Questions to Ask to Keep a Conversation Going

Posted on: January 15, 2025
Questions to Ask to Keep a Conversation Going

We’ve all been there. You match with someone on a dating app, exchange a few messages, and then… silence. The conversation fizzles out, and you’re left wondering, “What went wrong?”  

Keeping a conversation going can feel like walking a tightrope. You don’t want to come across as too eager, but you also don’t want to seem disinterested. And let’s be honest, no one wants to feel like they’re interrogating their date or struggling to keep things interesting.  

At , we believe that every great connection starts with a great conversation. That’s why we’ve put together this guide to help you ask the right questions—ones that spark curiosity, show your personality, and keep the conversation flowing. Ready to ditch the awkward silences and start building real connections? Let’s dive in!  

 

 

Table of Contents

Why Keeping a Conversation Going Matters

The Best Questions to Keep a Conversation Going

Tips for Keeping the Conversation Flowing

Why MixerDates is the Perfect Place to Practice Your Conversation Skills

Key Elements to Finding a Mutual Connection

 

{{https://mixerdates.com/?ch=mixerblog}}questions to ask to keep a conversation going

 

Why Keeping a Conversation Going Matters  

Before we get into the questions, let’s talk about why keeping a conversation going is so important.  

1. It Builds Connection  

Conversations are the foundation of any relationship. The more you talk, the more you learn about each other—and the stronger your connection becomes.  

 

2. It Shows Interest  

Asking thoughtful questions shows that you’re genuinely interested in getting to know the other person. It’s a way of saying, *“I care about what you have to say.”*  

 

3. It Keeps Things Fun 

A good conversation should feel effortless and enjoyable. When you ask the right questions, you create a space where both people feel comfortable and engaged.  

 

At , we’re all about fostering meaningful connections. That’s why we encourage our community to ask questions that go beyond the surface and create real, lasting bonds.  

 

 

The Best Questions to Keep a Conversation Going 

Now, let’s get to the good stuff—the best questions to ask to keep a conversation going. These are divided into categories to suit different stages of the conversation and levels of comfort.  

1. Light and Fun Questions  

- “If you could have dinner with any fictional character, who would it be and why?”  

- “What’s the most embarrassing song on your playlist?”  

- “If you were a superhero, what would your power be?”  

- “What’s the weirdest food combination you secretly love?”  

- “If you could only eat one meal for the rest of your life, what would it be?”  

Why They Work: These questions are playful and easy to answer, making them perfect for breaking the ice and keeping the tone light.  

 

2. Questions About Interests and Hobbies  

- “What’s something you’re really passionate about?”  

- “If you had a free weekend with no responsibilities, how would you spend it?”  

- “What’s the last thing you binge-watched or read?”  

- “Do you have a hobby you’ve always wanted to try but haven’t yet?” 

- “What’s your favorite way to unwind after a long day?”  

Why They Work: These questions help you discover shared interests and give the other person a chance to talk about something they love.  

 

3. Thought-Provoking Questions  

- “What’s one thing you’ve learned about yourself in the past year?”  

- “If you could give your younger self one piece of advice, what would it be?”  

- *“What’s a dream you’ve had for a long time but haven’t pursued yet?”  

- “What’s the most important lesson life has taught you so far?”  

- “If you could change one thing about the world, what would it be?”  

Why They Work: These questions encourage deeper reflection and help you get to know the other person on a more meaningful level.  

 

4. Questions About Travel and Adventure  

- “If you could live anywhere in the world for a year, where would it be?”  

- “What’s the most unforgettable trip you’ve ever taken?”  

- “What’s one place on your travel bucket list?” 

- “What’s the best local hidden gem you’ve discovered?”  

- “If you could plan your dream vacation, what would it look like?”  

Why They Work: Travel questions are universally engaging and often lead to fun, imaginative conversations.  

 

5. Questions About Values and Goals  

- “What’s something you’re really proud of?” 

- “What does your ideal life look like in five years?” 

- “What’s one thing you want to accomplish before the end of this year?”  

- “What’s a cause or issue you’re really passionate about?” 

- “If you could leave one lasting legacy, what would it be?”  

Why They Work: These questions help you understand the other person’s values and aspirations, which are key to building a strong connection.  

 

{{https://mixerdates.com/?ch=mixerblog}}questions to ask to keep the conversation going 1

 

Tips for Keeping the Conversation Flowing  

Asking great questions is just one part of the equation. Here are some tips to help you keep the conversation flowing naturally:  

1. Listen Actively 

Pay attention to their answers and ask follow-up questions. This shows that you’re genuinely interested in what they have to say.  

 

2. Share Your Own Stories  

Conversations are a two-way street. Don’t be afraid to share your own experiences and thoughts in response to their answers.  

 

3. Keep It Positive  

Avoid controversial or negative topics early on. Focus on questions that create a positive, uplifting vibe.  

 

4. Be Curious  

Approach the conversation with genuine curiosity. The more interested you are, the more interesting the conversation will be.  

 

5. Don’t Overthink It  

Sometimes, the best conversations happen when you let go of the pressure to be perfect. Relax, be yourself, and enjoy the moment.  

 

{{https://mixerdates.com/?ch=mixerblog}}young couple having a conversation at the park

 

Why MixerDates is the Perfect Place to Practice Your Conversation Skills  

At , we’re all about creating a positive, inclusive space where you can feel comfortable being yourself. Here’s why our platform is the best place to put these conversation tips into practice:  

1. A Welcoming Community  

We welcome everyone, no matter who you are or who you love. Our platform is designed to be a safe space where you can connect with like-minded people.  

 

2. Profiles That Spark Conversations  

Our users create detailed profiles that make it easy to find shared interests and craft thoughtful questions.  

 

3. A Focus on Authenticity  

We encourage our community to be genuine and kind, so you can feel confident starting conversations without fear of judgment or rejection.  

 

4. Success Stories  

Don’t just take our word for it—here’s what one of our users had to say:  

*“I met my partner on , and it all started with a simple question about our favorite travel destinations. The conversation flowed naturally, and the rest is history. I’m so grateful for this platform!”*  

 

 

Key Elements to Finding a Mutual Connection 

While great questions can spark a conversation, building a real connection takes more than just good chat. Here are the key elements to look for when seeking a meaningful connection:  

1. Shared Values and Goals  

A strong connection starts with alignment on the things that matter most. Do you share similar values, life goals, or visions for the future?  

 

2. Emotional Availability  

Look for someone who is willing to share their thoughts, feelings, and vulnerabilities—and who encourages you to do the same.  

 

3. Mutual Effort  

Healthy relationships are a two-way street. Both people should be putting in effort to communicate, plan dates, and support each other.  

 

4. Respect for Individuality  

A true connection allows both people to be themselves without judgment. Look for someone who celebrates your uniqueness and encourages you to pursue your passions.  

 

5. Open and Honest Communication  

Communication is the foundation of any strong relationship. A mutual connection thrives on honesty, transparency, and the ability to resolve conflicts in a healthy way.  

 

At , we’re here to help you find these key elements in a partner. Our platform is designed to connect you with people who share your values and are looking for the same things you are.  

Keeping a conversation going doesn’t have to be hard. With the right questions and a little curiosity, you can create a connection that feels natural, fun, and meaningful. And at , we’re here to help you every step of the way.  Ready to put these conversation tips to the test? Sign up for today and start your journey to authentic love. Click here to join our inclusive, positive community—your perfect match is just a swipe away!  

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