100+ Deep & Flirty Questions to Ask Your Crush (Updated)

100+ Deep & Flirty Questions to Ask Your Crush

It is a well-known fact that talking to your crush is difficult since crushes are considered extraterrestrial entities that are out of most people’s leagues. This post will provide you with tips on how to ask your crush 100+ deep and flirty questions.

Every one of us has had that moment in our lives when we had a crush on someone but had the bravery to approach them because we lacked the courage. We felt it would be a fantastic opportunity to help out our readers who could be in a sticky situation with their crushes and aren’t sure what deep & flirty questions to ask your crush while texting because we’ve been there.

We believe that using humor to break the ice with a crush is the greatest approach to do it because people are naturally drawn to humor and admire people with a good sense of humor. You don’t always need an elaborate move to wow your crush; you may literally start off the conversation by being cool and flowing into it; with some deep and flirty questions to ask your crush, which is engaging but not overboard.

Deep & Flirty Questions to Ask Your Crush

Do you have a crush on someone? Do you want them to know you’ve got a thing for them? So, there’s only one way to find out—ask them! But wait, you don’t want to come out and say it. Isn’t it also true that you don’t want to be bland and boring? So, to aid your flirting, I assume you’ll need to arm yourself with a barrage of deep and flirty questions to ask your crush. Fortunately, this list has you covered!

Don’t be afraid to speak up. Make use of this list to charm your way into your crush’s heart. Just a word of caution: there’s a thin line between flirting and being impolite. I strongly advise you to maintain prudence at all times in order to avoid getting into unneeded difficulties.
Depending on how things go, you may be able to deepen your relationship with your crush or dig a hole for yourself. At the very least, you should be able to elicit a few laughs. Whatever happens, I wish you the best of luck!

Deep & Flirty Questions to Ask Your Crush

During the conversation, we’ve prepared a list of deep and flirty questions to ask your crush. Let’s take a closer look.

  • How come you’re still single despite being so perfect?
  • How about some Netflix and chill?
  • Was it an earthquake, or were you the one who shook my world?
  • Hello, I’m working on a phone book right now. Is it possible for me to get your phone number?
  • Did you smile at me or did the sun come out?
  • Did it hurt a lot when you plummeted from the sky?
  • Is there a nearby airport, or is it only my heart that’s flying off?
  • I’ve got a blemish on my lip. Will you give it a kiss to cheer it up?
  • What are the things you would ask me to do if you had complete authority over me?
  • Would you adopt me and lavish me with unconditional affection if I told you I was an orphan?
  • Do you believe in “love at first sight,” or should I continue on my way?
  • Could you please tell me everything there is to know about yourself?
  • I’m having trouble with my math homework and need some rapid answers. What is your phone number?
  • What makes you so appealing to me?
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  • Where would you like to go on a date if I could take you anywhere in the world?
  • My flirting abilities have deteriorated. Is it okay if I practice them on you?
  • When you’re flirting, what emoji do you generally use?
  • My parents taught me to avoid interacting with strangers. So, how about we get to know each other?
  • Do you have a name, or should I just refer to you by your first name?
  • When I’m not around, how many times do you think about me?
  • Do you mind grabbing my arm so I can tell everyone I’ve been touched by an angel?
  • I used to believe that happiness began with an H. Why does it now begin with the letter U?
  • What do you think our children should be named?
  • How rapidly am I racing through your mind?
  • Do you mind if I take you out because you smell like garbage?
  • I’m completely befuddled! Can you tell me how to go to your heart?
  • Are you an A/S/L?
  • Would you mind if I took a picture of you so that I could show my friends that angels really exist?
  • What are some good make-out moves? Would you like to put them to the test with me?
  • Will you be my nothing if nothing lasts forever?
  • Do you have any plans to find a boyfriend or girlfriend in the near future?

Seductive Inquiries Deep & Flirty Questions to Ask Your Crush

  • Do you have a sense of it right now? How about now? does a seductive pose
  • Would you like to have a massage from me?
  • Do I make your pulse quicken?
  • May I address you as bae?
  • What is your preferred method of seduction?
  • Do you ever think about me?
  • Is it just me, or do we seem to be destined for each other?
  • What else can I take from you than a kiss?
  • Will you be my girlfriend/boyfriend
  • What body type do you prefer?
  • What is it about you that makes me fall in love with you right away?
  • Do you want to make the initial move or should I?
  • How do I get you to turn on?
  • Do you accept applications from boyfriends and girlfriends? I’d like to register!
  • How did you become so attractive?
  • Do you think we’d look good together on a wedding cake?
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  • What would you do if I gave you permission to do anything to me?
  • Didn’t I just see you on Vogue’s cover?
  • Will you let me ride you if you had the ability to shift into a mounted animal?
  • Please respond as soon as possible! What are three things I can do right now to claim you as my own?
  • Correct me if I’m wrong, but dinosaurs still exist today, right?
  • Let’s pretend I’m in the shower. Will you join me or will you grab me as soon as I exit?
  • How many licks does it take to get to your heart’s core?
  • Would you like to put your hand on my shoulder?
  • What are your plans for me right now?
  • How did you become that seductive?
  • I’m looking for the love of my life. Is it possible for you to show me the route to your heart?
  • Do you mind if I borrow a kiss? I promise I’ll return it.
  • How would you react if I told you that you could accomplish anything?

Sexy Deep & Flirty Questions to Ask Your Crush

  • Would you like me to investigate your tickling spots?
  • Are you interested in seeing me without my shirt on?
  • What is the strangest thing that makes you happy?
  • What is your favorite part of your body to kiss?
  • Have you ever attempted to kiss someone? Do you want to work on something with me?
  • What do you do for a living, besides being attractive all day?
  • Your lips appear to be alone. Is it possible for them to meet with me?
  • What would you do if you found me naked in the middle of nowhere?
  • Have you ever tried any make-out movements that you’ve always wanted to? Now’s your opportunity to shine!
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  • Is it true that to know me is to love me? Are you willing to learn more about me?
  • Do you want me to ask you a sexy question?
  • May I use my lips to strike you in the face?
  • What would you do if you awoke to find me laying next to you in your bed?
  • Which do you prefer: bread or bed?
  • What outfit would you like to see me in the most?
  • How do you want me to help you?
  • Do you believe I’m wearing any underpants right now?
  • Do you have any kinks?
  • Would you be offended if I told you that you have a hot body?
  • Is it hot in here, or is it just you?
  • Which portion of your body do you consider to be the most attractive?
  • What element of me do you find most appealing?

Coquettish, Deep & Flirty Questions to Ask Your Crush

  • How is it possible that your relationship status remains unresolved?
  • If I kissed you right now, how would you react?
  • What is it about me that you admire the most?
  • Do you had any dreams about me?
  • Greetings, Mr./Ms. Right, Were you the one on the lookout for me?
  • I’m intrigued. When you left heaven, how did it seem like?
  • I’m shivering. Could you please take my hand in yours for a moment?
  • Do you consider yourself to be a naughty or good person?
  • What causes you to become easily agitated?
  • My name means “difficulty.” Do you still have room in your life for a little trouble?
  • Would you detain me right now, if you were a cop?
  • Is it more important to have nice appearance or intelligence?
  • Hello, I recently purchased a new phone. I’m still not sure how it works. Is it okay if I phone you to put it to the test?
  • Would you like to join me for a bite to eat?
  • Could you kindly assist me for a few moments? That is, if you understand what I mean.
  • Do your parents share your nice looks?
  • Would you mind holding my hand as I go for a walk?
  • Is it true that you are my soulmate?
  • Would you give me a big hug if I asked you unexpectedly?
  • Are you attracted to filthy talk?
  • What was your initial reaction to me?
  • Would you like to accompany me on a romantic date?
  • I recently misplaced my phone number. Is it possible for me to have yours instead?
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  • Do you want to know what I think of you?
  • How long have you known you like me?
  • Will you marry me?
  • Don’t you get bored of racing through my mind?
  • Do you see yourself working with me in the future?
  • Do you mind if I kiss you at any time?
  • Should you or I make the initial move?
  • I am wealthy, attractive, and dissatisfied. So, what are we going to do about it?
  • Has anyone ever complimented you on how attractive you are?
  • Would you pick up the phone and answer if I called you late at night?
  • Do you like to be tickled?
  • How did you get to the conclusion that you already adore me?
  • What are the telltale signals that you’ve fallen in love?
  • What is the best method to ask someone out on a date?
  • How about we go out one of these days?
  • What gift would instantly make you fall in love with someone?

Dirty, Deep & Flirty Questions to Ask Your Crush

  • Do you want me to talk about you in a filthy way?
  • Will I strike it rich tonight?
  • Have you ever attempted mentally undressing me?
  • Do you want to sit on my face?
  • What do you do when you’re out in public and you’re incredibly horny?
  • Would you ever send me a picture of yourself in your underwear?
  • What is the style of your favorite underwear?
  • Tell me, what would you do if I suddenly thrust my hands beneath your clothing?
  • What color is your underpants at the moment?
  • When you’re touching yourself, what’s the strangest notion you’ve ever had?
  • What is the filthiest fantasy you have ever had?
  • Would you model for me if I got you some very provocative lingerie?
  • Which of the following sexual positions is your favorite?
  • What part of your body do you prefer to be touched?
  • Would you rather have sex in the morning, afternoon, evening, or RIGHT NOW?
  • What do I have to do with your filthy thoughts?
  • Do you mind if I sit on your face?
  • What is the nastiest thing you’ve ever thought of me?


The trick to chatting to your crush is to avoid being too passionate and to ease into it with light talks peppered with comedy, soft sarcasm, and intriguing topics. Being clingy and demanding is the worst thing you can do, so avoid it if you don’t want to risk your chances with your crush. We guarantee that if you use our list of deep and flirty questions to ask your crush, he or she will notice you and possibly get interested in you.

Frequently Asked Questions

How can I vibe my crush?

There are many interesting topics and techniques to converse with your crush.

  • Find issues that you can all agree on or that make you chuckle. Finding at least one area of common ground or interest in your conversation is a solid idea to follow while chatting with anyone.
  • Keep up with the times…
  • Maintain an optimistic attitude.
  • Negative or sensitive themes should be avoided.

How do I attract my crush over text?

You got that hottie’s number, congrats! Are you ready to send a series of over-thought, awkward, and unpleasant text messages to your crush? Welcome to the digital age of courtship.

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