Brooke and Jeffrey: Second Date Update - Awkward Tuesday: Holiday Party Chemis-Tree

Episode Date: December 29, 2024

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!  In today's Awkward Tuesday Phone Call, we’re helping one listener recover from an office holiday party that he says was the “GREATEST NIGHT” of his life… until his boss saw what he was doing…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.

Catch Jon Stewart back in action on The Daily Show and in your ears with The Daily Show Ears Edition podcast. From his hilarious satirical takes on today's politics and entertainment to the unique voices of correspondents and contributors, it's your perfect companion to stay on top of what's happening now. Plus, you'll get special content just for podcast listeners, like in-depth interviews and a roundup of the week's top headlines. Listen on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

I'm Emi Olea, host of the podcast Crumbs. For years, I had to rely on other people to tell me my story. And what I heard wasn't good. You really f***ed last night. It felt like I lived most of my life in a blackout. I was trapped in addiction. You had to grab the lamp and smash it against the walls. And then I decided I wanted to tell my own story. Listen to Crumbs

on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Hey, you guys, I'm Catherine Legg. I'm a racing driver who's literally driven everything with four wheels across the planet. And I've got a new podcast. It's called Throttle Therapy. This season, I'm competing in some of the world's most notorious racing events. Tune into my new podcast, Throttle Therapy, with Katherine Legg, an iHeart women's sports production in partnership with Deep Blue Sports and Entertainment. You can find us on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Presented by Elf Beauty, founding partner of iHeart Women's Sports.

I'm Dr. Laurie Santos, and to welcome the new year, my podcast, The Happiness Lab, is releasing a series of happiness how-to guides to help you in 2025. I'll distill the wisdom of world-class experts into easy-to-digest, actionable tips. Struggling with tough emotions? We have a how-to guide.

Worried that you're not enough? We got you. Self-obsessed and want to get over yourself? There's a guide for that, too. The Happiness Lab's How-To Season starts January 1st. Listen 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. I know. Not new for you. Not for us. Not for us. I know people don't like new things tell you this. We're going to try something new. I know. 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 you're going to love it. I mean, if you like the second date, you're going to be obsessed

with awkward Tuesdays. Yeah, I mean, sometimes they're more dramatic. Yeah, because it could be anything. Yeah, truly. I can call Brooke Teller. 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. 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. We've all heard stories about office holiday parties that got a little bit out of hand. Oh, yeah. I won't even go into that time four years ago when Jose brought his special holiday brownies into the break room. Well, especially you guys, our normal brownies. Yeah. That break room. Well, they're special to you guys. They're normal brownies. That was great. Yeah, Brooke loved them.

Yeah, they had extra snow on top. Yeah, sorry. Wait, I didn't get those ones. Oh, yeah, they make you really hyper. I brought two batches. To this day, one of our coworkers, Pam, still says, best holiday party ever. That checks out. She lived that night.

She is the best. But it was a little bit different for one of our listeners because his office Christmas party actually started out as one of the greatest nights of his life until his boss saw what he was doing in the back. That sounds like he was being creepy. It instantly turned into the most embarrassing moment of his entire life. It's an insane story, and we're really thankful that he chose us to reach out to for help.

So you're going to hear what happened when we do your Awkward Tuesday phone call. Coming up next. It's awkward. It's Tuesday. It's Awkward Tuesday phone call. We've seen the movies. We've seen the TV shows. Oh, is this going to be a holiday

one? But what happens in real life if you have an embarrassing holiday work party story and it causes you a big problem? That's when you turn to us for a little bit of help. And that's why Chris emailed the show today after he did something naughty at his

office holiday party. Oh, you're the culprit. Chris, welcome to the show, you naughty boy. Yeah, I guess it turns out that way. Oh, my God. Do you still have a job? Is it that naughty? I do, but I wasn't sure for a bit.

Oh, no. Okay, well, tell us what happened at this party. Okay, well, I guess, you know guess I'll just start from the beginning. I'm a chemical engineer for a large company, and it's been a great year for us. Oh, man. Very similar to our jobs. Yeah, definitely. Oh, totally. And I know it sounds a little nerdy, but my team came up with this anti-corrosion for batteries,

and it was a big, big deal. Oh, wow. Whoa, interesting. I didn't even know batteries corrode. Well, Alexis, it doesn big, big deal. Oh, wow. Whoa, interesting. I didn't even know batteries corrode. Well, Alexis, it doesn't sound nerdy. It sounds rich. Oh, that's true. I didn't know what most of what you said meant.

But good for you. Yeah, that's great. That's awesome. So there's a big reason to celebrate, you're saying, at this holiday party. Yeah, so I was the lead operations supervisor. And because of that, they asked me to give a speech. Oh, big deal. I mean, that's always crazy, too,

because it's in front of everybody, right? I know. You must have been nervous. Oh, I totally was. I mean, you know, I practiced and practiced and went over the damn thing, and I wasn't sure how it was going to go. But luckily, it turned out better than expected.

Okay, and was it, like, a serious speech, or could you mix some humor in there? Like, what's the crowd like at your office? So, uh, it wasn't just the office where we're doing this party. It was, like, a huge space that they rented out and, like, everybody was there. I mean, you know, so there were, like, thousands

of people at this event. Thousands? Oh, damn. That's like a big conference center, dude. This is a legit holiday party. Last year for us, they just had a bunch of Ritz crackers and microwavable foods that they served us. They literally served us like taquitos and like pizza rolls. That's awesome. How'd the speech go?

It went better than I expected even. I mean, you know, I was nervous. I had a couple cocktails before. And yeah, I was glad. It went really well. So what happened that was so bad then? Are you just calling to humble brag? Was this like your in?

Or he's calling for Alexis right now. He wants a date. What is going on, Chris? Well, no, I mean, so afterwards, it went well. I'm going to get a bite to eat, going to get another drink. And then I look, and there was this bright red-headed girl in an incredible blue dress. She's like looking and smiling at me. Okay.

She's like, hey, are you the anti-corrosion battery guy? Well, kind of. She told me how funny I was. So maybe. So you went up and talked to her? Yeah. I mean, I was feeling good after that speech, you know? Like, I was

buzzing, man. Okay, so you had some swagger going on. I mean, there was confidence. I guess so. And she decided to grab my hand and she took me to a part of the building that we thought would be quiet. Oh, well, wow. The company benefits are just getting a little bit better all the time, aren't they? Yeah.

What happens? Well, then she started doing stuff. Yeah. This is exciting. Is she also an employee of the company? I didn't recognize her, so I'm not sure. But you said there's like thousands of people there. Yeah.

So she could be in a different department. I doubt HR, but who knows? Let's hope not. I still have yet to hear something bad happen at this party sounds so cool well everything was great but in the middle of us you know getting to know each other uh my boss walked around the corner and he saw what was happening and his face is red i mean he starts screaming at me that, like, this is inappropriate. Dude, your boss saw it happening?

Yeah. So I just went ahead and I left the party. I mean, to be honest, I didn't know what to do. I freaked out. And I didn't even really think about, you know, what her full reaction was, which I feel bad about now. You're just like, abort, abort. The highest of highs to the lowest of lows. Exactly.

Because it turns out the area we were in wasn't private. Other people saw. What? Oh, no. It wasn't just your boss? Was there a window that you didn't realize? It was actually up on the Megatron for everybody to see. Yeah, I don't even know.

Like, I guess we couldn't see them, but they could see us. I have no idea. Oh, my God. Truly mirror party. So wait, I don't even know. Like, I guess we couldn't see them, but they could see us. I have no idea. Oh, my God. Truly mirror party. So, wait, you didn't get fired? No, I owned it. Just said, I'm sorry if they want me to resign. I was willing to do that. I mean, whatever. But you made

them so much money, so they're cool suddenly? Yeah, that's true. I forgot about that. Probably. Oh, my God. That's so heavy, bro. So, who are we calling? What are we doing? Well, I knew the girl's name was Amanda. That's all I got from her. And I'm kind of friends with the guy who was getting everything set up for the party. And so I asked him if I could have the girl's full name and number and he gave it to me.

Oh, so we're calling the girl. The mysterious hottie. The fun girl from the party. The redhead. I mean, I really liked her, and I want to reconnect with her. I mean, to me, it wasn't just like this crazy thing. It was like a crazy thing where I actually was into her, too. Sure.

I mean, that's great, but why don't you just do that on your own? Why would you need our help to do that? Yeah, I just feel I could go bad, or maybe she feels too bad about what had happened or embarrassed. So, you know, I just kind of cover my bases, I guess, by calling you guys

and seeing if you could help. Okay. Cool. Well, we'll have some advice for you in just a second. First, we've got to play a song, but we'll come back. We'll let you do

your Awkward Tuesday phone call to the cool redhead from the party and tell her, hey, I kind of like you. Oh. As if it wasn't obvious. Yeah.

We'll do that next it's awkward it's tuesday it's awkward tuesday phone call man what a crazy story we just heard yeah yeah for people that are just tuning in if you missed it we had somebody reach out to us a guy named chris who went to a holiday party for his company. And not like a normal small one like you might be picturing. This is a massive party in a giant rented out space with hundreds, thousands of people there. He was the lead of his company division, so he had to give this big speech too and ended up killing it. Yeah, it was Chris's night, man. Yeah, he was a star. He could do no wrong.

So after he got off stage, standing there in a spotlight is this beautiful red-haired woman who starts flirting with him, leads him into a back area, and shows him just how much she enjoyed that speech that he just gave. Yes, he did. But apparently, they weren't the only ones there because some of the other employees saw it, and the worst part is the boss caught them fooling around back there. He thought for sure he was going to lose his job the next day, but he didn't, and now he's just trying to get a hold of the mystery redhead from the party,

and he wants our help doing it. He doesn't know if she works at the company or what her deal is. He just got her number from one of the organizers, and he wants some advice before he talks to her. Brooke, what do you think? Oh, man, Chris. This is big, okay? I want you, as we're going into this call, right?

I want you to visualize yourself as the version of Chris that just walked off that stage. You are confident. You are feeling on top of the world because that's what she was attracted to, man, okay? Oh, yeah, yeah. Do you know what I'm talking about? Okay, okay, yeah.

Okay, so far it doesn't sound like you've harvested yet I want it to sound smooth and confident I'm trying to get there I'm with you, Brooke, actually You need to visualize somebody who is that confident Picture, you need to visualize Matthew McConaughey In your head when you're talking

Try to channel that type of energy Picture yourself driving a Lincoln Through a desert With your shirt off you're talking try to channel that type of energy like picture yourself driving a lincoln through a desert with your shirt off saying nonsensical things out into the nothing think what would matthew do before you talk to him i don't want him to be chris i don't want you to be a different person i want you to be the version of you that you were when you left the stage. Okay. I'll try to do that. Okay, cool. That's not confident. You can do it, bro. You got this. All right.

All right. All right. I mean, she's a battery and you're going to fix the corrosion or whatever the analogy should be in your life. Okay? All right. All right.

Wish you luck. I'm going to dial her phone number right now. I'll let you do your awkward Tuesday phone call. Hello? Hey, is this Amanda? Yeah, I'm sorry, who is this? It's Chris. Yeah, yeah, it's Chris from the holiday party the other night.

Oh, hi. Hey. Wait, how did you get my number? Oh, well, you know, it just kind of came to me. Okay. I mean, you, I mean, how are you? How are you? How are you? I'm good. How are you? I'm all right, all right, all right. Wait, did you just call Matthew McConaughey? I may have. Oh, my God. Okay, what's going on? I just wanted to say I'm sorry about what happened at the party the other night.

I mean, I'm not sorry about what happened. Like I just meant, you know, with my boss seeing us and getting upset, I'm sure that was embarrassing for you too. So I totally apologize for putting you in the backseat. No, I mean, it's okay. Like if anything is my fault, I brought you back there and I don't know, I was just like really feeling it

in the moment and I think we both just kind of sort of lost ourselves. Like, I mean, I think you're a bad influence on me, but I kind of like you.

Oh my God. Okay, stop. No, I mean, seriously, I'm calling because I've been thinking about you a lot

and I know we didn't hang out that long, but from the moment I saw you, I don't want to be like creepy or you a lot. And I know we didn't hang out that long, but from the moment I saw you, I don't want to be like creepy or anything, but I just felt something like an instant connection and I can't explain it. So I wanted to call. Wow. I mean, I'm so taken aback. I, you know,

I mean, yeah. Yeah. Good. I mean, it. Yeah, good. I mean, it just felt like, I don't know, I was supposed to meet you that night, you know? You know, it's crazy because, honestly, like, I felt the same way about you, like, when I saw you. Yeah, I mean, honestly, or, like, really, like you said, like, fate or something. I don't know. I'm glad you did. I'm glad you did. I mean, nothing like this has ever happened to me, so, I mean, I don't know. Glad you did. Glad you did.

I mean, nothing like this has ever happened to me. So, I mean, just so you know. I mean, me either. So, I don't know. You know, want to hang out again maybe sometime? Of course. I mean, I'd love to hang out.

How about this time without an audience, maybe? Yeah, definitely. Yeah, because that was a little uncomfortable, but not your fault. Like, totally mine. But listen, there is something that I should probably tell you about that. You're single, right? Yeah, I mean, yes, I'm definitely single. It's just, um...

So, you know your boss, James? Yeah. Yeah, um, James is my uncle. What? What? Oh, my God!

Wait a minute. That's why he was so mad hello a whole radio show full of people is on the phone actually this is brooke and jeffrey in the morning am i being like fed up no no kind of instead of watching we're just listening uh this is something that we do called an awkward Tuesday phone call. Okay. And it's pretty self-explanatory why it's awkward. Yeah, tell me about it. Chris just wanted our help reaching out to you again after having a nice time at the holiday party.

Oh, my God. You're his boss's niece? Yeah. How old are you? That's a good question I'm old enough Now that I'm on the radio, I'm not going to spill any more on myself But I'm old enough, don't worry about that

You're legal to drink Of course, come on He's like, I forgot to tell you She's wearing all my little pony stuff Looks like you just got a date to the senior prom Chris, congratulations I mean, now I know why he was so mad Oh my god I mean, I thought I was going to get fired Looks like you just got a date to the senior prom, Chris. Congratulations. I mean, now I know why he was so mad.

Oh, my God. I mean, I thought I was going to get fired. I just thought it was just a general policy thing that he was upset about, not that Amanda's his niece. Well, listen, another confession on my end, I was the one that told him not to fire you, and I really stood up for you and put all the blame on myself. Aw. Well, thank you. That's so nice. Oh, wow, dude. She went stood up for you and put all the blame on myself oh thank you oh wow dude she went to bat for you he told me not to contact you but i was very hesitant about it because i

didn't want to go against him but clearly like you felt the same because you found me so i mean maybe maybe this is fate this is fate this is a thousand percent you can hear their chemistry already wait your uncle said not to contact him like he doesn't want you to talk to him anymore Maybe this is fate. This is fate. This is a thousand percent. You can hear their chemistry already. Wait, your uncle said not to contact him? Like he doesn't want you to talk to him anymore? Yeah, because of course, I mean, they have a very high profile job and business. And I understand that. And I wasn't trying to get in the way of that at all. But uncles don't want their nieces and nephews to contact anybody.

Yeah. But this is Chris's boss. I mean, like, Chris. How do you feel about it? Well, I mean, what I don't know is, like, if we date and we're on the radio saying we want to, is he going to be cool with that? Oh. I mean, what if you two don't announce it at all? What if you guys just keep it on the DL?

No, they're obviously terrible at that, Jeffrey, and I wouldn't suggest that to these two. Hey, I'm fine with that. Like, I think it could be exciting and risque a little bit. Like, you know, keep it a secret. And we just take it slow. But no one has to know about it. Yeah, just climb up into Amanda's treehouse where no one will be able to see what you're doing.

But I promise, like, I wouldn't say anything at all, and I'm really good at keeping secrets. So if we just, I mean't say anything at all, and I'm really good at keeping secrets. So if we just, I mean, clearly we felt something, and you reached out to me first, and I think we should just explore it. Ooh, that's a big risk, Chris. Wow.

Chris. You know, I mean, to me, it's like we care about each other. We're trying to give it a legitimate go. It's not just like the first time, where it's just more fun getting to know each other. So screw it. Let's do it. okay sweet does that mean you're gonna tell the boss chris or you're not gonna tell him you do this secret thing i think we're gonna wait

i mean this is a really sweet holiday story i'm not sure hallmark is gonna use it but it's good enough for our radio show, so let's call it a win. Congratulations, you guys. Thanks, guys. Good luck! Brooke and Jeffrey in the morning. 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. I'm Emi Olea, host of the podcast Crumbs. For years, I had to rely on other people to tell me my story. And what I heard wasn't good. You really f***ed last night. It felt like I lived most of my life in a blackout. I was trapped in addiction.

You had to grab the lamp and smash it against the walls. And then, I decided I wanted to tell my own story. Listen to Crumbs on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Hey, you guys, I'm Catherine Legg. I'm a racing driver who's literally driven everything with four wheels across the planet. And I've got a new podcast. It's called Throttle Therapy. This season, I'm competing in some of the world's most notorious racing events.

Tune into my new podcast, Thrle Therapy, with Catherine Legg, an iHeart Women's Sports production in partnership with Deep Blue Sports and Entertainment. You can find us on the iHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Presented by Elf Beauty, founding partner of iHeart Women's Sports. I'm Dr. Laurie Santos, and to welcome the new year, my podcast, The Happiness Lab, is releasing a series of happiness. How to guides to help you in 2025. I'll distill the wisdom of world-class experts into easy to digest

actionable tips, struggling with tough emotions. We have a how to guide worried that you're not enough. We got you self-obsessed and want to get over yourself. There's a guide for that too. The happiness labs, how to season starts January 1st. Listen on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.