Brooke and Jeffrey: Second Date Update - Second Date Update Classic: Two's Company, Three's An Intervention

Episode Date: August 18, 2025

The guy on the phone today probably couldn’t have picked a more embarrassing way to end his date even if he tried!See omnystudio.com/listener for privacy information....

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Starting point is 00:00:00 Have you ever looked at a piece of abstract art or music or poetry and thought, that's just a bunch of pretentious nonsense? That's exactly what two bored Australian soldiers set out to prove during World War II when they tricked the literary world with their intentionally bad poetry, setting off a major scandal. We break down the truth, the lies, and the poetry in between on hoax, a new podcast hosted by me, Lizzie Logan, and me, Dana Schwartz. Every episode, Hoax explores an audacious fraud or ruse from history. Listen to hoax on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Every case that is a cold case that has DNA.
Starting point is 00:00:38 Right now in a backlog will be identified in our lifetime. On the new podcast, America's Crime Lab, every case has a story to tell. And the DNA holds the truth. He never thought he was going to get caught. And I just looked at my computer screen. I was just like, ah, gotcha. This technology's already solving so many cases. Listen to America's Crime Lab on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.
Starting point is 00:01:06 Everyone thinks they'd never join a cult. But it happens all the time to people just like you. And people just like us. I'm Lola Blanc and I'm Megan Elizabeth. We're the hosts of Trust Me, a podcast about cults, manipulation, and the psychology of belief. Each week we talk to fellow survivors, former believers, and experts to understand why people get pulled in and how they get out. Trust me, new episodes every Wednesday on Exactly Right. Listen wherever you get your podcasts.
Starting point is 00:01:35 What would you do if one bad decision forced you to choose between a maximum security prison or the most brutal boot camp designed to be hell on earth? Unfortunately for Mark Lombardo, this was the choice he faced. He said, you are a number, a New York State number, and we own you. Listen to shock incarceration on the I-Harens. Art Radio app, Apple Podcasts, or wherever you get your podcasts. The Super Secret Bestie Club podcast season four is here. And we're locked in.
Starting point is 00:02:10 That means more juicy cheesement. Terrible love advice. Evil spells to cast on your ex. No, no, no, no. We're not doing that this season. Oh. Well, this season, we're leveling up. Each episode will feature a special Bestie, and you're not going to want to miss it.
Starting point is 00:02:24 My name is Curley. And I'm Maya. Get in here! Listen to the Super Secret Bestie Club on the IHeartRadio app, Apple Podcasts, or wherever you get your podcast. Happy Monday, it is your second date podcast. Thanks so much for being here.
Starting point is 00:02:39 It's Brooke and Jeffrey in the morning. And I would love in the comments today for people to share the awkward ways their date ended. Yeah. Not all or just a simple kiss or a little hug. No. Some of them get weird.
Starting point is 00:02:52 And that definitely happened in today's second date update. Yep. So let us know because you know we love reading your comments. What do you see, Alexis? Yes, Sivanesh. Said, hey guys listening all the way from Malaysia. Oh, cool. I discovered the show through a second date update clip on TikTok and I've been hooked ever since. I started with the second date playlist. Then I moved on to awkward Tuesdays and mass speakers. And now I'm all in on the full show. Oh, yeah.
Starting point is 00:03:17 Wait to hear the phone tap. Yeah, right? I mean, you do get a full hour if you somehow want more of this. Remember, we have a second podcast feed that is just Brooke and Jeffrey. It's the same goofy pictures of us in the pod. But you'll find it and you can get even more. All right. We're going to start your second date right now. Second date update.
Starting point is 00:03:39 I'm not sure if you guys remember this, but about six months ago, we did an awkward Tuesday phone call with a listener named Kevin. Okay. Who wanted to ask out his coworker. And he was super nervous about it, needed our advice. Okay. The call wasn't perfect. Yeah. He had some stumbles along the way, but she...
Starting point is 00:03:58 That doesn't sound like our show, Jack. Every call that we do. Yeah. Absolutely flawless. I'm trying to remember what happened. Well, in the end, she did say yes and agree to a date with him. But wasn't it kind of like, I guess? I don't know. It was a yes.
Starting point is 00:04:13 Okay. Bottom line. Now, apparently, they went out a few times. Things fizzled didn't quite last. So Kevin has jumped back into the beautiful oasis we call the modern dating pool. Oh, man. And again, that was months ago. So, Kevin, how's it been?
Starting point is 00:04:27 Have you had a lot of dates in that time? Like 10. 10 days? 10 dates in the last two years. I think you're doing some work. Congratulations. You're a catch. Yeah, but I actually haven't had a second date.
Starting point is 00:04:41 Oh. But is that from your choosing? Like, maybe you didn't want to go out again with any of them? No, I would have been happy to go out with really any of them again. Oh. Okay. Okay, that's hard. Yeah, that hurts.
Starting point is 00:04:57 Wait, set them up for that, Brooke. You're here. We're going to help you. Yeah, they haven't been the greatest. I actually had a really bad one. Yeah, she was a nice girl, I thought. But when I walked her out to her car, I opened the door, and then she just sucker punched me and then drove off. Wait, what?
Starting point is 00:05:14 Did you say she punched him? I'm so sorry to laugh. I did not expect that sentence to happen. That is terrible. Did she punch you in the face? Did she punch you in the face? It's actually in the back of it. of my head
Starting point is 00:05:24 I was opening her door and then all of a sudden and I just felt this like Why? Did you ask permission to open the door for her because she may really have not liked that.
Starting point is 00:05:35 You weren't fast enough for her? Maybe so. I don't know if she thought I was going to kiss her or your head was how were you going to kiss her
Starting point is 00:05:43 maybe she thought that you were trying to steal her car so she had to stop you. That's the only thing that I'm thinking it has to be a self-defense man. He's not like,
Starting point is 00:05:52 give me the keys. I'm like, I don't know. Was it that bad? I don't know. Some people give off natural grand theft auto vibe. So maybe you fell into that category. Can we just ask for you okay?
Starting point is 00:06:05 Now I am. Yeah. So is sucker punch girl the one you want us to call for a second date update? Please no, bro. I kind of want to talk to her. We need a detail. We'll call her a Brooke fighter. Well, who do you want to call?
Starting point is 00:06:18 I've had this really bad luck until I met Chelsea. Chelsea. Okay, it's a new girl. Okay. No physical violence, I hope. Tell us about your, I'm assuming you went on a date with Chelsea? Yeah, she didn't punch me. That's all we have to know, actually.
Starting point is 00:06:33 We're improving. I thought it was a good sign, and we connected the best out of all of the first dates I went on. Okay, what made it the best? I just felt like I could talk to her, because like when we went on our coffee date, it was a good conversation, even though it didn't last very long. Okay. It was actually like 20 minutes. Oh.
Starting point is 00:06:56 Why was it so short? You know, I'm not really sure. My friends got by and... Stop by? Your friend? Yeah, I don't really know why. Okay, so you had a friend come by randomly and you talk to the friend a little bit and you feel like maybe she got offended that the attention was taken away from her? I make, I don't know.
Starting point is 00:07:16 That would be weird to me. She got a friend in. That happens. If you're only there for 20 minutes and you have a five-minute company. conversation with a friend, that's one-fourth of the date. Especially if they're trying to play it off, hey, Brooke, good to see you here. Yeah, I'm too successful and beautiful. Yeah, successful.
Starting point is 00:07:32 I feel like I normally wouldn't ask this, but I feel like I need to know Chelsea, she's not the barista, right? You're not considering that a date. That's creative. Like she doesn't work there? No, she doesn't work there. Okay. That's a good question.
Starting point is 00:07:47 Okay. So how did it end? Yeah, after the 20 minutes, how did you two leave it? she said she had to do something so we got up and left and I guess that was kind of weird too because I was kind of like behind her for a couple of blocks while she
Starting point is 00:08:00 walked away. Wait, was she like you guys left and walked the same direction? That's like the most awkward thing ever. And then she started to jog and then you started to jog. You're like, hey, I'm going to run out for you okay, someone weird chases you. I end up, I lost her.
Starting point is 00:08:17 I lost her. She lost you, I think. You lost you, I think. Yeah, that's the real way. Did she know you were back there? I don't think so. I don't know. Okay, but you weren't following her.
Starting point is 00:08:28 That was just a coincidence. We had the same route home. Dude, I hate that even when that happens with my friends. And we're saying goodbye at the restaurant, and then we're like, oh, yeah, oh, yeah, I should have done this later. You get it. You get it. All right.
Starting point is 00:08:40 So how long has it been since this 20-minute date? Like, right at two weeks. Two weeks. Okay. Oh, that's not good. And have you reached out much with her? I was texting her quite a bit, yeah. Oh, we may have over-send it.
Starting point is 00:08:55 We may find out if you've crossed any lines or how many texts you've actually sent when we call her here. I think it's more how far he did cross the line. Yeah, let's see. Or maybe you're right in that sweet spot. We don't know. Brooke, remember when you said you had hope?
Starting point is 00:09:10 Yeah. I do. I do have hope. As long as you didn't send her a picture of the back of her head as she was walking away from you on the sidewalk. He was just trying to make sure. She doesn't get sucker punched back there like he did.
Starting point is 00:09:21 I was going to say. When I was on last time, Brooke, you told me to be, you know, more assertive. So I'm really trying to be here. Oh, boy. That was so assertive. He follows ladies in their car. There's a balance that we need to discuss. The good thing is, though, your intentions were pure.
Starting point is 00:09:37 You weren't trying to be weird. You were just trying to walk to your car. And maybe that's not why she's not calling me back at all. We're making stuff up. Okay. Well, let's call her and use that assertion to aggressively get you a second date when we called Chelsea right after this. Hold on. Second date update.
Starting point is 00:09:53 Don't you hate it when you're on a first date and the girl says she has to go and you accidentally follow her all the way home? No, Jeff. I think it was only three blocks to be fair. I mean, enough blocks to be alarming. He said, whoa, he lost her. That's what happened to our listener, Kevin.
Starting point is 00:10:10 Sort of. He wasn't following his date, Chelsea, on purpose. They just left the coffee shop at the same time and he coincidentally was walking behind her on the street. for a long, long while. I mean, at any point, did you think, I should take a different route? Or just stop for a second.
Starting point is 00:10:27 Yeah, stop. Hopefully he didn't think speed up. Yeah. Right, oh, we got to catch up with her. Did that thought come to your mind at all, Kevin? Any of those? Yeah, well, I didn't think it was that weird. And so I've been thinking about it while we're on hold,
Starting point is 00:10:42 and I think you should tell her that I didn't intentionally walk behind her, because I really did it. Okay, so you want us to let her know. that. Okay. Yeah. Okay. We're not exactly sure what happened there. We just know that the date was only 20 minutes long, which is kind of short to get to know someone. That's honestly the bigger concern for me. Like, why did she only stay for 20 minutes? The following is a totally different story. If you were in a hurry, why would you even schedule a date during that time? Maybe she's just trying to squeeze it in. It's like one of those pre-dates. Where it's just like a quick
Starting point is 00:11:12 coffee. Like, will this be worth a full night? You didn't catfish her with like a photo of Liam Hemsworth, did you? Because you do sound like a Liam to me right now. Kind of hunky. I'm actually bushing right now, but no. Kevin Hemsworth does not have a name. Could have fooled me. Let's call Chelsea here. We'll see if we can get
Starting point is 00:11:31 an explanation from her if she picks up. All right. Here we go. Hello. Hey, is this Chelsea? This is who's calling? This is a radio show calling called Brooke and Jeffrey in the morning. Hey, Chelsea.
Starting point is 00:11:50 Hi. What is this? It's fun. For some of us, it's fun. It's a segment we do call the second date update, and we're looking to... Sorry? Okay. She's just listening.
Starting point is 00:12:07 She's actively listening. By interrupting me, but it's okay. We're trying to help out one of our listeners that you went out on a date with recently. He says he had a really good. time with you, but it ended kind of short. His name is Kevin. Okay. I'm hoping that was a smile and not a laugh.
Starting point is 00:12:26 Yeah. That's a sensitive reaction. We're calling because Kevin told us a little bit about your guys' date. Coffee date. Coffee date. And from what we heard, it sounded pretty fun. Tame, short. That was two weeks ago.
Starting point is 00:12:40 Yeah. But he really, he liked you. He thought you were awesome. He wanted to see you again. He said he's been pursuing it actually in texting you trying to organize something, but he doesn't understand why nothing's happening.
Starting point is 00:12:53 Yeah, he has sent me quite a few texts, but I guess I'm confused as to why he doesn't understand why he thinks are moving forward. Did you write him back? I mean, I guess we never asked if you ever texted him back. Or is it like that obvious? From my
Starting point is 00:13:08 perspective, it was pretty obvious. Okay. The only idea that he had about the date, about why it would have ended so quickly is he did mention one of his friends stopped by and said hi.
Starting point is 00:13:23 That's what he said. He said a friend stopped by. Yeah. Really quick. Something like that. Are you think that they weren't actually friends? Was it an enemy? Was it his ex?
Starting point is 00:13:33 No. I mean, as far as I know, I don't think it was an ex, but I don't know, 30 seconds a minute into us meeting at the coffee shop, this guy comes over and sits like right next to us, isn't looking at me at all.
Starting point is 00:13:50 So I asked Kevin, I was like, hi, can we introduce him? He's like, well, no, no, don't. He's not engaged in the conversation. He's just my emotional support friend. Oh. Like an animal? Emotional support friend? That's kind of funny.
Starting point is 00:14:03 So originally I thought he might have been kidding. And so I laughed and he's like, it's not funny. This is Charles. I've had a couple of poor dates. and Charles is really there to just kind of help me with my competence and communicate more effectively. Wasn't that kind of endearing to you?
Starting point is 00:14:23 Like, buddy. I mean, I think if maybe I had been given a heads up, I would have been more open to the idea. That's fair. The red, yellow vest that threw you off. Emotional support friend vest. Dude, that's amazing that he can find a friend that will take the time to go on a day with him.
Starting point is 00:14:42 I would be that for my friends. But I'll say, I think that that's, says a lot about Kevin that he must be a good I need to know is Charles sitting on his phone is he just listening, taking notes? Is he staring at you guys? We got the impression that he just popped in real quick and left. No, not at all.
Starting point is 00:14:57 He was there the whole time. He wasn't really engaging in the conversation. He was just there. Did he hype Kevin up ever? You know, like, he's not a hype man, Brooke. Well, I just didn't know how the support. And how do you support? I mean, he laughed at some of the things that Kevin said,
Starting point is 00:15:12 but beyond that, there wasn't much interaction. Everybody needs a good backup laugh friend. Charles needs to move a few tables over. Yeah, we didn't know that was how it played out. We got a little bit of a different version of that story. I wonder if Charles is on the phone too. Yeah, because... Oh, my gosh.
Starting point is 00:15:29 We have an emotional support friend quietly listening on the other line right now. Just to make sure that I do a good job with this segment, and that person is Kevin. Yeah, Kevin's here. What? He's on the phone? Yeah, and he's really... Actually, he wants to talk in this conversation, so I'm going to give him permission to jump in and say something.
Starting point is 00:15:47 We'll see. I don't know if he's there. Kevin's not really. Yeah, I'm here. How you doing, buddy? Hey. I'm good. I'm just, I'm listening. Yeah, I don't understand what the big deal is, really. Kevin, when did you get an emotional support, bro?
Starting point is 00:16:06 You didn't tell us about that. Well, yeah, I mean, a friend is a friend. He doesn't need, like, a title or anything. Well, but you, sounds like you gave him a title. You called him your emotional support friend. Yeah, and Kevin, you brought him along on the date and didn't tell us. For the whole time. I mean, yes, he was there, but he was there for me.
Starting point is 00:16:26 Sure. Chelsea, do you see where he's coming from? I guess. I mean, but you kind of have to put my, like yourself in my shoes, Kevin. It's a little bizarre to just have a third person there without kind of giving the heads up why and not engaging really in the conversation. Yeah. Are you mad because he didn't laugh at your jokes and he just laughed at his life?
Starting point is 00:16:52 I'd be mad. That's a good question, guys. Chelsea? No, not really. I don't think I was particularly funny because I was kind of creeped out by the whole thing. She's like, I told so many jokes and just what a bad ground.
Starting point is 00:17:08 Kevin, do you think that maybe you could have told her prior to the date that he was coming along? Yeah, he's going to. I didn't need to tell her because he wasn't going to do anything like he's just like wallpaper he's going to be there you know for me so what I think Kevin Chelsea is saying that it's hard for her to connect romantically with you I don't even mean romantically I just mean as a person to person it's just it's hard yeah Kevin it's a little bit distracting Maybe he's waiting for Charles to respond
Starting point is 00:17:44 Wait, is Charles here, Charles speak up right now Okay, so it's a little bit distracting I guess But like the thing is I can tell him to do whatever I want Does that make sense? Because I'm the one that's paying him Oh, you pay him? He's paying him? You're paying him I thought this was like kindness of his heart I mean, okay, yeah, he was technically not facing you for the time.
Starting point is 00:18:14 But, I mean, I could guess I could get him to, like, face the wall if he really wanted. No, no. Just don't bring him. Well, I do think that would be better. That's at least a good first step. Can we agree on that? That's even more awkward, Kevin. No, I mean, a lot of people need emotion.
Starting point is 00:18:29 Oh, we're going to tell him we left. No, just there the rest of the day. A lot of people need a blindfold in a ball gag. You can't see. He can barely laugh. Guys, both of you. What? Support is totally normal and needed.
Starting point is 00:18:40 Absolutely. But let's get you a dog or, you know. But dogs can't laugh at jokes. Exactly. And it was a good date. It wasn't. Did you hear her? It wasn't a good date.
Starting point is 00:18:52 I am so sorry, you all. I don't understand why this is even a conversation. It was awkward and weird and I've got to go. I hope you all have a great day. Sorry. Thank you. Sounds like you need an emotional support friend to deal with that. Don't.
Starting point is 00:19:05 That was a little. She keeps having to go. And I think that's rude. That is rude. She's not interested. And I don't know that you're going to find many that are interested when Charles has to be there with you. But a dog, a lot of women, would be interested. Oh, yeah.
Starting point is 00:19:18 Yeah. Emotional support for animals are kind of weird. I prefer people. Okay. Well, maybe just follow her home again and see if she changes her mind. Jeff, stop. Brooke and Jeffrey in the morning. Have you ever looked at a piece of abstract art or music or poetry and things?
Starting point is 00:19:38 thought, that's just a bunch of pretentious nonsense. Well, that's exactly what two bored Australian soldiers set out to prove during World War II. When they pulled off what was either a bold literary hoax or a grand poetic experiment, publishing over a dozen intentionally bad but highly acclaimed works of expressionist poetry under the name Earn Malley in an incident that caused a media firestorm and even a criminal trial. The Earn Malley episode made fools of believers and critics alike and still fascinates poetry lovers to this day. We break down the truth, the lies, and the poetry in between on hoax, a new podcast hosted by me, Lizzie Logan, and me, Dana Schwartz. Every episode, hoax explores an audacious fraud or ruse from history from forged artworks
Starting point is 00:20:23 to the original fake news to try and answer why we believe. Listen to hoax on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. A foot washed up, a shoe with some bones in it. They had no idea who it was. Most everything was burned up pretty good from the fire that not a whole lot was salvageable. These are the coldest of cold cases, but everything is about to change. Every case that is a cold case that has DNA. Right now in a backlog will be identified in our lifetime. A small lab in Texas is cracking the code on DNA. Using new scientific tools, they're finding clues in evidence so tiny you might just miss it. He never thought he was going to get caught. And I just looked at my computer
Starting point is 00:21:10 screen. I was just like, ah, gotcha. On America's Crime Lab, we'll learn about victims and survivors, and you'll meet the team behind the scenes at Othrum, the Houston Lab that takes on the most hopeless cases to finally solve the unsolvable. Listen to America's Crime Lab on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. I don't say this about many people But this show is an open door for Kevin Whenever he wants to come back He is officially a friend of the show
Starting point is 00:21:42 Even if he wasn't being 100% truthful with us About his emotional support friend I like him and I would let him follow me home anytime Is he the only one that pushes back on dogs That people are better than dogs? They're not Kevin People are your problem Yeah everybody agrees
Starting point is 00:21:59 All the people on the text board I'm saying dogs are better than babies. Yes. Get the right emotional support animal. Actually, wait, did his emotional support friend follow Chelsea Home 2? Hey, I didn't think of that. So there was two dudes following her? If there's two guys following you, now I kind of understand the creepiness of it.
Starting point is 00:22:17 Especially when he's talking to his friend and going, what is it, boy? Do you smell her? You didn't understand the creepiness when the guy was sitting next to him staring at her? The date itself was pretty obvious. I mean, he's just being supportive. Very closely supportive. there's better ways yeah there's better ways
Starting point is 00:22:35 you should have done a face time totally yeah I mean he honestly could have had him on speakerphone and just set the phone on the table that's a good point you know there's lots of life lessons to be taken from these segments and you can go find them online wherever you get your podcast at brook and jeffrey and then email the show we can call that person who wasn't calling you back
Starting point is 00:22:52 brook and geoffrey in the morning have you overlooked at a piece of abstract art or music or poetry and thought that's just a bunch of pretentious nonsense. That's exactly what two bored Australian soldiers set out to prove during World War II when they tricked the literary world with their intentionally bad poetry, setting off a major scandal. We break down the truth, the lies, and the poetry in between on hoax, a new podcast hosted by me, Lizzie Logan, and me, Dana Schwartz. Every episode, hoax explores an audacious fraud or ruse from history. Listen to hoax on the IHeart
Starting point is 00:23:25 radio app, Apple Podcasts, or wherever you get your podcasts. The Super Secret Bestie Club podcast season four is here. And we're locked in. That means more juicy chisement. Terrible love advice. Evil spells to cast on your ex. No, no, no, no, no, we're not doing that this season. Oh.
Starting point is 00:23:44 Well, this season, we're leveling up. Each episode will feature a special bestie, and you're not going to want to miss it. My name is Curley. And I'm Maya. Get in here. Listen to the Super Secret Bestie Club on the IHeart Radio app, Apple Podcast, or wherever you get your podcast. So what happened at Chappaquittic? Well, it really depends on who you talk to.
Starting point is 00:24:05 There are many versions of what happened in 1969 when a young Ted Kennedy drove a car into a pond. And left a woman behind to drown. Chappaquitic is a story of a tragic death and how the Kennedy machine took control. Every week, we go behind the headlines and beyond the drama of America's royal family. Listen to United States of Kennedys
Starting point is 00:24:26 on the IHeart Radio app, Apple Podcast, or wherever you get your podcast. Everyone thinks they'd never join a cult. But it happens all the time to people just like you. And people just like us. I'm Lola Blanc. And I'm Megan Elizabeth. We're the host of Trust Me, a podcast about cults, manipulation, and the psychology of belief. Each week we talk to fellow survivors, former believers, and experts to understand why people get pulled in and how they get out.
Starting point is 00:24:55 Trust me. New episodes every Wednesday on exactly right. Listen wherever you get your podcast. I'm Bob Crawford, host of American History Hotline, a different type of podcast. You, the listener, asked the questions. Did George Washington really cut down a charity? Were JFK and Marilyn Monroe having an affair? And I find the answers. I'm so glad you asked me this question. This is such a ridiculous story.
Starting point is 00:25:23 You can listen to American History Hotline on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

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