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Jeffrey
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Doug
Limu Imu and Doug here we have the Limu Emu in its natural habitat, helping people customize their car insurance and save hundreds with Liberty Mutual. Fascinating. It's accompanied by his natural ally, Doug.
Jeffrey
Limu is that guy with the binoculars watching us.
Doug
Cut the camera. They see us.
Ryan Seacrest
Only pay for what you need@liberty mutual.com.
Jeffrey
Liberty Liberty Liberty Liberty Savings Very unwritten.
Ryan Seacrest
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Brooke
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Oof. Did we find a villain today? Hey, it's Brooke and Jeffrey in the morning and I think it's gonna be hard. We're gonna be hard pressed to find someone who's a fan of this woman. You'll understand why in just a second because we' to our brand new second date podcast. But first, we always love to start with your comments.
Yes, Hope, Faith Joy said.
Oh, that's fun.
Love the show.
I listen at work. I then have to relive the show.
When I report back to my husband who refuses to listen. He's an insta reels over TikTok kind of person. I should just be a part of the show at this point. I'm already so involved.
There we are. There we are. Well, tell your husband to at least in the very least follow our socials. BrookeandJeffery.
And then on insta where he's.
Yeah, then he can get a little bit of that second date hit on those. All right, let's go. Second date update. Brand new, starts right now.
Jeffrey
Second date update is singing. Okay. On a first date or during a first meetup?
Brooke
Are you asking for yourself because you've always wanted to live inside a musical, Jeff?
Jeffrey
I mean, I do my song of the week here all the time, so I fully support that idea. But if I'm some rando going out with Alexis or Brooke, probably would not recommend a duet with them.
Brooke
You don't need to hate on our singing. Yeah.
Jeffrey
You're so both vocally talented.
Brooke
Thank you.
Jeffrey
Yeah, the men would just be so intimidated by the raw music.
Brooke
And art is more about effort than actual raw talent.
And if you turn it loud enough, I sound better.
Like that's the problem.
Jeffrey
Exactly.
Brooke
Do you want us to sing right now?
Jeffrey
No, I don't want. I don't want the listeners to be intimidated by you. But I only bring it up. Exactly. Sure. I bring it up, though, because one of our listeners apparently was singing during his first meetup.
Brooke
I hope it was karaoke.
Jeffrey
Well, let's find out. His name is Charlie. Charlie. Welcome to the show.
Janine
Hello.
Charlie
How you doing?
Brooke
Why did you come in? Not singing? Hello.
LifeLock Announcer
Sorry.
Jeffrey
I just want to give him a little taste of.
Brooke
That's what we wanted.
Charlie
Yeah, I'm not much of a karaoke person at all.
Jeffrey
I. I thought you were a big singer. I take my solo back. It says in the email here that you sang during your first meetup.
Charlie
Well, I did. Not knowing what. I guess what I was exactly getting into.
Jeffrey
Okay. We put way too much pressure on him coming into this, so.
Brooke
Starting to make sense.
Jeffrey
Oh, it's gonna be a musical. Yeah.
Brooke
I'm guessing it's someone you met online, right, that set up a date?
Charlie
Well, no, not. Not at all, actually. I was just at karaoke, and I signed up for Bohemian Rhapsody.
Brooke
What?
Doug
Nice.
Brooke
You don't like.
You are a singer.
Ryan Seacrest
I don't get it.
Brooke
You don't like singing and you do a Queen song? Yeah, like, that is a big song.
Jeffrey
It's a big stret.
Charlie
Yeah, I knew the song, so I knew all the words, but I guess I didn't realize the vocal aptitude that it required.
Brooke
Yeah.
Jeffrey
It is one thing when you hear a song on the radio and you're like, oh, yeah, I could do this. And then you're up on stage actually under the lights, needing to do it.
Brooke
Without the words singing with you.
Doug
Yeah.
Jeffrey
It sounds like maybe you bit off more than you could chew with that song.
Charlie
Yeah. And it's, like, seven minutes long.
Ryan Seacrest
Wow.
Brooke
Did you at least have friends with you to make fun of you?
I was gonna say to get a.
Good video of this.
Charlie
Yeah, they. They really tore me apart.
Brooke
Okay.
Jeffrey
You know, Charlie, we are doing a second date update, so although Jeffrey has.
Brooke
Been wanting to do karaoke reviews for years.
Yeah.
Jeffrey
I've been petitioning to get rid of these stupid second dates so that we can just singing only. But I guess what we should probably get to is the person that you met. I'm assuming it happened there.
Charlie
Yeah. Yeah. So after I just, like, ruined this song and totally embarrassed myself, Jan came up to me and introduced herself and told me that Queen is her favorite band. And I did an all right job. And.
Brooke
That's sweet.
Jeffrey
Little pity party for you. That's nice.
Charlie
And then she went up and did her song, and she just, like, blew it away. It was just, like, amazing. Oh, wow. So after she was done, I congratulated her and asked her if I could buy her a drink. And she said, well, yes, but you have to ask me out first.
Brooke
Okay. She's the karaoke queen.
Jeffrey
So did you do it, or did you say no? No, thanks?
Charlie
No, absolutely. Yeah, I asked her out.
Jeffrey
Good. Seize the moment.
Brooke
So you have one drink, and then you guys go on a date another time. Or was it the same night?
Charlie
Yeah, we had a couple drinks that night, hung out, and then we decided to meet up. I think it was, like, two or three days later.
Jeffrey
Okay, so that's your official date. How did that go?
Janine
Wow.
Charlie
That was completely different. It's just such a different person. We had, you know, started off conversating over din, and she cried three different times throughout the night.
Jeffrey
Why?
Brooke
Was there, like, some. I cry over everything. Like, literally, it's really hard for me. It, like, really impedes on my social life sometimes because I don't want to cry over everything.
Jeffrey
And yet you still do it.
Brooke
I know it's out of my control. It's like, my emotional reaction. It's, like, blushing for me.
Jeffrey
Do you know what, like, started the crying?
Charlie
We were talking about her sister, and she started crying. I asked, is everything okay? Is her sister all right health wise? She said yes. And then the second time, she started crying about her dog, and I asked if her dog was okay, and she said, yeah, her dog's okay. But I just couldn't understand why she was so upset.
Jeffrey
So her sister's totally healthy, her dog's totally healthy, and that makes her cry.
Brooke
But crying isn't always about being sad or upset. Sometimes it's about, like, just a really deep feeling. Like, maybe she has a deep feeling of love and gratitude towards these things she's going through it and everything that day. Maybe.
Charlie
Yeah. But then the third time she cried was. Was over dessert.
Brooke
I mean, that totally makes sense.
Charlie
Over a flan.
Brooke
Was it good?
Jeffrey
Because I've cried over some. Were you eating dessert or what was happening?
Charlie
No, no, I. I said, let's change the environment. Let's go out and maybe get some dessert somewhere else.
Jeffrey
Oh, okay.
Brooke
And that made her cry.
Jeffrey
Just the suggestion of dessert made her cry.
Janine
Yeah.
Brooke
Did you get her the flan? Because girlfriend needs some dessert.
Jeffrey
Yeah, she sounds like she didn't even want it.
Brooke
She needs it. Trust me. I've been where she is.
Jeffrey
You eat this cake whether you want to or not.
Brooke
Take it to go.
You'll feel better.
Charlie
Yeah, I'm just totally confused there. This great interaction that we had when I met her, and this night just went totally off the rails. She was crying about everything.
Jeffrey
Okay, Charlie, I know it's probably hard, but if you had to guess, like, is there any thought in your mind about what maybe caused her to be so emotional that night?
Charlie
If I had to guess, maybe she's just going through something really personal and she didn't want to open up about it to me.
Brooke
Yeah, so let's call her on the radio and ask her about it.
Doug
Tell us.
Charlie
Or, you know, it was just a full moon that night, and people act weird on that night.
Jeffrey
I'D like to say some people cry over good things. I cry watching soldiers from home videos. And I cry on cute stuff. So maybe she was, like, thinking about a really good thing.
Brooke
The end of Coco the movie every time.
Jeffrey
Or just a full moon werewolf situation. Crying at the moon. So we'll come back and hopefully get some answers from her when we do your second date update super emotional edition right after this.
Charlie
Okay, thank you.
Jeffrey
Second date update, Brooke and Jeffrey in the morning. And if you're just joining us, our listener Charlie hung out with a woman named Janine on two separate occasions.
Brooke
Yeah.
Jeffrey
And I tend to want to focus more on the first hangout. Singing and complimenting and high fiving each other at karaoke.
Brooke
Yeah, Sharing drinks together.
Jeffrey
That sounds fun. The second hangout, where he's sitting across a table from her while she bawls her eyes out for an hour and a half. I mean, fun. Yeah. No, not. Not as fun as the first time.
Brooke
It wasn't fun for her either, Jeff. Nobody had a good time at that dinner.
Jeffrey
Thing is, we don't know exactly what was going on. Not even Charlie. He doesn't know why the crying was happening. She seemed to be talking about a lot of different subjects, and the night ended with him suggesting that they go grab dessert together, and that resulted in immediate wailing. So I really don't know what we're gonna get here if she answers the phone. I just know that we probably need to be the opposite of how we normally do these calls and actually be super respectful.
Janine
Oh.
Jeffrey
What do you think about that strategy, Brooke?
Brooke
I think that we shouldn't bring up the crying. I do think that. What if it. I mean, I would assume it's something really personal happening in her life and it's none of our business.
Jeffrey
That's a good point. Fair. We'll just say you hung out with Charlie.
Brooke
Yeah, I mean, she spent a lot of time with him at the karaoke bar. And, like, there could be a very innocent reason she's not calling him back.
Jeffrey
Charlie, is that okay with you if we take that approach?
Charlie
Yeah, yeah, that's fine. I mean, but what we call her, I just. I want to express it. She has feelings. Most women that I date, they're not, like, open like this. I have the utmost respect for her. Maybe she was just having a bad day.
Brooke
You say if she has feelings, There's. Most women you date don't have feelings.
Jeffrey
They don't.
Charlie
They don't really open up like that.
Brooke
Oh, I see. You like the vulnerability. Okay.
Charlie
Yeah, I do.
Brooke
Okay.
Jeffrey
Charlie, do you promise us that you're not gonna join in and cry on this call too?
Brooke
I don't want him to make that promise. Cry if you need to, Charlie.
You should have two crying people on the phone.
Janine
Yeah.
Brooke
May three I'll join in. Jose's again. Make a big cry fest.
Jeffrey
Sure. People are going to keep want to listening to this. So here we go. Text in if you're also going to cry with us.
Brooke
It feels good. It really does. It feels good.
Jeffrey
I'm actually hoping she doesn't answer at this point.
Brooke
Let's see.
This never answers.
Jeffrey
Oh God. Here we go.
Janine
Hello?
Jeffrey
Hi, is this Janine?
Janine
Yes. Who's calling?
Jeffrey
Hey, Janine. This is a radio show calling. We're called Brooke and Jeffrey in the morning. Positive upbeat show.
Charlie
Hi, Janine.
Ryan Seacrest
Good morning.
Janine
Okay.
Ryan Seacrest
Hi.
Jeffrey
You ready to have a good time today, Janine?
Brooke
Okay. Why are you doing that? You're coming off like an infomercial salesman.
Jeffrey
I love those commercials. Those are great.
Brooke
They're awful. Hi, Jeanine. Welcome to the show. I hope you have a second for us.
Jeffrey
Yeah, hope you have a second.
Janine
What is this?
Jeffrey
Yeah, this is a. This is a segment we do. It's called the Second date Update. And we try to help out our listeners if they've gone out with someone recently. We try to figure out if there's a reason why they're not wanting to do a second hang third.
Brooke
Really? In your case?
Jeffrey
Yeah.
Janine
I have no idea what you're talking about.
Jeffrey
We're really just calling based about a guy that you hung out with recently. A guy named Charlie.
Janine
Who?
Brooke
Charlie.
Jeffrey
Charlie.
Brooke
He's the one that sang Bohemian Rhapsody at the karaoke bar.
Janine
Okay. Yeah, the karaoke dude. Yeah, I remember him.
Ryan Seacrest
That dude.
Jeffrey
Yes, the dude, yes. So we're trying to help Charlie figure out why you haven't met up again.
Janine
I don't really have much reason. I mean, I'm not really sure why it's yell's business.
Brooke
Well, it's not. I mean, Charlie asked us to call you like on his. On his behalf.
Janine
Okay. I don't know why he'd do that either.
Brooke
Okay. Because he likes you. Does that seem far fetched?
Jeffrey
You guys wouldn't hung out, right?
Brooke
I'm scared. Are you scared of her, Jeff?
Jeffrey
I don't know what to say. I don't want to.
Brooke
No, I think Charlie just really likes you.
Janine
Well, a lot of guys do. It's nothing new to me.
Jeffrey
Oh, okay.
Brooke
That must be nice. She's a good singer. It gets people's attention. That's true. Yeah.
Ryan Seacrest
That's true.
Brooke
We did hear your. He had a lot of nice things to say about you.
Janine
I mean, he doesn't really know me, and I don't know him.
Jeffrey
Are you mad? Really mad right now?
Brooke
So strange, because he was like. One thing that he really liked about you is how vulnerable you were. And I guess maybe it's just weird to have us call.
Charlie
Maybe that's it.
Janine
No, honestly, guys are just super easy to be manipulated. Like, guys in general. All I have to do is tear up and I'll get a free drink or food.
Brooke
What? Wait, you're manipulating men? That's, like, what you get off on.
Jeffrey
You fake cried?
Janine
I mean, if it gets me a free Uber. Or drink, food, whatever, it works.
Jeffrey
Oh, my. Oh, wait, I don't understand. What.
Ryan Seacrest
Because.
Jeffrey
Can I just tell her what we know? Yes, because we didn't want to bring this up to you because we thought it might trigger something, but Charlie mentioned that on your second hangout, you cried on multiple occasions, and he wasn't exactly sure what was causing it.
Janine
I mean, he bought me the one drink. Everything was fine. I cried again to, you know, get another, but he wouldn't buy another, so.
Brooke
He wouldn't. So then you cried a third time. Or a second time. I don't know what number we're at in the prize here.
Janine
Well, I mean, I had to try.
Jeffrey
Sure.
Brooke
Okay.
Janine
I'm sorry.
Jeffrey
I'm just trying to, like.
Brooke
But he mentions you turned down dessert.
Jeffrey
Oh, wait a minute.
Brooke
Free dessert?
Yeah.
Jeffrey
No one turns on Flawn.
Janine
Why would I stick around if he's not gonna buy me any more drinks?
Jeffrey
Okay, so you were. You were specifically crying, trying to send the message to buy you a drink, and he wasn't picking up on that message.
Brooke
There's no message, Jeff. She's just manipulating him.
Janine
Yeah.
Charlie
Hey, guys, I'm right here. I'm listening.
Brooke
Good. I'm glad you heard all of that. Yeah, she doesn't know that yet. Who cares about her?
Jeffrey
Janine?
Ryan Seacrest
Wow.
Jeffrey
Brooke, come on. You said to be respectful about her and her emotions.
Ryan Seacrest
Right?
Jeffrey
Now you're coming off very rude.
Brooke
She's making all the other women that actually cry look bad. Oh, that's why you feel attacked.
Jeffrey
I don't. I don't think that you make women.
Brooke
Look bad because you're manipulating men for drinks. He would just buy you a drink without you crying.
Jeffrey
Just a normal lady.
Charlie
Wait, so, Janine, the reason why you cried is just so I would buy you stuff?
Janine
I mean. Yeah.
Charlie
Oh, my God.
Brooke
You're like. Honestly, that's Like a toddler.
Jeffrey
Seriously?
Brooke
That's what my kids do. They try to cry so they'll buy him something, and I say no, cry all you want. I'm not buying you that.
Jeffrey
Your emotions are getting the best of you right now. I think you need to take a break. Everyone needs to breathe. We're just trying to figure out what's going on between Janine and Charlotte.
Brooke
I think we already figured it out.
Jeffrey
Well, we need to let them talk to each other.
Brooke
Cry over there.
Ryan Seacrest
Yeah.
Jeffrey
Okay, Janine. I know, because Charlie has been listening this entire time. He does want to talk to you. Yes.
Janine
About what? I mean.
Jeffrey
Charlie, now's your moment.
Charlie
Yeah, I mean, there's really nothing to say at this point. I mean, she's just a child. I mean, this is like.
Janine
No, this is ridiculous. To bring me on the radio like this. Like, what is wrong with you?
Jeffrey
I have a feeling he's not going to get another date from that. Yeah, I think we all know this is.
Brooke
I think he's mad, Jeff, for good reasons.
Jeffrey
Yeah, he's trolling. He's not manipulating her back with his tears.
Janine
Yeah.
Brooke
Listen, Janine, do you feel so bad for him?
Janine
No. Why would I? I mean, it was a date. It's not like either of us had anything, like, serious going, and he was willing to buy it, so why wouldn't I?
Brooke
I mean, at any point, were you actually interested in him? Because it sounds like you're just using him to get stuff.
Janine
Yeah, I'm not just using him. I'm using all the guys.
Jeffrey
You've you figured out the key to Manipul is to shed a few tears, and then they'll do whatever you ask them for.
Janine
Yeah, like, I don't even have to be on a date with them. You know, they could be sitting next to me at a bar or something, and I just cry a little bit. Get something out of it.
Charlie
Everybody. Everybody's gonna think you're a basket case and you're a crazy lunatic.
Janine
Or people can just think I'm controlling my emotions in a smart way. I mean, I got 500 bucks off a car the other day.
Jeffrey
Oh, wow. Hey, that's a good deal. Actually, I need to steal that.
Brooke
I just feel like. Jeanine, I hear that you're angry at men and you just want to use them. Like, maybe you could channel that energy in a different way.
Go bigger.
Yeah. I don't know. Like, just be a good person.
Jeffrey
A nice boat would be nice.
Brooke
Yeah.
Janine
Honestly, I have an idea. Why don't y' all just shut the Up.
Jeffrey
Oh, it's hard for me to. I think that was directed towards you, Brooke.
Brooke
Yeah, I felt it.
Jeffrey
Okay.
Janine
I mean, no, it's all of y'. All. Every single one of you.
Jeffrey
Oh. Oh, wait. She just hung out.
Charlie
Good riddance.
Brooke
I thought for sure we were gonna get a date.
Yeah, I really liked.
Jeffrey
We offered to buy drinks.
Brooke
Yeah.
Charlie
I can't believe I fell for that. I really thought she was going through something. I mean, you guys did too, right?
Jeffrey
I mean, yeah, I know. The whole room kind of fell for it, but I didn't. I knew the entire time that she was full of it.
Charlie
Yeah. I mean, let's be respectful in this call.
Brooke
Remember that.
Jeffrey
That sounds like a perfect impersonation of me. Crooked Jeffrey in the morning. You need to check out legends.com today. Legends is a free to play social casino and sportsbook with all of the games that you know and love. They even have Plinko and live black. That's L, E G E N D Z dot com. Whether you're a seasoned player or just starting out, their games are designed to entertain and thrill. The best part is you get free coins every day so you can play for free. And redemption to your bank account is instant. It's legit. And new players get an exclusive welcome bonus. Join thousands of players on legends with a Z.com today. No purchase necessary. Legends International Void. We're prohibited by law. 18/terms and conditions apply.
Doug
Here we have the Limu Emu in its natural habitat, helping people customize their car insurance and save hundreds with Liberty Mutual. Fascinating. It's accompanied by his natural ally, Doug.
Jeffrey
Uh, Limu is that guy with the binoculars watching us?
Doug
Cut the camera. They see us.
Ryan Seacrest
Only pay for what you need@libertymutual.com Liberty.
Jeffrey
Liberty. Liberty. Liberty Savings.
Ryan Seacrest
Very underwritten by Liberty Mutual Insurance Company affiliates. Excludes Massachusetts. Massachusetts.
Jeffrey
You know, here's the question that we didn't ask. Has anybody in this room fake cried before?
Ryan Seacrest
Oh, yeah.
Jeffrey
I feel like someone here's definitely tried to cry to get out of a speeding ticket at least once. And if that's true, then we are no better than that woman on the phone. Girl, you faked it before, right?
Brooke
No, I've really cried. Yeah. Gotten pulled over. They really hit. But I still got the freaking ticket.
Jeffrey
So it wasn't convincing enough.
Brooke
Still cry? I mean. No, it was real, though.
Jeffrey
The officer was like, come on, man. Man, this is not gonna work. You're the 12th woman to try to manipulate me with the crime.
Brooke
Yeah, I'm actually really sad.
Jeffrey
Yeah, I see tears But I still don't believe it. Yeah, I do like the idea though. Crying isn't a sign of weakness, it's a tool of manipulation. Frame crying into something positive.
Brooke
Oh my God.
Jeffrey
We can be manipulated into helping our listeners. If you send us an email with a bunch of crying emojis on it and I will feel obligated to take action.
Brooke
That's right.
Jeffrey
That action might be to drag your email right into the trash. Or it could be to help. You might as well reach out and find out.
Brooke
We could have just said the second part.
Jeffrey
Yeah, we will try to help. Just email the show. We'll call that person who's not calling you back and go check out all of our second dates. Yeah, you find them online wherever you get your podcast at Brooke and Jeffrey.
Brooke
Okay, only 10 more presents to wrap. You're almost at the finish line.
But first, there the last one. Enjoy a Coca Cola for a pause that refreshes.
Get festive with Fossil this holiday season. As a proud sponsor of Jingle Ball, Fossil has unforgettable gifts for everyone on your list, including a limited edition watch collection with Nick Jonas, plus statement jewelry, giftable leather goods, and of course, timeless watches. From elegant Raquel for her to rugged Machine for him. There's nothing like a Fossil watch. And there's a style for everybody and a personal touch. Customize their gift with free engraving and embossing. Shop it all now@ fossil.com.
Jeffrey
Limu Emu and Doug.
Doug
Here we have the Limu Emu in its natural habitat, helping people customize their car insurance and save hundreds with Liberty Mutual. Fascinating. It's accompanied by his natural ally, Doug.
Jeffrey
Uh, Limu is that guy with the binoculars watching us.
Doug
Cut the camera. They see us.
Ryan Seacrest
Only pay for what you need@libertymutual.com Liberty.
Jeffrey
Liberty Liberty Liberty Savings Fairy unwritten by.
Ryan Seacrest
Liberty Mutual Insurance Company and affiliates, exclusively Massachusetts. Hey, it's Ryan Seacrest for Albertsons and Safeway. As winter approaches, make sure you set aside some time for self care now through December 2nd. Get great savings on personal care essentials when you shop in store or online. Buy two participating self care items and save $3. Shop for items like Tresemme Shampoo, Dove Shampoo, Dove Men's Care Body Wash, Dove Body Wash and Axe Shower gel. And save $3 when you buy two or more items. Offer ends December 2 and restrictions apply. Offers may vary. Visit albertsons or safeway.com for more details.
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Episode Date: November 7, 2025
Podcast: Brooke and Jeffrey: Second Date Update
Host: iHeartPodcasts
In this episode, the hosts help Charlie, a listener who found himself ghosted after a memorable karaoke night and an emotional dinner date with Janine. The show’s signature segment, "Second Date Update," takes an entertaining—and surprisingly revealing—turn as they uncover the real reason behind Janine’s odd and emotional behavior, with both humor and candid moments from the entire cast.
Contacting Janine (12:29):
The Turn (14:38):
Janine abruptly reveals she cries on purpose to get free things from men:
Charlie (16:00): “Hey guys, I’m right here. I’m listening.”
Janine: “Why would I stick around if he’s not gonna buy me any more drinks?” (15:45)
“I mean, if it gets me a free Uber, or drink, food, whatever, it works.”
— Janine (14:57)
“No one turns down flan!”
— Brooke (15:44)
“I can't believe I fell for that. I really thought she was going through something. I mean, you guys did too, right?”
— Charlie (19:02)
“Karaoke Cryer” is a rollercoaster of secondhand embarrassment, darkly comic revelations, and awkward sincerity, with an ending that leaves both the cast and listener perplexed and amused. As always, the episode exposes the often messy, entertaining truths behind modern dating and the pitfalls of emotional games—while delivering plenty of laughs for everyone but poor Charlie.
For more “Second Date Updates” and the full show, find Brooke and Jeffrey wherever you get your podcasts.