200+ Deep, Flirty, And Funny Questions To Ask A Girl Over Text

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You wish to know her a bit more, but at the same time, you don’t want to look desperate with your chat online as she might start losing interest. Well, it can be nerve-wracking to send the first few texts to your crush.

If you are unsure where to start to create that balance, here are a few questions to ask a girl over text to convey your genuine interest in her. These will help you manage those awkward silences and uncomfortable pauses with your crush and compel her to start a dialogue.

In This Article

200+ Engaging Questions To Ask A Girl Over Text

Funny questions to ask a girl

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Flirty Questions to Ask A Girl You Like Over Text

These flirty questions can help break the ice, create a fun and relaxed atmosphere, and allow both individuals to explore each other’s personalities, sense of humor, and feelings. Here are a few engaging flirting questions to ask a girl over a text to confidently make your first move.

  1. Where did you learn to be so pretty?
  2. What is the first thought that comes to your mind thinking about me?
  3. Do you think I am romantic?
  4. In one sentence, how would you sum up romance?
  5. Do you think love is important in life?
  6. Have you ever flirted with a guy?
  7. What is your definition of an ideal relationship or ideal partner?
  8. How close is my personality to your ideal man?
  9. Who was your first teacher crush?
  10. Who would you want to be stranded with on a deserted island?
  11. What personality trait can seduce you?
  12. Any secrets you would like to share?
  13. How do you know when you love someone?
  14. Is there anything I can do to help you feel more special?
  15. How would you like tattoos?
Man asking question about a tattoo

Image: Shutterstock

  1. What song would you dedicate to a perfect romantic evening?
  2. What do you think about public display of affection?
  3. Do you believe in love potions?
  4. How about dinner at my place?
  5. If you could choose one romantic movie for us to star in, which would it be?
  6. Is there anything you find irresistible about me?
  7. What trait do you think sets you apart from others?
  8. What made you happy in your former relationship, assuming you had one?
  9. What would you love to be called – gorgeous, lovely, or smart?
  10. How do you like your boyfriend to be dressed?
  11. What kind of music puts you in the mood?
  12. What is the perfect way to ask someone out?
  13. What do you think is our current relationship status?
  14. What are the top five things a guy must do to appear romantic?
protip_icon Quick tip
Remember her answers and someday, when she seems to be in a good mood, use them for flirting.
  1. On a scale of one to ten, how do you rate love?
  2. How do you feel cared for by a guy?
  3. What are your thoughts on online dating or tinder?
  4. What is your opinion on ‘Love at first sight’?
  5.  What are the two best things about me that you admire?
  6.  If you had to pick an outfit for me, what kind and color would you pick?
  7.  If there was one thing you wished to change about me, what would that be?
  8.  Where would you take me if we had another date?
  9.  Do you consider yourself a romantic person?
  10.  If you were to plan our dream date, what would it include?
  11.  What is the most romantic gesture you have ever received from someone?
  12.  Do you see me catching feelings for you?
  13.  Do you think you can be a good girlfriend?
  14.  Have you had a memorable first date?
  15.  What do you like more? Cuddling or kissing?
  16.  When did you last feel butterflies in your tummy?
  17.  Do you enjoy hugging?
  18.  Would you say I fit your type?
  19.  What wish would you ask for if a genie appeared before you?
  20.  Do you prefer to make the first move?
  21.  Which activity would you like to do together: clubbing, movie night, or a hike?
  22.  Do you like using sweet pet names in a relationship?
  23.  Did you always have this habit of stealing hearts?
  24.  How soon do you think a new couple can take a vacation together?
  25.  How would you feel if I confessed that your smile is captivating?
  26.  Is there a nickname you go by? Or can I call you mine?
  27.  What’s the most romantic thing you’ve ever done?
  28.  If we could go out right now, where would you wish to go?
  29. What’s the most adventurous or weirdest thing on your bucket list?
  30. What dish would you love to try making if we cooked a meal together?
Love at first sight question to ask a girl over text

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Funny Questions To Ask A Girl Over Text

Humor is a great flirtation device and can create a good first impression. These questions are playful and quirky, which can help make the interaction more memorable and enjoyable. Just win her heart with these fantastic and funny questions.

  1. What is the naughtiest thing you did in a relationship?
  2. Am I looking forward to dating daddy’s girl?
  3. Who is important? Dream guy or fame?
  4. What is the most embarrassing thing you did?
  5. Would you prefer singing in a shower or car when no one is around?
  6. Would you give up sleep for a date?
  7. What is your fashion faux pas?
  8. Did you do something weird to grab someone’s attention?
  9. What is the most bizarre dream you had?
  10. Would you rather wake up tomorrow as the opposite sex or 50 years older?
  11. Is there any food you would give up your relationship for?
  12. Did you ever sleep with your shoes on?
  13. What’s the funniest thing you did on a date?
  14. What unnecessary products do you consider necessary?
protip_icon Point to consider
Though you are asking funny questions, do not mock her. Making fun of her weird choices can hurt her.
  1. Do you look as good as you look in your profile picture?
  2. Did you send an awkward text to someone by mistake?
  3. Did you dream of getting married when you were a kid?
  4. What’s the most useless advice you received?
  5. Which fairy tale romance would you love to live in reality?
  6. Did my text just bring a smile to your face?
  7. Are you always this much fun to be around?
  8. Do you think our future kids will be quirky and adorable like us?
  9. You ignite my heart and make my cheeks blush. Are you like a campfire?
  10. Are you ticklish? Shall we find out?
  11. If I made you breakfast in bed, which dish would win over your taste buds?
  12. Do you think your friends and family would love my magnificent personality?
  13. Would you show me your worst selfie if I asked for it?
  14. If you could create a new emoji, how would it look?
  15. Would we make a happy couple, or would we annoy each other?
  16. Do you believe in love in the first text, or should I keep sending more?
  17. My heart just skipped a beat, did you just smile?
  18. If your life were a funny skit, what would the punchline be?
  19. What or who can you gaze at endlessly?
  20. What’s the cheesiest pick-up line you’ve ever heard?
  21. What would it say if you had a warning sign on your forehead?
  22. Would you like to go out for coffee or to brew up romance at home?
  23. I feel a strong connection with you. Are you a Wi-Fi signal?
  24. Did you feel tired from running through my dreams last night?
  25. Whenever I look at you, everything disappears. Are you a magician?
  26. If you could marry a fictional character, who would it be? Why?
  27. If you could change lives with one fictional character, who would it be?
  28. What’s the most hilarious way you’ve ever injured yourself?
  29. What’s the weirdest dream job you’ve ever thought of having?
  30. What mischief would you get up to if you could become invisible for a day?
  31. Do you believe in aliens or just my magnetic charm?
  32. What is the most amusing lie you’ve ever shared with someone?

Deep Questions To Ask A Girl Over Text

Among the various things to talk about with a girl, deep and thoughtful questions can pave the way for a more meaningful connection. By engaging in deeper conversations, you can create a sense of emotional intimacy and trust, which is crucial for building a strong, lasting bond. These questions go beyond small talk and allow both individuals to explore and connect to each other on a deeper level. Try these out as your first message to find a shared interest with your crush. What is your definition of soulmates?

  1. What is your definition of soulmates?
  2. What is your idea of a picture-perfect date?
  3. What does marriage mean to you?
Question about marriage to ask a girl over text

Image: Shutterstock

  1. Do you believe in hard work or destiny?
  2. Do you think that time does heal the wounds?
  3. Which movie or song would best describe our current relationship status?
protip_icon Quick tip
Do not judge her views. Accept her answers with an open mind.
  1. Who is that one person who inspires you to work harder?
  2. How would your friends describe you?
  3. What are you most thankful for?
  4. Are you an introvert or an extrovert?
  5. How many kids do you see yourself having?
  6. What do you think is most important for communicating in our relationship?
  7. What’s the number one thing that you think makes a relationship last?
  8. Do you think anyone lives their life to the fullest?
  9. Where do you see yourself in the coming five years?
  10. Where do you find solace when you are upset?
  11. Are you addicted to anything in your life?
  12. What is your most embarrassing moment?
  13. Who motivates you to work hard?
  14. What is your biggest fear?
  15. When do you think a person is ready for marriage?
  16. What makes you angry?
  17. What scares you most about your future?
  18. What is your biggest complaint about your family?
  19. Any worst date experience?
Question about worst date experience

Image: IStock

  1. How would you describe your past relationship in one word?
  2. What impresses you the most in a man?
  3. What do you think is the best part of your personality?
  4. What do you feel about gender equality?
  5. What are the three things you value most in life?
  6. Do you believe in second chances?
  7. What’s the one thing that bothers you most about today’s lifestyle?
  8. What event from the past would you like to watch a recording of?
  9. Do you think certain people are destined to be together?
  10. Are you a leader or a follower?
  11. Do you wish to return to the pre-internet era?
  12. Which social custom confuses you the most?
  13. Have you ever experienced tears of joy?
  14. How do you handle conflicts in your relationships?
  15. Have you encountered any miracles in your life?
  16. Do you believe first impressions are crucial?
  17. For what or whom would you be willing to sacrifice anything?
  18. Do you believe that the future will be better than the present?
  19. What lies do you often find telling yourself?
  20. Do you prefer to love or to be loved?
  21. What are your hopes for us in the coming months?
  22. What frightens you, yet you’d still like to try?
  23. What’s the most valuable life lesson you’ve learned?
  24. What makes you feel proud right now?
  25. What’s one thing you think you spend too much money on?
  26. What is your luckiest moment in life to date?
  27. Have you ever had a supernatural experience?
  28. How do you like to be comforted when you’re sad or upset?
  29. How do you imagine yourself in old age?
  30. Do you find yourself easily falling in love?
  31. How would you approach things differently in your next relationship?
  32. Are you more modern or traditional?
  33. What topic could you talk about for hours?
  34. What are you looking forward to in life right now?
  35. In what ways do you think we are similar?

Personal Questions To Ask A Girl Over Text

Are you an introvert? We offer some easy tips to initiate a talk with the girl you like. These flirtatious conversations will certainly pave the way for a serious romantic relationship. However, it’s important to approach these questions with respect and sensitivity, ensuring the conversation remains comfortable and enjoyable.

  1. Would you like to explore the world or remain at home curled up with a book?
  2. If you were a book, what genre would you be, and why?
  3. In which country do you imagine your dream job to be?
  4. Is it better to be happy or to have knowledge?
  5. Is there anything that you have never shared with anyone?
  6. What is the healthiest and unhealthiest thing you do regularly?
  7. Who inspires you to be a better person?
  8. Which parent are you closer to and why?
  9. What part of your life do you think needs improvement?
  10. What’s your biggest character flaw?
  11. How do you feel about God and worship?
  12. Would you stay friends with your ex?
  13. What are you most grateful for in life?
What are you most grateful for in life?

Image: Shutterstock

  1. What would you do if your parents didn’t like your partner?
  2. Who has been the most influential person in your life?
  3. Looking back, what have you done that has given you the most satisfaction?
  4. What’s the bad habit that you struggle to eliminate from your personality?
  5. What do you wish you had more time for?
  6. What is the most important lesson you learned from your parents?
  7. What’s one surprising thing about you that people wouldn’t expect?
  8. Are you open to trying new experiences?
  9. What never fails to bring a smile to your face?
  10. What is one remarkable talent you wish you could possess?
  11. What activity makes you feel the happiest?
  12. How would you describe your life’s purpose?
  13. Do you think you’d make a good parent?
  14. What type of people do you connect with the most?
  15. What are you most passionate about?
  16. Are you a sensitive person?
  17. Are you a morning person, or a night owl?
  18. Do you enjoy surprises?
  19. Have you ever been afraid of your own emotions?
  20. Are you actively working towards your dreams?
  21. What kind of person do you aspire to be?
  22. To whom are you closest in your life?
  23. How important is family to you?
  24. What kind of legacy do you hope to leave behind?
  25. Can you share one unforgettable thing about your childhood?
  26. What advice would you give your younger self?

Frequently Asked Questions

1. How do I keep a girl interested while texting?

A few simple changes to your texting style could keep her interested in the conversation. Complimenting her and asking open-ended questions could be helpful. You could try to start a fun debate with her and spark curiosity about your life. Reciprocate her enthusiasm in your texts as this might indicate that you like her too. As your bond strengthens, you can try new techniques.

2. How do you vibe over text?

Keep the conversation optimistic. Maintain a cheerful personality throughout the text. Refer to your previous conversations and bring out any playful banter you both have had. Make sure to leave a funny quote at the end of the conversation to make her smile and keep thinking of you.

3. What to do if a girl is bored over text?

The best way to reignite her interest in you is to play a texting game. You can connect over trivia games, emoji translation games, or an interesting ‘Never Have I Ever.’ It keeps the conversation light and fun and requires her to engage if she wants to participate. Maintain texting etiquette throughout the games and avoid any inappropriate conversations. If she still seems bored over text, understand her feelings and respect her choices.

4. How do you subtly flirt over text?

Let her know in the conversation that you like her and try to reveal a bit about yourself. Inquire about her likes and dislikes to let her know you are interested in getting to know her. Do not ask too many questions though; probe her gently. You could try to send a few funny, sensible pick-up lines too.

5. What is a good first text to a girl?

Asking a few questions is a great first-time conversation starter with a girl. Frame a query based on what you would like to know about her. Try to bring out your personality through the question by being funny, serious, or flirty. When figuring out how to start a conversation with a girl over text, consider crafting a question that reflects your unique style and interests.

6. Why asking the right questions to a girl over text matters?

Asking the right questions to a girl over text helps set the tone for meaningful and engaging conversations. They can help build a connection and a deeper understanding of each other’s personalities, values, and interests. You can express your genuine interest with the appropriate questions and lead the conversation to the desired direction. Thoughtful questions also help avoid misunderstandings, keep the conversation going, and lets you discover common interests or shared experiences, which can strengthen the bond.

Anticipating the outcomes of texting a girl and understanding her personality through her replies could be a tricky game. Thus, these questions to ask a girl over text may help you discover more about her, including her personal life, career goals, likes, and dislikes. They are great text conversation starters and offer endless ways to continue a topic. Start with any of these questions for an interesting conversation. Reveal your secrets, and let the connection become stronger from both ends. Crack joke with her and tease her gently but if she seems upset, stop. Further, keep the conversation sensible and appropriate, and avoid saying anything that would make her uncomfortable.

Infographic: Share The Laugh With Some More Funny Questions

Girls are always impressed by a good sense of humor. Sharing a laugh always lightens up the mood and is the best way to carry forward a conversation. The infographic below lists some more funny questions to ask a girl over text whose answers are expected to be equally hilarious.

hilarious and funny questions to ask a girl over text (infographic)

Illustration: Momjunction Design Team

Key Pointers

  • Texting has revolutionized the art of flirting.
  • If you are shy, getting to know someone over text is a great way to connect.
  • After judging her mood, start with simple questions and move on to flirty ones.
  • Remember not to ask awkward questions or repeat topics she does not wish to discuss.
  • As it is hard to judge the tone over text, make sure your questions are unambiguous.

Watch these funny questions to ask a girl over text that will make her laugh.


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Dr. Holly Schiff is an experienced clinical psychologist with around nine years of experience in the field. She did her Doctorate of Psychology in School and Community Psychology from Hofstra University and graduated from Fordham University.

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Shikha is a writer-turned-editor at MomJunction, with over seven years of experience in the field of content. Having done a certification in Relationship Coaching, her core interest lies in writing articles that guide couples through their courtship to marriage and parenthood.

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Siddharth Kesiraju
Siddharth KesirajuMA, Certification in Relationship Coaching
Siddharth holds a certification in Relationship Coaching and a masters degree in communication and journalism from the University of Hyderabad. He has around seven years of experience in various fields of writing and editing.

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