100 Questions to Ask Besides “How Was Your Day?”

Tired of the same old, “How was your day?” Want to spice up your chats and dig a little deeper? You’re in the right place! 

From questions for family members to friends to personal feelings, we’ve got a ton of fresh questions to make your conversations way more interesting. Let’s dive in and get the conversation rolling!

Questions For Family Members

  1. What’s the best part of your day?
  2. Who did you hang out with today?
  3. Did anything out of the ordinary happen?
  4. What was the coolest thing you learned today?
  5. Did anything surprise you today?
  6. Did anything make you laugh?
  7. If you could change one thing about today, what would it be?
  8. Is there something you’d like to share that you’re really proud of?
  9. Did you meet someone new?
  10. How are things going with your friends?
  11. What’s something that always cheers you up?
  12. How do you usually handle stress or tough days?
  13. Did you help anyone today, or did anyone help you?
  14. Did anyone share a piece of good news with you?
  15. What’s the funniest thing that happened today?
  16. Is there something that worried you today that you want to talk about?

Questions For Friends

  1. What’s the best thing that happened to you today?
  2. Did anyone make your day better?
  3. Have you had any ‘wow’ moments recently?
  4. Is there something you accomplished today that you’re proud of?
  5. What’s the most interesting thing that happened to you this week?
  6. Did you discover any new places or hidden gems around town?
  7. What’s the latest news or trend you’re super into right now?
  8. Did you have any unexpected or surprise interactions today?
  9. What’s the best advice you’ve received lately?
  10. Did you spend quality time with your family?
  11. Did you have a funny or odd encounter?
  12. Did you experience any kindness from strangers?
  13. What’s the last thing you did that made you feel energized?
  14. What’s your current ‘happy place’ or go-to spot to chill?
  15. Have you had any memorable conversations today?

Questions For Romantic Partners

  1. What was the highlight of your day?
  2. What’s something that made you smile today?
  3. Did anything challenge you today, and how did you handle it?
  4. What’s something you’re grateful for right now?
  5. Is there anything you’re really looking forward to this week?
  6. What goal are you working towards that I can support you in?
  7. What’s your favorite way to relax after a tough day?
  8. What made you feel loved today?
  9. What’s one thing you wish you had more time for?
  10. What was the most beautiful thing you saw today?
  11. How do you feel about our balance of “me time” vs “us time”?
  12. What’s your favorite memory of us so far?
  13. What’s something you’ve always wanted to try but haven’t yet?
  14. What’s one thing about our relationship that makes you really happy?

Questions For Colleagues

  1. What part of your job are you loving the most right now?
  2. Did you see something interesting on your way to work or home?
  3. Have you hit any milestones at work today?
  4. Did you encounter any good learning experiences recently?
  5. Have you tried any new places for lunch or coffee around here?
  6. Is there a meeting or presentation you’re gearing up for?
  7. What’s something new you’ve learned at work lately?
  8. Have you found any productivity hacks that are game-changers?
  9. What’s the most surprising thing you’ve found out about our industry?
  10. How do you like to unwind after a hectic workday?
  11. Is there a skill you’re currently working on or want to learn?
  12. What’s a recent win—big or small—that you’re proud of?
  13. What’s the most challenging project you’ve tackled, and what did you learn from it?

Questions About Personal Feelings And Emotions

  1. How are you feeling right now?
  2. What made you happy today?
  3. Is there something on your mind that you want to talk about?
  4. How did you feel when you woke up this morning?
  5. What emotion took center stage for you today?
  6. Was today better or worse than yesterday? Why?
  7. Was there a moment that stressed you out?
  8. Are you excited about anything?
  9. Did anything make you laugh today?
  10. Are you worried about anything?
  11. What made you feel loved today?
  12. Did you feel lonely at any point?
  13. Was there a moment today that you’d rather forget?
  14. How are you really doing, deep down?
  15. Are you looking forward to tomorrow?
  16. Did something disappoint you today?
  17. Were you able to relax at any point?
  18. What made you feel proud of yourself?
  19. Did anything make you feel down?
  20. Was there a moment where you felt really calm?
  21. How would you describe your mood in one word?
  22. Were you anxious about something?
  23. Did you find time for yourself today?
  24. What made you feel energized?
  25. Did anything surprise you emotionally?
  26. Did you learn something new about yourself?
  27. Was there a moment that made you feel grateful?
  28. How do you feel about the week ahead?
  29. Did anything today make you feel nostalgic?
  30. Did you have time to reflect on your thoughts?
  31. Did something make you feel uneasy or uncomfortable?
  32. How’s your self-confidence today?
  33. Were there any moments that gave you hope?
  34. Were you at ease today or on edge?
  35. How did you handle frustration today?
  36. Did you find joy in a simple thing?
  37. Were there times today when you felt out of place?
  38. Did you feel inspired by something or someone?
  39. How did you deal with any setbacks today?
  40. Were there moments where you felt really present?
  41. Did you experience any mood swings?
  42. Were you more optimistic or pessimistic today?

Frequently Asked Questions

How can rephrasing the question from “How was your day?” help in better relationships?

Different questions invite us to share different layers of our experiences and emotions. This can lead to a deeper understanding of each other’s thoughts, perspectives, and behavior. Fostering such understanding is the bedrock of stronger, healthier, and more meaningful relationships.

What should you do if someone avoids answering the question?

  • Respect space: If someone seems uncomfortable or evasive, it’s essential not to press further. Show understanding and move on to a different topic.
  • Follow-up: You can let them know you’re available to talk whenever they feel like sharing.

The key is to respect the other person’s boundaries while leaving the door open for future conversations.

How can body language improve the impact of asking this question?

Making eye contact, nodding, and showing open body language can make the question “How was your day?” feel more genuine. The other person is more likely to open up when they feel you’re truly engaged.

Are there any tips for effectively implementing these question alternatives to “How was your day?

  • Context matters: Choose questions that fit the situation and your level of closeness with the person.
  • Be specific: Questions that are more pointed often lead to more meaningful answers.
  • Listen actively: When you ask an alternative question, be prepared to listen carefully and ask follow-up questions based on the response.

By picking the right time, setting, and approach, alternative questions can spark richer, more engaging conversations than the standard “How was your day?” These tips can enhance the impact of your questions and make your interactions more meaningful.


Next time you’re stumped for something to say, skip the “How was your day” and try one of these awesome questions instead. Whether you’re talking to a friend, family member, or your special someone, these questions are sure to get the conversation flowing. Happy chatting!

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Robby is a multimedia editor at UpJourney with a journalism and communications background.

When she's not working, Robby transforms into an introverted art lover who indulges in her love for sports, learning new things, and sipping her favorite soda. She also enjoys unwinding with feel-good movies, books, and video games. She's also a proud pet parent to her beloved dog, Dustin.