Hey love, So, you’re sitting there with your bestie, your favorite snack, maybe a glass of something sweet, and you’re both scrolling on your phones in total silence. We’ve all been there. Bored. Restless. Dying to connect, but out of things to say. That’s where this post comes in.

If you’ve ever wanted to shake things up with your best friend, roommates, or girls’ group chat and spark hilarious, random, or unexpectedly deep conversations, this list is your new secret weapon. I’m talking about totally fun, original questions to pull out anytime boredom strikes.

These aren’t your basic “what’s your favorite color” type of questions. Oh no. These are the kind of questions that make your friends say “wait, what kind of question is THAT?” before laughing uncontrollably or spiraling into a 2-hour soul talk.

Whether you’re chilling at home, stuck in traffic, on a coffee date, or having a spontaneous girls’ night in, these questions will definitely kill the boredom. Find these kind of questions and content here.

80+ Unique Questions to Ask Your Friends When You’re Bored

Fun and Lighthearted (but Still Hilarious)

1. What’s the most random skill you secretly wish you were world-class at?
2. If your life had background music, what would be playing during your awkward moments?
3. What would your warning label say if humans came with them?
4. What’s your go-to fake name when ordering coffee?
5. If you were a scented candle, what would your name and scent be?
6. What’s the dumbest thing you’ve ever Googled in a panic?
7. Which animal do you think could lowkey run a successful business?
8. What’s your secret talent that’s absolutely useless but impressive?
9. If your stomach could talk, what would it complain about daily?
10. What’s your “I’d win this on a game show” useless trivia fact?

Deep and Thoughtful (for the Soul Talks)

11. When do you feel most misunderstood and why?
12. What do you believe about yourself now that your younger self would be shocked by?
13. What does “home” feel like for you, not just where?
14. What part of your personality do you hide the most?
15. When was the last time you felt really proud of yourself?
16. What’s a feeling you have trouble expressing, and what’s underneath it?
17. How do you experience love when it’s quiet—not loud or dramatic?
18. What emotion do you usually mistake for anger or sadness?
19. When do you feel most like you?
20. What’s one truth about yourself that took you years to accept?

Would-You-Rather… With a Twist

21. Would you rather permanently have glitter in your hair or confetti in your shoes?
22. Would you rather forget every movie you’ve ever watched or every friend you’ve ever made?
23. Would you rather only speak in rhymes or only be able to whisper?
24. Would you rather have your thoughts narrated 24/7 or have your Google history public?
25. Would you rather always be overdressed or always be just slightly underdressed?
26. Would you rather swap lives with your 10-year-old self for a week or your 80-year-old self for one day?
27. Would you rather cry glitter or sweat sparkles?
28. Would you rather be allergic to your favorite food or only be allowed to eat it forever?
29. Would you rather everyone see your photo album or your Notes app?
30. Would you rather go on a vacation in your dream location but alone, or a basic trip with all your favorite people?

Weird, Random, and Absolutely Unhinged

31. If your phone could talk, what’s the one app it would roast you about?
32. If you were a villain in a movie, what would your evil origin story be?
33. What’s a weird hill you’ll die on, no matter how ridiculous it is?
34. What’s something you believe is secretly cursed?
35. If food had feelings, which one would hold a grudge against you?
36. If you had to rename every weekday with a vibe instead of a name, what would they be?
37. What conspiracy theory do you secretly want to believe is true?
38. If you had to design a menu based on your personality, what would be on it?
39. If your emotions were a store, which aisle would be sold out first?
40. If you were a minor character in a sitcom, what would your catchphrase be?

Memory Lane and “Remember When…”

41. What’s the first memory you have of us being friends?
42. What’s a moment from our friendship you wish we could relive?
43. What’s the weirdest inside joke we’ve ever had?
44. What song brings back the biggest wave of memories?
45. What’s something we used to do for fun that’s lowkey embarrassing now?
46. What fashion trend did we both try and fail at?
47. What was the most chaotic night out we’ve ever had?
48. What’s the dumbest reason we ever got mad at each other?
49. What moment made you realize we were going to be close for life?
50. What’s a “core memory” you have that still makes you laugh?

Friendship Feels & Connection Builders

51. What’s something I do that makes you feel seen or understood?
52. What’s your love language—and what’s your friendship language?
53. How do you know when someone really gets you?
54. What do you think I admire about you the most?
55. If we had a podcast, what would we call it?
56. What’s something you wish people knew about you that they never ask?
57. What’s your favorite way to be comforted when you’re having a rough day?
58. What’s the most “you” compliment you’ve ever gotten?
59. What kind of friend do you think I am?
60. What’s one thing we’ve never done together that we definitely need to?

More Just-for-Fun and Aesthetic Vibes

61. What’s your comfort outfit that feels like your personality in fabric form?
62. What does your dream room look like, down to the candle scent?
63. What aesthetic do you love but know you’ll never fully commit to?
64. What’s your dream car if it had to match your personality exactly?
65. If your journal could talk, what would it say about you?
66. What’s your “main character” season of life?
67. What Pinterest board of yours would I be surprised by?
68. What’s your signature drink and your signature chaos?
69. What’s a color you feel emotionally attached to?
70. If you had to choose a theme song for your current mood, what would it be?

When You Just Want to Go There

71. What’s something you pretend doesn’t bother you, but totally does?
72. What’s a version of you that you’ve outgrown and don’t miss?
73. What’s one way you self-sabotage without even realizing it?
74. What belief are you in the process of unlearning?
75. What kind of love do you think you’ve been settling for?
76. How do you handle it when someone doesn’t like you?
77. What’s a boundary you’re learning to set lately?
78. What’s something you’re craving emotionally right now?
79. What’s a truth you’re scared to say out loud?
80. What would change if you fully accepted yourself?

Amazon Favorites for a “Questions Night” With Friends

Want to turn these questions into a whole vibe? Here are a few of my favorite Amazon finds to make a boring night feel like a cozy friend-date:

• We’re Not Really Strangers Card Game – for when you want to go deep and feel all the things
  Shop it here
• TableTopics Best Friends Edition – fun, funny, and friendship-approved
  Find it here
• Himalayan Salt Lamp – the glow makes everything feel warmer and more intimate
  This one is perfect
• Comfy Throw Blanket for Cozy Talk Sessions
  This fleece throw is a must-have
• Tea Sampler Set for Ultimate Chill Vibes
  Sip and talk with this herbal blend

Final Thoughts

Next time you and your besties find yourselves bored out of your minds or stuck in the “what do we even talk about now?” zone—pull out this list. These questions can turn any random afternoon, late-night phone call, or spontaneous hangout into a memory.