Brooke and Jeffrey: Second Date Update - #7 Second Date Update of 2025: Street Walker Love Story
Episode Date: December 19, 2025One of our listeners turned a super awkward moment into an actual MEET CUTE that almost seemed TOO perfect. You’ll hear it in your Second Date Update podcast!See omnystudio.com/listener for priv...acy information.
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Welcome to the Second Date podcast, and we are counting down the
top second dates of
2025. We're number seven.
That's right. And I think there's fewer and fewer
rom-com movies that are being made now
because people just don't meet in real life
anymore. Oh, that's kind of a
point. Like a meet cute, swiping isn't
cute. No. It's only make so many movies.
Yeah, right? It's just not even believable
to see it on the screen. And you can't
have a realistic romantic scene with a drunk dude at 2 a.m. sliding
into a hot girls' DMs. That's just
don't make those films. Starring Ryan Reynolds.
That's why today
call was so rare one of our listeners turned a super awkward moment into an actual meat cute that seemed almost too perfect you're going to hear it in your second date update number seven of the year right now second date update there's a lot of fun things in life that begin with the word street street magic street tacos okay jeb now i'm getting it street meat yeah street walkers
Whoa, wait a minute.
Right?
I feel like I do that.
I walk down a lot of streets.
Yeah.
I do more of the tacos.
Really?
Bus stops.
Well, today we're going to talk to a street dater.
Jeff's like, why are people giving me money for doing those?
I guess I just must have really good hair today.
But again, this guy says he's a street dater.
He met someone while, well, not stereotypically, but he met somebody while out on the street.
Oh, okay.
That's what I meant.
His name is Drew.
So I'm a streetwalker.
Yeah.
Technically.
Drew, you a streetwalk or two?
I think I walk the streets about as much as everybody else around here, yeah.
Nice.
He's a humble streetwalker.
You must live in Jeff's neighborhood.
We should probably stop using that phrase.
Apparently you met somebody while just walking out and about.
How did that happen?
Yeah, I was at a bookstore locally, and I like to read.
So I'm leaving the bookstore and I'm, you know, I have my face buried in the book as I'm walking.
And I knock into this woman.
Oh, that's kind of a cute.
It sounds like out of a movie.
It sounds like out of a movie.
A bookstores involved
A little clumsy
Her bag fell
I helped her
And then I gave her a little flirt
Wait, wait
Did everything happen in slow motion?
I think he's joking about that part
I know I'm also adding to his joke
Oh, okay
I imagine the bag falling
He grabbed it, he picked it up, he ran
No, that's a mugging
No
Gotcha
You just knocked her bag out of her hand by accident
Yeah, by accident
Oh, you really did knock the bag over
Yeah, we bumped into each other
It was a pretty big bump
And you know everything just kind of flew
all over the place
I hope there's some stuff hell out of a bag.
And I said, you know, it's usually old ladies I knock over
and then I just move on.
And she laughed.
That's a really funny joke.
He's just joking.
He beats him with her walker.
No, I get the joke.
I just don't laughing.
I kind of liked it.
So then we started walking
and we started going in the same direction.
So I just started doing a little more like joking.
Like, you following me?
And she's like, no, you following me?
And we laughed again, trying to build like a little rapport.
The self-chew.
Bro, like, you're turning, like, kind of a bad situation or a weird situation into, like, something positive.
Yeah.
At what point were you able to get her name?
I did ask her name, but we walked a little more.
We'd love to know the name.
She's like, don't tell anybody what my real name is.
Oh, her name is Sonia.
So you and Sonia are just accidentally walking in the same direction and kind of flirting with each other, it sounds like.
Yeah, we eventually get to a park and we start walking through the park.
What?
When you got into the park, is that when you took her bag then?
That's when I knocked her over and ran.
Okay, yes.
Gotcha!
More escape routes in here.
Climes up a tree.
Did you really have to go to the same way, or were you just pretending so you could stay?
I'm so you can be with her.
You had plants.
Like, you both just had free time to keep walking.
Oh, yeah, that's true, too.
I walk through that park all the time.
Yeah, no, this isn't like the first.
I was going in that direction anyway, so it was just like a very good meat cute.
Okay.
Eventually, we came across a sketch artist.
And he flagged us down.
He was like, hey, you guys want to get a picture?
I thought we were a couple.
Wait, did you get a character drive?
Well, I was down, but she wasn't.
Okay.
I think she was a little freaked out.
There's so many, like, perfect things that are happening to you along the way on this short walk.
You didn't set this whole thing up, it sounds like?
How could he do that?
No, I didn't set anything up.
Well, you just have a friend who's, like, in the park with a thing, and he's like,
I'm just going to take her this way.
I didn't say it was a friend.
It was just a sketch artist.
He wasn't a friend.
That would be the most elaborate setup ever.
You accidentally run into somebody and then suddenly you call your buddy when she's not looking
who happens to be an artist to tell him to set up real quickly in the park.
I really want to sit down with her for 45 minutes, this stranger.
I'm just saying we've heard people that have like orchestrated all sorts of weird things in order to meet people.
That's true.
But this doesn't sound like that, Jeff.
How long is this walk going on?
We're about 20 minutes into the walk by the time she said no to the picture.
Okay.
That's like halfway through the park.
And we got to the end of the park.
It was probably about a half an hour we were together.
And I got a good vibe.
So I asked her number to go out.
And she gave me her number and the date just hasn't materialized since then.
Okay.
Have you guys talked via text or phone call?
No, nothing.
I've tried to call a few times.
I've left a few messages.
I automatically think that she gave you a fake number.
Oh, if there's no response, yeah.
It was her voice on the voicemail.
Oh, it was.
Okay.
Yeah, yeah.
She gave you the number, so I'm assuming she's single.
Did you specifically ask her?
I didn't ask her if she was dating anyone, no, but I left a few memes, uh, voicemails, and she hasn't answered.
How many?
Yeah.
Uh, three, maybe four.
Oh, gee.
Wow.
I don't even like, I don't think I called a girlfriend that many times in one year.
I don't think my mom calls me a living on me.
He felt the connection.
So when everyone's different.
Some people love being on the phone.
I'm glad you take a break from your extensive book reading in order to help reach out to the show.
And we're going to try and help you call this girl.
What's her name? Sonia.
Sonia, yeah.
Sonia. Okay, we'll reach out to Sonia and we'll do your second date update right after this.
Hold on.
Second Date Update.
If I hadn't read it on the back of a blockbuster movie sleeve, I still wouldn't believe it.
But an accidental sidewalk bumpin
turned into your classic Hallmark
Streetwalker love story.
Okay, again, with the term.
That's the wrong use.
We're trying to make it sound better than it is.
That's not a Hallmark movie, I'll tell you that one.
It fits in this scenario,
because our listener Drew accidentally ran into a woman
outside of a bookstore,
knocked over her bag,
and then turned that awkward moment
into a 25-minute stroll through a local park.
30, I believe.
I mean, those five minutes are going to be.
precious when it's only a short
amount of time you have together. That's fair. And
it all seemed too perfect to be true
and maybe it was
because she's not responding to
any of his messages. It's always the
park scene. Yeah. That ruins it. Something
in the park. I mean, he left, okay, here's the
thing. You left four voicemails.
Yeah. We have not asked
what was in the voicemails.
I just told her, hey, it's me, Drew, by
the park. You meet a lot of guys by the park.
I mean, it's true. Not even from
the park. Like the guy that's adjacent.
Maybe she thinks you live in the park
After that one
That would be awful
That seems innocent
There's a chance though
That if she's not responding to anything
Maybe she wasn't even real
She was real
Are you sure?
That would make me crazy
Exactly
No, it could just mean you have a bad drug habit
Yeah
From the park
Were you microdosing that day
Because Holmark hasn't done that yet
A microdosing Christmas
I don't think microdose
Well if you over microdose
No wonder everything was in slow motion
Jeff is one of those kids still in the DARE program.
I signed that contract.
Let's have all the streetwalkers unite because we're going to call
and we're going to get an answer from this woman to figure out what actually happened
if she's real and hopefully if there's an explanation.
A lot of kids listening who use that term wrong for the next couple.
A microdosing Christmas?
No, the streetwalking.
This is the education you get here.
I'm going to dial the number right now.
Here we go.
Hello?
That sounds real, Jeff.
It sounds like a person.
Is this Sonia?
Yes, this is Sonia.
Who's this?
Hi, Sonia.
Hey, Sonia.
We're a radio show called Brooke and Jeffrey in the morning.
Good morning.
Hi.
Hey.
What's this about?
This is a segment that we do on our show.
It's called a second date update.
And we're trying to help out one of our listeners.
his name is Drew
who you met the other day
outside of a bookstore
Did you just laugh?
Sorry, I just
I can't believe that you're calling about him
What you remember him?
The guy who knocked you over on accident
outside the bookstore?
Yeah, yeah, I remember Drew.
Okay, well that's great
because he said there was like a
meet cute type of situation
that happened on the street
and then you guys went through a park for a bit
He's left to a few messages.
Yeah, I mean, that did happen, and I was actually open to seeing him again, except for the messages.
The messages are the problem.
Oh, really?
Well, we asked him about the messages, and he basically, according to him, he said it was basically, hey, this is Drew from the park.
Remember?
I'm Drew.
Is that what he said?
Yeah.
Well, yeah, summary.
Interesting.
Something like that.
Oh, now I'm so curious.
Like, he left me one message that was so ridiculous.
I actually, my roommate and I have been, like, dying, laughing about it.
Oh.
I actually, I wrote it down.
Wait, you wrote down the message?
Because it was that funny to you?
Yes.
Wow.
Would it be okay if we know what the message said?
Oh, absolutely.
I'd love to read it to you.
Because we, we haven't heard anything about it.
We just know there was a bunch of messages.
She is delighted to show.
I know.
She is so friendly.
Okay, so he told me, he said, I left you a message.
you didn't respond to
and I don't like leaving
second messages, but I like
you.
You're very elegant.
You're very attractive.
But I don't play that game.
What?
If I don't hear back
by 3 p.m. tomorrow,
I'm no longer interested.
Oh.
Wow.
Obviously, he was lying
because he called us.
Yeah.
It didn't mean it.
Then she goes on to explain why I should call him.
Why you should call him.
Okay.
Some positives. That's good.
He says, I'm very smart.
Oh, okay.
I'm great in bed.
Okay.
And I make a lot of money.
Alexis sold.
Those are three good things.
But also, it's not something everybody says.
I mean, it's one of those things when you say it's hard to believe.
Yeah, it's like he need to discover those things.
So then he says, believe it or not, I'm a complete catch.
Oh.
I'm one of those things.
the only men in the city that has
no issues.
That's a bold statement.
Name every man in the city, bro.
Yeah, exactly.
I'm the best one.
I have yet to find a person
that doesn't have issues.
Is this like a child trying to do
reverse psychology on you?
Is that finally the end of the message?
No, he goes on.
And he says, so I don't know what your
situation is if you're just
insecure or if you're on
medication.
Oh, wow.
If you're halfway psychologically normal and you haven't called me because something bad happened in your life and you just needed a few days.
What the heck?
Is he projecting or something?
That got a little unhinged.
That's so specific.
Started unhinged.
Then it got a little better.
Now we're back to it.
Okay.
So clearly there was a lot happening in that message.
And it could help to get insight into what he meant by it because so.
Pretty embarrassed right now.
Maybe because Sonia.
He is on the other line listening.
We've got Drew waiting to talk to you.
Oh, hey, hey, hey, Sonia.
Hey, hey.
Hey, is there something that I said that wasn't true?
Was there something that I said on that voice now that wasn't, that was a lie?
What?
Yeah, you can't say that, right?
Dude, hold on.
You're coming in kind of hot.
Yeah.
Let's chill a little bit.
I think defensive.
No apology.
Well, I'm sorry, Drew.
I just, like, we met for 30 minutes.
We didn't even go on a real date.
and then all of this you're going on about how great you are.
And then you start to come for me and, like, blame me for not calling you back.
I just saw it all to be a little much for someone that, like, I'm having no...
You agree that I'm right.
What?
So what was the problem?
You don't appreciate being direct.
You don't like guys who are direct.
I'm direct.
When did she say that?
I make a lot of money.
I'm smart and I'm good in bed.
It's becoming more and more doubtful.
Talking about...
You know, you're all...
laughing now, but you won't be, you'll be crying later when I'm out of your life.
That's what's going to happen.
If you don't make the right move.
I mean, I got to find out how good you are in bed, bro, so I'll be quiet.
You didn't call me back was really stupid.
I mean, come on.
People like me who are good in bed and smart and stuff, you know.
Why do you leave with that?
The stupid person is going to give that up.
I think he's making some good points.
I think so he needs a chance here.
You know, you know, in this.
city, there are no men, and I'm a total catch.
You know, this is a man.
I kind of agree with them on that.
I don't know.
I don't know, Drew, I feel like the people who are actually good in bed don't go around
talking about how good they are in bed.
Yeah.
I'm not getting the best vibes from you, to be honest.
Like, it just feels like I know that you haven't bragged about being good in bed.
Yeah.
You're not supposed to.
What are you talking about?
Listen to any hip-hop music.
They're all about that.
Are we going to ignore the rest of the text?
Yeah.
About her being on meds?
Because that's why she not texting.
What was that?
I saw her bag.
Her bags, everything fell everywhere.
I saw her meds.
What?
Who cares?
You read?
Everyone's on medication, my dad.
He's concerned about her health.
You sound like you are on medication.
You sound crazy.
I sound smart and well read.
I really thought you were going to come to Drew.
This is honestly, this is shocking to me.
I thought we were going to come to Drew and you were going to be humiliated that this voicemail was out there.
No, no.
Only somebody who's addicted to meds would be humiliated.
He's perfect, bro.
With no narcissistic tendencies at all.
No.
I don't, clearly.
Good.
Thank you.
Sonia, was he right?
Are you on the verge of tears right now?
I'm just really heartbroken that it can't be with this perfect guy.
Oh, God.
You know what?
I'm glad that you can finally admit it.
Sonia, don't give up yet because I'm going to give you a second chance right now
by offering to send you out
with the only perfect man in the entire city.
With no issues.
With no issues.
She would do that if she went on a date
if she called me back like a normal person.
I wouldn't have to do.
It wouldn't happen.
She just called me back like a normal person.
Sonia, it's up to you if you'd like to see him again or not.
Would you have to go get yelled at a little bit?
It's your choice.
I appreciate the offer, but I'm really not into the narcissism.
Oh, wow.
That's shocking.
That's shocking.
He's talking about me, though, there.
Like, and I get that.
But what about Drew?
That was really shocking.
I say no to Drew also.
Wow.
Jeff was kidding me.
Wow. Really, Sonia?
He wasn't asking you out.
Drew, I'm with you on this.
I don't think Jeff was. I don't think he was very sarcastic at all.
Drew, if this woman can't see how perfect you are, then she doesn't deserve you.
Wow.
Thank you.
Thank you very much.
Drew can't read sarcasm.
Yeah, he's really thanking you, Jeff.
You don't read sarcasm.
Yeah, you hear it.
It's Brooke.
Exactly.
Thank you, Drew.
You're my guy.
Thank you.
He really is perfect.
Brooke and Jeffrey in the morning.
I'm investigative journalist Melissa Jeltson.
My new podcast, What Happened in Nashville,
tells the story of an IVF clinic's catastrophic collapse
and the patients who banded together in the chaos that followed.
We have some breaking news to tell you about.
Tennessee's Attorney General is suing a Nashville doctor.
In April 2024, a fertility clinic in Nashville.
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None of it's going to get me pregnant.
Listen to what happened in Nashville
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May 24th, 1990,
a pipe bomb explodes in the front
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Judy Berry's car. I knew it was
a bomb the second that it exploded. I felt
it ripped through me with just a
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terrible than anything that I could describe.
In season two of Ripcurrent, we ask, who tried to kill Judy Berry and why?
She received death threats before the bombing.
She received more threats after the bombing.
The man and woman who were heard had planned to lead a summer of militant protest against logging practices in Northern California.
They were climbing trees and they were sabotaging logging equipment in the woods.
The timber industry, I mean, it was the number one industry in the area, but more than it was the culture.
It was the way of life.
I think that this is a deliberate chance to sabotage our movement.
Episodes of RipCurrent Season 2 are available now.
Listen on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.
I feel like we should have asked that guy in part one.
How confident are you in getting a date 1 to 10?
Oh, my God.
Because I felt like maybe he was a 4 going into it.
He would have said he'd like 30.
So here's the thing.
He acts so confident, but we never brought up the fact that on message, too,
he said he'd never be interested again if she didn't call him back,
and yet he was still on the phone with us.
Still left her more voicemails.
Still, I mean, all of what he was saying is not believable.
It's like a guy who doesn't know how to play the game, but someone told him.
Right.
Like, hey, if you ignore a girl, or if you're just this, and they try to.
They love ultimatum.
Yeah.
Yeah.
Didn't work, and he was totally shocked that she wouldn't take him up on the opportunity to be of
I'm sure he is the perfect man.
So many other options.
Dude, when is any guy ever said they were perfect and turned out to be like perfect?
Like when has George Clooney been like, guys, look at me?
Do you know what he said this week that was so annoying to me?
No, let's not go into it.
I'm just not going to go into it.
I don't want to go into it.
But look, if our listeners, I kind of do.
If our listeners want to take advantage of the perfect man, you can go check out our second date
podcast and listen to me host them.
Oh, really?
Okay, listen.
Text in if you want to know about the George Clooney dirt.
Okay.
Yeah, I do.
I do.
I'll talk about it off here.
But go check out our podcast wherever you get yours online at Brooke and Jeffrey.
Dr. Laurie Santos from the Happiness Lab here.
It's the season of giving.
And this year, my podcast, The Happiness Lab, is partnering with Give Directly,
a nonprofit that provides people in extreme poverty with the cash they need as part of the
Pods Fight Poverty campaign.
Our goal this year is to raise $1 million, which will bring over 700 families out of extreme poverty.
Your donation will put.
cash directly in the hands of these families in need, and they'll get to decide how to use it,
whether that's school transportation, purchasing livestock, or starting a business.
Plus, if you're a first-time donor, your gift will be matched by giving multiplier, which means
more money for those in need. Visit givedirectly.org slash happiness lab to learn more and to donate.
That's give directly.org slash happiness lab.
Hi, I'm Radhi Dvlukaya, and I am the host of a really good cry podcast. This week, I am
joined by Anna Runkle, also known as the crappy childhood fairy, a creator, teacher, and guide
helping people heal from the lasting emotional wounds of unsafe or chaotic childhoods.
Talking about trauma isn't always great for people. It's not always the best thing.
About a third of people who are traumatized as kids feel worse when they talk about it.
Get very dysregulated.
Listen to a really good cry on the IHeart Radio app, Apple Podcasts, or wherever you get your
podcast.
Hi, I'm Dr. Priyanko Wally.
And I'm Hurricane DeBolu.
On our new podcast Health Stuff, we did miss.
You'll hear us being completely honest about her own health.
My residency colon was like a cry for help, honestly.
And you'll hear candid advice and personal stories from experts who want to make health care more human.
I feel like I never felt like I truly belonged in medicine.
We want to make health less confusing and maybe even a little fun.
Find health stuff on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.
If one of us wins, we all win.
I'm Ashley Rayfeld, the host of the podcast.
Good luck with that.
Good luck with that is a skateboarding podcast about the past, present, and future of women and gender expansive skateboarding.
In our show, we'll talk with skaters like Bobby Delphino on pushing style, culture, and the conversation forward.
You break down the door, sick now like hold the door for everyone.
I believe in that solely.
So listen to Good Luck With That on IHeart Radio app, Apple Podcasts, or wherever you get your podcast.
Talking about guns with others might not always feel comfortable, but it could save a life.
Here's a way to start a conversation.
Your family is going over to your neighbor's home for dinner for the first time.
How would you ask if there are any unlocked guns in the home?
Hey!
Hey, we're so excited for tonight.
Before we come over, though, may I ask if there are any unlocked guns in your home?
Our guns are stored securely, locked in a safe that the kids can't access.
Awesome.
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