First Date Conversation: 3 Easy Ways To Keep It Flowing

How to have a great conversation on a first date

Have you ever been on a first date that was going great until the two of you seemed to run out of things to talk about?

If so, that is totally normal. Many of our readers and clients have shared that they feel a bit awkward when that happens, so today we’re going to cover three easy ways to keep the first date conversation flowing!

We’re going to show you how to…

  • Generate enthusiasm,
  • Ask thoughtful questions, and
  • Share personal stories.

By the end of this post, you will be much more comfortable navigating any first date conversation!


Why is this so important in the first place?

When you can confidently contribute to that initial conversation, you can experience greater joy and contentment on your dates!

Before we go further…

In order for any of this to be helpful to you, you first need to find out what is attractive about you.

Here’s why: knowing what draws people to you will help you appreciate who you are, which translates beautifully into the confidence you need to engage in awesome conversations!

That’s exactly what this free 22-page ebook helps you with!

Download it here so that you can complete the exercises after you finish reading this post!

Now, let’s dive in!


Generating enthusiasm

When you and your date feel excited to be around each other, the conversation becomes much easier!

You can create that enthusiasm by showing that you care about the things that are important to your date and by getting excited about the things that make her come alive!

If her eyes light up and she’s smiling or talking more excitedly, you know you’ve found a great topic. Remember to keep the conversation about her and what she’s experienced for as long as you can.

You can keep that glowing, enthusiastic spotlight on her by…


Asking thoughtful questions

Everyone wants to be seen as someone who is interesting, important, and worth listening to.

If you can make your date feel valued in that way, you are bound to create an atmosphere where conversation flows smoothly!

The easiest way to make her feel like she matters is to ask her thoughtful questions.

As she shares more, look for similarities between you and emphasize them! Those moments that uncover meaningful commonalities can make the first date more memorable and comfortable.

At the same time, don’t shy away from your differences! Mature, healthy women can appreciate the balance that comes to a relationship through differing perspectives.


Sharing personal stories

We’ve all had those moments when something reminds us of an experience we’ve had. This happens naturally because our brains are wired to form connections between our words and our memories!

You may be reminded of a personal story you could share by…

  • A phrase your date says,
  • Something you notice nearby, or
  • An event that you experienced recently.

Remember that storytelling is a powerful tool for connection because it allows your date to experience who you are instead of being told who you are.

In fact, researchers have found that stories bond people together and increase empathy, which can go a long way in a first date conversation!


Final thoughts on improving your first date conversation skills

Now that you know how to keep a great chat progressing smoothly, you’ll be able to relax and enjoy your first dates!

Let’s review what we went over today:

  • Create excitement by caring about what’s important to your date.
  • Ask thoughtful questions to get the most value out of each topic.
  • Share a few personal stories to connect on a deeper level.

Now, if you’re looking for more advice when it comes to connecting well during your first dates, check out these articles:


Next steps for awesome first dates!

couple laughing on a date - first date conversationDownload our free ebook, “Why PUA Doesn’t Work for Introverts & What Works Instead” to build your conversation skills on a foundation of confidence!

For more personalized support, consider our Launch Your Dating Life program.

Do you want to…

  • Be and feel sexually attractive,
  • Meet and connect with great women, and
  • Fill your dating funnel with quality dates?

This 12-week high-touch, comprehensive program will help you do just that, all while feeling more like yourself than ever! Learn more here.

Picture of Micayla from IA
Micayla from IA
Micayla is resident writer here at Introverted Alpha, which is known as the premier dating coaching company for introverted men; featured by Forbes, Business Insider, Cosmo, and more. Pick up your free copy of our 22-page ebook inside the blue box just below.

Attracting An Amazing Girlfriend Starts with Finding Your Own Vibe.

Introverted Alpha Ebook

In this powerful free 22-page ebook, “Why PUA Doesn’t Work for Introverts And What Works Instead,” you will uncover… 

–> 3-step exercise to find what makes you uniquely attractive

–> Why the “pickup artist” approach will never work for introverts and what works instead

–> How to attract women naturally being your best self

"I love how personalized and caring you guys are at Introverted Alpha! It's so wholesome and refreshing." - I.L.

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Couple In Love - IA Academy - Introverted Alpha

Attracting An Amazing Girlfriend Starts With Finding Your Own Vibe.

In this powerful free 22-page ebook, "Why PUA Doesn't Work for Introverts And What Works Instead," you will uncover...


--> A 3-step exercise to find what makes you uniquely attractive
--> Why the “pickup artist” approach will never work for introverts and what works instead

--> How to attract women naturally being your best self

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