Brooke and Jeffrey: Second Date Update - Second Date Update: The Roadside King

Episode Date: May 20, 2026

One of our listeners says he DEFINITELY has someone to thank for his unforgettable date night. But the weird part is… that person isn’t exactly ALIVE… See omnystudio.com/listener for privacy information.

Hey guys, it's us The Jonas Brothers. I'm Joe. I'm Kevin. And I'm Nick. And guess what? We created our own podcast called, Hey Jonas. We invented a podcast? Well, we didn't invent it.

We just contributed to it. We're the first people to do podcasts. We get to ask other people questions because we're sick and tired of being asked questions. Well, sick and tired is a strong way to put it. But, you know, tired and sick. Listen to Hey Jonas on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Just listen. We don't care where you hear it.

Another podcast from some SNL late-night comedy guy, not quite. Unhumor me with Robert Smygel and friends. Me and hilarious guests from Bob Odenkirk to David Letterman help make you funnier. This week, my guest, S&L's Mikey Day and head writer, Streeter Seidel, help an a cappella band with their between songs banter. Where does your group perform?

We do some retirement homes. Those people are starving for banter. Listen to humor me with Robert Smygle and friends on the I-Heart Radio app, Apple Podcasts, or wherever you get your podcast. Winning on Clay is an art. The rallies are relentless. And at the French Open, only the toughest survive. I'd know. I competed there for decades. Join me, Renee Stubbs, on the Renee Stubbs tennis podcast for no nonsense breakdowns of the biggest matches, the toughest players, and the moments that define Roland Garris.

Jen, she's an outsider to win the French name. And she likes Clay. Listen, Lina Rubakina is arguably the best player in the world right now. And I actually can win on any surface. Listen to the Renee Stubbs Tennis podcast on the IHeart Radio. Apple Podcasts or wherever you get your podcasts. Presented by Capital One, founding partner of IHeart Women's Sports. Imagine an Olympics where doping is not only legal but encouraged. It's the enhanced games. Some call it grotesque.

Others say it's unleashing human potential. Either way, the podcast's Superhuman documented it all, embedded in the games and with the athletes for a full year. Within probably 10 days, I'd put on 10 pounds. I was having trouble stopping the must. Also, Graith. Listen to Superhuman on the IHard Radio app, Apple Podcasts, or wherever you get your podcasts. I'm Michelle McPhee, and I've been unraveling the strangest criminal alliance I've ever reported on.

A Mormon polygamist and an Armenian businessman. Multi-million dollar house, Ferraris and Lamborghinis, private jets, a billion dollar fraud. But how long can this alliance last? Tell me what you know. Is somebody coming after me? me listen to Kingdom of Fraud on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, thanks for being here. It is your second day podcast and we got a brand new episode for you today. And you found the official one. So shoot, subscribe. I mean, that is the only answer to that.

And unsubscribe from the other fake ones. Yeah, thank you. And don't forget to also follow our YouTube if you're not already listening from there. It's YouTube.com slash Brooke and Jeffrey, I believe. Probably. Test it and let us know. Yeah. Probably. Yeah. But we're putting live videos up there so you can watch now some of these second dates and awkward Tuesdays. Yes. And on yesterday's live videos, Sarah Hall commented and said, what a lovely surprise. Do you think if I get pulled over, I can blame you guys for going live? Maybe the cop will be a fan and let me off the hook for driving while distracted.

Girl, do not watch while driving. No, been listening for over 10 years. Not even sure how I came across you guys all those years, but I'm so happy to have accidentally found my daily escape. Sarah, why are you searching on YouTube while driving? Your best bet is that the cop goes, you know what? I was too. I'm letting you off

today. You might get you a ticket, Sarah. Let's do this more safely. Okay, let's pull over and then watch YouTube. Yes. There goes. Your brand new episode starts right now. Brooke and Jeffrey in the morning. Second date update. I googled best food and worst food

to order on a first date. Guess what it said. That's a good question. I feel like worst food would be like crab. Oh, that's, you know. It's so messy. It smells you be right. It does smell.

It's a good guess. Worst it said was ribs or hot wings. Oh, yeah. Best grilled chicken or fish. Okay. But I bring it up because our listener, Peter, said his food choice definitely caused some reactions. Not just amongst his date, but among the weight staff that was there, too. We'll see how it affected their hangout.

Hopefully it wasn't just a bunch of PB&Js, but Peter, welcome to the show. Hey, what's up, guys? Oh, Peter. It sounds like you've got a story for us. Oh, yeah, this one's great. All right, well, tell us about this woman that you met. What's her name? All right, well, I met this really cool girl.

Our name's Emma. I met her off this app called Matchup. Matchup. What's that about? I haven't heard of that one before. I mean, it's kind of just like mumbled tender. It's kind of like the same spew. Oh, wow.

Okay. Nothing special. All right. Well, I'm glad you brought it up. Well, it's just like a new app, so I just thought I'd give it a shot, and I always kind of have got good luck on it. But anyway, long story short, Emma's really cool, super attractive. And then she's, like, active, which helps because I'm super physical.

She's, like, hiking outdoors, et cetera. All right. So you guys have some shared interests, obviously, already? Yeah, so then we went to, like, this really awesome taco spot. I had never went there. Tacos? I thought it was, like, some weird food you ate, or? something like that's like such a normal date meal unless it's like ostrich tacos yeah yeah

I know I think that's kind of like where it got weird I think I might order like too much food oh I never had been there right so I wanted to order and like it to know or and talk and not have that be an issue so I just kind of went ahead and ordered like a bunch of stuff oh my god you know that can look like kind of a baller move too to be like you know what right we'll take one of everything yeah that's what I wanted to do I wanted to set it up so then we could just talk yeah You can eat whatever she was. So what came to your table? I mean, like, what didn't come to the table?

I ordered, like, menudo, savice, shrimp cocktails, burritos. Burritos as in plural? The thing about the Mexican places, though, is, like, they usually give enormous food sizes. Like, the burrito is the size of your arm. Was she laughing? Like, what's the reaction to all this thing? Yeah, yeah. It was like, she thought it was kind of cute or whatever.

And then I didn't want the food to go to waste. So I was like, hey, let's just stop my place. I'll throw all this food in the refrigerator real quick, and then we can continue the date and hang out, and she thought that was funny, too. Okay. The whole conversation on the ride back, it was super funny, like my whole car just smelled like a delivery, like.

You're like a grubhub driver, yeah. He's like, so I haven't called her in two weeks, but I've been eating Mexican food literally every day since. But it is kind of like a sneaky, smart move to get her back to your place. I wasn't even trying, man. And then once she came over, I mean, we just, Put the food in. I gave her a tour.

Showed her around. Okay. Made a joke about, like, this lazy boy that I had. I have, like, this weird chair, and I'm pretty sure it's haunted. A haunted chair. How? How is it haunted? It, like, reclines by itself.

Oh. Okay, that would scare me if I heard that noise across the... The ghost of an old grandpa is sleeping in it. I pretty much told her, like, it only really happens when I'm laying down in bed. Oh, I bet. Oh. Not just in your room, in the bed. But then I told her, I told her, hey, do you want to go into the bed and, like, see if we can hear it move?

Oh, okay. And this wasn't a move either. No, it's kind of a move. Yeah, yeah. Okay. It was smart. That was good. I would think that's really funny, and I would get in bed.

Okay. You would get in bed without a line. Okay. So she lays in the bed with you? Yeah, so she lays in the bed and then we kind of make out. I mean, she didn't sleep over or anything. But still, it let me. Do a kiss?

Wait, did the ghost come? Did the chair creek? I mean, to be honest, I wasn't even listening. Yeah, Alexis said, Jeff, nobody cares about the haunted chair. I want to know if it's haunted. I know. It was a line to get her. Okay.

Still, I could use closure. Yeah. I like spooky things. All right, so you guys made out in the bed, but nothing more than that and she left? Yeah, she didn't stay over. I just gave her ride back to her car. Okay. And have you talked to her since?

No, not at all. So hopefully it's not the bad incident. What? Wait. The kiss incident. Why are you calling a make-out session an incident? Yeah. I don't know, because now you guys are making me think I was pulling some moves, you know?

You said you were. But she was obviously okay with it. Yeah. As long as you weren't like, oh, you can only hear the creaking sound if we take our pants off. You kiss me. You could really hear a ghost, though, every time I'm laying, like, I swear it out there. All right. Are you trying to get us into your bed now?

Because I'm not going to say no. I don't think you guys get all fit. Oh, come on. What is it, a queen? I bet we could fit. What is that? You know what? Actually, you guys all should come over a little bit.

Hey. Oh. I do picture all of us laying there just waiting for the ghosts. All splitting a burrito that he has from the back of his car. I'm down. All right. Now I'm actually really excited to call Emma for you. Dude, multiple burritos, a haunted chair, makeout session.

It sounds like a great night. Oh, yeah. We're all in to get this done for your second date update. We're going to come back and do it right after this. Brooke and Jeffrey in the morning. Second date update. One man. one woman, 30 bags of Mexican food

and a haunted lazy boy that helped our listener Peter get his date Emma to join him in bed. Wow. Because that's when the ghost in the chair tends to move around the most apparently. That is a strange sentence that, I hope you heard the first part of this. Yes. But it worked. Got her in there and the only movement that was detected was the two of their mouths making out.

So why after what? True story How do you make things so sexy? You're right. The question is why after all of that would Emma not be calling Peter back? That's what we're trying to figure out.

Is there any chance the grandpa in the ghost chair jumps souls into Emma's body? And would that stop you from wanting to date her? Peter? Hey, what's up that? Oh, Peter just joined the conversation.

It's better. I miss all that. Peter, I will say, I think you're one of the chillest guys that we've had on this segment like I can't really tell are you super stoked about Emma? Yeah, I mean, like I said, I matched with her on the app and she was into like

physical activity, hiking, outdoors. I mean, I just want to know what's up. I mean, I made out what they're in my bed and then now I'm just not getting any response back. Wow. You feel played. Yeah, I feel used. That's right.

Yeah. Sounds fun to me, but if you were not into it. Okay. We'll do this for you. I'm going to dial Emma's number right now. Here we go. Hello. Hey, Emma.

This is a radio show called Brooke and Jeffrey in the morning. How you doing? Hey, Emma. Hi. Hey, good morning, Emma. Wait, sorry, who's this? Everyone go on the room, introduce you. Yeah, it's a big radio show.

It's called Brooke and Jeffrey in the morning. And we're reaching out to you about a segment we do called Second Date Update. Okay. It's actually really fun. It's something where we try to help out listeners who've gone out on a date with somebody recently, but they're not getting a call back, we can reach out on their behalf to try and figure out if there's a reason why.

Weird. Yeah. Definitely weird. We get to the bottom of things. Like we learn. Sometimes you even want to go out with him again after you figure it out. So we're doing that service today for one of our listeners

named Peter. I'm sorry. So Peter called you. Yeah. He asked us if we could get a hold of you because he feels like there should be a second date happening and it's not materializing. God.

And his description of the night sounds like a really fun first date you have with him. Huh. I don't really know. I don't really know what to say. Well, we're just trying to get like what you thought about Peter. What was the vibe? Well, he was attractive and fun. All right.

He told us about all the food at the Mexican spot. Yeah. He overordered. It's a good problem. And then he said some funny stuff happened And you ended up going back to his place Okay, so he did tell you that Yeah

And we figured you wouldn't have done that If you weren't at least somewhat into him Yeah His place was another story Oh Okay I will say he did mention the chair That might be haunted by the ghost of a grandparent

Oh No, that was funny That was fine Oh, okay Is it like the state? of his house, do you mean? Is he a no pillowcase guy? Yeah, because like the chill dudes that I know that love like rock climbing and stuff,

they're not also into homemaking is maybe a good way to say it. No, I, like I said, he's fun. Like, even though I had the ick, I made out with him. You had the ick? Oh. Yeah, what did you do? When did the ick come? When we went to his bedroom.

Uh-oh. Oh, that way. He has a king bed. Yeah. That's a good thing, right? No, what single guy needs a king bed? Wait, what? Ask yourself, like think about that.

Wait. Oh, that's so nice, though. I thought it was going to be no pillowcases, like Alexa said. You're saying that his size of his bed gave you the ick? So you're a single guy and you have a king size bed. You're on the app. He only has that bed so he can be with, I don't know how many different women. Only players have king bed.

He's got to fit all the ladies in his bed. I mean, you just don't want him on a futon, and you don't want him in a twin size. You definitely don't want those situations, but a queen is fine. A queen is plenty. No. Okay. There could be a billion, jillion reasons why he has a king-sized mattress. It could be old relationship.

They got it together. No. Now, he says he hadn't been in a relationship for years, so it's not left over from a past girlfriend. It's just his. Oh. Okay. Talking yourself out of it and making all sorts of assumptions about this guy. Yeah.

I hear you for sure. but I think it's only fair if you heard from Peter himself, because I do need to let you know he's on the other line, listening and waiting to talk to you. Hi, Emma. Oh, my God. So that's really why you call me back? You think that I'm sharing my bed with multiple women?

Yeah. Yeah, she said. That's pretty gnarly, but you really want to know the truth. I used to sleep on like an air mattress. I had to blow up all the time. and then me and my buddy found this king-sized mattress on the side of the street. It was brand new. Wait, what?

I loaded it up, you know. I hozed it down before I put it in the house. It's pretty much brand new. Oh, my God. Wait, where did you find it? I mean, look, to be honest, you're the only person who's ever complained about it. Everybody else seems to enjoy it. And I really enjoy my space.

It's better than sleeping on the air mattress. Wait, no, no, no. Where did you just say you found it, though? I got it off the side of the road But there was nothing wrong with it It was brand- Maybe it's like a dog In a way he didn't find the mattress

The mattress found him That's beautiful No No I got oh my god Mattress found me I needed a mattress And I'm sure Like if you're worried about bedbugs

It sounds like he's had it for a while He would have known by now If there was bedbugs Right you're not You didn't get bit by any bedbugs When you laid on the bed Oh my God I hate this so much.

No, I feel like I have to go get tested now. Maybe some other girls will love your roadside pain bed. Hold on, Emma. I just need to real quick ask the ladies in the room. Is this an ick or is it something that you could get over? My mattress is from Brooks' friend. So mine probably has been hooked too. We do have a couple mattresses that we got out of an abandoned cabin.

Oh, God. We sleep in at my family's house. So I'm going to go with no. Okay, I'm asking the wrong people, obviously. Brooke is standing up for the roadside recovered mattress. I mean, wait and not want-not. Yeah, these are times of being furgle. We got to watch where we spend our money.

Fergul or frugal, either one. Frugal, furgle, whatever, tomato, tomorrow. I would recommend some sort of mattress protector, like one of those, like, zip-up. No, I don't need none of that. I'll just take in the germs and let my body become immune to it. What? Yeah. Why didn't you tell me, let's lie.

down on this roadside mattress to hear the ghost chair creep. I didn't even think I needed to tell you the story about the mattress to begin with. Yeah, I mean, the chair was enough of a story. Well, the chair's probably not haunted. He also found it on the side of the road. Oh, for sure. There's like a squirrel living in. That's why it is haunted, though.

Yeah, there is no way that you bought that chair. And it's not that nice. Yeah. Remember, he's Fergal. So. Fergal. Yeah. Well, okay.

So at this point, Emma, everybody in the room sees. no problem with it. We don't know why you would. I mean, I could see why she'd be upset, but you give it a little bit more thought. You're like, oh, well, we can get an upgrade later. We can get a brand new mattress. Oh, now that's

a promise. He's talking in plural. He sees a future with you. I mean, one little thing like a mattress is going to get in the way of us. We had such fun when we ate. So you're willing to buy a new queen mattress. That's not what he said. They might find one washed up on the beach.

It's a California king. We can serve on it. That's pretty sterile with all that salt water. That is. Well, you know, every time I'm paddle boarding, my eyes would be able to find it. There we go. That's a man who's looking ahead to the future, Emma. So we would love to offer to send you out on another date with Peter,

and we would even offer to pay for it if you'll say yes. This got weirder and weirder every time Peter opened his mouth. So do it for the plot, Emma. I'm going to say no. Some other girl will love your king's roadside mattress, but it's not me. Emma, your odds of getting another guy with the roadside mattress might be high. Peter, man, I'm sorry, dude. I'll just get back on the app, dude, and just run my king's size mattress.

I mean, nobody else really complains about it. Okay. Nice. You're going to, like, put it as part of your bio. I mean, at this point, yeah. Yeah. Plus, you have 25 uneaten chimichungas that you could split with who are. matches with you.

You kind of live like a king. You really don't. Emma missed out. Burritos for everybody. Brooke and Jeffrey in the morning. I'm Cynthia Lois and I'm Josie Dye. And we're done pretending we have it all figured out. Each week we laugh, cry, and talk our way through life's messiest moments.

The things you think about but would never say out loud. The questions you are always too shy to ask. Relationships, regrets, awkward moments, and the stuff no one warns you about. It's honest, it's funny, and sometimes it gets a little uncomfortable. But that's kind of the point. This is Cynthia and Josie's Unmentionables. Listen on the free IHeart Radio app or wherever you get your podcasts. Hey, it's us to Jonas Brothers.

And guess what? We have some big news. What's the news, name? Huge news. We created our own podcast called, Hey Jonas. We invented a podcast? Well, we didn't invent it. We just contributed to it.

We're the first people to do podcasts. Pretty, yeah, pretty wide range of podcasts throughout there. but this one's extra special. So how do we actually come up with a name Hey Jonas, guys? I honestly don't remember. I think it was on a call about what we should call it. We were thinking I'm originally calling it

one of the early names of our band before Jonas Brothers. This is how you guys remember it going down? Yes. I have a very different memory of this. We were talking about a thing, a bit for the podcast, people could call in and say,

hey Jonas, and then I wrote down on my little notepad Hey Jonas and offered it up as a potential title for the podcast. But thanks for remembering that, guys. Listen to Hey Jonas on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Just listen. We don't care where you hear it. Well, we got kind of off track there where Emma got the ick by just seeing the king's size mattress. And that was before we found out it was rescued from the side of a road. I think rescued is a good way to put it.

Yeah, that is naive. You saved it. You saved it. But going back to her initial problem with it, Does a king-sized mattress for a single guy put up red flags? That he could possibly be a player? I'd never heard of that, but it, in a loose way, has some logic. No, I think it's...

I think it's only if you have, like, weird satin sheets on it or something. You know what I mean? Or it's a king that's waterbed. Yeah. That's definitely worse. But it is kind of true. Like, even Jose said, he's single with a queen, and that is more than enough room. Like, why as a single guy, would you need to go bigger?

It's strange because you even fly planes where you, expect a kink size bed to lay down on. That's also true. So I don't know what's going on with Peter in that whole situation, but I'm sure we're going to be speaking with him again. I just hope it's on a memory phone bed because that's got bad memories. Oh, God, yeah.

It seems like he had a lot of happy visitors. So, wow. And he only had it for two weeks. Yes. A lot more action to come. And if you want to have some happy visitors to your bed, maybe we can help facilitate that. No, that's not a bad

thing to say. Forget that I said that. a podcast from his best. Don't worry. That was totally legal. Yeah. We'll just help you with your dating life. We'll call that person who isn't calling you back. Go check out all of our second dates are up wherever you get your podcast at Brooke and Jeffrey.

Hey, guys, it's us. The Jonas Brothers. I'm Joe. I'm Kevin. And I'm Nick. And guess what? We created our own podcast called, Hey, Jonas. We invented a podcast?

Well, we didn't invent it. We just contributed to it. We have the first people to do podcasts. We get to ask other people questions because we're sick and tired of being asked questions. Well, sick and tired is a strong way to put it, but, you know, tired and sick, tired and sick. Listen to Hey Jonas on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Just listen. We don't care where you hear it. Another podcast from some SNL, late-night comedy guy, not quite.

Unhumor me with Robert Smigel and Friends. Me and hilarious guests from Bob Odenkirk to David Letterman help make you funnier. This week, my guest, SNL's Mikey Day and head writer Streeter Seidel, help an a cappella band with their between songs banter. Where does your group perform? We do some retirement homes. Those people are starving for banter. Listen to humor me with Robert Smigel and friends

on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Winning on Clay is an art. The rallies are relentless. And at the French Open, only the toughest survive. I'd know. I competed there for decades. Join me, Renee Stubbs,

on the Renee Stubbs tennis podcast for no nonsense breakdowns of the biggest matches, the toughest players and the moments that define Roland Garros. She's an outsider to win the French name. And she likes Clay. Listen, Lennar Rabakina is arguably the best player in the world right now and I actually can win on any surface. Listen to the Renee Stubbs tennis podcast on the IHeart Radio app,

Apple Podcasts or wherever you get your podcasts. Presented by Capital One, founding partner of IHeart Women's Sports. Imagine an Olympics where doping is not only legal but encouraged. It's the enhanced games. Some call it grotesque. Others say it's unleashing human potential. Either way, the podcast's Superhuman documented it all, embedded in the games and with the athletes for a full year. Within probably 10 days, I'd put on 10 pounds. I was having trouble stopping the muscle growth. Listen to Superhuman on the IHard Radio app, Apple Podcasts, or wherever you get your podcasts.

I'm Michelle McPhee, and I've been unraveling the strangest criminal alliance I've ever reported on a Mormon polygamist and an Armenian businessman. Multi-million dollar house, Ferraris and Lamborghinis, private jets, a billion dollar fraud. But how long can this alliance last? Tell me what you know. Is somebody coming after me? Listen to Kingdom of Fraud on the I-Heart Radio app, Apple Podcasts, or wherever you get your podcasts.