Brooke and Jeffrey: Second Date Update - Awkward Tuesday: In Greg We Trust

Episode Date: April 22, 2025

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed, 'Brooke and Jeffrey',  that may have even more drama than a Second Date Update. Let us know what you think!  What happens when you go on 3 dates and one person is CLEARLY wayyy more into it than the other? One of our listeners is in that exact situation and they emailed us for an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

Yo Kpop fans, are you ready? It's your boy BOMHUN and I'm bringing you the K Factor, the podcast that takes you straight into the heart of K-pop. We're talking music, idols, exclusive interviews, and even the real behind the scenes K-pop stories. Plus, you're the fans, you're part of the show, and you can get a chance to jump in, share your opinions, and be part of the conversation like never before. And trust me, you never know where we might pop up next. So listen to the K Factor starting on April 16 on iHeartRadio app, Apple Podcast, or wherever you get your podcasts. This isn't just a podcast.

It's a K-pop experience. Are you in? Let's go. Hi, I'm Sam Mullins, and I've got a new podcast coming out called Go Boy, the gritty true story of how one man fought his way out of some of the darkest places imaginable. Roger Caron was 16 when first convicted. He spent 24 of those years in jail. But when Roger Caron picked up a pen and paper, he went from an ex-con to a literary darling.

From Campside Media and iHeart podcasts, listen to Go Boy on the iHeart radio app, Apple podcasts, or wherever you get your podcasts. You Feeling This Too is a horror anthology podcast. Apple podcasts or wherever you get your podcasts. on what scares them the most. I'm crying! Please, no! What do you... You're feeling this too. Listen on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. From the producers who brought you Princess of South Beach comes a new podcast, The Set Up.

The Set Up follows a lonely museum curator, but when the perfect man walks into his life, he actually is too good to be true. High Heart Radio app, Apple podcasts, or wherever you get your podcasts. I'm Israel Gutierrez and I'm hosting a new podcast, Dub Dynasty, the story of how the Golden State Warriors have dominated the NBA for over a decade. The Golden State Warriors once again are NBA champions. Today the Warriors dynasty remains alive in large part because of a scrawny six foot two hooper who everyone seems to love. For what Steph has done for the game, he's certainly on that Mount Rushmore.

Come revisit this magical warrior's ride. Listen to Dub Dynasty on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. It's the Second Date Update podcast here with Brooke and Jeffrey in the morning, the home of the second date. So we're so glad you're here because it's Tuesday and now it's just become a regular thing we're doing your awkward Tuesday phone call that's

where we call someone actually you call someone we just give you advice yeah you're gonna get it here in a second come on hey and as we go into this we'd love to see in the comments after three dates is it okay to give a big surprise? Three? Oh, I'm first date. I get texts back. I'm like, you got something in the mail, girl.

Oh no. I love that about you, Jose, I do. All right, let us know and sit back and enjoy the show. It's awkward. It's Tuesday. It's awkward Tuesday phone call. A lot of times when we're helping out couples in this segment Yeah, they usually come to us around with the six-month mark in their relationship

Yeah, maybe like a year or two and they've hit a speed bump, but not today Oh, one of our listeners says he's sending up smoke signals after date number three Already worried already Not necessarily the best but we do need to step in and try and help him out today What? Wow. He's already worried? Already. Okay, that's not a good sign. Yeah, not necessarily the best, but we do need to step in and try and help him out today. So let's talk to Greg. Greg, welcome to the show, man. How you doing?

What's going on, everyone? Hey. Hey, dude. Date three, man. Yeah. It's a lot. She's sketch, bro. Why don't you just drop it then?

Yeah, totally. That's my question, Jose. Like, why even bother? I've actually been thinking about that. Oh, okay. So that's on the line right now, interesting. Last ditch effort. Okay, so no pressure on us here obviously.

What's this girl's name? Her name's Gianna. Gianna, okay. That's a fun name. Sounds pretty. Where'd you meet her? Online. Okay.

Okay, and so what's the issue? I mean, three dates to already have a problem and you reach out to a radio show about it It can't be good. I'm just in a weird situation right now. I don't know what to do. Okay, a weird situation Okay, I love weird situations It's gonna be dramatic Yeah, what's happening so, you know, like I said, we met online, we went on a few dates, but out of nowhere, she just says, hey, I have a really big surprise for you. Oh.

Oh, that's good. OK, wait, before you go further, when did she say that? Like, via text, in person? This is via text. Okay, and what day of the week was it? Was it Monday? No, I think that that matters. Was it Wednesday?

You know, it's like, is she, is this a surprise date? Like, do you know? No, like during the afternoon, she's like, hey, I have a big surprise for you I've been working on. Oh. I've been working on it. She's been working on it. Interesting.

After just three dates She's hand making something someone does anything by hand for you. It's so nice. I have no idea what to do Why are you scared? Why do you sound scared of a surprise? You just not like surprises? I was actually thinking about ghosting her pretty soon But if she gives me like a big gift like a big surprise now. I'm gonna feel bad I won't be able to do that. I'm gonna feel bad why Alexis would love that little parting gift for your time. It's also funny you assume big it could be so tiny She's a makes a good point it could just be like I

Like free tickets or something. Oh, I found your real father I assume it's like free tickets or something. Oh, I found your real father And that's who we have on the other line Feel like you're being guilted into staying with her I'm just playing this out my mind and let's just say it is something big. I can't get rid of her like I'm Now I'm gonna be obligated. Oh. Yeah. You're stuck. But what if, okay, okay, okay. It's not a good look.

Isn't it, like what happened to people just being direct with each other and saying after you find out the surprise, I'm sorry, I can't accept this. Yeah. It's not where I'm at in the relationship. We all wish we could move back to the 1960s, bro. But that's not how the world works anymore.

No, but it's true. You can say, hey, look, I love surprises too, and I love presents. Why don't we save them? And we'll both give each other surprises down the road. This girl is so amped about giving me this gift right now. Like, I don't know if I can dial it back even if I tried. Oh, man. You know what? I'm a gift giver.

I want to know what it is so bad. I know. I'm excited too. So I can see. Okay. So you're not saying that you're definitely gonna end it with Gianna, you just don't want to be guilted into staying longer than you're ready to commit to. Exactly. What are we doing? Are we asking her what the gift is and then we hang up if it's not good enough? Or if it's too good.

It sounds like he's more scared if it's too good, Jose. What advice specifically are you looking for? Listen, I just want to know what it is. Like if it's too good Jose What advice specifically are you looking for? Listen, I just want to know what it is. Like if it's a big surprise Okay Yeah, I just want to know because if it's a big gift and that just kind of puts my mind in the frame That was like, okay, this is gonna at least be like another three months Three months. Oh my god. Well imagine if it's like a car dude, then you're keeping it forever. I know. Right? It is kind of, he has a point.

No one should be giving anyone big gifts after three days. Yeah. I mean, unless you're both on the same page about it, but it doesn't sound like you are. But would you rather it's like a car or like a song she made for you, you know? Yeah. We don't know if it's big, we don't know if it's just a keychain that she had like personalized to have his name on it. So we, it could be anything at this point. That's actually kind of cute, it's just a keychain that she had like personalized to have his name on it So we did it could be anything If it's a small gift like Jeff is suggesting would you continue to date her or are you gonna want to end things I

Hope it's just a crappy surprise that way I could just ditch her Relationship lies in the balance right now. We're gonna find out. He's doing all the talking by the way, right? I feel like it's better for her if you just ditch her. No, cause what if he ditches her and he has like a monkey? Like a live monkey she bought him. Yeah, I don't think it's that cause I keep getting texts that she's working on it.

Working on it. So it's a project. Yeah, I think she's putting time with this song we're gonna come back we'll give you a little bit of advice on what we think you should do before we let you call your not even girlfriend the girl you're talking to fling Gianna what surprise she has planned coming up when we do your Awkward Tuesday phone call right after this. Everybody loves the person who blows the big surprise.

Oh no! That's us? And today that's all of us. No! I didn't think of it like that We're helping out one of our listeners, Greg Who's been out on three dates With a girl named Gianna

Wasn't really feeling it with her In fact, kinda planned on ghosting, to be honest Until she told him that She has been planning a big surprise Just for him So Greg's worried if it's really cool That he's not gonna be able really cool that he's not going to be able to ghost. Because he's a good guy who would feel too guilty.

Yeah, you don't want to miss out on a good gift. He doesn't want to get roped into a relationship for months and months. Nobody needs that, right Alexis? Right. I finally agree. Good. So, Greg is about to call her, but wants our advice first on how to get Gianna to just open up and tell him what the big surprise is, so he can just know. Jose, please share your wisdom with Greg. What should he do here? Oh, thank you, Jeffrey. Oh, wisdom. Well, you gotta tell her I know we've been on a few dates, but I should share something with you.

Uh-oh. Surprises give me anxiety. Oh. Right. surprises give me anxiety. Oh. Right? And so all I would like is just a hint, cause I don't want to ruin the surprise, but I do like to ease some of my anxiety. Is a hint gonna tell him enough? A big, very detailed hint.

A big, very detailed hint. Like the entire thing. That's what your therapist calls you. Greg, can you say that you actually have anxiety? I have anxiety that I haven't broken up with her yet. Oh my god. I mean anxiety that I haven't broken up with her yet Into this phone call Brooke, what do you think? I hate ruining surprises. I love surprises I'm like, it's your husband surprising you with a barbershop quartet in the studio You did not like that. I did it. So what's your advice?

I don't know. I guess like if worse comes to worse You just lie and say that you already found out. Maybe she'll just tell you. Oh, you know about blank. Oh That's not bad advice. What do you think Greg? Yeah, I'm better off with cleaning the ID card on this one Yeah, okay. I can use the other one if I get desperate enough Yeah, I had a nickel for every time a man told me that Always the men's desperate option All right, well great not sure if that was uplifting or not But we're gonna dial Gianna for you and let you make this call. Hopefully you'll be able to figure out what surprise She's been planning for you It's not for you and let you make this call. Hopefully you'll be able to figure out what surprise she's been planning for you

All right, we got you man, I'm dialing her number right now here we go Hello Greg hey Hello. Uh, Gianna? Greg? Hey. I've been having some things up. What's that? Nothing. You just called from a different number. I was just wondering where you're calling from. How are you? I'm well.

I'm doing well. Listen, there's something I wanted to talk to you about. You know that surprise that you had mentioned? I've been giving it a lot of thought and I wanted to talk to you about. You know that surprise that you had mentioned? I've been giving it a lot of thought, and I'm so appreciative that you put them together. But I got to be by your side. Yeah, you're going to love it.

You're going to love it. Oh. Ooh. Right. So listen, I know we've only been going out for a couple of times in a few weeks. There's something I haven't told you that I think I need to share.

Okay, I'm listening. Yeah, so I suffer from severe anxiety and surprises are like, surprises are like one of the triggers for that. Oh no, that's... Yeah. Oh no, no? Yeah. No, no. Yeah. And I. Oh, my God. Unfortunately, I don't know if I can handle it.

I'm Greg. Oh, my God. No. Like, I had no clue. Yeah. Sometimes they give me medicine for it, too. Only four surprises. Is the anxiety or is it like just for anything? You know, the surprises are like the big trigger. Yeah. Oh gosh. Oh my god. This is such a trigger. Oh yeah. I mean what do you need? Like I don't know what to do. I don't know. I've never been in this situation. I'm sorry Greg.

Yeah if you could just kind of tell me a little bit about what it is or a hint that would really, really help. Oh, well, you know, I really can't say I really want to, but is it really going to help you or are you? Yeah, absolutely. It gets really bad. My anxiety. Are you triggering now? Uh, I'm kind of short of breath and just, this conversation is kind of making me. No, no, no, sit down.

Just sit down. Are you sitting down? Sit down. Yeah. Okay. Are you ready for this? Cause I'm going to tell you part of it. Are you ready?

I'm ready. All right. So, you're gonna love it. I booked you a dentist appointment. Huh? What? Yeah. Remember? You told me you haven't been in a long time. Shall I?

Oh. I booked it for you. Wow. I know. Okay. I'll tell you a little bit more. I also got you a dermatologist. What?

Wow. Wow. Because I wanted to do like everything at one time, like the mouth and whole face, everything facial. Wow, you did all that? Yeah, I'm actually trying to get you an appointment for TSA pre-check too. Oh my God. Wow. Make it stop, Joe. Check to

You a tax appointment for next year I actually thought it was an insult until we got to the TSA pre-check Wait wait what is happening? Who are these people? These people are an entire radio show called Brooke and Jeffrey in the morning Are you kidding me? Yeah, what is going on? Yeah, so these people are really smart and Let them cook they kind of helped OK, he is not listening to our show. Hold on, let him cook. They kind of helped me with like tough decisions. And yeah, I kind of brought them in to kind of help me out. So were you lying about the anxiety for surprises or something?

Why? Why? Why do they need to help you out? No, no, I wasn't lying. I get super nervous about stuff like this. OK, that's different than high anxiety. So do you like the surprise? You know what? You like it? Actually, no one's ever done anything like that for me before. Hey, well said.

Yeah. Well, yeah, you seem like more the creative type, right? And I'm definitely like more buttoned up. So I thought I would come in, help you get a little structure, do some things that I heard you talk about and give you an active service Wow

I mean Greg that's probably not what you were expecting at all That is actually kind of a big surprise that she cares enough about you to yeah, like set up all this important stuff in your life I don't know. How do you how do you feel about it? No, listen, here's the honest truth. I'm kind of into it. I think that's amazing. And it's very sweet and thoughtful. It takes a lot off of his plate now that he doesn't

have to do it himself. So listen, I'm big on love languages. And I heard that your love language was like acts of service and support when we had that conversation at our second date. So I'm booking you appointments all over the city. I'm doing this for you, baby, like all over the city. Maybe people in relationships should be doing more

of these things for each other. Aw, yeah. No. No. What do you know? No, Gianna. I mean, that's sweet that that's your act of service. But I feel like you're really encroaching

on like mom territory right now. Don't listen to Brooke. Her love language languages roadkill I just I'd be careful. Here's the thing. It's not really like mom because I'm not paying I just wanted to book the appointment. It's like he paid for dinner. He booked the dinner date So I thought I booked some things that I noticed I mean to me it sounds like Brooke has a problem with other people doing things the way that they want to do.

Greg seems to like it. Greg is on board with this. I'm on board. What do you mean no? He's saying he likes it. I know but I'm just saying for her it's a slippery slope. That's all I'm saying. You book a couple appointments one day two years down the road you're doing all his laundry washing his dishes picking up his dirty towels Okay, this is the brook story I definitely want things to be romantic between us right so Yeah, so maybe you should book a couple's massage for the two of you

Yeah, so maybe you should book a couple's massage for the two of you I'm talking about I'm just happy that we actually made this call and the two of you have worked it out and you're on the same page that the surprise is a good thing. You're gonna see each other again, right? I hope so, yeah. Most definitely. He hopes so! She knows when his appointments are. She can go there. In the lobby of the dentist office.

It's Brooke and Jeffrey in the morning. Yo K-Pop fans, are you ready? It's your boy, Bum-Han, and I'm bringing you the K-Factor. The podcast that takes you straight into the heart of K-pop. We're talking music, idols, exclusive interviews, and even the real behind the scenes K-pop stories. Plus, you're the fans. You're part of the show. And you can get a chance to jump in, share your opinions, and be part of the conversation like never before. And trust me, you never know where we might pop up next.

So listen to the K Factor starting on April 16 on iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. This isn't just a podcast, it's a K-Pop experience. Are you in? Let's go. Hi, I'm Sam Mullins, and I've got a new podcast coming out called Go Boy, the gritty true story of how one man fought his way out of some of the darkest places imaginable. Roger Caron was 16 when first convicted. He spent 24 of those years in jail. But when Roger Caron picked up a pen and paper, he went from an ex-con to a literary darling. From Campside Media and iHeart podcasts, listen to Go Boy on the iHeart radio app, Apple podcasts, or wherever you get your podcasts.

From the producers who brought you Princess of South Beach comes a new podcast, The Set Up. The Set Up follows a lonely museum curator, but when the perfect man walks into his life, Well, I guess I'm saying I like you. You like me? He actually is too good to be true. This is a con. I'm conning you to get the Dilama painting.

We can do this together. Listen to The Set Up on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts. You feeling this too is a horror anthology podcast. It brings different creators to tell 10 vile, creators to tell 10 vile, grotesque, horrific stories on what scares them the most. Please don't kill me. You're feeling this too. Listen on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

I'm Israel Gutierrez, and I'm hosting a new podcast, Dub Dynasty, the story of how the Golden State Warriors have dominated the NBA for over a decade. The Golden State Warriors once again are NBA champions. Today, the Warriors dynasty remains alive in large part because of a scrawny six foot two hooper who everyone seems to love. For what Steph has done for the game, he's certainly on that Mount Rushmore.

Come revisit this magical Warriors ride. Listen to Dub Dynasty on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts.