50 ‘How Well Do You Know Me’ Questions to Test Anyone

Updated On:

Apr 09, 2025

Curious about who truly gets you? Check out these 50 revealing questions to find out who knows your quirks, preferences, and secrets.


Two young women sitting across from each other at a café table with coffee cups and notebooks, with a green chalkboard in the background reading "HOW WELL DO YOU KNOW ME?"

So I was at brunch last weekend when my best friend Nishit confidently announced he could order my “usual” without even asking. Spoiler alert: he got it completely wrong.😅 (Sorry, Nishit, but I haven’t liked cheese quesadilla since 2021 but I’m really grateful you tried!)

It got me thinking. How well do our friends, partners, and family members really know us?

How well do you know me gif

We share countless moments together, but do they notice those little quirks that make us… us?

That’s why I’ve put together this crazy list of 50 “how well do you know me” questions. They’ll help you know who truly deserves the “knows me best” crown.

Can Anyone Pass These ‘How Well Do You Know Me’ Questions?

1

What’s my favorite way to spend a weekend?

2

If I could only eat one cuisine for the rest of my life, what would it be?

3

What was my childhood dream job?

4

What’s my biggest pet peeve?

5

Which movie can I quote line for line?

6

What’s my go-to comfort food when I’m feeling down?

7

What’s my most irrational fear?

8

If I could travel anywhere tomorrow, where would I go?

9

What three items would I bring to a deserted island?

10

Who is my celebrity crush?

11

What’s my signature drink (alcoholic or non-alcoholic)?

12

What habit of mine annoys you the most?

13

What’s my favorite way to relax after a stressful day?

14

What’s the most embarrassing thing that’s happened to me?

15

What talent do I have that most people don’t know about?

16

What’s the first thing I do when I wake up in the morning?

17

What would I consider a “perfect day”?

18

What topic can I talk about for hours without getting bored?

19

What’s my favorite season and why?

20

What’s my favorite childhood memory?

21

What’s the most adventurous thing I’ve ever done?

22

What’s my biggest insecurity?

23

What’s something I’ve always wanted to try but haven’t yet?

24

What’s my favorite book or author?

25

What makes me laugh the hardest?

26

How do I typically react when I’m angry?

27

What’s my favorite article of clothing?

28

What’s my go-to karaoke song?

29

If I could have any superpower, what would it be?

30

What three words would I use to describe myself?

31

What’s my favorite scent or smell?

32

Who was my first celebrity crush?

33

What’s my favorite holiday, and how do I like to celebrate it?

34

What’s one thing I can’t leave the house without?

35

If I could master any skill instantly, what would it be?

36

What’s my favorite childhood toy or game?

37

What’s my biggest accomplishment that I’m most proud of?

38

What’s my favorite type of music or artist?

39

What would I choose for my last meal?

40

What’s a goal on my bucket list?

41

How do I take my coffee or tea?

42

What’s my favorite time of day?

43

What’s my most used emoji?

44

What’s my most used emoji?

44

What’s the best gift I’ve ever received?

45

What’s my favorite family tradition?

46

What’s my biggest strength?

47

What’s my favorite place I’ve ever visited?

48

What’s my go-to outfit for a casual day?

49

What’s my guilty pleasure TV show or movie?

50

If my life had a theme song, what would it be?

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| WRITTEN BY

Varun Pahwa

Varun Pahwa

Hey there! I’m Varun, founder of Uprisehigh.com. I’m committed to helping people through relationship problems and general life issues so they never feel alone.

While not blogging, you’ll find me lifting weights, spending time in solitude, seeking life’s answers or enjoying time with close ones.

Join me on Uprisehigh and just like a close friend, you’ll find me by your side on every step of your life journey!

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