We’ve all been there. We’re out on a date with someone we really like, and we can’t help but think about the possibility of taking things to the next level. So, we text them! And then, disaster strikes. We send one of those texts that could potentially ruin everything.
In this article, we will discuss 10 texts you should never send to a woman! Avoid these mistakes at all costs if you want to maintain healthy relationships with the ladies in your life!
#1 – “Why Aren’t You Answering Me?!” (The Aggressive Text)
Don’t be that guy. The one who sends an aggressive text message when he doesn’t get a response right away. You know the one.
It’s 3am and you can’t sleep because you’re thinking about her, so you send her a text to let her know how much you care.
And then, when she doesn’t respond immediately, you start to getting angry. “Why aren’t you answering me?!” you type out, followed by a few choice expletives that we won’t repeat here.
STOP!
Before you hit send, take a breath and ask yourself if this is really the best way to communicate your feelings for her.
Chances are, it’s not.
#2 – “Who’s that guy?!” (The Jealous Text)
There’s no shortage of cringe-worthy text messages out there, but one of the worst is the jealous text. You know the one – it’s usually something like “Who’s that guy?”. It’s a transparent attempt to make the recipient feel guilty, and it almost always backfires.
If you’re worried about what your partner is up to, have a conversation with them instead of sending a jealous text. Trust is key in any relationship, and mistrust will only damage your relationship further. So save yourself the humiliation – and the heartache – and just don’t send that jealous text.

#3 – “Where Do You Want To Go?” (The Indecisive Text)
It’s a question that can provoke indecision in even the most decisive of people: “Where do you want to go?” It’s the text that sends shivers down our spines, because we know it’s only a matter of time before the other person responds with an equally dreaded query: “And what time should I pick you up?”
We hate this text.
We hate when it comes.
But, more than anything else, we hate sending it. Because we never know what answer to give. Do we go for something casual and lowkey? Or do we aim high and hope they suggest somewhere swanky? And who wants to be the one person to always have to offer up an opinion?
#4 – “Please, Give Me Another Chance…” (The Pleading Text)
Ok, guys. We all know that one text you should never send to a woman. And, for the sake of your dignity and self-respect (not to mention your relationship status), we’re going to tell you what that text is right now. So put away your phone, cancel that late-night booty call, and pay attention!
The text we’re talking about is the pleading message–the one in which you beg for another chance after screwing up royally. Trust us, sending this kind of text will only make things worse.
In fact, it might even lead to the dreaded “Dear John” letter. So save yourself the trouble and just steer clear of it altogether!

#5 – “Hey, What’s Up?” (The Everyday, Boring Text)
What’s the first thing that comes to your mind when you see a text like this? Probably not anything good. This is what we call the “everyday, boring text.” And women hate it.
In fact, 93% of women say they would rather receive no text at all than receive one of these. So why are so many men still using them? Let’s take a look at some of the biggest reasons.
- They’re lazy. Guys who send these texts clearly don’t want to put any effort into their conversations. They’re just looking for an easy way out.
- They’re insecure. These texts are usually a way for guys to try and make themselves seem more desirable to women. But in reality, they just come across as needy and desperate.
- And, they’re boring. Like we said before, these texts are just plain ol’ boring. There’s nothing interesting or exciting about them.
#6 – “What Do You Do? Where Do You Live?” (The Rapid Fire Questions)
This is another text that guys seem to think is a good idea, but it’s really not. All it does is make the woman feel like she’s being interrogated.
Plus, it’s just so boring. These are the kinds of questions that you would ask someone you just met. They’re not exactly scintillating conversation starters.
You may be tempted to ask, but resist the urge! Instead, take your time getting to know your new flame organically. Let them tell their story in their own words – it will make for a much more interesting conversation (and date!).

#7 – “Sorry, Sorry, So Sorry…” (The Forced Apology Text)
There’s a reason why guys shouldn’t send sorry texts to women and that reason is because they always come across as being forced and insincere. You might be thinking, “What’s the big deal? She knows I’m sorry.”
But, trust us, there’s nothing more frustrating than getting a text from a guy that reads like an apology from a hostage video.
So, unless you really want to rack up the frustration levels (or come across as desperate), just steer clear of the sorry text altogether.
#8 – “Are You Sure, Tho?” (The Seeking Approval Text)
It goes something like this: “Hey, are you sure you’re okay with this? I don’t want to do anything that makes you uncomfortable.” The reason it’s a bad idea is because it seeks validation from her, and any response she gives is likely to be filtered through her feelings about what you’ve said.
If she’s not comfortable with something, even if she does give you the go-ahead, there’s a good chance that she’ll still be feeling uneasy about it afterwards. So save yourself and her the trouble, and just avoid sending STATs altogether.

#9 – “I’m Bored” (The Entertain Me Text)
It’s 2am. You’re bored. You’ve just finished a conversation with your friends and now you’re scrolling through your phone, looking for someone to talk to. And then you see her – the girl you’ve been eyeing for weeks. You swipe right, start a chat, and within minutes, you’ve got her attention. The conversation is going well… until you get lazy and send her one of these texts instead of actually keeping the conversation going:
“Hey”
“What’s up?”
“I’m bored lol”
STOP!
If you want to keep her interested (and potentially date with her), avoid sending any of these texts. Instead, try engaging her in a conversation that keeps her guessing, makes her laugh, or simply makes her feel good.
#10 – “K” (The One Word Response)
There are texts you should never send to a woman, but “K” may be the worst. The one word response is cold, impersonal, and eliminates any chance of continuing the conversation.
It basically says, “I don’t have time for you,” or “I don’t care what you have to say.” If you want to end a conversation with a woman, there are better ways to do it than using “K.”

Conclusion
The texts you send to a woman reflect on your character. If you want her to see the best in you, avoid sending any of these ten texts. Instead, focus on building a connection with her through thoughtful conversation and genuine compliments. What are some text messages that have worked well for you when trying to woo a woman?