​​Have you been staring at your phone trying to craft the perfect message to the guy you're into? We know that it can be a little tough figuring out exactly what to write, but there are a lot of things you can say to keep your conversation going. We've put together a list of helpful topics and example texts to try out so you're more likely to hear back from him!

This article is based on an interview with our professional dating coach and licensed social worker, Julianne Cantarella. Check out the full interview here.

1

Reference an earlier conversation.

  1. Bring up a topic you’ve chatted about before for an easy in. If you’ve talked with the guy before, try to remember a few things from your last conversation. Mention something that you had fun talking about so you can keep the conversation light-hearted. From there, you can always move on to another topic later on. You might try saying something like:[1]
    • “So I finally checked out that song you recommended and it’s SO good! How did you find that band?”
    • “Ugh, I am the worst lab partner. Do you remember what we covered in science today?
    • “I can’t believe you said pineapple tastes good on pizza today. Are you crazy?? LOL”
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2

Mention something he enjoys.

  1. He’ll be excited to talk about something he’s passionate about. Pay attention to what the guy talks about during other conversations, or check his social media to see what he likes. Casually drop the topic into your chat and let him nerd out. If you seem interested in what he likes too, he’ll keep up the convo. Try texting things such as:[2]
    • “Have you checked out the football game yet? What team are you rooting for?”
    • “Hey, so my friends and I are looking for board games to play. Do you have any recommendations?”
    • “So you’re really into fishing, right? What are some of the best spots around town?”
6

Ask him for advice.

  1. He’ll feel good knowing you respect his opinion. If you’re struggling with something or you just want an easy way to break the ice, reach out to your guy to get some help. You can get advice for anything, even if it isn’t a serious topic. Try asking for his recommendations on music, movies, or restaurants if you want to keep it light. Some things you might try texting him include:[6]
    • “Hey! I’m in the mood for a movie but have no idea what to watch. Do you have any reccs?”
    • “Hi, I was wondering if I could get your help with something. Do you have a second?”
    • “I’m SO hungry! Do you know any good restaurants around here?”
7

Share a funny meme or GIF.

9

Say something flirty.

  1. Don’t be afraid to say something a little risqué if you like him. If the guy knows that you’re into him, he’s probably going to keep talking. Start with some small innuendos or teases so you can gauge if he’s interested in you too. Just avoid being too forward or sexual right away since you could make him feel uncomfortable. Some things you might try include:[9]
    • “Man, it’s so lonely over here. I wish I had someone to keep me company.”
    • “You were in my dreams last night. Can you guess what they were about? 😉”
    • “I just miss what we could do if we were together right now…”
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13

End messages on a cliffhanger.

  1. If you end the text abruptly, he’ll want to reply to learn more. If you have a crazy or funny story you want to tell the guy, don’t send it to him in one long message. Hint at what happened without actually telling him what happened instead to keep him guessing. He’ll definitely want to find out what happened, so he’s bound to ask you for more info. You could try a message like:[14]
    • “OMG work was absolutely insane today. I’ll have to tell you all about it.”
    • “So I screwed up really badly in math today. You’re gonna laugh so hard at me.”
    • “I’ve got a biiiiig secret, but I don’t know if I should tell you 😉”
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14

Say something sexy.

  1. Turn him on so he can’t resist texting you back. If you’ve been chatting with the guy for a little while, don’t be afraid to get a little naughty when you’re messaging him. This way, he’ll know that you like him a lot more than a friend. Just be sure not to come on too strong, or else you could make him uncomfortable. Some things you might try include:[15]
    • “I had a pretty bad day. I know a few things you could do to make it better 😉😉”
    • “I wish I could show you what I want to do to you right now…”
    • “I just got out of the shower. Can you help me figure out what to wear?”
15

Propose getting together in person.

  1. Ask if you want to meet up so you can develop a closer bond. Even though texting is a great way to catch up, it’s easier to build a stronger relationship face-to-face. See if your guy wants to hang out, get a coffee, or go out on a date. Even if you can’t meet in person, ask if he’d be up for a phone or video call instead. Some things you can try saying are:[16]
    • “Do you want to grab drinks tonight and finish this conversation later?”
    • “There are so many new movies on Netflix! Wanna come over and watch one with me?”
    • “I’ve loved chatting with you here, but I want to see you! Are you free this Friday night?”
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Warnings

  • Avoid sending any inappropriate pictures if they’re unsolicited or if it makes you feel uncomfortable to take them.[20]
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About This Article

Julianne Cantarella
Written by:
Dating & Relationship Coach
This article was written by Julianne Cantarella and by wikiHow staff writer, Hunter Rising. Julianne Cantarella is a Dating Coach, Certified Life Coach, Licensed Social Worker, and the CEO and President of New Jersey's Matchmaker. With over a decade of experience, she specializes in helping women heal from a heartbreak and create healthy long-term relationships. Julianne created a comprehensive transformational date coaching program From First Date to Soulmate™ that has helped hundreds of women find love. She holds a Bachelor of Social Work (BSW) from Ramapo College of New Jersey and a Master of Social Work (MSW) from Fordham University. Julianne has contributed to numerous media such as Your Tango Online Magazine, 24Seven Wellness Magazine, and Talk of The Town Magazine. She has also been featured as a relationship expert on CBS, iHeartRadio, and PBS “This Emotional Life Project.” This article has been viewed 38,999 times.
8 votes - 63%
Co-authors: 6
Updated: May 28, 2022
Views: 38,999
Categories: Online Dating
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