Starting a conversation with your crush can feel intimidating, especially if you want to make a great first impression. Sending the right message can break the ice and lead to a fun, engaging chat that keeps both of you interested. Whether you want to keep it light, get to know him better, or even add a flirty touch, the perfect text can help spark a great conversation.
Here are 100 conversation starter texts to get things going, build a connection, and maybe even turn that crush into something more.
Light and Friendly Openers
- “Hey! How’s your day going?”
- “What’s something good that happened to you today?”
- “Any fun plans for the weekend?”
- “How’s work/school been treating you lately?”
- “What’s the best movie you’ve seen recently?”
- “I need new music! Any recommendations?”
- “What do you like to do in your free time?”
- “Got any hidden talents I should know about?”
- “What’s something you’re really passionate about?”
- “If you could be anywhere right now, where would you be?”
Fun and Playful Questions
- “If you could have any superpower, what would it be?”
- “What’s the most adventurous thing you’ve done?”
- “If you could switch lives with someone for a day, who would it be?”
- “What’s one food you could eat every day and never get bored?”
- “Got any funny stories from this week?”
- “If you could only listen to one song forever, what would it be?”
- “Are you a coffee or tea person?”
- “What’s the best prank you’ve ever pulled on someone?”
- “If you were in a band, what would your role be?”
- “Do you have any unusual or silly fears?”
Questions to Get to Know Him Better
- “What’s your favorite thing about yourself?”
- “Do you have any siblings?”
- “Are you more of a morning person or a night owl?”
- “What’s something you’d love to learn how to do?”
- “Where’s your dream travel destination?”
- “Do you have any pets?”
- “What’s your favorite way to spend a day off?”
- “Do you prefer the beach or the mountains?”
- “What’s your idea of a perfect weekend?”
- “Are you a big sports fan? If so, what’s your favorite team?”
Flirty Questions to Test the Waters
- “What’s something most people don’t know about you?”
- “On a scale of 1-10, how flirty are you?”
- “Who’s your celebrity crush?”
- “What’s one thing you think everyone loves about you?”
- “Can you guess my favorite thing about you?”
- “What would you do if I told you I’m crushing on you?”
- “Would you rather go on a beach date or a cozy movie date?”
- “What’s the first thing you noticed about me?”
- “Describe your ideal first date—no pressure!”
- “So… are you good at keeping secrets?”
Hypotheticals to Keep Things Interesting
- “If you won the lottery, what’s the first thing you’d buy?”
- “If you could time travel, would you go to the past or the future?”
- “If you could meet any historical figure, who would it be?”
- “Would you rather have the ability to fly or be invisible?”
- “If you could instantly master any skill, what would it be?”
- “Would you survive a zombie apocalypse? Why or why not?”
- “If you could live in any movie universe, which one would it be?”
- “If you had to eat only one meal for the rest of your life, what would it be?”
- “If you could teleport anywhere in the world right now, where would you go?”
- “What would you do if you were famous for a day?”
Funny Texts to Make Him Laugh
- “Do you believe in love at first sight, or should I walk by again?”
- “If I were a cat, would you pet me?”
- “What’s the most embarrassing thing you’ve done recently?”
- “Tell me the worst joke you know. I’ll try not to laugh.”
- “Do you know any good pick-up lines? I could use some practice.”
- “What would you do if I showed up at your door with pizza?”
- “Would you rather fight one horse-sized duck or a hundred duck-sized horses?”
- “If I made you breakfast in bed, what would you want me to serve?”
- “What would you say if I told you I’m a little weird?”
- “If you had to give me a nickname right now, what would it be?”
Questions to Discover His Passions
- “What’s something you could talk about for hours?”
- “What’s a hobby you’d never give up?”
- “What’s the last book or movie that really made an impact on you?”
- “What’s something you’re working on right now that excites you?”
- “Do you have a favorite way to relax after a long day?”
- “What’s something you’d do every day if you could?”
- “Is there a sport or activity you love to do?”
- “What’s a skill you’re proud of?”
- “Do you have a favorite artist, musician, or band?”
- “What’s a goal you’re currently working toward?”
Thought-Provoking Questions
- “If you could change one thing about the world, what would it be?”
- “What’s one thing you wish everyone understood about you?”
- “If you could know the answer to any mystery in the world, what would it be?”
- “What’s something you think is underrated?”
- “If you could go back and give your younger self advice, what would it be?”
- “What’s one thing you’re grateful for today?”
- “What’s something you wish you were better at?”
- “If you could live in any time period, when would it be?”
- “What’s one thing you’d love to change about your life right now?”
- “What’s something you’d like to be remembered for?”
Fun “Would You Rather” Questions
- “Would you rather go a year without your phone or a year without sweets?”
- “Would you rather have a personal chef or a personal driver?”
- “Would you rather be able to talk to animals or speak every language?”
- “Would you rather travel the world or live in one amazing place?”
- “Would you rather be famous for something silly or unknown but respected?”
- “Would you rather read minds or be invisible?”
- “Would you rather spend a weekend in the city or the mountains?”
- “Would you rather be the smartest person in the room or the funniest?”
- “Would you rather always be 10 minutes late or 20 minutes early?”
- “Would you rather have endless money or endless time?”
Questions to See If He Likes You Back
- “If I asked you out for coffee, would you say yes?”
- “What’s something you’d do if you were trying to impress someone?”
- “Do you think we’d make a good team?”
- “Be honest… have you ever thought about us being more than friends?”
- “Do you believe in soulmates?”
- “Who’s your go-to person for advice on big decisions?”
- “What’s something you find attractive in a person?”
- “What’s one thing you think we have in common?”
- “Would you ever want to hang out just the two of us?”
- “What’s the best way to ask someone out? Asking for a friend… 😉”
How to Keep a Conversation Flowing with Your Crush
Once you start a conversation with your crush, keeping it going is key. Here are some tips to make the chat natural and fun:
- Listen and Respond
Take a genuine interest in what he’s saying. Follow up with questions or comments that show you’re listening and curious. - Add a Little Humor
A light-hearted approach makes the conversation fun and relaxed. Playful banter or jokes can help ease any tension. - Share a Little About Yourself
Don’t be afraid to open up about your own interests or opinions. Showing your personality keeps the conversation engaging. - Ask Open-Ended Questions
Questions that can’t be answered with a simple yes or no keep the conversation going and allow him to share more. - Enjoy the Moment
Don’t overthink it. Sometimes, just going with the flow can lead to the most natural and memorable conversations.
With these conversation starters, you’re ready to connect and get to know him better. Enjoy the chat, keep things light, and see where it leads!