How to Make Your Boyfriend Happy over Text

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Expert tips to cheer up your boyfriend over text messaging
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While you might want to spend every moment snuggled up next to your boyfriend, there are inevitably going to be times when you have to be apart. Luckily, texting can be a fun way to keep things feeling fresh until the next time you're together. Keeping up a flirty text conversation can be a bit of an art, but we're here with plenty of tips that will have your boyfriend lighting up every time he sees your name on his screen.
This article is based on an interview with our professional dating coach, John Keegan, founder of The Awakened Lifestyle. Check out the full interview here.

Quick Ways to Cheer Up Your Boyfriend with a Text

  1. Send him a cute picture you found online.
  2. Snap a photo of whatever you're doing at the moment.
  3. Give him a quick compliment.
  4. Tell him you love him and can't wait to see him again.
  5. Ask for his advice or a recommendation.
  6. Propose a date night or a fun outing.
1

Send him a pic.

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    Of course, selfies always work, especially if you're having an especially great hair day or your outfit is amazing. But turn that camera around once in a while, too. Show him things like your neighbor's cute cat, the amazing view from your lunch meeting, or some cool street art you passed on your way to meet a friend. [1]
    • Not only will this help spark a conversation, but it will show him the cool, interesting things you have going on—and that's only going to make him want to be around you more! [2]
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2

Compliment him.

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    If you really want to put a smile on your boyfriend's face, surprise him with an out-of-the-blue compliment. Make it feel really personal by choosing something specific that's really unique to him. [3]
    • Get flirty with a compliment about his looks, like: "That shirt you were wearing today really showed off your toned arms. I can tell you've been working hard at the gym! You look amazing."
    • Get in touch with his softer side by complimenting something about his character. Say something like, "You have this way of always making me feel better when I'm down. You always know the right thing to say!"
3

Tell him when something reminds you of him.

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    Do you ever wonder if your boyfriend is thinking of you when you're not together? Chances are he does the same thing. The next time something makes you think of him, no matter how small, grab your phone and shoot him a quick text! [4]
    • If you hear a song that made you think of him, send him a link and a simple text like "aww it's us!" [5]
    • If you pass a restaurant where the two of you have eaten, send him a pic and a note like, "This was such a fun night! Let's do it again soon."
    • Make him laugh by reminding him of an inside joke, like texting him a picture of a frog with a caption like, "OMG it's that singer we heard at the bar that night!"
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4

Ask questions to get him to open up about himself.

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    Giving your boyfriend a chance to talk about himself will help him feel appreciated and cared for. Ask him about his day when you first start talking. Then, sprinkle in questions throughout the conversation to keep things rolling. [6] Just don't hit him with non-stop questions or it will start to feel like an interrogation. [7]
    • Try asking about his favorite childhood memories, dreams about the future, or even what he wants for lunch—anything that will get him talking about himself.
    • Get silly with random questions that will put him on the spot, like, "If you could only ever listen to one band again, who would it be?" or "Pineapple on pizza, yes or no?"
5

Ask him for a recommendation.

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    When you ask your boyfriend to help you decide something, it's a subtle way to show him that you think he has good taste. Is there anything more flattering than that? Just make sure you're willing to go with whatever he chooses. He might get offended if you ask his opinion and then do the opposite! [8]
    • For instance, you might send him a picture of two shirts and ask which one he thinks you should wear.
    • Looking for something new to listen to? Ask him to recommend one of his favorite albums!
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6

Open with something interesting.

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    Greetings like that can make him feel like you just decided to text him because you're sitting around with nothing going on. Instead, jump right in with something that feels spontaneous and fun—like you texted him because you just couldn't wait to tell him something! [9]
    • Try drawing him in with a hook that will build anticipation, like, "You're never going to believe who I just saw!" or "Guess what happened in math today!"
    • You could also link back to a conversation you had earlier by saying something like, "You know how we were just talking about Greek food the other day? I found this awesome place we should try this weekend."
7

Tell him something about your day.

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    It doesn't necessarily have to be ground-breaking. Just try to think of something that you can share that will make him feel like he's a part of your life. Once the conversation is going, you can shift to something flirty to keep him on his toes. [10]
    • For instance, you might text him something like, "My new coworker has a super annoying habit," or, "I watched a cool movie today that I think you'd like."
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8

Laugh when he makes a joke.

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    Everybody likes to feel like they're appreciated, so if your boyfriend cracks a joke, take a moment to let him know you think he's the funniest guy around. It's not that hard to let him know you're laughing—try something like "lol lol," "omg!" or a string of laughing emojis. [11]
    • Laughing at somebody's jokes is an age-old way to flirt. You're just bringing it into the digital age!
9

Talk to him about something that you're interested in.

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    Don't feel like you have to spend your whole text conversation talking about him. If you have something going on that you think is really cool or you know a lot about, bring it up! When you share something you're passionate about, that enthusiasm is usually contagious, so let him know why you think it's super cool. [12]
    • For example, if you're really into paleontology and you come across a news article about a new dinosaur species, send it to him! If he doesn't know a lot about it, give him a little context, like, "This is the first time they've found a new fossil in this area in over 50 years!"
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10

Tease him a little.

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    Most guys will recognize that a little light teasing means you like them, but be careful with this one. Don't make jokes about anything he might be really sensitive about. Keep it really lighthearted and positive—you want it to come across as flirtatious, after all. [13]
    • One of the best ways to tease someone is to focus on something that's actually one of their strengths. If your boyfriend is an awesome basketball player, for instance, you might say, "Hey tomorrow let's meet at the gym and I'll show you how to shoot a 3-pointer!"
11

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    Get him excited about seeing you again by letting him know where you'd like to go and what you'd like to do next. Not only does that take some of the pressure off him to constantly come up with creative date ideas, but it also gives him insight into the type of stuff you're into. Even better, it lets him know that you're looking forward to seeing him again soon. [14]
    • If you hear about a band playing in town, you might send him a link to the event and say something like, "I was thinking of buying tickets to this. Wanna go?"
    • Remember that a date doesn’t have to be super extravagant to be special—especially if you’ve already been dating for awhile.
    • Reader Poll: We asked 415 wikiHow readers about their preferred date night and 51% of them chose spending a night in to cuddle and watch a movie . [Take Poll]
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12

Be there for him when he has a bad day.

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    Everybody has a tough day sometimes. If you know your sweetheart had a bad day at work, if he's not feeling well, or if he's dealing with something stressful, do your best to let him know you care. Listen to him if he wants to talk about it, but don't push him if he doesn't. Either way, let him know you're there, and ask if there's anything you could do that would make him feel better . [15]
    • Don't follow up with a bunch of suggestions about what he should do unless he specifically asks for your advice. Sometimes people just need to vent to a supportive listener. [16]
13

Get a little flirty.

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    Flirting with your boyfriend through text doesn't always have to be tame. If you have something steamy on your mind, start by hinting around at it to see if he's receptive. Something like a flirty emoji or a song with sexy lyrics can be a great way to ease the conversation in more of an intimate direction. You could also just tell him what you're thinking about by saying something like, "You've been on my mind all day. Last night was amazing!" [17]
    • Some people don't like to get too racy in their texts, so if either one of you aren't crazy about the idea of dirty talk or suggestive photos, that's totally fine. You can always flirt in person if you prefer! [18]
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      The advice in this section is based on the lived experiences of wikiHow readers like you. If you have a helpful tip you’d like to share on wikiHow, please submit it in the field below.
      • If he isn't responding, don't stress over it. My boyfriend leaves me on read all the time, but I've learnt that they have got their own lives.
      • Reassure him that you're always there to talk or hop on the phone if he'd rather not text.
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      References

      1. ↑ Cher Gopman. Dating Coach. Expert Interview. 17 May 2019.
      2. ↑ John Keegan. Dating Coach. Expert Interview. 25 May 2021.
      3. ↑ John Keegan. Dating Coach. Expert Interview. 5 November 2019.
      4. ↑ John Keegan. Dating Coach. Expert Interview. 5 November 2019.
      5. ↑ Cher Gopman. Dating Coach. Expert Interview. 17 May 2019.
      6. ↑ Cher Gopman. Dating Coach. Expert Interview. 17 May 2019.
      7. ↑ John Keegan. Dating Coach. Expert Interview. 5 November 2019.
      8. ↑ https://www.thecut.com/article/how-to-flirt-over-text-tips-and-flirty-texts-examples.html
      9. ↑ Joshua Pompey. Relationship Expert. Expert Interview. 4 December 2019.
      1. ↑ Joshua Pompey. Relationship Expert. Expert Interview. 4 December 2019.
      2. ↑ John Keegan. Dating Coach. Expert Interview. 25 May 2021.
      3. ↑ Cher Gopman. Dating Coach. Expert Interview. 17 May 2019.
      4. ↑ John Keegan. Dating Coach. Expert Interview. 25 May 2021.
      5. ↑ John Keegan. Dating Coach. Expert Interview. 25 May 2021.
      6. ↑ John Keegan. Dating Coach. Expert Interview. 5 November 2019.
      7. ↑ Cher Gopman. Dating Coach. Expert Interview. 17 May 2019.
      8. ↑ John Keegan. Dating Coach. Expert Interview. 5 November 2019.
      9. ↑ https://www.cosmopolitan.com/sex-love/a34719771/how-to-flirt-over-texts/
      10. ↑ Joshua Pompey. Relationship Expert. Expert Interview. 4 December 2019.
      11. ↑ Cher Gopman. Dating Coach. Expert Interview. 17 May 2019.
      12. ↑ Cher Gopman. Dating Coach. Expert Interview. 17 May 2019.

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