73 Random Questions to Ask Him/Her Over Text Anytime [ULTIMATE LIST]

Random questions can lead to great discussions, especially if you like talking with them or you want to know more about someone.

On the other hand, these questions can spark a boring conversation and lead to an exciting discussion.

If you are dating someone with some good questions, you can surely spice up your conversation, or if you’re new in-office, random questions with your colleague can help you mix up with them and your team.

Sometimes answers to these random questions can surprise you with something new or give you a new perspective.

But while asking, you should always be aware of a person, you can not ask too personal questions to your office colleague, and office-related questions might make your date boring. Choose wisely!

Here are some interesting random questions you can ask from people around you-

Funny Random Questions to Ask from People

To spice up and add a laugh to a boring conversation, some random funny question is all you need. Like ‘ how will you google that your google isn’t working?’

Here are some more funny random questions you can ask with people around you:

1. Which do you prefer, the mountain or beach?
2. What is the most strange compliment you got?
3. What is the weirdest thing you tried?
4. Which is your favorite sitcom series?
5. Your favorite character from friends?
6. Which thing do you hate most in your refrigerator?
7. What is the one thing you always find in your refrigerator?
8. What is the most beautiful moment you always adore?
9. Who is your always go-to person?
10. Which Instagram reels song always cheers you up?

Good Random Questions to Ask

Looking out some good random questions?

A good discussion often begins with a good question, where the answer can match your opinion and can be the opposite of what you thought. But surely you can end it with something new and mutual; here are some good random questions you can ask.

11. What is your idea of a perfect date?
12. Who is your secret keeper?
13. What embarrasses you the most?
14. What kind of spiritual tattoo do you like?
15. Do you keep any trending books to read for inspiration?
16. What do you like the most about your crush?
17. Did you ever laugh so hard that you ended up crying?
18. What would be the other profession you would have chosen?
19. What is the silliest mistake you made in your examination?
20. What is your favorite group discussion topic?

Random Questions to Ask from a Girl

Sometimes it is hard to figure out what to ask while talking to a girl; we become more conscious while starting a conversation. However, trending us is always there to rescue you, whether it is about first date ideas or finding random questions. Here are some funny and interesting questions to ask a girl.

21. Do you ever think you would have enjoyed more or would have done better after any event?
22. What is that moment you decided to change or work on yourself?
23. Do you expect anything from me?
24. What are your vacation plans?
25. A dish you tried and loved in one go.
26. What are your expectations from your partner?
27. What is the best thing about people you are surrounded with?
28. Which is the best series you watched recently?
29. What is your take on feminism?
30. A thing you always carry in your bag?

Also read: Funny Questions for Alexa in Free Time

Random Questions to Ask Your Boyfriend

Often we find ourselves out of topics while we don’t want to end the conversation. With our busy professional lives, we get rare chances to talk and have long conversations with boyfriends. Here is some worth asking questions for your boyfriend.

31. How do you react if you find your ex in a family get together?
32. What do you do for your happiness?
33. What is the one thing you expect from your job other than money?
34. One thing that you would convey to the younger version of yourself.
35. What is your favorite holiday destination?
36. What would you do if you find someone smarter than me?
37. Out of all technology development, which is your favorite electronic gadget?
38. What is your dream car?
39. What do you prefer, vintage classic or minimal modern?
40. Do you like collecting things?

Random Questions to Ask From Boys

If you are dating a boy or just love talking to him, you would always seek to ask something new. Questions that lead to good discussions or end up with more interesting questions out of discussions. This can also help you in understanding and knowing the boy in better ways.

Here are some good random questions to ask from a boy:

41. What is your favorite childhood memory?
42. A news that disturbed you in your past.
43. What irritates you the most?
44. What is your worst experience in school?
45. Will you agree to tell a lie for some x amount of money?
46. What are your favorite sports?
47. What is your favorite nickname?
48. Do you cheat while playing card games?
49. Which series character would be the worst option as your roommate?
50. Which mythological creature do you think should be present in this century too?
51. In which particular scene do you like to see yourself?

To make her feel special, we suggest you to read this article about: Comments for girls on Instagram

Random Questions to Ask from A Friend

If you are dating a boy or love talking to him, you would always ask something new. Questions that lead to good discussions or more interesting questions out of discussions. This can also help you understand and know the boy in better ways.

52. Do you believe in mythologies?
53. If you become a tiny creature what would you do first?
54. What do you prefer about knowing the future or fixing the past?
55. Which Marvel character would you like to date?
56. If you can fly, tell me about three places you will visit.
57. What is the one thing you hate about your coworker?
58. What is the worst smell you came across?
59. What is the weirdest job profile you heard?
60. Do you believe in supernatural powers?
61. What your dream day looks like, can you describe?
62. If you get the party invitation from any celebrity, who would it be?
63. Which youtube video did you watch last time?

Random Questions To Ask Your Girlfriend

While texting or talking to a significant other, you may run out of topics to discuss. Try not to bore her with the same dull topic over and over again. It’s a good idea to ask such random questions to your GF over text or during your date, this will help you talk about something interesting. 

64. What was the last competition you had participated in? 
65. Have you ever had a nightmare that you still can’t get rid of?
66. Is there any kind of food that you want to try but haven’t had the chance to? 
67. If you can hypnotize me what will get done from me? 
68. Do you play any games on your mobile, which one?
69. What is something about me that you secretly hate about me? 
70. Do you keep a personal diary or journal? 
71. Have you ever cried thinking about me or someone? 
72. Share the one fact that you are really feeling surprised to know. 
73. What is something that you regret doing or not doing in life?

Also read: Best Questions To Ask A Girl Over Text or In Person

So, these are some really good random questions you can ask to make your conversation better. There are so many questions where you can have a good discussion and know about their views and thoughts.