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Like your graduation gifters.
Jeff
Who's paying for the mattress topper?
Brooke
You mean the beanbag chair?
Chase
Aren't we getting a mini fridge?
Jeff
Can we create a pool on PayPal? It lets us collect the money before we buy.
Chase
Ooh yes, that's smart.
Brooke
Glad we can agree on something easily.
Chase
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Jeff
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Brooke
You found it. The second date update podcast. Thank you so much for being here. It's Brooke and Jeffrey in the morning. Of course. And we do want to remind you that for the first time ever, we have second Date Update merch.
Jeff
Yes.
Brooke
Don't miss out on it. Yes. It's so cute. It's designed by legitimately like a world renowned ski and snowboard designer, which is pretty sweet.
Jeff
That's super cool.
Brooke
It makes us look cool, doesn't it? If only I could ski and snowboard good. But you know, and Even cooler is 100% of the proceeds. See a penny of this go to Convoy of Hope, which is a fantastic organization still trying to help people rebuild their lives after the LA wildfires. So amazing. So much for being here. That link for the merch is in the show notes right now. And hey, enjoy a second date update.
Jeff
Second date Update. Occasionally on this segment we get return callers who come back multiple times seeking our help and dare I say, our wisdom.
Brooke
Yeah.
Jeff
Whoa.
Brooke
What do they say about people who are psycho and they try the same thing over and over again expecting a different result?
Jeff
I don't know. Definition of saying is too wise for me to know. Okay, funny thing is today's return listener only knows about us because we called him for a second date update. What the heck?
Brooke
What do you mean? Did you go out with him? Jeff? And now he's not calling you back? Is that what's going on?
Jeff
No, I mean he was on a second date where we reached out to him. He was on the receiving end of the call and not surprising, suddenly he instantly fell in love with us. Yeah, I just thought we were.
Brooke
I thought we were desperate.
Jeff
So yeah, we're calling our old second dinners going. Hey, have you been on any new dates? Yeah, his name is Chase and I don't know if you'll remember him, but he was the guy who kept postponing his dates because he said he was really, really focused on self care and not over stressing.
Brooke
Wait, this is the bathtub guy, right?
Jeff
Bathtub, Yep. He was having too good of a time in the bath and decided, you know what, I'm gonna stay in here and skip my date.
Brooke
And I will say I love a man who just has discovered the magic of a bath.
Jeff
Chase, we respect you and your self care. Welcome back to the show, man.
Cassie
Thanks guys. Good to be back.
Jeff
Are you In a bubble bath right now, bro.
Cassie
I'm not taking a bath right now.
Jeff
So you reached out to us this time because apparently you went out with a different girl than the last time. Or is this the same one?
Cassie
No, this is a different girl. This girl's name is Cassie.
Jeff
Okay.
Brooke
Okay. And where'd you meet her?
Cassie
Met her online.
Jeff
Oh, okay. I thought I was gonna say in the bathtub where I was soaking. She just popped up and I was like, okay, well, I guess we're on a date now. Did you just come from up the storm drain? All right, cool. You met her online. What'd you guys do?
Cassie
Yeah, honestly, we talked at first, and then eventually we found the time. We were both free and we went out to a restaurant.
Brooke
Okay, Sounds pretty typical.
Jeff
So did you actually make it to this restaurant, or was self care getting in the way?
Cassie
No, we made it to the restaurant, believe it or not. You can take care of yourself and still make time.
Brooke
Learning lessons from your time on the show last time.
Jeff
Grown so much. Okay, how did the rest. How did the restaurant go with Cassie?
Cassie
I thought we had a good time. We did that thing where you're looking at random strangers and you're, like, making up crazy backstories about them.
Brooke
Oh, yeah, I love that.
Jeff
Okay.
Cassie
Yeah, like, we talked about her job. She's a nurse, which is really cool. So when we were telling backstories, we would come up with, like, crazy scenarios of ER injuries.
Jeff
Like that big guy at the bar.
Cassie
What if he was impaled by a spear gun? What would you do first?
Jeff
Oh, this definitely sounds like a very romantic topic of conversation to be having over dinner at the. You didn't spend all of your time on ER horror stories?
Cassie
No, of course we talked about other things. Like, one of my favorite questions to ask on a first or second date is, what was your favorite cartoon as a kid?
Brooke
Oh, that's a great question.
Jeff
That's a hard question.
Brooke
Dude.
Cassie
If you say Looney Tunes, maybe you have a silly, fun attitude.
Brooke
Oh, you, like, use it to judge people's personality.
Jeff
Interesting. Or their acts. Like, if you say spongebob, you're.
Brooke
What was your answer?
Cassie
Well, funny enough, he just said it. Mine was spongebob, because clearly, I'm unhinged as a human being.
Brooke
All right.
Jeff
Okay, Team SpongeBob. Brooks is Animaniacs. Does that mean that she's sexually repressed and has a weird relationship with family members?
Brooke
No, it's that I know all the capitals of the United States. Do not listen to Wacko's song.
Jeff
Clearly not That's a. That's an epic song. Okay. Did she have a good answer for a cartoon show?
Cassie
Yeah, her favorite was Scooby Doo. I thought maybe she likes, you know, true crime shows and stuff like that.
Brooke
That, like, transfers into adulthood or they're.
Jeff
Soon to be serial killers, but that's probably not. Or a donor if you're Shaggy. That's true. Okay, don't speak for yourself. Well, this. Okay, now. Now the conversation sounds like it's more fun. How did the night end?
Cassie
Well, you know, I thought we were having a really great time. I thought I was gonna get a kiss, maybe end up happening.
Jeff
It didn't.
Cassie
So, no.
Brooke
Is that because you didn't make the move or what?
Cassie
Yeah, you know, I leaned in and she didn't reciprocate, and I wasn't gonna push it any farther.
Jeff
That's good.
Brooke
That's smart. That's a gentleman way to do it.
Cassie
Yeah. So I just got in my Honda Civic and drove home.
Jeff
That's the worst, bro. You slink away, you feel like crap. I've been there, bro.
Brooke
I love it.
Jeff
Every single girl I've ever met.
Brooke
I just, like, hung up on the make and model of his car. Yeah.
Jeff
Wait, what was it? What did I miss?
Brooke
Honda Civic.
Jeff
Oh, okay. Very specific. Well, nice brand you have pride in. I like that. So, what's happened since that date? Have you been able to stay in touch with Cassie?
Cassie
I've tried to make another date. The problem is I just. I'm busy a lot with my company, so it's been hard to find a time that worked. And now I just kind of feel like she's ignoring me.
Jeff
So you're super busy, but you will make time for her?
Cassie
Yeah, exactly.
Jeff
Okay. Okay. Well, let's hope we can tell her that somehow.
Brooke
I know, but it's always, like, kind of a turn off when people are like, I'm really super busy. Yeah, it's like everyone's busy, you know? Know. It's like, that feels like maybe she thinks you don't like her. Honestly?
Chase
Yeah.
Jeff
Yeah.
Brooke
Like, because that always feels like an.
Jeff
Excuse in times like these. I tend to ask myself, what would spongebob do? And what he would do is he would come back and he would call Cassie on the radio and try and get you a second date.
Brooke
I feel like he'd go jellyfish hunting.
Jeff
Spongebob. He could do many things at once. We're gonna attempt a few of them when we come back. I don't know about that. We're gonna do a second date. Update, right after this second date update. It's kind of interesting, the question our listener, Chase asks women on every first date. He likes to ask, what's your favorite childhood cartoon?
Brooke
I love that question.
Jeff
I think everybody loves that question.
Brooke
I actually want to know yours, Jeff.
Jeff
Yeah, what's yours? You're never gonna know that from me. We don't know each other that well. Come on. How dare you ask something so deep in person.
Brooke
You know what it's gonna be? DuckTales. It's gotta be about a rich uncle. There's no way it's gonna.
Jeff
It's Arthur if you have to know. The introverted aardvark.
Brooke
Yeah, with the really sassy sister.
Jeff
Now, Chase says he can tell a lot about a person based on their cartoon answer. And his date Cassie said Scooby Doo, which is a sign that she could be into true crime. It's so funny. Whereas he's a spongebob fan who's more silly and wacky and wears square shaped clothes. Yeah, but opposites do attract sometimes. And Chase wants to see if we can make that happen for him today. Brooke, what's your take?
Brooke
I really think that she thinks that you don't like her. Because like he says, I mean, didn't you say Chase, like you kept telling her? God, I'm so busy, but I'll fit you in.
Jeff
Yeah, I get that.
Cassie
It's just. It's not what I meant it. And I hope she doesn't see it that way.
Brooke
I'm not. I'm not saying it's a bad thing. I just think that's what's happening and I think you can totally come back from it.
Jeff
Yeah, and if it turns out that we can't get you a second date at the end of this, is it okay if we blame it on those meddling kids and their dog too, if need be.
Cassie
I suppose that'd be okay.
Brooke
How many masks are you wearing to take off for this?
Jeff
We're gonna call that plan B. But for now, let's just dial Cassie, see if she picks up and try to get the second date done. Here we go.
Chase
Hello.
Jeff
Hey, we're looking to talk with Cassie.
Chase
This is she.
Jeff
Hey, Cassie. My name is Jeff from the radio show Brooke and Jeffrey in the Morning.
Brooke
Hey, Cassie.
Jeff
Hey.
Brooke
The whole show's here.
Chase
Yeah, thank you, but I'm not interested, though. Sorry.
Jeff
Oh, well, we're not trying to tell you anything. We were asked to call you by one of our listeners that went on a date with you recently.
Chase
What? What is this? I don't get it.
Jeff
Yeah, no, this is a segment we do call the second date Update date, and we're trying to help him figure out if something went wrong on your first meetup and hopefully get you two together for another one.
Brooke
Yeah, because it sounded like a pretty normal date.
Jeff
Yeah, I mean, it wasn't that normal, Brooke. They were making a backstories about spear guns, what you would do as a nurse in the E.R.
Chase
Oh. Oh, yeah, yeah, yeah. You're talking about Chase. Yeah.
Jeff
So the. The reason that we're doing this call is because Chase told us this whole story, said he had a great time with you. Now he's a little bit confused about why there hasn't been a second meetup. Because if we're being honest, he says he feels like you're ignoring him.
Chase
No, I mean, I just kind of. Well, I just kind of felt like I was kind of duped by this guy. Yeah.
Brooke
Oh, my gosh, that's interesting, because we've had Chase on the show before, and he just seems like such a humble, like, nice dude.
Chase
Yeah, well, yeah, I mean, he is humble and nice, but, like, when we, like, connected, and I called him, he said he was golfing at this golf course, and I looked it up, and it's like a really nice private course. You have to be a member.
Jeff
Oh, wow.
Brooke
I can't believe you looked it up.
Jeff
Yeah. That is smart. Normally.
Brooke
Yeah.
Chase
Yeah. Well, I mean, it's nice to have someone that's financially established.
Jeff
Yeah, for sure.
Brooke
I mean, don't guys go golfing if they're not financially secure? I don't know if that really.
Chase
But this course. This course was a private.
Jeff
Okay. This particular one really impressed you? Yeah.
Chase
Another time we were texting to meet up, and he said he was at this auction, and I'm like, auction. Buying stuff. Like, poor people don't go to auction. No.
Jeff
Oh, if he's buying art, like, come on.
Chase
Yeah.
Jeff
I don't know.
Brooke
Have you been to farm auctions?
Jeff
Okay, well, yeah.
Chase
So I figure, okay, this guy's established, and so we figured out a night to meet, and he takes me to, like, a regular chain restaurant.
Brooke
Okay.
Chase
And I was like, okay, that's. That's not what I expected. And, you know, the. The actual date went well, but then he. At the end of the night, he drives off in a Honda Civic, and I'm like, ew.
Brooke
Wait, did you just say ew to a Honda Civic?
Chase
Yeah. I mean, I got the impression then he had money and he was, you know, well off.
Brooke
Oh, my God.
Jeff
You didn't get.
Brooke
That is not fair. You did not get the impress. You made the assumption to a friend of the golf course.
Jeff
Cassie, did he tell you that he's well off with a lot of money or did you just assume that based on your conversations question?
Chase
I mean, I guess I assumed it.
Brooke
Because if it was based on the conversations, it sounds like based on her research. Yeah.
Jeff
Look, I know many, many different personal assistants who attend art auctions on behalf of my family and my parents and they are not well off.
Brooke
Did your family really do that?
Jeff
Why am I being grilled? Cassie is the one that is jumping to assumptions here. Rich guys just can't get it. So Cassie, do you feel like maybe you are the one at fault here? Jumping to assumptions about who he really is?
Chase
Well, I'm just. I'm not interested in dating a low value guy. Especially if he's trying to trick me.
Brooke
Dude, don't agree with that. That is such a crappy thing to say.
Jeff
We should get him on the phone and ask him that question. Because I need to let you know that he is listening to this call on the other line now. Probably in a free phone line.
Chase
Why?
Brooke
He could call and it'd be cool, you know?
Jeff
Okay. Chase, are you there? And are you a low value man? Yes or no?
Cassie
I mean, apparently I am, according to her.
Brooke
No, you're a good value man, Chase. That's what you say.
Jeff
Well, why don't you have a discussion with Cassie about this? Because clearly she feels like you were giving her the impression that you were at a certain level financially. And you didn't meet that in person?
Cassie
No, I mean, sadly my plan worked.
Jeff
Plan?
Chase
What plan though? What are you talking about?
Jeff
You out here playing games, bro.
Cassie
I actually am a member of that golf club. And I did attend the art auction for myself.
Jeff
Oh, it was art? Oh, dang.
Brooke
Wait, so wait, you're rich rich?
Cassie
Then I'm comfortable.
Brooke
That means you're wealthy.
Jeff
I don't know how you got off my parents payroll, but we're gonna have.
Brooke
To talk about that.
Jeff
What's going on with the Civic and the non Bl Bougie Ness? Like what's happening?
Chase
Yeah.
Cassie
I own a tech company and sometimes when girls hear that, they just end up wanting to date me for my money. So I purposely took you to a chain restaurant to see how you would react.
Brooke
Oh, and you liked her still? That's so sad.
Jeff
And then she did.
Chase
No, no, no. I didn't hate it. Look, I didn't hate it.
Brooke
I never said I hated it. Get out of Here, with that. You failed.
Chase
Personally, I think that's very, very smart. I think you should try to do that to avoid gold digger women.
Brooke
I mean, seriously, Cassie, now you're super interested in him and you think that he is awesome.
Jeff
So is the text board. Weirdly.
Chase
I mean, I don't know what you guys are referring, but I mean, seriously, I've always been interested.
Brooke
You know, we record these phone calls. We can play him back.
Chase
Well, I mean, you might have missed that first part because I said, if this is him texting me, then, you know, he's really smart and I respect that. I really do remember that.
Brooke
But I have a bad memory. I think she tried to say that right after he said, oh, it was just a test. She's like, oh, that's really smart.
Jeff
Are you buying it, Chase?
Cassie
Look, I can buy anything because I do have the money.
Jeff
That's funny. It's not what I meant, but do you believe her?
Cassie
I always want to thank the best of people. So, okay, if you want to send me a few pics.
Brooke
Wait, wait, wait. What did you say? If she wants to send you what?
Cassie
If she wants to send me a few pics to show she's sorry, then that might be.
Brooke
Oh my God, that's so gross. I mean, I wasn't gonna stereotype you as a Chase who owns your tech company, but now I am.
Jeff
Dude.
Brooke
I mean. Oh, come on. Oh, my God.
Chase
Oh, my God, you're so funny. I'll show. I'll show you on our.
Jeff
Our.
Chase
Our date.
Jeff
You know better than p. Okay, this has been a roller coaster, so. Man, I can't wait to be rich someday.
Brooke
How quickly he dropped his morals too.
Jeff
Oh, yeah. Now they just both want to hang out. You know what I'm saying? I have to see if both parties are actually still interested in another date here. Cuz I say so. Cassie. I mean, clearly it's 100. Yes, from you. It's a big change from what you said five minutes ago, but apparently we misunders. We heard you wrong.
Chase
Yes, well, you did. You did misunderstood me. I told you guys. I was shocked. I was a little surprised, but I'm. I didn't hate the restaurant.
Brooke
Yeah, sure. She actually did say the restaurant was. Okay, I got that. Okay.
Jeff
All right. So, Chase, are you guys gonna go out again? Because if you do, you're probably gonna have to drop the Ickmobile. The Honda Civic. It's not a. It's not approved.
Cassie
I mean, you know, I mean, I like that new stuff has been presented on this date. So I'm definitely a yes?
Brooke
Definitely a yes.
Jeff
You got a whole garage cars, don't you?
Brooke
Okay, I hate both of you somehow.
Jeff
Yeah, I think we're jealous of both of you. Yeah. He's going to take over the Ferrari next day.
Cassie
Yeah.
Jeff
Okay, well, congratulations. We did it. Why do we feel bad? I don't know.
Brooke
It feels wrong. It feels like if there's some law that we just broke.
Jeff
Whatever. You two have fun. All right. Send some money if you're bored, bro.
Cassie
Will do.
Brooke
Oh, God.
Jeff
The Brook and Jeffrey in the morning. I think with dates nowadays, if you have a certain expectation, like you want a guy who's well off and established, like Cassie did, you just need to put the survey in front of them at the table. Do you make this amount, this amount, or this amount? Circle it and we can be done with it.
Brooke
And it starts at six. Yeah, it's like that song on Tick Tock, right? I want a guy in finance.
Jeff
Exactly.
Brooke
Yeah.
Jeff
Let's just figure out who you really are. That way we can avoid simple misunderstandings. Like this one. No, Jeff, that's the wrong message. No, it was a misunderstanding. Be you and test them.
Brooke
I don't know. I think what is funny is that they both ended up kind of meant for each other. Yeah. I mean, both of them are a little sleazy at the end.
Jeff
Yeah, they're all like, well, you know, fine, I'll forgive you if you forgive me. Let's just hang out. Yeah, but we need to own our part of the misunderstanding because we totally misheard her.
Brooke
Oh, so I think we did.
Jeff
When she said ew about the Honda Civic, she didn't mean, the car's gross. She meant cute. It's a cute car. Ick. Yeah.
Brooke
She also heard said ick.
Jeff
Yeah.
Brooke
Yeah.
Jeff
Well, I'm sure we misunderstood that one, too. We don't make enough money to understand her. I feel bad forever doubting her. And if you want to hear any of our second dates, you can go to wherever you get your podcast. They're up right now at Brooke and Jeffrey.
Brooke
Brooke and Jeffrey in the morning.
Jeff
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Chase
All your pals like your graduation gifters.
Jeff
Who's paying for the mattress topper?
Brooke
You mean the beanbag chair?
Chase
Aren't we getting a mini fridge?
Jeff
Can we create a pool on payp? It lets us collect the money before we buy.
Chase
Ooh, yes, that's smart.
Brooke
Glad we can agree on something easily.
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Podcast Summary: Brooke and Jeffrey: Second Date Update – "Classic: Scooby Dooby Eww A Honda Civic"
Episode Overview In the "Second Date Update" episode titled "Classic: Scooby Dooby Eww A Honda Civic," hosts Brooke and Jeffrey delve into the complexities of modern dating through the lens of their listener, Chase. This episode, released on April 19, 2025, offers an engaging exploration of expectations versus reality in dating, communication hurdles, and the pursuit of genuine connections.
Introduction to the Second Date Update Segment At the outset ([02:40]), Brooke introduces the "Second Date Update" segment, highlighting the launch of their merchandise and their commitment to supporting charitable causes. This segment sets the stage for the main discussion, emphasizing the show's dedication to providing insightful and entertaining dating advice.
Chase’s Dating Dilemma Chase, a returning caller known for his humorous "bathtub" escapades, reaches out for guidance after his recent date with Cassie. Initially introduced as someone who prioritizes self-care to the point of postponing dates ([03:00]), Chase now seeks to understand why Cassie hasn't responded for a second meet-up despite a seemingly positive first date.
Analyzing the First Date Brooke and Jeffrey dissect Chase's date with Cassie, focusing on their unique conversation starters, such as discussing favorite childhood cartoons ([05:02]). Chase reveals that they engaged in playful banter about cartoon characters like Scooby Doo and Spongebob Squarepants, which Brooke humorously interprets as indicators of personality traits ([06:43]).
Misaligned Expectations and Miscommunications The discussion takes a turn when Chase expresses his disappointment over Cassie's lack of response ([07:58]). Brooke and Jeffrey explore potential reasons, suggesting that Cassie might perceive Chase as too busy or uninterested despite his intentions ([08:00]). This segment underscores the importance of clear communication and managing expectations in the early stages of dating.
Live Call-In: Confronting the Situation In a pivotal moment ([11:18]), Brooke and Jeffrey invite Cassie onto the call to address the misunderstandings directly. The live interaction reveals deeper layers of miscommunication:
Resolution and Moving Forward Despite the rocky conversation, Brooke and Jeffrey mediate a path forward. They encourage open dialogue between Chase and Cassie to clear up misunderstandings. The episode concludes on a lighthearted note, acknowledging the humorous twists in their interaction and reinforcing the show's mission to facilitate meaningful connections ([20:02]).
Key Takeaways
Notable Quotes
Conclusion "Classic: Scooby Dooby Eww A Honda Civic" offers a candid and humorous exploration of the challenges faced in modern dating. Through Chase's experience, Brooke and Jeffrey provide valuable insights into the importance of honest communication, managing expectations, and understanding each other's true intentions. This episode serves as a relatable guide for listeners navigating the often tumultuous waters of finding a meaningful connection.
For more episodes and updates, visit iHeartRadio or your preferred podcast platform.