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Jacob Goldstein
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Jeffrey
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Brooke
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Jeffrey
I feel like I can't say this anymore, but I'm always shocked when we have a couple check back in that no way in hell did I ever think that they would have contact with each other again after this show is wild. All right, your second update update is happening right now. It is brand new. We are going to play you the original second date so you know what's up. And then on the third part. Yes. There's a couple of commercials.
Chad
Okay.
Jeffrey
You can skip through part three. That's when we get them back on the phone to see what's happened since. Yeah. All right. Comments? Yeah. Queen Aliyah said listening to y' all while waiting for a colonoscopy. I'm nervous but y' all are making me feel better. My girlfriend told me it's the best cleanse of your life.
Samantha
Oh, wow.
Jeffrey
There you go.
Brooke
Yeah, I've heard you like lose weight.
Jeffrey
Hey, there's your motivation for you. There's a positive spin. Good for you. Always get those things checked out. All right, it's Brooke and Jeffrey and your brand new second day update update is on now.
Brooke
We've all heard the phrase size matters.
Jeffrey
Fortunately, I feel like you guys have heard it more than us.
Brooke
Yeah, it as a bumper sticker on
Jeffrey
her key, but I'm talking about the size of the car, Jeff.
Brooke
Sure, sure. But what about duration matters? That should count for something.
Jeffrey
That's my second bumper sticker because one
Brooke
of our listeners ended up on a 10 hour long marathon first date that somehow just kept on going and going and going.
Jeffrey
Yo.
Brooke
And the only thing more shocking than the call that we did is is what happened after we hung up the phones. You're going to hear all of that because it's time for a special second date update update. We're going to do it next.
Jeffrey
Brooke and Jeffrey in the morning second date update.
Brooke
What's the optimal amount of time you should spend with someone when you're on a first date? Oh, if it's best case scenario, how long should that hangout last? Best case scenario means we never leave and we get married.
Jeffrey
I was going to say two hours max. I was going three to four.
Brooke
But want to know what does it mean when a first date lasts four times that amount?
Jeffrey
Oh, cute. It means it's cute.
Brooke
Goes on for 10 full hours.
Jeffrey
Maybe they're lost in the woods. A lot of people go hiking.
Brooke
Okay, but we all agree this is something wrong. I feel like it's not normal. But one of our listeners said that happened to him. Unless this is a typo or something. Chad. Oh, it's one hour. Is it? Is this a typo? It can't be 10 hours.
Chad
No, this was a marathon date that started early in the day. It literally kept going.
Brooke
Oh, yeah.
Chad
It wasn't even. It wasn't even planned.
Jeffrey
Cute. Wait, wait, wait. What's her name?
Chad
Her name's Samantha.
Jeffrey
Samantha.
Brooke
Okay. Okay.
Chad
So we met on a dating app, and we were just supposed to get some coffee and pastries, and I thought that was kind of where it was gonna end. And then, you know, I was planning on going to the gym. It seemed like she kind of wanted to keep going.
Brooke
Well, yeah, she's got all that coffee energy now. She's got to burn it off and do something else.
Chad
Ye.
Jeffrey
Did she suggest, like an activity or something?
Brooke
She could be like, I go to the gym with you.
Chad
I don't. She wanted to go to the wine bar.
Jeffrey
Yeah.
Samantha
Yeah, yeah, yeah.
Jeffrey
That sounds way more fun. They give you gym clothes and sweaty,
Brooke
and that's just so you skip glute day. Jeff. Wow. I know you're disappointed. I know. But I mean, you must have felt the connection too, if you're willing to skip the gym for it.
Jeffrey
So how was the wine bar?
Chad
Well, things are going pretty well. She kept asking, like, tons of questions. She was super into me. I could tell she definitely liked me. And again, I liked her too. And. And then we're about four hours in at this point.
Jeffrey
Wow, you're drinking four hours worth of wine.
Chad
Well, we got coffee first and then wine. Yeah, we're trying to make our hearts stop.
Brooke
Or your stomach's upset. What's going through your mind at the four hour mark?
Chad
I mean, I'm just thinking, like, when is this ending? Like, I like her, but at some
Brooke
point it's like, what's next?
Jeffrey
But it's so fun to get kind of day drunk, and then you just like one thing leads to another and suddenly you're at some house party at night and you're like, whoa, today was awesome.
Chad
Ye. So we actually, we took some wine to go, and then she wanted to go to the park. And I was like, well, we're already here this far. Let's go hang out.
Brooke
Yeah, let's put some public intoxication on this first day.
Jeffrey
I got to be lunchtime soon. I know, I like, they need to eat too. Yeah, something in your stomach.
Chad
Right. So we're up to like maybe five hours here and she asked if she wants to go get some dinner.
Jeffrey
Yeah.
Chad
So we went to another bar before the dinner.
Brooke
Okay.
Chad
How drunk you are.
Brooke
You seeing this as an issue at all? Are you having fun?
Chad
A little bit of column a little bit of column B. It's, it's. The buzz is kicking in and I'm having fun. But it's also like if this is a long time, but again, I like her.
Brooke
Right.
Chad
Like me.
Brooke
It's at the same time you were saying at hour four, you were wondering when this date was going to end. So it sounds like you just don't know how to politely be like, I need this to be over.
Chad
Yeah, so I did say at one point, hey, I've had such a great time. I'm sorry to take up your entire.
Brooke
Okay, okay.
Commercial Voice
All right.
Jeffrey
So you gave her an out. What? I mean, because maybe she was doing the same thing. Maybe both of you don't know how to end it. What did she say?
Chad
You know, and she goes, are you kidding? The day has just begun. Oh God. But I go in to kiss her and she pulled away. I thought for sure after 10 hours, four different location changes. I thought you wanted me to kiss her.
Brooke
How many signs can you get from one person that they like being around you and like hanging out?
Jeffrey
Yeah, I would have been making out an hour too. Say hi at the wine bar. Yeah, exactly.
Brooke
It's weird that she pulled away from the kiss though. And then where did that happen? Like, was that in the restaurant? Is that.
Chad
No, we were actually. Yeah, we walked back to her place. It was right in front of her place. She pulled away and she hasn't returned my phone call since.
Jeffrey
And she sobered up any. Maybe she was just more intoxicated than you thought.
Brooke
She didn't want your first kiss to be a super sloppy drunk. Actually a good thing.
Jeffrey
Or she didn't pull away, she just lost her balance.
Chad
I mean, all could be true. But then that doesn't explain why she won't return my calls.
Brooke
So would you be disappointed if after a great 10 hour date you find out you messed up at the 9:45 mark and those last 15 minutes just absolutely killed it for you?
Jeffrey
Or she Blacked out an hour too.
Chad
I'd be. I'd be very upset.
Jeffrey
Okay.
Brooke
Okay.
Jeffrey
All right.
Brooke
She's like, everything was perfect until he tried to kiss me.
Chad
Yeah.
Jeffrey
Did you like her more at the end of the 10 hours or less?
Chad
I kind of just was carpe diem season the day and it felt right. So I still just can't explain it. I liked her very much.
Brooke
He was just relieved that it was over. He can go home and take a nap probably. But let's come back. We will call Samantha for you and hopefully get some answers about why after a 10 hour marathon date, she is suddenly ghosting you. We'll do it.
Chad
Thank you.
Brooke
Right after this. Hold on.
Jeffrey
Brooke and Jeffrey in the morning. Second date update. You're in the middle of a second date update update. And we're gonna find out how the couple is doing. You here, part two.
Brooke
If you're just joining us for the second date update, our listener, Chad went on a first date that lasted longer than most relationships. 10 full hours wasn't planned that way. It just happened naturally where they kept rolling from one activity into the next to the next to the next, until 10 hours later, he's finally standing in front of her place, going in for the kiss, and she pulled away.
Jeffrey
Yeah.
Brooke
Hasn't heard from her after that.
Jeffrey
Yeah, it sounds like it was an awkward moment for sure.
Brooke
Yeah, but they were both drinking the whole day, so who knows what the moment was really like. But just to be clear, Chad, you still want to try to get another date with Samantha here? Are you just doing this to figure out why?
Chad
I want to know both. I want to know why. And I would love to go on another date with her. We had a good time.
Jeffrey
But it's interesting too, because every new activity you guys did was her idea, right? Not one of them was your idea.
Brooke
That's true. Maybe in her life, 10 hours is a really short date and she's like, he can only last 10 hours.
Jeffrey
She's like the opposite dog life. She does sound like the type that
Samantha
would have gone out after it. He left that.
Chad
Yeah,
Brooke
but I don't know. Let's call her. We'll see if she picks up. And I'm dying to know what she has to say about this because there's.
Jeffrey
Just remember, when we get her on the phone, we don't have 10 hours to talk to her.
Samantha
Yeah.
Brooke
Oh, okay. We'll do a quick. Oh, my gosh. What if that's it? She just doesn't stop talking. All right, we might need some help with It. But I'm calling her right now. Here we go.
Samantha
Hello?
Brooke
Hi, is this Samantha?
Samantha
Yeah. Who's calling, please?
Brooke
This is a radio show calling. You called Brooke and Jeffrey in the morning.
Jeffrey
Isn't that fun? Exciting.
Samantha
Oh, okay, that's weird. Why are you calling me? Did I win something?
Jeffrey
Maybe kind of at the end. You kind of do, yeah.
Brooke
Depending on what happens over the next few minutes here. Because this is a segment we do called a Second Date Update.
Samantha
Oh, I think I've heard this before.
Brooke
Okay. It's pretty popular.
Jeffrey
Yeah, some of them go viral on TikTok and stuff.
Samantha
Oh, okay. So you're calling me. So who is the person that I went out on a date with?
Chad
Yeah.
Brooke
I really appreciate you doing my job because I'm not great at it, but there's a guy you should definitely remember because you spent 10 full hours with him. A guy named Chad.
Jeffrey
I can't tell if that's good or bad.
Samantha
Incredible. Incredible. Wow.
Brooke
You think he's incredible?
Samantha
I think it's incredible you're calling me about him.
Jeffrey
Why would it be so unbelievable? It sounds like you had a great time all day long.
Samantha
Yeah, yeah. Yeah.
Brooke
How do you spend 10 hours ongoing with somebody if there's not some sort of vibe happening? If there's no feelings?
Samantha
I'll tell you. I'll tell you. So he went out with my best girlfriend.
Jeffrey
Wait, wait, wait, wait, wait.
Brooke
What?
Jeffrey
Wait, when? After you went out with him?
Samantha
No, no, before. Months ago. He went out with my best girlfriend.
Jeffrey
Okay, wait, did you know this before you went on a date with Chad or.
Samantha
I sure did.
Brooke
You knew Chad before you went out with him as having dated your friend?
Samantha
Yeah.
Jeffrey
Oh, that's weird. He didn't mention that.
Samantha
Yeah, well, he didn't know this, but he spent many, many hours with her, then ghosted her. He was very into him. Liked him so much. He totally. I feel like he led her on. He even took her to spend time with his grandma.
Jeffrey
Wait, he took your best friend to spend time with his grandma and then he ghosted your best friend?
Samantha
Yeah, introduced her. He spent all this time with her, basically, you know, half a day. And then he just ghosted her. Never replied to her, never called her, nothing. I know she didn't do anything wrong. She's adorable. She's sweet. She showed me pictures of him and I matched with him months later on a dating app. And I ran to her and I was like, oh, my God, you're never gonna believe this. I matched with him. She goes, oh, you gotta go out with him. And get him back.
Jeffrey
What? Oh, so this whole thing, your whole 10 hour date was just revenge for him ghosting your best friend?
Samantha
Yeah, we girls gotta stick together. Yeah. So give him the message. Now you know how it feels. Give him that message.
Brooke
Well, you know, I don't have to tell him that because he's actually listening to this phone call on the other line quietly this whole time. So he's. He's kind of already heard it.
Samantha
Great. This gets even better. I.
Jeffrey
You're enjoying this.
Brooke
Now I feel bad about it. She's like loading now.
Jeffrey
I mean.
Brooke
Chad, are you there?
Chad
I don't even know what to say right now. That's really what was going on the whole time?
Samantha
Yeah. I'm not interested in you.
Chad
Wait, wait, wait, wait, wait, wait. I heard everything you said, but we spent 10 hours. You mean at hour eight, hour nine, when we've had chardonnay coffee, all types of. We've had the most fun all day.
Samantha
Yeah.
Chad
You mean to tell me you didn't feel anything?
Samantha
Because I. Yeah, I felt something.
Chad
And I. I'm pretty sure you felt
Samantha
five hours with you and then you. You ghost her. So now you know how it feels. Okay, you doubled.
Brooke
So it was a little tip for tat.
Jeffrey
No. There wasn't even a moment in that 10 hour period that you felt like a tinge of guilt?
Brooke
Like he might be a decent guy? A little bit.
Samantha
I was enjoying myself so much.
Brooke
Oh, God.
Samantha
And to top it off, you know who else had a great time? Sarah. We laughed for hours. Oh, my God. We're just. We're still laughing about it.
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Man.
Brooke
I don't even want to tell you that Chad skipped his glute day at the gym in order to extend his date with you. I hope you don't relay that to Sarah.
Samantha
And he really needed that day. I'll tell you what.
Brooke
Oh, come on.
Jeffrey
That's crazy.
Brooke
What? A flat boot.
Chad
Okay.
Jeffrey
Oh, Chad. I mean, do you feel bad about ghosting Sarah? I guess that's what she wanted.
Chad
Yeah. I mean, it was just a tough time, you know, with my grandma not doing so well. I just didn't feel like I could be dating.
Brooke
I am curious, Chad. Why did you introduce the other date to your grandma?
Chad
I was honestly just dropping off medication. It was just a quick errand. It wasn't really like I was introducing you to her.
Brooke
Be quiet, you monster.
Jeffrey
I mean. Okay, listen, Samantha, Samantha. I know that your friends are. Was really hurt, but like, we deal with so much dating on this show that ghosting just seems like the normal way that people get out of things these days. I don't think she should have maybe taken it so personally.
Samantha
Guys are just playing us all the time and they're playing games and they, you know, we just felt like, oh, let's get this one back already.
Jeffrey
Sarah and you have done. But I'm also interested. Yeah. Chad just happened to be the wrong place at the wrong time.
Brooke
I don't know. I can kind of see what Samantha is saying here because I kind of would like to play a little bit of a game with you. A game of. Would you like to go out with Chad one more time?
Samantha
I would rather. I would rather slit my eyelids with razor blade.
Jeffrey
That is so dark. Samantha.
Samantha
No.
Brooke
Chad, are you into that or.
Chad
Yeah. Honestly, it just seems like she's still really angry because of what happened with Sarah. And honestly, at this point, I just. It doesn't throw seem like it's gonna work out okay, man.
Samantha
Oh, you think? You think,
Brooke
right? Yeah. He didn't answer like he's the one being asked.
Jeffrey
Yeah, you never know who you're ghosting to, I guess.
Samantha
Yeah.
Brooke
Seriously, Chad, now you know, if a girl in the future ever says that she wants to hang out with you more and really likes you, red flag. Someone's trying to get your rage on you. We're on number three of this date. It must be awful.
Samantha
Yeah. And you know what else? Don't say you're gonna call the person. Don't say that you like them and you had a great time. Don't.
Brooke
She's still mad. I know. She's trying to drag us into hour 10 of this phone call. We appreciate your time, Samantha. We'll let you go. Thank you.
Samantha
Yeah. All right. Brooke and Jeffrey in the morning.
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This is Jacob Goldstein from what's yous Problem? When you buy business software from lots of vendors, the costs add up and it gets complicated and confusing. Odoo solves this. It's a single company that sells a suite of enterprise apps that handles everything from accounting to inventory to sales. Odoo is all connected on a single platform in a simple and affordable way. You can save money without missing out on the features you need. Check out Odoo at O D O O dot com. That's O D O O dot com.
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Samantha
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Brooke
I don't know what's going on here either.
Jeffrey
Why could there be an update?
Brooke
Either a mistake has happened or some kind of miracle, but for some reason, Chad and Samantha are both back on the phone right now for an update. Update.
Jeffrey
Wow. And, yeah, Samantha, are you still seeking revenge on Chad?
Brooke
Yeah, because last time, Samantha, you made it pretty clear that you wanted nothing to do with him. So what is this?
Samantha
Yeah, I know I think I said I'd rather scratch my eyes out or
Brooke
something darker, but what. What's going on with you two?
Samantha
Well, after we were on, it was like a couple weeks, and I did not feel bad about it at all. I. I thought he got what he deserved. Okay.
Commercial Narrator
Yeah.
Samantha
All of a sudden, he sent me an apology text.
Jeffrey
Wow, Chad, you actually apologized after taking that verbal beating.
Samantha
Hey. Well, he said, like, you know, again, I'm really sorry. Like, I didn't mean to, like, hurt your friend or whatever, but I really did have a better time with you. I was like, oh, my God, he's so pathetic. He's still trying to.
Brooke
Okay, that wasn't changing your mind.
Samantha
That same day, I had had a pretty big falling out with her, my friend. And we had not been seeing eye to eye for a long time. So I thought in my head, oh, no. Well, let me use Chad to get back at her.
Brooke
Oh, my gosh.
Jeffrey
Is Chad on the phone right now, too? Is he hearing this?
Chad
Well, yeah. Yeah. I'm not gonna lie. I definitely thought it was a trick.
Jeffrey
You're being used twice.
Brooke
Yeah, bro.
Chad
Yeah. I mean, I sent her that text and that was sincere. But then when she said she want to go out with me, I was like, I have to see this. Oh, yeah.
Brooke
Okay. Knowing or. Or not knowing. And so what happened.
Chad
I mean, we went on a date, and one day turned into two, and then it just another and another, and we've. Honestly, we've been hanging out ever since.
Brooke
Oh, my God.
Samantha
Yeah. Like, I didn't mean for that to happen, but there was chemistry. It's undeniable.
Jeffrey
Why do I feel like she's still in this for the long game?
Samantha
It's not.
Jeffrey
You swear you're not, like, tagging your old best friend on Instagram and posts of you and Chad?
Chad
No, no.
Brooke
I'm gonna lure him into a marriage, and then we're gonna get a divorce. I'm gonna be like, ha.
Chad
That's why I like. I like her feistiness. I like it.
Jeffrey
Okay. Sleep with one eye open, Chad.
Samantha
Yeah.
Brooke
Beautiful story.
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This is Jacob Goldstein from what's yous Problem? When you buy business software from lots of vendors, the costs add up, and it gets complicated and confusing. Odoo solves this. It's a single company that sells a suite of enterprise apps that handles everything from accounting to inventory to sales. Odoo is all connected on a single platform. In a simple and affordable way, you can save money without missing out on the features you need. Check out odoo@o d o o dot com. That's o d o o dot com.
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Brooke
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Date: March 26, 2026
Podcast: Brooke and Jeffrey: Second Date Update
Episode Focus: "Marathon Date" – An unprecedented follow-up on a Second Date Update couple with a twist ending.
This episode centers around Chad and Samantha, whose first date spanned an epic ten hours. The hosts revisit their original Second Date Update call, during which Chad sought answers after being ghosted by Samantha post-date. The twist? Samantha’s true motivations are revealed, unleashing a drama-filled tale of friendship, revenge, and ultimately, an unexpected reconciliation between the two.
True to “Brooke and Jeffrey,” the episode maintains a playful, irreverent, and witty tone throughout, mixing genuine dating insights with biting banter, surprise twists, and moments of friendly roasting between the hosts and guests.
What started as a hilarious and awkward forensic analysis of a marathon first date between Chad and Samantha—marred by a secret revenge plot—unexpectedly blossomed into a real connection after all. The episode embodies the chaotic unpredictability of modern dating, the importance (and hazards!) of closure, and reminds listeners: In the world of Second Date Update, you truly never know where things will end up.