Brooke and Jeffrey: Second Date Update - Second Date Update Classic: Second Chance Scott

Episode Date: August 7, 2026

One of our listeners went on a beach date and he gets huge props for one thing he DIDN’T DO… what was it? Find out in your Second Date podcast!See omnystudio.com/listener for privacy information.

Summer blockbusters are back. The Odyssey and Spider-Man. Brand new day have taken over cinemas, and Raiders of the Lost podcast has all the coverage you need, including our interview with director Destin Daniel Creighton. What surprised to you about Tom Holland? He shows up to every meeting early. He's the first one on set.

Aside from learning all of his lines, is also able to memorize everybody's name on set. Download the free IHeartRadio app. Search Raiders of the Lost podcast and listen now. Hey, Portlandia fans. Carrie Brownstein and Fred Armisen here. The Dream of the 90s is alive in podcast form. We're launching Podlandia, AEO rewatch, our brand new podcast where we revisit every episode of

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I remember you thinking that. Listen to Podlandia. A.O. Rewatch on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. What's up, fam? I'm sports journalist Ari Chambers. Hey, what's up, y'all? It's your girl, Sam J. And we're the host of everyone watches women's sports. A new podcast from Together and IHeart Women's Sports. We're breaking down the biggest headlines.

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Every week, the news gets worse. The world gets crazier, and Yamanika is here to tell whoever's responsible, you're the problem. Do you know I just found out who Sidney Sweeney was? If he got a bunch of women, then I should have a bunch of men. Do better or do less so I don't have to do so much. I'm Yamanika, and I'm out. Listen to you're the problem with Yamanika on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. You found the second date podcast.

Thank you so much. I found it too finally. It's pretty easy, actually. Thanks for being here, Jose. You're welcome. I love it. I love it. And, hey, just a reminder, if you want to endure or punish yourself for 45 more minutes,

We've got a full show, whole hour long. I dare you to try it at the Brooke and Jeffrey feed. But for now, we'll get into some questionable relationship advice. I think people get a lot of credit for all the good things that they do. Yeah, it should. Don't we also deserve credit for the bad things that we didn't do? Oh. Yeah, Jeff, I agree.

I definitely think so. Because one of our listeners went on a beach date with a beautiful woman, and you're going to hear the one thing. he did not do. Oh, we're going to applaud him for it, huh? Well, he deserves kudos for that. We're still going to judge him for even thinking it. In fact, our audience might freak out once they hear what it was,

but bottom line, he did not do it. Okay, that makes it feel like he did, Jeffrey. You keep saying that. Promise you he did, and you can be the judge when you hear it in your second date update. Next. Brooke and Jeffrey in the morning, second date update. Brooke, do you believe people deserve second chances?

Yeah, why do you think I'd be here with you if I didn't? What does that mean? I don't know. This show deserves a second chance, Jeff. Okay. I don't know what I did. I'm serious, though. If somebody makes a mistake,

are you willing to let bygones be bygones and give him a fair shake? Yeah, I mean, especially if there's like an apology, you know, like if you talk things out, I think you can always work through something. Communication is amazing. We have a return caller on the phone today named Scott, who you were not too happy with the last time he was on this.

Oh, do you have an apology ready for? Because he put a little blue pill to his own drink at the dinner table. And you use the word creep to describe him. So maybe we need to start with an apology from Brooke to Scott here. Go ahead Brooke. You said you believed

in second chances. Especially if there's an apology. Here's my question. Have you stopped? No, no. Yes. Yes. Yes. Communication. I am not apologizing. Yeah. That's not going to happen. But what will happen is if you have stopped sneaking those pills into

your drink on a first date. into your own drink. Hey, hey, still not cool, Jeff, okay? Have you changed your way, Scott? You know, I think I've gotten a lot better since the last time we talked. Okay. Better. I really do.

So now does he get the apology? For what? He was big enough to look past all the mean things that we called him on the show. Yeah. And give us another chance. I think we should give him another chance with his dating life here. He's desperate enough, but okay. Okay.

Well, Scott, it's a little bit of a rough room, but welcome. back. Yeah. Should I leave? No, you're good, man. You're good. I think you should. Okay.

Well, so apparently you've reached out because there's a new woman that you met. Yeah. Yeah. Her name's Mandy. Okay. And how'd you meet Mandy? I was shopping at a hardware store. She comes up to me and asked me about like the stuff I'm looking at.

Okay. Like she needs help. Oh, does she think you? Maybe I looked like I was dressed like I worked there or something. Or maybe just being a guy. I'm sorry, if you're wearing a polo shirt in one of those stores, you automatically think. Yeah, I was wearing an orange and white polo shirt. Well, this is, I mean, it's giving you the perfect chance to talk to her.

So what do you do? Well, you know, I thought she was cute. And I was like, look, I don't know. How do you have works. I'm sorry. I barely know what I'm looking at here. That's funny, though. But I thought she was cute.

And I told her that. And I asked if she would go out. She said yes. Wow, just right now on the spot. That was really quick. So did you end up seeing her for an actual date? Yeah, we did. And I really wanted to avoid doing something stupid.

Okay. Okay. That should always be the thing, bro. That is such a good lesson to take from this show. Yeah. So what was the date like? We went to the beach. Oh, interesting.

Yeah. So we were like hanging out. We were just like people watching. And I thought it would be funny if we were like, started to rate the women who walked by. Oh, God. But I didn't do it. I didn't do it.

You didn't do that. I didn't do it. Okay, you had the thought, but you didn't follow through with it. Yeah, no, I want you guys to know all the bad ideas I didn't do. Okay. All right. This is growth. This is exactly what we wanted from you.

It was hard for me to even hear that that was one of your thoughts. Okay. Is there a worse idea that you had than that? What else didn't you do? All right. So, like, the sun started to set, and I brought my camera. I like to take pictures and stuff, and I started to photograph the sunset. Okay.

What I wanted to do was ask for a model for me. Didn't do that. Oh, you didn't? Okay. That was not too bad. I mean, some women would be flattered by like, oh, you want my picture. Model and just sing pose is different. Yeah, yeah.

Some would be offended that you weren't asking them to model for you. It's like, hey, get out of my frame trying to capture the sunset. Don't make me get more in my head. I tried to do my best. You were just talking. No, no, no. No, no. Yeah, that was a good thing.

That was smart. Anything else? I also didn't tell her about the camera because, like, I'm a big camera nerd, and I was like, I could go on for days about the tech specs of the camera. Oh, okay. Camera specs hot, Alexis, or not hot? I don't know. You don't know what it is.

You don't know what it is. Just talking about the different features of the camera. Let's go with not. Okay. That was a good choice. Don't tell her about the details of your camera. Good call. Yeah.

I, for some reason, kept thinking about gas prices. Didn't bring that up. Are you focused on the date at all? Did you talk much? Yeah, what did you talk about? What did you do? Well, I mean, we talked about, like, a recent dating history. I've been on a lot of dates.

She's only been on one lately. Oh. See, do you think, did that rubber the wrong way at all? Did you notice? Once I knew that she hadn't been on as many dates, I sort of backed off and didn't like go into detail. Okay, good. Yeah, you don't want to hound that.

I didn't tell her that I was on the radio and what I was on the radio for. For your last one. You're making a lot of good decisions here. So how do you end this night with Mandy? Walked her. Actually, she walked me to my car first, I guess. We gave each other a hug. Okay.

I considered taking out the guitar from my trunk to play a song, but I did not do it. In the parking one? Did. I learned my lesson from Barbie. you don't do that. Women don't like that. Oh, that's right. Maybe not until like the third or fourth day. Then you pull out your Matchbox 20 soundtrack.

There we go. Overall, that sounds pretty solid. What's happened since then? You know, I thought it went well too, but nothing. Radio silence. Haven't heard a thing. Wow. Interesting.

I wonder if you were just like two up in your head and you weren't able to actually be yourself. You know, like I feel like the whole time you're telling yourself what not to do, not how great you are. Yeah, maybe you should bust out those blue pills again and see how it goes. What's back on board?

Well, you know, you guys made me think that maybe I'm not so great. So. Oh, no. We didn't think that. No, I didn't mean that he wasn't a good person. I believe the word creep was tossed around. Okay. Well, it was a bad assumption to make on a first date.

He just can't do that. Has he redeemed himself from the creep label in this date? So far. Yeah. We haven't talked to her yet, Jeffrey. All right. So so far, it's pretty. Pretty good. We're going to get the rest of the story when we call Mandy for you and try and get you your second date update right after this, okay?

Sounds good. All right. Don't move, you creep. Here we go. Brooke and Jeffrey in the morning. Second date update. If you miss the first part of the second date, we got a returning listener to the show, Scott back with us. He went down a list of things he considered but did not do on his date with Mandy. Including he didn't ask her to rate the other women on the beach on a scale of one. He thought about it, but, to his credit, didn't do it. You get credit when you think about it still, I guess.

We're taking baby steps with Scott here. Also, when they went to the parking lot for their goodbye hug, he considered taking out his guitar for a little John Mayer serenade, but said no, Brooke wouldn't like me to do that. I actually probably would have fell for that if I was the one on the date for him. I'm sorry, I'm a sucker for a guitar. I'm such a stereotype. I really am.

What else you got in that trunk? Yeah. I'm in there. Well, so, Scott, if we call her and she says that you whipped it out, I'm going to be slightly disappointed. No, I hope that's not. Because I thought you made significant growth here, and that's not a little blue pill joke. That's just an honest observation of you. I want to hear her side of the story.

He didn't whip out his growth is what I'm hearing. No, there is something wrong in my head. I know me too, bro. It's really funny. Anything that you're saying with a clean thought. I know. I like it. That's you projecting what you want to hear what you say.

That has nothing to do with what I'm saying. I think the listener's here, too. I'm saying that Scott has turned a page. The only weird part is his date, Mandy, has completely ghosted afterwards. So let's find out what that's about. Scott, you ready to do this? Let's do it. Look at that.

You did the whole first half not getting shamed for anything, Scott. I think this is already a good sign of how this is going to go. Did we not shame him? He's only said three words. If anything, Brooke is the creepy pervert who's thinking bad thoughts the entire time. So there we go. That's called a joke. But I keep the thoughts inside, Jen.

You said that that's a win. You said, okay, there we go. We're all on the winning page here. Let's call Mandy now. Let's do it. Here we go. Hi, is this Mandy? Yes, speaking.

Hey, Mandy, this is a radio show. My name is Jeff and I'm part of Brooke and Jeffrey in the morning. Sorry, you're what? Sorry, did I say that weird? Yeah, hey, Mandy. Hey. There's a random person in the background who just said hi to you on the vote. I just told her who I was.

I guess technically we work together. But yeah, that's Brooke. I'm Jeff, and you're on Brooke and Jeffrey in the morning with a whole room full of people. Yeah. Jose and Alexis are here, too. Hello. What are you calling me about? Great question.

You get right to it. So this is called a second date update. It's a segment where we try to help our listeners reconnect with somebody after they've gone out with them once. And you went out with a guy who listens to our show named Scott. Yeah. So what? Oh. Well, so Scott had a really good time at the beach with you.

And he was hoping that... It was a nice time. It was fine. I won't speak badly on anybody. It was a nice time. Okay. Well, if you had a good time, we're just trying to help Scott figure out why there hasn't been a second date. Yeah.

Yeah, he wants to see you again. The way that he described your communication afterwards was radio silent. Which we appreciate because we want to keep the word radio relevant. Yeah. But we understand Scott doesn't like that. So is there a reason? Well, yeah. I mean, I feel like it was pretty obvious.

It was just a complete turnoff for me that he had been on eight dates already this year. But he's just kind of juggling all these women. Whereas I'm in a different place. I've only been on one date. Like, it just felt like different life. He's been on eight dates and that's too many for you? Yeah. I mean, he's just, what does he have like a?

little rolodex. That's not, like, you could still count that on two hands. I think that's fine. I don't know. I just, I'm just more traditional person. I'm not into the short-term casual dating that a lot of guys are looking to hook up nowadays. I'm not looking for that. But do you know that he even hooked up with all those people, or was it just like a, it could

just be bad date. That's true. It doesn't even mean. Did he say he hooked up with him? He had a look in his eyes. He kind of implied it. I wasn't going to ask. Like, you think he'd be bragging about a bunch of failed dates, guys.

We can guarantee that one of those dates he did not hook up. Yeah. We got into his dating history before, and yeah, it hasn't worked out for him. But you're saying he's coming across like a player to you? Yeah. And my belief is that if you spend an hour or two with somebody, you know what you need to know. You know if it's right and if you want to make things a little more serious. So if he was willing to commit to something a little more serious, I would say,

but it sounds like he dates a lot and he's not looking for something like that. Honestly, we don't know like what the state of his current dating situation is. All we know is that he reached out to us to get another date specifically with you. So that should tell you something. And we should probably ask him about it if he does have a giant roster of girls that he's seeing because he is on the phone right now. What? Can I get a hand off over here?

He's listening to this and wants to talk to you. Yeah, hey, man. How's it going? Hi. She really turned it on. Was that sarcastic, maybe, or was that sincere? I just wasn't expecting to be having this conversation in this format. That was a nervous reaction.

Yeah, I'm just not sure what I did wrong. You just think I'm a player? Yeah. I'm not a player. I'm not getting any younger. I mean, I'm definitely dating in hopes to meet someone to be. with, yeah. Okay, that's a good sign.

You're not just doing it for the sport. Yeah. Yeah. Or for fun. You can date for fun. That's okay, too. I didn't realize that I had to commit after an hour. Yeah,

that was a little weird. It sounds like, Scott, the only way that Mandy is willing to even consider going out with you is if you agree to, like, right now, not see anybody else and give it 100% with her. Oh. Is that something?

That's a big assumption, Jeff. Are you sure that's what she's saying? That's what I'm hearing. Is that right, Mandy? Yeah, I had a feeling when I was on the date. I don't know if that was mutual. What was the feeling? Just that I could see myself with this person.

I could see this progressing into something real. So you did see chemistry. You just thought, hey, he's in this phase of dating, and you're not in that phase of dating, right? Exactly. And I'm not looking to get hurt. So quick to give up on it. I know. Well, you were turned off because you thought that he's dating lots and lots and lots of women all right now.

You don't want to be amongst a huge list of women. Totally. Yeah, if it's me, it's me. Okay, so Scott, is that something that you're even willing to consider, dropping any other girl that you're talking to right now and only focusing on Mandy? You're going to clear the roster, bro? I mean, I'm not talking to anybody else right now. Good answer.

Okay, nice. Mandy, he was already only talking to you. Maybe we should just go right to this then and ask Mandy, would you consider going out with Scott again if he says right now he is willing to commit 100% to you, not see anybody else? Exclusive is scary. Basically agree to enter a relationship. What is that?

Potentially. It's not potentially. You have to give in right now 100% give yourself to her. No, I'm trying to help. Am I off, Mandy? I'm sorry. I feel like you're a little laughing at me, but like. I'm not laughing.

Yeah, that is what I'd like. Okay. Well, Scott, the terms have been laid out. What do you say? Why not? Let's give it a shot. Oh. I don't think why not was appropriate.

I mean, I think it's why not he has no other options right now. I don't know if you heard that right. He really doesn't have anybody. Congratulations. Scott has agreed to commit 100% to you. Oh, man. Look, Mandy, I think you're great. I usually don't commit this early, but I honestly, I'd want to spend more time with you.

Oh, that's cute. Mandy, isn't that nice? Are you excited, Mandy? You can't break up with him. I'm glad you said that you were really open and vulnerable on your end, so I'm going to be that way with you. that technically I'm engaged.

Wait, what? Oh my gosh. That's why I need the commitment. That's why I need the buy-in. Wait. Wait. Wait, wait. What was you talking about?

Hold on. What was your explanation? Why? Like, that's why I need to know if he's in this or not with me. So if you break off your marriage, you can run to him? That's awful.

She's not a marriage. Because she needs to know if the backup plan is sad before she dumps the current guy. Is that really what's happening? Dude, she's crazier than he is. Okay, we're not putting in mind. Scott, you don't need to listen to them.

I'm just really excited to spend time with you. No, we're not hanging out. Okay. Maybe Scott, now you should tell you wanted to rate all the other women on the beach on your date. I didn't know. Okay. Well, the good news is, Scott, at the end of the day, the big takeaway, you didn't do anything wrong. Yay! You did nothing wrong.

You just ended up with a strict controlling pre-engaged kind of, nut job. So congratulations. Pretty engaged, very engaged. Very engaged. She's still on the phone. You have fun, you do. I'm going to ask the radio station to figure out who your fiance is and you can be his

number. Oh, doesn't he sound so in love? He sounds like he's nervous for the day. Yeah, yeah. He could serenade her with your guitar, Scott. Good work. Brooke and Jeffrey in the morning. Eating well shouldn't be complicated,

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Unavoidably. Welcome to its dangerous to go. A podcast where we talk games, culture, nostalgia, and immediately go off topic. There is no gatekeeping. There is no skill check. If you win a game on easy mode, we support you. If you've never touched a controller, honestly, same energy for some of us. It's fun, it's chaotic, it's friendship with a loose gaming theme.

And somehow we keep getting away with it. You should listen. Stream, it's dangerous to go alone on the free I Heart Radio app. Or wherever you get your podcasts. Oh man, with that woman on the phone, now it all makes sense how she's only been with one man in the last year. because that was her fiance. Yeah. Oh.

Oh, God. I never put that together. But aren't we applauding to her for what she didn't do, go on other dates with her fiance? She still went on this one. But again, that is on us for not saying, hey, how did your last relationship end? Because her answer would have been it hasn't ended. We're engaged right now. I see.

That's all not. I'm just looking for a backup. How did we miss that? Brooke, where were you on that question? My head. is not in the game today. You've got to step it up on these calls going here on now. That would have saved us a whole lot of time.

But in the end, happy ending, kind of? For who? No, definitely not her fiance. For her? I mean, she's got the pick of the litter. Yeah, that's for her. She's got commitments from not one but two different men. I'm sure there's a couple people on the text board that want her too.

Yes. But we can have you living your happily ever after if you email the show. We'll call that person who's not calling you back and go check out all of our second day podcast wherever you get yours at Broken Jeffrey. Summer blockbusters are back. The Odyssey and Spider-Man. Brand New Day have taken over cinemas, and Raiders of the Lost podcast

has all the coverage you need, including our interview with director Destin Daniel Cretton. What surprised do you about Tom Holland? He shows up to every meeting early. He's the first one on set. Aside from learning all of his lines, is also able to memorize everybody's name on set.

Download the free I-Heart Radio app. Search Raiders of the Lost. podcast and listen now. Hey, Portlandia fans. Carrie Brownstein and Fred Armisen here. The Dream of the 90s is alive in podcast form. We're launching Podlandia, AEO rewatch, our brand new podcast where we revisit every episode of Portlandia together, breaking down sketches, going deep on our iconic characters, and pulling

back the curtain on how it all got made. And we'll also be joined by the people who helped bring it all to life. Guest stars, collaborators, and friends, including director Jonathan Chrysler, the mayor himself, Kyle McLaughlin, legendary musician Amy Mann, and many more. Kyle is going for it here. You fully improvised, not just words, but a song about it. Well, I thought you were all going to write a song. I remember you thinking that.

Listen to Podlandia. A.A.O. Rewatch on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. What's up, fam? I'm sports journalist Ari Chambers. Hey, what's up, y'all? It's your girl, Sam Jay. And we're the host of everyone watches women's sports, a new podcast from Together and I Women's Sports. We're breaking down the biggest headlines. Naomi Osaka, showing out.

Shout us to you, Naomi. The viral moments. I've been obsessed with Kashan Rocks, boxing journey. She looks good. Her combos are swift. And the stories everyone's talking about across women's sports. Because everyone watches women's sports. Listen to everyone watches women's sports on the IHeart Radio app.

Apple Podcast or wherever you get your podcast. Hey, this is Hayes Davenport. And Sean Clements. We host the podcast Hollywood Handbook. Every episode we're trying to help our guests improve their careers by mainly focusing on how they can help us improve our careers. The show's famously super accessible so you can easily jump into any of our 650 episodes and understand what's going on.

We recommend some of our recent episodes with Ben Stiller, Danny McBride, Riz Ahmed, and Mary Steenberg. Listen to Hollywood Handbook on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. This is Chelsea Handler from Dear Chelsea. Every week, the news gets worse. The world gets crazier, and Yamanika is here to tell whoever's responsible, you're the problem. Do you know I just found out who Sidney Sweeney was? If he got a bunch of women, then I should have a bunch of men. Do better or do less so I don't have to do so much.

I'm Yamanika, and I'm out. Listen to You're the Problem with Yamanika on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast.