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I kinda miss being naïve: Why dating is harder when you're intentional.


EatMahKandy having breakfast reflecting on dating.

There was a time when dating felt simple.

Not because men were better. Not because relationships were healthier.

But because I didn’t understand what I was looking at.

Everything looked good to me back then.

A man with a nice car? I was impressed.

A man with jewelry? I thought he had money.

A man that women wanted? I thought I had a prize.

And I’m not embarrassed to say that, because a lot of women start there.

But the difference between then and now is simple.


Then, I saw what was presented.

Now, I see what’s actually real.

And once you see what’s real, dating doesn’t feel fun and easy anymore. It feels calculated. It feels intentional. It feels like you’re constantly filtering people out.

That’s the part people don’t understand when I say I miss being naïve.


Back then vs now.


Let me break this down in the simplest way possible, because this is where everything changes.

Back then: I saw a man with a nice car and assumed he had money.

Now: I know that car could be leased, borrowed, or putting him in debt.

Back then: If a man gave me money, I thought that meant he was generous and doing well.

Now: I’m asking, does he still have his life together while giving me money?

Because if you can give me money but:

  • You don’t go to the doctor

  • You don’t go to the dentist

  • You’re behind on child support

  • You don’t have basic responsibilities handled

That’s not impressive. That’s irresponsible.


Back then: I thought it was attractive if a lot of women wanted him.

Now: I realize how much of a nuisance that can be.

Back then: I didn’t think it was a big deal if a man had multiple kids.

Now: I understand that I am not just dating him. I am dating his responsibilities.

That means:

  • His time is divided

  • His money is divided

  • His attention is divided

And that affects me whether I want it to or not.

So when I say dating is harder now, it’s not because I’m being difficult.

It’s because I can no longer ignore what something actually comes with.


The part nobody likes to say out loud

When you get older and more aware, you start realizing that some relationships are not just about feelings. They’re about lifestyle.

If I want to travel for my birthday, but he has child support due, that affects me.

If I want to spend holidays together, but he has obligations elsewhere, that affects me.

If I want peace, but his life is chaotic, that affects me.

And when you’re naïve, you don’t think about any of that.

You just go with the flow.

But when you’re aware, you start asking real questions.

And those questions eliminate a lot of people.


Comic illustration showing dating red flags and how dating changes with age and experience

Money looks different when you understand it

This was one of the biggest mindset shifts for me.

There was a time where I thought a man having money meant he was stable.

Now I understand there is a difference between:

  • A man who has money

  • And a man who knows how to manage money


Because temporary money is loud.

Stable money is quiet.


Temporary money:

  • Shows off

  • Spends fast

  • Looks impressive at first


Stable money:

  • Pays bills

  • Handles responsibilities

  • Maintains consistency


So now, I don’t just look at what a man can give me.

I look at what he can sustain.

Because giving me money once is easy. Being stable over time is what actually matters.


Building together sounds cute… until you’ve already built yourself

When I was younger, I believed in building with someone.

We can grow together. We can figure it out. We can start from nothing.

And that mindset makes sense when you’re starting from nothing.

But when you’ve already built something for yourself, your standards change.

Now I’m not looking for someone to build.

I’m looking for someone who is already built.

That doesn’t mean perfect.

That means stable, responsible, and established in his own way.

Because at this stage, building someone up can turn into carrying someone.

And those are not the same thing.


This is where dating actually gets harder

Because now, it doesn’t take long for me to figure someone out.

One conversation can tell me:

  • How he thinks

  • How he lives

  • What he values

  • What kind of life he can actually offer

So instead of dating someone for months and then realizing it’s not a fit…

Now I can see it early.

And that sounds like a good thing, but it comes with a downside.

You start disqualifying people faster than you can connect with them.

That’s why it feels harder.


And as a grown man, I would expect you to understand this too

This is not just a woman’s perspective.

A grown man should also not be dating the same way he did when he was younger.

Because men grow up and start seeing things clearly too.

Let’s break that down the same way.


Back then: “She looks good, that’s enough.”

Now: “Is she stable? Is she peaceful? Or is she bringing chaos into my life?”

Back then: “I don’t mind helping her out.”

Now: “Why is everything in her life always falling apart?”


Because a woman can be beautiful and still be:

  • Financially irresponsible

  • Emotionally draining

  • Always in a crisis

And a grown man will start to see that as a problem, not something to ignore.

Back then: “I’ll step up and play that step daddy.”

Now: “Is this situation respectful? Is this something I actually want long term?”

Because just like women, men also get to a point where they stop wanting to fix everything.


And when people say “just settle”…


This is where the conversation always goes left.

When someone says dating is harder now, people immediately respond with:

“You’re too picky.”

“You need to lower your standards.”

“You’re going to end up alone.”


But what they’re really saying is:

“I want you to ignore what you’ve learned just to be in a relationship.”

And that is dangerous.

Because when people settle, they don’t become happier.

They become resentful.

Especially when one person is doing better than the other.

That’s when jealousy shows up.

That’s when insecurity shows up.

That’s when disrespect starts creeping in.

So no, the solution is not to settle.

The solution is to find alignment.


What I actually miss

I don’t miss bad decisions.

I don’t miss being misled.

I don’t miss ignoring red flags.

What I miss is how easy everything felt when I didn’t know better.

Because when you don’t know, everything feels possible.

But when you do know, everything becomes intentional.

And intentional dating requires standards.

Standards eliminate people.

And that’s why it feels harder.


The reality

Dating didn’t get harder because people got worse.

Dating got harder because I got smarter.

And once you understand what you’re looking at…

You can’t pretend you don’t see it anymore.

 
 
 

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