Brooke and Jeffrey: Second Date Update - Second Date Update: I Got Cheesecaked

Episode Date: August 11, 2025

One of our listeners took a PLANE FLIGHT to hang out with a woman he met online… but their date left a lot to be desired… We’ll try to fix their future in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

The Stuff You Should Know guys have made their own summer playlist of their must listen podcasts on movies. It's me, Josh, and I'd like to welcome you to the Stuff You Should Know Summer movie playlist. What Screams Summer? More than a nice, darkened, air-conditioned theater, and a great movie playing right in front of you. Episodes on James Bond, special effects, stunt men and women, disaster films, even movies that change filmmaking, and many more. Listen to the Stuff You Should Know Summer Movie playlist on the IHeart Radio app, Apple Podcasts, or wherever you listen to podcasts. Hey guys, it's AZ Fud. You may know me as a gold medalist.

You may know me as an NCAA national champion. You may even know me as the People's Princess. Every week on my new podcast, Fud Around and Find Out, I'll be talking to some special guests about pop culture, basketball, and what it's like to be a professional athlete on and off the court. Listen to Fud Around and Find Out, a production of IHart Women's Sports and partnership with unanimous media on the IHart Radio app, Apple Podcast,

or wherever you get your podcasts. Have you ever looked at a piece of abstract art or music or poetry and thought, that's just a bunch of pretentious nonsense? That's exactly what two bored Australian soldiers set out to prove during World War II when they tricked the literary world with their intentionally bad poetry, setting off a major scandal. We break down the truth, the lies, and the poetry in between on hoax, a new podcast hosted by me, Lizzie Logan, and me, Dana Schwartz. Every episode, Hoax explores an audacious fraud or ruse from history. Listen to Hoax on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

What's up, guys? Welcome to the Agustapap podcast, the go-to spot for everything, Musica Mexicana. We're proud Mexican-Americans who live and breathe this music. We started this podcast to share and discuss our views of Musica Mexicaa, whether you like to vibe to Pesso Pluma, Los Aligres del Barranco, Are El Camacho, or put Ivan Cornejo when you get it in fields, then this podcast is for you. Well, actually, Pezzo was supposed to be on Chinito's album. The song with Drake was supposed to be.

be with Pesso. Listen to Agustopat on the IHard Radio app, Apple Podcasts, or wherever you get your podcast. Have you ever wished for a change but weren't sure how to make it? Maybe you felt stuck in a job, a place, or even a relationship. I'm Emily Tish Sussman, and on she pivots, I dive into the inspiring pivots of women who have taken big leaps in their lives and careers. I'm Gretchen Whitmer, Jody Sweetie. Monica Patton, Elaine Welteroth. Learn how to get comfortable pivoting because your life is going to be full of them. Listen to these women and more on she pivots now on the iHeart radio app apple podcasts or wherever you get your podcasts it's brick and geoffrey in the morning and you found the second date podcast and today we got

a brand new one with a lot on the line i would say since the guy actually flew out for an entire weekend for a first date yeah that's a commitment okay big moves yeah and obviously didn't go well because he's on the phone with us so we're going to get the details on that in a second but first we love reviewing and seeing and loving on your comments Alexis. Yeah, M.E. said, that was a fantastic episode. I can understand why you've won so many awards for excellence in radio broadcasting, which, sweet for it, is a lot like being the tannist scientist in Antarctica, or the smartest person to ever have to repeat your senior year of high school. Yes. Congrats. We did it. All right. I always say, what do they call a doctor

that graduated last in his class? A doctor. That's right, Jose. Hey. We're going to get your brand new second date started right now. Second date update. I've heard you can always trust people who have a five-letter first name. What? Tyler, Mason, Vince, the Slap Chop guy. That guy got a lot of trouble. Before he got arrested, I really trust him.

You just feel safe talking to somebody with five letters in their first name. Who's Vince? No idea. For Slapchop. The infomercial. Yeah. You could always. trust him. That's why I get a really cozy feeling knowing our listener on the phone right now

has a five-letter first name. A guy named Corey, C-O-R-E-Y. Corey, your name alone means you have a lot to live up to here. But welcome to the show, man. How you doing? Thanks. I'm all right. How are you? Does the girl that you met have a five-letter first name, too? No, no, sadly. I didn't know that Jeff was, like, so into this five-letter thing. Nobody on this show has a five-letter name. Yeah, and that's how you know, we're all pieces of garbage. So Alexis has the same amount of letters as I do. Almost. Jeffie, Jeffrey has five letters in it, so I'm trustworthy.

You can trust me with your story, Corey. Go ahead. What's the name of this girl that you met? Her name's Alphen. Allison. Hold on, A-L-I-S-O-N. Seven letters in that name. Let's call her Allie, A-L-L-I-E, so that I can approve of her.

No one spells Allie that way. Well, we do today. So tell us about. Allison, where did you meet her? Well, I met her on a dating app, and I haven't had the best of luck. Like, I've been on the dating apps for a long time, and it's just, it's been a while since I made any real connection with anybody. Yeah, we hear that a lot about the apps.

I don't think you're alone in that at all. Yeah. But Alice and I, we, like, really hit it off. And the only problem is she doesn't live in my town. Oh. She lives, like, a couple hours away by driving. Whoa. Well, you got a big radius on that app.

Yeah. A couple hours is a commitment. That's something you're willing to do? Yeah, it would have to be worth it. And I decided that it absolutely would be. Oh, that's romantic. She seemed into it too. So we were like, how do we do this?

And I had a free weekend. I'm like, I'm free next weekend. What if I fly up there? Whoa. Oh, fly. I like how you're like, I'm not driving a couple hours. Get me out of planes. Take a 30-minute flight.

I know, but it takes the same amount of time at the end. By the time you have to, like, go to the airport. check in do all the stuff it's the same amount of time I mean that's her seeing all the effort that you're willing to put in just to meet up with her Did you like get a hotel or did you expect to stay with her for the weekend? I didn't

have expectations I was like you know I was prepared for it but no I got a hotel okay okay but I didn't I didn't have the hotel already booked I was like I'll get one when I need one makes sense because you can't like cancel day of also your name is Corey with five letters in it so she felt safe just being around you

knowing that in itself. Yeah, she can trust you. Yeah, I mean, I didn't, hopefully, I didn't make any expectations that I was going to stay with her or whatever. Hopefully, she registers that. How did the meetup go? So we're like, let's just go to a restaurant. And she suggested a chain restaurant, which is fine.

It's not the rest of them I would have picked. Wow. It's a little disappointed. Yeah. It's great. The conversation flowed. There was lots of laughter. We were playing this game where it was like, let's look at the people around this.

and try to guess what job that they would have. I love that one. Yeah, that's a fun one. She was so funny. She kept saying like Uber driver. Like she ran out of guesses. She just kept giving the same thing. Well, that could be anybody.

She just had to be their funny moment. Yeah, that's your inside joke. Yeah. That's cool. So he wasn't like super great at the game, but we had to laugh about it. Okay. Was there more than just the restaurant, I would assume, because you're there all weekend, right? Yeah, yeah.

So we were like, you know, dinner was over, and there was. the Cheesecake Factory next door. Oh. This is like the chain mecca. Yeah. So it's like, let's get some dessert there. And we were going to take it to go. Yeah.

Where were you going to go? What was the plan? We were just going to go to the park and just hang out more. Huh. Cheescake in the park? At night. Yeah. Romantic.

But, I mean, I was floored by the prices actually at Cheesecake Factory, to be honest. $12. It really is. Restaurants just right now are so expensive. Yeah. Yeah. You know, like, prices have gone up so much. And so we were just like, just got one and we split it.

Okay. So we went to the park and we ate a cheesecake, have more good conversation. And then it was like, okay, let's split up. Oh, okay. So she didn't invite you back to her place. She did not. I was flying back the next night. And so in my mind, it was like, let's go to bed and we can wake up early and, you know, spend the next day with each other.

Maybe do, like, brunch or something, like, before you leave. A lot of time with someone you don't know, though. But also that's a good thing because you go to the hotel in the morning, you text her, say, hi, good morning. Would you like to do something? And if she says no, then you know it's a no. There's free kundlemaud breakfast in the lobby. Yeah, I got to my hotel. Come hit up the waffle bar.

That's smart, bro. I mean, it's no chain restaurant, but it'll do. So what happened the next day? Well, so I did that. I texted her, like, let's hang out. And she didn't say no, but she was just like, sorry I had this, my grandma has this thing and I can't hang out today. Oh, it kind of sounds like an excuse. Maybe not.

Maybe it was just a miscommunication. Like, how good were you at being direct when you were coming in, like, hey, I want to see you both days? I wasn't really, because I didn't want to, like, put any pressure on her. But I was super disappointed, though, because we had hit it off. And, like, I flew up there. Yeah, she's going to want to squeeze it in. And now she's not calling you back? It was texted a few times, but, like, it feels like a little different maybe.

And so I can't figure it out. I have no idea what's going on. I mean, if Allison really wants to go to her grandma's funeral over like spending more time with you, I think that's a big red flag for her. I think it was an activity with her alive, grandma is how I read it, Jeff. She should have been more clear. Should have been more clear about that. And we're going to hold her feet to the fire when we come back, call her and get you.

That's so aggressive. We'll just see what she has to say when we do your second date update right after this. Second date update. It is not a good sign when you fly out of town for a first date, and the person decides to hang out with their grandma over you. Oh, it could be kind of a good, awesome sign. Well, that's what kind of happened to our listener, Corey. He traveled by plane to meet up with a woman named Allison.

They had dinner and cheesecake one night. But the next day, she told him, oh, sorry, I actually can't see you again. I'm chilling with my gram gram today. So naturally, Corey's wondering, is that? Is this because I did something wrong on our date? Right. Or is her grandma really just that cool? Brooke, please reassure Corey and tell him he's cooler than a granny here.

Yeah, I'm sure that's what it is. Grandma's always going to come first. Yeah, grandma will come first, but grandma shouldn't take all day, right? Like, there should, even, Corey, if it was like, hey, can I just meet you for coffee before I fly out? Did you? Oh, can I bring my grandma on our coffee day? Did you ask that? I mean, I guess I should have offered that.

I didn't think of that. Okay. Yeah. I mean, maybe that's all it is. I'm still holding out hope that this is going to work out, okay? So I really appreciate y'all doing this for me. Well, I was also thinking maybe it's sunk in, too, that you had to get on a flight. Like, this long-distance thing may not work.

It's hard for long-term relationships to be long-distance, let alone starting a brand-new-one long-distance. I've never heard that. I've heard long-distance is easier. Let's hope that Allison agrees. I'm going to call her right now. Hopefully she has some answers, but here we go. Hello? Hey, is this Allison?

Yes, who is this? Hey, you don't have to be afraid. We're a radio show. We're called Brooke and Jeffrey in the morning. Jack, don't ever start with you. You don't have to be afraid. Always good when a guy says that. Okay.

That's the worst thing to say. Don't be scared of us. We're a really friendly group of male and female hosts on the radio. Why do I not want to be lumped in with you? Safe space here, Allison. We've got to have two shows going on. Hello, are you still there? Maybe.

Yeah. Hi, okay. Sorry for phrasing it that way, but you're on the radio right now, and we're doing a segment. It's called a Second Date Update. We're trying to get some help for one of our listeners that you went out with recently. A guy named Corey. Oh, my God. Yeah.

Oh. Wow. I was quick. You know who exactly Corey is. Yeah. I mean, talk about someone who has no self-awareness. Yeah, I know, Corey. No self-awareness.

Uh-oh. That would explain why he has no clue why you're not calling him back. Yeah. Like, clearly he's not aware of what he did wrong because we heard the story from him about your hangout. We didn't pick up any red flags based on what we heard from him. That's laughable. Oh, my gosh. Laffable.

We'll help enlighten us because we are just trying to help Corey figure out what he did wrong. I mean, I don't know. He needs, like, a shovelry class or, like, social. basics like interactions 101 but he was so rude like how what he was rude to you yeah like our first conversation i sit down and he notices my nose ring and he's like oh how long have you had that and i said a couple years i was like why and he says oh because i'm trying to understand how many daddy issues you have whoa oh my gosh from a nose piercing yeah what exactly no one they're so Associates daddy issues and nosepiece.

No. Yeah. Once you're like 85. Well, clearly, clearly Corey does. Was he trying to make a joke and it just didn't land, right? Like, maybe that's not possible. No, I mean, if that had been the only thing, fine. But I was like, okay, maybe he's nervous.

Maybe he's like, we just don't get each other's humor. Right. But then we're like playing this game where we're like picking out the jobs for people around us. And it's like fine. Yeah, we heard about that. Everyone was Uber drivers, right? Yeah, I mean, that came after what he said my job was, so I was just kind of in shock. Wait, wait, wait, he picked out a job for you?

He picked out a job for me, and he goes, I have a job for you, and I was like, oh, okay, and he's like, it would be groupie. What? Groupie? Like you'd be some desperate woman following a band around? As a job? Exactly. And I was like, well. Not even a good joke.

Really? Yeah. No. Maybe he meant it in like you seem like a fun type of girl. I don't think a groupie's ever a good thing It's a good thing for the band Oh yeah The band thinks that they're good

The band likes them that much Yeah, no, usually people like groupies Yeah It was so weird Why would you tell someone that? And I told him that's offensive And he was like, oh, just based on your nose ring You know, based on how you're dressed

Based on how your dress I was like, okay, I'm done But we left the restaurant And then I was already over it And then he was like, oh, there's cheesecake. Let's go to Cheesecake Factory, which he suggested. And I was like, okay, yeah, that's fine, whatever. Let's see how this goes.

And he asked what the price is and looks at me and he goes, oh, so are you going to get your card out? What? Are he asked you to get your card out to pay? Yeah. And I'm like, what? You asked me on a date. You suggested cheesecake. If this was breaking your bank, why did you say come in here?

Yeah. Well, you are the host because he's the one flying in town, so a lot of the times the host is supposed to pay for stuff like meals, but I don't know. It seems like a little bit of a stretch. That is more than a little bit of a stretch, Jeff. Again, what she said, he suggested going to cheesecake. He's the one that asked her out. Like, he paid. Yeah, then we got like one piece and we split it, which he ate mostly.

And I'm like, this is so weird. That's your red flag. Worse than the offensive comments. He's probably a guy that wouldn't share his fries. Right. Oh, no, that's worse. So, no doubt there's some questionable stuff being said by him, but there's always two sides to every story. We should at least, at a minimum, hear what Corey has to say about it because he is on the other line right now waiting to talk to you.

No way. Actually, he is. And I'm sure he just wants to apologize. Allison, I just feel like he just left out all the good parts. Oh. Oh, there's good. You left out all the good parts and you just said all this stuff that you had problems with. I didn't even know you had problems with you because you didn't say anything about it.

Okay, she told you was offensive. Is Allison even still there? Yeah. What do you mean? You didn't know I had a problem. I said that's offensive. When is calling anyone a groupie a positive interaction? I mean, it was kind of like a joke, but also it was just kind of like your vibe, right? Like, you know.

My vibe? Damn, no. What are you doing? Like a fun, but like a fun vibe. You flew to see me, but I'm like a vibe. but I'm the groupie. Look, I didn't mean any disrespect. Like, that movie almost famous.

Like, the Penny Lane. Like, she's cool. Oh, my God. What if it was like her? It was a really bad cycle that she was in if you watched the whole movie. But it sounds like you're really defensive and you didn't expect that she was offended.

No, no, I wasn't expecting that. So I think maybe just take a deep breath and use this opportunity to apologize and own some of that. What did I apologize? I don't know what she's mad at. about you told her she had daddy issues Corey you've got to apologize okay maybe I didn't say no I didn't say she had daddy issues all right it's just like my personal experience is that usually girls with

nose rings usually have some kind of daddy issues and it's not even I'm not even saying like it's bad it's like it's just a thing what what you have a lot of issues what are you are a lot of issues okay issues aside it is interesting that you didn't tell us Corey that you asked Allison to pay for the cheesecake oh yeah after you I'm supposed to pay for everything. Why? Just because you were the one who suggested getting the cheese cake. Allison, tell Corey how you felt during that moment when he asked you to pay for the dessert.

I was like, wow, this guy's a loser. Oh. Whatever. Whatever, I'm a loser, but what? You want me to just take care of you? Like I'm your daddy? Sounds like you've got daddy issues. No.

Cory, I want you to never take care of me. I want you to never talk to me. that's why you didn't hear for me. Thank you. I wish you just told me that in the first place instead of stringing me along. I didn't string you along. I made up a lie about my grandma.

I didn't string you along. Oh, wait. You lied? There was no hangout with your grandma on the next day? No, I was trying to be kind, but like I didn't know he was going to call a radio station and air out that he was just some baking. I thought that we had daddy issues,

but apparently it's granny issues that we've got going on. So before we let you. She go, do not do this. We have to. We offer you a chance to meet up one more time, and we will pay for the second date for at least the dinner. Absolutely not. Okay, good. She didn't even let you finish your sentence.

Wow. So rude. We're being sarcastic, Allison. Sorry, he had to go through that. What about me? I think it's like dragged through the mud. Yeah. I know you feel that way, buddy.

That was your own dragging, though. It's called context for your actions. Oh, no. Really is looking down. down on you, bro. So, Corey, it's not going to be another date with Allison. It's a no from her. Obviously, fine. But good

news, you're back on to the dating app just where you want to be. Great. Catch. More nose rings. Awesome. You don't have to match with those girls. In Jeffrey in the morning. In 1920, a magazine

article announced something incredible. Two young girls had photographed real fairies. But even more extraordinary than the magazine article's claim was the identity of the man who wrote the article, Sir Arthur Conan Doyle, the man who wrote Sherlock Holmes. Yes, the man who invented literature's most brilliant detective was fooled by two girls into thinking fairies were real. How did they do it? And why does it seem like so many smart people keep falling for outlandish tricks. These are the questions we explore in Hoax, a new podcast from me, Dana Schwartz, the host of

Noble Blood. And me, Lizzie Logan. Every episode, we'll explore one of the most audacious and ambitious tricks in history, from the fake Shakespeare's to Balloon Boys, and try to answer the question of why we believe what we believe. Listen to Hoax on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey guys, it's AZ Fud. You may know me as a gold medalist. You may know me as an NCAA national champion and recent most outstanding player.

You may even know me as the People's Princess. But now, you're also going to know me as your favorite host. Every week on my new podcast, Fud around and find out, I'll give you an inside look at everything happening in my crazy life as I try to balance it all. From my travels across the globe to preparing for another run at the Natty with my Yukon Huskies, to just try to make it to my midterms on time.

You'll get the inside scoop on everything. I'll be talking to some special guests about pop culture, basketball, and what it's like to be a professional athlete on and off the court. You'll even get to have some fun with the fud family. So if you follow me on social media or watch me on TV, you may think you know me. But this show is the only place where you can really fud around and find out. Listen to fud around and find out,

a production of IHeart women's sports and partnership with unanimous media. on the IHartRadio app, Apple Podcasts, or wherever you get your podcast. I know we were arguing a lot about groupies there for a second, but it is interesting that none of us said groupie isn't technically a profession. Oh, yeah. I know, that's because we've watched too many reality shows where people say anything is a profession anymore. Right. I mean, if I were her, I would have said, that's not a job for, like, one you have to guess.

You need to pick again. You're grouping at a roadie. You wouldn't be offended. It's just inaccurate. Yeah. It would have been a lot of, I mean, it has its perks, but you're not on a payroll. I think you're kind of missing the point of what she was upset about. But sure, Jeff.

Yeah. Yeah, that's it. But overall, there's no bennies. There was no good match happening between the two of them. It's just too bad Corey had to fly out in order to figure that information out. He could have done it. Hopefully he takes it as a learning experience for what not to do and what not to say and what body piercings not to draw dumb conclusions from. Okay.

Yeah. Yeah, because he sounds like a guy who's really open to change. Yeah, yeah. So if you ever need help with your dating live, you can always email the show. We'll call that person who's not calling you back and go check out all of our second dates. Wherever you get your podcast, they're up at Brooke and Jeffrey. The Stuff You Should Know guys have made their own summer playlist of their must listen podcasts on movies. It's me, Josh, and I'd like to welcome you to the Stuff You should know summer movie playlist.

What screams summer? More than a nice, darkened, air-conditioned theater and a great movie playing right in front of you. Episodes on James Bond, special effects, stunt men and women, disaster films, even movies that change filmmaking, and many more. Listen to the stuff you should know some are movie playlist on the IHeart Radio app, Apple Podcasts, or wherever you listen to podcasts. Hey guys, it's AZ Fudd. You may know me as a gold medalist. You may know me as an NCAA national champion. You may even know me as the People's Princess.

Every week on my new podcast, Fud around and find out. I'll be talking to some special guests about pop culture, basketball. what it's like to be a professional athlete on and off the court. Listen to Fun Around and Find Out, a production of Iheart women's sports in partnership with unanimous media on the Iheart radio app, Apple Podcasts, or wherever you get your podcast. In 1920, a magazine article announced something incredible. Two young girls had photographed real fairies.

But even more incredible, that article was written by Sir Arthur Conan Doyle, the man who invented Sherlock Holmes. How did he fall for that? Hoax is a new podcast from me, Dana Schwartz, the host of Noble Blood. And me, Lizzie Logan. Every episode, we'll explore one of the most audacious and ambitious tricks in history and try to answer the question, why we believe, what we believe. Listen to Hoax on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

What's up, guys? Welcome to the Augusta Pop Podcast, the go-to spot for everything, Musica Mexicana. We're proud Mexican-Americans who live and breathe this music. We started this podcast to share and discuss our views of musica Mexicana, whether you like to vibe to Pesso Pluma, Los Aligres El Barranco, Are El Camacho, or put Ivan Cornejo when you get it in fields, then this podcast is for you. Well, actually, Pesel was supposed to be on Chinito's album.

The song with Drake was supposed to be with Pesel. Listen to Agustapa on the IHeart Radio app, Apple Podcast, or wherever you get your podcast. Have you ever wished for a change but weren't sure how to make it? Maybe you felt stuck in a job, a place, or even a relationship. I'm Emily Tish Sussman, and on she pivots, I dive into the inspiring pivots of women who have taken big leaps in their lives and careers. I'm Gretchen Wittmer, Jody Sweetie. Monica Patton.

Elaine Welteroff. Learn how to get comfortable pivoting because your life is going to be full of them. Listen to these women and more on She Pivots. Now on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.