8 things classy women never say on a first date

by Tina Fey | September 11, 2025, 3:55 pm

First dates are exciting, aren’t they? There’s the buzz of possibility, the butterflies in your stomach, and of course, the inevitable nerves.

But here’s the truth I’ve learned from years as a counselor: what we say on that first date matters more than we realize.

Words are powerful. They create impressions, set the tone, and reveal more about us than we think.

So if you want to show up with confidence, grace, and authenticity—while leaving space for genuine connection—here are eight things classy women steer clear of saying on a first date.

1. “My ex always used to…”

This one might sound obvious, but you’d be surprised how often it slips out. Bringing up your ex—whether it’s praise, criticism, or comparison—creates unnecessary baggage right at the start.

Think about it: your date wants to get to know you, not sit through a highlight reel or horror story about your past relationships. Even if your intentions are harmless, mentioning your ex sends the message that you’re not fully present.

As Michelle Obama once said, “We need to do a better job of putting ourselves higher on our own ‘to do’ list.”

Your first date is about doing just that—focusing on the moment and the possibilities in front of you.

2. “I’m so desperate to find someone.”

We’ve all had seasons where loneliness feels heavy. But saying this out loud on a first date doesn’t come across as open—it comes across as needy. And neediness isn’t attractive, it’s overwhelming.

A classy woman communicates that she values her own life and is choosing a partner—not hunting for one out of desperation.

Your worth is not defined by your relationship status, and showing that you’re grounded in yourself makes you magnetic.

I often remind clients that emotional independence is just as attractive as emotional availability. You want someone to feel excited to share your life, not responsible for filling an empty space in it.

3. “I hate my job, my family, my life…”

Everyone has frustrations, and vulnerability does create connection. But unloading a laundry list of complaints on a first date is like opening a storm cloud in the middle of what should be sunshine.

Classy women know how to be authentic without being draining. That means saving the heavier, more personal struggles for when trust has been built. Instead, if you want to share, talk about passions, goals, or even challenges you’re working through in a constructive way.

As Daniel Goleman noted in his research on emotional intelligence, “Self-awareness is the foundation of emotional intelligence.” Being aware of how your words land—and when to share what—shows maturity and balance.

4. “So, how much do you make?”

Money conversations absolutely have their place in relationships. But on a first date, jumping straight into income, assets, or financial status screams judgment.

It’s not that financial compatibility isn’t important—it is. But at the very beginning, it’s far more meaningful to discover shared values, goals, and life perspectives. Those are the things that money can’t buy.

Besides, research shows that couples who align on values (like spending habits and future priorities) tend to have stronger relationships than those who focus solely on numbers.

The right time for the money talk will come, but it’s not date number one.

5. “You remind me of…” (insert another man’s name)

This one seems harmless, maybe even meant as a compliment. But think about how it feels to hear you’re being compared to someone else—especially someone your date doesn’t know.

It puts them in the shadow of someone else before they’ve had a chance to stand in their own light.

I’ve had clients share that being compared like this made them feel “evaluated” rather than seen. That’s not the vibe you want to create when trying to form a genuine connection.

Instead, focus on your date’s unique qualities. Notice how they make you feel, not how they stack up against your past experiences.

6. “I just want to get married/have kids ASAP.”

This one’s tricky. There’s nothing wrong with wanting marriage or children. In fact, being clear about your long-term goals is important.

But leading with it on a first date can come across as transactional—like you’re interviewing for a role rather than connecting with a person.

A classy woman knows that timing matters. There’s a difference between having a conversation about values and dropping a heavy checklist before the appetizers arrive.

Here’s where Rudá Iandê’s book Laughing in the Face of Chaos gave me perspective. One of his insights that struck me was this: “Their happiness is their responsibility, not yours.”

It reminded me that relationships aren’t about recruiting someone to complete your plan—they’re about building happiness together, step by step.

7. “I don’t really care what happens, I’m just going with the flow.”

Flexibility is good. But saying this too casually can signal a lack of direction or self-awareness. Classy women don’t pretend to be indifferent about their own lives.

You don’t need a five-year plan to impress someone, but having no sense of what excites you, what you value, or where you’d like to head leaves very little for your date to connect with.

Simon Sinek once said, “People don’t buy what you do; they buy why you do it.” The same goes for relationships.

People want to connect with your “why”—your passions, your interests, your spark. Share that.

8. “You’re lucky I even agreed to this.”

Nothing kills chemistry faster than arrogance or belittlement. Saying things that put your date down—whether jokingly or seriously—creates a power imbalance that doesn’t belong in the early stages of connection.

Confidence is attractive. Arrogance is alienating. And there’s a big difference.

Maya Angelou captured it beautifully: “I’ve learned that people will forget what you said, people will forget what you did, but people will never forget how you made them feel.”

Making your date feel small or “less than” is unforgettable—in the worst way.

Final thoughts

First dates aren’t about perfection. They’re about presence.

Classy women know that the words they choose reveal more than they might intend.

Steering clear of these eight phrases isn’t about being scripted—it’s about showing up with self-respect, curiosity, and authenticity.

At the end of the day, grace is less about what you say and more about the energy you bring.

Are you grounded in yourself? Are you genuinely open to connection? Are you treating the other person with warmth and respect?

If you can answer “yes” to those, you’re already ahead. And remember—being real is always more powerful than being perfect.

Did you like my article? Like me on Facebook to see more articles like this in your feed.

Leave a Reply

Your email address will not be published. Required fields are marked *