I Surprised Him With a SECRET Pickleball Date
8 Video Views·Sep 12, 2026
AI Generated·May contain errors
Video Summary
AI GeneratedIsaac and Naomi engage in a high-stakes singles pickleball match, unaware that their competitive encounter is actually a secret date orchestrated by friends. After a tense battle of skill and athleticism, the match concludes with a romantic reveal at a nearby coffee shop, where the competitive tension transforms into a lighthearted date featuring cake and conversation.
Today, Isaac thinks he's here to try and beat a pro female in singles.
And Naomi thinks she's here to make her debut on the Friday channel.
But what they don't realize is that Kyle and I have set them up on a secret pickleball date.
This pickleball court is attached to a coffee shop, so we figured a natural consequence to
losing could be whoever loses today has to buy the other person coffee. The stage is set,
but the table is not. So that's why we brought in our wives to add some additional commentary,
but also sneak away to decorate their first date that they both have no ideas coming.
Oh my gosh, what have you guys done?
I hope you enjoy this match to see who wins,
but I think you'll want to stick around to see who really wins in the end.
Let's play ball.
Hey, you want to play pickleball?
That's good. Consent. Consent out the gate.
All right, I think we're all set. Go ahead and serve. Love, love.
Or, sorry, singing tennis. 0-0-2.
All right, 0-0.
Wow, it's not good when you almost eat on the first point.
Okay, self-deprecating. That's what we like to see, but also he's falling for her a little too quick.
He also didn't curse in front of her, which shows a sign of respect.
Yes, yeah. Restraint.
Nice. Wow.
0-0. Oh my gosh, that was insanely bad.
She very quickly found my backhand, which is not very hard to find.
What score?
0. 0-0.
Wow. Obviously.
Dude, that one looked like he was out, but he played it.
Where did that one hit?
It's not even close. That's 30 feet out.
What do we predict the score is going to be?
Naomi's going to win. 11-6.
Yeah, yeah, maybe.
1-0.
She might be the most athletic girl in pickleball.
How was that out?
Way out.
Isaac can also windmill with basketball, so that's a combination.
Nice.
Oh, I can't keep missing. Bowling!
All right, now we don't want to seem like we have an anger issue.
We do need to get that under control.
Why'd you do that?
We got some negative self-talk from Isaac down there.
I'd like to see him flip it when he makes a mistake.
It's not about him missing, it's more about her making it.
Yes, that's good.
Wow.
All right, let's go chat.
Isaac, take a break.
We just started.
How would you break down his game?
Like, just what you've seen so far, how would you describe it?
I would just hit to his backhand as many times as I can.
Okay.
Avoid the forehand. It's a pretty good forehand.
Okay.
Good vibes, though, so far?
Great vibes.
Love this team.
Okay, great vibes.
Do you have a chance?
No.
Yeah, of course I have a chance. I always have a chance.
You have a chance.
Let's go.
It's just a bunch of missed volleys.
Dude, it doesn't matter what girl you play, you have a chance.
Is that, like, related to pickleball?
You're talking, like, relationally or something.
Because I need that advice of relation.
Three, zero.
All right, we're back.
Isaac, the rest of you.
Let's go.
Good shot.
He got back from LA.
He's a little more...
No, he spent a couple days with Scott.
And now he's back at it.
Oh, three.
Making a laugh.
Yeah, he's on the board.
He's on the board.
He's a great serve, great serve.
One, three.
Gosh, wow.
You hear that thunder out there?
Yeah, what is that?
That's me coming, baby!
Do we need to take shelter?
Two, three.
Oh, great serve.
Why did I do that?
It was a good serve.
Great serve.
Man, I think the timeouts are good for Isaac.
Yes.
Both to kind of see where he's at, to give him some relationship advice,
and also to get the cardio back.
Oh, that's good.
Awesome bounce.
Way to conserve.
When do I get another timeout?
Soon, soon.
Four, two.
All right, let's pay attention here.
Who gives the ball back to who?
All right, let's see how courteous he is here.
Perfectly on cue.
This is not edited to make it seem...
Oh, Isaac, you only knew what we just said on camera.
Not good.
The chemistry meter is so low.
Wow.
I cannot believe the timing of that.
That was one of the most brilliant call-outs in cinema history.
I mean...
And I just saw Spider-Man.
That's the opposite of the commentator's curse.
That is like the commentator's, like, spell.
Like, cast a spell.
It's good footwork by me.
Good serve.
Three, four.
Three, five.
Three, four.
Three, five.
Lob serve.
Wow.
Yeah, that's a good return.
Nice.
Wow.
Great shot.
Let's pay attention to this and see how she gives it back.
Good job, Isaac.
Never done that.
I've never hit a passing shot with my backhand.
Smiling, one bounce.
That's great.
Four, four.
Nice, great shot.
That was a full combination.
Yeah, I think...
How do you feel like it's going so far?
She's a pro.
That's good.
Way to treat her.
Way to elevate to her level.
Don't make her steep to yours.
No, you got to make it.
You got to make it.
There's a...
You got to make it.
I feel a tension, like a positive tension between them.
Like, they're both competitive.
They're both athletic.
They're both having fun.
They're not...
There's not a lot of compliments going both ways.
The occasional compliments coming.
But overall, I don't think it could be going better.
Nice.
No, it's not going good.
It's not going good.
One more point and then we time out.
One more point.
Give it your all, guys.
Four, five.
Nice.
Oh, Naomi needs to time out.
Let's chat.
All right, he's made a little run.
How are we feeling?
He made backhands.
He found a backhand suddenly.
He found it.
I think he was watching you.
I think he's learning from you.
It's kind of like he has a plan A and a plan B.
Is that how you're feeling out there?
No.
What would you say about what we're seeing on the court right now?
Why is he doing that?
That's good though.
He's taking care of his body, right?
You like to see that?
Maybe I need that.
Okay.
Made a little comeback.
How are you feeling?
Feeling good, man.
Also, I guess you got to be a little bit more confident with my strokes.
I don't have much to say, honestly.
That's right.
You're doing great.
You're coming back.
What is Naomi doing back there?
Thoughts on what Naomi's doing over there?
Oh, trying to be like me, huh?
Trying to be like me.
Yeah, she knows what's up.
5-5.
Just like when I played Christian Alshon.
That was generous because that ball was out.
That was generous.
That was on the line.
I forget he's tall!
Wow.
Naomi, was that out?
Great shot.
That was a great shot.
Don't ask that question, dude.
6-5.
Wait, wasn't that like two feet out?
Yeah, yeah.
I was like, what are we doing back there?
What, are we playing every ball now?
I'm up 6-5, so I felt bad, you know?
But I will say the generosity between the two.
You loved it.
It's beautiful, honestly.
Two different people.
Two different ethnicities, I'm guessing.
I'm not just gonna assume.
Flex it.
Now that's nice, why we still haven't got...
There's a wall behind here and a pole.
I thought it was gonna fall.
There's a pole.
I wasn't even close to getting it.
Do we think that was a net positive?
I think that was a curtain positive.
It's not a net.
Honestly, from a just pickable standpoint, they're both playing really well.
Wow!
Oh, I thought that was in too.
Can we get a quick replay on that?
Ladies, what's the call on that?
I think we have a terrible view.
We can't see a thing.
I'll tell you what I can see.
Sparks.
You can only see sparks.
Oh my.
This is high level.
Isaac, you are...
The things we say, it's like we're casting a spell on you.
Like we will say something and then you will do exactly
the funniest thing you could have done after we said it.
You're in your flow state right now.
I got a thing in my ear.
I don't know what it is, like a fly or something.
That's good.
How are these in?
I don't know.
I think what she meant was...
Wow, that was good.
Wow, I'm impressed.
Wait, what are they playing to?
11?
Let's just do it.
You know Isaac?
7-6.
He plays this character in videos.
He's actually like unbelievably talented.
Yeah.
Three for three.
Right?
All right, let's get a timeout.
Let's get a timeout.
We do want to ask you some get to know you questions for our audience to get to know you.
Okay, beaches or mountains?
Don't know yet.
Don't know?
I haven't experienced enough of both.
Oh, that's a fun answer.
I like that.
Beaches or mountains?
Beaches with mountains.
It's possible, guys.
It's possible.
Pizza or tacos?
Tacos.
Okay.
Pizza.
That's tough, though.
Ideal first date spot?
Also haven't had enough of those.
Okay, it could be a beach, could be a mountain.
Ideal first date spot?
Singles, probably.
You guys think this is a YouTube video?
Nah, dude.
This is a date.
Favorite Disney prince?
Aladdin.
Okay.
That's probably the only one I know.
Favorite Disney princess?
Rapunzel.
Okay.
First impressions?
Hated to hear Rapunzel.
Would have loved to hear Mulan there.
A6.
Oh, she changed paddles.
She didn't tell us that.
Looks like a Friday original.
Pretty good.
Hey, I'll get it.
Oh, look at this, look at this.
Naked moves.
I was so close to her.
I think you might be onto us.
I think you might be.
That was so bad.
You think he was onto us when he made that comment?
I don't know.
This is a date or no?
I don't know.
It almost might be an accident.
Yeah, I thought it was.
I don't think he was.
I think he was joking.
Oh, yes.
That wasn't angry.
Wow.
Holy.
That was heavy.
Let me switch back that paddle.
She comes out of the timeout, it's mad.
I'm still recording.
Good call on the score.
Oh, no.
Wait, actually, no spot.
No spot.
Okay.
We walked in, all of the tables were taken.
Literally every table.
Besides those two chairs.
The tiniest ones.
That tiny table.
And put it right here.
Come on, leave.
Come on.
Someone, anyone.
Oh.
Net check.
Great approach.
9-7.
10-7.
Oh.
She likes that cut volley.
Wow.
Make a ball.
Anybody's game.
You're fast.
That was great.
A game point.
That was some great volleys.
The cut volley is nice.
7-10.
Wow.
Threw him into the wall.
It's so hard.
He backed into the wall.
I'll get it.
Talk about thunder.
She's following her shot.
She's going to get the ball.
Chivalry is dead.
All right.
Pivotal points.
8-10.
Nice ball.
Got a good backhand, man.
Why'd I do that?
Oh.
No.
What a point.
Naomi, stay humble.
Good shot, Naomi.
Naomi.
Naomi is so athletic.
It is impressive.
Can't make a backhand, though.
Naomi, we're rooting for you.
Thanks.
One big hold here.
One big hold.
10-9.
Wow.
Stomping.
Maybe like this?
Yeah.
Everyone's like, what are they doing?
Fine.
Are you going to lay them on just their seat?
Yeah.
Like one nanny sitting here, I guess, or something.
And then should I pluck some petals off of some of these?
Yeah.
They would be really cute together.
They could play pickleball all the time.
9-10.
Nice ball.
A little good hit and run.
Ooh.
Oh, oh, nice off the net cord.
Oh gosh, this is the point of the match.
Oh!
Good plan.
I still get singles.
I don't know who you guys are rooting for.
I'm really rooting for Naomi.
I would love to see Isaac pay for the coffee.
10-9.
Novak Djokovic has entered the court.
Yeah.
Is there anything against doing that?
I mean, could you just...
There's a 10-second.
10-second?
Yeah, you took longer than 10 seconds on the bounce.
No, no, you only have 10 seconds.
I didn't know that was a rule.
No, that's a PPA rule.
So do I get to serve again or no?
I'm pretty sure.
No, it would be a fault that goes to the other team.
It's kind of like a service fault.
Where was my countdown?
It was in my head.
Oh yeah, I should have known.
9-10, is it?
Service fault.
Back to Naomi.
We wanted to see how the point played out before I made the call.
That's pretty typical among referees.
She's peppering his backhand.
Peppering the backhand.
She said she was going to do that.
She said, go to the backhand, go to the backhand, open up the forehand.
10-10.
Open up the gate.
10-10.
Now, is this where we start to play a little bit of cinematic inspirational music?
Yeah, you can hear it.
You can hear it coming.
Give you a little more timing.
10-10.
Service.
10-10.
How long does she get?
We're going to win by two, I think.
You know what I like to see?
I like to see a couple of smiles.
How are you going to make these?
She's a little frustrated.
That's what a competitor does.
And then that table became open over there.
We've got our friends are playing kickball over there.
They don't know that they're actually on the first stage.
Yeah, next step.
This is perfect.
I know.
I'm like, we're like stressed.
We're like, they're going to come over.
10-10.
Quick serve.
Hits the back line.
What a return on the quick serve.
All right, the music is building.
Timing, timing.
Give me a little more timing.
Give me a little more.
Timing's our editor.
Give me a boom timing.
It was going to hit the wall.
Why did you have to?
Timing, give me a little more here at the match point.
1-0.
Composer over here.
10-11.
Wow.
Oh, shoot.
Wow.
We're going to extra innings, folks.
11.
There we go.
We didn't know this was going to happen, but we're glad it has.
Whoa.
That was a quick serve.
I think Naomi's got some money.
Burn it all in her pocket.
She's trying to pay for it.
12-11.
Wow.
On the line, down match point.
If that's not a professional pickle player, pickle.
Wow.
0-1.
Here we go.
Oh.
Out.
12-12.
1-1.
That helped.
Wait, she's on the right side.
What's the score?
2-1.
What is it?
2-1.
12-11.
We got it.
12-11.
Give me a little build.
Oh, boy.
Dude, I can't make a backhand.
Nobody wants it today.
Nobody.
I want it.
11-12.
Wow.
13-12.
Game on.
Oh my goodness.
I don't know if I have ever seen a singles match this good.
And I've seen a couple singles matches.
And this is my fourth one ever.
2-2.
Wow.
13s?
3-2.
This is it.
Time. Give me a little build.
Zimmer.
This is going nuts.
This is the net.
No.
Hey, come over here.
Bring it in.
Let's go over to the coffee shop real quick.
Bet to bet.
Deal to deal.
You lost.
You got to pay for coffee.
We could separate these tables a little bit and put everything on this one.
Yeah.
First things first.
Always hold the door open for her.
Okay.
Thank you.
Can we leave?
Oh my gosh.
What have you guys done?
What have you guys done here?
What have you done here?
Not just playing singles today.
You were actually on a secret pickleball date.
So we have a table prepared for you to enjoy your coffee together.
Lovely.
That's why I lost.
Because the guy is always supposed to pay.
Isaac didn't know either.
This is a secret.
I really didn't know.
But I did.
I'm ready.
But I did.
You guys.
All right.
Let's get some coffee.
Come on.
Do you drink coffee?
What about kombucha?
Not that type of girl.
Some coconut water?
Milk.
What is that?
What do you want?
Come on.
Huh?
Coffee.
All right.
What are you getting?
There's the menu.
There's the menu too.
Oh gosh.
Someone did sit in the seat.
We're like, should we just stand at the table next to him?
So no one sits in that table.
I didn't bring my wallet.
Well, I did.
Thanks.
Um, could I get a cold brew, please?
No, thank you.
Isaac, it's our first date.
So I'll pay.
Is he going to tip?
Oh, we tipped.
You've got money.
Thank you.
I think there's a cake over there too.
You guys got a cake?
Oh my gosh.
I didn't even see the table.
Hey, my lady.
What is this?
Isaac is so good.
I got these for you.
Oh, wow.
Thank you.
So prepared.
Would you like a little 10 a.m. chocolate cake?
Some pre-game cake?
Oh, you didn't even cheers.
Oh, my bad.
We'll do it again.
Gambe.
They just cheers their cake.
Oh, thanks for being a good sport.
Why are we so sweaty though?
You should have told us first.
I just, my face is so sweaty.
Nothing gets you closer than a sweaty hug, you know?
Love it.
Did at any point you know this is maybe what was happening?
Because you kind of said some things that made me think.
Yeah, I mean, I, no, I didn't until I was like, okay, he's still filming.
I wasn't onto it at all.
But I, I guess I said all the right things, you know?
You said all the right things many times.
I probably made you guys think I was onto it.

