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02 · Social & Fun

Questions to Ask on Instagram

Twenty prompts for an Instagram Story question sticker or a Q and A box, with notes on which ones fill up with replies, which ones sit empty, and how to reshare answers without losing the people who sent them.

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

The questions

Open any question for the note

  1. What's on your camera roll from this week that you never posted?

    Why ask it

    People answer this one because they already have the picture, so there is nothing to invent. It also gets you replies from the quiet followers who never comment but will send a photo to one person.

  2. What song has been stuck in your head today?

    Why ask it

    Two seconds to answer, which is why the box fills fast and gives you something to reshare within the hour. The answers tend to be embarrassing, and admitting that is what makes them fun to post back.

  3. What's the best thing you've eaten this week?

    Why ask it

    Food replies arrive with a place name attached, which is more useful to you than the food itself: you end up with a list of local spots your followers actually go to. Vague answers name a chain.

  4. What's the last thing you saved on here and then forgot about?

    Why ask it

    This gets at the gap between what people want to be doing and what they do, and the answers are usually recipes, workouts, or apartments. Nobody feels exposed by it, so response rates stay high.

  5. What's the last thing on your phone that made you laugh out loud?

    Why ask it

    Expect screenshots and reposts rather than sentences, which makes this the easiest prompt to build a follow-up Story from. Ask on a weekday: weekend replies are slower and shorter.

  6. What did you nearly buy this month and then talk yourself out of?

    Why ask it

    More revealing than asking what someone wants, because it includes the reason they said no. Answers split between price and doubt, and the doubt answers are the interesting ones.

  7. What's something small that made your week better?

    Why ask it

    Deliberately low-stakes, so it works when a heavier prompt has gone quiet. The answers name objects and small routines rather than events, which is a different kind of detail from the usual highlight reel.

  8. What's a recommendation you'd give anyone who asked: a show, a book, or a place?

    Why ask it

    Recommendation prompts keep collecting replies for a day or two because people send more than one. If you want anything beyond a list of titles, ask them to say who it is for.

  9. What's a completely useless thing you're weirdly good at?

    Why ask it

    Permission to brag about something that does not count, so people answer who would never answer a question about achievements. Expect party tricks, memorized scripts, and odd physical skills.

  10. What's a photo on your phone you'd never delete?

    Why ask it

    Quiet and heavier than it looks: the answer is usually a person who is gone, or a day someone knew was the last of something. Read replies before resharing any of them.

  11. What's a habit you dropped and haven't missed?

    Why ask it

    The negative framing is what makes it work. People will describe quitting something without the confessional tone of a question about bad habits, and the answers are concrete: an app, a commute, a standing plan.

  12. What are you saving up for right now?

    Why ask it

    Answers range from a coat to a deposit, and the range itself tells you who is following you. Anyone who does not want to discuss money will skip it silently, so do not read a thin response as disinterest.

  13. What's something you changed your mind about this year?

    Why ask it

    Slower to answer than the rest, so leave it up longer. The good replies name what changed their mind, usually a person or an experience rather than an argument, and those are worth a direct reply.

  14. What's something you're working on that nobody has seen yet?

    Why ask it

    This pulls in the followers who make things and normally lurk. Expect half of them to ask you not to reshare it, which is worth respecting, since the same people will send you the finished version later.

  15. Which compliment do you still remember years later?

    Why ask it

    Almost everyone can name one instantly, and the answers are usually about character rather than looks, which surprises people who assumed otherwise. It reads as sincere rather than fishing, because the compliment came from someone else.

  16. What did you want to be when you were ten, and how close did you get?

    Why ask it

    Two-part questions usually get half-answered, but this one does not, because the gap is the joke. Answers reveal career changes and abandoned plans without anyone having to frame it as regret.

  17. What's the thing you'll talk about for an hour if nobody stops you?

    Why ask it

    This finds the people who want a real conversation, and it hands you the topic. If several answers cluster on the same subject, that is what your next Story should be about.

  18. What's a trip you'd go back to, and why that one?

    Why ask it

    The 'why that one' is what stops this becoming a list of countries. The reasons are usually about who they were with or a stretch of unstructured time, rarely the sights.

  19. What's something you were sure about at twenty that you'd argue with now?

    Why ask it

    The most searching prompt here, and it will get fewer replies than anything else. The ones you get are long, and they are the replies worth answering privately rather than resharing.

  20. What would you tell someone starting from where you were three years ago?

    Why ask it

    Better than the generic advice question because it fixes a date and a starting point, so answers stay concrete. Watch for anyone whose reply describes a situation someone else in your replies is in right now.

Running a question box that people answer

Practical guidance for the conversation itself

Setting it up

  • Ask one question per sticker. Two stickers in one Story splits the replies and neither fills up.
  • Answer it yourself first, in the Story before the sticker. It shows the length you want and stops the box reading as a demand.
  • Post when your followers are already looking, usually early evening. A question sticker put up at 2am has a dead first six hours and never recovers.
  • Leave the searching ones up for the full twenty-four hours. Quick prompts fill in an hour; the reflective ones only get answered by people with time to type.
  • Do not stack a question box on top of a promotion. If the Story before it is selling something, the box gets read as marketing research.

Resharing replies without burning people

  • Reshared answers are anonymous to viewers, but the sender knows exactly what they wrote. Anything about grief, money, health, or another named person should be answered privately instead.
  • If a reply is funny at the sender's expense, ask before posting it. The cost of getting this wrong is that person never replying to you again.
  • Reshare eight or ten, not forty. Past a certain point viewers stop tapping through and your reply rate drops next time.
  • Reply directly to the two or three most interesting answers instead of resharing them. That is what turns a follower into someone who answers every time.

When the box stays empty

A silent question box is usually a question that needs work rather than an audience that has left. The common causes: the question needs a paragraph rather than a phrase, it assumes something specific about the person's life, or it needs a preface for anyone who has not seen your last few posts. Swap it for one of the short prompts near the top of this list, get replies moving, and try the harder question a few days later once people are used to answering.

In DMs it works differently

A question sticker is broadcast, so it can be light and slightly silly. The same question sent as a direct message to one person needs a reason for being there: a reply to something they posted, or a follow-up on something they told you. Sending a stranger a cold prompt from a list reads exactly like what it is. If you are opening a conversation in DMs, respond to a specific thing in their Story first and let the question come second.