The Mistake Women Make on First Dates

One of the biggest mistakes I see women make on first dates is avoiding uncomfortable conversations. I get it—you want the date to be light, fun, and super casual. No one wants to feel like they’re in an interview, right? But here’s the thing: if you’re serious about finding your person, you can’t afford to skip over the important stuff.

Why Asking Hard Questions Is Crucial
The purpose of a first date isn’t just to see if there’s chemistry; it’s to determine if the person sitting across from you has the potential to be the partner you’re looking for. And the only way to do that is by asking intentional questions that get to the heart of who they are and what they want.

You might be thinking, “Jackie, why is it important to know this on a first date? Can’t it wait?”

The answer is NO. Here’s why: When you avoid these conversations, you risk getting emotionally attached to someone who might not align with your values or long-term goals. It’s easy to get swept up in the excitement of a new connection, but if you don’t clarify their intentions early on, you might find yourself heartbroken down the line when you realize they’re not the person you hoped they would be.

What Should You Be Asking?
It’s not about bombarding them with a checklist of questions but rather having meaningful conversations that give you insight into their character, values, and future plans. For example, you might ask about their thoughts on relationships, what they’re looking for in a partner, or how they handle conflict. These kinds of questions can help you quickly identify if this person is serious about finding a long-term relationship or if they’re just looking for something casual.

Protect Your Heart by Being Proactive
By being intentional and asking these important questions, you’re protecting your heart and making sure you’re investing your time and energy in someone who is genuinely compatible with you. It’s not about being harsh or interrogative; it’s about being smart and knowing what you want.

So the next time you’re on a first date, don’t shy away from those deeper conversations. You deserve to find someone who truly meets your needs, and the sooner you figure that out, the better. Does that make sense? 😌

Remember, being upfront and intentional doesn’t make you demanding—it makes you empowered. And that’s exactly the mindset you need to attract the right person into your life.

Listen to my podcast for more dating and relationship insights.