First Dates: The Awkward, The Funny, and The Stories We Tell Later 🌹

Come, come sit with me. Grab your drink and pull up a chair.

Oh hun… let’s talk about first dates.

Now I could tell you some stories — and trust me, I have a few — but first let me tell you some of the things I’ve observed over the years.

Buckle up baby… because the laughter begins now.

The Awkward Hello

You arrive and suddenly nobody knows the correct greeting.

Do we hug?
Do we shake hands?
Do we do that weird half-hug thing?

You both stand there doing that little dance trying to figure out what’s appropriate.

The Job Interview Questions

Within five minutes you’ve answered:

  • What do you do?
  • Where did you grow up?
  • Do you have siblings?

At some point it starts feeling less like a date and more like a job interview with appetizers.

The Menu Panic

You suddenly forget how food works.

Do I order a full meal?
Just a salad?
Something safe?

And heaven forbid you order something messy like spaghetti.

The Phone Check

At some point someone glances at their phone.

Not texting… just checking.

But immediately your brain goes:

“Are they bored?”

The Over-Sharer

Sometimes one person decides to share their entire life story.

Within ten minutes you know:

  • their ex
  • their childhood
  • their relationship trauma
  • and what their therapist said last week

The “Who’s Paying” Dance

When the bill arrives, suddenly it’s a polite tug-of-war.

“I’ll get it.”
“No, no I’ll get it.”
“Are you sure?”

Meanwhile the server is just standing there thinking,

“Please decide.”

The Moment You Know

Sometimes halfway through the date you realize…

This is not your person.

You stay polite, but inside you’re already planning your exit strategy.

The Rare Magic Moment

And every once in a while…

You laugh easily.
The conversation flows.
Time moves quickly.

And you leave thinking,

“Okay… that one was worth it.”

And Then There Are the Stories…

Lol… here is one of mine.

Girl…

I had been talking to this guy for a bit, and we finally decided to meet up for our first date.

Everything was going good.

I could even see a future.

(Yup… I went there in my head.)

We’re standing outside saying goodbye, and I think he’s leaning in to kiss me…

And instead?

He licks my face.

Like…

gross.

And I remember being so grossed out.

My brain immediately went:

WTH.

And yeah… never call me again.

And then there are the ones where you finish the date and think…

“Okay… that was nice.”

And an hour later your phone rings.

It’s him.

Then again.

And again.

Okay bud… I was not into it that much.

Now you see why I say dating can be messy.

But if we’re honest, it’s also where the stories begin.

Because before the wedding… before the beautiful love story… before the “how did you two meet?” moment…

There are dates.

Awkward ones.
Funny ones.
And sometimes the ones that turn into the stories we laugh about later.

And if we all sat around the table together, I bet every one of us would have a dating story or two to share.

So now I’m curious…

Which one of these dating situations do you usually fall into?

✨ Whisper: Every great love story begins somewhere… and sometimes it starts with a very awkward first date.

Have a dating story of your own?
Email me — I would love to hear it.

loveandlifewithlisa@gmail.com

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