Not all What Ifs are chaotic. Some hit a little too close to home—in the best possible way.
The What If game is for when you want to go there. You know—into the emotions, the memories, the could’ve-beens. It’s the kind of game that turns casual hangouts into 3am heart-to-hearts.
From “What if you never met your best friend?” to “What if you had to pick one memory to relive forever?”—this isn’t just a game. It’s therapy-adjacent (without the copay).
Perfect for late-night convos, road trips, first dates, long-time friends, or anyone you’re trying to get to know beneath the surface.
Play Deep What If Questions Anywhere
Zero pressure, surprisingly deep. Whether you’re curled up on the couch or sitting in a parked car long after you’ve arrived, this game slips in easily and hits hard. Just ask a question and watch the walls come down.
How to Play the Deep What If Questions
No rules, just real talk. Here’s how it works:
Get your people. That one friend who always asks the big questions. Your partner. A sibling. A new friend you lowkey want to understand better.
Pick a question. You can go around in a circle, take turns, or just throw out a prompt when it feels right. No pressure to answer right away—sometimes silence says a lot too.
For example: “What if you could know how your life ends—would you want to?” Or: “What if you had the chance to say one thing to someone who hurt you?”
Be honest—or don’t. Some questions hit deep. It’s okay to sit with them, answer lightly, or just say “pass” if you’re not in the mood. This game is about connection, not confession.
Let the conversation flow. There’s no timer, no winner, no point system. Just real questions, real answers, and maybe a few existential spirals along the way.
Deep What If Questions
Existential spirals for fun. Who needs sleep anyway?
1. If your memories were actually someone else’s dreams, whose life are you living?
And do they want it back?
2. What would happen if time only moved forward for everyone except you?
Congrats, you’re the glitch.
3. If emotions were visible colors in the air, how awkward would things get?
Spoiler: Your boss is fuchsia.
4. If you could read minds but only during arguments, would you still want to?
Prepare to be roasted telepathically.
5. What if the universe is just an abandoned simulation still accidentally running?
Oops, someone forgot to unplug.
6. If you met a version of yourself who made one different decision, would you be jealous?
Mirror mirror, but smugger.
7. If every decision split reality into two timelines, how many of you are out there?
Multiverse? More like multi-stress.
8. What if dreams are the real world and waking life is the dream?
Suddenly, your alarm clock is a villain.
9. If your shadow had thoughts, what would it think of you?
Probably tired of following orders.
10. What if every person you meet changes your fate in some tiny, permanent way?
Hope that barista liked your vibe.
11. If your future self could text you one message, what would they say?
“Don’t trust the lasagna.”
12. What if your houseplants secretly judged your lifestyle?
That fern knows too much.
13. If you had to trade a memory for every new skill you learned, what would you forget?
Goodbye grandma, hello juggling.
14. What if the internet suddenly required emotional honesty to post?
Farewell, curated chaos.
15. If your reflection aged independently of you, who would it become?
Say hello to spite wrinkles.
16. What if every lie you’ve ever told appeared on your skin like a tattoo?
Sleeves of regret.
17. If your inner child took control of your life for a day, what would happen?
Crayons. Everywhere.
18. If pets could talk but only to your exes, what would they say?
Probably just “run.”
19. What if you could hear your own heartbeat say words when you’re stressed?
“You messed up again.”
20. If everyone had to wear their browser history on their shirt, what would yours say?
Probably just “WHY??” in bold.
21. What if death is just waking up somewhere else?
Hit snooze on mortality.
22. If you could talk to your soul, what would it complain about first?
“Stop settling, Susan.”
23. What if free will is just the illusion of choosing your own programming?
Beep boop, existential dread.
24. If love was quantifiable, would you still believe in it?
Six out of ten hugs.
25. What if happiness isn’t the goal, but just a side effect?
Oops, wrong life quest.
26. If karma had a customer service line, what would you ask?
“I’d like to dispute 2020.”
27. What if forgiveness cost something tangible—like time or years of your life?
Worth it, or nah?
28. If every soul has a weight, what does yours feel like?
Light as guilt, heavy as secrets.
29. What if we’re born knowing everything and spend our lives forgetting it?
That explains algebra.
30. If the universe only exists because we observe it, what happens when we blink?
Reality buffering…
31. If someone else lived your exact life, would they be proud of it?
Ouch, but fair.
32. What if you never actually knew who you were—just who people told you to be?
Please hold for identity crisis.
33. If your most insecure thought became public, what would people say?
“Same, bestie.”
34. If your life had a Yelp review, what would it say?
“Too much overthinking, would not return.”
35. What if you could never lie again, even to yourself?
Bye, self-esteem.
36. If you had to relive one day on repeat until you learned something, which day would it be?
And what if you never learned?
37. What if you could switch lives with someone—but had to keep their secrets too?
New life, same trust issues.
38. If your fears were suddenly made visible, what would people see?
A clown holding student loans.
39. If every compliment you’ve ever ignored disappeared from existence, what would be left?
Hello, barren wasteland.
40. What if your dreams were just secret messages from the parts of you you’ve ignored?
Time to apologize to 2011 You.
41. What if the economy ran on empathy instead of money?
Finally, rich in feelings.
42. If politicians had to feel every consequence of their policies, would laws change?
Welcome to empathy jail.
43. What if social media only worked once a week?
Influencers weep gently.
44. If food had to disclose its emotional labor, would you still eat it?
That tomato had trauma.
45. What if jobs were assigned based on dreams, not résumés?
Barista today, astronaut tomorrow.
46. If education erased memory instead of adding to it, what would schools become?
A very polite brainwashing.
47. What if all ads had to tell the truth for 24 hours?
“Buy this or die sad.”
48. If we wore uniforms showing our worst mistake, how would we treat each other?
Shame chic is in.
49. What if voting required a soul-scan instead of ID?
No ghost voters allowed.
50. If we could see privilege like an aura, what colors would be the loudest?
Neon, probably.
51. What if black holes are just cosmic recycling bins?
Toss in your regrets.
52. If stars are sentient, what are they watching us for?
Celestial reality TV.
53. What if Earth is a petri dish in some galactic kid’s science project?
Spoiler: We’re moldy.
54. If the moon had feelings, how would it describe humanity?
“Loud. So, so loud.”
55. What if aliens are avoiding us because we’re the weird ones?
Can’t blame them, honestly.
56. If you could ask the universe one question, what would not get you instantly vaporized?
Choose wisely.
57. What if light is just the universe showing off?
Look what I made!
58. If space is infinite, is repetition inevitable?
Somewhere, another you is asking this.
59. What if gravity is just a rumor we all agreed on?
Peer pressure, but cosmic.
60. If dark matter is hiding on purpose, what is it hiding from?
Don’t ask, it’s shy.
Low-Key Apocalyptic What Ifs
Not panicking, just vibing. Totally not the end.
61. If the sun sneezed, how fast would we notice?
Bless you. We’re dead.
62. What if the oceans decided to leave?
“Peace out, land people.”
63. If electricity vanished tomorrow, what would rise in its place?
Candlelit chaos.
64. What if plants suddenly started talking—and were very mad?
Sorry about the lawnmower.
65. If the planet could give us a grade, what would we score?
D minus, see me after class.
66. What if animals gained the ability to sue us?
Class action from the pigeons.
67. If air had a flavor, what would cities taste like?
Regret and fast food.
68. What if all clocks stopped working at once?
Time is fake anyway.
69. If your technology turned against you, which device would betray you first?
Alexa’s been listening.
70. What if the end of the world felt just like an ordinary Tuesday?
Plot twist: it was.
Thought Provoking What If Questions
Deep thoughts, no floaties. Enter at your own risk.
1. If you could only remember five people from your life, who would make the cut?
Sorry, barista with the nice smile.
2. What would society look like if nobody could physically age past 25?
Quarter-life crisis on loop.
3. If you had to relive one failure until you succeeded, how long would it take?
Hope you packed snacks.
4. If you could see the moment you’ll die, would you watch it?
No refunds on spoilers.
5. What if your soulmate lived on the other side of the world and hated flying?
Long distance, forever edition.
6. If your happiness shortened someone else’s life, would you still pursue it?
Grim, but make it personal.
7. If you had the power to undo one memory, would you?
Butterfly effect pending.
8. What would you change if your dreams were broadcast to the public every morning?
NSFW just got existential.
9. If your biggest fear came true for just one day, how would you survive?
Cue dramatic background music.
10. What if you could only speak the truth but think in lies?
Double trouble in your head.
11. If a version of you from 10 years ago walked in, what would they think?
Probably confused and underdressed.
12. What if apologies had a physical weight?
Carry your guilt literally.
13. If you could hear how people remember you, would you listen?
You might not love it.
14. What if your life could be paused—but only once?
Choose your freeze wisely.
15. If you could switch lives with a stranger for one week, would you risk it?
Grass, meet other side.
16. If the stars rearranged to spell a message, what would it say?
Probably “LOL good luck.”
17. If you could send a note to yourself five years ago, what would it say?
Use better passwords.
18. What if you had to pay for your thoughts like subscriptions?
Free trial expired at birth.
19. If the world went silent for one full hour, what would you hear?
Hope it’s not screaming.
20. If everything you ever said out loud was recorded, who would you trust to hear it?
Delete button sold separately.
21. What if deja vu is just your future self remembering?
Thanks, time traveler you.
22. If your tears turned into memories instead of water, what would you be crying about?
Emotional hydration.
23. What if mirrors showed your potential instead of your reflection?
Cue existential skincare routine.
24. If sleep was no longer required, what would people do at 3am?
Probably still doomscroll.
25. If you could rent someone else’s perspective for a day, whose would you choose?
Try before you empathize.
26. If names influenced fate, would you rename yourself?
Introducing: Destiny McCool.
27. What if you only existed when someone thought of you?
Hope your friends are chatty.
28. If everyone heard your internal monologue, would they still like you?
Plot twist: they already do.
29. What if your brain came with a search bar?
“Where did I leave my motivation?”
30. If time could fold like paper, what memory would you tuck into today?
Creases in the timeline.
31. If love had a timer, would you still fall into it?
Spoiler: It’s counting down.
32. What if every heartbreak left a visible crack on your body?
Wear your damage with flair.
33. If guilt was a currency, how rich would you be?
Emotionally loaded.
34. What if your mood controlled the weather around you?
Emo kids, rejoice.
35. If you could take back one sentence you said, which would it be?
Choose your regret carefully.
36. What if forgiveness tasted like something bitter?
Choke it down anyway.
37. If joy could be bottled, would you give it away or keep it all?
Greed just got bubbly.
38. If you had to live one day for eternity, which day would you pick?
Better not be laundry day.
39. What if sadness grew flowers inside you?
Bloom with the gloom.
40. If fear left footprints, where would yours lead?
Straight to your inbox.
41. What if your phone had a personality and it hated you?
Oops, it saw everything.
42. If your entire life got livestreamed without you knowing, how viral are you?
Probably not for the right reasons.
43. What if robots started writing better poetry than humans?
AI: 1, feelings: 0.
44. If your browser history determined your fate, where are you headed?
Not looking good, champ.
45. What if social media only allowed one post per year?
Choose your chaos carefully.
46. If you could upload your brain to the cloud, would you do it?
Wi-Fi not included.
47. What if your digital self became more real than the physical you?
Avatar envy incoming.
48. If you could delete one global app forever, which one would vanish?
Goodbye, temptation.
49. What if AI could dream—what would it dream of?
Electric sheep, probably.
50. If your GPS gave you life advice instead of directions, would you listen?
“Recalculating… again.”
51. What if your name was chosen based on your soul, not your parents?
Say hi to Chaos Whisperer.
52. If you had to describe yourself in one lie and one truth, what would they be?
Two truths and a panic attack.
53. What if your personality changed every year on your birthday?
Happy you-day, stranger.
54. If your reflection told the truth about you, what would it say?
Probably “Get some sleep.”
55. What if your voice was swapped with someone else’s forever?
Now featuring: dramatic irony.
56. If your reputation walked into a room before you, what would people expect?
Hopefully not a TED Talk.
57. What if you could see the versions of yourself that never happened?
A whole crowd of almosts.
58. If your most honest moment was broadcast globally, what would the world know?
Cue nervous laughter.
59. What if you were someone else’s imaginary friend all along?
Well, that explains a lot.
60. If your essence could be bottled, would anyone buy it?
Now available in “Overthink.”
61. What if your memories belonged to someone else and you just borrowed them?
Return to sender?
62. If buildings had memories, what would they remember about you?
Elevator small talk, mostly.
63. What if the sky changed color based on world mood?
Forecast: permanently grey.
64. If emotions powered machines, which one would fuel your car?
Powered by mild dread.
65. What if you could swap senses with someone for a day?
Taste their trauma.
66. If music physically shaped the space around you, what would your playlist look like?
Spiky with a touch of sad.
67. What if you could only communicate through dance?
Interpretive chaos.
68. If money disappeared overnight, what would take its place?
Probably memes.
69. What if the concept of “truth” varied by region like time zones?
UTC: Unstable Truth Constant.
70. If logic took a day off, what would the world look like?
Probably a Tuesday.
