The Best Messages to Send that’ll Make Him Smile

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Funny, flirty, and expert-approved texts your boyfriend or crush will love
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So, you’re constantly thinking about this funny, cute, and super amazing guy. But how can you make him giggle the way you do at the very thought of him? With a quick text, of course! With the help of expert dating and relationship coaches, we’ve put together the best silly and flirty messages you can send your crush or boyfriend that are sure to make him laugh out loud or even blush a little. Once you hit send, he won’t be able to think about anything else.

Funny & Flirty Texts for Him

  • If you were a vegetable, you’d be a cute -cumber 🥒💚
  • Do you like Harry Potter? Because I a- dumble- dore you ⚡🧹⚯
  • We should go out for coffee because I like you a latte ☕🤎✨
  • We’re not socks, but we’d make a great pair 🧦🤍
  • I called 911…You’re under arrest for being too cute 🚨🚨🚨
Section 1 of 10:

Hilarious & Flirty Texts to Make Him Laugh

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  1. You might hear that the best way to a guy’s heart is through his stomach…but making him laugh is just as good a route! If you can come up with a hilariously flirty text to send to your crush, boyfriend, partner, or husband, you’re sure to make him fall even more head over heels for you:
    • Guess what’s on the menu? Me-n-u 😜
    • I wanted to send you something nice, but the mailman told me to get out of the mailbox 📬🫣
    • Don’t trip today. I’d hate to see you fall for someone else.
    • I’m learning about important dates in history. Want to be one?
    • I hope you know CPR because you take my breath away 😮‍💨 [1] .
    • So, autocorrect saved your name as “Babe.” I swear it wasn’t me ​​🤷‍♀️
    • Alright. I texted you. What are your other 2 wishes? [2]
    • Hey! Stop thinking about me so much!
    • Sometimes I look at my boyfriend and go, “Wow. He’s lucky.”
    • Come over, I have all your favorites. Pizza, beer, and of course, ME. [3]
    • How have you gone so long without messaging me? I'm such a delight.
    • Do you have a pencil? Because I want to erase your past and write our future ✏️
    • I challenge you to come up with the cheesiest pickup line you can think of. Go!
    • I’m not flirting. I’m just being extra friendly to someone who is extra attractive. [4]

    Meet the wikiHow Expert

    John Keegan is a dating coach and motivational speaker with over 15 years of professional experience in helping people find love.

    Julia McCurley is a certified professional matchmaker and relationship coach who’s been published in the Huffington Post, the Good Men Project, and more.

    Renee Slansky is a dating, relationship, and life coach who works as a global dating advisor to several major dating platforms.

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Section 2 of 10:

Cute & Flirty Texts to Make Him Laugh

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  1. A cutesy and flirty text will likely go a long way to brighten your boyf’s day, and you can make it even sweeter by making it more personal. Touch on an "inside joke or recent memory to personalize your flirty text, says dating coach Renee Slansky. “Use the little bits of information that you know about [him] as a little joke…there are always little key points that you can pick up on and then use in a way to lead to a flirty conversation.” [5]
    • I blame you for distracting me at work. Why are you always on my mind?
    • If you were a vegetable, you’d be a cute-cumber 🥒
    • Do you watch a lot of HGTV? Because you sure know how to fix my heart 🛠️❤️‍🩹
    • Do you know how much a penguin weighs? Enough to break the ice! Hi there! 😊
    • We should go out for coffee, because I like you a latte.
    • If you were a fruit, you’d be a fineapple 🍍🍍
    • I’m so happy for you! You have the best girlfriend ever 🤗
    • I really want tacos…and a cute guy to eat them with 😝
    • On a scale of 1 to 10, I’d say you’re my number 1.
    • I called 911…You’re under arrest for being too cute.
    • I doughnut want to glaze over the fact that I love you a hole lot 🍩🤎.
    • What do you call 2 birds in love? Tweet-hearts 🐥💕🐥
    • I'm not that great at flirting. Can I practice on you?
    • Hey, this is me making the first move. Your turn. [6]
    • You. Me. Takeout. Tonight.
    • Did you really think you could win me over with that cute smile?
Section 3 of 10:

Silly & Flirty Texts to Make Him Laugh

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  1. If you want to engage with your crush or bf in a fun and silly conversation over text, dating coach John Keegan suggests “sending something that’s playful and that has a light and flirtatious vibe.” [7] Write something that’s sweet, goofy, super funny, and that appeals to your guy’s specific sense of humor:
    • You remind me of my future boyfriend, isn’t that something?
    • Sorry, but I just dropped something—my jaw!!
    • I bet you smiled when you saw my name pop up 🙈 [8]
    • Can I call you Chapstick? Because you’re da balm!!
    • It must have been tough waiting for me all these years!
    • Congrats! You just won The Best Girlfriend Ever! Your prize will arrive at 6 PM 😏
    • Are you a parking ticket? Because you've got FINE written all over you.
    • I live laugh love you.
    • Do you like Star Wars? Because Yoda only one for me!
    • I’d take you to a movie, but they don’t let you bring your own snacks.
    • You know, I had a rule about never dating a Mets’ fan. Guess I made an exception for you.
    • It’s too bad I don’t like dating guys who are cuter than me.
    • All I want to do is curl up and watch Harry Potter with you because I ​​a-Dumbledore you.
    • Hi. Just wanted to say I see you in my future 🔮👀
    • 🐕 Dexter! Get back here. Sorry, he must like you as much as I do!
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Section 4 of 10:

Spicy & Flirty Texts to Make Him Laugh

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  1. If you want to heat things up with a spicy yet funny text , “say something flirty and slightly suggestive, like you just got out of the shower and are thinking about him,” advises relationship coach Julia McCurley. “Complimenting him is another good way to renew the spark, like ‘You have such a great sense of humor—I miss your jokes.’” [9]
    • You’re hotter than a jalapeno! 🌶
    • If kisses were snowflakes, I’d send you a blizzard ❄️💋.
    • Boy, you must be a gardener cause I love those two-lips 🌷
    • You remind me of a pepper: hot and spicy 🔥
    • Was that an earthquake, or was it just you rocking my world? 🫨
    • You’re body is 65% water…and I’m mighty thirsty 😏
    • I can’t decide what I want more: food or you.
    • If kissing is a love language, then we have much to talk about 😘
    • Do you have a name, or can I call you by mine?
    • Do you like sales? Because clothing is 100% off tonight 😜
    • You're like my morning coffee...hot and an absolute necessity ☕
    • Wanna be my big spoon later? 🥄
    • Can I borrow a kiss? I promise I’ll give it back 😘
    • Stop looking so hot in the pics you post. You're killing me over here!
    • My roommates are gone this weekend...just FYI.
    • Miss you? Who said anything about me missing you? 😉
    • That classic charm won’t work on me. You’ll have to try something else 👀
    • I know you’re busy today, but I hope I’m on your to-do list.
Section 5 of 10:

Flirty Pickup Lines to Make Him Laugh Over Text

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  1. When in doubt, go for a pickup line! As cute as they are cringe, pickup lines are the perfect go-to for when you want to flirt with a guy but also make him laugh . And, in our opinion, the golden rule of pickup lines is the cheesier the better:
    • I don’t have a library card, but can I check you out? 📚💖 [10]
    • Do you have an extra heart? Mine’s been stolen.
    • Are you French? Because Eiffel for you 🥐
    • Do you have a Band-Aid? Because I just scraped my knee falling for you 🩹
    • Are you a sheep? Because your body is unbaaalievable! 🐑🐑🐑
    • Can I have your picture? I need to show Santa what I want this year 😉
    • Do you have a coach? Cause you make my heart jump 😍
    • Do you like Harry Potter? Because I adumbledore you. [11]
    • Is your license suspended? Because you’re driving me crazy.
    • Do you play soccer? Because you’re a keeper! ⚽😍 [12]
    • Do you fish? Because I’m totally hooked 🤪
    • Are you a Boy Scout? Because you have my heart in knots 🪢
    • Have you been to the doctor? It seems like you need some Vitamin Me. [13]
    • Is your name Wi-Fi? Because I’m feeling a connection 💓
    • Are you a time traveler? Because I see you in my future. [14]
    • Are you a banana? Because I find you a-peeling! 🍌🍌
    • Are you a shooting star? Because you’ve made all my dreams come true 🥰
    • Are you a dictionary? Cause you add meaning to my life.
    • My feet are cold. Must be because you knocked my socks off.
    • Do you believe in love at first sight, or should I walk by again? [15]
    • Do you have a map? I just keep getting lost in your eyes.
    • Do you like science? Because I've got my ion you. [16]
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Section 6 of 10:

Flirty Questions to Make Him Laugh Over Text

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  1. Asking your crush questions over text is a pro rizz move, because the questions can be funny and flirty while also breaking the ice and keeping your convo moving. From silly would you rather questions to flirty get-to-know you Qs , here are some of our favorite queries that your boo will have a fun time answering: [17]
    • What are three items you might purchase at the grocery store to get strange looks from the cashier? 🏪🤨
    • What’s your favorite thing about me that no one else would find endearing? 😜
    • Do you have a favorite dinosaur? 🦕
    • What’s the most realistic animal sound you can make? 🐄🐅🐘🐒
    • Is charcuterie a meal? 🧀🥓
    • What’s your favorite conspiracy theory? 🤯
    • Have you ever gotten a horrible haircut? 💇
    • Have you ever completely misunderstood song lyrics? 🎵😬
    • Who in your life would make the best zombie? 🧟🧟🧟
    • What do you consider your least popular opinion? 🤔
    • Can you touch your nose to your tongue? 👃👅
    • What's one thing your dogs could say that would completely ruin your image if they could talk? 🐕😳
    • What do you think is the worst thing that a person can put in their bio for a dating app? 📱❌
    • Do people drink or eat soup? 🍜
    • Which species would be the rudest if all animals could talk? 🐽
    • I need to ask you a very deep, serious question, and your answer will have huge consequences for both of us… Thin-crust or deep-dish? [18]
Section 7 of 10:

Flirty One-Liners to Make Him Laugh Over Text

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  1. One-liners are sorta the crème de la crème of texting jokes. They’re simple, succinct, witty, and get your point across quickly—especially when your point is to tell your man just how cute and handsome he is! Just be sure to pick one that matches your relationship and your personalities, and we can guarantee that you’ll make your boyf giggle and blush at the same time:
    • It must be Fall because I’m falling for you 🤎🧸🍂
    • You’re so sweet, you put Hershey’s out of business 🍫🍫🍫
    • Something must be wrong with my eyes because I can’t take them off of you.
    • Call me a thief because I want to steal your heart 🥷🏻
    • I must be a snowflake cause I’m falling for you .𖥔 ݁ ˖⋆ ˚❆.
    • We’re not socks, but we’d make a great pair 🧦🤩
    • You must be a magician because the world disappears when I talk to you. [19]
    • I’m not a photographer, but I can picture us together 📸 [20]
    • You must be related to Google because you’re everything I’m searching for. [21]
    • If I were a surgeon, I’d give you my heart 🫀
    • You must be Australian because you meet all my koala-fications.
    • Glad I have my library card, because all I wanna do is check you out.
    • Life without you is like a broken pencil…pointless.
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Section 8 of 10:

Flirty Knock-Knock Jokes to Make Him Laugh Over Text

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  1. There’s nothing like a well-executed and hilarious knock-knock joke , and we especially like them when they’re sent over text! They’re a bit more unexpected than your typical pick-up line or one-liner, but they’re just as cute, funny, and creative. Here are a few of our favorites:
    • Knock knock! Who's there? Olive. Olive who? Olive you and I don't care who knows it! 🫒
    • Knock knock? Who’s there? Hugh. Hugh who? Hugh have an amazing smile 😀
    • Knock knock? Who’s there? Norma Lee. Norma Lee who? Norma Lee I don’t talk to strangers, but you caught my eye 👀
    • Knock knock? Who’s there? Eyesore. Eyesore who? Eyesore do like you! ♥️
    • Knock knock? Who’s there? Water. Water who? Water you up to later tonight? 💦
    • Knock knock? Who’s there? Noah. Noah who? Noah place where we can go out sometime?
    • Knock knock? Who’s there? Egg. Egg who? Egg-cited to hang out with you later! 🥚
    • Knock knock? Who’s there? Woo. Woo who? I’m excited to see you too!
    • Knock knock? Who’s there? Amish. Amish who? Amish you too!
    • Knock knock? Who’s there? Ivana. Ivana who? Ivana hold your hand 🤝
    • Knock knock? Who’s there? Disguise. Disguise who? Disguise your boyfriend!
    • Knock knock? Who’s there? Kiss. Kiss who? Kiss me! 💋
    • Knock knock? Who’s there? Honeydew. Honeydew who? Honeydew you know how handsome you look right now? 🍈
    • Knock knock? Who’s there? Aisle. Aisle who? Aisle always love you!
    • Knock knock? Who’s there? Anita. Anita who? Anita kiss from you 👩‍❤️‍💋‍👨
Section 9 of 10:

Flirty “Good Morning” Texts to Make Him Laugh

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  1. Your guy is probably thinking of you ‘round the clock, so sending him a funny ‘good morning’ text is a good way to let him know that you’re doing the same! Make a morning-related joke that mentions coffee, cuddles, bedhead, or another inside joke that the two of you have—then add a sweet and cutesy note to amp up the flirtation factor:
    • I can’t espresso how much you mean to me. Coffee date? ☕♡︎
    • You must be tired from racing through my thoughts all morning ᯓ🏃🏻‍♀️‍➡️
    • Did I set my alarm just to text you good morning? Quite possibly [22]
    • Hope your morning coffee is as hot as you! ☕️
    • I miss you so much—morning breath and all! [23]
    • Good morning! Hope your day is as nice as your butt 🍑😈
    • 🚨Alert! 🚨The hottest guy in the world has just woken up! Good morning! 😉
    • Morning, handsome! I love you more than coffee, but please don’t make me prove it.
    • Good morning! Hope your day is as exciting as your bedhead this morning—just a bit easier to tame!
    • Screw the sun—my day starts and ends with you! Good morning, handsome!
    • Good morning! You’re my happy place…other than this really comfy bed.
    • Are you looking like Beauty or the Beast this AM? Good morning either way!
    • Good morning, sweetheart! Spoiler alert: I need coffee.
    • Morning, baby! When are you going to come and give me my good morning kiss? I’m waiting!
    • From the depths of your slumber, I summon thee to a beautiful morning.
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Section 10 of 10:

Flirty “Good Night” Texts to Make Him Laugh

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  1. If you’re drifting off to dreamland without your main man beside you, you should definitely shoot him a ‘good night’ text to let him know you’re thinking of him. After all, he’s probably lying awake wishing you were there beside him! End both of your days with a sweet giggle and a flirty *wink*, both of which can be accomplished with any of these sample texts:
    • I wish you were here to steal the covers from me all night.
    • Good night, my love! Dream of me… but not the grumpy, pre-coffee version! ❤️☕
    • If you hear noises, it’s just me sneaking a midnight snack! 🍪😜
    • I’d say sweet dreams, but I already know you’ll be dreaming of me.
    • Sleep tight, but don't let the bed bugs bite… unless it's me! 🐛
    • Sweet dreams! Remember, if you see a monster under the bed, tell it I’ll fight it for you 👹⚔️
    • Good night! Don’t stay up too late scrolling—I’ll know!
    • Night night! If you wake up grumpy, blame the pillow.
    • Sleep tight! And if you snore, I’ll hear it from here.
    • I never realized how hard it is to sleep without hearing your cute snores next to me. Good night, my love 💗
    • Good night! Don’t let the bedbugs bite… but if they do, at least they’ll get a taste of perfection.
    • Hoping you savor a night without my snoring. Sleep well!
    • There's a reason they call it 'beauty sleep.' Just look in the mirror, sleepyhead!
    • Good night! May your dreams be as weird and wonderful as you are.
    • Missing you my starfish. Yes, you totally take up the whole bed and I love it.
    • Good night love! (This is your sign to put your phone down.)

Join the Discussion...

Best ideas for flirty texts for him
wikiHow Editorial Team
Try these flirty texts out to show a guy that you're into him:
  • Good morning! Just wanted to say you were on my mind when I woke up :)
  • I had a dream about you last night. Can you guess what it was about?
  • I'm still smiling thinking about hanging out with you last night 😉
  • Have I ever told you how handsome you were?
  • I can't wait to see you again
  • My heart skips a beat every time I see a notification from you.
  • I wish I could give you a good night kiss.
Cher Gopman
Dating Coach
When flirting over text message, ask him questions that are exciting and move the conversation forward. Jump between different topics so he's interested to continue the conversation.

If a song just came on and that reminded you of him, you can say, "Hey, I'm listening to this song and it made me think of you." Show that interest and that common ground and then it'll make the other person excited as well!

It's okay to use emojis here and there to show that you're lighthearted and fun, but don't overuse them because that'll come off as too eager.
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      Expert Interview

      Thanks for reading our article! If you’d like to learn more about flirty texts, check out our in-depth interview with Cher Gopman .

      References

      1. ↑ https://www.hitched.co.uk/wedding-planning/organising-and-planning/pick-up-lines/
      2. ↑ https://www.theknot.com/content/pick-up-lines#ei-1748895876177
      3. ↑ https://parade.com/1085958/marynliles/flirty-texts-for-him/
      4. ↑ https://www.goodhousekeeping.com/life/a60581148/flirty-texts/
      5. ↑ Renee Slansky. Dating Coach. Expert Interview
      6. ↑ https://www.goodhousekeeping.com/life/a60581148/flirty-texts/
      7. ↑ John Keegan. Dating Coach. Expert Interview
      8. ↑ https://www.sciencedirect.com/science/article/abs/pii/S0191886919305963
      9. ↑ Julia McCurley. Relationship Coach. Expert Interview
      1. ↑ https://www.today.com/life/relationships/cheesy-pick-up-lines-rcna132030
      2. ↑ https://www.psychologytoday.com/us/blog/dating-in-the-digital-age/202108/the-best-dating-app-pick-lines-and-the-worst
      3. ↑ https://www.theknot.com/content/pick-up-lines#ei-1748895876177
      4. ↑ https://www.hitched.co.uk/wedding-planning/organising-and-planning/pick-up-lines/
      5. ↑ https://www.today.com/life/relationships/cheesy-pick-up-lines-rcna132030
      6. ↑ https://www.hitched.co.uk/wedding-planning/organising-and-planning/pick-up-lines/
      7. ↑ https://www.theknot.com/content/good-morning-text-for-him#ei-1750286708141
      8. ↑ https://www.teenvogue.com/story/funny-questions-to-ask#funny-questions-boyfriend-girlfriend
      9. ↑ https://www.goodhousekeeping.com/life/a60581148/flirty-texts/
      10. ↑ https://digitalcommons.bucknell.edu/cgi/viewcontent.cgi?article=2977&context=fac_journ
      11. ↑ https://www.hitched.co.uk/wedding-planning/organising-and-planning/pick-up-lines/
      12. ↑ https://www.psychologytoday.com/us/blog/love-digitally/201806/why-do-we-flirt-text
      13. ↑ https://www.theknot.com/content/good-morning-text-for-him
      14. ↑ https://www.theknot.com/content/good-morning-text-for-him#ei-1750286708141

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