Brooke and Jeffrey: Second Date Update - Second Date Update: Hotel Bar Rendezvous

Episode Date: September 19, 2025

Our listener on the phone today says 5 min into his date he realized he forgot something MAJORLY important. Hear what slipped his mind and how we’re helping him gain back ground in a new Second Date Update podcast!See omnystudio.com/listener for privacy information.

Hey, everybody, this is Matt Rogers. And Bowen-Yang. And you're never going to guess who's our guest on Las Culturistas. It is Elle Woods, Tracy Flick, herself. Reese Witherspoon. Louise, it must go in a girl's trip. I have to have a tequila. We must.

Oh! Whoever said orange is the new pink. We seriously disturbs. Listen to Las Culturistas on the I-HeartRadio app, Apple Podcast, or wherever you get your podcasts. I'm Jorge Ramos. And I'm Paola Ramos. Together we're launching The Moment, a new podcast about what it means to live through a time as uncertain as this one. We sit down with politicians, artists, and activists to bring you death and analysis from a unique Latino perspective.

The moment is a space for the conversations we've been having us, father and daughter, for years. Listen to The Moment with Jorge Ramos and Paola Ramos on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. What would you do if one bad decision forced you to choose between a maximum security prison or the most brutal boot camp designed to be hell on earth? Unfortunately for Mark Lombardo, this was the choice he faced. He said, you are a number, a New York State number, and we own you. Listen to shock incarceration on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hi, it's Gemma Spag, host of the Psychology of Your 20s.

This September at the Psychology of Your 20s, we're breaking down the very interesting ways psychology applies to real life, like why we crave external validation. I find it so interesting that we are so quick to believe others' judgments of us and not our own judgment of ourselves. So according to this study, not being liked actually creates similar pain levels as real life physical pain. I learn more about the psychology of everyday life and, of course, your 20s. This September, listen to the psychology of your 20s on the IHeart Radio

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Oh, wow. That's a real G-talk right there. Oh, yeah. We'll talk about all that's viral and trending, with a little bit of cheesement and a whole lot of laughs. And of course, the great Bivas you've come to expect. Listen to the new season of Dressas Come Again on the IHeartRadio app, Apple Podcast, or

wherever you get your podcast. Hey, it's Brick and Jeffrey in the morning. We got you on Friday, okay? We got a brand new second date episode. And for those of you who don't listen to our full show, because we do do a full hour every day, can I just recommend today's episode? One full hour. Yeah. I really like

Jeff's song parody today. It's all about soup you can also see it on our YouTube page if you just go to at Brooke and Jeffrey yes and you know it's not a crazy Friday unless you're bumping songs about soup that's right that's right as I said it first set the tone yeah we do a lot here okay yes just second dates

okay so don't trust that way and Brooke that was the perfect segue to the comment I actually had pulled up I'm not even lying I didn't even plan it I know you didn't and Jay Gregg said I don't normally leave comments but I found you watching TikTok then I listened to all the second date updates then all the phone taps

Now the full shows. I listen all day. Every day, I'm addicted. Oh, we love that. So be like Jay Griggs. Yeah, be like him. Enjoy right now your brand new second date update. Second date update.

Some people might say it's presumptuous on a first date to bring a girl straight to a hotel. Yeah. But Brooke would say the Lakinta. Oh, my. I didn't know you were going to say a nice hotel. We don't even need a room. I'll just lay. on the breakfast bar, you feed me

raisin brand until I say stop. I'll show you how to use that waffle maker. Wait, this is an 8 a.m. date? That's how Brooke likes it. But I only bring it up, because according to our listener, Jack, in his email, he says he had his first date at a local

hotel. And that's all I know. So, Jack, you dog. We say a nice restaurant at a local hotel. I press my fingers for a bar. Yeah. Yeah. Hey, man. Welcome to the show, dude. Thank you for me on. And you know what?

That sounds really great, but it wasn't that. Were you talking about the breakfast bar sounds really great? Hook up with the waffle machine? No, I'm talking about taking the lady to a hotel on the first date, like you guys. Oh, it didn't happen. Oh, did that not happen? I thought that's what it said in the email. Oh, Jeff, what did you mess up again?

Sorry, reading's hard. Okay, I apologize. So maybe you should just start at the beginning. Tell us about this lady that you met. All right. Well, we did go to a hotel, but it was the coffee bar. So Jeff read the word hotel. and was like, it was a hotel day.

What else do you do at a hotel? You can get coffee. Apparently. It was a coffee bar okay, but the La Quinta breakfast bar isn't. I mean, literally, what is the difference? It's kind of a blurb line. It's just a fancier name. I just figured if I put hotel in the email, it's like, oh, this is getting somebody's attention.

Okay. It works. It sure it is. What's her name? She's easy to get there. Her name is Delilah. Okay. And how did you meet her?

Uh, we met on a dating. Did you take everything in your power not to sing that plain white cheese song to her? Oh, God. I mean, she's wrong a lot of white. And you would think, like, that alone would make me remember. But I don't know if it's because, you know, dating ass, and you're looking at a lot of different people, a lot of different names. But we were sitting there, and I think within five minutes, I can't remember her name. No.

Oh, no. Yeah. What did you do? Oh, dang. You're like, hey, there, pretty lady. Oh, yeah. Luckily, she kind of saved me from it because she started telling a story about her and a friend

and she was like, oh, and my friend was like, Delilah, what are you doing? And I'm like, oh, that's it. Oh, Delilah, yes. Oh, my gosh, you listened to her? That's a good thing. That's a big way. About the first time around, it sounds like.

Okay. Actually, you're right. Now you're listening. So now that you're 15 minutes into the date and you finally refigured out her name, where does it go from there? I mean, to back up a little bit, she's very pretty. And I was really attracted, and this may have been, like, the whole I forgot her name thing.

But she had this, like, brown, reddish hair, picture like Emma Stone, but prettier. Oh, wow. That's actually a good visual. Shots fired at Emma Stone. I know Emma Stone's hair. She's really pretty. Yeah. Emma Stone is a big listener to this show, so you should know that you probably defended her.

That's okay. I mean, that's awesome. You were blown away at how gorgeous this woman was, Delilah. Yeah. And it was aside from, like, I can't remember your name. There were a couple other weird things You kind of take as a good side Like we were wearing the same colors

Oh That's like the universe Did she notice that or did you point it out? She actually was the one who pointed that out We're talking like black and brown Oh my God we're both in black shirts It's just subtle Oh wearing all green Pocodots together

This must mean something Super specific Wow I mean aside from the color of her hair And the color of your clothes Were there any other high That's very good What other highlights

Did you and Delilah have with each other. I thought it was a good date. You know, we had a good conversation. It kind of veered off in a weird direction at one point. I don't know how we got there, but like we started talking about childhood dentist drama. Oh. That's a good one.

Everyone has a story about that, right? It's a really hot thing to talk about on the first date for sure. Did it make you laugh? I mean, yeah, kind of. I had a story about, you know, wisdom teeth, getting pulled and lots of blood and actually vomiting or whatever. But she was laughing at it. Okay.

I like that she finds a humor. You like a little dry socket? At least you keep up with your teeth. That's what I'm taking as a point. I mean, maybe we should just jump right to how did it end? I thought it ended well, you know. I mean, it's the daytime day. So it wasn't like we were kissed.

We hugged. Okay. I'm trying to think of, you know, I used the coupon to pay for the coffee, but I don't think she even saw that. So it's not like she's going to go, oh, gosh, cheap or something. Some people have an issue with coupons. for some reason, because I think that just means you were a smart spender. I need to know, was it like on your phone coupon or you had like a paper cutout?

Why does it matter? The magazine clip out, that's kind of old. Who cares where the coupon came from, okay? But the reason that you do it, Brooke, is so that you can tip less on the final bill. That's a bad look, also. That just means you found a man that could be financially stable. I don't even think she saw it. I mean, it was on my phone.

I don't even think she saw it, but if she did, then, yeah. Was on the phone. That's better. Okay, yeah, you're fine. Okay. How long has it been since your hotel coffee date? It has been just over a week, and I'm getting absolutely nothing back. Okay, you hesitated there, and I thought you might be saying seven years, so this is better than what I was expecting.

That means we still have a chance when we come back and we call Delilah for you. Hopefully she has some memory of who you are and some memory of why she's not calling you back. If she forgets his name, it'll just make him feel better. So that's also a positive. I would prefer you didn't bring that part up. Okay. But yeah, whatever you got to do. Okay.

We'll make it happen for you with your second date update right after this. Hold on. Second date update. If you're just joining us, we've been chopping it up with our listener, Jack, about his first date with a lovely woman with reddish-brown hair named Delilah. Say Auburn. Say Auburn hair. That's not how he described it. That is what redish-brown is.

That's how you described it. It was brown-red. But you've heard of the app Coffee Meets Bagel. Well, Jack said no to that bagel. Just grabbed coffee with her at a hotel bar. It was a great transition. You know, you thought when he wrote that down in his head, he's like, I'm going to say this. I'm hearing the people laughing in their cars right now.

And they discussed hobbies and childhoods, traumatic dental experiences, all the usual first date topics. But now, just like the ring, it's been seven days. So it's time to go get it. our girl. Scary. You guys don't see the ring? No. You see the video and then you have seven days to like forward it or you die?

Oh. I don't watch those movies. They're too frightening. It was really scary. It's seven days and then the entity comes to get you and that's what we are. We are the entity coming to her phone to ask her what's up. Okay. It's okay, Brooke.

I know you don't appreciate amazing transitions like that, but that's what we're going to do in radio. I just spent this whole time doing this writing your... Jeff was like, I'm coming in with a coffee bagel joke and then I'm following up with the ring. maybe. This is going to be... I don't even have to go after you. These two got me. Okay. When we win our Marconi award after this, you're going to see who's laughing, but that's fine. No one knows what a Marconi

is unless they're getting radio for 20 years. I don't even know. Yeah, it's a radio grammy. I didn't know until I won't. Jack, you feel me? You felt like that was a good recap, right? Yeah, no. I thought you guys got to say no. You can say no. Damn it, Jack. No, because he thinks if he says no, Jack.

Oh, my God. We all know the answer. I only hesitated because I I was listening to you guys talk about my, what the hell's a Marconi? Yeah, it's fine. It's the highest prize you can win in radio. I think it's fake. It's our Grammy. It's not included in the E-GOT for a reason.

Yeah, fine. The reckoning is coming. Let's just call this one. Yeah. Hello? Hey, is this Delilah? This is she. Hey, Delilah.

Happy to, what? No, you're in for a treat. After all the jokes you've been making. You're hearing a lot of voices right now because you're on the radio right now. Hi. On a show called Brooke and Jeffrey in the morning. Okay, yeah. Hi.

Hi, welcome to the show. Thanks. That's appropriate response. I know you're probably wondering what's going on. And I can tell you this is a segment we do. You may have heard of it before. It's called a second date update. Okay.

It's where if we have a listener who wants some help getting in touch with someone they went on a date with recently, we can call them on their behalf and try to figure out if there's a reason why they aren't getting together again. Oh. Kind of cute, huh? Um, yeah, I guess. Yeah, and the reason that we're calling you is because you met up with a guy named Jack recently. Yeah, the coffee date. Yeah, coffee Jack. Right.

It was a decent date, but, I mean, overall, um, I mean, unfortunately, I kind of found it a little boring, you know? Oh, no, that's the worst. Which part was boring? Yeah. There was just, like, not a lot of initiatives taken on, like, starting different conversations. Okay, so you felt like you had to lead all the conversation? Is that what you mean?

Yeah, like a little bit. I honestly think that we got started talking about the dentist after I said I had sensitive teeth when I drank my coffee when it was too hot. And then that's how we ended up there. Okay. Okay. And when he was describing how he was puking in the dentist chair, that didn't give you romantic butterflies? It's not necessarily the exciting first date conversation you, like, get to know you. Okay.

But to be fair, like, what is? Like, what were you hoping for? Like, you guys are just supposed to meet up and get to know each other, right? Like, a first time? I don't, I'll have, like, a first date script that I expect to be, like, gone over. Yeah, I mean, I can kind of understand what she's saying when you have a conversation. conversation with someone and it feels like it's more work than what you get out of it. I mean, Brooke, I agree with you on that and I see what you mean.

But we do a lot of these phone calls. And I would caution people because a lot of times when someone says they're looking for that romantic spark, that's just not how real dates actually are. I'm not saying she should give up on it. I'm just saying that I understand having those conversations and leaving and being like, oh, that was exhausting. Yeah, that was. I didn't hear her say, like, God, that was exhausting. She was just like, I was kind of bored. I didn't feel the spark.

You know, when people are like, oh, it felt like we already knew each other. Like, the chemistry was there. This is, like, the opposite of that. But you're describing Brooke and her cousins at their family meetings, and that's a different situation. Asked Delilah. That's like a second or third date feeling. Not first date.

Yeah. So, Delilah, you're saying it was so boring. It didn't even warrant more exploration into if there was actually something there. Like, you're not interested in Holland. Like, he is a good guy. but to be perfectly honest, like, I'm getting messages from guys pretty frequently, and, like, I'm going on quite a few coffee dates. Yeah.

And so, like, if it's not interesting or I don't feel like a spark or, like, want to pursue it, I just don't know that it's worth my time, you know? Yeah. Okay. It's like, you know, he got his audition. Sure. But who's to say that he wasn't also equally bored and wanting more from you during the conversation? He had a great time.

Well, that's what he said, because that's the polite thing to do. when you meet somebody and i'm not just going to say that in his place i'll let him tell you because jack is on the other line listening to this call wanting to jump in yeah oh jack i'm sorry i i would not have said it like that had i known that you were i'm sorry oh yeah brook he's just doing the polite thing right jeff i well i listen i'm just going to say my defense i mean it was a coffee date in the middle of the day. I don't know what you expect. That could be something. I don't know. Maybe we connect over a mutual hobby or like a movie that we liked and none of that happened. I mean, I was just holding back because, again,

I thought we were just trying to go slow, try and get to know each other. I mean, you got to wait to like the second day before you get, you know. Before you get to hobbies? I'm not boring. I mean, I ate a whole rotisserie chicken on a Zoom call last week. Atta boy. Now we're talking wild. Wait, what? Were you making like a, what do they call?

Like a mokbong video where you eat in front of the camera? No, he's just an interesting guy who does crazy, interesting things all the time. Yeah. And you would. You never know when he'll bust out of time. Yeah, you would know that about him if you gave him a chance. I want more examples. You want to know what else he ate on Zoom calls?

I just didn't feel that connection spark. Are you sure, Delilah? because back then maybe you didn't feel it, but after hearing about that chicken stuff, you might be getting a little hot and heavy right now. Maybe there's a bad example. Okay. My neighbor's cat follows me everywhere

like I'm some kind of a cult leader. Oh, okay. Cats are a good judge of character. Why do we go to that analogy? Well, I'm just saying because I don't want her to think like I'm just some plain old boring guy. I see, I see. I mean, I will say sometimes people

just don't make the best first impressions. And maybe that's you, and that's okay. That's literally what it is, I think. It's better that he didn't talk your ear off and talk at you instead of just being a little boring on a first date. That's true. I do like being able to have an equal conversation instead of just being talked at. Okay. Now's a good opportunity, Jack.

Give her a chance to talk. I will say, Jack, getting in touch with me through the radio is certainly interesting. Hey, look at us. We're finally a positive. You have millions of people listening to you right now. I think the tides are turning. Jeff. Yes, but she did mention that she has a ton of messages from other dudes.

Why would you bring that up right now? A single girl doesn't. Well, she brought it up. I know, but we don't have to go back there. You're right, Brooke. I'm hoping that we don't and that she just agrees to another date right now with Jack. Ooh, that's exciting. A coffee and possibly a bagel date that we would pay for.

No, I've got to have dinner. Like, we'll go out at night. Yes. There you go. What about a movie night? The ring. Sure. Oh, my God. That movie is terrifying. I don't want to watch the ring.

Well, this is sounding a lot better. So what do you think about giving him one more chance, Delilah? Again, we would pay for it if you say yes. I mean, I do have a couple of other dates lined up, just to be perfectly honest. But if he's willing to, you know, be that fourth date, I would totally go on a second date with you. Okay. She's volleied it back over the net to you, Jack. Well, I'm just saying I might have some dates myself. Okay, don't do that job. All right.

He's hauling it back over. No, no, no, I agree. I agree. All right. You're excited. I'm excited. I just wanted to kind of, I'm not a boring guy, so yeah, maybe I got dates. But I agree.

Well, Jack, if you're really not boring, maybe you go on the other dates with Delilah. Yeah. And you can meet and even one up some of the other men. Oh. Jeff, what are you on today? I know, man. Seven days. I don't think anybody likes that idea.

Okay. Yes, just to me meet one more date. We'll take it. We're going to go get Jeff a nap. Brooke's going to leave us with a really quippy thing on the very end of it. Go, Brooke. No, I think that we just end the call. I just say, congratulations.

We can't wait to hear back from you. Let us know how it goes. Oh, well, that was boring. Brooke and Jeffrey in the morning. Hey, everybody, this is Matt Rogers. And Bowen Yang. And you're never going to guess who's our guest on Los Culturistas. It is Bradley Jackson, Elle Woods, Tracy Flick herself.

Reese Witherspoon. It must go in a girl's trip. I have to have a tequila. We must. Oh! The Q rating. When they run diagnostic on you guys. I'd be scared.

You don't run the Q rating. No on the Q rating as I get it. My resiliency score is down to adequate because we were on a red eye. My resiliency score. Where's your grit? My grit. I got to get my grit. I got to get my grint score up.

Now, don't think that you're going to come out Los Culturistas, the podcast, and we're not going to at least bring up Big Little Lies Season 3. Whoever said orange is the new pink. We seriously disturbs. Listen to Las Culturistas on the Iheart Radio app, Apple Podcasts, or wherever you get your podcasts. I'm Jorge Ramos. And I'm Paola Ramos. Together we're launching The Moment, a new podcast about what it means to live through a time,

as uncertain as this one. We sit down with politicians. I would be the first immigrant mayor in generations, but 40% of New Yorkers were born outside of this country. Artists and activists, I mean, do you ever feel demoralized? I might personally lose hope. This individual might lose the faith, but there's an institution that doesn't lose faith.

And that's what I believe in. To bring you depth and analysis from a unique Latino perspective. There's not a single day that Paola and I, don't call or text each other, sharing news and thoughts about what's happening in the country. This new podcast will be a way to make that ongoing intergenerational conversation, public. Listen to The Moment with Jorge Ramos and Paola Ramos as part of the MyCultura podcast network on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts. You know, it's nice to hear the boring guy get a win every once in a while. Yeah.

I like that. I think what's funny is like when we were talking to him, I didn't find him boring. No, yeah. But he seemed like normal. But maybe we talked more than he did. Yeah. And that was a problem. Maybe. We definitely.

Oh, okay. We're the interesting ones. It's good that he realized that and kept his mouth shut. But the bad news is we're not going to be on the date with him so we can't help him out again. Because the thing that really seemed to change her mind was the fact that he called us and put her on the radio. I feel like this is one of those things where you should go with just. a couple of pre-planned questions for any date. Like any dinner

party, you know, come with some interesting conversation. Yeah, like, what's your body count? No. No. No. No. Don't do that after, like, middle school, high school. No, what's a better one? Okay. What's a better one? Like, the most embarrassing thing that happened to you in middle school.

No? That sounds like all of the other stories that he was telling about puking at the dentist. I don't know. I don't have the list in front of me. If he needs help, we can do that. Someone else make the list and let us. Match your own personality. Forward us that list so that we don't have to think of it.

But remember, if you want help with your dating life, we can be there for you to call that person who isn't calling you back. And remember, all of our second dates are online on YouTube, where you can also watch Brooke eat an entire rotissory chicken in under 20 minutes. I can't believe I haven't done that yet. It's the bones, too. The way that jaw hinges, it's wild. Go check it out at Brooke and Jeffrey.

Hey, everybody, this is Matt Rogers. And Bowen Yang. And you're never going to guess who's. our guest on Las Culturistas. It is Elle Woods, Tracy Flick, herself. Reese Witherspoon. Louise, it must go in a girl's trip. I have to have a tequila.

We must. Oh! Whoever said orange is the new pink. We seriously disturbs. Listen to Las Culturistas on the IHeartRadio app, Apple Podcast, or wherever you get your podcasts. I'm Jorge Ramos. And I'm Paola Ramos.

Together we'll be. launching The Moment, a new podcast about what it means to live through a time as uncertain as this one. We sit down with politicians, artists, and activists to bring you death and analysis from a unique Latino perspective. The Moment is a space for the conversations we've been having as father and daughter for years. Listen to The Moment with Jorge Ramos and Paola Ramos on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hi, I'm Jonnaka Lopez and in the new season of the Comfort Podcast, I'm even more honest, more vulnerable, and more real than ever. Am I ready to enter this new part of my life?

Like, am I ready to be in a relationship? Am I ready to have kids and to really just devote myself and my time? Join me for conversations about healing and growth. All from one of my favorite spaces, The Kitchen. Listen to the new season of the Overcombered podcast on the IHeart Radio app, Apple Podcast, or wherever you get your podcast. Hi, it's Gemma's Begg, host of the psychology. of your 20s, this September at the psychology of your 20s, we're breaking down the very interesting

ways psychology applies to real life, like why we crave external validation. I find it so interesting that we are so quick to believe others' judgments of us and not our own judgment of ourselves. So according to this study, not being liked actually creates similar pain levels as real life physical pain. Learn more about the psychology of everyday life and of course your 20s this September. Listen to the psychology of your 20s on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. It's important that we just reassure people that they're not alone, and there is help out there. The Good Stuff podcast, Season 2, takes a deep look into One Tribe Foundation, a non-profit fighting suicide in the veteran community.

September is National Suicide Prevention Month, so join host Jacob and Ashley Schick as they bring you to the front lines of One Tribe's mission. One Tribe saved my life twice. Welcome to Season 2 of the Good Stuff. Listen to the Good Stuff podcast on the IHeart Radio app, Apple Podcast, or wherever you get your podcast. Next.