The end of the year is the perfect time to connect with your closest friends, reflect on the past, and dream about the future. Whether you’re hosting a cozy gathering, having a virtual catch-up, or just looking for fun ways to deepen your bond, asking thoughtful questions can spark laughter, nostalgia, and meaningful conversations.

This list of 100 fun end-of-year questions is designed to help you reminisce about the highs and lows of the year, share your dreams for the future, and simply enjoy each other’s company. So grab some snacks, pour a drink, and get ready for a heartwarming chat with your besties!

1. Reflecting on the Year

1. What’s the funniest thing that happened to you this year?
2. What’s the best thing you learned this year?
3. If you could relive one moment from this year, what would it be?
4. What’s a song that defined your year?
5. Did you achieve a personal goal that made you proud?
6. What’s one thing you tried for the first time this year?
7. What’s the most memorable trip or adventure you went on?
8. What’s a skill or hobby you picked up or improved on this year?
9. What’s a piece of advice you received that stuck with you?
10. Did you have a moment that felt like a personal triumph?

2. Friendships and Relationships

11. What’s a favorite memory we shared this year?
12. Is there a way our friendship grew or changed this year?
13. Who’s someone new you became friends with this year?
14. Did anyone surprise you with their kindness this year?
15. What’s something I did for you this year that you appreciated?
16. What’s a quality in me that you admire?
17. Is there something about our friendship that you’re grateful for?
18. Who’s someone you grew closer to this year?
19. What’s one way you want to nurture your friendships next year?
20. What’s a funny inside joke we created this year?

3. Laughter and Fun

21. What’s the most ridiculous thing you did this year?
22. Did you have a favorite meme, trend, or viral moment?
23. If this year were a comedy movie, what would the title be?
24. What’s the most random thing that made you laugh this year?
25. Did you have a go-to guilty pleasure this year?
26. What’s a moment this year that felt like it was straight out of a sitcom?
27. What’s the best prank or joke you heard this year?
28. Who’s someone who always made you laugh this year?
29. What’s a silly moment you’ll never forget from this year?
30. If you could sum up the year in three emojis, what would they be?

4. Challenges and Growth

31. What’s something you struggled with this year but overcame?
32. Did you have a moment where you wanted to give up but didn’t?
33. What’s a lesson you learned from a difficult situation this year?
34. What’s a decision you made this year that you’re proud of?
35. How did you practice self-care or resilience this year?
36. What’s something you learned about yourself through a challenge?
37. Who supported you during a tough time this year?
38. Did you have a moment that tested your patience or perseverance?
39. How did you grow emotionally or mentally this year?
40. What’s something you’re letting go of as the year ends?

5. Celebrations and Highlights

41. What’s the best celebration you were part of this year?
42. Did you attend any events that stood out?
43. What’s a small victory you celebrated this year?
44. Did you celebrate a milestone or achievement?
45. What’s the best gift you received this year?
46. What’s the most thoughtful thing someone did for you?
47. Did you throw or attend any memorable parties?
48. What’s a holiday tradition you loved this year?
49. Did you mark any special occasions in a unique way?
50. How did you celebrate your birthday this year?

6. Nostalgia and Reflection

51. What’s a moment from this year that felt like pure nostalgia?
52. What’s a photo from this year that makes you smile?
53. Did you rewatch or revisit something that brought back old memories?
54. What’s a favorite meal or dish you enjoyed this year?
55. Did you hear a song or watch a movie that brought back memories?
56. What’s something from your childhood that you rediscovered this year?
57. Did you reconnect with an old friend or hobby?
58. What’s a place you visited this year that felt familiar or comforting?
59. What’s a memory from this year that you’ll treasure forever?
60. Did you keep any mementos or souvenirs from this year?

7. Looking Ahead

61. What’s one thing you’re looking forward to next year?
62. Do you have a goal or resolution for the new year?
63. What’s a dream you want to pursue next year?
64. Is there a place you want to visit in the upcoming year?
65. What’s something you’d like to try or learn next year?
66. What’s one habit you want to build or break?
67. Is there a tradition or event you’d like to start next year?
68. What’s a fun activity you’d love for us to do together next year?
69. How do you plan to celebrate the start of the new year?
70. What’s one word or mantra you want to guide you next year?

8. Gratitude and Positivity

71. What’s something you’re grateful for this year?
72. Who’s someone who inspired you this year?
73. What’s a small joy that brought you happiness this year?
74. Did you receive any compliments or feedback that meant a lot to you?
75. What’s a moment this year when you felt truly at peace?
76. What’s something you discovered about yourself that you’re thankful for?
77. Who’s someone who always had your back this year?
78. What’s a moment this year when you felt really loved?
79. What’s a quality or skill you developed that you’re proud of?
80. What’s a habit or routine that brought you comfort or joy?

9. Fun and Imaginative

81. If this year were a TV show, what would its theme song be?
82. If you could give this year a title, what would it be?
83. Who would play you in a movie about this year?
84. If you could redo one day from this year, what would it be?
85. What’s a memory from this year you’d like to turn into a story or book?
86. If you could relive one funny moment from this year, what would it be?
87. If you could create a playlist for the year, what’s one song that must be on it?
88. If you had a magic wand, what’s one thing you’d change about this year?
89. What’s a dream you had this year that you’d like to make come true?
90. If you could give yourself advice at the start of this year, what would it be?

10. Friendship and Connection

91. What’s something you appreciated about our friendship this year?
92. Did we have a conversation this year that you’ll always remember?
93. How can I be a better friend to you next year?
94. What’s one thing you’d like us to do together next year?
95. Is there a tradition you’d like to start with me?
96. What’s something you admire about me that you’ve never told me?
97. How can we make sure we stay connected even during busy times?
98. What’s one wish you have for our friendship next year?
99. What’s a fun memory from this year that still makes you laugh?
100. What’s one way we can celebrate the end of the year together?

Final Thoughts

Reflecting on the year with friends is a wonderful way to close one chapter and step into the next with gratitude and clarity. These questions are designed to bring you closer, spark laughter, and deepen your connection.

So, whether you’re lounging on the couch, chatting over dinner, or texting your bestie, let these questions guide you into meaningful and fun conversations. Cheers to a year full of memories and a future filled with possibilities!