Starting a conversation over text can sometimes feel daunting.
Whether you’re reaching out to a new friend, a crush, or someone you’ve fallen out of touch with, the right opener can make all the difference.
This ultimate list of 101 conversation starters for texting will help you break the ice, keep the chat engaging, and make your texting game strong!
Why Conversation Starters Matter
A great conversation starter shows that you’re interested, creative, and thoughtful.
It can set the tone for the whole chat and make the other person excited to reply.
No more “Hey” or “What’s up?”—these ideas will help you stand out and keep the conversation flowing effortlessly.
101 Best Conversation Starters for Texting
1. Fun and Playful Openers
- “If you could only eat one food for the rest of your life, what would it be?”
- “What’s the weirdest thing you’ve Googled this week?”
- “Would you rather fight one horse-sized duck or 100 duck-sized horses?”
- “If you were a character in a movie, who would play you?”
- “Guess what I saw today that totally reminded me of you!”
- “What’s your most embarrassing but funny memory?”
- “If you could teleport anywhere right now, where would you go?”
- “What’s the most random fact you know?”
- “Who’s your celebrity doppelgänger?”
- “Would you survive a zombie apocalypse? Why or why not?”
2. Thought-Provoking Questions
- “What’s one thing you’ve always wanted to learn but haven’t yet?”
- “If you could live in any era, which one would you choose?”
- “What’s your biggest ‘what if’ in life?”
- “What’s the best piece of advice you’ve ever received?”
- “If you won the lottery tomorrow, what’s the first thing you’d do?”
- “What’s a dream you had as a kid that you still think about?”
- “What’s one thing you’d change about the world if you could?”
- “What do you think is more important—success or happiness?”
- “What’s a small thing that brings you big joy?”
- “If you could meet any historical figure, who would it be and why?”
3. Flirty and Fun Starters
- “What’s something about you that I’d find irresistible?”
- “Is it just me, or do we have the best text conversations ever?”
- “What’s the cutest thing someone’s ever done for you?”
- “What would we do if we were hanging out right now?”
- “Describe your perfect date in three words.”
- “What’s your biggest turn-on?”
- “If you could kiss anyone right now, who would it be?”
- “What’s your favorite compliment you’ve ever received?”
- “Can you guess what I was just thinking about?”
- “What’s one thing you’ve always wanted to ask me but haven’t yet?”
4. Deep and Meaningful Prompts
- “What’s a book or movie that changed your perspective on life?”
- “What do you think is your greatest strength?”
- “What motivates you to get out of bed each day?”
- “Who has had the biggest impact on your life?”
- “What’s one thing you wish people understood about you?”
- “How do you define success?”
- “What’s a challenge you’ve overcome that you’re proud of?”
- “What’s your biggest fear, and how do you deal with it?”
- “If you could send one message to your younger self, what would it be?”
- “What’s something you’re really passionate about?”
5. Nostalgic Icebreakers
- “What’s your favorite childhood memory?”
- “Do you remember the first concert you ever went to?”
- “What’s a TV show or movie that defined your childhood?”
- “What’s a toy or game you loved as a kid?”
- “What was your go-to snack in school?”
- “Who was your first-ever crush?”
- “What was the name of your first pet?”
- “What’s a song that instantly takes you back to a special moment?”
- “What’s a school memory that still makes you laugh?”
- “What did you want to be when you grew up?”
6. Random and Witty Starters
- “What’s your favorite conspiracy theory?”
- “If animals could talk, which one would be the funniest?”
- “If you were invisible for a day, what’s the first thing you’d do?”
- “What’s your go-to karaoke song?”
- “If you could rename yourself, what name would you choose?”
- “What’s your guilty pleasure TV show or movie?”
- “What emoji best describes your mood right now?”
- “If you had to describe yourself in one hashtag, what would it be?”
- “What’s the most ridiculous thing you’ve ever bought online?”
- “What’s a smell that instantly makes you happy?”
7. Everyday Life Questions
- “What’s the best part of your day so far?”
- “What’s your go-to coffee order?”
- “What’s a recent meal you can’t stop thinking about?”
- “How do you usually spend your weekends?”
- “What’s something new you’ve tried recently?”
- “What’s one thing you always carry with you?”
- “What’s your current favorite app?”
- “What’s your most-used emoji?”
- “What’s a hobby you think everyone should try?”
- “What’s your go-to comfort food?”
8. Fun Would-You-Rather Prompts
- “Would you rather have the ability to fly or be invisible?”
- “Would you rather give up your phone for a week or your favorite food for a month?”
- “Would you rather explore space or the deep ocean?”
- “Would you rather be rich or famous?”
- “Would you rather never have coffee again or never have chocolate again?”
- “Would you rather always be 10 minutes late or 20 minutes early?”
- “Would you rather travel to the past or the future?”
- “Would you rather have unlimited free food or unlimited free travel?”
- “Would you rather live in the mountains or by the beach?”
- “Would you rather have super speed or super strength?”
9. Creative Prompts for Storytelling
- “If your life were a movie, what would it be called?”
- “What’s the craziest dream you’ve ever had?”
- “If you wrote a book, what would it be about?”
- “What’s the wildest adventure you’ve ever been on?”
- “If you could swap lives with anyone for a day, who would it be?”
- “What’s a time you laughed so hard you cried?”
- “What’s a story about you that people always love hearing?”
- “What’s the weirdest coincidence you’ve ever experienced?”
- “If your pet could talk, what do you think they’d say about you?”
- “What’s a lie you once told that snowballed out of control?”
10. Closing Conversation Boosters
- “What’s one thing you’re excited about this week?”
- “What’s a song you’ve had on repeat lately?”
- “What’s the best compliment you’ve ever received?”
- “What’s one thing you’re grateful for today?”
- “What’s something you’re looking forward to this year?”
- “What’s one thing you’ve always wanted to try?”
- “What’s your favorite way to relax?”
- “What’s a skill you wish you could master instantly?”
- “What’s your dream vacation spot?”
- “What’s the best thing that happened to you today?”
- “What’s something fun we should do together soon?”
Tips for Using These Conversation Starters
- Be genuine: Choose questions that feel natural to you.
- Pay attention: Listen to their responses and build the conversation from there.
- Stay positive: Keep the tone light and fun unless the chat takes a deeper turn.
These 101 conversation starters will help you avoid awkward silences and create meaningful, engaging conversations. Pick a few, try them out, and watch your texting game level up!
Now it’s your turn: Which conversation starter will you use first?