50 Deep & Funny "How Well Do You Know Me" Questions

Quiz your friends or significant other to see how well they know you with these questions ranging from the silly to the serious

Co-authored by Dev Murphy

Last Updated: January 18, 2023

Want to know if your BFF or bae has been paying attention? They probably know a lot about you, but we'd bet there are still a few facts that would surprise them! Asking them questions about yourself is a fun way to quiz them on how well they know you, including your likes, dislikes, dreams, and fears. Check out our list of how-well-do-you-know-me questions, ranging from the every day to the more unique or even downright strange—and when they’ve answered them all, flip the script and answer the questions about them in return!

Things You Should Know

Make sure your friends are paying attention by asking them questions about your likes and dislikes, career goals, and more.
Delve a little deeper and ask them what they know about your fears, your most embarrassing moments, and your biggest insecurities.
Stump them with goofy or unique questions like "If I were an animal, what would I be?" and "What's my favorite smell?"

Section 1 of 1:

"How Well Do You Know Me" Questions

1
“If I could travel anywhere, where would I go?”
2
"Am I a morning person or a night owl?"

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3
"If my life was a TV series, who would I want to play me?"
4
"What's my star sign?"
5
"Who is my celebrity crush?"
6
"Do I prefer sweet or savory foods?"
7
"What's my favorite podcast?"
8
“What is my middle name?”
9
"What has been my most embarrassing moment?"
10
"What would be my dream vacation?"
11
"What size shoe do I wear?"
12
“When is my birthday?”
13
“What food do I hate?”
14
"Would I rather have hands for feet, or feet for hands?"
15
"Would I rather live by the ocean or in the mountains?"
16
“What's something that always cheers me up when I'm sad?”
17
“What is my biggest insecurity?”
18
"What's my favorite ice cream flavor?"
19
“What is my favorite movie?”
20
“What is my favorite food?”
21
"What is my favorite restaurant?"
22
"Do I like talking on the phone, texting, or chatting in person more?"
23
"Would I rather live in the heart of a bustling city, or out in the secluded country?"
24
“What is my biggest pet peeve?”
25
"If I had a time machine, what time would I visit and why?"
26
"If I were an animal, what animal would I be?"
27
"What is my favorite sport to play?"
28
"If I could meet one historical figure, who would it be?"
29
“What's my favorite TV show?”
30
"What pets did I have growing up?"
31
"What are my plants' names?"
32
“How did we meet?”
33
"Do I prefer dark, milk, or white chocolate?"
34
"Would I rather be an astronaut or a deep sea diver?"
35
"If I had the choice to become immortal, would I do it?"
36
"Who was my favorite teacher growing up?"
37
“What is my biggest fear?”
38
“What does my ideal life look like?”
39
“What are my career goals?”
40
“What do I like most about you?”
41
“What is my favorite song or artist?”
42
“What are my talents?”
43
“Who was my childhood hero?”
44
“What's my favorite smell?”
45
“What are my parents' names?”
46
“What is one of my best childhood memories?”
47
“Am I a dog or a cat person?”
48
“Do I have any allergies?”
49
“If I could bring anyone back to life, who would it be?”
50
“What is my biggest secret?”