There’s something magical about making your girlfriend laugh—the kind of uncontrollable giggle that makes her cheeks hurt and her eyes sparkle.
One of the best ways to keep things light and joyful in a relationship is by asking her questions that are just plain ridiculous, clever, or playfully weird.
These aren’t your typical romantic questions. They’re unexpected, borderline nonsensical at times, and guaranteed to make her stop, laugh, and probably question your sanity (in the best way).
The goal? Fun, bonding, and unexpected moments of humor that make her feel like you’re her favorite comedian.
So if you’re texting, on a dinner date, or just lounging on the couch, use this list of 100 funny questions to surprise her and spark hilarious conversations.
You never know what answers you’ll get—but you can count on a good laugh.
Random Funny Questions
1. If animals could talk, which one do you think would have the most attitude?
2. What food do you think I could eat every day for a year without going insane?
3. If your pillow could record your dreams, would you still sleep on it?
4. Do you think penguins ever get tired of wearing tuxedos?
5. Would you rather have spaghetti hair or maple syrup sweat?
6. If I got kidnapped by clowns, would you negotiate with pies or glitter?
7. Which vegetable do you think has the most emotional damage?
8. If your pet had a phone, what kind of selfies would it take?
9. What would your superhero name be if your only power was extreme laziness?
10. If life came with background music, what song would play every time you walked into a room?
11. Would you rather sneeze glitter or burp confetti?
12. If you could replace your feet with wheels, would you?
13. What conspiracy theory would you start just for fun?
14. Do you think squirrels have drama in their community?
15. If you could throw one item at someone without consequence, what would it be?
16. What’s the weirdest talent you wish you had?
17. Would you eat ice cream that screams when you scoop it?
18. Which body part would you decorate with tiny lights if that were socially acceptable?
19. If aliens came down and asked to see “peak humanity,” who would you show them?
20. If you could name a planet after yourself, what would you call it?
Relationship Questions That Are Funny
21. If we were in a zombie apocalypse, do you think I’d accidentally trip over something dumb and ruin our survival plan?
22. Would you still love me if I snored like a dying lawn mower?
23. If we were a TV couple, would we be the hot mess or the power couple everyone roots for?
24. What’s the most ridiculous reason you can think of for breaking up with me?
25. Do you think we’d survive on a cooking show or get kicked off for arguing about garlic?
26. If I turned into a cat for one day, would you let me nap on your lap or kick me off the couch?
27. Which one of us would last longer in a room full of toddlers?
28. If we had to switch lives for a day, who do you think would cry first?
29. Would you still kiss me if my breath smelled like old cheese… for life?
30. What’s something cute I do that you secretly find kinda annoying?
31. Do you think I’d be cute as a cartoon character or terrifying?
32. If we were action figures, what totally unnecessary accessory would you come with?
33. What would my warning label say if I came in a box?
34. Would you rather fight one horse-sized version of me or 50 duck-sized me’s?
35. If we had a couples’ motto, what would it be and why would it probably include snacks?
36. What’s the silliest thing I’ve ever done that made you question my IQ?
37. If you had to choose between me and unlimited fries forever, how long would you hesitate?
38. Do you think we’d be good parents or just create tiny chaos goblins?
39. If we got matching tattoos, what’s the dumbest design you’d secretly want?
40. Would we survive being handcuffed together for 48 hours or would someone mysteriously disappear?
Food-Related Questions That’ll Make Her Laugh
41. If your personality were a pizza topping, what would it be and why?
42. What food do you irrationally judge people for liking?
43. Would you rather eat a cake that smells like fish or a fish that tastes like cake?
44. If I made a cereal brand named after you, what would be in the box?
45. Which condiment do you trust the least?
46. What’s your zombie apocalypse food stash looking like? Be honest.
47. If you could ban one food from ever existing again, what would it be and why does it deserve it?
48. Would you eat a sandwich made by a ghost chef?
49. If I challenged you to a taco-eating contest, who’d win—and how dramatic would your victory speech be?
50. What food would you marry if that were legally allowed?
51. If you could combine any two foods into a super-food monstrosity, what would it be?
52. What’s the weirdest food you’ve ever pretended to like just to be polite?
53. If you could only eat one shape of pasta forever, which would it be and why?
54. Which snack do you think could defeat you in a fight?
55. If chocolate could talk, what do you think it would say when you unwrap it?
56. What food do you think is secretly plotting world domination?
57. Would you trust a chef who only cooks in flip-flops?
58. What dessert matches your mood 90% of the time?
59. Would you survive a week in a house made entirely of cheese?
60. If your breath always smelled like one food, what would you want it to be?
Hypothetical “Would You Still Date Me If…” Questions
61. Would you still date me if I barked every time someone said the word “sandwich”?
62. Would you love me if I replaced all your shampoo with ketchup?
63. What if I had a pet rock and treated it like our child—would you support the family?
64. Would you still date me if I wore the same banana costume to every event?
65. What if I insisted on using medieval words like “thou” and “verily” in everyday life?
66. Would you stay with me if I had a secret second life as a kazoo performer?
67. If I made duck noises during serious conversations, would you take me seriously?
68. What if I had to dance every time I walked into a room?
69. Would you still love me if my sneeze sounded like a scream?
70. If my biggest dream was to become a professional yodeler, would you support it?
71. Would you date me if I turned everything I said into a rhyme?
72. If I decided to name our future child “Taco,” would you still propose?
73. Would you still be proud to hold my hand if I had a tail?
74. If I got famous for my interpretive dance of animal noises, would you be my biggest fan?
75. What if I replaced our bed with a trampoline “for fun”?
76. Would you run away with me if I told you I was part wizard, part flamingo?
77. If I made you call me “Captain Cuddles,” would you roll with it?
78. What if I wrote a love song using only puns and expected you to sing backup?
79. Would you accept me fully if I genuinely believed I was a dolphin in a past life?
80. If I could only communicate through sock puppets, would we still have deep talks?
Outrageous “This or That” Questions
81. Would you rather have hands made of spaghetti or feet that squeak with every step?
82. Choose: marry a giraffe or live in a house shaped like a shoe?
83. Would you rather always have hiccups or uncontrollable jazz hands?
84. Pick one: never stop sweating glitter or only be able to whisper?
85. Would you rather wear clown shoes for life or only speak in song lyrics?
86. Would you rather eat a haunted donut or sleep in a bed full of marshmallows?
87. Choose one: a flying bathtub or a teleporting banana?
88. Would you rather talk like a pirate forever or moo every time you laugh?
89. Which is worse: socks that are always wet or pants that sing quietly?
90. Would you rather battle one giant bee or 100 tiny bears?
91. Pick: be chased by ducks once a week or have to eat spaghetti with your hands forever?
92. Would you rather randomly shout “BINGO!” or uncontrollably wink during serious conversations?
93. Would you rather have ketchup tears or mayonnaise sweat?
94. Would you rather only be able to walk backwards or skip everywhere?
95. Choose: your phone randomly meows or your shoes squeak “I’m single!”
96. Would you rather switch voices with your mom or have your ex narrate your dreams?
97. Would you rather fight a sandwich with a knife or a salad with a grudge?
98. Choose one: be followed by a parade of ducks or have your laugh sound like a kazoo?
99. Would you rather hiccup glitter or sneeze rainbows?
100. Pick: live with a dramatic parrot or a moody talking cactus?
