Dating texting guide

Should you tell him he only talks about himself on dates

How to address a guy who dominates conversation and doesn't ask questions. What to say and when to bring it up.

Read the situation

You've noticed he fills the whole date talking about his work, his interests, his stories. He doesn't ask you much. You're wondering if you should call this out directly or if that's awkward.

Here's the thing: bringing it up badly makes you sound critical. But staying silent means accepting dates where you're basically an audience. A good response names what you've noticed without attacking him, gives him a real opening to change, and protects your own time.

The goal is to test if he can actually hear feedback and shift. Some guys don't realize they do this. Others do and won't change. Your message filters for which one he is.

A boring opener next to the reply WingAI writes instead
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Self-absorption reveals whether he's interested

A guy who only talks about himself on dates is showing you something worth paying attention to. He's either nervous and falling back on familiar territory, his own stories. He's not that interested and is just filling time. Or he doesn't know how to listen or doesn't value it.

The pattern matters more than a single date. If it happened once, maybe he was stressed. If it's every time, that's who he shows up as. You need to know which before you decide whether to mention it. One conversation might fix nervous. The other two won't change just because you pointed it out.

Name the pattern without judgment

You name the specific thing. He talks a lot, doesn't ask questions. Keep it factual without using words like 'selfish' or 'rude'. Then you pause and let him respond. Don't explain why this bothers you or how it made you feel. Don't ask permission or apologize for bringing it up.

If he gets defensive, dismisses it, or makes excuses, you have your answer. If he goes quiet and then actually changes the next date, he heard you. The goal isn't to win an argument. It's to see if he can take a piece of feedback without crumbling or ignoring it.

Wait a day before texting

Send this after a date, not during. Text, not in person. You want him to read it when he's alone and can actually think about it, not when he's put on the spot.

Wait at least a day after the date. If you text right after, it looks reactive and angry. Give him space to reflect on how it went. Then send it calm and direct.

After you send it, give him 24 to 48 hours to respond. If he doesn't text back or comes back with 'that's not fair', he's not the guy. If he asks questions or takes it seriously, the next date is the real test. He either actually listens or he doesn't.

Do not send

Why these replies fail

  • “I think you might not realize this, but you kind of only talk about yourself on dates and it makes me feel a bit invisible lol. I'm probably being too sensitive though, but just wanted to mention it.”

    The apology and self-blame make it easy for him to dismiss the feedback, and 'lol' signals you don't actually think this matters.

  • “I've loved spending time with you but I'm noticing we don't have much chemistry because the conversation is pretty one-sided. I don't think this is working for me.”

    This frames it as a relationship-ending problem instead of a behavior he can change, so he'll get defensive instead of reflective.

  • “Hey, quick question, do you realize you talk about yourself a lot and don't really ask me anything? Just curious why that is.”

    Asking 'why' makes it an interrogation and gives him room to explain it away instead of just hearing the observation.

Avoid these

Common mistakes

  • Softening it so much he doesn't understand the problem exists
  • Making it about your feelings instead of his behavior
  • Asking a question that lets him dodge, like 'Did you mean to do that?'
  • Waiting too long, so he thinks something else is wrong
  • Bringing it up angry or during a date instead of calmly after

Questions people ask

What if he gets mad or defensive when I bring it up?
That's your answer. A guy who can't hear mild feedback without getting defensive isn't going to be fun to date. You don't need to convince him he's wrong. Just decide if you want to keep going out with someone who responds that way.
Should I give him a second chance on the next date?
Yes, but only one. Watch what actually happens, not what he says. Does he ask you questions? Does he listen to your answers? If he reverts back to talking about himself, you know he either didn't care or can't help it. Either way, you're done.
What if he says he didn't realize he was doing it?
Take him at his word for one date. But watch closely. People who truly didn't realize usually overcorrect and ask a lot of follow-ups. People who are just saying that slip back into old patterns by date two. The behavior tells you the truth about whether it was real.
Is it better to just stop seeing him instead of bringing it up?
Only if you don't care what he thinks. If you do like him and want to know if he can hear you, say something. It's not rude to name a pattern. It's actually respectful because it gives him the chance to be different.

What people say after using WingAI

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