Wedding season is full of traditions, some sweet, some tear-jerking, and some just downright hilarious. And one of the most fun ways to celebrate the groom before he says “I do” is by playing a round (or several) of Who Knows the Groom Best.

Whether it’s during the bachelor party, the rehearsal dinner, or a casual wedding-weekend game night with friends and family, these questions are the ultimate way to see who really knows the groom inside and out. From funny childhood memories to quirky habits and even his hidden talents, you’ll be surprised by the stories that come up and the laughter they’ll bring.

I can tell you this: games like these aren’t just about laughs. They’re about connection. They give people permission to share stories, reveal little-known quirks, and celebrate the groom in a way that feels personal and unforgettable.

So grab some snacks, pour the drinks, gather your crew, and let’s dive into 100 unique, fun, and good-vibe questions for your next bridal or wedding party night. Find more games and conversation starters here.

100 Questions on who knows the Groom best.

Childhood & Teenage Years

1. What was the groom’s very first pet’s name?
2. What was his absolute favorite toy growing up?
3. Who was his childhood celebrity crush?
4. What sport did he try—and totally fail at?
5. What subject did he secretly hate the most in school?
6. What was his go-to after-school snack?
7. Who was his partner-in-crime growing up?
8. What’s the silliest school project he ever turned in?
9. Which cartoon could he never miss as a kid?
10. What was the nickname his family used for him?

Funny Groom Habits

11. What’s the weirdest food combination he actually enjoys?
12. What’s one thing he always forgets to do?
13. What’s his guilty pleasure TV show?
14. How long does he actually take to get ready?
15. What’s his most-used phrase or catchword?
16. What’s the funniest ringtone he’s ever had?
17. What’s the one snack he can’t resist buying?
18. What’s his most unusual daily ritual?
19. What’s the most random thing he collects?
20. What’s the strangest thing you’ll find in his car right now?

Groom & Love Story

21. Where did the groom and bride go on their first date?
22. What’s the first gift he ever gave her?
23. Who said “I love you” first?
24. What’s his go-to romantic gesture?
25. What’s the couple’s favorite date night activity?
26. What food do they argue about ordering most often?
27. What song reminds him of the bride?
28. How long did he take to plan the proposal?
29. What’s his funniest memory with her so far?
30. Who’s the better cook—him or her?

Groom’s Favorites

31. What’s his favorite pizza topping combo?
32. What’s his favorite movie to rewatch again and again?
33. What’s his favorite sports team?
34. What’s his dream vacation destination?
35. What’s his favorite comfort meal?
36. Who’s his favorite comedian?
37. What’s his favorite holiday tradition?
38. What’s his favorite drink at a bar?
39. What’s his go-to karaoke song?
40. What’s his favorite time of year?

Work & Ambition

41. What was his very first job?
42. What’s his dream career (if money wasn’t an issue)?
43. What’s the funniest mistake he’s ever made at work?
44. What job would he be terrible at?
45. What’s his proudest career moment so far?
46. What’s his ultimate side hustle idea?
47. Who at work knows him best?
48. What’s the longest he’s ever stayed at one job?
49. What’s his go-to excuse for being late?
50. What’s one skill he wishes he had mastered?

Adventures & Fun

51. What’s his most embarrassing vacation memory?
52. What’s the craziest food he’s ever tried?
53. What’s his most hilarious camping story?
54. Has he ever gotten lost on a road trip?
55. What’s his dream car?
56. Who’s his ultimate travel buddy?
57. What’s the weirdest souvenir he’s ever brought home?
58. What’s his go-to drink order on a plane?
59. What’s the one city he never wants to visit again?
60. What’s his funniest airport disaster story?

Groom & Friends

61. Who’s his oldest friend?
62. Who knows his most embarrassing secret?
63. Who has been in the most trouble with him?
64. Who’s the friend he calls when he needs advice?
65. Who has the funniest inside joke with him?
66. Who was his first “bro” roommate?
67. Who’s seen him at his wildest?
68. Who once dared him to do something unforgettable?
69. Who’s the most likely to roast him in a speech?
70. Who’s the most protective of him?

Groom & the Bride

71. What’s the pet name he uses for her?
72. Who plans their date nights most often?
73. What’s his go-to way to apologize after a fight?
74. Who’s more likely to win a game between the two of them?
75. Who’s the more adventurous eater?
76. What’s the funniest argument they’ve ever had?
77. Who’s the better driver?
78. What’s the couple’s dream vacation?
79. Who’s more likely to fall asleep during a movie night?
80. What’s the groom’s most thoughtful surprise for her?

Random Fun

81. What’s his most irrational fear?
82. What’s the funniest costume he’s ever worn?
83. What’s his favorite ice cream flavor?
84. What’s the weirdest dream he’s ever shared?
85. What’s the most random fact he always brings up?
86. What’s the funniest YouTube video he can’t stop watching?
87. What’s his go-to excuse when he doesn’t want to go out?
88. What’s the silliest bet he’s ever lost?
89. What’s the weirdest text he’s ever sent?
90. What’s the one song he secretly loves but won’t admit?

Sentimental & Sweet

91. Who inspired him most growing up?
92. What’s the proudest moment of his life so far?
93. What’s the best advice he’s ever received?
94. Who does he admire most?
95. What’s one lesson he wants to pass on to his future kids?
96. What’s his idea of the perfect Saturday?
97. What’s the most meaningful gift he’s ever given?
98. What’s the best compliment he’s ever received?
99. What’s the one thing he’s most grateful for?
100. What’s his biggest dream for the future?

Amazon Picks for Hosting the Perfect Game Night

If you’re planning to play this game at a wedding party, make sure you set the vibe right. Here are some Amazon favorites that will take your night from fun to unforgettable:

• Who Knows the Groom? Game Cards – Ready-made cards to make game hosting a breeze.
• Table Topics Conversation Starters – A great backup to keep the questions flowing all night.
• Disposable Cameras – Hand these out so guests can capture funny reactions and candid moments.
• Party Shot Glasses Set – Because no wedding game night is complete without celebratory toasts.
• Bluetooth Party Speaker – Keep the background music going for nonstop good vibes.

Final Thoughts

Playing Who Knows the Groom Best is more than just a party game. It’s a chance to relive old memories, tell hilarious stories, and celebrate everything that makes the groom who he is. The laughs will come naturally, but the stories the ones that the bride may even hear for the first time, are what make it so special.

So whether you’re at a bridal shower, bachelor party, or just hanging out the night before the wedding, bring this list of 100 unique questions and get ready for a night filled with connection, laughter, and the best vibes ever.