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100+ Dirty Questions to Ask Your Crush in 2024

Take things to the next level with your crush by spicing up the conversation. These are the best dirty questions to ask your crush.
Spicy Questions to Heat Up Conversations with Your Crush

There’s nothing as exciting as texting the person you like most after finally getting their number. Texting your crush should be fun and flirty, but it can also be nerve-wracking if you’re struggling with what to say and how to keep things exciting. 

Flirting with your crush will keep things interesting and move the conversation forward, while also giving you a chance to get to know them better. If you’re not afraid to take the bold approach and are looking for a one night stand, sending your crush dirty questions and dirty pickup lines will signal that you’re into them, and that you want to take things to the next level. 


These are the best dirty questions to ask your crush.

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Table of Contents

Here is the outline of the article, feel free to jump to the section that interests you the most.

  1. Fun and Flirty Questions to Ask Your Crush
  2. Hot Dirty Questions to Ask Your Crush
  3. Simple Dirty Questions to Ask Your Crush
  4. Personal Dirty Questions to Ask Your Crush
Fun and Flirty Questions to Ask Your Crush

Fun and Flirty Questions to Ask Your Crush

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Show off your flirty side and let your crush know you’re interested in them by asking some fun questions. It’s best to keep things light-hearted especially if you’re just starting to talk to your crush, ask them a few fun and dirty questions.


Here are a few examples of dirty talk questions to ask:


  1. Do I make you feel nervous?


  2. What's the weirdest thing that's happened to you in the bedroom?


  3. What was your first impression of me?


  4. Have you ever played strip poker?


  5. Have you ever had a dirty dream about me? What was it?


  6. What’s your cheesiest pickup line?


  7. How do you feel about the other person making the first move?


  8. Do you smile when you see my name pop up on your phone?


  9. How many girls have you been with, before me?


  10. What’s my favorite physical feature of yours?


  11. Do you ever think about me when we’re not together?


  12. What type of outfits turn you on the most?


  13. Would you ever take a shower with me?


  14. If you could choose one celebrity to hook up with, who would it be and why?

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Hot Dirty Questions to Ask Your Crush

Hot Dirty Questions to Ask Your Crush

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Take things up a notch by asking your crush some hot and steamy questions. If you want things to pick up the pace, you’ll be able to easily make your crush blush by asking them hot questions.


These questions are the perfect mix of hot and dirty that will turn your crush on and show them just how into them you are.


  1. If I was in your room right now, what would you want to do to me?


  2. What’s your take on one night stands?


  3. Have you ever had a one night stand?


  4. Have you ever slept with someone, then woke up wishing you hadn’t?


  5. Would you ever sleep with your ex’s best-friend?


  6. What was your first time like?


  7. Do you like sexting?


  8. What are your kinks and fetishes?


  9. Do you prefer to give or receive?


  10. Have you ever tried edible underwear?


  11. What’s your favorite sex position?


  12. What’s the dirtiest thing you’ve thought about me?


  13. What is your biggest turn on?


  14. I come home super stressed out after a long day. What do you do to relax me?


  15. Would you ever surprise me with lingerie?

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Simple Dirty Questions to Ask Your Crush

Simple Dirty Questions to Ask Your Crush

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Sometimes, it’s best to keep things simple and easy. You don’t need to ask questions that are too in-depth, and it’s best that your questions are easier for your crush to answer. The easier your questions are, the better the conversation will flow and the more comfortable your crush will feel talking to you.


These are the best simple dirty questions to ask your crush to keep things fun, light, and easy.


  1. I heard kissing burns calories. Want to try it out with me?


  2. Do you like playing rough?


  3. How fast do you think you could get here?


  4. What part of my body do you want to touch the most right now?


  5. Before meeting me, how many times did you have sex a week?


  6. What color underwear would you like most on me?


  7. What sex position have you always wanted to try, but never had the chance to?


  8. Do you like experimenting with different positions?


  9. Have you ever wanted to rip my clothes off?


  10. Are you okay with laughing in the bedroom, or do you prefer things to be more serious?


  11. What’s your most embarrassing sex memory that you can think of?

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Personal Dirty Questions to Ask Your Crush

Personal Dirty Questions to Ask Your Crush

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If you’ve been chatting with your crush for a while, you may feel comfortable enough to ask them dirty questions that help you get to know them a bit better in that area. Asking personal questions that are hot and steamy will keep things spicy while also helping you and your crush get more intimate and closer together.


Don't be afraid to initiate dirty talk with your crush. These are the best dirty questions to ask on a personal level.


  1. How do you feel about PDA?


  2. Have you ever had sex in public?


  3. What was your first time like?


  4. Do you watch porn?


  5. What’s your favorite kind of porn to watch?


  6. When you had sex for the first time, what age were you?


  7. What are your favorite sex toys to use?


  8. Would you ever record a sex tape?


  9. How many see positions have you tried?


  10. Have you ever had sex with more than one person at a time?


  11. Who is your celebrity crush and why?


  12. What's your favorite sex scene in a movie?


  13. Do you want to play dirty truth or dare?


  14. Would you try your favorite sex position with me?


  15. What if I sent you a dirty picture?

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Conclusion

There are plenty of dirty questions to ask your crush that are the perfect mix of dirty talk and fun that they'll want to answer. Help your crush talk dirty by making them feel more comfortable with these dirty questions to ask. From flirty questions to funny dirty questions, you'll be able to easily break the ice with your crush and land your dream girl online.

Before you leave, make sure you stand out more in the dating scene!
Put your best foot forward. Click to create the perfect icebreaker that will put you at the forefront of the dating scene. Get ready for 10x more dates!

Ben ROAST

Ben Bailey

Ben is one of the best Dating Experts I've ever met and one of the few that cracked the algorithm of online dating. Every week, Ben is publishing new articles on ROAST, helping 20M+ of people to get more matches, dates, and find the one!

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