100 Questions to Ask Your Crush Over Text

Questions to Ask Your Crush Over Text

Are you looking to spice up your text conversations with your crush? Well, you’ve come to the right place. We all know that texting can sometimes be a little tricky, especially when you’re trying to keep the conversation flowing. But fear not, because we’ve got you covered with our ultimate list of 100 questions to ask your crush over text!

Whether you’re looking to break the ice with a new crush or spice up your chats with someone you’ve known for a while, these questions are bound to bring a smile to your face (and theirs!). From fun to flirty to romantic to deep to embarrassing questions, we’ve got a little bit of everything to keep your text conversations interesting and engaging.

Be prepared for unexpected answers, laugh-out-loud moments, and the opportunity to get to know your crush on a whole new level. After all, life’s too short for dull conversations, right? Let’s inject some fun into our digital dialogues and make those text exchanges sparkle with excitement! So grab your phone, open up that messaging app, and get ready to have some fun with these 100 questions to ask your crush over text.

20 fun questions to ask your crush over text

1. If you could be any character from a book or movie, who would you choose and why?

2. What was the last funny video or meme that made you laugh out loud?

3. If you could live in any city in the world, where would you choose and why?

4. What’s the most embarrassing thing that has ever happened to you?

5. If you could only eat one type of food for the rest of your life, what would it be?

6. Do you believe in ghosts or other supernatural beings?

7. What is one thing you’ve always wanted to try but haven’t had the chance to yet?

20 fun questions to ask your crush over text

8. What is your dream job and why?

9. What if you could spend a day with any fictional character? Who would you pick, and what would you do?

10. What is your favorite book/movie/TV show and why?

11. If you had a time machine, would you go to the past or the future? Why?

12. What is something you’ve always wanted to learn or try, but haven’t had the chance to?

13. If you could trade lives with anyone for a day, who would it be and why?

14. If you could have a dinner party with any three people, living or dead, who would you invite and why?

15. What if we could switch bodies for a day? What would you do as me, and what would I do as you?

16. If you could give your younger self one piece of advice, what would it be?

17. What if you could only listen to one genre of music forever? Which genre would you choose?

18. If you could have any superpower, what would it be and why?

19. If you could travel anywhere in the world right now, where would you go and why?

20. Would you rather live in a small house with an amazing view or a big house in a boring location?

These fun questions to ask your crush over text are great ways to get to know someone better and spark interesting conversations in a lighthearted way. Use them as icebreakers or just for fun, but be prepared for some unexpected answers! If you’re looking for fun conversation starters, try these questions out and see where the conversation takes you.

20 romantic questions to ask your crush over text

1. What’s the craziest thing you’ve ever done for love?

2. What is your favorite way to show affection?

3. What does love mean to you?

4. How do you show your love and appreciation for someone in a relationship?

5. What qualities do you look for in a life partner?

6. What is your idea of the perfect date?

7. Do you believe in soulmates?

8. What are your thoughts on marriage and starting a family?

9. How important is trust in a relationship to you?

10. What do you value most in a relationship?

11. What do you think is the key to a successful and long-lasting relationship?

12. Is it important for you to celebrate anniversaries and special occasions in a relationship?

13. What do you think makes a relationship strong and long-lasting?

20 romantic questions to ask your crush over text

14. Do you have any deal-breakers in a relationship, and what are they?

15. Name three qualities you need from a relationship

16. What have you learned from past relationships that you want to apply to ours?

17. Which three people in your life are you most grateful for and why?

18. What is the most thoughtful gift someone has given you?

19. Have you ever written a poem for someone you love?

20. Do you believe in fate bringing people together?

Romantic questions to ask your crush over text are a great way to understand their views on relationships and love. They can also help you learn more about their values, communication style, and what they look for in a partner. Use these questions to get to know them on a romantic level and see if there’s potential for something special between the two of you.

20 deep questions to ask your crush over text

1. What does it mean to live a purposeful life, and how do you discover and pursue your purpose?

2. What’s your personality type?

3. In what ways have your past experiences shaped who you are today?

4. What is the most valuable piece of advice you’ve ever received, and how has it influenced you?

5. What are your deal-breakers when it comes to relationships?

6. If you could change one thing about yourself, what would it be?

7. What if you could create a legacy that would be remembered for generations? What would you want that legacy to be, and how would you work towards it?

20 deep questions to ask your crush over text

8. Do you have any unfulfilled dreams or aspirations? If so, what?

9. What is the greatest lesson you’ve learned from a difficult situation or failure?

10. Would you rather have the power to cure any illness or have the power to end all conflicts and wars?

11. What if you could change one decision you made in the past? What would it be and why?

12. How do you navigate the balance between pursuing personal goals and maintaining strong relationships?

13. What does happiness mean to you, and how do you cultivate it in your life?

14. What do you think makes a successful relationship?

15. Would you rather have open and transparent communication about past relationships or keep certain details private?

16. What is something you believe in strongly, and why?

17. What are some of your biggest fears, and how do you cope with them?

18. How do you define success, and what steps are you taking to achieve it?

19. What was your relationship like with your parents?

20. What are some of your long-term goals and aspirations for the future?

These deep questions to ask your crush allow for in-depth personal responses that can provide a deeper understanding of their thoughts, feelings, and experiences. The answers to these questions can also give important insights into their character and values, making for meaningful and thought-provoking conversations. These questions also create room for vulnerability and intimacy in your growing connection.

20 flirty questions to ask your crush over text

1. How would you describe your flirting style?

2. What’s the most adventurous thing you’ve ever done in the bedroom?

3. What three things would you bring if we were stranded on a deserted island together?

4. What’s the most spontaneous thing you’ve ever done for someone you liked?

5. What’s your go-to move when you’re trying to catch someone’s attention?

6. If you could only use one word to describe me, what would it be?

7. What’s the most attractive quality you look for in a person?

8. What’s your favorite physical feature about yourself?

9. What’s your favorite physical feature about me?

10. Would you rather go skinny dipping at night or have a steamy makeout session in the rain?

11. What’s your biggest turn-on?

12. Have you ever fantasized about me?

13. What’s your favorite thing to do in the bedroom?

20 flirty questions to ask your crush over text

14. Do you prefer slow and sensual or rough and wild?

15. What’s the naughtiest thing you’ve ever done?

16. If you could have any superpower to impress someone, what would it be?

17. What’s the sexiest piece of clothing someone has ever worn for you?

18. Have you ever been caught in a compromising position?

19. What’s the hottest thing someone has ever said to you?

20. Do you like dirty talk?

These dirty and flirty questions to ask your crush over text are perfect for turning up the heat and getting to know someone’s wild and naughty side. They also provide insight into their personality and give you the opportunity to show your own interests and flirtatious side. Just make sure that you’re both comfortable with discussing these topics and respect each other’s boundaries. Have fun and see where the conversation leads.

20 embarrassing but funny questions to ask your crush over text

1. Have you ever mistaken someone else for your friend or ex and hugged them from behind?

2. What’s the most embarrassing thing your parents have caught you doing?

3. What’s the most awkward date you’ve ever been on?

4. Have you ever laughed at a joke you didn’t understand just to fit in?

5. What’s the most embarrassing thing you’ve searched on the internet?

6. Have you ever had a funny but embarrassing encounter with a celebrity?

7. Have you ever accidentally sent a text or email to the wrong person and regretted it?

laughing at phone

8. What’s the funniest thing that has ever happened to you in public?

9. Have you ever accidentally called someone by the wrong name during a date or during an intimate moment?

10. What’s the most embarrassing thing you’ve done in front of a crush?

11. Have you ever had an awkward encounter with someone while trying to flirt?

12. What’s the most embarrassing thing you’ve done while drunk?

13. Have you ever laughed so hard that you peed your pants?

14. What’s the most embarrassing thing that has happened to you at work or school?

15. What’s the funniest pickup line you’ve tried to use on someone?

16. Have you ever had a wardrobe malfunction in public?

17. What’s your most embarrassing guilty pleasure?

18. Can you recall any cringe-worthy moments from your teenage years?

19. What’s the most embarrassing nickname you’ve ever been given?

20. What’s the most embarrassing fear you have?

These embarrassing but funny questions to ask your crush over text are perfect for breaking the ice and getting to know someone’s humorous side. They also allow for lighthearted and entertaining conversations that can help you bond with someone and create a fun and playful dynamic.

When to ask these questions

When it comes to asking questions to your crush over text, timing is key. It’s important to choose the right moment to ensure the conversation flows naturally and both parties feel comfortable.

If you are looking to play a game over text, these questions can be a fun way to get to know someone and have a good laugh. They are also great for flirting and building intimacy with someone you’re interested in. You can also use these questions as conversation starters to keep the conversation going and get to know each other on a deeper level.

Man on phone

There are a mix of questions here, which means you can choose the right ones for the appropriate mood. If you are really getting to know your crush and want to deepen your connection, try asking some of the deep questions. If you want to flirt and have a bit of fun, go for the flirty or embarrassing but funny questions. Just make sure to be mindful of the your crush’s boundaries and comfort level before diving into any sensitive topics.

Final thoughts

In conclusion, the art of question-asking is an essential tool in building various types of connections. These 100 questions to ask your crush over a text are just some examples to get you started but don’t be afraid to come up with your own or tailor them to fit the conversation.

Whether it’s adding a little spice with flirty and naughty inquiries, creating a fun and playful atmosphere with embarrassing questions, or deepening your connection with deep and thought-provoking questions, there are endless possibilities for fun and meaningful conversations. So go ahead and start asking away. You never know what interesting answers and conversations await. And who knows, you might just discover something new about yourself along the way.

If you enjoyed this, check out 100 fun questions to ask your crush to keep the laughs going.

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– Ben (INFJ) about Indy (ENFJ)

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