That Awkward Moment

Synopsis: Jason has just been dumped, but he didn't even realize they were going out. Meanwhile, Mikey's wife has just asked him for a divorce, and perpetually single Daniel is still single. The three best friends are determined to stay single together and just have fun. But then Jason meets Ellie who just might be perfect for him, Daniel starts to realize that his gal pal Chelsea might be perfect for him, and Mikey has always thought that his wife was perfect for him. The boys are going to have to juggle their single life with their romantic entanglements and it's going to get awkward.
Genre: Comedy, Romance
Director(s): Tom Gormican
Production: Focus Features
  1 win & 2 nominations.
Rotten Tomatoes:
94 min

It's 2:
18 in the morning

in the middle of February.

I've been sitting on a park

bench for almost Your hours.

Fm f***ing freezing.

Why am I sitting here?

Why am I still

sifting on this bench?

You know, it's

probably best if I rewind.

If I back up and explain.

Every relationship arrives

at a critical moment,

a juncture,

between moving forward

and moving on.

I call that moment the "so."


Where is this going, then?

I think you're a... Like...

I think you're amazing.

I think you're

an amazing girl. I...

I think you're an amazing person.


I'm breaking up with you.

I have to.

You're breaking up?

I'm sorry, Jason, I need

somebody who's ready.

I need somebody who doesn't drink

coffee out of a cereal bowl.


And has a bed frame.

I wasn't confused

because she was

breaking up with me.

I'm so late for work.

I was confused because I had

no idea we were dating.

I'm not even close

to the guy you need.

The guy you deserve.

Like... I'm...

And I'm so sorry that

I can't be that guy.

In her defense,

we'd been having sex, like,

once a week for six weeks.

I'm so late for work.

But in my defense,

that's a hookup

approaching the seeing stage.

I'm sorry, Jason.

No. I understand.

I understand.

And what I understood was,

at that moment,

we were definitely not dating.

Dude, did you get my message?

Man, I left,

like, 10 minutes ago...

Come on, man. You're late. Look,

what have you been doing'?

What have I been doing?

Christy just broke up with me.

Oh, man.

Who's Christy?

Vera, you home?

Oh. I didn't know

we had company.

You're home early.

Yeah, I skipped the gym.

Oh, uh, this is my lawyer.

Oh, your lawyer.


he's a very good lawyer.

Is everything okay?

So your wife said that she

was having intense sex?

Yes, intense.

I can't believe

she said, "intense."

That's what she said.

With a guy named Harold.

And while she said this, her

lawyer was just sitting there?

He looked like Morris Chestnut.

Who the f*** is Morris Chestnut?

From Boyz n the Hood.



Dude, I love Ricky.

Not anymore.

Who the f*** looks

like Morris Chestnut?

Yeah. That's not a strong look.

Her lawyer.

Her lawyer looks

like Morris Chestnut.

Okay, and he was just

sitting there on the couch?

Yeah, why was he just sitting

there on the couch?

'Cause she wants a divorce.


F***, man.

Are you kidding me?

I'm sorry.

And here's the kicker,

her lawyer,

the guy sitting there,

the guy that looks

like Morris Chestnut,

is the guy

she's having sex with.



F*** Harold.


Oh, man.


Did he say anything?

He said he liked my shoes.


He said what?

He said he liked my shoes.


He's not wrong.

They're cool shoes.

What the f***, man?

I don't deserve this.

I don't know what

we're going to do, man.

We need to get him a hooker.

We can't afford a hooker.

Yeah, we can use a coupon. Get

him a cheap hooker. It's Mikey.

No, we're not. Look. "East

Village girls for hire."


Right there.



According to this article,

most of the bars on the East

Side are filled with hookers.

You know what I love about you

is that you literally believe

every single thing that you read.

No, I don't.

Yes, you do.

No, I don't.

Yes, you do.

It's like you're nine years old.

Ooh, no, no, no. They're

like young, cool hookers.

They dress like

hipsters and sh*t.

And I'm telling you

that I highly doubt

that that is the case.

Then why would

it be in a magazine?

I don't know.

Read it.

"She dresses like any

other pretty young thing,

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    "That Awkward Moment" STANDS4 LLC, 2021. Web. 23 Jul 2021. <>.

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