Sometimes date night just needs a little… chaos. Not the bad kind—more like the “What if I had a tail and you still had to kiss me” kind. Whether you’re newly dating or 10 years deep, a good round of What If questions can shake things up in the best way.
It’s part convo-starter, part personality test, and part “wait, you’d actually do that?” moment. From cute to chaotic to slightly unhinged, these What Ifs are made to get you talking, laughing, and learning a little more about each other than you planned.
Let the hypotheticals begin.
Play What If Questions for Couples Online
Want endless weird (and wonderful) scenarios? Our curated list of What If questions for couples is perfect for cozy nights in, road trips, or whenever you’re just bored and in love. No scorekeeping. Just vibes.
How to Play the What If Game
It’s basically a conversation, but with plot twists. Here’s how it goes:
Take turns asking “What if” questions. Start with a classic: “What if we woke up in each other’s bodies?” Then get weirder. Or deeper. Up to you.
Answer honestly… or go full chaos. There’s no right or wrong answer here. Be sweet, be silly, be suspiciously specific—it’s all part of the fun.
React, roast, and repeat. Once the first question’s been answered, switch roles. You ask, they answer. Keep it going as long as you’re both still entertained (or until someone gets defensive about their “what if I was a worm” answer).
Make it a game or just vibe. No rules, no points, just good convos. But if you want to spice it up, you can turn it into a drinking game or dare challenge.
Example question: “What if we had to survive a zombie apocalypse together—who does what?”
- You: “You’d totally hoard snacks and hide.”
- Them: “Okay but you would definitely try to make friends with a zombie.”
Whether you’re looking to laugh, learn something new about your partner, or just kill time in the cutest way possible, this game’s a go-to.
So grab your favorite person, open up the questions, and get ready to ask the weirdest stuff you’ve ever asked someone you love.
What If Questions for Couples
Ready to question your whole relationship (in a fun way)? These hilarious, cute, and sometimes slightly suspicious hypotheticals are perfect for a chill night in or a long car ride where you’re both just a little bored and nosy.
1. What if we switched bodies for a day—what’s the first thing you’d do?
Freaky Friday, but make it spicy.
2. Who survives longer in a zombie apocalypse?
Brains, brawn, or blind panic?
3. What if we adopted 10 dogs tomorrow—who loses it first?
Unconditional love overload.
4. Which one of us would join a cult first?
Charismatic leader alert.
5. What if I could read your mind for a day—how doomed are we?
No secrets, only chaos.
6. If we had to pick one food to eat forever, what’s our couple food?
Love is carbs.
7. Who’s more likely to get banned from a theme park—and why?
Ride or die… or kicked out.
8. What if we had a joint YouTube channel—what would we post?
Couple cringe incoming.
9. What if we could only speak in song lyrics for a week?
Taylor Swift or bust.
10. If we had to get matching tattoos tonight, what are we getting?
No takebacks.
11. Who’s more likely to accidentally start a fire while cooking?
Burnt toast energy.
12. What if our exes all had to rate us as a couple—what would they say?
Instant regret or jealous rage?
13. If we swapped lives for a week, who would struggle more?
Walk a mile in my shoes (and trip).
14. What if we had to move to a random country tomorrow—where are we thriving?
Passport panic mode.
15. If we had to perform a talent show as a couple, what’s our act?
Duo disaster potential: high.
16. What if we were stuck on a deserted island—what’s your role?
Survivor: couple edition.
17. Who’s more likely to join a pyramid scheme without realizing?
“Totally legit side hustle.”
18. If we could relive our first date, what would we change?
Do-over or déjà vu?
19. What if we had to live in a reality show—what’s our vibe?
Love Island or Survivor?
20. What if we couldn’t lie for 24 hours—how exposed are we?
Truth serum unlocked.
21. If we had a couple theme song, what would it be?
Cheesy or chart-topper?
22. Who would win in a trivia contest about me?
Do you even know me?
23. What if we were in a horror movie—who dies first?
Final girl or ghost?
24. What if you had to give a TED Talk about our relationship?
No pressure, just 20 slides.
25. If we could redo one argument and win it, which one are you picking?
Grudge still loading…
26. Who’s most likely to forget an anniversary?
Set those reminders now.
27. If we had to be characters in a rom-com, who would we be?
Golden retriever x grump.
28. What if we had to plan our wedding in 48 hours?
Cue the breakdown.
29. If we had a secret handshake, what would it involve?
Extra points for sound effects.
30. What if we had to share one outfit for a whole day?
Fashion emergency.
31. Who’s more dramatic during a cold or flu?
Certified baby behavior.
32. What if we both had to delete social media—who caves first?
Doomscrolling withdrawals.
33. If we were in a band, who plays what?
Rock stars or hot mess?
34. What if our future kid turns out just like you—how screwed am I?
Nature, nurture, or chaos?
35. If we had to name a couple cocktail after us, what’s in it?
Love on the rocks?
36. Who’s more likely to cry at a random commercial?
Softcore feels alert.
37. What if we had to relive high school together—what clique would we join?
Nerds, jocks, or drama kids?
38. Who’s more likely to ghost someone if we met on a dating app?
Red flag confession time.
39. If we had to pick a couple catchphrase, what would it be?
Merch idea loading…
40. What if we had to work together—who gets fired first?
HR nightmare in the making.
41. If our relationship had a warning label, what would it say?
Handle with snacks.
42. What if we could only use pet names for a whole day?
Babe overload imminent.
43. Who’s more likely to become TikTok famous?
Influencer in the wild.
44. If we had a couple costume for Halloween, what are we wearing?
Cringe, cute, or cursed?
45. What if we had to switch jobs for a week—how bad would it be?
Career swap catastrophe.
46. Who’s more likely to get into a fight with a stranger?
Justice or drama?
47. If we could go back in time and witness any part of our relationship again, what moment would you pick?
Cue the soft background music.
48. What if we could only go on one more vacation together—where are we going?
One-way trip to paradise.
49. If we had to do a couple’s therapy session live on TV, what issue are we airing?
No pressure, just millions watching.
50. Who’s more likely to start a side hustle?
Shark Tank dreams incoming.
51. What if I had a superpower—what do you think it’d be?
Helpful or chaotic?
52. What’s the most “you” thing I do without realizing it?
Roast me lovingly.
53. Who’s the bigger flirt—be honest?
Charm or trouble?
54. What if we were in a video game—what’s our team dynamic?
Player 1 vs Player 2 energy.
55. What’s one rule we’d make in our household if we had no limits?
Anarchy or efficiency?
56. Who’s more likely to adopt a weird hobby overnight?
Suddenly into birdwatching.
57. What if we could go undercover for a week—what would be our cover story?
Spy couple chaos.
58. If we had to write a book about us, what’s the title?
Love, drama, and snacks.
59. Who’s more likely to spend $200 on something absolutely unnecessary?
Impulse queen alert.
60. What’s one “What if” question you’ve always wanted to ask me but haven’t?
Now’s your moment.
Spicy What If Questions for Couples
Answer or regret it later. You think you know each other? Think again—let’s see if you can handle the heat.
1. If I gave you a hall pass for one day, who would you choose to use it with?
Or are you all about loyalty?
2. What’s one thing you’d do in bed if you knew I’d love it, but you’re too shy to ask?
Tell me the dirty truth.
3. If I told you I wanted to role-play tonight, what’s your first idea?
Lights, camera, action?
4. What’s the most outrageous thing I’ve done that you secretly loved?
You won’t judge, right?
5. If we were both drunk at a party, what would be our first instinct?
Chaos or cuddles?
6. If I asked you to tie me up, how would you react?
This is not a drill.
7. What’s your favorite way to tease me?
You know, the things you can’t resist.
8. If we were both naked in a pool, what would you do first?
Hold hands or splash me?
9. If I asked you to make a move on me in public, would you do it?
Risky business, huh?
10. What’s your biggest turn-on that you haven’t told me about yet?
Time to spill the tea.
11. What’s one naughty thing you’ve imagined doing with me?
Let your mind wander.
12. How far would you go if I dared you to try something new in bed?
Do you play it safe or go all in?
13. If we got caught making out in public, would you be embarrassed or proud?
Caught red-handed or just living our best life?
14. If I sent you a risky text right now, would you drop everything to act on it?
Or would you overthink it first?
15. How do you feel about a little pillow fight in the middle of the night?
You in or out?
16. If we were in an elevator alone, how long would it take before things got steamy?
Count the seconds.
17. What’s your guilty pleasure when it comes to touching me?
Don’t lie, we all have that spot.
18. If I kissed you passionately right now, how would you respond?
Gentle or wild?
19. If we were alone on a beach at sunset, how would you make the moment unforgettable?
You’re either romantic or reckless.
20. What’s the most adventurous location you’ve fantasized about doing something crazy with me?
Get creative.
21. If we had a secret spot, what would we do there?
No rules, just us.
22. What’s one thing you would do in bed that you’ve never told me?
Time for confession.
23. How would you feel if I asked to take a naughty photo of you?
Shy or spontaneous?
24. If I was wearing something a little risqué, what would be your first reaction?
Don’t hold back.
25. If you had to describe our sex life in one word, what would it be?
Be honest.
26. If I gave you a 10-second kiss in the middle of a party, how would you react?
A little daring, right?
27. If we played a game where the loser had to take off a piece of clothing, how long until you’re naked?
No mercy.
28. What’s one thing you would do for me right now, if I asked you in the most seductive way?
You’ve got 30 seconds.
29. If I asked you to pick one position we’ve never tried, what would it be?
It’s all about new experiences, right?
30. What’s the wildest text you’d send me in the middle of the day?
Is your phone blowing up yet?
31. If we were in a locked room, and the only way out was to kiss me, how long would you make me wait?
Are you teasing or acting fast?
32. What’s one thing you’ve always wanted to do to me but didn’t know if I’d like it?
Here’s your chance to let me know.
33. How would you react if I whispered something dirty in your ear?
Swoon or squirm?
34. If we could skip dinner and go straight to dessert, what would that look like?
You better have a plan.
35. What’s the best thing you’d do to turn me on right now?
Make it happen, captain.
36. If I wanted to give you a surprise back massage right now, would you love it?
We could keep it PG, or…
37. If we made out in front of a mirror, would you watch or just go for it?
Self-reflection has its perks.
38. What’s the most intimate thing I could do to surprise you?
Spoil me or scare me?
39. If you had to do something really embarrassing to make me laugh, what would it be?
No shame in love.
40. How do you feel about public displays of affection?
Do you hold my hand, or do you hide?
41. If I told you I was secretly into something wild, would you try it out?
Curiosity or no-go?
42. What would be your first move if we were stuck in a tiny cabin for a weekend together?
A little close-quarters magic?
43. If you were in charge of making our relationship more exciting, what would you do first?
It’s all on you now.
44. If I bought you a surprise gift for no reason, would you be more excited by it or confused?
Appreciation or suspicion?
45. What’s one way I can make your heart race, just by touching you?
Slow burn or quick spark?
46. How would you feel if I kissed you passionately in front of your friends?
Would you show off or duck out?
47. If we spent the night in a hotel room, what’s the first thing you’d want to do?
Fancy or freaky?
48. How do you feel about sending me a flirtatious selfie?
Shy or savage?
49. What would be your reaction if I challenged you to a sexy game of truth or dare?
Bring it on or nope?
50. If I gave you a sexy striptease, would you enjoy the show or want to get involved?
Or both?
51. If I told you I had a naughty fantasy, would you be into acting it out?
Fantasy world or too much?
52. If we spent the weekend in bed, what would be your idea of the perfect day?
Spoiling or snuggling?
53. How long would it take before we can’t keep our hands off each other in a crowded place?
Patience or passion?
54. If I whispered my biggest turn-on in your ear, would you try it out?
Talk dirty to me.
55. If I sent you a message that just said “come over,” would you drop everything?
Could you resist?
56. If you could only touch me in one place for the rest of your life, where would it be?
Sensitive or adventurous?
57. How would you feel if I grabbed your hand and led you to the bedroom right now?
Bold or blushing?
58. What’s one thing you think I’d do to you that would drive you crazy in the best way?
Tell me all about it.
59. If we could never kiss the same way twice, what would be your signature move?
Do you like variety?
60. If I gave you an ultimatum—choose between a passionate night together or a relaxing date night—what’s your pick?
The pressure’s on!
61. How would you feel if I gave you a completely random, flirty compliment right now?
Would it make you blush?
62. If we had a secret, sultry handshake, what would it look like?
No one will ever know.
63. How would you react if I randomly kissed you in the middle of a serious conversation?
Serious or distracted?
64. What’s one thing you secretly want to hear me say during sex?
Your turn to speak up.
65. If we were both feeling adventurous, what’s the first crazy thing you’d want us to try?
Chase the thrill?
66. What’s the most spontaneous thing I could do to make your heart race?
Surprise me.
67. How do you feel about public make-out sessions?
Shameless or shy?
68. If I was suddenly super kinky, how would you react?
Curious or confused?
69. What’s one thing you’d love to see me do for you during a sexy moment?
Be bold.
70. If I said, “Let’s do something wild tonight,” what would be your first thought?
Game on or too much?
What If Questions for Girlfriends
Let’s test how unhinged her imagination really is. These fun, chaotic, and lowkey revealing prompts are made to stir the pot just enough to keep things interesting.
1. If we had to get arrested together, what would it be for?
Partners in crime, literally.
2. What if I turned into a frog—would you still date me?
Kiss me, I dare you.
3. If we could only text in emojis for a week, how would we communicate?
Translation skills: questionable.
4. What’s your evil mastermind villain origin story?
Cue the dramatic monologue.
5. If you could erase one of my habits, which one’s getting the axe?
Tread carefully.
6. What if we had to live in my childhood bedroom forever?
Posters, plushies, and trauma.
7. If you had to swap lives with one of my exes for a day, who are you picking?
Brave or nosy?
8. What’s one conspiracy theory you lowkey believe?
Tin foil hat time.
9. If you could hack into my brain, what are you dying to know?
Password: redacted.
10. What if we could have dinner with our future selves—what would you ask them?
No pressure, just fate.
11. If you could make a movie about us, what genre would it be?
Rom-com or psychological thriller?
12. What’s the worst outfit I’ve ever worn?
I can take it (maybe).
13. If we had a shared closet, who’s getting kicked out first?
Fashion war pending.
14. What if I lost all memory of you—how would you make me fall again?
Romantic or unhinged?
15. If we were Sims characters, what drama would unfold?
Needs unmet, chaos rising.
16. What if we could only listen to one song on repeat for a year—what’s the soundtrack?
Your aux skills, tested.
17. If we made a scrapbook of our weirdest moments, what’s the cover photo?
Cursed memories only.
18. Who would survive longer without their phone—me or you?
Doomscroll or die.
19. If I turned into a ghost, would you date someone else?
Boo or bae?
20. What if our pets could talk—what dirt would they spill?
No secrets, just snitching.
21. What’s one thing you think I’m totally wrong about?
Gently destroy me.
22. If you could give my parents one fun fact about me, what would it be?
Scandal incoming.
23. What if you had to write my dating profile—how would you describe me?
Choose chaos wisely.
24. If we could switch aesthetics for a day, what would I be wearing?
Goth? Cottagecore? Clown?
25. What’s your most unhinged romantic gesture idea?
Love bomb: detonate.
26. If we were both in jail, what would we be fighting about in the cell?
Orange isn’t our color.
27. What if we could only communicate through TikToks?
Send help—or vibes.
28. If I was a kitchen appliance, which one would I be?
Toaster or drama blender?
29. What’s a fictional couple you think we’re nothing like?
Not our brand, babes.
30. If we had to host a chaotic dinner party, who’s on the guest list?
Invite regrets pending.
31. What if I got famous overnight—how would you handle the clout?
Stage five PR girlfriend.
32. Who’s more likely to start drama on a group trip?
Group chat explosion ahead.
33. If I became an influencer, what would be my niche?
OOTDs or oversharing?
34. If I was a flavor of ice cream, what would I taste like?
Sweet, salty, or spicy?
35. What if we both ran for president—who’s winning?
Campaign chaos guaranteed.
36. What’s one habit of mine you secretly find hot?
Flaws, but make them sexy.
37. If we had to be a viral meme, which one are we?
Internet famous, unintentionally.
38. What if I lost my voice for a month—how would you survive?
Silence = suspicious.
39. What’s one rule you’d add to our relationship?
Petty or practical?
40. If we started a girl band, what’s our vibe?
Spice Girls or sad girls?
41. What if I had a secret talent I never told you about—what would it be?
Acrobat or human lie detector?
42. What’s your “I knew I loved you” moment—no matter how weird?
The soft cringe begins.
43. If we were in a long-distance relationship, what would be our love language?
Memes, voice notes, or drama?
44. What’s one thing you hope I never find out about you?
Confess or combust.
45. If we could teleport anywhere right now, where are we running off to?
Spontaneity unlocked.
46. What’s something you’ve always wanted to try with me—but haven’t asked yet?
Sexy, scary, or both?
47. What if I had to live like you for a day—what part would break me first?
Your schedule is terrifying.
48. If you had to describe our relationship as a drink, what would it be?
Spicy margarita or sleepy tea?
49. What if we could only wear each other’s clothes for a week?
Tiny tees and baggy jeans.
50. What’s the weirdest thing you’ve imagined us doing as old ladies?
Matching perms included.
51. What if I never texted first ever again—how long ’til you panic?
Games begin now.
52. What if our kisses had a flavor—what would yours taste like?
Sweet, minty, or mystery?
53. If you had to give me a warning label, what would it say?
Handle with sass.
54. If we had to spend 24 hours in a haunted house, who’s crying first?
Spoiler: probably both.
55. What’s one totally irrational fear you have about us?
Cute but mildly cursed.
56. What if we could time-travel to one moment in our relationship—what are we revisiting?
Sweet, embarrassing, or tragic?
57. If our relationship was a restaurant, what would be on the menu?
Appetizer: chaos. Dessert: love.
58. What’s your go-to fantasy about our future that you’ve never told me?
Dream big (or weird).
59. What if we had to swap chores for a month—how fast do we crumble?
Domestic disaster pending.
60. What’s your version of “if you wanted to, you would”?
Call-out time, babe.
What If Questions for Boyfriends
Curiosity, chaos, and mild emotional damage. These questions will put your boyfriend’s imagination—and memory—through the ultimate relationship obstacle course.
1. What if we swapped phones for a day—what app are you deleting first?
Trust issues: unlocked.
2. If I had to pick your outfit every day, how long ‘til you snap?
Fashion dictatorship incoming.
3. What’s something I do that you pretend doesn’t annoy you?
Tell the truth… gently.
4. If we had to survive on a deserted island, what role would I play?
Spoiler: not the cook.
5. If we had a reality show, what would it be called?
Probably something unhinged.
6. If I challenged you to a dance battle right now, what’s your go-to move?
Bust it—or bust.
7. What if we could never text again—how would you flirt with me?
Carrier pigeon vibes.
8. If your mom had to describe me in one sentence, what would she say?
Careful, you’re being watched.
9. What if I had an identical twin—how would you prove your loyalty?
This feels like a trap.
10. If you had to cook me a romantic dinner using only three ingredients, what’s on the plate?
Chef, don’t fail me.
11. What’s one moment with me you replay in your head when you miss me?
Cheesy but necessary.
12. If we switched bodies for a day, what would you do first?
Think before you answer.
13. If I asked you to write me a love song, what would the chorus be?
Taylor Swift, who?
14. What if you could give me one superpower—what would it be?
Useful or purely chaotic?
15. What’s one lie you’ve told me that you’re ready to confess?
Now’s your chance.
16. What if I started a podcast—what would it be about?
Chaos, opinions, or us?
17. What’s your weirdest dream involving me?
Please keep it PG-ish.
18. If you could relive one of our fights just to win it, which one are you choosing?
Petty king behavior.
19. What if I told you I could read your mind?
Scared? You should be.
20. If we could teleport anywhere right now, where are you taking me?
Romantic or random?
21. What’s one thing I do that makes you feel ridiculously loved?
Sappy time activated.
22. What if your friends were secretly rating me—what score do I get?
Choose wisely.
23. If we were both stranded on a road trip, who’s freaking out first?
Not me, obviously.
24. What’s something you hope I never change about myself?
Aww, cue the tears.
25. If I were an app on your phone, which one would I be?
Bonus points for chaos.
26. If I were a video game character, what would my power-up be?
Girlboss or gremlin?
27. What if we could only speak in inside jokes—how screwed are we?
Comms breakdown imminent.
28. What’s one topic you know better than me—but I act like I don’t care?
Ego check moment.
29. What would your ex be most shocked to know about our relationship?
Name drop optional.
30. If I had to choose your next tattoo, what would I make you get?
It’s giving permanent regret.
31. What’s the most irrational thing I’ve ever gotten mad about?
Let’s unpack it.
32. If I became a famous celebrity, what scandal would I be involved in?
PR nightmare unlocked.
33. What’s one thing you’d do more of if I wasn’t around to judge?
No judgment (yet).
34. If you were a rom-com boyfriend, what cliché would you totally nail?
Rain kiss? Jealous speech?
35. What if we had to be completely honest for 24 hours—how much trouble would you be in?
Dangerous territory.
36. If I had a secret double life, what would it be?
Spy? Stripper? CEO?
37. What’s something you think I believe, but you’ve never actually asked?
Assumptions are wild.
38. What’s one song lyric that instantly reminds you of me?
Sing it or it doesn’t count.
39. If I had to delete one social media app forever, which one are you saving for me?
Pick my poison.
40. What if I had amnesia and forgot we were together—how would you win me back?
Plot twist potential.
41. What’s one secret thought you’ve had mid-makeout with me?
Go on, brave soul.
42. If I got super famous, how would you handle the fangirls?
Supportive or stressed?
43. What’s something you lowkey flex about when you talk about me?
Bragging rights engaged.
44. What if I could hear your internal monologue—how shocked would I be?
Yikes or swoon?
45. If I was a red flag, which one would I be?
Tread lightly.
46. What if we could only communicate via voice notes—how long ‘til I dump you?
Better warm up your mic.
47. What’s one habit I have that you secretly copied?
Caught in the act.
48. If you were designing a dating app just for me, what’s the tagline?
“Loves chaos and cuddles”?
49. What if I started every sentence with “my love language is…”—how long until you snap?
Sweet, but threatening.
50. What’s something you want to tell me but don’t know how to say?
Say it with chest.
51. What if we woke up married in Vegas—what’s our first move?
Panic or party?
52. If I turned into a dog for a week, how would you take care of me?
Walks, treats, or chaos?
53. What’s your biggest ick about me that you now secretly find adorable?
Rude but real.
54. If I wrote a fanfic about us, what would the plot be?
Enemies to lovers, probably.
55. What if we could only see each other in dreams—what’s your first move?
Lucid love affair.
56. What’s one thing I do that makes you question your sanity—but you let it slide?
Love is blind.
57. If we could only kiss during commercials, what show are we watching?
Choose wisely.
58. What’s something you hope we laugh about when we’re 80?
Bonus if it’s cringe.
59. What if I asked you to delete your entire playlist and make one for us—what’s song one?
No pressure, DJ.
60. What’s your favorite version of me—silly, sad, sleepy, or savage?
There is a right answer.
