Brooke and Jeffrey: Second Date Update - Say Yes To The Ex: Trio Tangle

Episode Date: July 2, 2026

We’re doing our best to reunite a listener with one of their previous romances… only if we don’t screw it up first. Catch a “Say Yes To The Ex!"See omnystudio.com/listener for... privacy information.

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Starting point is 00:00:00 I'm Jake Brennan, and on my podcast, Disgraceland, I tell the stories behind music's biggest names, the moments that changed music history forever. Sonic Youth was cool, but was the band cooler than the couple on the cover of their album, GOO? Cool enough to escape the glare of the international paparazzi? Cool enough to escape murder? Discraceland is part of the exactly right network. Listen to new episodes every Tuesday, bonus episodes Thursday, and rewerexswain. winds on Sunday on the Iheart Radio app, Apple Podcasts, or wherever you get your podcasts. Joy is essential and it's also elusive. But now, there's a new and exciting way to start
Starting point is 00:00:41 your journey toward a more joyful existence, Joy 101. It's a new podcast hosted by me, How to Coppe. 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 Cotfi is presented by CVS. My husband is at a spa resort with his mistress right now, and I'm calling the hotel to confront them both. Wait a minute, Dakota. She's calling the hotel while they're checked in together. Yeah, that's right, Sophia. And it gets worse. It's Vacate to Vacation Week on the OK Storytime podcast, where she caught him buying gifts on Amazon and then taped the 10-page letter
Starting point is 00:01:24 inside his luggage before he flew out. So she planted evidence before he even took off? And spoiler, Sophia, two years later, karma hits so hard. He's calling his ex-wife in tears saying about his mistress. What a mistake that was. To find out what happened, listen to the OK Storytime podcast on the IHart Radio app, Apple Podcasts, or wherever you get your podcast. American soccer is exploding. The knockout rounds are here. The U.S. won their group, and now every match is winner go home.
Starting point is 00:01:54 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. Listen, Inside American Soccer with Tom Bogart and Tab Ramos on the IHeart Radio app, Apple Podcasts, wherever you get your podcast. My first guest is Paris Hilton, Shakira, Luke and Yerrin.
Starting point is 00:02:26 We have surprises, many surprises. Welcome to the Sweet 305 podcast, where the group chat. 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.
Starting point is 00:02:43 Listen to Sweet 305 with Lle Pons on the IHartRadio app, Apple Podcast, or wherever you get your podcasts. Hey, it's Brigg and Jeffrey in the morning. And today is a little treat. It's a segment we do called say yes to the X. Oh, what a treat it is. I mean, I will say it's not hard to find people. who want to get back together with their ex.
Starting point is 00:03:04 No, not at all. Yeah, the difficult part is finding people whose ex will actually answer the phone. Spoiler alert, they don't always just say yes. They say a lot of stuff. Don't spoil it. A lot of TV, okay? Drama.
Starting point is 00:03:16 So that's exactly what we're going to do today. We're going to help some poor soul out think it's a good idea to get back with their ex. Every once a while it works out. Yeah, we'll find out. You never know. Yeah, but what do we have in the comment section? Daniel Vasquez said,
Starting point is 00:03:30 I would rather surgically remove my own eggplan emoji than pursue a woman like this from one of our dates. OMG, I need therapy listening. Okay. Read this comment. Ha-ha. Love you. Brooke, Jeff, Alexis, Jake, everyone, Jose, love you.
Starting point is 00:03:42 Hey, Daniel, just for future reference, you can just not date people. You don't have to cut stuff off. You know, you can just simply not hit her up. But can we applaud him for the first non-creepy use of the eggplant emoji? That is true. You deserve this.
Starting point is 00:03:55 We can applaud him for that. Shout out. Way to use it, buddy. All right. Let's get to your say yes to the X right now. Do you think people can change? Hmm. Yeah, absolutely.
Starting point is 00:04:07 You have to change eventually, Jeff. Just look at Robert Downey Jr. Yeah, he changed. Went from disgraced Hollywood addict to beloved Oscar winner. Which is kind of the same thing in Hollywood. It depends on if you're winning or not. Shrek went from grumpy loner in a swamp to sensitive caring husband in a swamp.
Starting point is 00:04:27 Yeah. That's true. Even Hannibal Lecter reformed on his cannibalism and started eating impossible human instead. It's vegan, it's fine. Okay, don't ask questions. All right. And today, one of our listeners is ready to prove that he's changed his ways in the dating world. That's good.
Starting point is 00:04:44 And he's hoping to prove it to the ex-girlfriend that he knows he didn't appreciate enough. Willing to risk it all to show he's changed and finally ready for love. Okay. Question is, what does his ex think? Does she believe him? We're going to find out when we have them both on for a brand new say yes to the X coming up right after this. Brooke, when you look back at your dating life, who would you say is the one that got away? I don't think they got away.
Starting point is 00:05:11 I got the one I wanted. There's someone out there. By got away, I mean, that ran away from you the fastest. Oh, I can definitely think of a couple names. Yeah, probably a few dozen names. Her husband is a runner, actually. No, he stayed. He stayed.
Starting point is 00:05:24 The other ones were quick, though. Slippery. Because for a lot of people, that person exists, that old flame from your past who somehow slipped through the cracks. And you've always felt like maybe, just maybe, you could have made it work with them if you were given one more chance. And today, we're going to give someone that opportunity with another edition of say yes to the ex. Oh, I love these. And just like Brooke, our listener today also has had many, many previous lovers. At least three of which he said he'd be okay with hanging out.
Starting point is 00:05:56 with one more time. So we're just rolling the dice to see who answers the phone? Yeah. Let's figure it out. His name is Thomas. So Thomas, welcome to the show. Hey, guys, what's going on? Thanks for having me on.
Starting point is 00:06:07 Hey, Thomas, you seem like an open-minded guy if you'd take back three of your exes. Normally, our listeners will give us one X that they want us to track down, but you have three in mind? Yeah, I've kind of been doing the Playboy life for a while. Definitely had a handful of relationships. women and just not really wanting to be tied down. Is that changing? Because this is like say yes to the ex.
Starting point is 00:06:33 Yeah. Yes. I think, well, I think, you know, that's how my dad was. So what ends up happening is, you know, I think I inherited the gene from him. Oh, the noncommittal gene. Yeah. I think that's going to be more learned than inherited. But yeah.
Starting point is 00:06:51 I trust him. I think it's genetic. Do you? Yeah. I mean, listen, I've had plenty of women, like, who will. wanted to take things further. Well, we know, we get it. You're a wanted man. There's many, many, many, many women in your history.
Starting point is 00:07:04 And probably many, many, many more that wanted to be in your history that didn't get the chance. Don't forget, it's his dad's fault that he's single right now. And it's true. Your dad's fault, you're hot and attractive, bro. Okay. Well, we're all very jealous of your dating history, bro. But do you feel like you've matured since then? Or are you still in that same spot?
Starting point is 00:07:19 Yeah, no. As I get older, I mean, I look back at my life and there's a little bit of regret. I think, man, like, I really could have had something special with that. girl. Okay. Okay. So, so better mentality to be in. Now you're wanting to reach back out to one of three X's that you think. I mean, that's what I'm following Jeff is saying, right? Yeah, look, there was a lot, but there's three that I'm open to being open with again and exploring it for sure.
Starting point is 00:07:43 Okay. Well, it must have been tough to narrow it down. Here's the thing, Thomas, if you're such a catch, why are you calling us for help? I just feel like I need your guys just help to reach out to them and find them. Okay. And I haven't had much luck. I will say it is cool to have a radio stick to be on the radio. Seems more romantic. But you usually call us if it went bad with them at the end. Yeah.
Starting point is 00:08:04 Right? Well, yeah, to be honest, I think I had to think too quickly with all three. It was completely my choice. Of course it was. Yeah, obviously. Oh, my God. So you gave our producer those three names before we had you on the show. Oh, really?
Starting point is 00:08:19 And so he tried to track each of them down. I will say he was only able to get one. Oh. At least one that was willing to join us here. Oh my God. Do you know which one yet, Thomas? No. I don't.
Starting point is 00:08:32 Here's the big reveal. So the one that our producer was able to get, her name is Georgina. Ah, Georgina. Nice. Oh, okay. I like that. Georgina sounds beautiful. She was in the top two out of the top three.
Starting point is 00:08:47 So, okay, tell us about you and Georgina and your past together. We don't know anything about it. Yeah, yeah. Georgina and I connected around super. six years ago. Wow. That's a lot of time. We actually met a friend's wedding.
Starting point is 00:08:59 I was the grooms man. She was the bridesmaid. And we just had some flirtation, energy going on, drop the ceremony. Okay. And, you know, of course, she ended catching the bouquet. And we dated for a few weeks. Oh, a few weeks? Oh, that's quick.
Starting point is 00:09:15 What were the few weeks like, Thomas? What's your fondest memory that you can recall being with Georgina? Well, when we hooked up at the wedding party or out. after the wedding party. Oh, still at the wedding. Yeah, because they rented this house
Starting point is 00:09:30 for the bridal party. Yeah. And, yeah, had its own little kind of an area, bar area, downstairs.
Starting point is 00:09:36 Okay. And, yeah, we broke the shink in there. It was hilarious. Oh. Oh, that is... That's true love, bro.
Starting point is 00:09:45 I tell you, I don't know if she's going to want us to bring that. Are you sure? It's kind of a private moment, maybe. And the custodians
Starting point is 00:09:54 were probably involved to some level and like at least the cleanup I didn't admit it was that. So yeah I guess it wasn't that private. Well she was just always fun like that you know and I really like that about her Okay so you were with her for a few weeks it sounds like what do you
Starting point is 00:10:09 Why did you guys break things off? Yeah she wanted to get more serious And I was speaking about other friends Weddings that were coming up Other sinks to break yeah She's like let's take a break and we just never pick it back up well you guys obviously have mutual friends since you were both in
Starting point is 00:10:25 You know, the bridle and wedding party. Yeah, and I've got a really, really good feeling about this. Do you? I do. Because you know that Georgina is waiting on the other line dying to talk to you. Nice. She hasn't heard any of this, though, right? No, no.
Starting point is 00:10:40 This isn't like a second day. She's muted. She can't hear this. But she is ready to find out if love still exists years after you broke that sink together. Oh, so they're just going to talk. Don't sound so skeptical, everybody. We don't get to ask any questions. It's all about him?
Starting point is 00:10:55 We're going to back away, reconnect these two lovebirds and see if she says yes to the X. I really hope this works. When we continue right after this. We're in the middle of say yes to the X. Oh, goodness, we are. Trying to help our listener Thomas rekindle the spark with the girl that he broke a sink with six years ago at a wedding after party. And by that, you know what we mean. Okay.
Starting point is 00:11:17 It's really good. Very interesting connection. But Thomas, for better or for worse, was a self-described player. And I say was, because that's the past. That's the old Thomas. Now he's a new person. He's matured. And out of the hundreds of women that he's ever hung out with,
Starting point is 00:11:35 he was able to narrow it down to three for our producer. And Georgina, that girl from the wedding, is on hold right now. She cannot hear us, but we're about to punch her up and see if there is still some sort of spark between her and Thomas. And she does know she's going to be talking to Thomas, right? She does not know who she's talking to. She knows that there is an ex of hers on the phone wanting to talk to. Why are you so skeptical? I don't understand.
Starting point is 00:12:03 This changes everything. Yes. Hey, why do you guys sound so skeptical? I'm a good dude. Come on. I believe that. Really? I mean, we don't know her other exes, though, like who she was expecting.
Starting point is 00:12:13 I mean, and here's the thing, Thomas. Like, when we asked you about Georgina, the only descriptor was the sink incident. You're like, when we first hooked up. It was not a lot of it. He said she was fun. Such was fun and that was his fondest memory. I'm sure there's many more he didn't even have time to get to that were just as romantic if not more than that. In the weeks that they hung out.
Starting point is 00:12:33 Yeah. Okay. Six years ago. And don't take judgment from a woman who left one of her exes during his open heart surgery. That is a true. That is a true story. No, that was after, after I was actually in the hospital the entire time. Okay.
Starting point is 00:12:46 So she broke his heart. Flirting with one of the doctors. We know. So you don't have to feel judged by her. Okay, Thomas. All that you need to focus on is Georgina, who is. is waiting to talk to you or doesn't know who it is. But don't bring up the fact, Thomas, that you had two other people that you were thinking of as well, please.
Starting point is 00:13:03 I won't bring it up if you guys won't bring it up. Okay. I'm not going to say to this one. Glad Jeff does all the talk about. Yeah, we can't waste any more time here. I'm just going to punch Georgina up. You can introduce yourself because she does know that she's on the radio and knows it's one of her exes just doesn't know who. So here we go.
Starting point is 00:13:17 Why wouldn't you say it to me? I don't understand that part. Well, just based on the first response that we got back from the first girl we tried to contact, that didn't go so well. So we thought maybe we shouldn't say your name to these women and we'd have a better chance. No, you guys, this is like a set up. And you say I'm the mean one? I'm just being honest.
Starting point is 00:13:34 Okay. That was brutal. Who doesn't love a romantic surprise? Everybody does. Here we go. We're running out of time. We have to get Georgina on the phone here. I'm a punch her up.
Starting point is 00:13:45 Here we go. Georgina, are you there? Hi, yeah. Hi. How are you? Georgina. I'm good. Thank you for joining us.
Starting point is 00:13:52 You're on Brooke and Jeffrey in the morning right now. There is somebody on the phone with us who really wants to talk to you. Wow. Okay. Well, this is exciting. Yeah. There are a couple people I've been hoping to reconnect with, so this is great. There are people that you were hoping to reconnect with?
Starting point is 00:14:08 Yeah. Yeah, there are. There's a few. Okay. Maybe it's one of those people. We're going to step away and let him talk to you. Go ahead, mystery call or say hello. Hey, Tom.
Starting point is 00:14:19 Hey, Jovina, this is Thomas. Who am I? Oh, God, Thomas. Yeah, remember me from the wedding way back at it, like, five or six years ago, right? Yeah, I remember you, but like, this is definitely not one of the people I was hoping for, but... That was blunt. Yeah, you're kidding, you're kidding. Now, I get it, you're pretty funny. She always been this funny?
Starting point is 00:14:48 She was kidding. No, I'm not saying funny. I mean, what's funny is that, you're pretty funny is that, you're pretty funny. you're actually winking out because you're the one that blocked me and it was six years ago. Like, we only saw each other for two weeks. Oh, God. This is actually really sad. Oh. Only two weeks?
Starting point is 00:15:07 Sad? Our show is a pretty sad show. Oh, my God. More on his part. I mean, you guys were cool. What are you talking about? I thought we had a nice connection and I thought we'd reach back out. I mean, we had a fun time at the wedding.
Starting point is 00:15:21 Don't you remember? Thomas, we barely hung out. Like, what do you even remember from hanging out with me? I remember the wedding, and I remember, you know, we had fun. We broke that sink, remember? We broke that scene. Yeah, but really, was there anything else that you remember about hanging out? Yeah.
Starting point is 00:15:38 I remember you had a nice body. Oh, grunt. Okay. I think I've heard enough of this. Yeah. Well, wait, hold on a second. I see why we didn't mention his name now. Hold on.
Starting point is 00:15:50 We'll let you go in just a second. Georgina, I understand your time is very precious. But Thomas, I do need to let you know that we have a little bit of a surprise for you. Wait, we're going to be a surprise? What's that? You have a surprise for me? That's right. Our producer was able to track down another one of those exes that she gave to us.
Starting point is 00:16:09 Why are we doing this with Georgina still on the phone, Jeff? Don't be rude. Brooke, stop it. This is an entertainment show. Oh, my God. And in the name of entertainment, we need to bring Shannon on the phone. It's not our life. One of your exes.
Starting point is 00:16:22 She does know that it's you this time, and she wants to say something to you. And she still came on the phone. Shannon, are you there? I'm here. Hey. Hey, Shannon. We got... You voluntarily came on to talk to Tommy?
Starting point is 00:16:34 Oh, yeah, because I got the words for Tom. Oh. Is it dirty talk? Some really romantic words? No, none are romantic. Yeah, I don't even understand what's going on here, guys. I don't get it. You are out your damn mind.
Starting point is 00:16:48 Nobody wants your philandering -k, okay? Shannon, I thought we were cool. Come on. Why? This is like a little treat. I mean, we had a nice time, and I don't know. We got it on good terms. You know what you're good for?
Starting point is 00:17:08 You are good for those one-time little trick. That's what you are. You are a trick, okay? Oh, he's a trick. I mean, I get it, but like, let's just say we did that one-time, every day, and I swear I'm much more mature now, much more. You've been a nice body. That's not, well, girls, I feel like, years.
Starting point is 00:17:29 I've never heard that line before. Is Georgina even still on the phone, too? Yeah, I'm here, and Thomas, don't say that anymore. Georgina, this is supposed to be Shannon and Thomas's time. So please don't be a lot of yet, okay? I agree with you, girl. We don't need your validation, Tommy. We know we've got banging bodies.
Starting point is 00:17:52 And it's for somebody else, not you. That's right. That's very good. But what if I told you, out of all of Thomas's exes, he narrowed down to just like the top three. And you guys were in the top three. Don't cry. That's really special. Wow.
Starting point is 00:18:09 Why? Shannon, how long did you? You and Tommy, how long did your guys is? Or Thomas, how long was your guys' relationship? It was a month. Oh. And it was a very stressful month. I should have saw all the red flags.
Starting point is 00:18:24 They were waving. Okay. Okay. So you learned a lot from your time with him. Did you guys break any kitchen appliances in that month? Oh, thank God, no. But there was a table. I will say that.
Starting point is 00:18:35 There was a table. Oh, okay. He's the MVP of IKEA over there. Time is running out. I feel like I should offer a gift card to all three of them so that they can meet up together and work things out. What do you guys say? Thomas, Georgina, Shannon, you guys all go out on a group date on us.
Starting point is 00:18:53 A group date? I mean, maybe just me and Shannon, but exactly. Me and Georgina pool. Yay. Okay. Really didn't see that coming, Joe? Yeah. I don't even think Thomas would want that.
Starting point is 00:19:04 I would be scared if I was. Thomas thinks there's a possibility for it. Thomas could swing anything. Yeah, you might need to check his food. Oh. Oh, that's a friend. Yeah, I'm still here. Okay.
Starting point is 00:19:16 Well, Thomas, it sounds like it's going to be a no to say yes from the X from both Shannon and Georgina. But hey, we still have that other third X that you could consider. Oh, you never know. I thought you said that she said she'd never wanted to speak to us again after we mentioned this name. Well, maybe if you go through a different radio show, you can get her to agree. It's Brooke and Jeffrey in the morning. Brooke and Jeffrey in the morning. Listen.
Starting point is 00:19:42 You're there for heart-wrenching knockouts. The world's biggest stage. And breathtaking triumph. In 2026 FIFA World Cup. The knockout stage. Every match, every moment. Listen on TSN Radio. Join the globe.
Starting point is 00:20:00 On the road to the July 19th final. 2026 FIFA World Cup. Stream it all live on TSN Radio. Available on IHeart Radio. 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.
Starting point is 00:20:27 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, and that was more difficult. There's a lot of people who understand postpartum depression. 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. Well, if he calls another show, it's not going to be one that's more successful than
Starting point is 00:21:14 ours, right? Let's hope not. I don't want to get jealous. Yeah. It goes viral on another show. I'm so mad at Thomas. Exactly. Dude. How brutal. Yeah. How brutal. It's like one, I think it's probably everybody's worst nightmare to get your two exes on the phone and then have to listen to them both. Yeah. As one person commented, uh, LO, this was a smear campaign. This guy doesn't say yes to the ex. Oh, man. This is one of the best shows yet. me crack it up the whole time. Thanks for using the poor guy to entertain us, Jeff. He took one for the show for sure.
Starting point is 00:21:45 He did. He really did. Yeah. Why he would share all those phone numbers with our producer. Just have awareness of what your ex might think of you. Maybe more of that. That's too hard for some people. Yeah.
Starting point is 00:21:55 And it would ruin our segment. That's true. Hey, let us know if you like say yes to the ex and we'll, you know, maybe pop it in there more often if it becomes a fan favorite. We always love to listen to your opinion. So definitely leave them, comment, hit that subscribe. and we'll be back tomorrow with a second date update. Brooke and Jeffrey in the morning.
Starting point is 00:22:14 I'm Jake Brennan, and on the Disgraceland podcast, I explore the wild lives of rock stars and unbelievable true crime stories from music history. These are the stories you haven't heard, the kind you'll end up telling someone else. Like the time Paul McCartney spent in a notorious prison or the bizarre crime Lady Gaga is accused of or that time Blondie's Debbie Harry escaped Ted Bundy.
Starting point is 00:22:41 Listen to Disgraceland on the Iheart Radio app, Apple Podcasts, or wherever you get your podcasts. 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, How to 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 00:23:10 Search Joy 101 and listen now. Joy 101 with Hoda Kotfi is presented by CBS. My husband is at a spa resort with his mistress right now, and I'm calling the hotel to confront them both. Wait a minute, Dakota. She's calling the hotel while they're checked in together. Yeah, that's right, Sophia. And it gets worse.
Starting point is 00:23:29 It's Vacate to Vacation Week on the Ok Storytime podcast, where she caught him buying gifts on Amazon, and then taped the 10-page letter inside his luggage before he flew out. So she planted evidence before he even took off? And spoiler, Sophia, two years later, karma hits so hard. He's calling his ex-wife in tears saying about his mistress, what a mistake that was. To find out what happened, listen to the OK Storytime podcast on the IHart Radio app,
Starting point is 00:23:55 Apple Podcasts, or wherever you get your podcast. American soccer is exploding. 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 Bogart. On our podcast, Inside American Soccer, we'll talk about the real storylines. Discuss the tactics that actually decide matches.
Starting point is 00:24:16 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. Listen, Inside American Soccer with Tom Bogart and Tab Ramos on the iHeart Radio app, Apple Podcast, wherever you get your podcast. My first guest is Terence Hilton, Shakira, Luke, and Yerrin. Have surprises? Many surprises. Welcome to the Sweet 305 podcast where the group check comes to life.
Starting point is 00:24:46 What? What? 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.

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