35 First Date Questions That Beat ‘What Do You Do?’

Updated On:

Mar 29, 2025

Nervous about awkward silences on your first date? Try these 35 engaging questions that’ll keep the conversation flowing naturally.


illustration of a young couple having colorful drinks at an outdoor café with a question mark speech bubble between them, featuring autumn trees in the background and "First Date Questions"

First dates: Where small talk goes to die and “What do you do?” gets asked for the billionth time. 😂

Let’s be honest. We’ve all sat across from someone cute, mind completely blank, while internally screaming “SAY SOMETHING INTERESTING!”

Say something interesting gif

Plot twist! Six years ago, I ditched the boring questions, brought some actually good ones to a movie date, and that person’s still my girlfriend today.

Right now, I’m going to share a list of 35 such questions that actually work. They start light (no trauma-dumping before the appetizers arrive) and gradually dig deeper.

Here they come…

The Only First Date Questions You’ll Ever Need

1

What’s something that always makes you laugh, no matter your mood?

2

If you had a free day with absolutely no obligations, how would you spend it?

3

What’s a small thing that brings you immense joy?

4

What’s a simple pleasure you never get tired of?

5

What’s something you’re curious about but haven’t explored much?

6

What’s something you’ve always wanted to try but haven’t had the chance to yet?

7

What were you like as a kid, and how have you changed since then?

8

What book, movie, or show has influenced you the most?

9

What’s a tradition or habit from your upbringing that you value?

10

What’s something you’re particularly proud of that most people don’t know about you?

11

What’s the most meaningful compliment you’ve ever received?

12

What’s something that’s surprised you about your adult life?

13

What’s one goal you’re currently working toward?

14

What would your perfect day look like from start to finish?

15

What’s your favorite way to recharge when you’re feeling drained?

16

What’s a quality you really admire in others?

17

What would be impossible for you to give up?

18

How do you define success for yourself?

19

What makes you feel most like yourself?

20

What’s a food combination you love that others find strange?

21

If you could teleport anywhere for just one day, where would you go?

22

Who was your biggest influence growing up?

23

What’s a personal rule you never break?

24

What’s the most beautiful place you’ve ever been?

25

What’s a small decision you made that ended up changing your life?

26

What’s a relationship deal-breaker for you?

27

What do you think is your greatest strength in relationships?

28

What kind of relationship did your parents have, and how has it affected you?

29

What part of yourself are you still trying to figure out?

30

What’s a question you wish more people would ask you?

31

What’s something you believe about love that most people might not?

32

What grounds you when life gets overwhelming?

33

What do you think is the most important element in a healthy relationship?

34

What’s your biggest non-negotiable when looking for a partner?

35

What kind of support do you value most from the people close to you?

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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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