How Well Do You Know Your Brother? 40 Quiz Questions

Forty "how well do you know your brother" questions, in three tiers, for whenever you need to fill twenty minutes with something other than football talk.

What makes a brother quiz different from a general sibling one?

Brother dynamics tend to run through competition, shared hobbies, and a specific brand of loyalty that doesn't get said out loud much. These questions are built to surface that without asking anyone to get soppy about it.

Tier 1 — Basic facts (14)

1. What's his shoe size?
2. What team does he support, and has that ever changed?
3. What was his first job?
4. What's his go-to takeaway order?
5. What car did he learn to drive in?
6. What's the nickname only the family uses for him?
7. What was the first phone he owned?
8. What's his actual job title right now?
9. What's the one food he refuses to eat?
10. What was his university or college, if he went?
11. What's his usual excuse for being late?
12. What's his star sign — does he know it, or care?
13. Who was his best mate growing up?
14. What's his go-to hangover cure?

Tier 2 — Habits and history (13)

15. What's the thing he's most competitive about with you?
16. What was the injury he's still proudest of?
17. Who was better at sport growing up — him or you?
18. What's the item of clothing he wore until it fell apart?
19. What's the one lie he told your parents that he got away with?
20. What's the video game or hobby he was obsessed with as a teenager?
21. Who does he call first with good news?
22. What's the nickname his mates gave him?
23. What's the thing he's borrowed from you and never returned?
24. What's his most-used phrase, according to his partner or mates?
25. What's the compliment from a parent he never got tired of?
26. What's the argument between you two that's never fully resolved?
27. What's the one household task he was always terrible at?

Tier 3 — The honest round (13)

28. What's something he's never told your parents?
29. What does he actually think of your partner (or your ex)?
30. What's a compliment you've never said to him directly?
31. What's the childhood moment he's still slightly bitter about?
32. What does he think you're better at than him?
33. What does he think he's better at than you?
34. What's a secret he's kept for you?
35. What's a secret you've kept for him?
36. What's the thing about your family he'd change if he could?
37. What's the version of his life story he'd tell a stranger?
38. What's the thing he's most proud of that he doesn't talk about?
39. What's the moment he stopped being "the little brother" (or "the big brother") to you?
40. What's one thing he wants you to know but has never said?

How do you run this without it feeling forced?

Split the questions in half: each brother answers about himself and about the other. Read them out loud, tally matches. Loser buys the next round — it's a brother quiz, there has to be a stake.

For long-distance brothers, this works fine over a call with questions sent ahead in a shared doc. Save Tier 3 for a proper sit-down, not a five-minute catch-up between meetings.

Build one from your actual chat history

If you've got a family or brothers-only WhatsApp group, upload the export to WhatsQuiz and get a quiz built from real messages — who never replies, who sends the most memes, who owes who money according to the group chat archive. Check the how-well-do-you-know-me hub for other formats, including the sibling version that covers the whole family.

What should I read next?

• "How well do you know me" questions for siblings — the whole-family round.
• How well do you know your sister? Quiz questions — the sister equivalent.
• Sibling quiz questions and answers — for running a proper scored quiz.