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145 Questions To Ask Your Crush That Will Keep The Conversation Flowing

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Oh, that lovey-dovey feeling and the butterflies... Having butterflies in your stomach feels like you are on top of the world, doesn't it? Or that you are about to throw up. Either of the two. Especially when you are prepping to go on a first date with that special someone. What do I ask them? What if I say something stupid? While it would be ideal for the conversation to just flow and for there to be no awkward silent pauses, that only happens in movies. In reality, it's not all smooth like butter. Well, unless you have crazy chemistry going on. But assuming you are on the lookout for questions to ask your crush, you need a little prep me up ahead of your date.

However, doing a little homework beforehand ain't never hurt nobody. There are many foolproof questions to ask to get to know someone that will liven up the conversation. After all, questions are always good conversation starters as you show interest in the person you are talking to. Yet, starting off with flirty questions to ask your crush might not be the best way to strike up the conversation, as you might appear too pushy. Yes, by that, I mean asking whether they would like to Netflix and chill at your place. That's a no-go.

However, there are plenty of conversation starters and good questions to ask your crush that will keep the conversation going. To put in my twopence from the journalistic experience, the best way to get the dialogue flowing is to ask open-ended questions. That's a foolproof way not to run into a brick wall. And another good way to prevent the conversation from coming to a dead end is to simply ask: why? Pluck up details you learned from the conversation and the answers they gave you and expand on them.

Below, we've compiled some interesting questions to ask and deep conversation starters for when you really want to get to know the person. And don't worry, "What's your favorite color" is not one of them. Nevertheless, if the chemistry is just not there and you feel you have to push through the conversation, maybe they are not the one. Remember that the effort must come from both sides. And hey, good luck! We are rooting for you!

Is there a tried-and-tested question to ask your crush that has worked like a charm for you? Share it with others!

This post may include affiliate links.

#1

Who do you listen to more, your heart or your brain?

10points

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#2

What’s the worst advice you’ve ever given someone?

10points

#3

How do you think you would fare in the Hunger Games?

9points

#4

When was the last time you cried?

8points

#5

Do you have any phobias?

8points

#6

What’s the best thing you’ve done for someone?

8points

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#7

What is the one thing you fear the most?

8points

#8

What songs do you usually sing in the shower?

8points

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#9

What’s the one thing that you’re too tired of explaining to people?

8points

#10

If you were arrested for something, what would your family and friends assume it would be?

8points

Matthew Jameson 2 years ago

a crime

2points

#11

What question do you hate being asked?

8points

Matthew Jameson 2 years ago

If I want to foxtrot

0points

#12

What would you do if you knew that no one would judge you for it?

8points

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#13

What’s the quality you admire the most in the person that you dislike the most?

8points

Matthew Jameson 2 years ago

A non existing tolerance of pain

1point

#14

What’s the last thing you did for the first time?

8points

#15

What food do you want to be served as your very last meal?

8points

Matthew Jameson 2 years ago

Fortune cookie

3points

#16

What is something that people usually misunderstand about you?

8points

Matthew Jameson 2 years ago

That I try hard not to be funny looking

0points

#17

What's your love language?

8points

Matthew Jameson 2 years ago

Morse code pig latin

1point

#18

What popular personality from the past do you think would be Instagram famous today?

8points

Matthew Jameson 2 years ago

Pol Pot

0points

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#19

If you could find out how you would die, would you want to know?

8points

Matthew Jameson 2 years ago

I was still alive? Maybe.

-1point

#20

Do you believe in second chances? Why or why not?

8points

#21

Funniest lie you told as a kid?

8points

#22

Where would you like to live if you could choose to live anywhere in the world?

7points

#23

What do you hate most about people?

7points

Jihana 2 years ago

Their existence

1point

#24

What are you proud of but never get the chance to talk about?

7points

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#25

Have you murdered anyone recently?

7points

Matthew Jameson 2 years ago

Define recently

1point

#26

What are the funny things that you believed as a child?

7points

Amy S 2 years ago (edited)

That hard work would make you successful. Not that hard work won't make anyone successful, just that it's not that easy/simple, especially when you have long term health conditions.

-1point

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#27

How would you spend an ideal fake sick day?

7points

Matthew Jameson 2 years ago

Pretending to target vomit out my window

0points

#28

What’s a relationship dealbreaker for you?

7points

Matthew Jameson 2 years ago

The player to be named later. Usually.

-1point

#29

What is one thing that you swore you’d never do again?

6points

Matthew Jameson 2 years ago

Thing? Susanne Murphy. Thanks so much for reminding me of that night.

0points

#30

Would you rather choose love or money?

6points

Matthew Jameson 2 years ago

I choose penniless hatred

-1point

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#31

What’s the worst thing you have experienced so far?

6points

Matthew Jameson 2 years ago

That Jimi Hendrix cover band

-1point

#32

If you could go back in time, what would you do differently?

6points

Matthew Jameson 2 years ago

Ill let you know

0points

#33

What’s the craziest thing you’ve ever done?

6points

Matthew Jameson 2 years ago

Wiped my butt with Mr Clean disinfectant wipes. (they looked like baby wipes)

0points

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#34

Do you like adventure?

6points

Matthew Jameson 2 years ago

Only when I'm feeling....advantageous

0points

#35

What do you do for fun?

6points

Matthew Jameson 2 years ago

You don't want to know

0points

#36

Do you have a bucket list?

6points

#37

What’s the one thing you can’t live without?

6points

Jihana 2 years ago

A heartbeat?

1point

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#38

What were you like when you were a child?

6points

#39

Would you rather live in the city or in nature?

6points

#40

If there was one thing you could save from a burning house, what would it be?

6points

#41

If you had a time machine, would you go back to the past or travel to the future?

6points

#42

Who do you think is the best actor/actress to play as you in a movie about your life?

6points

#43

What’s the most foolish purchase you’ve ever made?

6points

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#44

If peanut butter wasn’t called peanut butter, what would it be called?

6points

Matthew Jameson 2 years ago

Nut butt?

0points

#45

How funny was your first-ever email address or username? Do you mind telling it to me?

6points

Matthew Jameson 2 years ago

MenaceToSobriety@hotmail

-1point

#46

If money wasn’t an issue, what would you do with your life?

6points

Matthew Jameson 2 years ago

Starve

-1point

#47

What’s the worst date you’ve ever had?

6points

Matthew Jameson 2 years ago

October 17, 2004

-1point

#48

The world is ending in 24 hours. How do you spend the rest of your time in this world?

6points

Matthew Jameson 2 years ago

23 hour nap then eat some wings

1point

#49

Which website do you waste most of your time in?

6points

Matthew Jameson 2 years ago

Ill give ya one guess...

-1point

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#50

If you were to write a book, what would it be about?

6points

Matthew Jameson 2 years ago

About 4 pages

-1point

#51

If you could pick a day to relive over and over, what day would it be and why?

6points

Matthew Jameson 2 years ago

Houndog Day. Because I'm an a*s.

-1point

#52

Who is your nemesis?

6points

Matthew Jameson 2 years ago

Fido. Definitely Fido.

-1point

#53

What are you proud of right now?

6points

Matthew Jameson 2 years ago

That I skipped a few of these. And about to go to sleep.

-1point

#54

What’s something you wish would go out of style forever?

6points

#55

What’s your go-to karaoke song?

6points

Matthew Jameson 2 years ago

Frankenstein by Edgar Winter. I just stand there.

-1point

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#56

What’s something you consider a guilty pleasure?

6points

Matthew Jameson 2 years ago

A suspended sentence

-1point

#57

If your life was a TV show, what would the theme song be?

6points

#58

What's something weird that you find attractive?

6points

FRAN6IX 2 years ago

Thick funny women

0points

#59

Do you know how your parents met?

6points

#60

What is the worst possible name you might give your child?

6points

Matthew Jameson 2 years ago

Coolio. My last name is Iglesias.

0points

#61

What are some of your favorite places to be with your partner?

5points

Matthew Jameson 2 years ago

three legged sack races

-1point

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#62

What is the best gift you’ve ever received?

5points

Matthew Jameson 2 years ago

Gab

-1point

#63

What do you think about open relationships?

5points

#64

What’s the first thing that came to your mind when you first saw me?

5points

Matthew Jameson 2 years ago

evil thoughts and evil doings

-1point

#65

Do you have any ambitions?

5points

Matthew Jameson 2 years ago

Yes. Lets leave it at that.

-1point

#66

Is there anything you would like to change about yourself?

5points

Matthew Jameson 2 years ago

I wish for a prosthetic head

-1point

#67

If you were an animal, what would you choose to be?

5points

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#68

What’s your favorite TV show?

5points

#69

Do you like small meet-ups or big parties?

5points

#70

Do you like to spend time in nature?

5points

Matthew Jameson 2 years ago

Mother Nature

-1point

#71

What is the one thing you spend money on even though you know you shouldn’t?

5points

Matthew Jameson 2 years ago

Taxes

1point

#72

Do you believe in soulmates?

5points

#73

Do you have a crush?

5points

Matthew Jameson 2 years ago

Have or had?

0points

#74

What’s your favorite thing to do on the Internet?

5points

Matthew Jameson 2 years ago

Google google

0points

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#75

What do you do when you’re feeling sad?

5points

#76

Have you ever had your heart broken?

5points

#77

How do you deal with break-ups?

5points

#78

What does “fun” look like to you?

5points

#79

How vivid are you dreams?

5points

#80

How do you usually react when you’re crush is nearby?

5points

#81

How do you position a roll of toilet paper, over or under?

5points

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#82

If you have to sit on a person for the rest of your life, who would it be and why?

5points

#83

What’s something that you think I wouldn’t believe about you?

5points

#84

What’s your most bizarre pet peeve?

5points

#85

If you had a plane ticket that can take you anywhere you want in the world, where would you go?

5points

#86

If real life was like a video game, what level are you now?

5points

#87

If you were an inanimate object, what would you be and why?

5points

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#88

What’s the pettiest thing you’ve ever done in your life?

5points

Jihana 2 years ago

Some years ago I was called into a meeting with the CEO. I knew she was gonna fire me. So I went to the toilet before and did not wash my hands afterwards because I knew she would want to shake hands.

1point

#89

If you could jump into a pool of anything, what would it be?

5points

#90

What is your favorite childhood memory?

5points

#91

Do you believe in the paranormal and would you go ghost hunting?

5points

#92

Could you go for a week without your cell/smart phone?

5points

#93

Do you volunteer anywhere?

5points

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#94

What does your name mean, and why did your parents give it to you?

5points

#95

What makes for a perfect date, in your opinion?

5points

#96

If you could only eat three foods for the rest of your life, what would they be?

5points

#97

What is one rule you really enjoy breaking?

5points

#98

What's something you're really looking forward to?

5points

#99

What's one rule to live by?

5points

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#100

On a scale of 1 to 10, how weird are you?

5points

#101

If you could live in another era, what era would it be?

5points

#102

Which is more important to you: platonic friendships or romantic relationships?

5points

Matthew Jameson 2 years ago

Total isolation

0points

#103

Do you judge a book by its cover?

5points

#104

Which app on your phone do you use the most?

5points

#105

Do you believe in magic?

4points

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#106

Is your best friend male or female?

4points

Matthew Jameson 2 years ago

Female. She's a ferret though.

0points

#107

What’s the first thing you would do if you had lots of money?

4points

#108

What’s your opinion about cheating in a relationship?

4points

#109

Do you think about the future?

4points

#110

Do you believe in karma?

4points

#111

How many times did you look at a mirror today?

4points

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#112

What is the most normal thing about you as a person?

4points

#113

Would you rather be able to fly or teleport?

4points

Jihana 2 years ago

Oh that's a good one! I think I would enjoy flying. But teleporting? Man that would be awesome. No more one hour commute on three different subway lines. And there is no restriction of the distance. You can teleport just about anywhere. With flying there is only so far you can go.

0points

#114

What takes most of your time in your everyday life?

4points

Jihana 2 years ago (edited)

My job

0points

#115

What do people usually get wrong about you?

4points

#116

What’s the most horrifying thing you could think of?

4points

#117

How many ducks can you defeat if they all came at you at once?

4points

Matthew Jameson 2 years ago

All of them. With a badminton racket.

0points

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#118

What would be the title of the book/movie about your life?

4points

#119

Which historical person would you like to have lunch/dinner with if it was possible?

4points

#120

What’s the place you would definitely not go to and why?

4points

#121

Which celebrity do you think will be president next?

4points

#122

Which do you value more: honesty or loyalty?

4points

#123

Have you ever broken someone’s heart?

4points

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#124

Have you ever been caught cheating on a test?

4points

#125

If Donkey Kong is a monkey, not a donkey, why was he given that name?

4points

#126

What is your weirdest quirk?

3points

#127

What is your favorite song?

3points

#128

Are you superstitious?

3points

#129

What are the things that you find exceedingly laughable but other people don’t?

3points

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#130

What’s the most hilarious nickname anyone has ever given to you?

3points

#131

Who would you eat first if you suddenly turned into a zombie?

3points

#132

If you could change your name, what would you like it to be?

3points

#133

What’s the most interesting question you can ask someone in order to get to know them?

3points

Matthew Jameson 2 years ago

How's the hammer hanging?

0points

#134

Would you rather be a cat or a dog?

3points

#135

What’s the weirdest animal you would want as a pet?

3points

Matthew Jameson 2 years ago

An angry wolverine with syphilis

-1point

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#136

What’s the weirdest thing you find attractive in a person?

3points

#137

Do you ever wonder why we’re here?

3points

#138

Choose one: Bulbasaur, Squirtle, or Charmander?

3points

Matthew Jameson 2 years ago

Vodka

-1point

#139

What do you think you’ll be like in old age?

3points

#140

Do you like huge parties or would you rather spend time in a small group/alone?

3points

#141

Would you rather your loved ones always be truthful with you or tell you lies to protect your feelings?

3points

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#142

What’s your philosophy on life?

3points

#143

Have you ever tried talking to your dog?

3points

Matthew Jameson 2 years ago

Hourly

-1point

#144

Do you think penguins have knees?

3points

Matthew Jameson 2 years ago

Sometimes

-1point

Violeta Lyskoit

Violeta is an SEO Editor at Bored Panda. She has completed her higher education at Northumbria University with a bachelor's degree in Media & Journalism.

Violeta is an SEO Editor at Bored Panda. She has completed her higher education at Northumbria University with a bachelor's degree in Media & Journalism.

Saimonas Lukošius

Saimonas is a list curator at Bored Panda with BA in Multimedia. Saimonas has mainly worked as a freelance graphic designer, illustrator and finds joy in anything related to visual arts.

Saimonas is a list curator at Bored Panda with BA in Multimedia. Saimonas has mainly worked as a freelance graphic designer, illustrator and finds joy in anything related to visual arts.

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