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How To Keep a Conversation Going Over Text?

Written by:
Reviewed by: Brenda Block
How To Keep a Conversation Going Over Text?

In the age of endless social media and instant messaging, holding meaningful conversations over text has become a crucial skill for building and maintaining relationships. However, it can be tricky to keep conversations going when you’re not face-to-face with the person you’re texting. Dead-end responses and delayed replies can make even the most social butterflies feel disinterested and disconnected. Fear not, because we’ve got you covered with tips and tricks to keep your texts engaging and your conversations interesting. Whether it’s with a significant other, a friend, or a colleague, read on to discover how to keep a conversation going over text.

1. Start With A Strong Opening Message

An opening message is the foundation of a conversation. A strong opening message can create interest, excitement, and engage the other person to start a conversation. Here are some tips to consider while crafting your opening message.

Be Genuine and Specific

A generic opening message like “Hey, how are you?” may not always work. Instead, try to make your message specific and personalized. Mention something you like or appreciates about the other person, or something that connects both of you. This helps to establish common ground and makes the other person feel comfortable.

For Example:
“Hey John, I saw your Instagram post about hiking in the mountains. I have been planning to go hiking too, but I am not quite sure where to go. Do you have any suggestions?”

This message is personalized and shows that you took the time to look at the other person’s interests. It also gives the other person a chance to share their knowledge and experience.

Use Humor or A Positive Tone

Another way to create interest and excitement is to use humor or a positive tone in your message. People appreciate messages that can make them laugh or bring a smile to their face.

For Example:
“Hey Sarah, I promise this message is not a spam or a sales pitch. I just wanted to say that your profile picture looks amazing. You have a great smile, and it’s contagious.”

This message is humorous and refreshing. It also complements the other person, which is a great way to start a conversation.

In Conclusion, starting a conversation with a strong opening message is essential to keep the conversation going. Be genuine, specific, humorous, and positive, and you are more likely to get a positive response. Remember that the main aim of the opening message is to create interest and engage the other person.

2. Be Curious And Ask Questions

Be curious to learn more about the person you’re talking to and maintain the conversation flow by asking questions. Asking questions shows that you’re interested and helps you establish a connection with the other person. So, don’t hesitate to ask open-ended questions that encourage discussion.

Tip: Use F.O.R.D technique

One way to keep the conversation going is to use the F.O.R.D technique. F.O.R.D stands for Family, Occupation, Recreation, and Dreams. These are broad topics that can lead to deeper and more interesting conversations. Try asking questions around these topics to keep the text chat lively and engaging.

Avoid Yes/No Questions

Yes/No type questions don’t encourage conversation and can lead to a dead-end in communication. Try asking open-ended questions that prompt exploration and creativity. Questions that begin with “What” and “How” work well in this situation.

Acknowledge And Validate Responses

When someone responds to your question, acknowledge and validate their response. This is essential to keep the conversation going. Show interest by responding with encouragements like “That’s really interesting,” “Tell me more about that,” or “I can relate to that.” Alternatively, if the response leaves you flustered, hit with humor to break the ice.

In summary, the key to keeping a conversation going over text is to be curious, listen actively, and ask open-ended questions. Don’t be afraid to show your personality, share experiences, and use emojis and GIFS to enhance your communication. Keep in mind that a conversation can’t always be forced, so end it appropriately when it’s time to do so.

3. Keep The Conversation Light And Fun

When it comes to texting, it’s essential to . No one wants to be bogged down by a long, serious text message that feels like an essay. In fact, when you’re texting, it’s better to keep things short and sweet. Here are a few tips to :

Use Humor

One of the easiest ways to keep a conversation light and fun is to inject a little humor into it. Share a funny meme, make a witty comment, or send a joke. Humor is a great way to connect with someone and make them feel at ease. However, be sure to keep things appropriate and clean. You don’t want to offend the other person or make them uncomfortable.

Talk About Common Interests

If you want to , talk about common interests. Find out what the other person likes and ask them about it. If you both enjoy music, for example, ask them what their favorite band is or share a funny story about the last concert you went to. When you talk about something that you’re both passionate about, the conversation will flow naturally and easily.

Avoid Controversial Topics

Finally, if you want to , it’s best to avoid controversial topics. Stay away from politics, religion, and other divisive subjects. These topics can quickly and easily turn a fun conversation into an argument. Stick to light, easy topics like hobbies, travel, and entertainment.

By following these tips, you can . Remember to use humor, talk about common interests, and avoid controversial topics. When you do this, you’ll have a great time texting and connecting with others.

4. Share Interesting Stories And Experiences

One of the best ways to keep a conversation going over text is to . People are naturally drawn to stories, especially those that are captivating and engaging. When you share a story, it not only helps keep the conversation going, but it can also help you build a deeper connection with the other person.

Share Your Experiences

Sharing your experiences with the other person is a great way to keep the conversation flowing. Whether it’s a funny story about something that happened to you, or an interesting experience you had while travelling, sharing your personal experiences can help the other person get to know you better. However, it’s important to make sure that you are not dominating the conversation, and that you are giving the other person a chance to share their own experiences as well.

Ask About Their Experiences

In addition to sharing your own experiences, it’s also important to ask the other person about their experiences. Ask open-ended questions that encourage them to share more about themselves. For example, rather than asking, “Have you travelled anywhere recently?” try asking, “What’s the most interesting place you’ve ever travelled to?” This can help spark a more in-depth conversation, and can help you learn more about the other person.

Be Authentic

Above all, it’s important to be authentic when sharing your stories and experiences. Don’t try to be someone you’re not, or embellish your experiences in an attempt to impress the other person. Authenticity helps build trust, and can help establish a deeper connection. When you share your authentic self, it can help keep the conversation flowing naturally, and can lead to more meaningful conversations in the future.

5. Use Emojis And Gifs To Enhance Communication

Emojis and Gifs have become an integral part of digital communication. Nowadays, people express their emotions, feelings, and attitudes through these visual elements. Using emojis and Gifs can spruce up a dull conversation and make it more interactive and fun.


Emojis help convey your tone and intents, making your text messages more engaging and expressive. For instance, if you’re telling someone how excited you are about something, add a smiling face, a thumbs-up sign or even a party popper emoji.

However, it’s essential to use the right emojis in the right situations. Using too many emojis can be overwhelming and may come across as insincere.


Gifs are another fantastic way of bringing personality and humor to your conversations. They are short, animated clips that help capture your thoughts and feelings in a fuller way. Whether you’re reacting to a funny meme or sending a virtual hug, using Gifs creates an excellent visual experience for the other person.

Just like with emojis, it’s essential to use Gifs in moderation. Overusing them may dilute their impact and may distract from the message you’re trying to communicate.

In conclusion, using emojis and Gifs can be an easy way to enhance your communication over text. Your messages become more attractive, expressive, and engaging when you use these visual elements. However, be mindful of using them in moderation and using the appropriate ones at the right time to convey your message accurately.

6. Don’t Force The Conversation, Know When To End It

It’s important to remember that not every conversation will last forever. Some conversations may naturally come to an end, and that’s okay. It’s better to end a conversation on a high note rather than try to force it and end up with an awkward exchange.

One way to know when to end a conversation is to pay attention to the tone of the messages. If the responses become short and one-worded, or the conversation starts to feel like a chore, it may be time to wrap it up. Another sign that it’s time to end the conversation is when one person stops responding entirely.

When ending a conversation, it’s important to do so tactfully. You can thank the person for chatting with you and let them know that you enjoyed the conversation. You can also mention that you have something else you need to attend to, but that you’d love to chat again in the future.

Remember, just because a conversation ends doesn’t mean that the person you were chatting with isn’t interested in talking with you in the future. Don’t take it personally if a conversation comes to an end, and be confident in the connections you’ve made through texting.

People Also Ask

1. How do you start a conversation over text?

To start a conversation over text, find a common ground between you and the person you’re texting. Ask open-ended questions that will encourage them to share more about themselves. Keep the conversation light and casual to make them feel comfortable.

2. How do you keep a conversation interesting with your crush?

To keep a conversation interesting with your crush, ask them questions about their interests and hobbies. Share funny anecdotes or stories to keep the mood light. Avoid boring small talk and instead try to find common ground to discuss.

3. How do you respond to one-word texts?

If someone is only responding with one-word texts, try to ask more specific questions that require longer answers. Don’t bombard them with too many questions, but try to engage them in a longer conversation. If they continue to respond with short answers, it may be best to end the conversation and try again later.

4. How do you maintain a text conversation throughout the day?

To maintain a text conversation throughout the day, find opportunities to check in with the person you’re texting. Share interesting things happening in your day, ask about theirs, and try to keep the conversation flowing naturally. Don’t force it if the conversation starts to drag–take a break and try again later.

5. How often should you text someone you just met?

It’s important to strike a balance between showing interest and being too pushy when texting someone you just met. Start with a few casual conversations per week, but don’t overdo it with too many messages. If they seem less interested or busy, back off and wait for them to initiate conversation.


Keeping a conversation going over text can be challenging, but it’s easier if you focus on finding common ground, asking open-ended questions and sharing interesting anecdotes. It’s also important to maintain a sense of balance and not come on too strong or be too distant. By following these tips, you can have engaging and interesting text conversations with anyone.

Albert Sisson

Albert Sisson

Born and raised in Houston, Texas, I've found my calling as a ghostwriter, weaving the stories of others into compelling narratives. Driven by the power of words, I'm passionate about giving voice to the untold tales that lie dormant, waiting to be discovered. With several acclaimed works under my belt, my craft lies in anonymously channeling my expertise to illuminate the brilliance of my clients, bringing their imaginative aspirations to life with every stroke of my pen.

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