Flirty texts to Make Him Laugh at Night

The best way to end the night? A flirty, playful text that makes him smile before he falls asleep. Whether you want to tease him, make him laugh, or leave him missing you, a well-timed message can do the trick.

Below, you’ll find some of the best flirty goodnight texts designed to keep the conversation going, even in his dreams. Pick one that matches your vibe, send it with confidence, and let him fall asleep thinking about you. And hey, don’t be surprised if you wake up to an even flirtier message in the morning!

Flirty Goodnight Texts to Keep You on His Mind

I’ve been in a long-distance relationship myself—about four or five years ago. When things were good, we used to exchange cute and flirty texts, and let me tell you, it kept things exciting. Back then, there weren’t as many blogs with content like this, but now? Boom! You’ve got all the flirty goodnight texts you need right here.

So go ahead, check them out, and for the love of romance—bookmark this page! 😡 (Haha, seriously, please come back because I’m always updating these posts with fresh, fun texts just for you!)

1. “I was about to fall asleep, but then I realized I forgot something important… you didn’t tell me how cute I looked today.”

A flirty way to tease him into giving you a compliment while making him laugh.

2. “Just a heads-up, if I dream about you tonight, you officially owe me breakfast in the morning.”

This sets up a fun and flirty excuse for him to take you out or text you first thing in the morning.

3. “I should sleep, but my pillow is way too cold. You wouldn’t happen to be available as a personal heater, would you?”

A cute and slightly suggestive way to hint that you’d rather be cuddling.

4. “I have a feeling you’re staying up just hoping I’ll text you… so here I am, saving you from your suffering.”

This keeps things playful while making it seem like you know he’s thinking about you.

5. “I could say goodnight, but let’s be real, we both know you’re going to stay up thinking about me anyway.”

This is pure confidence and will definitely make him smile before bed.

6. “Sleep well, and if you wake up in the middle of the night missing me… well, I don’t blame you.”

A flirty way to keep yourself on his mind even after he falls asleep.

7. “I was going to say goodnight, but now I’m wondering… should I expect a dream about you serenading me, or are you more of a ‘dramatic action movie’ kind of dream guy?”

This keeps the conversation going and gives him a chance to flirt back with a fun response.

8. “I bet I’ll fall asleep faster than you. But if you miss me too much, you’re allowed to text me first in the morning.”

A playful way to challenge him while making sure you get that morning message.

9. “I’d tell you to have sweet dreams, but I already know your dreams are sweet because I’m in them.”

This is bold, teasing, and makes it sound like he can’t get you out of his head.

10. “I’m going to bed, but don’t worry, I’ll let you know if you do anything cute in my dreams.”

This one makes him smile while hinting that he’s already on your mind.

11. “I was about to sleep, but then I remembered something super important… oh wait, never mind, it was just me thinking about you again.”

This adds an unexpected twist, making him laugh while hinting that he’s on your mind.

12. “I hope you sleep well, but not too well. You should wake up at least once to check if I texted you again.”

A fun way to tease him while making it sound like he’s a little obsessed with you.

13. “I read somewhere that thinking about someone before bed makes them dream about you. Just wanted to test that theory real quick.”

This one is flirty and playful while subtly suggesting that you want to be in his dreams.

14. “Sweet dreams. And by sweet, I mean I better be the main character in them.”

A confident way to make sure he’s picturing you before he falls asleep.

15. “I was going to wish you goodnight, but honestly, I kind of like the idea of keeping you up thinking about me.”

This keeps the flirty tension going while making him want to keep talking to you.

16. “Sleep tight, don’t let the bed bugs bite… unless they’re as cute as me. Then maybe just one.”

A fun twist on the classic bedtime phrase that will definitely make him laugh.

17. “If you wake up in the middle of the night and feel a little lonely, don’t worry. That’s just me stealing all your blankets in my dreams.”

This is flirty and cute while setting up the idea of being cozy together.

18. “I would say goodnight, but I’m still waiting for one last cute message from you. No pressure.”

A perfect way to get him to keep the conversation going a little longer.

19. “They say a goodnight text from someone special helps you sleep better. Just doing my part to make sure you get your beauty rest.”

This is sweet and flirty while giving him a little compliment before bed.

20. “Nighty night. Try not to miss me too much. I know it’s hard, but I believe in you.”

A little sassy, a little playful, and guaranteed to make him grin before he falls asleep.

21. “I was going to count sheep to fall asleep, but then I thought… I’d rather count all the cute things you’ve said to me today.”

This is playful, sweet, and makes him think about all the fun conversations you’ve had.

22. “I was about to sleep, but my pillow just asked where you are. I didn’t know what to tell it.”

A fun and unexpected way to hint that you wish he was next to you.

23. “Fun fact: People who text their favorite person goodnight tend to have better dreams. So… you’re welcome in advance.”

This subtly calls him your favorite person while giving him a little confidence boost before bed.

24. “I read somewhere that sending a flirty goodnight text increases your chances of waking up to an even flirtier good morning text. Let’s test that theory.”

A smart and creative way to keep the conversation flowing into the next day.

25. “My blanket is cozy, my bed is warm, but something is definitely missing… oh yeah, you.”

This sets up a cute and flirty image that will definitely make him smile.

26. “I just realized my bed has a serious flaw… it doesn’t come with you in it.”

A flirty little text that’s fun and just the right amount of teasing.

27. “I’d say goodnight, but let’s be honest, you’re probably going to stay up thinking about me anyway.”

Bold, confident, and guaranteed to make him laugh while making him think about you even more.

Flirty Goodnight Texts: The Perfect Way to End the Day

Whether you’re in a long-distance relationship or just want to keep the spark alive, a flirty goodnight text is the perfect way to make him smile before bed. A little teasing, a sweet compliment, or a playful challenge can turn a simple message into something that lingers in his mind all night.

So go ahead, pick your favorite, hit send, and let him fall asleep thinking about you. And if you want even more flirty text ideas, check out these posts for extra inspiration:

Sweet dreams… or should I say, flirty dreams? 😏

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