201 Good And Funny Conversation Starters For Texting

Most of us are not great at initiating conversations, and it’s nothing to be ashamed of. It’s just that you might need some text conversation starters to make the conversation flow smoothly. After all, your first impression can be a lasting impression, and no one wants to ruin it. “What’s up” is not a great text to send if you are not even friends yet, nor is “Hi” enough to make them respond. A conversation can start with a question provided you do not interrogate them with a barrage of questions. Your aim is to ensure there is a constructive exchange of dialogue from both sides to keep the conversation going. So what’s the right text starter? Read our list of some effective and good conversation starters over text to make your first impression the best impression.

In This Article

Good Conversation Starters For Texting

These good conversation starters for texting can help you know more about the person and establish a connection with them.

  1. What is that one food item you can’t live without?
  2. Do you have any pet peeves?
  3. Where did you go on your last trip?
  4. I am currently watching the XYZ show. Have you seen it?
  5. What is an embarrassing thing you have done recently?
  6. ABC restaurant has the best pizza in town. Would you like to go there with me?
  7. Have you ever done something just to fit in with a group?
  8. Are you currently reading any books?
  9. Which movie can you never get tired of watching?
  10. What is your go-to activity when feeling low?
  11. Which is your most favorite place in the city?
  12. Would you prefer to hike on a beautiful trail or relax at a beach?
  13. Have you tried an adventurous sport?
  14. Which emoji do you use the most?
  15. Which is your most preferred pizza topping?
  16. Do you want to see the most scenic spot in the city? Let me take you there.
  17. Are you a risk-taker or a cautious person?
  18. Which movie do you find overrated?

    Ask about an overrated movie, text conversation starter
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    Image: Shutterstock

  19. How would you describe your day till now?
  20. Which is your go-to café in the city?
  21. Which TV show is your guilty pleasure?
  22. Does any celebrity inspire you?
  23. Hey, do you enjoy listening to the XYZ band? I have two tickets for their concert.
  24. What is something you wish to learn?
  25. If you could go anywhere in the world, where would you want to go?
  26. Have you ever slept under the stars?
  27. What is a turn-off for you in a partner?
  28. What quality do you find irresistible in a potential partner?
  29. Have you ever used a pick-up line on anyone?
  30. Which song are you listening to on repeat nowadays?
  31. Have you ever taken a road trip?
  32. What do you prefer to do during your free time?
  33. What is your dream job that you would do for free?
  34. Do you have any weird phobias?
  35. Which genre of movies do you dislike watching?
  36. Have you ever tried singing at karaoke?

    Singing at karaoke, text conversation starters
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    Image: Shutterstock

  37. What do you love the most about yourself?
  38. What is the most important dating rule, according to you?
  1. What is the most outrageous thing you have done to impress someone?
  2. What is your most cherished possession?
  3. What is the most interesting thing that happened today?
  4. Which movie, TV, or book character inspires you the most?
  5. Which is the most terrible movie, according to you?
  6. What are the top three things on your bucket list?
  7. Which cuisine do you enjoy the most?
  8. Do you watch anime movies/TVshows?
  9. What did you start appreciating more in the pandemic that you used to take for granted earlier?
  10. Would you rather quit coffee or alcohol for life?
  11. If you could be any celebrity for a day, who would you choose to be and why?
  12. Have you ever had a magical experience?
  13. What is the one thing that you miss the most about high school?
  14. What would you wish for if you had a genie?
  15. Are you a dog or a cat person?
  16. Do you have any tattoos?
  17. Have you ever received a strange phone call?
  18. Do you watch horror movies?
  19. Have you watched anything new on Netflix recently? I’m looking for recommendations.
  20. Is there someone you can talk to for hours?
  21. What is the most adventurous thing you have ever done?
  22. What is the most valuable lesson life has taught you?
  23. What would you do with the money if you won a million dollars?
  24. What is the best pickup line that has ever been used on you?
  25. If you could start a nonprofit organization, what cause would it support?
  26. Have you ever watched the sunrise or sunset?
  27. What do you like the most about your best friend?
  28. Have you ever gotten into trouble with the law?
  29. What is the nicest thing someone has done for you?
  30. What is your favorite childhood memory?
  31. Do you have any weird food combinations that you are a fan of?
  32. What is your idea of a perfect Saturday night?
  33. What is your idea of a first date?
  34. Do you like being outdoors, or are you more of a homebody?
  35. What are your dealbreakers in a relationship?
  36. What did you want to grow up to be as a child?
  37. What’s an ice cream flavor that you wish never existed?
  38. If you could invent something, what would it be?
  39. What is the strangest thing about you?
  40. Where would you go if you had the choice to settle down anywhere in the world?
  41. Whose advice do you value the most?
  42. Have you ever been on a weird date?
  43. How would you describe yourself in three words?
  44. What is something that you’re the best at?
  45. What is something that you fear the most?
  46. Which is your favorite restaurant?
  47. What is one question you would like to ask someone famous?
  48. How many countries have you visited?
  49. What is the most spontaneous thing you have ever done?
  50. What is the best road trip you have ever been on?

Funny Conversation Starters For Texting

If the conversation is getting too serious, sending a funny text might lighten the mood. Here are some funny text conversation starters over text to bring a smile to your potential interest’s face.

  1. How long would you survive in a haunted house?
  2. If you were invisible for a day, what would you do?
  3. If you get stuck in the cartoon world for a day, which cartoon show would you prefer to be in?

    Preferred cartoon show, text conversation starter
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    Image: Shutterstock

  4. If you could time travel, which year would you choose to go to?
  5. Have you ever kept tabs on anyone over social media?
  6. What is the funniest goof-up you have ever done?
  7. What is the weirdest question a date has ever asked you?
  1. What is the craziest advice you received?
  2. What is the cheesiest thing a date has ever done for you?
  3. What is the worst prank anyone has ever played on you?
  4. Would you rather have a botched tattoo on your forearm for life or have green hair for a week?
  5. What is the funniest thing that has happened to you in public?
  6. What would you do if you woke up as Donald Trump one day?
  7. Which comedy movie made you laugh so hard that you had tears in your eyes?
  8. What is the craziest thing you’ve ever done while being drunk?
  9. What is the weirdest food item you have ever tried?
  10. Do you believe in any conspiracy theories? Which ones?
  11. What is the stupidest joke you have ever heard that made you laugh?
  12. If you were paid a million dollars to share your private and embarrassing moments on national television, would you do it?
  13. If you had to be an inanimate object for a day, what would you wish to be and why?
  14. What is the lamest lie you have ever told at home to stay out late?

    Interesting text conversation starters
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    Image: Shutterstock

  15. If your pet could talk, what is the first thing they will say to you?
  16. If a movie was made about your life, what would the title be?
  17. If you were a pet, which celebrity would you wish was your owner?
  18. Which celebrity would you wish to go on a date with?
  19. Have you ever farted in public and blamed it on someone else?
  20. What is the funniest memory from your childhood?
  21. Is there a dad joke that you love?
  22. What is the strangest dream you’ve ever had?
  23. What is your favorite meme?
  24. What’s your go-to karaoke song?
  25. What’s the most embarrassing thing that has happened to you in public?
  26. If you could switch lives with a fictional character for a day, who would you choose?
  27. What is the strangest advice you have ever received?
  28. What is your favorite ‘knock, knock’ joke?
  29. What is the funniest typo or autocorrect fail you’ve ever sent in a message?
  30. What is the worst pickup line, according to you?
  31. What is the oddest food in your fridge?
  32. What is the funniest thing you’ve seen your pet do?
  33. What is your weirdest hidden talent?
  34. What food best describes your personality?
  35. What is the funniest joke you’ve ever heard?
  36. What is the funniest word in the English language?
  37. Share the funniest picture you have on your phone.
  38. Describe us using only emojis.
  39. What animal do I look like?
  40. What is an embarrassing song that you secretly love listening to?
  41. What is the funniest thing you’ve done as a dare?
  42. What is the worst gift you’ve ever received?
  43. What is your go-to dance move?
  44. What is the funniest Wi-Fi network name you’ve ever seen?
  45. What is the funniest excuse you’ve made to get out of plans?
  46. What is your go-to song when on a road trip?
  47. What would you do with all that extra time if you didn’t sleep?

Flirty Text Conversation Starters

Want to add a little spice to the conversation? Use these flirty text conversation starters.

  1. I know you need to wait for three days after the first date to text, but waiting for that long to speak to an incredible person as you seemed like an impossible task.
  1. I make delicious lasagna. Would you like to join me for dinner tonight?
  2. Can you guess by what name I have saved your number on my phone?
  3. Would you stop looking so amazing in every photo? It is distracting me from work.
  4. I am bilingual, but my vocabulary is reduced to one word “Wow” every time I see you.
  5. I think I am in trouble. I just can’t stop daydreaming about you.
  6. What is the most magnificent person in the universe doing over the weekend?
  7. Thank you. I was feeling pretty low in the morning, but just the thought of you brought a smile to my face.
  8. Did you smile when you received this message? Now you know how I feel every time my phone pings with a text from you.
  9. Can you send your picture? I told my friends I met an angel and they don’t believe me.
  10. I am bad at flirting, can you give me some tips?
  11. Do you want to know what my favorite distraction is?
  12. Do you have any regrets in life? I have just one. Not meeting a wonderful person like you earlier in life.
  13. How long before I get to see your beautiful smile again?
  14. Want to know a secret? I used to think X celebrity is the hottest person in the world. You made me realize how wrong I was.
  15. How many flirty texts do I need to send before you agree to go out with me again?

    Flirty conversation starters for texting
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    Image: Shutterstock

  16. What is the most romantic thing anyone has done for you? I would like to top it over the weekend. Are you in?
  17. My friends think perfection is a fantasy. Care to meet them and prove them wrong?
  18. If you are thinking about where to have dinner, I can give you some ideas and be a great company.
  19. Have you ever experienced butterflies? I experience them every time I see you.
  20. What would you say if I told you I am crazy about you?
  21. Has anyone ever told you that your smile lights up the room?
  22. Do you know what would be the highlight of my day? Having dinner with you. Are you ready?
  23. Eight billion people in the world, and you are the only one who makes my heart beat faster. How do you do it so effortlessly?
  24. I never get tongue-tied in front of anyone. But you’re an exception. What do you think we should do about it?
  25. I have pictured myself watching the sunset with you countless times now. Would you do me the honor today evening?
  26. Where have you been my whole life? I have been waiting for you.
  27. You look absolutely stunning today. What is your secret?
  28. I couldn’t help but smile when I thought about our last meeting. It was such a great time.
  29. I have to admit, you have a way of making my heart race when we chat. Is that your secret superpower?
  30. I’m curious: what’s your idea of a perfect date?
  31. If we could escape to any destination right now, where would we go?
  32. How about we play a game of ‘Would You Rather?’ I’ll start: Would you rather go on a spontaneous road trip or go on a picnic date with me?
  33. You have such a great sense of humor. It’s incredibly charming, and I’m so drawn to it.
  34. I have to admit, talking to you makes my day.
  35. There’s something about the way you make me feel that is undeniably special.
  36. I’ve been enjoying our conversations so much. Would you be interested in grabbing a cup of coffee with me sometime?
  37. Is your name Google, because you are everything I’ve been searching for.
  38. I’ve noticed we have a lot in common. Do you believe in love at first chat?
  39. If we could spend the whole day together, what would we do?
  40. I’m really enjoying getting to know you, but I have to ask, are you looking for something serious or casual?
  41. Your smile is contagious; it makes me want to smile too.
  42. I love your eyes. They’re like two pools of chocolate.
  43. You’re so funny. I bet I could listen to you talk all day.
  44. I’m having a hard time concentrating while you flirt with me. I wonder what it’ll be like to finally meet you in person.
  45. I’m not sure what’s hotter: your eyes or your smile.
  46. If I had a superpower, I would wish to be able to teleport. Then I could be wherever you are, whenever I wanted.
  47. I’m not sure what I’m attracted to more: your intelligence or sense of humor.
  48. I’m starting to believe that you are the most beautiful person I have ever laid my eyes on.
  49. If our lives had to be compared to a romantic movie, what movie would you choose?
  50. When you mentioned me to your friends, what was my ‘this is them’ photo?
  51. What is my favorite way to start the day, you ask me? Waking up to a text from you.
  52. Can I tell you a secret? Talking to you is the highlight of my day.
  53. My dog/cat told me to tell you that he misses you.
  54. Do you know what would be better than texting back and forth? Going for a date.
  55. You must be a magician because I’m spellbound every time I see a picture of you.
  56. What do you have planned out for this weekend? Can I be part of the plan?
  57. Do you have anything planned out for today? I know a cute cafe. Want to check it out together?
  58. What is your favorite flavor of ice cream? Let’s go on an ice cream date, my treat.
text conversation starters_illustration

Image: Stable Diffusion/MomJunction Design Team

Frequently Asked Questions

1. How does texting affect conversation?

Texting can sometimes lead to misrepresenting your feelings. Text conversation can hinder you from reading the other person’s expressions, body language, and gestures. It can be hard to gather tone and inflection over text. However, it also saves time as the responses are immediate.

2. Does texting improve social skills?

Texting can help improve social skills like communication and build confidence in shy and reticent people. It is also a good way to open up, converse at your pace, make friends, and forge new relationships.

3. What can I say instead of hey in a text?

Hi, Hello, Howdy, Hey there, Good morning/afternoon/evening, and What’s up? are some greetings individuals can use instead of hey in a text. Your greetings depend on the context and the relationship you share with them.

4. What to text a guy who is ignoring you?

If a guy ignores you, you must approach the situation with understanding and respect. Consider that he may have valid reasons for not responding promptly, such as being busy or dealing with personal issues. Some texts you may leave to help them know you are waiting for their revert include, “Hey, you haven’t been responding to my messages. Is everything okay?” Hi, it’s been quite some time since we spoke. If there’s something on your mind, please let me know.”

5. How do I start a conversation with someone I don’t know well over text?

Starting a conversation with someone you don’t know well over text can feel daunting, but with the right approach, you can make it comfortable and engaging. First, start with a friendly greeting and choose an appropriate time for texting. Then, begin with a brief introduction and look for a common ground or shared interest to use as a conversation starter.

6. How do I respond when the person I’m texting is giving short answers?

When the person you’re texting is giving short answers, it can be challenging to maintain a conversation. Ask open-ended questions that require elaborate answers and respond with follow-up questions or comments that demonstrate you’re actively listening. Show patience and understanding by sharing your own experiences related to the topic, which might inspire the other person to share more about their own experiences or thoughts.

7. How do I know when it’s time to end the conversation over text?

You may close the conversation if the topic has been discussed thoroughly and there are no more relevant points or questions to explore. If the other person’s replies are becoming brief, lacking enthusiasm, or taking longer to arrive, it could indicate they are losing interest, and it may be suitable to end the conversation.

When initiating a conversation with a person you are interested in, you may want to ensure you ask the right questions to keep the conversation going. You can first greet them with a pleasantry and then ask them a question that is not intrusive but can lead to a fun banter or a repartee session. A question can be an opening line for a conversation. However, asking close-ended and awkward questions might lead to awkward single-lined answers, eventually killing the conversation. Using this list of good conversation topics for texting, you can ensure that you ask the right questions and make a good first impression. If you haven’t talked much to this person, steer away from extremely personal and explicit topics. Instead, give them time to get comfortable with you first.

Infographic: A Few Additional Conversation Starters For Texts

Conversations are the best way to get to know each other. But you must have good conversation starters up your sleeve to ensure that your talking goes smoothly. In addition to the vast list of conversation starters, we have added a few more in the following infographic so that you do not have to run out of any. So read on and make sure you keep this list handy as well.

conversation starters to boost your texts (infographic)

Illustration: Momjunction Design Team

Get the high-quality PDF version of this infographic.

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Hey there! Struggling to keep your crush interested? Check out this video for some fun and flirty things to text your crush!

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