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50 Deeply Interesting Questions to Ask a Girl

50 Deeply Interesting Questions to Ask a Girl

It happens to everybody at some stage. You finally get to have a conversation with your dream girl, and then you freeze. You cast your eyes around wildly, trying to think of something charming to say or witty questions to ask her.

Instead, all that comes out is stuttering and stammering while she stands there looking at you and shaking her head. To avoid that sinking feeling of knowing that you’ve blown it, have a set of questions to ask a girl in mind to keep the conversation going. Don’t write them down, because that will look weird!

Here are some very good examples of questions to ask a girl:

Casual questions to ask


01“What’s the last movie you watched? What was your impression of it and did you enjoy it?”


film making shooting field
Image from Pexels – under CC0 license


02“Are you a couch potato or a gym junkie? Or do you fit in somewhere in between?”


03“What’s your favorite item on the McDonald’s menu and why?”


girl eating french fries macdonald

Photo by from Pexels


04“What’s the first thing you do when you get home after a really long day at work or school?”


05“What bad habits does your roommate have that drive you to the brink of insanity?”


06“Have you ever been skydiving? If you were given the opportunity, would you throw yourself out of a plane mid-flight?”


skydiving airforce in the air

Image from Pexels – under CC0 license


07“Do you believe that eggs should be refrigerated or stored at room temperature? I’d love to know where you stand on this ‘egg-stremely’ important debate!”


quail egg in a cup

Photo by Gaelle Marcel on Unsplash


08“What types of things did your parents do to embarrass you when you were a teenager? Do you think you’d do them too when you’re a parent?”


09“Do you prefer red meat or white meat? Have you ever tried an unconventional meat source, such as alligator?”


10“Do you have a neat handwriting? Do you think a person can tell a lot about you by looking at your handwriting?”


the eyes are useless when the mind is blind

Photo by Bich Tran from Pexels


11“What’s the longest road trip you’ve ever been on? Who were you with?”


12“What type of movies do you have in your DVD collection? Do you have stereotypically girl movies, or are you into movies like fantasy, etc.?”


13“Do you judge a book by its cover? What does my cover say to you?”


fashion magazine black framed glasses

Photo by Jess Watters from Pexels


14“If you were driving down the road and saw an elephant standing in the middle of it, how would you respond?”


15“Do you like going to the movies and dealing with people on their phones or yelling kids? Or do you prefer watching them at home on DVD in your favorite comfortable clothes?”


16“Growing up with brothers and sisters, did you ever secretly wish you were an only child?”


17“What’s your taste in room décor? What do you think a person’s tastes in room décor say about their personality?”


double bed empty bedroom

Photo by wayX from Pexels


18“When you go shopping, do you stick to the list? Or do you leave the list at home? Or don’t make a list at all and just wing it?”


19“Do you get irritated with bad drivers and yell at no one in particular when they cut you off?”


20“Do you talk to the TV when you’re watching the news and you see something that makes you angry?”



21“Do you think it’s okay to tell a white lie so that you don’t hurt someone else’s feelings? How do you respond when people do it to you?”


22“What’s the worst thing you’ve ever done to a friend and how did you deal with it? Are you still friends with the person or not?”


23“Have you ever been on a blind date, excused yourself to go to the bathroom, and then left out the back door?”


sign board for toilets washrooms
Photo by Hafidz Alifuddin from Pexels


24“What’s the worst pick-up line you’ve ever used? What’s the worst pick-up line that’s ever been used on you?”


25“What’s the worst excuse you’ve used to break up with someone? What’s the worst excuse an ex-partner has used to break up with you?”


Deep questions to ask a girl


26“What types of charities or causes are you interested in? Why do you rate them as important?”


27“What do you think is the secret to relationship success? Who do you look to as an example of how a relationship should be?”


28“Do you see homeless people on the street and wonder what it would feel like if it happened to you?”



29“How do you think political decisions made at the top affect everyone in the nation, and do you think we have the power to do anything about them?”


30“How do you rate education as opposed to experience? Do you think an education automatically makes you good at something?”


throwing graduaion caps in the air university
Photo by Vasily Koloda on Unsplash


31“If you had to choose between brokering world peace and ending world hunger, which would you choose?”


32“What are some of the happiest memories of your childhood? Where were you, what were you doing, who were you with?”


33“What do you do if you see stray animals on the street or if you see animals being abused or neglected?”


stray dog lying on staircase

Photo by Lauren Kay on Unsplash


34“What do you believe makes people truly happy – love, money, or both? Why?”


35“If you were given the chance to have your dream job but it meant moving far away from your family, would you do it?”


36“Are you the type of person who has a wide circle of acquaintances or a small tight-knit group of friends?”


37“How family-oriented are you? Did you grow up in a close family? Are you still close with them today?”


38“What kind of kid were you at school? Were you one of the cool kids or not?”


students happily smiling window school

Photo by bill wegener on Unsplash


39“What importance do you place on having children one day? What type of mother do you think you’d be?”


40“A close friend of mine recently died. Have you lost anyone you were really close with? How did you deal with your grief when they passed away?”



41“Which do you think is easier to manage with out for a day: water or electricity, and why?”


42“If your best friend had to describe what type of person you are, what would they say?”


43“If your worst enemy had to describe what type of person you are, what would they say?”


funny quote tracy morgan lol
Image from Canva – under one-time use license


44“Do you tend to be judgmental when people do things you don’t approve of like smoking, drinking, eating meat, partying, etc.?”


45“What’s your ideal way to spend a Saturday? Do you like being active and out and about, or do you prefer to be home curled up on the couch?”


46“When given the choice, do you insist on reading the book before seeing the movie or vice versa?”



47“If you were to be remembered for one thing in life, what would you like it to be?”


48“What would you rate as your absolute worst vice in life and why? Do you think you could ‘kick the habit’ if you put your mind to it?”


49“Would you rate yourself as a ‘doer’ or a ‘thinker’ when it comes to making decisions or trying something new?”


chimpanzee focusing listening thinking
Image from Pexels – under CC0 license


50“What’s your position on global warming and ‘going green’? What do you think is the best way we can protect the environment?”