20 Goodnight Texts for Your Ex-Boyfriend (To Make Him Smile)

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Nighttime can be tough. There’s something about laying in bed, waiting for sleep to come, that naturally makes your mind turn to things you may have been avoiding thinking about all day. Whether it’s something embarrassing you did five years ago or, of course, your ex-boyfriend, suddenly it’s all you can think about.

You might find yourself holding your phone in your hand, getting ready to text your ex. Should you text him good night, though? If so, what do you even say to him?

We’ve written this guide to help you vanquish those questions. We’ll tell you if it’s okay to text him, as well as provide you a list of goodnight texts for your ex-boyfriend.

Should You Text Your Ex Good Night?

There are a few situations where it is acceptable to text your ex-boyfriend…but these situations are the exception, not the rule.

In every single ex-boyfriend article we write, one of the first questions we like to consider is whether or not you should even be texting him good night. If you look at other similar posts online, you’ll probably see the vast majority of people telling you that you absolutely shouldn’t do it.

That’s where we differ. We think there are a few situations where it is acceptable to text your ex-boyfriend…but these situations are the exception, not the rule.

So when can and should you text him? Text him if you’re still friends with him, if you’re both considering getting back together, or if you’re not on horrible terms with him.

On the other hand, if he was abusive to you, if the breakup was a bad one, or you just broke up the other day, you should probably set your phone down. Texting him in these situations won’t get you anywhere.

Here’s another question you might have: should you text him if he’s happily seeing someone else?

That’s a tricky one to answer. If you’re legitimately friends with him and you’re not planning on trying to break them up, it’s fine to text him. Just be sure to keep his new partner’s feelings in mind – would you like it if he was regularly texting an ex while you were dating him?

Related Article: How to Get Your Ex-Boyfriend Back from Another Girl

Good Night Texts for Your Ex-Boyfriend

Now to get to the good stuff: what to text your ex-boyfriend when you absolutely need to text him good night. We’ve given you two categories: texts you can send when you’re still close to him, and texts you can send when things have gotten a little distant between you.

If none of these texts seem like a great fit for you (and you’ll know what’s perfect to send him), then consider checking out the Text Chemistry program by Amy North. She’s a relationship coach with tons of experience, and her course will teach you everything you need to know about winning someone over by text.

Good Night Texts for Close Ex-Boyfriends

These are the texts you can send if you’re still interacting with your ex regularly. They range from flirty to casual depending on what you’re hoping for.

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Do you just want to stay good friends with him? Then make sure you avoid the texts that have a flirtier tone.

VIDEO REVEALS: Secret 'Desire' text message that men are powerless to resist

Want to get him longing for you again? Then those same flirty texts we asked you to avoid will be perfect for piquing his interest and rekindling that flame.

  • “I just wanted to wish you good night. I hope you have sweet dreams!”

Great For: When you want to keep things casual and end a pleasant conversation for the day.

  • “Good night, sleep tight. Let me know if you need someone to cuddle with next time…”

Great For: When things are getting spicy between you and you want to show him your intentions. This is a flirty text.

  • “About to head to bed for the night. Maybe I’ll meet you again in my dreams.”

Great For: When you’re feeling romantic and want to see if he feels the same way.

  • “Do you still watch *tv show* every night before bed? Maybe that’s a bedtime routine I should try.”

Great For: When you want to turn up the humor and keep the convo comfortably platonic.

  • “I’m getting ready to go to bed, but just wanted to check on you. How was your day?”

Great For: When you want to fish for more information on how he’s doing without blowing your casual cover.

  • “I’ve been missing you more and more every night.”

Great For: When you want to make him melt. This is also a flirty text, so avoid it if you just want to stay friends with him.

  • “Just wanted to let you know I’m getting ready to sleep, and you’ll be the last thing I think about tonight.”

Great For: When you’re feeling ultra-cheesy and suspect he’s feeling the same way. He may not say it, but he’ll definitely be thinking “aww” with this one. This is a flirty text.

  • “You’d better be thinking about me tonight, because I’m definitely thinking about you!”

Great For: When you want to lowkey flirt with him but avoid riskier cheesy texts. This is a flirty text.

  • “I miss falling asleep in your arms.”

Great For: When you’ve been having a romantic, feelings-filled talk. Throw out this gem to make him miss the old days with you. This is a flirty text.

  • “Speaking of good nights – I had the craziest dream last night!”

Great For: When you want to hook him in for further conversation with some flexibility. You can make this naughty or keep it cool and friendly by telling him about either spicy or funny dreams.

Feeling a little frisky? We’ve got a guide on how to get your ex-boyfriend to sleep with you if you’re feeling the heat with him.

Good Night Texts for Distant Ex-Boyfriends

We’ve created these texts specifically for exes you might not be super close to anymore. Note: this does not mean exes you are actively on bad terms with. If you’d flee the building when you run into him in public, then you probably shouldn’t be texting him to begin with.

Side Note: Check out our ultimate guide on texting guys here.

What we mean is that you can send him these texts when you’re a bit distant or openly neutral towards each other. Think someone you might greet if you were to bump into in public, but maybe not initiate a long conversation with.

  • “Good night. I hope you had a great day.”

Great For: When you want to casually slide into his DMs, but don’t want to rock the boat just yet. It’s a cool, basic text that leaves the door open for him to respond.

  • “Good night, *his name.* Is it okay if I text you tomorrow?”

Great For: When you want to set up a future (hopefully longer) conversation with him.

  • “I saw something that reminded me of you today. It’s kind of late, though – remind me to tell you about it tomorrow.”

Great For: When you want to get him curious and eager to talk to you more. Be sure you actually have something to tell him when you use this one!

  • “I can’t sleep tonight because I can’t stop thinking about you. I hope you’re doing okay.”

Great For: When you want to get back together and you’re trying to get him to think of you.

  • “We might not have ended on the best terms, but I just wanted to let you know I miss you and I’m thinking about you. Good night.”

Great For: When you want to start rebuilding a bridge between you. Acknowledging any awkwardness between you to may help clear the air so you can move forward.

  • “I can’t stop tossing and turning. Are you still awake, too?”

Great For: When you want to casually initiate a conversation with him.

  • “Would you mind getting on a call with me tomorrow? I’d love to talk to you again.”

Great For: When you want to get him on the phone with you – talking out loud is way more expressive than texting. If he agrees, though, make sure you plan things to say to him. You can try out some our topics in our guide on what to talk about with your ex-boyfriend over text.

  • “Hey, just wanted to let you know that you’ve been on my mind all day. That’s all.”

Great For: When you want to let him know you’re open to talking again, but don’t want to pressure him.

  • “If you’re not asleep already, I’d love to hear about your day.”

Great For: When you want to show him you still care about him, whether it’s platonic or romantic.

  • “Good night, *his name.* I might be in your area tomorrow, and would love to get some lunch with you if you’re willing. It’s my treat!”

Great For: When you want to see him again. Avoiding the word “date” keeps the pressure off you both, and he may be more willing to go when you offer to buy.

How to Become the Ultimate Romantic Texter

If you’re hoping to get back together with your ex-boyfriend, it can feel impossible. And it’s certainly true that the odds are stacked against you – even the best breakups will still create some hard feelings and heartbreak.

But just because it will be difficult doesn’t mean it will be impossible. We’ve even outlined how to achieve it in our post about how to get your ex-boyfriend back over text.

Read Also: How to Get Your Ex Boyfriend Back Fast

Need even more advice? We strongly recommend the Text Chemistry course by Amy North. In the course, she teaches you how to tantalize any man with simple texting strategies.