Brooke and Jeffrey: Second Date Update - Awkward Tuesday: Close Encounters Of The Friend Kind

Episode Date: January 5, 2025

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  The woman in today’s Awkward Tuesday Phone Call wants to preserve a friendship that might be on the rocks all thanks to her buddy's new girlfriend.See omnystudio.com/listener for privacy information.

Ugh, we're so done with New Year, New You. This year, it's more you on Bumble. More of you shamelessly sending playlists, especially that one filled with show tunes. More of you finding Gemini's because you know you always like them. More of you dating with intention because you know what you want. And you know what? We love that for you. Someone else will too. Be more you this year and find them on Bumble.

Jon Stewart is back at The Daily Show, and he's bringing his signature wit and insight straight to your ears with The Daily Show Ears Edition podcast. Dive into Jon's unique take on the biggest topics in politics, entertainment, sports, and more. Joined by the sharp voices of the show's correspondents and contributors. And with extended interviews and exclusive weekly headline roundups, this podcast gives you content you won't find anywhere else.

Ready to laugh and stay informed? Listen on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. The forces shaping markets and the economy are often hiding behind a blur of numbers. So that's why we created The Big Take from Bloomberg Podcasts, to give you the context you need to make sense of it all. Every day in just 15 minutes,

we dive into one global business story that matters. You'll hear from Bloomberg journalists like Matt Levine. A lot of this meme stock stuff is, I think, embarrassing to the SEC. Follow The Big Take podcast on the iHeartRadio app, Apple Podcasts, or wherever you listen. People, my people, what's up? This is Quartz Love.

Man, I cannot believe we're already wrapping up another season of Quartz Love Supreme. Man, we've got we're already wrapping up another season of Questlove Supreme. Man, we've got some amazing guests lined up to close out the season. But, you know, I don't want any of you guys to miss all the incredible conversations we've had so far. I mean, we talked to A. Marie, Johnny Marr, E., Jonathan Schechter, Billy Porter, and so many more. Look, if you haven't heard these episodes yet, hey, now's your chance. You've got to check them out.

Listen to Questlove Supreme on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. 1.4 billion dollars in NFL quarterback contracts the untold stories behind the biggest deals in football history I'm AJ Stevens vice president of client strategy at Athletes First introducing the Athletes First family podcast the quarterback series my co-host Brian Murphy Athletes First CEO and I are sitting down with the agents who have negotiated contracts for Justin Herbert Deshaun Watson Dak Prescott Tua Tugnavailoa, and Jordan Love. Listen to Athletes First Family Podcast on the iHeartRadio app,

Apple Podcasts, or wherever you get your podcasts. Hey, welcome to the weekend edition of your second day update. Yeah! I don't know how to tell you this. We're going to try something new. Well, new for you, not for us. Not for us. I know people don't like new things, but we're just curious because we know you love dysfunctional

relationship drama. Obviously, yes. And many of our new listeners on the Second Date feed right here, thank you so much for being here, don't realize that we actually do a full hour of brand new content every day. A full show that's not all second dates. We do another segment that is very relationship drama heavy.

And very loved. Yes. Totally beloved. That's called Awkward Tuesday Phone Calls. And that's whenever you have a relationship issue and you need our help making a phone call. So on Sundays, just for this month only, we're going to try it out. See what you guys think. If you like it.

If you don't like it, let us know in the comments. I think We're going to try it out. See what you guys think. If you like it. If you don't like it. Let us know in the comments. I think you're going to love it. You do? I mean, if you like the second date, you're going to be obsessed with Awkward Tuesday. Yeah. Honestly. Sometimes they're more dramatic.

Yeah. Because it could be anything. Yeah. Truly. Truly. I could call Brooke, tell her I stole her wallet and I want to come clean about it. Oh. Wait.

Did you do that? Oh, by the way, we should have a talk after this. Oh. Okay. All right. All right. Here it is. Here's your Awkward Tuesday phone call on a Sunday just for you.

We're trying it out. Listen up. Is it possible to have a platonic relationship with someone of the opposite sex? Yeah. I think so. I think it's rare, but I think it's true. I agree. I think it can, too, and I've been telling Brooke that for years.

But every time I walk by her desk, her glasses fog up. Jewel drips onto her keyboard. That's probably just because I'm eating my lunch. Next thing you know, she's watching videos of waterfalls and Ferris wheels trying to get her mind off it. That is not true.

Turns out one of our listeners is having a similar problem with one of her closest guy friends You keep walking by her Well if she doesn't do something now She might lose that friendship forever Oh no Oh great Brooke's glasses look like a sauna room again

I do not find you attractive You keep saying that I don't Uh oh the more you fight it What am I supposed to do Let's just cool things down You can clean up your glasses, change your mom jeans, whatever you got to do before we do our Awkward Tuesday phone call.

Coming up next. It's awkward. It's Tuesday. It's Awkward Tuesday phone call. You know, Forbes magazine just declared us the number one show in the world for relationship drama. What? That's sweet.

That's awesome. Drama. That makes sense. Unfortunately, they also ranked us 758th at effectively solving relationship dramas. That's a bad ratio. That can't be last place, though. It's not much higher, I'm assuming. Optimism.

I like that, bro. So today's caller should feel real good that they turned to us. Her name is Shayna. Shayna, it's your last chance to back out. Are you sure you want to do this? I'm sure. Yeah, Shayna, that's right. We're not almost last for nothing.

I'm proud of that. Me too, Jeff. Shayna, tell us a little bit about what's going on in your life that's caused so much drama. Yeah, I have this super what's going on in your life that's caused so much drama yeah i have this like super weird situation going on i've been friends with the same group of people basically for like eight years we do everything together yeah i mean i think everybody has like that core group right like your people that you and if you don't that's totally okay brooke did not mean to single you out and make you feel bad right Did that hurt your feelings? I haven't traveled with friends.

I'll be part of your core. I'm just saying, not everybody has a huge group of friends that they do everything with, but it's okay. You don't need other people. Anyway, I'm proud of you for having that, Shayna. What's going on with your cool group of friends? Thank you. Thank you very much. Yeah, so, yeah, we do everything together. Concerts,

sports stuff, everything. We get it. You have a great friendship. We're all best friends and we're so happy and there's nothing wrong. We're so happy if you had to throw that in. That's great. That's wonderful. Is it all women or is it a mix of guys and girls?

It's actually a mix of guys and girls and I'm a little bit closer to one of the guys and girls? So it's actually a mix of guys and girls. And I'm a little bit closer to one of the guys in particular. His name's Brett. Okay. So he's dating a new girl. And they've been dating probably for like a few months now. At first, he was bringing her to our group hangout things like it was fun.

And, you know, I don't know too much about her yet, but she seems a little shy, but still really sweet and cool. And I know it must be kind of intimidating, like, you know, meeting all these people. Are you guys cool with that? I mean, like I would assume between the eight of you, there's been a lot of boyfriends and girlfriends that have come and gone. And yeah, exactly. Like we're kind of yeah, we're pretty used to it at this point.

And it's always just kind of like a more the merrier type thing. We all have a good time. Yeah. Great. So I thought we were all having a good time. But about a month ago, I noticed every time I would reach out to Brett or message or anything, I wouldn't hear anything back. That's OK. And is this on a group text or are you talking about when you privately message him? Yeah. Like when I privately reach out to him, he doesn't really say anything back. So I really haven't heard from him very much in like a month now. And what's even weirder is I noticed that when we would all go hang out, I would never see them.

And then I realized it wasn't that he wasn't going to anything. He was just not going to stuff when I was there. Oh, something bad's happening. That must make you feel so bad i mean we all feel that right because like i have really close guy friends oh really do you have loads of male friends brooke oh my god so i'm just saying like there's always a jealousy thing with yeah with like significant others and sometimes it's worse than others are you thinking that the girlfriend is like you can't hang out with her?

Yeah, you're too close. Well, yeah. So I reached out to my other friends when I realized that it wasn't an everybody thing. It was just a me thing. And they basically were like, yeah, something's definitely going on there. Okay.

I'm not crazy. Oh, that sucks. Can I just compliment you? You must be very pretty. Because I feel like this happens a lot if you're, especially if you're attractive and you're close with somebody. I'm the opposite. Is there any, like, history between you and Brett?

Or is it just strictly a friendship? I mean, we're definitely just friends. It's strictly a friendship. But I will say we've known each other for years. So, like, we went on a road trip and, like, had one random, like, hookup thing. Like, there was no, like, sex involved. But, like hookup thing. Like there was no like sex involved, but like, you know,

you got to try and make out once, you know, how do you feel about it? It's like, how do you know? I mean, that's the thing. It's like,

how do you know if you're just going to be friends or not? If you don't like just dip your toe. That's why Brooke's friend text is called the sample plan. Yeah. It's what makes you so close. Okay. You don't dip your toe, you dip your tongue. All right. It's fine.

Shane, it sounds like you said it happened years ago. It's normal. Yeah, it was so long ago. It's nothing. It's ancient history. And we're 100% just platonic. We're just friends. To the point where if he ever came out and said he had feelings for you, you would be like, ew.

Yeah, I'd be a little uncomfortable at this point. I hope she'd be nicer about it, but yeah. Sorry, I'm used to hearing ew. I mean, has this happened before? Because it sounds like you guys are really, really close and it can be intimidating for potential girlfriends or boyfriends if you're dating somebody

too. Yeah, it has happened, but for me to just kind of be completely shut out, this hasn't happened before. This is definitely weird. Yeah, it definitely sounds awkward. So what made you email us for help? I just want to get in touch with him. Like, I don't know how else to do it.

I just want to kind of have like an honest conversation. And he's not really giving me that chance because he won't really talk to me. So I was hoping you guys could help he's avoiding the convo yeah that's understandable and avoiding her calls yeah because he doesn't want to he knows what she's the girlfriend's probably got the phone yeah that's crazy not that i've done that that would be weird. That feels like hard to believe. We're going to play a song here real quick, Shaina, and we'll come back, give you a little bit of advice before we make the phone call to, wait, are we calling Brett or are we calling

his girlfriend? Brett. Okay. We'll let you make the call to Brett and do your Awkward Tuesday phone call right after this. Okay? Okay. All right.

Hold on. It's Awkward. It's Tuesday. It's Tuesday. It's awkward Tuesday phone call. As I said previously, our expertise is in ruining relationships, not mending friendships. So this really isn't in our wheelhouse right now, but we're going to try our best for Shana, who needs our help reaching out to her good friend Brett, because Brett is not allowed

to talk to her right now. Well, that's what she thinks. So she doesn't feel comfortable with that. She wants our help to get them on the phone and see if they can salvage the friendship. And I really think we need something special to start this one off. And I know Jose and Alexis, you guys are friends. So to kick

this off, I'd like both of you to do a good luck kiss. And that'll make Shana feel comfortable calling a guy that she's kissed before. We already did it outside the studio. So we missed it? We can't do two. How was it, Alexis? I don't want to talk about it. Well, maybe if we can't give you a good luck kiss, Shana, we'll at least have some advice.

Brooke, do you have anything for her? Brooke, good luck kiss. You and me real quick? I'm good. I'm good. Yeah. No, honestly, Shana, like, I think the one thing you need to watch out for in this conversation with him is making sure you're not putting his girlfriend down.

Because it's just a landmine. You know, it'll make him defensive. He's already got one lady giving him weird ultimatums. You need to be the sane, nice, kind one. Okay? Yeah, that's true. That was actually some good advice. What do you think?

Well, I think that a lot of people out there are assuming, including myself, that there's some type of jealousy happening here. Well, I think that's obvious. Yeah, totally. Well, I'm an investigator, bro. No, I think that's obvious. Yeah, totally. Well, I'm an investigator, Brooke. No, I think that there's obviously something there. So once you confirm that, I think the best solution is to find a way to set up a date with just you and her, not him involved. So she can get to know you a little bit and know that you're harmless. You're really just a friend.

There's nothing there. And that way she trusts you. Yeah, I didn't think of that, actually. Yeah, maybe you and Brett's girlfriend can kiss. Oh, come on. I don't like kissing. I mean, it worked out for you and Brett. You guys have a strong relationship now.

Is this why you don't have a social friend? I kissed all of them. Kiss everyone. I know. See, I'm learning something by doing this, too. This is really useful, but we're going to dial Brett's number right now for you, Shane, and let you make your Awkward Tuesday phone call.

You ready? Yes. You got this. You can do it. Good luck. We'll be here when we feel like you need a little bit of help, but here we go. Hello? Hello?

Hello? Is this Hello, who's this? Fred? Yeah. Hey, it's me. Oh, sorry. That's not what came up on my phone. Yeah, I know. That's because you weren't answering your phone.

Yeah, sorry. I'm kind of... I wasn't prepared to talk to you right now um sorry I'm just kind of yeah I was trying to figure out yeah I'm trying to figure out what's going on dude like I haven't heard from you in like a month and I've just kind of been hearing stuff and I'm trying to figure out you know I wanted to hear from you about it yeah Yeah, I get that. Um, it's just the thing I'm in kind of new and I don't know what to say. Um, I mean, like, I know, I know this relationship is new and everything. I totally get it. Like we've all been there, but I don't know. I just feel like i don't want to feel like she's the reason

like we don't ever talk again this just feels really weird yeah i get that it is weird like i'm trying to figure out like does she hate me because you know you didn't tell me anything so i just don't know what's going on no she doesn't she doesn't hate you i i mean you've been around her a little she's she's kind of. And like, I told her just because I wanted, you know, which is maybe not a good move, but I told her that you and I had had, you know, we had... Well, it was only, I mean, you only, like, it was only one time. Like, is that really what she's upset about? Like, you told her it happened, like, years ago, right?

Well, the road trip thing yeah and then the the cinco de mayo at your parent's house you remember that oops oh oh um i totally forgot about that but i mean they were both like a really long time ago. I know. I know. But I told her that, you know. And we're totally like, it's not like we're not like that. Like, you know, like we were drunk or just having fun. Like we're around our friends. You know, it happens.

That kind of stuff happens. I'm well aware. We're good. You know, just it's it's almost like there's this interim period where I'm kind of proving something to her. I had no intention of just like. I don't know how to handle this, to be quite honest. Well, I mean, what can we do? Like, how do we prove how do we show her, you know, like that? I I'm harmless. We are literally just really good friends. Like you'll have to bury those really, really strong feelings you have.

That's the first thing. Oh, my God, Brett. Shut the hell up. You are not making this better. That's not funny. But, I mean, you're so in love with me that it's just kind of hard. Oh, it's unbearable. It's really, oh, God god whatever will i do yeah i actually i i think i

have a theory about the cinco de mayo thing i don't think you knew it was me you were so i mean i don't remember most of the night so that's probably accurate but yeah see i mean that's what that's what i mean that doesn't make me look very good but that's what she needs to know you know like it's not about you or anything like we're just having fun and i don't know like should we like can we talk to her together or something i just want to i don't know i just want to be friends with you again and this sucks and i really i don't know i don't want i obviously don't want to this friendship to go away that's never been my intention and for now I mean I don't know you like went bought a burner phone

or something and got me online so we have to kind of figure this out I think like you know since we know we're not going to be doing anything we shouldn't we can just have like a secret friendship you know that no one knows about for now uh that is not gonna work um shoot uh so the thing is when i couldn't get in touch with you the reason that you don't recognize the phone number is because this is actually on the radio. What's going on? Surprise! Secret sound. I'm so sorry. I didn't realize that. You mean like on a radio, like live? Yeah. Hey, Brett, what's up?

Why is there 50 people saying yeah? Yeah, you're on the radio. There's four of us here. Yeah, with Shayna, that's five. I mean, there's a lot listening, though. That's for sure. You're on Brooke and Jeffrey in the morning right now, Brett. Well, that...

It's okay. Shayna's secret friend. You didn't say anything. Yeah, I'm thinking about the secret friend thing that's not going to play very well on my music. It doesn't sound great. It's not going to sound good, bro. Yeah, just a few million people know.

The rest of it was good. I mean, you were joking about her being in love with you, right? That was a joke. Was that a going to sound good, bro. Yeah, just a few million people know. Oh, my gosh. The rest of it was good. I mean, you were joking about her being in love with you, right? That was a joke. Was that a joke? I couldn't tell. I hope sarcasm reads over the radio or whatever. It was just very dry. It was very dry.

Okay. It's a joke, though. You guys don't have secret feelings for each other outside of the friendship. No, not at all. I mean, that's why I came on here. Like, yeah, this shouldn't be a big deal. I mean, I get the radio thing and the secret thing. That sounds awful.

But the rest of it, like. But what about you only told us you hooked up once. All of a sudden, it's been multiple times. She forgot about the other time. It's not that big of a deal. I mean, but it makes it look worse. I don't know. That's 100% increase in hooking up.

When it comes to cheating, Jose is like suddenly a math whiz. Yeah. That was amazing. But the thing is, it was so forgettable that she forgot about it. That's a good thing. That's how little she cares about it. That's true. It doesn't bode well for you, Brett.

Brett, it doesn't sound like you have delivered your friendship to your girlfriend very well. Yeah. That's the thing. It wasn't handled well, obviously. So I just, once I told her about like the road trip thing and the other thing, then it was just like she couldn't not hear that we didn't have some sort of spark. And look, we are running a little bit short on time here. But Brett, something that you don't know is before we called you, we went around the room and all gave advice to Shana on what we thought she should do. Yeah. And somebody here suggested that Shana and your girlfriend should hang out one-on-one.

Without you. And they could get to know each other a little bit. What do you think of that? Yeah, but she's such a, like, ball buster that I'm afraid she's going to, like, overshoot. And then I'm going to be like my girlfriend's going to break up with me. That's how you bond. That's a true friend though.

I understand it's a weird situation but I think you should at least talk to your girlfriend about it. It's worth bringing up. It's low risk bro. Yeah and be like you're the only one in the area that doesn't know that this happened so I do have to tell her now. I mean, kind of.

I gotta tell you, Awkward Tuesday is one of our most popular podcasts. You could actually send it to her. Find it on Spotify, anywhere else. She can hear it all over again. She can hear your not good joke about being loved. We'll laugh about it together. See, I don't have to rag on you. They're doing it

for me. There it is. Brooke, I don't have to rag on you. They're doing it for me. Yeah, it is. Brooke and Jeffrey in the morning. Ugh, we're so done with new year, new you. This year, it's more you on Bumble. More of you shamelessly sending playlists, especially that one filled with show tunes. More of you finding Gemini's because you know you always like them.

More of you dating with intention is because you know you always like them. More of you dating with intention because you know what you want. And you know what? We love that for you. Someone else will too. Be more you this year

and find them on Bumble. Jon Stewart is back at The Daily Show and he's bringing his signature wit and insight straight to your ears with The Daily Show

Ears Edition Podcast. Dive into Jon's unique take on the biggest topics in politics, entertainment, sports, and more. Joined by the sharp voices of the show's correspondents and contributors. And with extended interviews and exclusive weekly headline roundups, this podcast gives you content you won't find anywhere else. Ready to laugh and stay informed? Listen on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. The forces shaping markets and the economy are often hiding behind a blur of numbers. So that's why we created The Big Take from Bloomberg Podcasts, to give you the context you need to make sense of it all.

Every day in just 15 minutes, we dive into one global business story that matters. You'll hear from Bloomberg journalists like Matt Levine. A lot of this meme stock stuff is, I think, embarrassing to the SEC. Follow The Big Take podcast on the iHeartRadio app, Apple Podcasts, or wherever you listen. People, my people, what's up this is quest love man i cannot believe we're already wrapping up another season of quest love supreme man we've got some amazing guests lined up to close out the season but you know i don't want any of you guys to miss all the incredible conversations we've had so far. I mean, we talked to A. Marie, Johnny Marr, E, Jonathan Schechter, Billy Porter, and so many more. Look, if you haven't heard these episodes yet, hey, now's your chance. You gotta check them out. Listen to Questlove Supreme on

the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. 1.4 billion dollars in NFL quarterback contracts. The untold stories behind the biggest deals in football history. I'm A.J. Stevens, Vice President of Client Strategy at Athletes First, introducing the Athletes First Family Podcast, the quarterback series. My co-host Brian Murphy, Athletes First CEO, and I are sitting down with the agents who have negotiated contracts for Justin Herbert, Deshaun Watson, Dak Prescott,

Tua Tugnavailoa, and Jordan Love. Listen to Athletes First Family Podcast on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.