Brooke and Jeffrey: Second Date Update - Second Date Update: Most Popular Guy In Town

Episode Date: April 20, 2026

For a minute during her date, our listener on the phone today thought she was out with the most POPULAR guy in town. But is that everything it’s cracked up to be? Find out in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

2%. That's the number of people who take the stairs when there is also an escalator available. I'm Michael Easter. And on my podcast, 2%. I break down the science of mental toughness, fitness, and building resilience in our strange modern world. Put yourself through some hardships, and you will come out on the other side, a happier, more fulfilled, healthier person. Listen to 2%. That's TWO.% on the IHeart Radio app, Apple Podcasts, or wherever. you get your podcasts. A win is a win. A win is a win.

I don't care what I'm saying. Yep, that's me. Clifford Taylor the 4th. You might have seen the skits, my basketball and college football journey, or my career in sports media. Well, now I'm bringing all of that excitement to my brand new podcast, the Cliford Show.

This is a place for raw, unfills of conversations with athletes, creators, and voices that not only deserve to be heard, but celebrated. So let's get to it. Listen to the Clivert show on the I-Hard radio app, Apple Podcasts or wherever you get your podcast. And for more behind the scenes,

follow at Clifford and at TikTok Podcast Network on TikTok. When a group of women discover they've all dated the same prolific con artist, they take matters into their own hands. I vowed. I will be his last target. He is not going to get away with this. He's going to get what he deserves. We always say that trust your girlfriends. Listen to the girlfriends.

Trust me, babe, on the IHeartRadio app, Apple Podcasts, or wherever you get your podcast. I got you. What's up, everyone? I'm Ago Wode. My next guest, it's Will Ferrell. My dad gave me the best advice ever. He goes, just give it a shot. But if you ever reach a point where you're banging your head against the wall and it doesn't feel fun anymore, it's okay to quit.

If you saw it written down, it would not be an inspiration. It would not be on a calendar of, you know, the cat. Just hang in there. Yeah, it would not be. Right, it wouldn't be that. There's a lot of luck. Listen to Thanks, Dad, on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts. In 2023, Bachelor star Clayton Eckerd was accused of fathering twins.

But the pregnancy appeared to be a hoax. You doctored this particular test twice, Ms. Ellen's, correct? I doctored the test one. It took an army of internet detectives to uncover a disturbing pattern. Two more men who'd been through the same thing. Greg, a lesbian. Michael Ranchini. My mind was blown.

I'm Stephanie Young. This is Love Trapped. Laura, Scottsdale Police. As the season continues, Laura Owens finally faces consequences. Listen to Love Trapped podcast on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, here we go. We're back. We got a brand new second.

day episode for you today. Thanks so much for finding us. It's working Jeffrey in the morning. And we're going to start right away. Comments. What do you got? Yes. Kim said, hi. Well, actually, it's a way longer username than that. Shorting it to Kim. Hi from Singapore. I told my mom, I've been listening to a radio station from America for years. And she was so confused and said, I'd be so ashamed to bring that up to my friends. Now she started listening. And English is not our first language. So I've had to keep explaining it to her. The thing is, I have to wait for her to finish her laugh, just to explain the next part. I think she needs to pay me as a translator.

Oh, that's so cool. It's so cute how you're going to have to translate this to her now, too, that we're talking about her. I love that people in other countries still ashamed of us. Me too. Yeah, as they should be. Yeah. They get it. Your mom's right.

I mean, yeah. Don't tell anybody. Yeah. All right, we're going to start this brand new episode right now. Brooke and Jeffrey in the morning. Second date update. It's nice to have returning people on our show. Oh, for sure.

Yeah. I mean, a little sad. because it means they're still single. We don't say that part out loud. Whatever calling does they miss us? It's also nice because it gives us more time to meddle in their personal lives. Which is really our favorite thing to do. Or just screw it all up for them.

Today's returning caller is a guy named Jeremy, who was actually on a segment we do called Blind Love is. Oh, wow. That's where we set him up with another person. Did it work out? It did not work out. He did not score himself a date on that because he was clearly struggling to get over his ex Yvonne at the time. But something must have changed

because he's now reached out asking for a second date update. So Jeremy, it's good to have you back, my man. How you been? I'm good. It's good to be back. How are you guys? We're good. That was almost believable, Jeremy. I like that about you.

I'm choosing to believe it. So, have you done that? You found yourself a new Yvonne? I thought I did. Oh, okay. Her actual name is Yvonne. No, her name is Missy. Oh, okay. So are you, I mean, are you feeling ready like you have let go of that old relationship?

Yes, I believe I'm totally over it. Sweet. That's awesome. All right. Tell us more about Missy. Where'd you meet her? We met on the app. Okay, what stood out?

Thanks for being so specific. What did you like about her? She's very attractive. She said she wanted someone who is emotionally mature. Okay. But I still contact her anyway. Nice. That's a good joke.

Did you tell her that? They make her loud. It's a joke or he's just very self-aware. Yeah. Let's hope it's a joke. I still reached out and we hit it off. We had a great conversation. Okay.

We decided to meet up. All right. Nice. Things are looking good. Where'd you go? We went to a baseball game. Fun. Wow.

What an emotionally mature choice for a date. See, I'm growing, right? You didn't do that 9 for 9 challenge, did you? Nine for 9. What's that? Oh, that's 9 hot dogs, 9 beers in 9 innings. Yeah. You know, I actually brought our snacks, so we didn't have to do the 9 for 9 challenge.

Oh, you snuck snacks into the stadium. No, you can actually bring them as long as they're in a clear bag. You don't have to sneak them. Wow. Yeah, I hit Jimmy Johns on the way in. Hey! Okay. Is that what you did, Jeremy?

Oh, yeah, that's what I did. But if we kind of talk about food all day or are we going to talk about this day? Oh, we can't. We're going to talk about food first. We love that. How do we not have just a whole food segment every day? We really sure. But okay, if you want to talk about your date, that's fine.

What do you want to tell us? It's a great date. That's what I want to tell you guys. That's a great date where she's not calling you back. Yeah, great for him, though. That's what I'm not understanding. I don't understand why. What was so great about it to you?

There were people around that knew me. People. Oh, that's actually the show is good. You want people. Tell us that story. You know, I'm a well-known guy. We go to the baseball game. People know me.

Wow. Okay. I mean, some people get the same seats every time they go and you, like, create a community of people around you by doing that. Yeah, but I don't know if she liked that or not. Oh. Oh. Well, because I was talking to them and I maybe didn't focus on her as much as I should have.

Yeah, you have like a window, like a five minutes. Hey, good to see you. But I mean, if it's like 15, 20 minutes and you're keeping your date waiting, that's rude. Yeah, I'm with you on that one, Jose. Just for anything. Alexis, would that be a huge turn off to you if you're out on a date with a guy and everybody thinks he's super popular and wants to talk to him? You're holding that against him?

I mean, am I included in the conversation or just standing there awkwardly, eating your hot dog? Why can't she be included? Why do I have to stand to eat a hot dog alone? Because it's not about you, it's about him. You're really asking me this then? Yeah. I tried to include her in a couple of conversations, but she didn't know the people. Okay.

Sounds like her fault. know you very well too. Remember, that's a first date. How long were these conversations? I mean, I wasn't timing it or anything. Five, ten minutes. I don't know. But I did try to get some alone time with her. So I said, hey, let's get out of here. Let's go get dinner. That's great. Oh, that's really good, actually.

And so you guys did dinner as well as the game? It's long. Along with the snacks that you brought in. That's a lot of food. Yes, I made sure she was well-fed. Hey, that's a man. All right. How was dinner? Dinner was great. But it was a lot of the same. I knew people at the dinner place as well. I'm a popular guy, as I said.

Bro, are you a celebrity? We just don't realize. Or do you only go to two places in your entire life? So everybody knows you there. They're like, here's back. It is one of my favorite places, but it's just one of those things, one of those nights. Okay. You sound like my husband who makes friends with a cashier.

We can't walk to the grocery store without getting stopped four times by the male person and the other guy. Yeah, doesn't Brooke sound? in love. So how did it end with you and Missy? But we left them well. She asked me to take her home. And I was thinking like, why so early? But she said, hey, it's been three hours.

And I was like, oh, okay, yeah. You're right. Three hours is a lot of time. That's awesome on your part that it didn't feel like three hours to you. Like it flew by. You wanted more time with her, which is great. That's cute. Yeah, because it sounds like he barely got any time with her.

He was talking to everybody else. I'm worried her. It felt like six hours. Oh, that's a good point. Yeah. But okay. I think we have enough information to go off of here. We're going to come back, call Missy for you, and try to figure out why she doesn't want a second date with the most popular man in this entire town.

You said it. Not me. Okay. All right. Just hold on when we come back and do your second date update right after this. Brooke and Jeffrey in the morning, second date update. You've heard of the most interesting man in the world. Lucky for us, today we've been graced by the most popular man in the state. City.

Wow. Jeremy, who took his date Missy to a baseball game and to dinner, but admits he did spend a lot of that time talking to other people who were constantly coming up to him because they knew him and they admire him.

They love him. Hey, it's Jeremy! He is the most popular man in this zipro. I mean, honestly... Do we dare say paparazzi? We already knew him. He'd already been on our show before. Maybe that's why he's so famous.

Maybe the only only The only person he's not popular with, though, is Missy. Because she's not calling him back, so we're trying to figure out why that is. Brooke, what do you think? Did you get a chance to apologize to Missy? Because it sounds like you're pretty self-aware of not spending enough time or attention to her. Apologize for what? Being popular?

Oh, no. Well said, Jeremy. I'm sorry. I misread the first part of this. I thought there was some regret in your voice about that. Apparently, that's not true. It's not something I could control. I did my best.

The next date, I'll pick a different place where I'm less well-known. See, that's where you're such a man. Women apologize for things that aren't in our control all the time. Oh, really? I mean, look at Alexis. She'll probably apologize right now for no reason at all. Yeah. Maybe you should apologize for misjudging Jeremy in the first part of this call.

Apparently, I'm sorry. There you go. And I'm sorry for Brooke. Yeah. All right. Everybody is sorry, Jeremy. So let's figure out if Missy's sorry to for not calling. you back. We're going to dial her number. Well, she should be sorry. I texted her four times.

No response. So I'm sure she's sorry. Just kept texting. I know. What a cold, heartless woman. I'm excited to talk to her. Let's do it. I'm going to dial her right now. Here we go. Hey, is this Missy? Yeah. Hey, Missy. This is a radio show called Brooke and Jeffrey in the morning. How are you doing? Yeah, welcome to the show. Missy. Good morning. What? Yeah. I said good morning. I was pretty It wasn't a hearing issue. Oh, my bad. Have you ever heard of something called the second date update? No.

Oh, really? What is that? Yeah, that's kind of rude. I expect that. My mom shares them on her Facebook, so you know they're really cool. Oh, that's why they should go viral. Yeah, but it's a segment where we try to help one of our listeners, in this case, an extremely popular guy named Jeremy, get some clarity about your date.

A guy who is beloved by many. Yeah. I don't understand them. So Jeremy reached out to you or you reached out to him. Both, really. Yeah. I mean, he reached out to us and then we called him. I mean, we're honored that we even got the chance to speak with him.

It's amazing that he was willing to give us that time. So some people do think it's a little odd, though, that you haven't been jumping at the chance to spend more time with him. Hmm. And if there's a reason for that, we would love to know why, just to help him out. Yeah, because we know a little bit about your date. Oh. So he told you what happened. You're saying what happened like it was a bad thing.

Yeah. Yeah. Because we heard that you went to a baseball game and dinner. Yeah. Yeah. Sort of. What do you mean, sort of? Yeah.

How do you sort of go to those things? Yeah, I know you the get or didn't. He took me to a rec sports league baseball game. Oh. Like, wait, adults are kids. Like that he was playing in. Oh. Oh.

Oh. Like a slow-pitched co-ed league? Yeah, and when he told me, I thought, okay, it's going to be a professional sports thing. But no, like, I was back in the bleachers. Honestly, that could have been a fun night if you had been prepared. Yeah. If you were also invited to play. Yeah.

Oh, yeah. Did he ask you if you wanted to play? No, but he did come over a few times and asked me if I could cheer louder. No. Oh, no. Well, that's nice. He wants to involve you in the game. He's up to bat.

He's like, look, I brought a cheerleader. I'm going to need you to cheer, okay? But this explains why he was telling us he was so popular at the game that everybody knew him because it's his team. The problem is we also assumed, I also assumed, that when he told us about this, he was talking about professional sports. All this makes me scared to even ask you about what happened to dinner. No, seriously. Because he said people knew him there too. Don't tell me he took you to his parents' house for a meal.

Close. Oh. It was at a friend's house. A friend's house. What are you guys doing there? Yeah, he told us that he was trying to get a loan time with you. Oh, yeah. Yeah, it was the opposite of that.

Oh. So what was the explanation? Yeah. It was an MLM meeting. It was a what? An MLM meeting. MLM? What does that stand there?

Like where they pitch you stuff and you can sell under them. A mid-level marketing is what MLM stands for like. Like Tupperware, those weird ladies who sell the lady. Oh, the cut-co knife thing? Yeah, pyramid scheme. Yeah. Oh, he's trying to help stock your kitchen. That's kind of nice.

Could have been vitamins. You never know. Vitamins are real hot. All sorts of benefits. And I was like, what is going on? And, like, there were a tray of finger sandwiches, but then we had to immediately sit down for the talk. Oh, that's like a terrible.

A timeshare meeting. So are you not colliding them back because you've made your fortune in the MLM? Yeah, she sells nice. now. Not exactly. And at one point while they're talking, he leans over to me and he says, pretty cool, right? Oh, wait, is he trying to sign you up for this? I just clicked in my argument, right? Yes, yes. You said if you could join me, you could be under me. Oh. I like how he worded that. It wasn't sexy like that. I guarantee you. Missy, we did not know the details of the date this way. We heard a slightly different version of the story from Jeremy.

Without any of the details from Jeremy. Yeah. And so the person we need to speak to about it is actually Jeremy himself, who's on the other line listening to this waiting to jump in and talk to you. What? Yeah. Jeremy. Yeah, I'm here.

Yeah. Yeah. The details. Dude. You let us think that it was a pro game that you took her to a restaurant, not that you. Well, you guys didn't ask. That's on you. You should ask.

That's not my fault. You didn't ask for all the pertinent information. That was that my fault. Okay. We should have been like, was it a professional game? I am bad at this job. Yeah.

That's on us. We're bad investigators, Jeremy, so we apologize for that, but the rest of the details are pretty incriminating. How? What are you talking about?

You're trying to call her into whatever weird MLM scheme you've got going on. No, it's my fault. I'm trying to make her some money. Like, what's wrong with that? Oh, listen, I felt misled for the entire date. You took me to sell baseball league you play in,

and then you tried to get me to sell organic sprinklers or whatever. Listen, I wasn't trying to sell you on the product. That product sells itself. You don't want to miss out on this. You better get in while they're going fast. He's a good salesman. You better get in now. Oh, my God.

I kind of want to get in on it, though. No. Yeah, I go. Okay. I don't follow it. Put my email out. No, no, no, no. Thank you. No, no. We're not doing that. Yeah, we're not going to do that. Jeremy, she's telling you that you led her to believe this was going to be more of an intimate romantic one-on-one experience. And you turned it into a whole thing about yourself. What's more intimate than bringing you to my safe place where I play baseball? That's one. Two, if we're going to be together, we should make money together. That's the goal, right? It's not very intimate.

a chain link fence dividing you on the field from her in the stands. You are the king of spin. You are turning all of this into you're the hero. His job. You know what? It sounds to me like she's not emotionally mature. You need to take that off. Maybe you should be a little grateful.

I was grateful that you took me home. That's nice. Well, with these gas prices, you should. That's my stage stage. He's right. He's literally. literally so good. He's got like an answer for everything. Dude, in one minute, Jose is going to be selling sprinklers. I didn't know it.

We've got to get him off the phone quick. No, he's not going to be selling sprinklers. They sell themselves. I'll say that. I'm sorry. Before we all become your clients, Jeremy, we just need to ask Missy this question. Are we really? We always do. Would you be willing to go out with Jeremy one more? Wait, wait, wait, wait, wait. I don't want to go out with her at this point. Oh, wait. She's not popular.

enough. Oh, dude, you took her on everybody that knows you. I think his feelings are a little hurt. Well, enjoy being in your feelings. It's a pass for me. I mean, it would be pretty sick revenge, though, Missy, if you did become a sprinkler salesman and outsold. But I'll make money off that because she'll be under me.

Okay. I forget. Everybody wins. You know, but the fact that she can't recognize that is a big red flag for me. All right. Well, Missy, I'm sorry. Sorry, too many red flags on your part. Wow.

You're being rejected. Yes. You know what? I can find another field. Oh, a field to put sprinklers in. Hey, wait a minute. It'd be kind of nice. You know what?

You just missed out. You would have been a great salesperson. That was a decent line. I'm going to steal that one. Brooke and Jeffrey in the morning. Iheart Radio is throwing it back. 20s, the decade. To the days of huge hits.

And unforgettable items. A nonstop stream. of the biggest and best. Drake, Rihanna, Beyonce, Katie Gaga, the weekend. And more. All your decade defining favorites

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2%. That is the number of people who take the stairs when there is also an escalator available. I'm Michael Easter. And on my podcast, 2%. I break down the science of mental toughness, fitness, and building resilience in our strange

modern world. I'll be speaking with writers, researchers, and other health and fitness experts, and more to look past the impractical and way too complex pseudoscience that dominates the wellness industry. We really believe that seed oils were inherently inflammatory. We got it wrong. Many of the problems that we are freaked out about in the world are the result of stress. Put yourself through some hardships, and you will come out on the other side a happier, more fulfilled, healthier person. Listen to 2%. That's T-W-O-Persent on the I-Hart Radio app, Apple Podcasts, or wherever you get your podcasts. And it's been a few years since we've had a listener take a date to an MLM meeting and try to pass it off as like a romantic move. Yeah.

Yeah, and even at the end, he was not backing down. He's like, you missed out on this huge opportunity. and you're the red flag. Has anyone thought that maybe the product was the problem? Maybe. It wasn't the right product. Like if it had been like skincare, maybe she'd be into it. Or like memory foam pills.

Oh, God, or even like a Mexican time chair. Like, I would have been down for that. Anything would have been better than sprinklers if that's what it really was. I heard organic sprinklers, which I don't know the difference. Although I do enjoy a listener who hears all the mistakes that they made and then turns around and says, well, I don't want to date them. Yeah. Because they don't get me. Yeah.

It's a special. type of person. Jeremy's a man who likes to be in control, and I'm sure that's not the last we're going to hear from him on this show. Will we respond to him next time, though? I don't know. Please know. But his dating journey is going to be a long, long one.

If I'm predicting it correctly. But that gives us a lot of time to provide you with more content. So go find all of it. It's available online wherever you get your podcast. Just search Brooke and Jeffrey in the morning. 2%. That's the number of people who take the stairs when there is also an escalator available. I'm Michael Easter.

I'm on my podcast, 2%. I break down the science of mental toughness, fitness, and building resilience in our strange modern world. Put yourself through some hardships, and you will come out on the other side, a happier, more fulfilled, healthier person. Listen to 2%. That's TWA% on the I-HeartRadio app,

Apple Podcasts, or wherever you get your podcasts. A win is a win. A win is a win. I don't care what I'm saying. Yep, that's me, Clifford Taylor the 4th. You might have seen the skits, my basketball and college football journey, or my career in sports media. Well, now I'm bringing all of that excitement to my brand new podcast, The Clifford Show.

This is a place for raw, unfilled conversations with athletes, creators, and voices that not only deserve to be heard, but celebrated. So let's get to it. Listen to The Clifford Show on the IHeart Radio app, Apple Podcast, or wherever you get your podcast. And for more behind the scenes, follow at Clifford and at TikTok. Podcast Network on TikTok. When a group of women discover they've all dated the same prolific con artist,

they take matters into their own hands. I vowed. I will be his last target. He is not going to get away with this. He's going to get what he deserves. We always say that trust your girlfriends. Listen to the girlfriends. Trust me, babe.

On the IHart Radio app, Apple Podcasts, or wherever you get your podcasts. What's up, everyone? I'm Ago Wodom. My next guest, it's Will Ferrell. Woo, woo, woo, woo, woo. My dad gave me the best advice ever. He goes, just give it a shot. But if you ever reach a point where you're banging your head against the wall and it doesn't feel fun anymore, it's okay to quit. If you saw it written down, it would not be an inspiration. It would not be on a calendar of, you know, the cat. Just hang in there. Yeah, it would not be. Right, it wouldn't be that. There's a lot of luck.

Listen to Thanks, Dad, on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. In 2023, Bachelor star Clayton Eckerd was accused of fathering twins. But the pregnancy appeared to be a hoax. You doctored this particular test twice, Ms. Ellen's, correct? I doctored the test ones. It took an army of internet detectives to uncover a disturbing pattern. Two more men who'd been through the same thing. Greg Gillespie and Michael Marantini.

My mind was blown. I'm Stephanie Young. This is Love Trapped. Laura, Scottsdale Police. As the season continues, Laura Owens finally faces consequences. Listen to Love Trapped podcast on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.