Brooke and Jeffrey: Second Date Update - Second Date Update Classic: Two's Company, Three's An Intervention
Episode Date: August 18, 2025The guy on the phone today probably couldn’t have picked a more embarrassing way to end his date even if he tried!See omnystudio.com/listener for privacy information....
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Have you ever looked at a piece of abstract art or music or poetry and thought,
that's just a bunch of pretentious nonsense?
That's exactly what two bored Australian soldiers set out to prove during World War II
when they tricked the literary world with their intentionally bad poetry, setting off a major scandal.
We break down the truth, the lies, and the poetry in between on hoax, a new podcast hosted by me, Lizzie Logan, and me, Dana Schwartz.
Every episode, Hoax explores an audacious fraud or ruse from history.
Listen to hoax on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
Every case that is a cold case that has DNA.
Right now in a backlog will be identified in our lifetime.
On the new podcast, America's Crime Lab, every case has a story to tell.
And the DNA holds the truth.
He never thought he was going to get caught.
And I just looked at my computer screen.
I was just like, ah, gotcha.
This technology's already solving so many cases.
Listen to America's Crime Lab on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.
Everyone thinks they'd never join a cult.
But it happens all the time to people just like you.
And people just like us.
I'm Lola Blanc and I'm Megan Elizabeth.
We're the hosts of Trust Me, a podcast about cults, manipulation, and the psychology of belief.
Each week we talk to fellow survivors, former believers, and experts to understand why people get pulled in and how they get out.
Trust me, new episodes every Wednesday on Exactly Right.
Listen wherever you get your podcasts.
What would you do if one bad decision forced you to choose between a maximum security prison
or the most brutal boot camp designed to be hell on earth?
Unfortunately for Mark Lombardo, this was the choice he faced.
He said, you are a number, a New York State number, and we own you.
Listen to shock incarceration on the I-Harens.
Art Radio app, Apple Podcasts, or wherever you get your podcasts.
The Super Secret Bestie Club podcast season four is here.
And we're locked in.
That means more juicy cheesement.
Terrible love advice.
Evil spells to cast on your ex.
No, no, no, no.
We're not doing that this season.
Oh.
Well, this season, we're leveling up.
Each episode will feature a special Bestie, and you're not going to want to miss it.
My name is Curley.
And I'm Maya.
Get in here!
Listen to the Super Secret
Bestie Club on the IHeartRadio app,
Apple Podcasts, or wherever you get your podcast.
Happy Monday, it is your second date podcast.
Thanks so much for being here.
It's Brooke and Jeffrey in the morning.
And I would love in the comments today
for people to share the awkward ways
their date ended.
Yeah.
Not all or just a simple kiss or a little hug.
No.
Some of them get weird.
And that definitely happened
in today's second date update.
Yep. So let us know because you know we love reading your comments. What do you see, Alexis?
Yes, Sivanesh. Said, hey guys listening all the way from Malaysia.
Oh, cool. I discovered the show through a second date update clip on TikTok and I've been hooked ever since.
I started with the second date playlist. Then I moved on to awkward Tuesdays and mass speakers.
And now I'm all in on the full show.
Oh, yeah.
Wait to hear the phone tap.
Yeah, right? I mean, you do get a full hour if you somehow want more of this.
Remember, we have a second podcast feed that is just Brooke and Jeffrey.
It's the same goofy pictures of us in the pod.
But you'll find it and you can get even more.
All right.
We're going to start your second date right now.
Second date update.
I'm not sure if you guys remember this, but about six months ago, we did an awkward Tuesday phone call with a listener named Kevin.
Okay.
Who wanted to ask out his coworker.
And he was super nervous about it, needed our advice.
Okay.
The call wasn't perfect.
Yeah.
He had some stumbles along the way, but she...
That doesn't sound like our show, Jack.
Every call that we do.
Yeah. Absolutely flawless.
I'm trying to remember what happened.
Well, in the end, she did say yes and agree to a date with him.
But wasn't it kind of like, I guess?
I don't know.
It was a yes.
Okay.
Bottom line.
Now, apparently, they went out a few times.
Things fizzled didn't quite last.
So Kevin has jumped back into the beautiful oasis we call the modern dating pool.
Oh, man.
And again, that was months ago.
So, Kevin, how's it been?
Have you had a lot of dates in that time?
Like 10.
10 days?
10 dates in the last two years.
I think you're doing some work.
Congratulations.
You're a catch.
Yeah, but I actually haven't had a second date.
Oh.
But is that from your choosing?
Like, maybe you didn't want to go out again with any of them?
No, I would have been happy to go out with really any of them again.
Oh.
Okay.
Okay, that's hard.
Yeah, that hurts.
Wait, set them up for that, Brooke.
You're here. We're going to help you.
Yeah, they haven't been the greatest.
I actually had a really bad one.
Yeah, she was a nice girl, I thought.
But when I walked her out to her car, I opened the door,
and then she just sucker punched me and then drove off.
Wait, what?
Did you say she punched him?
I'm so sorry to laugh.
I did not expect that sentence to happen.
That is terrible.
Did she punch you in the face?
Did she punch you in the face?
It's actually in the back of it.
of my head
I was opening her door
and then all of a sudden
and I just felt this like
Why?
Did you ask permission
to open the door for her
because she may really
have not liked that.
You weren't fast enough
for her?
Maybe so.
I don't know if she
thought I was going
to kiss her or
your head was
how were you going to kiss her
maybe she thought
that you were trying
to steal her car
so she had to stop you.
That's the only thing that I'm thinking
it has to be a self-defense
man.
He's not like,
give me the keys.
I'm like,
I don't know.
Was it that bad?
I don't know.
Some people give off natural grand theft auto vibe.
So maybe you fell into that category.
Can we just ask for you okay?
Now I am.
Yeah.
So is sucker punch girl the one you want us to call for a second date update?
Please no, bro.
I kind of want to talk to her.
We need a detail.
We'll call her a Brooke fighter.
Well, who do you want to call?
I've had this really bad luck until I met Chelsea.
Chelsea.
Okay, it's a new girl.
Okay.
No physical violence, I hope.
Tell us about your, I'm assuming you went on a date with Chelsea?
Yeah, she didn't punch me.
That's all we have to know, actually.
We're improving.
I thought it was a good sign, and we connected the best out of all of the first dates I went on.
Okay, what made it the best?
I just felt like I could talk to her, because like when we went on our coffee date,
it was a good conversation, even though it didn't last very long.
Okay.
It was actually like 20 minutes.
Oh.
Why was it so short?
You know, I'm not really sure.
My friends got by and...
Stop by?
Your friend?
Yeah, I don't really know why.
Okay, so you had a friend come by randomly and you talk to the friend a little bit and you feel like maybe she got offended that the attention was taken away from her?
I make, I don't know.
That would be weird to me.
She got a friend in.
That happens.
If you're only there for 20 minutes and you have a five-minute company.
conversation with a friend, that's one-fourth of the date.
Especially if they're trying to play it off, hey, Brooke, good to see you here.
Yeah, I'm too successful and beautiful.
Yeah, successful.
I feel like I normally wouldn't ask this, but I feel like I need to know Chelsea,
she's not the barista, right?
You're not considering that a date.
That's creative.
Like she doesn't work there?
No, she doesn't work there.
Okay.
That's a good question.
Okay.
So how did it end?
Yeah, after the 20 minutes, how did you two leave it?
she said she had to do something
so we got up and left
and I guess that was kind of weird too
because I was kind of like behind her
for a couple of blocks while she
walked away. Wait, was she like you guys
left and walked the same direction?
That's like the most awkward thing ever.
And then she started to jog
and then you started to jog.
You're like, hey, I'm going to run out for you
okay, someone weird chases you.
I end up, I lost her.
I lost her.
She lost you, I think.
You lost you, I think.
Yeah, that's the real way.
Did she know you were back there?
I don't think so.
I don't know.
Okay, but you weren't following her.
That was just a coincidence.
We had the same route home.
Dude, I hate that even when that happens with my friends.
And we're saying goodbye at the restaurant, and then we're like, oh, yeah, oh, yeah, I should have
done this later.
You get it.
You get it.
All right.
So how long has it been since this 20-minute date?
Like, right at two weeks.
Two weeks.
Okay.
Oh, that's not good.
And have you reached out much with her?
I was texting her quite a bit, yeah.
Oh, we may have over-send it.
We may find out if you've crossed any lines
or how many texts you've actually sent
when we call her here.
I think it's more how far he did cross the line.
Yeah, let's see.
Or maybe you're right in that sweet spot.
We don't know.
Brooke, remember when you said you had hope?
Yeah.
I do.
I do have hope.
As long as you didn't send her a picture
of the back of her head as she was walking away from you
on the sidewalk.
He was just trying to make sure.
She doesn't get sucker punched back there like he did.
I was going to say.
When I was on last time, Brooke, you told me to be, you know, more assertive.
So I'm really trying to be here.
Oh, boy.
That was so assertive.
He follows ladies in their car.
There's a balance that we need to discuss.
The good thing is, though, your intentions were pure.
You weren't trying to be weird.
You were just trying to walk to your car.
And maybe that's not why she's not calling me back at all.
We're making stuff up.
Okay.
Well, let's call her and use that assertion to aggressively get you a second date when we called Chelsea right after this.
Hold on.
Second date update.
Don't you hate it when you're on a first date
and the girl says she has to go
and you accidentally follow her all the way home?
No, Jeff.
I think it was only three blocks to be fair.
I mean, enough blocks to be alarming.
He said, whoa, he lost her.
That's what happened to our listener, Kevin.
Sort of.
He wasn't following his date, Chelsea, on purpose.
They just left the coffee shop at the same time
and he coincidentally was walking behind her on the street.
for a long, long while.
I mean, at any point, did you think,
I should take a different route?
Or just stop for a second.
Yeah, stop.
Hopefully he didn't think speed up.
Yeah.
Right, oh, we got to catch up with her.
Did that thought come to your mind at all, Kevin?
Any of those?
Yeah, well, I didn't think it was that weird.
And so I've been thinking about it while we're on hold,
and I think you should tell her that I didn't intentionally walk behind her,
because I really did it.
Okay, so you want us to let her know.
that. Okay. Yeah. Okay. We're not exactly sure what happened there. We just know that the date
was only 20 minutes long, which is kind of short to get to know someone. That's honestly the
bigger concern for me. Like, why did she only stay for 20 minutes? The following is a totally
different story. If you were in a hurry, why would you even schedule a date during that time?
Maybe she's just trying to squeeze it in. It's like one of those pre-dates. Where it's just like a quick
coffee. Like, will this be worth a full night? You didn't catfish her with like a photo of Liam
Hemsworth, did you? Because you do
sound like a Liam to me right now.
Kind of hunky. I'm actually
bushing right now, but no.
Kevin Hemsworth does not have a name.
Could have fooled me.
Let's call Chelsea here. We'll see if we can get
an explanation from her if she
picks up. All right. Here we go.
Hello.
Hey, is this Chelsea?
This is who's calling?
This is a radio show calling
called Brooke and Jeffrey in the morning.
Hey, Chelsea.
Hi.
What is this?
It's fun.
For some of us, it's fun.
It's a segment we do call the second date update, and we're looking to...
Sorry?
Okay.
She's just listening.
She's actively listening.
By interrupting me, but it's okay.
We're trying to help out one of our listeners that you went out on a date with recently.
He says he had a really good.
time with you, but it ended
kind of short. His name is Kevin.
Okay.
I'm hoping that was a smile and not a laugh.
Yeah.
That's a sensitive reaction.
We're calling because Kevin told us a little bit about your guys' date.
Coffee date.
Coffee date.
And from what we heard, it sounded pretty fun.
Tame, short.
That was two weeks ago.
Yeah.
But he really, he liked you.
He thought you were awesome.
He wanted to see you again.
He said he's been pursuing
it actually in texting you trying to
organize something, but he doesn't
understand why nothing's happening.
Yeah, he has
sent me quite a few texts, but
I guess I'm confused as to why he doesn't
understand why he thinks are
moving forward. Did you write him
back? I mean, I guess we never asked
if you ever texted him back. Or is it
like that obvious? From my
perspective, it was pretty obvious.
Okay.
The only
idea that he had
about the date, about why it would have ended
so quickly is he did mention
one of his friends stopped by and said
hi.
That's what he said.
He said a friend stopped by.
Yeah.
Really quick.
Something like that.
Are you think that they weren't actually friends?
Was it an enemy?
Was it his ex?
No.
I mean, as far as I know,
I don't think it was an ex,
but I don't know, 30 seconds a minute
into us meeting at the coffee
shop, this guy
comes over and sits
like right next to us, isn't looking at me at all.
So I asked Kevin, I was like, hi, can we introduce him?
He's like, well, no, no, don't.
He's not engaged in the conversation.
He's just my emotional support friend.
Oh.
Like an animal?
Emotional support friend?
That's kind of funny.
So originally I thought he might have been kidding.
And so I laughed and he's like, it's not funny.
This is Charles.
I've had a couple of poor dates.
and Charles is really there
to just kind of help me with my competence
and communicate more effectively.
Wasn't that kind of endearing to you?
Like, buddy.
I mean, I think if maybe I had been given a heads up,
I would have been more open to the idea.
That's fair.
The red, yellow vest that threw you off.
Emotional support friend vest.
Dude, that's amazing that he can find a friend
that will take the time to go on a day with him.
I would be that for my friends.
But I'll say, I think that that's,
says a lot about Kevin that he must be a good
I need to know is Charles sitting on his phone
is he just listening, taking notes?
Is he staring at you guys?
We got the impression that he just popped in real quick and left.
No, not at all.
He was there the whole time.
He wasn't really engaging in the conversation.
He was just there.
Did he hype Kevin up ever?
You know, like, he's not a hype man, Brooke.
Well, I just didn't know how the support.
And how do you support?
I mean, he laughed at some of the things that Kevin said,
but beyond that, there wasn't much interaction.
Everybody needs a good backup laugh friend.
Charles needs to move a few tables over.
Yeah, we didn't know that was how it played out.
We got a little bit of a different version of that story.
I wonder if Charles is on the phone too.
Yeah, because...
Oh, my gosh.
We have an emotional support friend quietly listening on the other line right now.
Just to make sure that I do a good job with this segment, and that person is Kevin.
Yeah, Kevin's here.
What?
He's on the phone?
Yeah, and he's really...
Actually, he wants to talk in this conversation, so I'm going to give him
permission to jump in and say something.
We'll see.
I don't know if he's there. Kevin's not really.
Yeah, I'm here.
How you doing, buddy?
Hey.
I'm good. I'm just, I'm listening.
Yeah, I don't understand what the big deal is, really.
Kevin, when did you get an emotional support, bro?
You didn't tell us about that.
Well, yeah, I mean, a friend is a friend.
He doesn't need, like, a title or anything.
Well, but you, sounds like you gave him a title.
You called him your emotional support friend.
Yeah, and Kevin, you brought him along on the date and didn't tell us.
For the whole time.
I mean, yes, he was there, but he was there for me.
Sure.
Chelsea, do you see where he's coming from?
I guess.
I mean, but you kind of have to put my, like yourself in my shoes, Kevin.
It's a little bizarre to just have a third person there without kind of giving the heads up why and not engaging really in the conversation.
Yeah.
Are you mad because he didn't laugh at your jokes
and he just laughed at his life?
I'd be mad.
That's a good question, guys.
Chelsea?
No, not really.
I don't think I was particularly funny
because I was kind of creeped out by the whole thing.
She's like, I told so many jokes
and just what a bad ground.
Kevin, do you think that maybe you could have told her
prior to the date that he was coming along?
Yeah, he's going to.
I didn't need to tell her because he wasn't going to do anything like he's just like
wallpaper he's going to be there you know for me so what I think Kevin Chelsea is saying that
it's hard for her to connect romantically with you I don't even mean romantically I just
mean as a person to person it's just it's hard yeah Kevin it's a little bit distracting
Maybe he's waiting for Charles to respond
Wait, is Charles here, Charles speak up right now
Okay, so it's a little bit distracting I guess
But like the thing is
I can tell him to do whatever I want
Does that make sense? Because I'm the one that's paying him
Oh, you pay him? He's paying him? You're paying him
I thought this was like kindness of his heart
I mean, okay, yeah, he was technically not facing you for the time.
But, I mean, I could guess I could get him to, like, face the wall if he really wanted.
No, no.
Just don't bring him.
Well, I do think that would be better.
That's at least a good first step.
Can we agree on that?
That's even more awkward, Kevin.
No, I mean, a lot of people need emotion.
Oh, we're going to tell him we left.
No, just there the rest of the day.
A lot of people need a blindfold in a ball gag.
You can't see.
He can barely laugh.
Guys, both of you.
What?
Support is totally normal and needed.
Absolutely.
But let's get you a dog or, you know.
But dogs can't laugh at jokes.
Exactly.
And it was a good date.
It wasn't.
Did you hear her?
It wasn't a good date.
I am so sorry, you all.
I don't understand why this is even a conversation.
It was awkward and weird and I've got to go.
I hope you all have a great day.
Sorry.
Thank you.
Sounds like you need an emotional support friend to deal with that.
Don't.
That was a little.
She keeps having to go.
And I think that's rude.
That is rude.
She's not interested.
And I don't know that you're going to find many that are interested when Charles has to be there with you.
But a dog, a lot of women, would be interested.
Oh, yeah.
Yeah.
Emotional support for animals are kind of weird.
I prefer people.
Okay.
Well, maybe just follow her home again and see if she changes her mind.
Jeff, stop.
Brooke and Jeffrey in the morning.
Have you ever looked at a piece of abstract art or music or poetry and things?
thought, that's just a bunch of pretentious nonsense. Well, that's exactly what two bored Australian
soldiers set out to prove during World War II. When they pulled off what was either a bold literary
hoax or a grand poetic experiment, publishing over a dozen intentionally bad but highly acclaimed
works of expressionist poetry under the name Earn Malley in an incident that caused a media
firestorm and even a criminal trial. The Earn Malley episode made fools of believers and critics
alike and still fascinates poetry lovers to this day. We break down the truth, the lies,
and the poetry in between on hoax, a new podcast hosted by me, Lizzie Logan, and me, Dana Schwartz.
Every episode, hoax explores an audacious fraud or ruse from history from forged artworks
to the original fake news to try and answer why we believe. Listen to hoax on the IHeart
Radio app, Apple Podcasts, or wherever you get your podcasts. A foot washed up, a
shoe with some bones in it. They had no idea who it was. Most everything was burned up pretty
good from the fire that not a whole lot was salvageable. These are the coldest of cold cases,
but everything is about to change. Every case that is a cold case that has DNA. Right now in a
backlog will be identified in our lifetime. A small lab in Texas is cracking the code on DNA.
Using new scientific tools, they're finding clues in evidence so tiny you might
just miss it. He never thought he was going to get caught. And I just looked at my computer
screen. I was just like, ah, gotcha. On America's Crime Lab, we'll learn about victims and survivors,
and you'll meet the team behind the scenes at Othrum, the Houston Lab that takes on the most
hopeless cases to finally solve the unsolvable. Listen to America's Crime Lab on the IHeart
Radio app, Apple Podcasts, or wherever you get your podcasts.
I don't say this about many people
But this show is an open door for Kevin
Whenever he wants to come back
He is officially a friend of the show
Even if he wasn't being 100% truthful with us
About his emotional support friend
I like him and I would let him follow me home anytime
Is he the only one that pushes back on dogs
That people are better than dogs?
They're not Kevin
People are your problem
Yeah everybody agrees
All the people on the text board
I'm saying dogs are better than babies.
Yes.
Get the right emotional support animal.
Actually, wait, did his emotional support friend follow Chelsea Home 2?
Hey, I didn't think of that.
So there was two dudes following her?
If there's two guys following you, now I kind of understand the creepiness of it.
Especially when he's talking to his friend and going, what is it, boy?
Do you smell her?
You didn't understand the creepiness when the guy was sitting next to him staring at her?
The date itself was pretty obvious.
I mean, he's just being supportive.
Very closely supportive.
there's better ways
yeah there's better ways
you should have done a face time totally
yeah I mean he honestly could have had him on speakerphone
and just set the phone on the table
that's a good point you know there's lots of life lessons
to be taken from these segments and you can go find them
online wherever you get your podcast at brook and jeffrey
and then email the show we can call that person
who wasn't calling you back
brook and geoffrey in the morning
have you overlooked at a piece of abstract art
or music or poetry and thought that's just a bunch of
pretentious nonsense. That's exactly what two bored Australian soldiers set out to prove during
World War II when they tricked the literary world with their intentionally bad poetry,
setting off a major scandal. We break down the truth, the lies, and the poetry in between on
hoax, a new podcast hosted by me, Lizzie Logan, and me, Dana Schwartz. Every episode,
hoax explores an audacious fraud or ruse from history. Listen to hoax on the IHeart
radio app, Apple Podcasts, or wherever you get your podcasts.
The Super Secret Bestie Club podcast season four is here.
And we're locked in.
That means more juicy chisement.
Terrible love advice.
Evil spells to cast on your ex.
No, no, no, no, no, we're not doing that this season.
Oh.
Well, this season, we're leveling up.
Each episode will feature a special bestie, and you're not going to want to miss it.
My name is Curley.
And I'm Maya.
Get in here.
Listen to the Super Secret Bestie Club on the IHeart Radio app, Apple Podcast, or wherever you get your podcast.
So what happened at Chappaquittic?
Well, it really depends on who you talk to.
There are many versions of what happened in 1969
when a young Ted Kennedy drove a car into a pond.
And left a woman behind to drown.
Chappaquitic is a story of a tragic death
and how the Kennedy machine took control.
Every week, we go behind the headlines
and beyond the drama of America's royal family.
Listen to United States of Kennedys
on the IHeart Radio app, Apple Podcast, or wherever you get your podcast.
Everyone thinks they'd never join a cult.
But it happens all the time to people just like you.
And people just like us.
I'm Lola Blanc.
And I'm Megan Elizabeth.
We're the host of Trust Me, a podcast about cults, manipulation, and the psychology of belief.
Each week we talk to fellow survivors, former believers, and experts to understand why people get pulled in and how they get out.
Trust me. New episodes every Wednesday on exactly right. Listen wherever you get your podcast.
I'm Bob Crawford, host of American History Hotline, a different type of podcast.
You, the listener, asked the questions.
Did George Washington really cut down a charity?
Were JFK and Marilyn Monroe having an affair?
And I find the answers.
I'm so glad you asked me this question.
This is such a ridiculous story.
You can listen to American History Hotline on the IHeart Radio app, Apple Podcasts,
or wherever you get your podcasts.