What to Text a Guy to Keep Him Interested: 8 Suggestions

Texting has become a big part of modern dating, and knowing what to say can make all the difference. If you’re wondering what to text a guy to keep him interested, you’re not alone. It’s all about striking the right balance between fun, flirty, and thoughtful.

Whether you’re just getting to know each other or keeping the spark alive, sending the right messages can help deepen your connection. In this article, you’ll find practical tips and plenty of examples to keep your conversations engaging and ensure he stays interested.

1. Understand His Interests and Personality

To keep a guy interested through texting, it’s essential to tap into his unique interests and personality. Showing that you’ve taken the time to understand what he enjoys can make your conversations more engaging. You don’t need to be an expert in his hobbies, but demonstrating genuine curiosity about what he’s passionate about can go a long way.

Pay attention to what he talks about the most—whether it’s sports, gaming, or books—and tailor your texts to reflect those interests. Additionally, understanding his personality helps you strike the right tone. If he’s more introverted, thoughtful texts might resonate better, while a playful guy might enjoy light-hearted banter.

Here are some text examples based on different interests and personality types:

For the Sports Enthusiast

1. “Did you catch the game last night? That last-minute goal was insane!”
2. “What do you think about [team’s] chances this season?”
3. “I’m thinking of getting into [sport]—any tips for a beginner?”
4. “How did your [sport] practice go today?”
5. “Who’s your favorite player and why?”
6. “I’m trying to learn the rules of [sport]—maybe you can teach me?”
7. “What’s your favorite sports memory?”
8. “Any predictions for the upcoming match?”
9. “I heard [team/player] is doing great this season—thoughts?”
10. “Do you have any favorite sports movies?”
11. “I’m curious—what got you into [sport] in the first place?”
12. “What’s the best game you’ve ever watched live?”
13. “If you could meet any athlete, who would it be?”
14. “I’m trying to decide on a team to support—who should I pick?”
15. “What’s your go-to snack for game day?”
16. “Do you prefer watching games at home or in the stadium?”
17. “How do you stay updated on all the latest sports news?”
18. “What’s the most exciting moment you’ve seen in [sport]?”
19. “I’m looking for a new workout routine—think [sport] could be fun?”
20. “Do you have any sports-related goals for the year?”

For the Gamer

1. “What game are you hooked on right now?”
2. “Have you tried the latest [game title]? What do you think?”
3. “If you could live in any video game world, which one would it be?”
4. “What’s your favorite game of all time?”
5. “I’m thinking of starting a new game—any recommendations?”
6. “What’s your go-to strategy in [game]?”
7. “If you could design a game, what would it be about?”
8. “Do you prefer single-player games or multiplayer?”
9. “What’s the hardest game you’ve ever beaten?”
10. “What do you think of [game’s] new update?”
11. “Ever considered streaming your gameplay?”
12. “What game have you spent the most hours on?”
13. “Which game character do you relate to the most?”
14. “What’s your favorite gaming console?”
15. “Do you prefer PC gaming or consoles?”
16. “Have you ever been to a gaming convention?”
17. “If you could only play one game for the rest of your life, what would it be?”
18. “Do you play any mobile games?”
19. “What’s your favorite gaming snack?”
20. “Have you ever tried VR gaming?”

For the Book Lover

1. “What book are you reading right now?”
2. “Who’s your favorite author and why?”
3. “What’s the best book you’ve ever read?”
4. “If you could live in any fictional world, which one would it be?”
5. “Do you prefer fiction or non-fiction?”
6. “What book would you recommend to everyone?”
7. “What’s your favorite genre to read?”
8. “What’s the last book that really moved you?”
9. “Do you prefer physical books or e-books?”
10. “What’s the best book-to-movie adaptation you’ve seen?”
11. “If you could meet any author, who would it be?”
12. “What book series do you think everyone should read?”
13. “What’s your favorite time of day to read?”
14. “Do you have a favorite book quote?”
15. “What’s a book you’ve read multiple times?”
16. “If you could write a book, what would it be about?”
17. “Do you enjoy reading short stories or prefer novels?”
18. “What’s a book that completely changed your perspective?”
19. “Do you prefer reading at home or in a cozy café?”
20. “What’s the next book on your reading list?”

2. Use Playful and Flirty Texts

Incorporating playful and flirty messages into your conversations is a great way to keep a guy interested. Flirty texts add a fun, light-hearted vibe that can make your interactions more engaging and enjoyable. The key is to be playful and teasing without overdoing it. A little humor mixed with subtle compliments or light teasing can go a long way in building attraction and keeping the conversation exciting.

Flirty texts work best when you’ve already established a rapport, and it’s important to pay attention to his responses. If he’s playful in return, keep the banter going. If he seems reserved, dial it back and keep it light.

Here are 20 examples of playful and flirty texts to keep the spark alive:

1. “So, when are you taking me on that adventure you promised? “
2. “I can’t decide if you’re more charming or just really good at texting… “
3. “You’re trouble, aren’t you? But I think I like it. “
4. “Careful, you’re setting the bar pretty high with these texts!”
5. “If you keep being this cute, I might just have to steal you away. “
6. “Is it just me, or are our conversations getting more interesting? “
7. “Stop being so adorable—it’s distracting! “
8. “You’re lucky you’re so fun to talk to, otherwise I’d be bored right now. “
9. “Do you always make people smile this much, or am I just special? “
10. “I was trying to focus, but then you texted, so now all bets are off.”
11. “You’re definitely the most fun person I’ve texted all day. “
12. “I have a confession: I’ve been waiting for your texts all day. “
13. “I bet you’re trouble in the best way possible. “
14. “You keep texting me like this, and I might have to start liking you more. “
15. “How do you always know exactly what to say to make me smile?”
16. “If you keep being this flirty, I might have to flirt back. “
17. “Do you have any idea how much I enjoy our little chats? “
18. “Just so you know, you’re kind of making my day with these texts.”
19. “I think you might be too good at this whole flirting thing. “
20. “I was just thinking… if you keep texting me like this, we’re going to have to do something about it. “

3. Show Genuine Interest in His Life

Keeping a guy interested often comes down to showing genuine interest in his life. People are naturally drawn to those who make them feel valued and understood, and when you take the time to ask thoughtful questions, you deepen the connection. Rather than just keeping the conversation going, focus on topics that genuinely interest both of you. This authenticity will make your interactions more meaningful and engaging.

Listening is just as crucial. When he shares something, respond thoughtfully and follow up on things he mentioned earlier. This shows you’re paying attention and care about what’s happening in his life.

Here are 20 examples of texts that show genuine interest in his life:

1. “How was your day? Anything exciting happen?”
2. “You mentioned you had a big meeting today—how did it go?”
3. “What have you been up to lately? Anything fun?”
4. “How’s that project you were working on coming along?”
5. “I remember you said you were going to [event]—how was it?”
6. “What’s been the highlight of your week so far?”
7. “You seemed a bit stressed the other day—feeling better now?”
8. “How’s [hobby or activity] going? Tried anything new lately?”
9. “What are you most excited about this weekend?”
10. “You told me you were reading [book]—how are you liking it?”
11. “How was your workout today? Hit any new personal bests?”
12. “What’s something that made you smile today?”
13. “How’s your family doing? Any fun plans with them?”
14. “You’re always so busy—how do you manage everything?”
15. “What’s the most interesting thing that happened to you this week?”
16. “How’s your [pet’s name] doing? Any new adventures?”
17. “What’s been inspiring you lately?”
18. “I know you’re into [specific interest]—anything new and exciting happening there?”
19. “You’ve been working really hard lately—what do you do to relax?”
20. “What’s something you’re looking forward to in the next few days?”

4. Balance Mystery and Openness

Balancing mystery and openness is key to keeping a guy intrigued. While being open and honest builds trust, adding a touch of mystery keeps things exciting and leaves him wanting to know more. This doesn’t mean being secretive, but rather not revealing everything at once. For example, hint at something fun you’re doing without giving all the details, creating curiosity and anticipation.

However, too much mystery can seem distant, so pair it with openness. Share personal stories gradually, allowing him to uncover different layers of your personality over time. This mix keeps your relationship dynamic and engaging.

Here are 20 examples of texts that balance mystery and openness:

1. “I’ve got a fun weekend planned—what about you?”
2. “I just finished something exciting—can’t wait to tell you about it!”
3. “You’ll never guess what happened to me today… but I’ll save the details for later. “
4. “I’ve got a surprise in store for this week—want a hint?”
5. “There’s something I’ve been wanting to try… any guesses?”
6. “My day was full of surprises—want to hear about it?”
7. “I’m planning something big this weekend—care to join?”
8. “I have a new hobby I’m really into—bet you can’t guess what it is!”
9. “I had the most interesting conversation today—remind me to tell you about it later.”
10. “Something unexpected happened today—can’t wait to share!”
11. “I’ve been thinking about something all day… I’ll tell you if you’re curious. “
12. “I’m working on a little project—want to take a guess?”
13. “There’s something I’ve been wanting to ask you… but I’ll save it for later.”
14. “I’m up to something fun this weekend—any guesses?”
15. “I discovered something cool recently—want to know what it is?”
16. “I’ve got a story that’s going to make you laugh—let’s chat later!”
17. “I’ve been thinking about our last conversation… care to guess what stuck with me?”
18. “There’s a place I’ve been wanting to check out—maybe we could go together?”
19. “I’ve got some news… but you’ll have to wait until we talk to find out. “
20. “I tried something new today—any guesses what it was?”

5. Send Positive and Encouraging Messages

Sending positive and encouraging messages is a great way to keep a guy interested while also boosting his mood. Everyone appreciates a little positivity, and by being that source of support, you create a warm and uplifting connection that he’ll look forward to. These messages show that you care about his well-being and are there to cheer him on, whether he’s facing challenges or just going about his day.

The key is to be sincere and timely. Recognize his efforts, compliment his achievements, or simply wish him a good day. By sending encouraging texts, you strengthen your bond and make your relationship more meaningful.

Here are 20 examples of positive and encouraging texts:

1. “You’ve got this! I know you’re going to do amazing today.”
2. “I believe in you—don’t forget how awesome you are!”
3. “I’m so proud of everything you’re doing—keep up the great work!”
4. “You always know how to handle things—today will be no different.”
5. “Just wanted to remind you how incredible you are—don’t let anything get you down!”
6. “Whatever happens today, just know you’re doing great!”
7. “You’ve got such a great attitude—I know you’ll make the best of any situation.”
8. “Keep your head up! You’re stronger than you think.”
9. “I’m thinking of you today—hope everything goes smoothly!”
10. “You always find a way to succeed—I’m confident today will be no different.”
11. “Remember, challenges are just opportunities in disguise—you’ve got this!”
12. “Take a deep breath—you’re capable of handling anything that comes your way.”
13. “You’re amazing at what you do—never doubt that!”
14. “No matter what, just keep going—you’re doing an awesome job.”
15. “I’m here for you if you need anything—just thought I’d remind you.”
16. “Your determination always inspires me—you’re going to crush it today!”
17. “Whatever you’re facing today, just know I’m rooting for you!”
18. “You’re one of the most resilient people I know—don’t let anything stop you.”
19. “Sending you positive vibes for a great day ahead!”
20. “I know today’s a big day—just remember, you’ve got everything it takes to succeed.”

6. Mix Up Your Texts with Emojis, GIFs, and Photos

Incorporating emojis, GIFs, and photos into your texts is a fun and creative way to keep a guy interested and add some flair to your conversations. These multimedia elements can make your messages more expressive and engaging, helping to convey emotions and reactions that might be harder to express through words alone. By mixing up your texts with these visuals, you add variety to your communication, making it more dynamic and enjoyable.

Emojis are a great way to add emotion and tone to your messages. A well-placed emoji can change the entire feel of a text, making it more playful, flirty, or light-hearted. For example, a simple wink can turn a regular statement into something flirty, while a laughing face can show that you’re joking or having fun. Emojis help ensure that your tone is understood, especially when sarcasm or humor is involved.

GIFs take this a step further by adding motion and context to your messages. Whether you’re using a popular meme or a funny clip, GIFs can express complex emotions or reactions in a way that words sometimes can’t. They’re also a great way to inject humor into your conversation, making it more lively and entertaining. For instance, if you’re playfully teasing him, a GIF of a character winking or smirking can perfectly complement your text.

Photos offer a personal touch, letting him see what’s happening in your life or sharing something that reminds you of him. Whether it’s a picture of your morning coffee, a beautiful sunset, or something that made you think of him, photos can make your texts feel more intimate and real. Sharing photos of your experiences or surroundings helps build a visual connection and gives him a glimpse into your world.

The key to using these elements effectively is moderation and context. Too many emojis or GIFs can overwhelm the conversation and might come across as trying too hard. On the other hand, a well-timed visual can enhance your message and make it more memorable. It’s also important to match the tone of the conversation—using a playful GIF in a serious discussion might not be the best move, but in a light-hearted chat, it could be just what’s needed to keep the vibe fun.

Here are 20 examples of how to mix up your texts with emojis, GIFs, and photos:

1. “Just had the best coffee this morning! ☕️ (Photo of your coffee)”
2. “You crack me up! (GIF of someone laughing)”
3. “Thinking of you! (Emoji with a heart)”
4. “Look what I found today! (Photo of something cute or interesting)”
5. “Ready for the weekend? (GIF of someone celebrating)”
6. “You’re too funny! (Laughing emoji)”
7. “This made me think of you! (Photo of a beautiful view)”
8. “I can’t stop laughing at this! (GIF of a funny moment)”
9. “Good morning! ☀️ (Sun emoji with a photo of your morning)”
10. “Miss your smile (Winking face emoji)”
11. “This is how I’m feeling today! (GIF of someone being silly)”
12. “Had the best day! (Photo of you enjoying your day)”
13. “Can’t wait to tell you about this! (Mysterious face emoji)”
14. “Perfect weather today! (Photo of the sunny sky)”
15. “Look at this! (Photo of something exciting or beautiful)”
16. “Weekend vibes! (GIF of someone dancing or celebrating)”
17. “You’re the best! (Blowing kiss emoji)”
18. “This made my day! (Photo of something that brightened your day)”
19. “You always make me smile (Smiling face emoji)”
20. “Check this out! (Photo or GIF related to your conversation)”

7. Keep the Conversation Balanced

Maintaining a balanced conversation is essential for keeping a guy interested. When both of you are equally engaged, it fosters a stronger connection. To achieve this balance, avoid dominating the conversation—give him space to share his thoughts and experiences. Matching his texting style and energy helps keep things on the same wavelength, making the interaction feel natural and connected.

Encourage him to open up by asking open-ended questions that invite more than just a yes or no answer. Respond thoughtfully to what he shares, adding to the discussion meaningfully. And remember, it’s okay to take a break when the conversation starts to feel forced; this keeps the interaction fresh and leaves room for more engaging topics later.

Here are 20 examples of texts that help keep the conversation balanced:

1. “I loved hearing about [his hobby]—tell me more about how you got into it.”
2. “What’s your take on [topic you’re both interested in]?”
3. “I’ve been thinking about what you said earlier—care to elaborate?”
4. “How do you usually spend your weekends?”
5. “What’s something you’re passionate about that most people don’t know?”
6. “I noticed you mentioned [something he likes]—what do you enjoy most about it?”
7. “Any fun plans coming up that you’re looking forward to?”
8. “I really appreciate your perspective on [topic]—what do you think about [related topic]?”
9. “What’s something you’ve always wanted to try but haven’t yet?”
10. “How did you first get interested in [his interest]?”
11. “I’ve been curious about your thoughts on [topic].”
12. “What’s one of your favorite memories?”
13. “I love how you think about [topic]—can you tell me more?”
14. “What’s your go-to way to relax after a long day?”
15. “Tell me about a project or goal you’re working on.”
16. “I’d love to hear more about your experience with [his interest].”
17. “How do you stay motivated with [his passion]?”
18. “What’s something new you’ve learned recently?”

8. Know When to End the Conversation

Ending a conversation on a high note is crucial to keeping a guy interested. It shows that you’re mindful of the natural flow of communication and respect his time. Recognize natural pauses in the conversation and use them as an opportunity to wrap things up, leaving him wanting more. Avoid over-texting, as it can dilute the excitement of your interactions. Instead, give the conversation some breathing room, so it stays fresh and engaging.

Use timing to your advantage—if it’s late or during a busy time, it’s a good moment to end the chat. Express interest in future conversations to keep the door open for more. Be clear and confident when ending the conversation to leave a positive impression and ensure he’s eager for the next chat.

Here are 20 examples of how to gracefully end a conversation:

1. “I’ve got to run, but I’ve really enjoyed talking—let’s chat again soon!”
2. “It’s getting late, so I’m going to head to bed—talk tomorrow?”
3. “This was fun! Let’s catch up more later.”
4. “I’ve got some things to do, but I’m looking forward to our next chat.”
5. “I’ve got an early start tomorrow, so I’m going to sign off—goodnight!”
6. “I need to get some work done, but I’ll text you later!”
7. “I’ve got to head out, but I’d love to continue this conversation later.”
8. “Let’s pick this up another time—I’m really interested in what you were saying.”
9. “I’m about to go into a meeting, but I’ll be thinking about our chat.”
10. “I’ve got to go for now, but this has been great—talk soon!”
11. “I’m going to take a break from my phone—let’s catch up later!”
12. “This was a great conversation—I can’t wait to hear more next time.”
13. “I’ve got some errands to run, but I’ll talk to you later!”
14. “It’s been great talking, but I’ve got to get back to [activity].”
15. “I need to focus on some other things, but I’m looking forward to our next chat.”
16. “I’ve got to sign off, but I’ll be thinking about our conversation—let’s continue it soon!”
17. “I’m heading out, but let’s keep this going later!”
18. “I’ve really enjoyed this, but I need to get back to work—talk soon!”
19. “I’ve got some things to take care of, but let’s catch up again tomorrow.”
20. “I’m going to call it a night, but this was fun—let’s do it again soon!”