Brooke and Jeffrey: Second Date Update - Second Date Update Classic: Uber Meets

Episode Date: July 1, 2026

One of our listeners says HER MOM may have accidentally ruined her chance with a guy and its all because of what mom needed from her daughter in the MIDDLE of a date.See omnystudio.com/listener for pr...ivacy information.

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Starting point is 00:00:00 Joy is essential and it's also elusive, but now there's a new and exciting way to start your journey toward a more joyful existence, Joy 101. It's a new podcast hosted by me, Hoda Kotby. If you're craving inspiration to maximize your joy, tune into these candid, uplifting, and moving on-air chats. Open your free IHeart Radio app. Search Joy 101 and listen now. Joy 101 with Hoda Kotby is presented by CVS. My first guest is Territ Hilton, Shakira, Luke, and Yerrin. Have surprises? Many surprises.
Starting point is 00:00:39 Welcome to the Sweet 305 podcast where the group check comes to life. What on? You're the only person I know that loves a yellow starburst. It's lemonade. This is Sweet 305. Here, oversharing is encouraged. Listen to Sweet 305 with Lele Pons on the IHard Radio app, Apple Podcast, or wherever you get your podcasts. American soccer is exploding.
Starting point is 00:01:04 The knockout rounds are here. The U.S. won their group, and now every match is winner go home. I'm TAB Ramos. And I'm Tom Boger. On our podcast, Inside American Soccer, we'll talk about the real storylines. Discuss the tactics that actually decide matches. And give you the truth about the U.S. national team from inside the program. Whether you're a lifelong fan or this is your first World Cup.
Starting point is 00:01:26 We've got you covered. Listen, Inside American Soccer with Tom Bogart and Tab Ramos on the IHeart Radio app, Apple Podcast, wherever you get your podcast. Hey, this is Chuck from Stuff You Should Know, and we're submitting our most sciencey episodes for your peer review with our new stuff you should know doing science playlist. Out now.
Starting point is 00:01:46 You want to know about Occam's Razor? Simplest explanation is usually the right one? We got you covered. Wondered what chaos theory is ever since the first time you saw Jurassic Park. Well, come on down. So distill a nice pot of tea, everybody. Turn down the gas on your Bunsen burner
Starting point is 00:01:59 and slip into your most comfortable lab coat and listen to the stuff you should know doing science playlist on the IHeart radio app, Apple Podcasts, or wherever you get your podcasts. Can superstars even exist the way they used to? 2016 was sort of that last era of monoculture where we still consume things in community. Everybody wanted to be Beyonce at that point.
Starting point is 00:02:23 I don't think we'll ever see another beyond. What does it mean to be black and eat in America? You will never make me feel bad for being a black girl, for being a black American girl ever. From music to food to the conversations shaping black culture right now, therapy for black girls is bringing it all to the mic. Listen to therapy for black girls on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast.
Starting point is 00:02:46 All right, let's do it. Thank you so much for being here. And I know we say thank you, but I truly mean it. I was about to say that. I'm like every day, Brooke says thank you. I do. I have like so much gratitude to people who are seeking our podcasts out or show out, who are interacting, if we're here, who are doing it, who are giving us a job. That's true.
Starting point is 00:03:05 I agree. Whenever I look through the comments, I'm like, they commented. Thanks, guys. What do we see in the comments today, Alexis? Yeah, if you guys remember the other day, we did a second day, and even if you didn't hear it, we were talking about guys who pick girls up, like tall guys wanting to pick up four girls. Yeah, like lifting them off the ground.
Starting point is 00:03:21 Literally lifting. And N2 Joker TV said, as a six-two man, I love picking up small girls. Don't do it, man. Not at a restaurant. Usually when we meet at my place and then I do the honeymoon carry. Oh. Oh, the honeymoon carry is nice. If she says put me down, she's not happy.
Starting point is 00:03:40 All right? I hope a girl gives me upy someday. The other way around. You picked up. Yeah, I love it. I love it. All right, let's get to it. Here's your episode right now.
Starting point is 00:03:50 Brooke and Jeffrey in the morning. Second date update. We've done so many of these second date calls. What's the strangest way? we've ever heard of two people meeting. Can you guys think of one? Whenever you ask me to remember them, that it's so hard, Jeffrey.
Starting point is 00:04:06 I can't think that. The only one I can remember was back in 2018 with the colliding zip lines. Fortunately, they didn't both make it. At least they got to know each other for a few seconds before the other one had to let go.
Starting point is 00:04:22 Was there one going uphill and one go? It doesn't matter. It was a crash course to love that ended. A little bit too soon. But hey, that's something. You guys remember that anyway. Today's caller, Isabella, met a guy in a pretty unique way, too. Hopefully this one is still with us.
Starting point is 00:04:37 So, Isabella, welcome to the show. I heard you hit him with a log truck. Is that true? Maybe that's why he's not calling you back. I'll do it. I shouldn't be telling the story for you. Why don't you tell us the story of what happened? What's this guy's name, first of all?
Starting point is 00:04:53 Well, this guy's name is Justin, and he's pretty damn cool. Oh, okay. What makes Justin so cool? Well, he's pretty to look at. Oh. He's on. He's not good looking. How did you meet him?
Starting point is 00:05:08 So just randomly, I think I want to say by a week, week and a half ago, I ordered some food through one of the apps. Okay. The entrance to my building is a little hard to find. That's why I went ahead and called Justin. Oh, he was a delivery driver. He was the delivery driver. And, you know, I just thought I'd make life easy. I went downstairs.
Starting point is 00:05:29 I waited. And then finally I saw his car pull up and I just kind of waved him down. Oh, my gosh. Yeah. And I was in my sweats, you know, just chilling. And the thing is, when he got out of the car, I think my heart stopped. Oh, that is so cute. Or was it like a medical emergency?
Starting point is 00:05:52 Are you okay? Oh, my God. Oh, my cute is heart attack. Oh, my God. She means that her heart skipped a beat because he was high. Exactly. Okay. Oh, my God.
Starting point is 00:06:06 Were you immediately like, oh, my God, how do I make a connection? How do I make a connection? Like going through your mind? Yeah. The first thing I thought of was, oh, my God, I looked like crap. I was going to say, you're in your sweat. It's like, oh, man. No, but I always like that.
Starting point is 00:06:19 Meet them when you're at the lowest. So everything you do from then on is going to be, like, better. Right? I guess. But it's hard to hit on and be like, Like, you know, I got a bottle of wine upstairs. And the bra. Yeah, and a bra.
Starting point is 00:06:32 Alexis, you used to be a driver of food, right? Did you get a lot of people trying to, like, run game on you? I tried to drop that food off as fast as I couldn't run. Oh, you didn't even try? I'd drive away fast. Remember? That's why she's so good at track. Right.
Starting point is 00:06:45 So how did you, like, approach him? I wouldn't even know what to say. Yeah. So when he gave me my food, I couldn't help myself. I started flirting with him. Yeah. And I said, You know, just little cute things, like, how long you've been doing this?
Starting point is 00:07:01 Oh. That's always a good question. That's so funny. Do you come here often? Yeah. That is, like, the Uber question to ask any type of driver. How long you've been doing this? That's when you're, like, in the car.
Starting point is 00:07:11 This guy has, like, other orders to take. That's actually a good point, yeah. How long did the interaction last? I mean, I want to see a good five minutes. Oh. Wow. That's a long time. So he didn't care about other people's orders.
Starting point is 00:07:23 He was ready to have me take another order for you. Signed, bro. Do you think that he stuck around? Was he into you? Well, I was hoping it wasn't just for the tip, but I think he was kind of entering. So right after he dropped off my food, I immediately sent him a text through the app. Oh, right. And I said, I hope to get a chance to drop off food by my place again with a winky smile.
Starting point is 00:07:47 Oh, my God. Okay. Dude, that is-bar, you got to order dessert right away. That is so risky, though, because, like, you don't know if this guy's in a relationship. Yeah. I mean, you don't know anything about him, but I don't think of that. I love that you took the chance. If I didn't take the chance, I would have wondered.
Starting point is 00:08:00 Right. Yeah, shoot your shot. So did something come of it, or was that the end? Yes, it actually did. He called me. We started chit-chatting, and then we decided to meet up. Oh. Yeah.
Starting point is 00:08:13 Oh, real date now. Wait, like that same night or later? No, no, no, no. Like a couple days later, we met up for the happy hour. Okay. Okay. And is this like you're eating other people's food that you're delivering with him, or is just a real happy hour?
Starting point is 00:08:26 That would be a really good happy hour. You were sitting in the backseat chilling? No, no, guys. It was a real date. Okay. What'd you do? We met at the location. It was a happy hour.
Starting point is 00:08:37 I gussied up, of course, because I didn't want to remembering that image of me. Yeah, right. Okay. So we went in, we got a couple of drinks. We started to sit down and chit-chat. Here's the problem. Uh-oh. I started getting a lot of phone calls.
Starting point is 00:08:53 Why? What? Well, they just randomly happen. One was a work call that I had to pick up. Another one was my mom, and she was freaking out because she couldn't take a screenshot of something. Oh, God. I spent like 15 minutes telling her, no, mom, you hold both them together.
Starting point is 00:09:13 You all the few buttons. During the day, you did this? I mean, I had to. It's my mom. God forbid something was wrong. No. I always silenced my mom. I'll call you later.
Starting point is 00:09:24 Yeah, I'm hoping something's wrong. Not answering. You're hoping. He was really nice about it. He had a smile. He's like, don't worry about it. I get it. But I could tell as every call came through,
Starting point is 00:09:35 I could see he was starting to get annoyed. Yeah, because you keep answering the calls. That would be annoying to anybody, I feel. I mean, if you silenced them and addressed it, wow, I'm getting a lot of calls. I'm sorry about that. That's one thing, but you're answering them. So that's a regretful moment for sure.
Starting point is 00:09:50 Yeah, I know it wasn't a good look on my part. I know I messed up. So what's happened since then? Well, the date only lasted about an hour. Oh, gosh. And he said he called me back and he didn't. The one call you actually wanted. Yeah.
Starting point is 00:10:06 Yeah. So I'm hoping you guys can help me out. I'm sure he feels like you weren't even that interested. You know what I mean? Yeah. This is more like he obviously isn't interested. It's the why. Is it the phone calls?
Starting point is 00:10:18 Like, what was it? These are good questions. Let's remember them for when we come back and call Justin, the Uber Eats driver that Isabella met while he was dropping off her food. Is it a true love connection? We're going to find out when we call him in your second date
Starting point is 00:10:34 update right after this. Brooke and Jeffrey in the morning. Second date update. Apparently, we met the one person in the entire country who admits when they're on a date with a cute guy, they're going to pause that date to help their mom figure out how to screenshot
Starting point is 00:10:49 her own phone. I don't think anybody else would have that but Isabella did. She's not getting a call back from Justin. It could just be because you're such a great daughter. He's intimidated by it. I think she's just not very self-aware. I can see you're just answering the phone. Next thing, you know, you're talking. You look up, oh my God, I'm on a date. What am I doing? It feels like you, doesn't it, Jose? It feels like you. Yeah. Easily distracted. I can see it happening. Isabel, does that make you feel better? Not really. Okay.
Starting point is 00:11:24 At least she's honest. At least she's honest. But you know that you're on a radio show right now, and you know that we're going to call Justin for you to try and get you a second date here. Yes, I'd love that. Okay. Okay. We never asked. Did you ever, like, text him after the date and apologize or be like, my bad.
Starting point is 00:11:40 I should have in hindsight, but no, I didn't. I just called. I mean, I thought during the conversation, I could bring it up, but I never got a call back. Oh, okay. So you were just waiting. So this is going to be the first call from you. And to be fair to you, you don't know if that was the main problem on the day. Maybe his reasons are totally unrelated to the phone call.
Starting point is 00:11:59 Hopefully there's not more problems. Yeah, he's like that and. It could be a personal problem on his side. That has nothing to do with her. Let's blame him. I like it, Jeff. All right. Let's call him right now and accuse him of being a bad dater.
Starting point is 00:12:12 Here we go. Hey, we're looking to talk to Justin. Yeah, this is him. Hey, Justin. Yo. We're a radio show calling you. Okay. Sorry.
Starting point is 00:12:32 Tell him who we are, Jeff. Just continue the sentence. We're a show called Brooke and Jeffrey in the morning. And we just called you. Jeff wanted you to know that. Yeah. If you didn't know. Okay.
Starting point is 00:12:42 Yeah, sorry, I'm not very good at my job, Justin. You're going to learn that as this call goes on. We're here to help them, Justin. But we have a lot of fun, so that's cool. I'm sorry, why are you calling me? Good question. Because we do this segment called a second date update, where we try to help our listeners get in touch with people that they've gone out with once
Starting point is 00:13:00 before. and they want to see him again. So that's the case with you and one of our listeners, Isabella. So what did she tell you? Oh, okay. You remember Isabella. But listen, you said that, you said that with a smile on your face. Yeah, it's definitely a smile.
Starting point is 00:13:20 I don't think it's for the reasons you think it is. Yeah, well, I mean, here's what we know about your guys' date. There was happy hour. She said that it didn't last very long. There was only like an hour that you two spent together, which, I mean, we do a lot of these. That's pretty short for as far as these interactions go. Well, that's how long I was happy, I guess. Oh, wow.
Starting point is 00:13:44 Oh, it was just, it wasn't happy hours. Actually happy hours. Okay. Did it have anything to do with the fact that she was on the phone for like most of the time? Yeah, that is regrettable. She brought that up to us. Yeah. You know, the phone calls weren't great.
Starting point is 00:14:00 Yeah. She knew that. She feels so dumb. And apparently one of them was from her mom. Yeah, there was one from her mom, which honestly, that wasn't a big deal. My mom really sucks at tech, too. I literally just got done texting her about how to use her Apple TV. So I get it.
Starting point is 00:14:20 Oh. Okay. So your understanding of that. She was really self-conscious about that one. She thought maybe that was a deal breaker. No, I mean, like answering the phone, that's annoying. because it's your mom is kind of endearing
Starting point is 00:14:32 but there was another phone call that was what kind of turned me off. Really? She said a friend maybe a call too. Is that what you're talking about? Yeah, definitely a friend. Why are you laughing? Okay, so here's the long version of us, I guess,
Starting point is 00:14:51 but we were talking whatever about our lives, what we do, blah, blah, blah. And she said she had a cat. A cat? A cat. A cat, yeah. Yeah. Okay.
Starting point is 00:15:00 Like, she loves this cat, very close to the cat, teaching the cat tricks. Okay. Then goes to say that my cat, like, we talk. Huh? She talks. She does these things. And I mean, I've seen like Instagram videos where cat, it sounds like they say, I love you when they're really just like, I don't know, chirping or whatever.
Starting point is 00:15:19 Okay. That's funny. Yeah, exactly. I'm like, oh, sweet. But after the mom calls, the phone goes off again. Yeah. But her voice totally changes. How so?
Starting point is 00:15:29 Instead of being like, oh, hey, mom, it was like, hey, baby. Oh, like that. Like pet talk voice? Like when you talk to? Yeah, like baby talk. To who? Who was on the other end? Well, I mean, we just got done talking about her cat.
Starting point is 00:15:43 So immediately, I think she's talking to the cat. What? Yeah. How is the cat calling her? Yeah. And she's like, I'm up on the counter? You shouldn't be on the counter. What?
Starting point is 00:15:53 That's not allowed. Okay, so how the hell did the cat call the phone? Yes. Did you say anything to her? Like, did you bring up, is that your cat that you're talking to? Absolutely not. No way. No way.
Starting point is 00:16:08 Like, Cassie's Alexa to make calls. I was just so shocked and I was afraid that she was going to say, yeah. I thought it would be best if I just sit my drink, tip my hat, and get out of there. Oh, okay. It cannot have been her cat calling her. Like, how? That's the best option. They have little buttons for animals to talk.
Starting point is 00:16:28 No, get out of here. Let's find out because Isabella is actually on the other line wanting to talk to you all about this right now. Isabella. Of course she's on the phone. I mean, you could have just led that she's here. It's kind of how the segment works. Oh, my gosh. Maybe her cat's there too.
Starting point is 00:16:46 Isabella? Yeah, let's hope. That's ridiculous. Wait, it's ridiculous. You make me sound like a crazy person. What the heck are you talking about? She was talking to her cat. She was talking to her dog.
Starting point is 00:16:58 Come on the counter. Yeah, who was on the counter? Exactly, Alexis. Who were you talking to? Guys, I was talking, it was a work call, and I was talking to my assistant who I've known for over a decade. And we worked together in a design shop. What? You talk, baby, talk to your coworker and tell her to get.
Starting point is 00:17:19 Guys, we're best of friends. And when I told him, did you get on the counter? He understood that because sometimes you have to get on the counter. to manipulate the lights. Oh, okay. So you should have been using a ladder instead of putting his yucky shoes on the countertop. Huh? So.
Starting point is 00:17:39 It's the baby voice for me. Justin, does that explain the baby voice to you? No. No. It's your, it's your assistant. The person you, like, hired and you're going to talk like a baby to your assistant. Justin, we've been best of friends for 10 years. We joke around.
Starting point is 00:17:58 No, that's how every, that's my professional voice here too. Isn't that right, bro? Don't you want to do a prank phone on that? There would be workplace violence if you talk to me like that. Oh, somebody's cranky. I think somebody needs to go to the break room and have a snack. I don't know how instantly I can go to race. Dude, are you being serious or are you just trying to cover up the cat?
Starting point is 00:18:22 Is this true? Guys, talking to a cat like a baby sounds in. insane to me. Yeah. To us too. Justin, where's your head at? We're not hearing from here. Where's my head at?
Starting point is 00:18:34 Okay. I kind of wish it was the cat now. Come on. Justin, I keep being serious. Like I said, we've been friends for so many years. Like, we have this rapport. I could talk to him like that and he'll turn around and be mean to me. I mean, it's just, we're just friends.
Starting point is 00:18:51 That's just part of your friendship. I mean, think about it this way, Justin. If that call never happened and you never heard her talk that way, would you still be interested in going out with her? Yeah, I probably would have, but now I don't know what to think. Well, I mean, it seems like you could give it another shot. And who knows? Maybe like in a few years down the road she'll start talking like that to you.
Starting point is 00:19:13 I don't think that's a sell. I do. I do. Yes, I do. Yes, I do. Yes, I do love you. It's worth at least finding out because we would offer to send you guys out one more time and we'd pay for that date. I'm willing to do a redo if you are. Yeah, we know you are. That's why you call. The whole voice. It's his decision.
Starting point is 00:19:32 Yeah, that was her big girl voice, Justin. That was the big girl voice. Okay. If we can promise that phones go on silent in a way, I would do it again. Okay. Okay. Can you do that, Isabella? I will do one better than that.
Starting point is 00:19:50 If you get a chance to meet my coworker, I will let you talk to him that way. Wait. Justin, you want a baby talk or co-worker? I think that's what the offer was. I'm not... I like that offer. I'm out. I'm done.
Starting point is 00:20:07 We had them and then we lost him. Did that be no? Did he say no? Yeah, he sounds cranky too. It's Brooke and Jeffrey in the morning. Brooke and Jeffrey in the morning. Do you ever think about Buffy the Vampire Slayer? And whether we actually need to bring it back?
Starting point is 00:20:25 Because we don't think we do. It's contrast. But we loved it exactly how it was. This week on Bestie Listen, we're getting into why some shows shouldn't be revived. And why nostalgia doesn't always need a sequel. Buffy taught us resurrection comes with consequences. And maybe this time, we should listen.
Starting point is 00:20:44 Stream Bestie Listen on Iheart Radio, Crave, or wherever you get your podcasts. Hey, I'm Hoda Kotby, host of the podcast, Joy 101 with Hoda Kotby. Okay, if you know me, you know this. I'm always searching for inspiration, for support, and useful tools to help maximize joy. So this podcast lets us uncover all of that together. We're going to have these meaningful conversations with the world's most fascinating people. Like when actress Olivia Munn shared how she overcame fierce health challenges that she never saw coming. I've gone through breast cancer and then helped my mother through breast cancer.
Starting point is 00:21:21 And that was more difficult. There's a lot of people who understand postpartner refurbation. I was not prepared for postpartum anxiety. Olympic champ Sean Johnson revealed why she had no choice but to be a gymnast. There was something about gymnastics that was intoxicating to me. It's given me a belief that we all have one of those treasures inside of us. We just have to find it. Listen to Joy 101 with Hoda Kotby on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.
Starting point is 00:21:49 When we first heard these two met over a food delivery order, I was thinking, oh, this is going to be the first ever second day. meat ugh. You know, instead of meat cute because she was disheveled, she said she didn't have a makeup on to meet ugg. But we didn't even talk to them about that when they were both on the phone together. No, we just focused on her weird baby voice
Starting point is 00:22:09 calls. It's interesting. He wasn't worried about the sweatpants and the messy hair at all. No. As soon as the baby voices started, then we all kind of chimed in and went into our own baby voice talk. Yeah. It was a little sad. I saw really, really, really,
Starting point is 00:22:25 wish it was just like, yeah, my cat called me. I was talking to my cat. You were so adamant, Jose, that cats can call people during this whole thing. Have you guys not seen the... There's got to be a way. She hasn't seen. They could push the button and call. It would be very easy.
Starting point is 00:22:40 Even that's too much. They should implant cell phones into cats' brains so that they could call with their minds. Anyway, back to the dating stuff. That's what we're supposed to help you with. We'll call the person who isn't calling you back, and then we'll come up with a bunch of cool cat inventions. So cats can call humans. They're the easiest trained animals ever. It's broken Jeffrey in the morning.
Starting point is 00:23:00 Joy is essential and it's also elusive. But now there's a new and exciting way to start your journey toward a more joyful existence. Joy 101. It's a new podcast hosted by me, Hoda Kotby. If you're craving inspiration to maximize your joy, tune into these candid, uplifting, and moving on-air chats. Open your free IHeart Radio app.
Starting point is 00:23:22 Search Joy 101. and listen now. Joy 101 with Hoda Kotfi is presented by CVS. My first guest is Paris Hilton, Shakira, Luke and Yerrin. You have surprises. Many surprises. Welcome to the Sweet 305 podcast where the group check comes to life. What on?
Starting point is 00:23:43 You're the only person I know that loves a yellow starburst. It's lemonade. This is Sweet 305. Here, oversharing is encouraged. Listen to Sweet 305 with Lle Pons on the, iHeartRadio app, Apple Podcast, or wherever you get your podcasts. American Soccer is exploded. The knockout rounds are here.
Starting point is 00:24:06 The U.S. won their group, and now every match is winner go home. I'm Tad Ramos. And I'm Tom Boger. On our podcast, Inside American Soccer, we'll talk about the real storylines. Discuss the tactics that actually decide matches. And give you the truth about the U.S. national team from inside the program. Whether you're a lifelong fan or this is your first World Cup. We've got you covered.
Starting point is 00:24:27 Listen, Inside American Soccer with Tom Bogart and Tab Ramos on the iHeart Radio app, Apple Podcasts, wherever you get your podcast. Hey, this is Chuck from Stuff You Should Know, and we're submitting our most sciencey episodes for your peer review with our new stuff you should know doing science playlist. Out now. You want to know about Occam's Razor? Simplest explanation is usually the right one?
Starting point is 00:24:50 We got you covered. Wondered what chaos theory is ever since the first time you saw Jurassic Park. Well, come on down. So distill a nice pot of tea, everybody. turn down the gas on your Bunsen burner and slip into your most comfortable lab coat and listen to the stuff you should know doing science playlist on the IHeart radio app, Apple Podcasts, or wherever you get your podcasts. Can superstars even exist the way they used to?
Starting point is 00:25:13 2016 was sort of that last era of monoculture where we still consumed things in community. Everybody wanted to be Beyonce at that point. I don't think we'll ever see another beyond. What does it mean to be black and eat in America? You will never make me feel bad for being a black girl, for being a black American girl, ever. From music to food to the conversations shaping black culture right now, therapy for black girls is bringing it all to the mic. Listen to therapy for black girls on the IHeartRadio app, Apple Podcasts, or wherever you get your podcast.

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