To those troubled by silence. What are the “truly usable conversation topics” that naturally build rapport and shorten the emotional distance with the other person?
Table of Contents
- Introduction: Why is “conversation with someone you like” difficult?
- Three points to keep in mind when talking to someone you like
- 10 “conversation topics that keep the dialogue going” for first dates or LINE
- Three tips to eliminate awkward silences
- The importance of confirming “compatibility” through conversation
- Yoitoki's proposal for “naturally continuing conversations during meetings”
- Conclusion: What matters is “the person you connect with” rather than “the topic”
1. Introduction: Why is “conversation with someone you like” difficult?
“I get nervous in front of someone I like, and I don’t know what to talk about” — this is a common concern for many. Even if you can speak naturally most of the time, just having someone special in front of you can make words escape you. This silence often feels “awkward,” and the Japanese tendency to “read the air” can add pressure, making the conversation feel stiff.
However, talking to someone you like is not about “making the conversation lively.” What truly matters is “getting to know the other person and letting them know you.” In this article, I will introduce topics and tips to naturally close the distance with someone you like.

2. Three points to keep in mind when talking to someone you like
Don’t force the conversation to be lively
Silence is not necessarily a failure. The more relaxed the relationship is, the more comfortable natural pauses will feel.
Ask questions to understand the other person
Questions that show interest, like “What does that mean?” or “What do you think?” help the conversation flow smoothly.
Share your values little by little
If you focus solely on listening, you may be perceived as “someone hard to understand.” By verbalizing your thoughts and feelings, the other person will feel more comfortable sharing their true feelings.
3. 10 “conversation topics that keep the dialogue going” for first dates or LINE
Having specific topics in mind can help you avoid the fear of silence. Below are reliable topics that naturally lead to lively discussions.
- Hobbies and how you spend your holidays: “What do you do on your days off?”
- Recent obsessions: “Do you have any recent trends or fads?”
- Hometown or memorable places: “What’s your hometown like?”
- Work and learning-related topics: “What do you find fulfilling in your work?”
- Food and favorite drinks: “Do you have a favorite dish or something you cook well?”
- Movies, music, and books: “Was there a movie you found interesting recently?”
- Travel and places you want to visit: “Do you prefer overseas or domestic trips?”
- Childhood stories: “What was your dream when you were little?”
- Small everyday joys: “Have there been any little things that made you happy recently?”
- Future dreams and ideal lifestyles: “If you could choose freely, what kind of life would you want?”
These topics may seem like superficial small talk, but they can actually serve as a way to understand the other person's values and worldview.
4. Three tips to eliminate awkward silences
Have a repertoire of topics ready
Keep a stock of news, recent events, and trending topics on social media.
Be enthusiastic in your reactions
Saying things like “Wow! That’s amazing!” or “I totally get it!” with a bit of exaggeration is just right.
Express empathy in words
Simply expressing “I feel the same way!” in response to the other person's story can naturally expand the conversation.

5. The importance of confirming “compatibility” through conversation
“Having a lively conversation doesn’t always mean compatibility.” Even if there’s temporary chemistry, if values don’t align, the relationship won’t last long.
For example, if you talk about future lifestyles and there’s a significant difference in direction, it may be difficult for the relationship to develop. Conversely, if the silence is comfortable but values are shared, it can create a pleasant quietness. Conversation is an important tool for assessing compatibility.
6. Yoitoki's proposal for “naturally continuing conversations during meetings”
Value matching through heart-connecting AI
Yoitoki’s AI emphasizes matching not only based on hobbies and conditions but also on values. This makes it easier for conversations to continue naturally from the very first meeting.
Everyone is serious, so there’s no fear of silence
Since everyone participates with the premise of “serious dating,” there’s no need to force the conversation. You can share even silence comfortably.
Talk honestly in a safe environment
With thorough identity verification and proof of single status, safety is among the best in the industry. In a trustworthy environment, you can have authentic conversations from the start.
7. Conclusion: What matters is “the person you connect with” rather than “the topic”
The topics for conversation with someone you like are merely a starting point. What’s important is to meet “someone with whom you can understand each other” through those topics.
Not just random encounters, but intentionally meeting someone who suits you. Yoitoki supports natural conversations with partners who resonate with your values and future.
“I can’t keep a conversation going with someone I like…” This concern may not be your fault but rather a sign that you haven’t yet met “the truly compatible person.” Yoitoki supports you in finding a partner where you can be yourself effortlessly, with an AI-based compatibility assessment. Would you like to experience meetings that turn awkward silences into pleasant moments?
Let’s meet someone with whom conversations flow naturally at Yoitoki.
