How to Turn Your “Interview” Into a Real Date: A Throwback Dating Tip

Ladies, have you ever found yourself on a date where it feels like you're running the conversation? You're asking all the questions, staying curious, listening intently… but the same curiosity isn’t coming back your way.

You’re waiting for him to ask about you—something, anything—but the moment never comes.

It’s frustrating, right? But before you write him off completely, let’s hit pause and reframe what’s really happening.

Whether you're dating over 50 as a woman, starting to date again after 60, or just navigating the tricky world of dating over 40, this scenario is all too common—and completely fixable.

1. Don’t Take It Personally

He might be nervous. He might not even realize he’s doing it. The dating world has changed a lot over the past decade, and many people—men and women—are still finding their footing.

Chances are, he’s not trying to be self-absorbed or uninterested. He may just be out of practice.

2. Stop Making It Mean Something About Him

We’re meaning-making machines—it’s what we do. But when we start attaching labels or assumptions (like “He must not care about me” or “He’s not emotionally available”), we lose the opportunity to actually connect.

Instead, try meeting him with compassion. We’re all just doing our best and learning how to date in this new world. A little understanding can go a long way.

3. Lead the Energy—Gracefully

Rather than sitting in silent frustration, why not steer the conversation in a way that invites connection?

Try saying something like:

 “I love learning more about you… is there anything you’d like to know about me? I feel like I’ve been asking all the questions.”

This gentle nudge shifts the dynamic without placing blame. You’re modeling curiosity and showing him how it feels to be on the receiving end of a good question.

4. Give a Little Guidance

I’ve interviewed a lot of men over 40. And from what I’ve seen, many of them do want to show up, be present, and connect deeply—they just need a little help getting there.

Wouldn’t you want the same understanding and encouragement from them?

So instead of letting frustration take the lead, meet the moment with grace. You’ll not only feel more empowered, but you might just create a deeper, more meaningful experience for both of you.

If you’re navigating dating over 50 for women, or even just easing back into the scene at 40 or 60, remember: you’re not alone. There’s no “right” way to date—but showing up with compassion, curiosity, and confidence will always be a great place to start.

Happy Dating!

❤️ Megan