Brooke and Jeffrey: Second Date Update - Second Date Update: Driving Me Bonkers

Episode Date: December 15, 2023

The woman on the phone today says she actually taught a guy how to drive on their very first date.... But was it too embarrassing that now he's avoiding her?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. Second Date Update. Alexis, how many times has Brooke offered to set you up on a date

with a guy she knows and you've said, oh, no thanks. Too many times. Yeah. What, do you not trust Brooke to have any cool, young, hunky male friends for you? I think we have different definitions of cool, young, hunky. All three? Yeah.

Or are you worried that you're going to show up and it's going to be a play date with her son, Alter? No. Both. That might be better than who she says it's going to be a play date with her son, Alter? No, both. That might be better than who she says no to. You guys are almost the same age. Could be a cute couple one day. One of our listeners, Lily, was fighting the same way Alexis was. Her friend wanted to set her up on a date, and Lily kept on saying no. Lily, welcome to the show.

How are you doing? Hey, I'm good. It's good to be here. Hey, I mean, I take it your friend wasn't good help because you're calling us instead. Actually, that's the thing. My friend ended up being great help. Oh, that's not usual. Yeah. Well, so she's been trying to set me up for a long time. I've been single for probably about a year now. Is she one that, like, sets you up with anyone she knows, or is it the same person she's been trying to hook you up with? Yeah, yeah, the same person.

Well, that's weird, too, because now it's like this guy can't get a date either. So, like, that's a red flag. That's smart. Well, hey, you're both red flags though yeah very vibrant i heard red and red make green yeah so you eventually met up with him yeah well i kept saying no you know because my whole idea was like look i can find a guy on my own you know like i don't want to ruin our friendship if things get weird like the guy doesn't work out would you blame her for it and that's why you know i think she just might feel bad i don't know i just didn't want to like make things weird between us okay there's a different level of pressure when it's all right

do you know this guy's name yeah his name was matt matt matt and did you get to like look at his socials like did she give you any proof of what the goods were beforehand? No. She was just like, take it from me. Trust me, this guy's a winner. Like, I think you would really hit it off. She must be persistent for you to finally cave. She was.

Because I didn't cave. She tricked me. Oh. What? What? What do you mean? She tricked you. What? What do you mean? She tricked you? How?

Yes. We had a big work event the other week to celebrate a big work win. So we all went out to the club and after the club

somebody was like, hey, let's bring the party back to my place. So we all ended up at a house party and he was there. you slide devil and that was by design yes definitely okay so what did you think when you saw matt so he's easy on the eyes

he's great and we ended up just chatting casual style um, you didn't do the formal chat with him? You went with the casual chat? He didn't take a large bow? Yeah, that's nice. But did he know that your friend had been trying to hook you two up? Because sometimes that's really awkward. But it also could be something you bond over. He didn't say.

Oh, he didn't say. You don't know if he knew. I don't know. But at one point in our conversation conversation he just drops that he doesn't know how to drive and i was like wait what that is like is it that he never tried to learn or that he tried so many times and failed that he gave up yeah or like legally lexus could get a license i mean can you actually fail that many times? I don't know. No, he just never bothered to learn. It just wasn't

a thing. Yeah, if you live in a big city, you really don't need, you know, there's buses and all kinds of stuff. I have some friends that just got their license in their 20s. Really? Yeah. Well, that's because you're 14. Or maybe he's from a wealthy family where he has a chauffeur, and he doesn't need to learn how to drive. I didn't even cross my mind, Jeffrey. Okay. That was where I

thought mine first went. Okay, it doesn't matter. I mean, was cross my mind, Jeffrey. That was my thought, my first one. It doesn't matter. I mean, was that okay with you? Well, of course. It's getting late and I'm in a very good mood, so I'm like, hold up. I'm going to teach you how to drive right now. Come with me. Wait, what? Late night after the club? Girl, I think you're going to get arrested.

After the club, after the house party. Now's the time to learn to drive? Oh, no. Basically, we went to a nearby mall parking lot, and I taught him how to drive. Was it fun? Because I just remember learning to drive with my dad and a lot of screaming and yelling at each other. I said, break! I said, break!

Yeah, it's really stressful. And how many casualties were there that night? Thankfully, none. That's good. I thought it was a fun time. We just drove in circles and laughed a lot. At the end, he thanked me for teaching him

and there was a little kiss. I thanked my driving instructor the same way. That's what they teach you. Don't kiss and drive. I think to my driving instructor the same way. So good call. That's what they teach. You don't kiss and drive. Yeah. The other students in the backseat.

Who's next? So I drove him back to his place. Yeah. And he kissed me goodnight. Wow. And that was it. Oh, my God. Wow.

Have you heard from him? Technically a little. I mean, the next day we texted back and forth a little bit and it was just like a yeah, thanks, that was fun. Ha ha. Ha ha. They laughed a lot. Oh.

That was fun. Ha ha. Bye. It was more lighthearted than that. Okay. Have you checked with your friend who was setting you guys up? I'm sure she totally knows. Yeah. Of course I checked with her because I was like, oh my God, you were right.

He's amazing and we had a great time. Yeah. And you kissed. Freaking out. But no, she hasn't heard from him either. Oh. Weird. And she's just as frustrated about this as I am because, for once, her matchmaking skills seem to have worked.

Yeah, right. Maybe because you taught him to drive, he's like, I'm finally going to be able to go on a road trip. I'm freelance. Yeah, he's in another country right now. Getting dozens of dates left and right. He's like, freedom! We're going to find out. We're going to call him in just a minute here.

And Brooke is going to backseat drive the conversation and tell me how bad of a job i'm doing somebody needs to be in control yeah we do your second date update right after this second date update how many rom-coms have that scene where one character teaches the other how to drive a stick shift through a cornfield yeah and then they veer off almost hit a cow and they laugh about it and make out for hours in the back seat dang i haven't seen that i didn't see that either yeah yeah who's in that one what kind of wild country ryan gosling and then name generic white girl here well that scene played out in real life the other day for our listener, Lily. I don't think there was cows.

Kind of. I mean, no cows. It was just a regular automatic car with a millennial who hadn't learned for the first 30 years of his life how to drive. But she taught him how, and it turned out to be a great night with laughter and kissing. But now the romance is stuck in neutral. Oh, car. We're going to call this guy and try and kick it back into drive. Oh, wow.

Maybe even into sport mode if we're lucky. All right, just balance the clutch, Jeff. Don't hit it too hard. Rev the engines. Yeah. You ready to do this, Lily? I'm so ready, yes. Oh, my God.

I feel like we're at a four-cylinder show. It's fine. Yeah, insurance doesn't cover us. No, I mean, I'm excited excited for you it's weird that your friend doesn't know either that was so adamant that you two go out i think that that's the strangest part is he's not just calling not you back but not talking to her either yeah right yeah he's just like disappeared or something i don't know crazy well let's get some answers i'm gonna call him right now we'll see what he has to say. Here we go.

Hello? Hey, is this Matt? Speaking. Who's this? My name is Jeff. You may have heard this voice before on a radio show called Brooke and Jeffrey in the morning. He doesn't drive. He may not listen.

That's true. Do you have podcasts? Sorry, I'm not familiar with it. It's all right. Well, you're on a segment right now called A Second Date Update, and we're trying to help one of our listeners get back in touch with you after you two hung out the other night. Her name's Lily. Oh, my God.

Whoa, really? Is that a good O or a bad O? We can't tell. You know, I don't really want to talk about this, if that's okay. Okay. I understand your hesitation, but this is how the segment works. Like, Lily knows that she may be hearing something that might be a little awkward, a little uncomfortable. But she's just super confused after having a really nice time with you the other night. Yeah, it's just a very difficult situation.

Really? On your side, is it something personal for you then? Because it sounds pretty easy on her side. She liked you. She'd like to go out again. Yeah, it's very much on my side. Okay. Oh, okay. Do you plan to reach out again. Yeah, it's very much on my side. Okay. Oh, okay.

Do you plan to reach out to Lily at any point? Maybe I'm just trying to figure out a way to do it. What do you mean? Just with a call or a text? Maybe we can help you out if you're going through something and you need to work things through. Wait a minute. So are you involved with somebody? Because you can just be honest with us about that, bro.

No, I'm not involved with anybody. It's more complicated than that. You're married. You're involved with many people. No, not that either. Do you want us to just play the guessing game for three more minutes? We've heard it all. We can do this.

I don't think there's any way you guys would guess this one. All right. If you could give us just a little bit of information, because Lily could really use a little closure on this. She really fell for you the night that you hung out, and she's been completely out of whack for the last week trying to figure out what's going on. Okay.

I liked her, too. Good. We have a mutual friend who's been like trying to set us up for like two or three months now oh you did know about that okay oh yeah yeah i was in on it and uh we met at the party and we had this amazing experience and driving around the parking lot of this small and she was really cool. So, you know, I live near our friend. So I just like walked over her house the next morning, excited to tell her the news. And I'm like, hey, Lily and I

we finally went out on that date. So you did talk to her friend. Interesting. Oh, yeah. And she was I don't know how to describe it. She just like had this look of shock on her face. What? What do you mean? I thought she was the one that set it all up so you guys would meet at the park. Well, that's what

I thought. So then she just like blurted out that she was just upset because she and like her trying to like set me up with Lily has decided that she's now like fallen for me. What? Hold on. Yeah. Oh!

Lily's friend now admits that she has feelings for you? Yeah. And I thought she was joking. So, you know. Did you laugh? I sure did. Oh, wow. But she was like, it's not a joke.

Oh, no. She wants to be with me. And I like her as a friend. We've known each other for a long time. But I never thought of her that way, especially with her trying to get me to date somebody else. So it sounds like there might be, there might actually be feelings there for Lily's friend too, from the way you're talking about it. I don't know. I had, I'd never thought about it. I understand because they do say a lot

of times when you're friends first, things tend to be better when you move on. So yeah, it's why is she setting him up? It's like telling somebody to order fries when it's you that really wants the fries. Yeah. Maybe she was hoping that Lily would reject him so that she would be like, see, I guess there's nobody left for you but me. That's a weird

way to go about it. Yeah. Wow. That's going to be a lot of information. It's not a horrible position for you to be in, but it's kind of a really bad situation for Lily. Now, I just got to tell you, Matt, this is super awkward, but Lily's been

on the other line listening and heard the whole thing. What? That's Lily. Hey, Matt. Hey, Lily. i'm really sorry i i did know you were on the like on this call i i this is not how i wanted you to find out i am so overwhelmed i just i don't know what this means like i thought my friend had my best interest at heart and had my back

and now I just feel like... I'll say, it doesn't sound like your friend did this maliciously or tried to hurt you in any way. I feel like maybe

your friend lied to you on purpose. No! Really? She definitely lied about saying that she didn't hear from Matt after the date.

Well, what is she gonna say? I heard from him. I confessed my love to him. That would be the truth, Brooke. She didn't say that. Oh, my God. She doesn't know what to say either, probably. And in her defense, Lily,

she was trying to tell you how great of a guy he is, and he's so great of a guy, she fell for him, too. I mean, it makes sense. She's, like, trying to convince you over and over again, and then it finally dawns on her, like, wait a minute. I should go for him. Am I rejecting? It's really making me rethink our entire friendship

and, like, what else she might be keeping from me that... That's true. Oh, Matt, this is so messy for you to be in the middle of. Yeah, Matt. I don't want to ruin anyone's friendship, like mine with our friend or you guys. So the three of us could get together, get in a room, talk it out.

Every guy. I like how you think Matt This is good problem solving He's like look let's all have some drinks again What's wrong with that Brooke It's not what the women want If you were 20 years younger And a few drinks deep You would be all over this

You'd say bring 7 more girls in here And let's have a really good time. God, Matt, have you gone out with the other girl already? The friend? No, not at all. Okay. Jokes aside, in all honesty, Matt sounds pretty sincere. Like he just wants them to all be together so they could talk about what's really going on.

The secrecy and the keeping things from each other, that's not working. So, Matt, I i just i don't know what the right course of action here is because i i liked you and i man i don't know i i really don't have an answer for you i i i think you i think you gotta talk to our friend first oh man so you can't decide between them still no i don't think it's a matter of deciding i mean like yeah that'd be a pretty messy road for matt to take so i mean maybe it's not a bad idea for all three of you guys to talk it out together and we could pay to have you meet up at a restaurant or something like that oh whoa that's i gotta i gotta put the gotta put a big

yellow flag out there on that one. You don't like restaurants? Should we go somewhere else? Maybe a buffet? No, I've got so much to work out. I had no idea this was going to go this direction. Well, I'm sorry this is happening, Liv. I know this is a lot.

Keep us posted? I hope more than anything your friendship gets through this. And then Matt, you're in a win-win situation. Yeah, let us know who you pick, Matt. I don't know if it's as win-win as you guys think. Okay.

If I end up with either of them, there's going to be the baggage of the last week. It's going to be tough, just like when you learn parallel parking from one of them, there's going to be the baggage of the last week. It's going to be tough, just like when you learn parallel parking from one of them. It's literally hard. It's like the same thing. You're going to have one of them behind you being like, no, no. Not like that.

Do the other thing. Crank the wheel to the right. You know, a lot of adults don't know how to drive, guys. Look at Jeffrey in the morning. adults don't know how to drive guys man I kind of wanted to ask Lily if she would like to do an awkward Tuesday phone call to her friend to figure out what was going on that's a great idea

I don't know are we going to do it it seemed like Lily was kind of reeling in the moment so maybe we'll ask her off the air yeah it's not like we can just do it without her she is going to need help with that combo though that's a tough one moment, so maybe we'll ask her off the air. Yeah, it's not like we can just do it without her. Right. She is going to need help with that combo, though.

That's a tough one. And the friend obviously isn't coming to her because she knows it's so awkward. But I've heard that stuff happen sometimes where you're close with a person and you try and set them up romantically and suddenly you catch feelings and end up dating them. Oh, man. You've heard that before. I feel like it's the opposite for me.

Two girls are fighting like, come on, you date him. No, you date him. I really hope that we do get an update, though, from this situation. I'm low-key invested in this. To find out who he picks or if he picks no one and goes in a completely different direction. I mean, maybe after this he doesn't have any choices anymore. Maybe we broke him from dating forever. That could be.

So if you'd like to be broken from dating forever, email the show, we can help make that happen. And you can always catch any of our second date update podcasts online, wherever you find your podcasts at broken. Jeffrey. 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. 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.