150 Flirty Texts to Make Him Laugh and Keep Him Hooked

Laughter is one of the best ways to connect with someone, especially when you’re flirting. A funny text can break the ice, make him smile, and create inside jokes that bring you closer. Whether you’re just getting to know him or keeping the spark alive, a little humor goes a long way.

With the right mix of wit and charm, your messages can leave him grinning at his phone. If you’re looking for creative ways to keep things fun, these flirty texts to make him laugh are just what you need!

Best Flirty Texts to Make Him Laugh

Playful Teasing

Playful teasing is a great way to keep things light and fun while building attraction. It adds a bit of mystery, keeps him on his toes, and makes your conversations more exciting. Here are 25 flirty teasing texts to make him laugh:

“Are you always this charming, or did you just turn it up because I’m here?”
“I was going to play hard to get, but I think I lost that game the moment I met you.”
“So, do you always make people laugh this much, or am I just special?”
“Stop being so cute… it’s really distracting!”
“You must have a map because I always seem to get lost in our conversations.”
“I was going to send you a flirty text, but my phone is too shy around you.”
“I bet you think about me more than I think about you… should we compare notes?”
“I’d challenge you to a staring contest, but I already know I’d lose to those eyes.”
“I’m still waiting for my thank-you text… for brightening your day, obviously.”
“Are you trying to be irresistible, or is this just a natural talent?”
“I’d say you’re my favorite, but I don’t want to make my other crushes jealous.”
“You must have a secret admirer… oh wait, it’s not a secret anymore!”
“I was going to go to sleep early, but then I started thinking about you… now I’m wide awake.”
“Are you a professional heartbreaker, or am I just really bad at resisting you?”
“I was going to make fun of you, but then I realized I like you too much.”
“You keep texting me first… should I start charging rent for living in your mind?”
“I’d flirt with you more, but I don’t want to make it too easy for you.”
“Tell me something interesting, or I’ll assume you’re just staring at my texts, speechless.”
“You seem like trouble… but the kind I wouldn’t mind getting into.”
“I have a serious problem… I can’t stop smiling when I text you!”
“You have two choices: either you admit you like me, or we keep pretending this isn’t obvious.”
“I should warn you—I’m highly addictive. Proceed with caution!”
“Are you flirting with me, or am I just really good at wishful thinking?”
“I’d tell you to stop being so attractive, but I don’t want you to listen.”
“Don’t get a big head, but I might enjoy talking to you a little too much.”

Funny Compliments

Compliments don’t always have to be serious—adding humor makes them even more charming! A funny compliment can make him laugh while still letting him know you’re into him. Here are 25 flirty, witty compliments to brighten his day:

“You must be made of caffeine because you keep me awake at night… and I’m totally addicted.”
“Are you a magician? Because every time you text me, everything else disappears!”
“I was going to come up with a clever compliment, but honestly, you’re just too distracting.”
“You’re like WiFi—whenever you’re near, my signal gets stronger (and my heart skips a beat).”
“I’d say you’re the cutest guy I know, but my dog might get jealous.”
“You must have been a chef in a past life because you just spiced up my day.”
“I should be mad at you… because now I have to spend my whole day thinking about you.”
“Are you solar-powered? Because you light up every conversation!”
“You’re like a fine wine—every time I talk to you, you get better.”
“You must be a rare Pokémon because I can’t believe I found someone like you!”
“I was going to say something flirty, but then I got lost staring at your profile picture.”
“You must be a spellcaster because I’m totally under your charm!”
“If smiles were money, you’d be a billionaire… because I can’t stop grinning when I text you.”
“Are you Google? Because you have everything I’ve been searching for.”
“You’re so sweet, you’re probably the reason my phone has a sugar rush every time you text me.”
“I think my heart has WiFi… and your name is the password!”
“You must be a candle because you just brightened up my whole day!”
“You’re like my favorite song—every time I see your name pop up, I get excited!”
“If being charming was a superpower, you’d be the main character in every Marvel movie.”
“I was going to text you a compliment, but I realized you probably already know how amazing you are.”
“You must be part-time comedian because you always know how to make me laugh.”
“You should come with a warning label: Caution! Highly attractive and dangerously charming!”
“If you were a book, you’d be a bestseller—because I’d never want to put you down.”
“You’re like a walking, talking cheat code for making my day better!”
“I’d compare you to a shooting star, but stars burn out… and you just keep getting brighter.”

Witty Pick-Up Lines

A good pick-up line can be the perfect mix of charm, humor, and playful flirting. Whether you want to break the ice or keep the conversation fun, these witty lines will have him smiling in no time!

“Are you French? Because Eiffel for you.”
“Do you believe in love at first text, or should I send another one?”
“Are you a loan from the bank? Because you have my interest!”
“I was going to play hard to get, but honestly, I’m already obsessed with you.”
“Are you an electrician? Because you just lit up my whole day.”
“Is your name Google? Because you have everything I’ve been searching for.”
“Are you WiFi? Because I feel a strong connection.”
“Do you like Star Wars? Because Yoda one for me!”
“Are you a magician? Because whenever I look at my phone, you appear like magic.”
“Do you have a name, or can I just call you mine?”
“You must be a time traveler because every moment I talk to you feels like magic.”
“Are you a keyboard? Because you’re just my type.”
“I was going to flirt with you, but honestly, you’re already winning.”
“Do you have a Band-Aid? Because I just fell for you—hard.”
“Are you a campfire? Because you’re hot and I just want to get closer!”
“Are you a cat? Because you just made me paws and stare.”
“I think my phone is broken… it doesn’t have your number in it yet!”
“Are you made of copper and tellurium? Because you’re Cu-Te.”
“You must be a beaver, because daaaaam!”
“Are you an alien? Because you just abducted my heart!”
“Do you believe in destiny? Because I think we just swiped right on fate.”
“I must be a snowflake because I just fell for you.”
“Are we at an airport? Because my heart just took off!”
“Are you a pizza? Because no matter how much I have, I’ll always want more of you.”
“You must be a chef because you just added spice to my life.”

Lighthearted Challenges

A little playful competition can add excitement to your conversations. Flirty challenges keep things interesting and make him feel engaged while bringing out his fun side. Try these 25 lighthearted, teasing challenges to keep the flirtation going!

“I bet you can’t go a whole day without thinking about me… starting now!”
“Let’s play a game: If I win, you owe me a date. If you win… I’ll let you pick where we go!”
“I dare you to try and text me without smiling. Impossible, right?”
“If you can make me laugh in the next three texts, I’ll admit I have a crush on you.”
“I bet you can’t come up with a flirty comeback that’s better than mine. Prove me wrong!”
“If you can guess what I’m thinking right now, I’ll let you take me out this weekend.”
“I challenge you to a staring contest… Oh wait, texting doesn’t work like that. Guess I win!”
“You have 10 seconds to come up with the best pet name for me. Go!”
“If you can tell me one fun fact I don’t know, I’ll send you a surprise.”
“Let’s see if you can keep up with my wit—first one to run out of flirty comebacks loses!”
“I’ll give you three guesses to figure out my favorite thing about you. If you get it right, you win a prize!”
“I bet you can’t send me a selfie that won’t make me smile.”
“If you could only text me using emojis for an hour, how would you confess your feelings?”
“I dare you to think of me and NOT smile. Too late, you lost!”
“Let’s play a game: I’ll text you a pickup line, and you have to top it!”
“The first person to respond to this text loses… oops, guess you’re mine now!”
“If you were to write a flirty poem about me in five words, what would it be?”
“Send me the funniest meme you can find. If I don’t laugh, you owe me a coffee.”
“I challenge you to send me a message without using the letter ‘e.’ Good luck!”
“If you can answer this riddle, I’ll admit how much I like you: ‘What has keys but can’t open locks?’”
“Text me using only song lyrics for the next five minutes. Let’s see if we can have a conversation!”
“If you can tell me one good reason I shouldn’t have a crush on you… I’ll reconsider. (Good luck!)”
“Guess what my dream date would be. If you get close, you win extra points!”
“If I send you my best pickup line, you have to rate it on a scale from 1 to ‘Marry me.’ Deal?”
“If you win this game of rock-paper-scissors (through text, of course), I’ll let you ask me one daring question!”

Flirty Jokes

Nothing keeps the conversation fun and light like a good joke—especially one with a flirty twist! Whether you’re making him chuckle or playfully rolling his eyes at your humor, these jokes will keep the spark alive. Here are 25 flirty jokes guaranteed to make him laugh:

“Are you a parking ticket? Because you’ve got ‘Fine’ written all over you!”
“Are you a magician? Because every time I look at you, everyone else disappears… or maybe I just have tunnel vision!”
“Do you have a name, or can I call you mine?”
“Are you a WiFi signal? Because I feel a strong connection!”
“Are we at the airport? Because my heart is taking off every time you text me!”
“Is your name Chapstick? Because I just can’t get enough of you!”
“Are you my phone charger? Because I feel a spark every time you’re around!”
“Are you an alarm clock? Because you just woke up my heart!”
“You must be a magician, because every time you text me, I forget what I was doing.”
“Are you a time traveler? Because every moment with you feels like magic.”
“Are you my favorite coffee? Because I just can’t start my day without you!”
“Do you have a Band-Aid? Because I just fell for you… and it was a hard fall!”
“Are you a keyboard? Because you’re just my type!”
“Are you a cloud? Because every time I think of you, I get lost in a daydream.”
“You must be an angel, because heaven is missing one!”
“Are you made of sugar? Because you just made my whole day sweeter!”
“Is your name Netflix? Because I could binge on you all day!”
“You must be a light switch because you just brightened up my day!”
“Are you a shooting star? Because every time I see you, I make a wish!”
“Are you a math problem? Because you make my head spin… in the best way!”
“Are you a library book? Because I just can’t stop checking you out!”
“Are you a campfire? Because you’re hot and I want s’more!”
“Are you gravity? Because I just can’t seem to stay away from you!”
“Are you a song on repeat? Because I just can’t get you out of my head!”
“You must be a magician, because whenever you text me, everything else disappears from my mind!”

Romantic Flirty Texts

When flirting gets a romantic touch, it creates a deeper connection while still keeping things playful. These flirty texts add a dash of sweetness to make him feel special, while also keeping the chemistry alive. Here are 25 romantic flirty texts to send his way:

“I was trying to sleep, but my heart won’t stop texting your name.”
“I think my heart skips a beat every time I see your name pop up on my phone.”
“I just realized every love song makes more sense when I think about you.”
“If kisses were stars, I’d send you the whole galaxy.”
“I don’t need a superhero—just you and your arms around me.”
“I wish I could teleport right now… straight into your arms.”
“I was going to play hard to get, but then I remembered how much I like you.”
“I’m not saying I dream about you every night… but let’s just say my subconscious has great taste.”
“They say nothing lasts forever… so will you be my nothing?”
“I must be a snowflake because I just completely fell for you.”
“I think you stole something from me… my heart. Don’t worry, you can keep it!”
“My phone battery lasts longer than my ability to go without texting you.”
“If love were a language, I think we’d be fluent by now.”
“Every time you text me, my bad mood just disappears.”
“I don’t need a GPS… my heart always knows its way to you.”
“You must be a magician, because every time we talk, I feel like I’m in another world.”
“You make my heart do things even caffeine can’t!”
“I think I’ve developed a serious addiction… to you!”
“If you were a book, I’d never put you down.”
“I think my heart has a playlist, and your name is on repeat.”
“You and I make a great team—mostly because you’re adorable and I’m smart enough to notice.”
“I don’t believe in fate, but I do believe in us.”
“Every time I talk to you, I get this silly little grin on my face… and I don’t even care.”
“You know what would make my day better? Seeing you. Until then, this text will have to do!”
“I’d send you a million heart emojis, but I’d rather just give you my real one.”