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Brooke
Welcome to your new week and your brand new episode. Hope you're having a great Monday. It's Brooke and Jeffrey in the morning. We've got a brand New, very official second date update for you in just a second. But first, comments.
Listener/Caller
Yeah, tzvi. You know, it's just tzvi.
Brooke
That was good.
Alexis
Said.
Listener/Caller
This is crazy. I found you guys a little over a week ago, and I'm listening backwards, and I'm already up to May. I'm doing at least five hours a day. Thank you, y', all, for being my summer.
Katrina
Dang. Wow.
Brooke
They commit.
Listener/Caller
Yeah. And I also like you're calling us your summer, but technically you're gonna get back to Christmas soon, if the rate you're going. That's a good point.
Raymond
Yeah.
Brooke
So I'd like to say Happy Thanksgiving to you. Yeah. There it is.
Announcer
All right.
Brooke
Your brand new episode starts right now.
Announcer
Brooke and Jeffrey in the morning. Second date update.
Jeffrey
It's Brooke and Jeffrey in the morning. And I know some states have banned cell phones from classrooms.
Brooke
Yeah.
Jeffrey
But has anyone thought about proposing a bill that would block them from being used on first dates?
Katrina
Ooh.
Alexis
Oh, man.
Brooke
Very easy to, of course, control that.
Jeffrey
Yeah. More government interference in our personal life.
Brooke
Yeah. Especially our dating life.
Jeffrey
Yes.
Brooke
They're not involved in that.
Jeffrey
That's where Brooke and Jeffrey stands. I only bring it up because our listener, Katrina, blames her phone for ruining the momentum of her latest hangout. And now she's being forced to use it again to call us for help.
Brooke
I thought now she was proposing legislation.
Jeffrey
Maybe that's the next step. But, Katrina, I am so sorry that our producer is making you use your phone to do this.
Katrina
Thank you. I wish I could just throw it away.
Brooke
Oh, wow. I feel like that sometimes. I get you on that.
Alexis
I'm addicted to mine. I would throw mine away and then jump out of the window after.
Brooke
Yeah.
Alexis
Same breath.
Jeffrey
Well, maybe that came up during the date, caused some of the problems. Why don't you tell us about this guy that you met? What's his name?
Katrina
His name is Raymond. I matched with him on, you know, on the apps.
Jeffrey
On the phone all over again. Here we go.
Katrina
Met on the phone, and the phone ended up being our demise.
Brooke
What? What stood out about him on the apps?
Katrina
He's really cute. He's really cute.
Jeffrey
Just trying to come up with a deeper answer, but it's like he's.
Advertiser
He's hot.
Brooke
That's what the apps are for. Like, to see if you have physical attraction.
Alexis
You need to be attracted first, and then you get to know each other.
Raymond
Yeah.
Jeffrey
Okay, so now that we know that you're shallow. Keep going.
Katrina
So just to make sure that I really liked his personality and not just his face?
Brooke
Yes.
Katrina
I asked him to have, like, a casual daytime date at a park.
Brooke
Okay.
Katrina
Because then I can just, like, leave if I have to.
Brooke
Yeah, yeah.
Alexis
You're setting up your.
Jeffrey
Setting up your exit strategy before you even leave. Okay, good.
Alexis
Everyone should feel safe and comfortable.
Jeffrey
What'd you guys do at the park?
Katrina
We just walked around, we chatted. We talked about our jobs and how similar they can be because he's a waiter and I'm a nanny. And so he was like, I have customers that, like, whine and act like children. And I was like, you know, same, same, same.
Brooke
And I don't get tipped.
Jeffrey
I mean, your customers are actual children, so.
Katrina
Yeah, my customers are actual children.
Brooke
That's funny. That's funny. I love that.
Jeffrey
Okay. You guys are bonding.
Raymond
Yes.
Katrina
It was going really, really well. We were having a great time, and then my phone started ringing.
Jeffrey
Oh, God, here it goes.
Brooke
I mean, do you answer it immediately?
Katrina
No, I kind of hesitated, but he heard it, and he's like, do you need to take that? And I was like, I'm so sorry. I do actually need to take this, but I'll be right back. Because it was kind of like a personal thing, and, you know, I just met this man, so I had to go back to my car to take the call.
Brooke
Okay. I mean, if it', call, I feel like that's understandable. Yeah, yeah. It's different.
Alexis
I thought when Jeff was, you know, talking about this whole day that you were, like, playing games on your phone
Brooke
in the middle of dinner or like, an ex texted you or something, you know, and he saw it.
Announcer
Sure.
Jeffrey
But, I mean, it's okay to answer, but it kind of depends on how long you're gonna be on the phone.
Listener/Caller
Yeah, don't be gone for 30 minutes.
Alexis
It should be, like, five minutes max.
Brooke
How long were you gone?
Katrina
It was, like, 15, 20 minutes.
Brooke
And he's just sitting in a park.
Katrina
I know.
Brooke
I'm sure he was playing games on his phone during that period.
Jeffrey
I doubt it. I bet he was just sitting there quietly with his hands folded on the bench.
Alexis
Dude, if I was him, I would have called you 10 minutes in and been like, hey, I'm still call waiting over here.
Jeffrey
It's a long time, though.
Brooke
Afterwards, you go back to the park. Is he even still there?
Katrina
He was there, which was a good sign. But then I realized I was coming up on the time that I had to be back to my nanny job.
Announcer
Oh.
Brooke
Oh. That was the end of the date. You just sitting in a car by yourself?
Katrina
Well, I mean, I got Out. And then, you know, I didn't realize until I was talking to him for, like, one minute. I was like, oh, I have to leave again, so.
Brooke
Oh, no.
Jeffrey
Well, I mean, you didn't have to leave.
Brooke
I mean, they are just kids. They can take care of themselves at some point.
Jeffrey
You do have a choice in this situation. And it sounds like at this point, you're choosing your job over him.
Alexis
She's a good nanny.
Advertiser
Yikes.
Katrina
I have to pay bills.
Jeffrey
Okay, fair enough.
Katrina
But it felt really bad, so I just kind of was like, oh, it was so nice to meet you. And then I, like, gave him a hug and I left.
Alexis
Oh, that doesn't feel like a romantic.
Brooke
I bet he feels like you don't like him at all.
Listener/Caller
Yeah.
Alexis
You just chose a phone call over him.
Listener/Caller
Like a fake excuse or something to
Brooke
get out of it.
Alexis
I didn't think of that. He could think it was a fake phone call.
Sean Duffy
Yeah.
Alexis
Oh, that's another thing.
Jeffrey
Oh, do you feel bad enough about yourself yet?
Alexis
Sorry.
Jeffrey
You should. Good job. Alexis.
Brooke
Did you ever. Did you ever explain to him who was on the phone or why it was an important phone call? Like, that would make me feel better if I knew.
Alexis
Totally.
Katrina
No, just because it's like a really. Like, it's really personal.
Jeffrey
Yeah. Brooke, why are you trying to dive into her personal stuff like that? That's just extremely inappropriate of you.
Brooke
That's what I do, Jeff. Yeah, I cross boundaries on the radio and in my personal life.
Jeffrey
All right, fair enough. So that is kind of an awkward way to leave the date. I mean, what's happened since then?
Katrina
Nothing.
Jeffrey
Nothing at all.
Alexis
Have you tried to text him or.
Katrina
Like, I just. I've been too embarrassed to call him. And he did not ask me out again either, obviously.
Brooke
So you haven't even contacted him? He probably thinks you don't like him and you're not getting back to him.
Alexis
He probably thought he's helping you. Like, you rejected him and he's like, I can take a hint.
Raymond
Yeah.
Katrina
No. Oh, my gosh. Okay. So, yeah, so that's why I'm calling you guys, because I feel like I have to do a big gesture now that it's kind of, like, been awkward for so long because I. I don't know what to do. So I need your help.
Brooke
Okay. Okay.
Listener/Caller
This seems savable.
Alexis
Yeah, it does seem savable.
Jeffrey
I disagree. But let's do it anyway. Let's just call him. We'll see if he answers, and hopefully we can get you a second date update with Raymond right after this.
Announcer
Hold On Brooke and Jeffrey in the morning. Second date update.
Jeffrey
It's Brooke and Jeffrey in the morning. And because our listener Katrina chose to have her first meetup at around noon, let's look at the comparables of going on a day date versus a night one.
Brooke
Okay.
Jeffrey
I mean, on a day outing, let's be honest, you're probably not getting any action, so if you didn't want any, I guess that's perfect.
Brooke
See, my first thought was the lighting isn't as good. On a day date, you look at
Jeffrey
the negatives of it first.
Alexis
Always.
Jeffrey
And I know, Katrina, you didn't do any drinking this time. But let's say you did four drinks during the day makes it look more like you have kind of an issue, whereas at night, four drinks means you're just having a fun time.
Alexis
Hey.
Jeffrey
Oh, maybe she has had some drinks, spoke too soon. And finally, if you're meeting up at night, chances are you probably don't have to leave the date early to go to work. But that's exactly what Katrina had to do after she took a phone call in the middle of their hangout and realized afterwards there was no time left and she had to go.
Sean Duffy
Oh, man.
Jeffrey
Which is why she's here seeking our help.
Brooke
Yeah.
Jeffrey
Overall, not a great review for day dates, Katrina,
Brooke
would you have switched it? Do you wish you would have done a dinner or something with him instead?
Katrina
No. I mean, I'm happy with the decision. I just wish that I didn't have to take a call.
Jeffrey
Okay, yeah, maybe you should have done a night walk through a park. That would have gone better.
Alexis
I don't think so.
Katrina
I don't know.
Alexis
I don't know.
Jeffrey
These are just ideas. We really just need to get to the bottom of this. Call Ray Raymond, and hopefully he answers and can give us what we're looking for.
Brooke
Shorten somebody's nickname before you.
Jeffrey
I know. I corrected myself. I'll call him Raymond unless he gives me permission, but here we go. Okay, let's see. I'm a dial it.
Raymond
Hello?
Jeffrey
Hey, what's up, Raymond?
Sean Duffy
This is.
Jeffrey
Sorry, this is Raymond, right?
Raymond
Yes.
Alexis
Hey, what's up, man? Good morning.
Brooke
Sorry for being overly friendly.
Jeffrey
Yeah, listen, this may sound made up, but I'm being 100 serious when I tell you that you're on the phone with a radio show called Brooke and Jeffrey in the Morning right now.
Brooke
Welcome to it, Raymond.
Jeffrey
Okay, we're podcast rivals with Julie Louis Dreyfus show.
Brooke
That's true.
Katrina
Oh, it's true.
Brooke
Jeff has been trying to take her down for at least half A decade at this point.
Jeffrey
Yeah, we're closing in on it. But thing is, we do a segment on this show that Julia would never do called the Second Date Update.
Raymond
And. And that's why. That's why you called me.
Brooke
Yep.
Jeffrey
We want you to be a part of it because one of our listeners asked us to reach out to you.
Raymond
Okay.
Jeffrey
Woman named Katrina.
Raymond
Yep. Yeah.
Brooke
Okay.
Jeffrey
I like your cold energy. Let's keep it going.
Brooke
I mean, she's kind of the opposite. She's so bubbly and giggly.
Alexis
Yeah, that was very. Matter of fact.
Ryan Reynolds
We.
Jeffrey
We heard about the date from her, and we're looking to kind of get your version of the story.
Raymond
Okay. So she told. She told you all about it.
Brooke
She told us that she thought you were really cute and she had a really good time.
Jeffrey
She mentioned, like, hanging out at this park. You guys were talking about your jobs and laughing.
Brooke
Yeah. Because you're a waiter and you deal with adult children and she deals with real children. And I don't know, I thought that was kind of a funny joke.
Raymond
Wow. I mean, you guys are kind of missing the whole big thing about this. I mean, maybe it's not important to her.
Jeffrey
Well, there was one thing that she felt bad about taking a phone call in the middle of hanging out with you.
Brooke
And we kind of piled on her about how dumb that was.
Jeffrey
Although she said she didn't really have a choice, though, because it was like an important personal matter she had to handle.
Brooke
And she feels really bad. I mean, I'm sure she apologized to you, right?
Raymond
For. I mean, that's not the big thing that I was talking about.
Brooke
It's not.
Narrator/Advertiser
Would you.
Jeffrey
Would you mind telling us the big thing?
Raymond
She wanted to have a park date. So I get there ahead of time, and she shows up with a five year old kid.
Alexis
She brought one of the kids.
Raymond
Well, I was like, hey, what's with the kid? But she just says, oh, I'm actually, like, nannying right now.
Alexis
Oh, my gosh. She did not tell us that. Oh, that's a whole story.
Brooke
I was a parent, and I found out that my nanny was going on Tinder dates while they were taking my kids to the park.
Alexis
Oh, my gosh.
Brooke
Is that what was happening?
Raymond
She was. Yeah, she was like, my boss is paying me 25 bucks an hour, so I figured I'd multitask.
Alexis
Multitasking.
Brooke
But she said she had to leave for work. She didn't tell us that she was at work during the day.
Jeffrey
She said she had to leave.
Narrator/Advertiser
And where'd the kid go?
Listener/Caller
While she was on the phone.
Brooke
Oh, a lot of questions. Yeah, lots of questions.
Raymond
Well, that's maybe the weird. The weirdest part is like, she. She got a phone call and then she had to take it. So I'm just watching this kid for like 20 to 30 minutes.
Alexis
You had to watch the.
Listener/Caller
She left the kid with a stranger.
Katrina
No offense.
Jeffrey
I see. So the kid was misbehaved and that's why you don't want to go.
Katrina
No, it was just not cute enough.
Raymond
Who does that? Who brings the kid on their date?
Brooke
Who goes on a date while they're at work? Like, you're a waiter. You wouldn't be like, hey, let's go to dinner and sit her by herself while you just wait tables around her.
Announcer
Yeah.
Narrator/Advertiser
Wild.
Listener/Caller
Oh, no.
Brooke
Did you say anything?
Listener/Caller
Like, I.
Brooke
How could you not have.
Raymond
I was going to, but when she came back from the call, she had to leave. Like she had to bring the kid home or something.
Jeffrey
Well, here's the good news. Now is your chance to confront her about it. Because you don't know this Raymond, but Katrina's on the other line listening. She really is.
Brooke
That's a good point, Jose.
Jeffrey
Never able to give you her full attention, but now she will.
Alexis
Cuz she's there.
Brooke
Wow.
Listener/Caller
Probably with the kid.
Alexis
Yeah.
Jeffrey
Katrina.
Katrina
Hi, Katrina.
Jeffrey
Yeah. You left out a pretty key detail when you were telling us your story.
Brooke
Yes.
Katrina
Yeah, I mean, I just don't feel like it's that big of a deal, like. No, because you guys are making it seem like I just left my nanny kid with him. Like, I could see everything from my car. He was at the playground. We go to the playground all the time. He has friends there.
Jeffrey
I didn't realize he was with an eye shot shot.
Brooke
Like, as a mom, I am not hiring someone to sit in their car far away from the playground where my 5 year old is at the park by himself or I guess with a stranger.
Jeffrey
Okay, sure, but with all due respect, Brooke, this isn't about you.
Katrina
Okay, yeah, it's not that far. It's like 40ft.
Alexis
And that's sprinting distance.
Jeffrey
If anything bad happens, she could reach him.
Listener/Caller
Yeah. Thank you.
Jeffrey
But you know what?
Raymond
We're.
Jeffrey
We're jumping in with all our opinions. That's not really our place right now. We just want you and Raymond to talk to each other.
Katrina
So.
Jeffrey
Go ahead, Katrina.
Katrina
Okay. Raymond, I just. I want to apologize because I know that, like, our date was kind of like awkward and funky because, I mean, I guess me bringing my kid bothered you, but. Yeah, well, my nanny Kid. I mean, I don't want to say his name on the radio, but now we're protecting him.
Jeffrey
That's a good name.
Katrina
Raymond Wasn't really complaining when I had like all these snacks with me.
Alexis
Like, like, oh, yeah, nanny's got snacks.
Katrina
Nannies have snacks. Exactly. So like I gave you string cheese and like applesauce and it was cool, you know, Like I. I mean, I didn't want to go to dinner, but I wanted to, like, you know, still show you that, like, I can, you know, we can have fun together and whatever. So.
Brooke
Is he there?
Jeffrey
All right, Raymond, Raymond, you gotta calm down because you're coming on so strong right here.
Brooke
Did you eat the kids snacks, Raymond?
Raymond
She gave them to me.
Katrina
The kids food.
Brooke
This is too funny.
Raymond
Bothered me that I basically got tricked into doing free child care that.
Alexis
See, and I wonder, and I still wonder, and I hate to bring it up, who was she on the phone with?
Jeffrey
It was the seven year old. She was still watching from her other nanny job. Yeah, I mean, she's on the phone, so I'm still technically watching over you.
Brooke
Okay, okay, okay.
Alexis
I wonder if it was like the mom or somebody.
Brooke
The funny thing is you still are really funny and adorable and likable.
Alexis
You did seem like a good nanny in a nice.
Brooke
No, you seem like a terrible nanny. An absolutely terrible nanny.
Ryan Reynolds
When she's with you.
Jeffrey
Brooke would get a drink with you. Definitely.
Brooke
You sound dateable. Like, could you. Could you look past that? She's just really bad at her job.
Jeffrey
What do you think about that, Raymond?
Raymond
No,
Brooke
I tried.
Alexis
Really?
Brooke
The best.
Alexis
Really funny. I don't know why. The timing was great.
Jeffrey
Well, I guess I'm not even going to offer.
Alexis
No.
Jeffrey
So, Katrina, you got your answer.
Katrina
Well, I'm. I'm really sorry, Raymond, that I, you know, disappointed you on our date. But, you know, good luck in the apps.
Brooke
And girl, you've got to stop bringing dates on your nanny job. The kid is old enough to tell his parents you're gonna get busted.
Jeffrey
Brooke, it's not about you. Oh, my gosh.
Alexis
Plus, everybody knows if you're gonna do that, you invite the guy over to the house.
Brooke
Oh, no, no.
Alexis
He can be him to help.
Brooke
That's even more scary.
Katrina
Yeah.
Announcer
Brooke and Jeffrey in the morning. The public breakup no one saw coming has hit the freezer aisle. After decades together, cherry orange and grape popsicle ice pops are going their separate ways. And the drama is heating up. It started with Cherry Popsicle's shocking decision to strike out on her own. But after years of sharing freezer space Orange and Gray Popsicle weren't about to let Cherry Popsicle steal the spotlight. Now the Flavor feud is a officially on. Cherry Popsicle wants the spotlight all to herself, but Orange and Grape Popsicle aren't giving it up without a fight. All summer long, fans will decide which flavor deserves the crown and the chance to earn a long term solo spot on freezer shelves. Pick a side make your voice heard and let the feud begin. Pick up the Cherry, Orange and Grape Popsicle Ice Pop Variety Pack to experience all three iconic flavors and decide where your loyalty lies. And then shout out your favorite on Social. And don't forget to follow the Flavorfew drama all summer long on Instagram.
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Jeffrey
See Terms this really just goes to show it's harder to be a nanny now than it ever was before. Especially with Brooke breathing hot judgment down her back the entire time.
Brooke
No, I had a babysitter bring a boyfriend over once and oh, you better believe I narked her out as fast as I could to my mom.
Jeffrey
Okay, Alexis is right here, you know, so. No. But I mean, I feel bad for the nannies. They have so many rules they have to follow. They're not allowed to let the kids have too much free time. No candy before dinner, no letting strange men watch them while you're on your phone.
Brooke
Come on, what's the fun in childhood anymore?
Jeffrey
Exactly. So if there's any nannies out there listening, I mean, I would tell you you could help pass the time on the job by going and listening to our podcast. But I'm guessing Brooke doesn't want you to do that either.
Raymond
Either.
Brooke
No, that's a good lesson for the kids.
Jeffrey
Oh, okay, good. Get everybody in listening at Brooke and Jeffrey, wherever you get your podcast. And if you ever need help with your love life, email the show. We'll call that person who's not calling you back.
Sean Duffy
I'm U.S. transportation Secretary Sean Duffy. The Sound of a Seatbelt it's one of the most important sounds in our car. It means everyone is ready and everyone is safe. The more our kids see us put on our seatbelt else the more natural it is for them to put theirs on too. Make it a priority. Buckle up every time. Hear the sound. Make it a habit.
Jeffrey
Paid for by NHTSA the breakup no
Announcer
one saw coming has hit the freezer aisle. Cherry, Orange and Grape Popsicle Ice Pops are going solo now. Fans must pick a side and help crown the Flavorfew champion with a chance to earn a long term solo spot on freezer shelves. Pick up the Cherry, Orange and Grape Popsicle Ice Pop variety pack to experience all three iconic flavors and decide where your loyalty lies. And then vote by shouting out your favorite on social and don't forget to follow the flavor feud drama all summer long on Instagram.
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Jeffrey
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Narrator/Advertiser
Looking for your next conversation starter?
Brooke
So get this.
Announcer
Gen Z is ditching dating apps to
Narrator/Advertiser
wrestle strangers, spending hundreds on Etsy witch spells to find jobs. Listen to.
Podcast Promo Host
So get this.
Narrator/Advertiser
An I Heart Bubbler Media podcast presented by Sam's Club. Listen now on iHeart or wherever you get your podcasts.
Advertiser
Did you know Sam's Club isn't a store.
Jeffrey
It's actually a club with cool finds and like a whole community, it's a club.
Narrator/Advertiser
Of course, Jason.
Katrina
It's in the name.
Announcer
Sam's Club.
Raymond
Oh yeah.
Jeffrey
Come join us. Sam's Club.
Podcast Promo Host
Hey everyone, it's Cal Penn. I'm inviting you to join the best sounding book club you've ever heard with my podcast Hearsay, The Audible and iHeart Audiobook Club. Every episode I nerd out with amazing guests and dive into the best new audiobooks available on Audible. It's the book club for your ears. Listen to Earsay, the Audible and iHeart audiobook club on the iHeartradio app or wherever you get your podcasts.
Podcast: Brooke and Jeffrey
Episode Date: July 27, 2026
Hosts: Brooke, Jeffrey, Alexis
Segment: Second Date Update
In this episode of "Second Date Update," the Brooke and Jeffrey team dives into the mysterious case of Katrina and Raymond, who met for a daytime park date after connecting on a dating app. When Raymond didn’t follow up for a second date, Katrina called the show for help, hoping to uncover the real reason—and potentially score a do-over. The episode takes a comedic (and chaotic) turn after a surprising workplace revelation and an honest on-air confrontation.
“Met on the phone, and the phone ended up being our demise.” —Katrina (04:27)
“Everyone should feel safe and comfortable.” —Alexis (05:08)
“Afterwards...is he even still there?” —Brooke (06:56)
“On a day outing, let’s be honest, you’re probably not getting any action... so if you didn’t want any, I guess that’s perfect.” —Jeffrey (09:42)
“Who does that? Who brings the kid on their date?” —Raymond (14:57)
“I tried.” —Brooke (18:19)
“Really?” —Alexis (18:20)
Katrina:
“Met on the phone, and the phone ended up being our demise.” (04:27)
Raymond:
“Who does that? Who brings the kid on their date?” (14:57)
“I basically got tricked into doing free child care.” (17:34)
Brooke:
“I am not hiring someone to sit in their car far away from the playground, where my 5-year-old is at the park by himself... or I guess with a stranger.” (16:08)
Jeffrey:
“On a day outing, let’s be honest, you’re probably not getting any action... so if you didn’t want any, I guess that’s perfect.” (09:42)
Alexis:
“Nannies have snacks.” (17:06)
This episode’s Second Date Update delivers a classic Brooke and Jeffrey blend of shock value, awkward humor, and social commentary on dating faux pas. The real reason for Raymond ghosting Katrina was her decision to multitask her nanny job with their first date, ultimately leaving him with childcare duties. Despite Katrina’s attempts to downplay the situation, Raymond’s line is clear—no second date. The hosts close with laughs, warnings, and relatable tales from their own lives, ensuring listeners are both entertained and (hopefully) a bit wiser about professionalism in dating.