How to Not Be a Dry Texter – Do Not Be Boring Over Text

If you want to have better texting interactions that lead to more dates and romance, you need to learn how to not be a dry texter.

If you are a dry texter, you will come off as a boring person and most of your text message interactions will fizzle out.

“I like this guy but our conversations are boring,” my friend told me. She used the strategies below to fix the problem. Here you will learn everything you need to know so you will no longer be a boring texter.

How to Not Be a Dry Texter

Follow our 11 strategies to keep a conversation going with a guy over text and not be boring when talking to a guy.

1. Don’t Respond with One Word Texts

The quickest way to lose a guy’s interest is to answer with short one word texts. Make your responses longer. Add in a personal story or thought. Elaborate on what he said or what you said. Just don’t text back one word.

2. Don’t Answer Every Question

If a guy asks, “what are you up to,” or “how is your day going,” don’t answer him. These questions are very general and common. Answering these questions will lead to a boring conversation.

Instead tell him something interesting or talk about something random to capture his attention. Tell him about the crazy guy in line in front of you in Starbucks, or something that he doesn’t hear from everyone else.

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3. Add in Videos, Pics, Gifs, Memes, & Emojis

Your text conversations should not be a wall of text. Definitely use emojis, just don’t overdo it. Pepper in a video sometimes, they take 2 seconds to make and can be extremely personal. Gifs and memes are a good idea to send, if they are good ones.

Send pictures sometimes. It is best if the picture is of you, not of some random place you are at. Guys like receiving selfies, especially if you look sexy.

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4. Be Flirty and Playful

Texting should never be too serious. Keep the conversation light and fun. Joke around, make fun of the other person, and be ok with them making fun of you.

Make sure to send some flirty texts. This shows him that you feel comfortable, which will make him feel comfortable. Here are some examples:

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5. Send Dirty Messages Sometimes

Sex is a topic everyone likes to text about, especially guys. Send a naughty message, watch him go crazy. The key is to send these dirty messages sparingly. Don’t get into a whole sexting exchange, unless you want to.

Less is more!

Text him one of these sexy text messages while he’s at work to really spice things up.

6. Add in Humor

The best texters are witty and funny. A text that makes you smile or laugh is extremely memorable, it gives you better feelings about the person sending them.

Tell a corny joke, tell him a pickup line you heard, anything to be silly and funny. Texting is fun, don’t take it too seriously.

7. Don’t Oversend Texts

Oversending texts can be annoying. Have a nice exchange, text back and forth for a little while, and then stop texting. It is always better to stop before he stops.

When you get into a conversation, tell him a few things, don’t overshare. You want to leave a little mystery so he looks forward to texting with you again soon.

Tell him something every time he tells you something, and no more. Keep it at the same pace as a tennis match. Hit the ball, then wait, when it comes back, hit the ball again.

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8. Don’t Take Too Long to Reply

There is a difference between being busy, and waiting a certain amount of time to text back. We all have our phones with us 24/7. When you wait too long to text back, guys know you are doing it on purpose. It comes off as tryhard.

Wait a little while, 15 to 20 minutes, an hour, whatever feels right, and then text back. If you get into a text exchange, text a few times, or however long you usually text for, and then stop. It is better for him to have sent the last text. It leaves you open to text him another time.

See how long he takes to text back, and try to mirror him. If he takes 30 minutes, do the same. Sometimes, text back quicker than other times, just to break your pattern.

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9. Don’t Ask Boring questions

Try to ask unique questions that he will want to answer. Don’t ask how his day was or what he had to eat. Ask him some stimulating questions to keep him interested.

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10. Send an Occasional Voice Message

Mix things up, send a voice message. It is easy to do on your phone. Don’t drive yourself crazy trying to craft the perfect message. Just record and send. Keep it fairly short, 10 seconds or less. Smile when you record the message, so you come across as fun and positive.

11. Ask For Advice

The best thing you can ask of anyone is for their advice. We all like talking about ourselves. When you ask a guy what he thinks, you are telling him you value the things he says. This is a great way to get a guy to like you and want to talk to you.

How to Not Be Dry When Texting – Example Texts

Are you wondering what to say to your crush over text when the conversation gets boring? Here are a few ideas.

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How to Not Be Boring Over Text

Use the strategies below in order to not be a boring texter.

It is important to learn how to not be boring when texting a girl or guy. Consider the list above to learn how to not be a dry texter with your crush and also with friends.

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Frequently Asked Questions

What to Do When Conversation Gets Boring?

When a conversation gets boring, try to inject some energy and enthusiasm. Ask open-ended questions to spark new topics and keep the conversation flowing.

Share interesting stories and experiences to hold the other person’s attention, and use humor to lighten the mood. Make sure to actively listen and show genuine interest in the other person.

How to Not Be a Dry Texter With a Boy?        

To not be a dry texter with a boy ask open-ended questions, show genuine interest, use emojis to convey emotions, and respond promptly. Add humor, share personal experiences, and use GIFs or memes when appropriate.

Keep the conversation balanced by sharing things about yourself and listening to the other person. Use playful teasing and flirty banter to create a fun and light atmosphere.

How to Not Be a Dry Texter with a Girl?

To not be a dry texter with a girl engage in active and meaningful conversation. Show genuine interest by asking open-ended questions and actively listening to her responses.

Use emojis, GIFs, and jokes to add personality to your texts. Share interesting stories and experiences to keep the conversation engaging. Respond in a timely manner and avoid one-word answers. Be yourself and let your personality shine through.


To learn how to not be a dry texter, consider our 11 strategies above. Texting can be a great way to bond with each other, it is important to keep the conversation flowing. With a little bit of effort, you will soon become an exciting texter.

We have some examples above of what to say to a guy when conversation gets boring. You can use our texts as is or customize them to suit your style.

Matt Furman
Matt Furman

Hi, I’m Matt, the proud owner of Connection Copilot. I live in NYC and I’m passionate about all things dating. With a bachelor's degree in psychology, a professional coaching certification, and over 20 years of experience as a top tier dating coach, I've had the privilege of guiding and empowering thousands of individuals on their journey to meaningful connections.

I was born in New York and have never left. Having immersed myself in the fast-paced dating scene of New York City, learning as I go, I have gained much wisdom through experience. Consider me your trusted companion in your quest for love.

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