Brooke and Jeffrey: Second Date Update - Second Date Update: No Questions Ever

Episode Date: June 12, 2026

One of our listeners has a SYSTEM to get a date with ANY woman you want. But some of his tactics were so controversial, it nearly BROKE Brooke! See omnystudio.com/listener for privacy information....

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Starting point is 00:00:02 There was no anything inside those eyes. They turned black. It scared the hell out of me. Evil, wake up. I'm the one that saw the murder take place by Crevette and DePippo. Anthony DePippo showed no signs of remorse, appearing unfazed after being sentenced to the maximum. I said I'm not guilty.
Starting point is 00:00:26 I'll take it to the grief. Listen to the devil's quarry in the Bone Valley Feed on the iHeart Radio app. 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, Hoda Kotby. If you're craving inspiration to maximize your joy, tune into these candid, uplifting, and moving on-air chats.
Starting point is 00:01:04 Open your free IHeart Radio app. Search Joy 101 and listen now. Joy 101 with Hoda Cotfi is presented by CVS. He left Nigeria, he conquered Hollywood, and he never forgot where he came from. David Ayalo is one of the most powerful storytellers of his generation. On this episode of 154, we go deep. Nigeria, identity, navigating Hollywood at the highest level, and the responsibility that comes with using your platform to change the world.
Starting point is 00:01:34 This is 154, new episode streaming now. Don't miss it. Listen to this episode of 154, available now on the Iheart radio app, Apple Podcast, or whatever you get your podcast. Every family has its secrets. But what happens when you discover that your dad has been living a double life? That is not the look of an innocent man. Is everyone lying to me about who they are? I felt such desperation.
Starting point is 00:02:05 I felt it was what I had to do. Listen to Deep Cover the Family Man on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts. For years, the unhoused have been presented as a monolith in mainstream media. Weed-en-Haus is a podcast that's changing the narrative. I'm Theo Henderson, and I created the show why I was unhoused on the streets of Los Angeles. We've grown into a two-time Webby Award-winning podcast. the only podcast that shares unhoused stories and news from the unhoused perspective. Listen to Wey and House on the IHard Radio app, Apple Podcasts, or wherever you get your podcast.
Starting point is 00:02:49 Oh, man, I just, I had a hard time today. You're going to hear why in the brand new episode of our second date podcast, it starts right now. Thank you so much for being here at the official podcast center of the world. It's Brooke and Jeffrey's second day podcast. Yeah. That's all I'm going to say. say about it. It's a wild one today. It's a little just like rage bait this man. I don't know.
Starting point is 00:03:11 Yeah, there's going to be a lot of comments. Probably four and against him, to be honest. Yeah, it's true. Yeah. So what do we got in our comment section today before him? We have banana, said. That's our name. Every morning I listen to your podcast on my way to Costco.
Starting point is 00:03:26 I have another day of working. Thanks for being here and getting me through the day as I hear whether or not what box is right, question marks. Oh, I don't know. All right. Why you go Costco? Yeah. I love Costco. All right.
Starting point is 00:03:37 Here we go. In bulk. Your second date update starts right now. Brooke and Jeffrey in the morning. Second date update. You know, Brooke was just commiserating with me the other day about how hard it is for men on the dating apps. Oh, man. She just feels terrible.
Starting point is 00:03:54 I just can't imagine how hard it is to be a man. Yeah. Yeah. She was saying it's not fair that men are treated so unfairly, struggling now more than any other time in history. Yeah. I mean, they've just had such a rough go throughout the centuries. Wow, I'm like reliving the conversation all over again. And because that's kind of a widely known fact that men are struggling on the apps right now,
Starting point is 00:04:16 all these different new strategies are emerging from dudes about how to deal with it, how to beat it, and win the dating game. Just like our listener today, Enrique, who says he has a very specific strategy that's been working like no other time in his life. And I am sure if he is on our show, that means he is winning. I agree. Enrique, welcome to the show. Hey, hey, thanks for having me, guys. Yeah, I feel like I really picked up Jeff's sarcasm today.
Starting point is 00:04:47 Like, I took it on, you know. You're glowing, Brooke. It's amazing. Wait, is his strat working on Brooke right now? She's blushing a little bit, Enrique. So you mentioned in your email that you have a particular dating strategy that you claim works really well. And you're willing to share it? Totally, man.
Starting point is 00:05:05 So rule number one. I never ask a woman any questions ever, especially on like on dating apps. There's so many pathetic guys, man, you know, like questions like, how's your day? What are you doing? How's your day is awful. Why is that pathetic to care about how someone's doing? Well, how do you keep the combo going? You just don't.
Starting point is 00:05:24 Yeah. Well, okay, it's not the best question in the world, but I don't think that asking questions is a bad thing. That means you're interested. You're trying to learn about the person. Enrique, tell Brooke why she's wrong. Go ahead. All right.
Starting point is 00:05:35 All right. So I'm going to teach you guys a little lesson over here for free, okay? Okay. Okay. So psychologically, an attractive woman reads questions, and I think it's like, that man has low value. Low value. If you ask a woman a question, she thinks you're low value? Well, questions like that, very generic, you know?
Starting point is 00:05:51 So this happens with a girl that I asked out there days, you know, and it's like, I'm going to some FOIA at 8 o'clock tonight. Meet me there. I gave her the location, and she did. Oh, you just tell her what to do. I actually don't think that piece is about it. strategy because sometimes the back and forth about what we want to do, where are you going to go.
Starting point is 00:06:08 Well, it gets exhausting. Decisiveness is nice. For sure. Well, he didn't ask you what you thought about his strategy, Brooke. Guess what? I'm going to give my opinion anyway, Jack. You and I'm going to get along.
Starting point is 00:06:20 But is this the girl that we're going to be calling? Yes, indeed. What's her name? The name is Kisley. Kisley. Does your philosophy about no questions change once you're in person face to face with her?
Starting point is 00:06:34 Well, when I'm with the person in person, right, I go full narcissus, man. Oh, women love that. No, what? What do you mean you go full narcissist? I just talked about myself. Again, just the whole thing. If you present yourself as the best option, she will pursue you. So you're like the best pro yo flavor in the case.
Starting point is 00:06:56 Yeah, you know what I'm talking about, bro? What do you think makes you the best option? Like, what do you brag about when you're with Kensley? And like I said again, you know, I don't ask. Ask her any questions. I just make it about me, me and me. That's it. Okay.
Starting point is 00:07:09 Basically, that's the whole line. I don't send pumped to nobody. Okay. And by your strategy, she thinks you're so great from that conversation. She's going to want to pursue you. It never fails, buddy. Except for right now, right? Because you've reached out to us.
Starting point is 00:07:24 Well, Kinsley is the first one. That's why I'm reaching out to you guys. Can I ask, how long is this Froyo date with Kinsley? Like, how much of it does she have to endure? How long did she have to suffer? Yeah. I mean, look, put it this way. We had our frio, we went on a walk, and less than half an hour, we were making out.
Starting point is 00:07:41 Dang. Oh, wow. And it didn't last too long because I had another day lined up like two hours later. Oh my gosh. Yeah. How would you even do that? Okay. So you had back-to-back dates on the same night.
Starting point is 00:07:52 Could she have possibly found out about the other date? I don't think she found out because I didn't tell her anything. And again, it was just a date. I thought he was like, oh, I told her about it because, of course. Of course. It's all about me. And she loved it. It would fit the philosophy.
Starting point is 00:08:06 Yeah. It's nice that you leave a little mystery for Kinsley to find out about you later. I think that's pretty cool. So have you, since that date with Kinsley, have you texted her? I mean, I don't do the texting thing, man. That's a little low, low value guys. Wait, wait, wait, wait. Whoa.
Starting point is 00:08:22 If you haven't texted her or called her or anything, how do you know she doesn't want to go out with you again? That's why I'm calling you guys. I mean, you guys get paid to help us out, don't you? Not by you? Well, but someone, you know, so if you don't have me, you don't have a job. Oh, so we should be grateful towards you. I see.
Starting point is 00:08:41 Hey, thank you so much, Enrique. I just want to thank you. Yeah, all right. You're very welcome. Just to make sure everybody has a job at the end of the day. Brooke, be nice. He's paying all of our bills. You know, I will say oftentimes behavior like this is just masking insecurity.
Starting point is 00:08:56 Yeah. And so I am sure that you are a lovely person who maybe just needs a good hug. Brooke, Brooke, I just got to remind you you're married. You can't do nothing with me. I respect married women, okay? Maybe shocking, but that is not a concern of mine right now. Okay, but just real quick, it's been how many days since you haven't texted Kinsley? Our day was three days ago.
Starting point is 00:09:19 Three days ago. And she hasn't reached out to you. You're in the stalemate. Right. You know, usually they reach out like in between four, maybe five hours, but this is a little strange. So again, that's why I'm calling you guys. It's not only bothering Kong anybody. Okay.
Starting point is 00:09:33 Because I never have to. Yeah. Okay. He does have another radio show book two hours later. Yeah. But even still, it is a privilege that we get to do this on your behalf, Enrique. I feel so bad for him. Yeah.
Starting point is 00:09:46 Thank you so much for giving us the honor of Colin Kinsley and asking her all the questions that you're not willing to. And teaching us such life lessons. Thank you, Enrique. You're very welcome. We're going to continue this journey together when we demonstrate what a high-value man you are with your second date update right after this. Hold on, man. Brooke and Jeffrey in the morning. Second date update.
Starting point is 00:10:07 We're on the phone with a very unique, self-confident individual named Enrique, who's adopted a dating strategy that involves one main rule. Never ask a woman any questions ever. Because that demonstrates low value as a man. Wait, I don't know if there's a rule or not, but you also can't text her after the date to find out if you can go out again either. Yeah. Yeah.
Starting point is 00:10:32 Yeah. Because that's a question kind of implied in there. Except for one recent date with a woman named Kinsley, where they went to Froyo and made out passionately. But it has been three days. She has not texted him since. And also, he hasn't texted her either because, again, it would demonstrate low value. But calling a radio station, not low value. Yeah.
Starting point is 00:10:53 No, that's bad. And since he can't ask the question, why aren't you calling me for another date? Yeah. Because remember, he doesn't ask questions. he's getting us to ask it for him. Yeah, and we're grateful for that. Remember, that's how we also got there. Brooke could not be more thrilled that we are doing this on your behalf in Reiki.
Starting point is 00:11:10 So thank you so much. No, you're very, very welcome. I did not say that. Instead of asking your questions, why don't you just tell her, like, call me back. Yeah, but then he's the one reaching out first. Sorry, pathetic. Yeah. Talk about desperate.
Starting point is 00:11:27 And Brooke, I'm glad you're learning. Yeah. Oh, wow. I mean, he knows the game. I got to tell you, your play is not that complicated. Oh. Don't insult them, man. I think that he took that as a compliment, actually.
Starting point is 00:11:39 That's like, that's so the ladies understand it. That's right. Simple and easy, breezy works every time. I'm just going to be kind of quiet on this one. All right, but be defensive. No problem. Okay. Before we actually call her, let's just, like, remind everyone not to blow Enrique's cover. Because I'm sure he's saying all this stuff to us.
Starting point is 00:11:58 It probably didn't come out on his. date to Kinsley. He didn't say I can't ask you any questions because it's against my moral dating code. Yeah. Let's keep that between us. See if she just noticed. I actually would love to not repeat it ever again. So we're on the same page. Perfect. We are ready to go. Let's dial her right now. Hey, is this Kinsley? Yes. Is this Kinsley? Hey, Kinsley. We're a radio show. We're called Brooke and Jeffrey in the morning. And Okay. Hi, good morning. I like your energy. So happy.
Starting point is 00:12:39 Yeah, you sound very positive. We're calling because we do a segment on this show called the second date update. Okay. I don't know if you're familiar with that, but basically it's where we can help out listeners who've been out on a date with somebody recently, but they're not getting a chance to meet up a second time. We can try and reach out and figure out if there's a reason for it. That's so sweet. Yeah. Thank you for saying that.
Starting point is 00:13:03 I do think it's kind of sweet. We do kind of God's work over here. God is not involved in this. Bottom line is a guy named Enrique has asked us to reach out to you. Enrique? Okay, wait, you're excited? What did he say? What did you say about me?
Starting point is 00:13:23 Did you always know when someone goes up at the end of every question? That's very excited. He told us about your date to the Froyo shop and said it went really well. Oh, wait, you guys did have a really good makeout session. He did tell us that. It was really good. Oh, that's great, though. He did mention to us that the date was kind of brief, so he wanted to spend more time with you but couldn't.
Starting point is 00:13:46 I would love to hear what you have to say about Enrique and the date. Oh, he seems really nice, like a really busy guy, you know, so we couldn't spend a lot of time together. But, you know, very confident. And I really like that. Okay. Okay. So the reason that we're doing this call is because Enrique was under the impression that you would have reached out to him and tried to organize another meetup.
Starting point is 00:14:13 And you don't seem to be doing that. Oh, yeah. I can't do that because the date was kind of expensive. The Froyo day? Expend. I'm with you. Like, you get those toppings on there and then you put it on the way station and you're like, whoa. How did we just spend over $10 on a cup of frozen yogurt?
Starting point is 00:14:32 Yeah, but you didn't put a filet mignon on your ice cream. I'm going to tell you, if you get those strawberries, it's like it. Okay. Why are you saying it's expensive? Well, it was expensive because I had to pay for both of us, and I wasn't really expecting that. Had? Wait, you offered to pay, right? I remember how it went, but I did end up paying, but I didn't mind.
Starting point is 00:14:58 Oh. Okay, that's fine if you offered, and he took you up on it, and you're okay with it. So why aren't you calling him? What does that have to, I don't get the expensive part of the date? Well, it's just that he said that next time, He really wanted to go to Ruth's Chris, and I only work a part-time job, so I can't really afford that right now. Oh, my God. I can save up for it.
Starting point is 00:15:19 Are you sure you would be the one that paid for a date that was his idea? Yeah. Yes, he said next time you meet that I would cover it, and it would be at Ruth's Chris. He said. He said you? And you're okay. So you're open to that total concept. It's just you don't have the most.
Starting point is 00:15:39 money right now to afford the next date with Enrique. Yes. So I didn't want to call him until I was ready. Oh, no. That's awful. Oh, no. I see what's happening. Jeff?
Starting point is 00:15:54 Yes. Fix it. Fix what? I mean, it's all pretty much fixed. She just doesn't have enough money. And I'm sure he would be understanding if he had just known that up front because I need to tell you, Kinsley. Enrique is on the other line of this phone call listening waiting to talk to you.
Starting point is 00:16:08 He is? Yeah, and he better be embarrassed. Enrique? Oh, la, Kinslie, how'st. Enrique? Oh, my God. Oh, my God. Enrique, I'm catching you.
Starting point is 00:16:28 You're apologizing. You know, because I paid for the date and I left that tip. You know, I did a tip regular, and then you said they had really, really good service. So I tips extra. Well, I just really wasn't budgeting for that. I was waiting. Did you just say that he asked you to tip more on top of the tip you already paid? Yeah, because he said they had really, really good service for us.
Starting point is 00:16:52 At the self-serve? What? Well, you know, we need to take care of the employees who take care of this country. There's no we in that. She paid for it. That's not a we situation. Yeah, but we were together. No, no.
Starting point is 00:17:06 Enrique, why aren't you going to pay for Ruth, Chris? If it's your idea and it's where you want to go, then it's just kind of an unwritten rule in dating, then you're the one that pays for it. Says who? It's just like common courtesy. Hey, guys. He has been giving him a really hard time.
Starting point is 00:17:25 He has a different opinion in these things in a different way. Okay. All right. Her voice got so high at the end of that I wasn't actually clear exactly what she said. Well, she doesn't appreciate you coming after her man like that, bro. She's got to stand. stand up for her guy. Here's the thing, Kensley, you don't want to be with someone who's going to make you go broke
Starting point is 00:17:44 just to go on a date with them. You know what? That's why I'm saving, though, so I can afford it later. Oh, gosh. She has law-cha. She can pay for the date and she has money behind it. I'm just happy we were able to open up a channel of communication between these two and finally sort out what was the problem.
Starting point is 00:18:00 Jeff, just ask him about the date. Let's get through this. At the risk of sounding low value, as a man, I'm going to ask a question. One second. Can I just say one thing, though? You said so many things. All you do is say things. Wait, it's not to you guys.
Starting point is 00:18:15 It's too Kinsley. Okay. Go for it. Hurry out. Another statement. Kinsley, I love your lips. Okay. Oh, wow.
Starting point is 00:18:22 All right. Well, this is perfect. So at this point, we'd officially like to ask. I mean, normally I'd ask Kinsley, but I know where her heads at. So I'll ask Enrique. I see. Would you go out on a date with Kinsley to Ruth's Chris Steakhouse? Kinsley will pay for it.
Starting point is 00:18:36 We will pay for it, Jeff. Don't you dare. Don't you dare. We are paying for it. Wait, wait, wait, wait, wait, one second. Hold on, hold on. I'm the one who has to agree, right? Yes, but we're paying for it.
Starting point is 00:18:46 I don't care what Jeff says. We'll pay for a point. No, no, no, no. Brooke is paying for the date. Then I say yes. Okay. Brooke out of her own personal wallet, we'll pay for it. And Brooke knows the good stakes.
Starting point is 00:18:57 Oh, hell no, I won't. Come on. I mean, Kinsley won't stay. Thank you, Brooke, so much. This will go really long way because I'm only working part-time right now, but I really appreciate you. We're laughing us out. Brooke is so nice.
Starting point is 00:19:12 That's what I love about hers. Hensley, email me separately. We've broken Brooke officially. We need to have a touch. Second date update, total success. Wow. Jeff, do you guys learn something today? Did we learn the guys?
Starting point is 00:19:26 That sounded like a question to me, bro. Are you changing your game on me? No, no, no. I'm just saying, did you guys learn? Look who's paying for the date at the end of the day. Brooke. Oh, you're finessed everyone. You are the master.
Starting point is 00:19:37 Wow. Thank you. Thank you. Okay, listen. After I email Kinsley, there's not going to be another date. That's what you think. Brooke and Jeffrey in the morning. Pride is like love. You feel it in your heart. IR. Radio. Canada's number one streaming app for radio and podcasts, including IHart Pride Canada, your favorite hits and must have party bangers.
Starting point is 00:20:03 Plus, personalized and curated playlists like back in the day pride. Come together. Celebrate love. Pride with you anytime, anywhere. Just ask your smart speaker to play IHart Pride Canada. Stream us on your phone. Or listen now at iHeartRadio.ca. In the moment, it felt like it was going on forever. I didn't think I was going to live.
Starting point is 00:20:27 I was terrified. There was no anything inside those eyes. They turned black. It scared the hell out of me. That was your first murder case? Yes, yeah. Fair to say this was the biggest case. your career? Yes, sir.
Starting point is 00:20:44 Rape a murder for a child. Just as bad as it gets. I would think so. People wake up. I'm the one that saw the murder take place by Crevent and DePippo. Anthony DePippo showed no signs of remorse, appearing unfazed after being sentenced to the maximum. I said I'm not guilty. I'll take it to the grief. Listen to the devil's quarry on the Iheart radio app, Apple Podcasts, or wherever you get your podcasts. hear the devil's quarry ad free with exclusive content. Subscribe
Starting point is 00:21:22 to Love for Good Plus on Apple Podcasts. Text in 7592 says Why wouldn't Brooke stand up for that lady more? Another says not cool, Brooke, just lost respect for you. I like when the listeners file on. Listen, here's the thing
Starting point is 00:21:44 some people don't want to be stood up for. Yeah. And you know what? I'm going to come to Brooke's defense here. I think Brooke tried and maybe she just wasn't as articulate as she is most of the time in these types of situations. But please, if you want to blame anybody for what just happened, put it on me. Oh, I thought you were going to put it on Kinsley again.
Starting point is 00:22:03 No. It was my fault for listening to what Kinsley said she wanted. I think it was your fault for choosing this guy's email. That was producer boys. Yeah, that's not my choice. We try to live by a rule on this show that we don't force our will onto the listeners. I don't live by that rule. Well, what we want isn't necessarily what the listeners want.
Starting point is 00:22:23 But it might be what's best for them, Jeff. It might be, but if they want to choose their own path in life, that's their choice to do it. Well, sometimes we want drama. We don't come crying to us, okay? And so, look, I'm not even going to force you to go find our podcast and hit subscribe. I am not like that. It's your life. You subscribe to whatever podcast you want to.
Starting point is 00:22:42 Hopefully it's ours, Brooke and Jeffrey in the morning. Plus, you stopped asking questions. Yeah. So you can't even ask people. I'm not going to ask you. Just do it. Stop talking. You got it.
Starting point is 00:22:55 There was no anything inside those eyes. They turned black. It scared the hell out of me. People wake up. I'm the one that saw the murder take place by Krivac and DePippo. Anthony DePippo showed no signs of remorse, appearing unfazed after being sentenced to the maximum. I said I'm not guilty.
Starting point is 00:23:19 I'll take it to the grave. Listen to the devil's quarry in the Bone Valley Feed 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, Hoda Kotby. If you're craving inspiration to maximize your joy, tune into these candid, uplifting, and moving on-air chats.
Starting point is 00:23:57 Open your free IHeart Radio app. Search Joy 101 and listen now. Joy 101 with Hoda Kotfi is presented by CBS. He left Nigeria, he conquered Hollywood, and he never forgot where he came from. David Ayelho is one of the most powerful storytellers of his generation. On this episode of 154, we go deep. Nigeria, identity, navigating Hollywood at the highest level, and the responsibility that comes with using your platform to change the world.
Starting point is 00:24:27 This is 154, new episode streaming now. Don't miss it. Listen to this episode of 154, available now on the IHeart Radio app, Apple Podcast, or whatever you get your podcast. Every family has its secrets. But what happens when you discover that your dad has been living a double life? That is not the look of an innocent man. Is everyone lying to me about who they are? I felt such desperation.
Starting point is 00:24:58 I felt it was what I had to do. Listen to Deep Cover the Family Man on the Iheart Radio app, Apple Podcasts, or wherever you get your podcasts. For years, the unhoused have been presented as a monolith in mainstream media. Weed-in-house is a podcast that's changing the narrative. I'm Theo Henderson, and I created the show why I was unhoused on the streets of Los Angeles. We've grown into a two-time Webby Award-winning podcast. The only podcast that shares Un-House stories and news. news from the unhoused perspective.
Starting point is 00:25:35 Listen to Weythian House on the IHard Radio app, Apple Podcast, or wherever you get your podcast.

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