tells you they have thought about the choice already. Ask what part of it they have not budgeted for.

  11. What have you been meaning to try but not got round to?

    Why ask it

    Be careful with the answer: equipment for an unstarted hobby often becomes a reproach in a cupboard. A single lesson or a rental is usually the better read of the same information.

  12. Is there anything in your house you would happily be rid of?

    Why ask it

    This tells you what this person considers clutter, which is the category most well-meant gifts fall into. If the list is long, lean towards food, experiences, or something consumable.

  13. Would you rather have a thing, a day out, or an afternoon with nothing planned?

    Why ask it

    The three are genuinely different preferences and people know their own answer immediately. Someone who says the third is telling you that any gift requiring scheduling is a cost.

  14. What sizes should I know, if I ever bought you clothing?

    Why ask it

    Asked well before the occasion, this passes as ordinary curiosity and saves a return later. Include shoes, and ask what they never wear, such as anything that needs ironing.

  15. Are there ingredients or materials you avoid?

    Why ask it

    Allergies, dietary rules, alcohol, strong scents, and wool are the reasons thoughtful gifts get quietly given away. One question here removes most of that risk.

  16. If something I gave you was not right, would you actually say so?

    Why ask it

    Most people admit they would not, which tells you that silence after a gift means nothing either way. It also gives you a reason to keep the receipt and to say once that returning it is fine.

  17. If someone handed you a free afternoon and a small budget, what would you do with it?

    Why ask it

    Gets at what they enjoy without asking them to name a product, and small budget keeps the answer realistic. What they describe is often something you could arrange rather than buy.

  18. Do you collect anything, or did you used to?

    Why ask it

    Live collections are easy to add to, and abandoned ones are worth avoiding, so both answers are useful. Ask what is missing from it, because collectors always know.

  19. Who would you most like an excuse to see, and what would that take?

    Why ask it

    For people who genuinely do not want objects, the gift is often a train fare, a night's accommodation, or looking after their children. The obstacle they name is the thing to remove.

  20. Is there something you already know you want that you would rather just be given than be surprised by?

    Why ask it

    Some people find surprise itself the pleasure and others find it a risk, and this asks which they are. If they answer with a specific item, buy that item.

Finding out what someone wants

Practical guidance for the conversation itself

Ask early, and write it down

Ask months before the occasion

In the two weeks before a birthday, any of these questions reads as a gift interview and gets a polite non-answer. In March, the same question is just conversation.

Keep a running note

Most gift information arrives unprompted, in the form of a complaint about something broken or a passing mention of something wanted. A note on your phone with a line per person solves December in advance.

Ask the people around them

A partner, sibling, or housemate sees the worn-out coat and the thing that never gets used. They will also tell you what has already been bought, which avoids duplicates.

Watch what they replace

The cheapest version of a thing that someone rebuys repeatedly is the clearest signal available. Buy the durable one.

Reading the answers

  • Anything described as fine or good enough is a candidate for replacement.
  • One mention of an interest is not a hobby. Equipment for something unstarted usually becomes a burden.
  • If they name a specific product, buy that product rather than improving on it.
  • People who say they want nothing often mean they want nothing to store. Consider food, tickets, or a service.
  • Include the receipt, and say once that you will not mind if it goes back.

Common pitfalls

Asking what they want, directly and late

The honest answer is usually that they do not know, and the polite answer is that they do not need anything. Both leave you exactly where you started.

Buying the gift you would want

Sharing an enthusiasm is not the same as sharing a preference, and a gift that comes with an expectation attached is a chore. Check the answers rather than your own taste.

Ignoring the storage question

For someone in a small flat, a large object is a problem you have handed them. Size and upkeep matter as much as the item itself.

Assuming price signals care

The gifts people keep tend to be specific rather than expensive, because specificity is the evidence that you were paying attention.