Brooke and Jeffrey: Second Date Update - Second Date Update: Drinks Are On Him

Episode Date: December 28, 2022

One of our listeners couldn’t keep quiet when she saw two women trying to take advantage of her date. But will she end up regretting it? Find out in today's Second Date!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. 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.

A good general rule for first dates is try not to start drama with other people while you're out. Yeah. Like that time where I challenged some guy to a street race in the middle of a date, and then he says, no, I can't do that. I'm just the valet.

And so I called him a snowflake, and long story short, I'm not allowed back at that sizzler ever again. Oh, man. There's a valet at the sizzler you go to? I grew up on the private streets of L.A., Brooke. You wouldn't understand. No, I do not.

But one of our listeners is worried that she may have stirred up a little bit of drama on her first date. Not on purpose, but I can't wait to hear about it. Let's talk to her. Wayla, welcome to the show. Hey, guys. How are you? Wayla, I just am picturing you calling for a manager or something. Where are we at?

Oh, my gosh. Well, hoping you guys can help. I met this guy, Brad, online. And, you know, he's adorable. And like, you know, it's hard to meet people online. But we ended up having a first date at this awesome dive bar, like in between the both of us. And it's got darts and ske ski ball and stuff like so it was super fun and okay was it his plan or was it your plan to meet at that bar it was actually his plan i

like a guy that takes charge okay all right so you're excited going into this oh yeah and i can slay at ski ball i mean can you hit the hundreds i mean the hundreds are the hardest on the top right yeah top quarters. So hard. Every time. I've got great aim. Okay. So we're just chilling and getting pictures of fear, having great conversation. Fun.

And, like, really flirty. Like, honestly, I'm not even a touchy person, but I was full on, like, touching his leg and shoulder and kind of like, hey. Oh, my gosh. A ski ball master who loves drinking beer and loves touching like how are you not married yet wait i don't understand seriously i don't know she's like i don't want to talk about it just looking for a second date jeff yeah that's late okay yes it was just this you know one kind of weird thing that happened in the night. That's what I wanted to talk to you guys about. This is the drama?

I don't know if it's drama. Well, okay. So I went up to the bar to just kind of like refill our pitcher. Okay. And how many drinks in were you at this point? Were you drunk? No, this is definitely our third pitcher. Oh, wow.

Between the two of you. It wasn't like some master brew. It was just, you know just you know light beer whatever it wasn't like we were drunk we were silly i love that light beer it is a difference if you're drinking anything yeah i really like that term though instead of like i was drunk or buzzed i was silly okay so you're you're silly getting a refill at the bar i'm sure they use that in rehabs everywhere. I've been getting way too silly lately. What happened? Oh, my gosh.

So, yeah, so I just asked the bartender for a picture. It was totally fine. And then I see this girl just, like, a few chairs away from me. And she was, like, ordering, you know, straight- up cocktails and putting it on Brad's tab. And I thought, that's weird. Like he didn't say he knew anyone there. And I thought it was really weird. And the bartender didn't say anything.

And I didn't say anything. Are you sure it was like the same Brad? Like Brad's a pretty common name. Like maybe there was another Brad. No, she full on looked over pointed and he was just kind of looking on his phone. So he didn't even notice she was pointing over to him. Okay. Can I just say, and this is going to be dumb explanation, but one of my favorite movies

of all time, this is a move that they've done. You just, you put your tab on someone else's bill, you point and say it's on them kind of wave. And even if they look a lot of times, I'll just. You're talking about the dumb and dumber. Yes. But it works. It sounds like this is what she did yeah if you're confident i could see this working so what did you do did you did you call her out well no i didn't i didn't want to say anything to her because i definitely didn't want like some cat fight thing happening

so i went back with the picture i just said, Brad, like this whole situation happened at the bar. And he didn't seem like super pissed, but he did like get up and go and confront this girl. Wow. They had a full conversation, but it didn't look volatile or anything. It just looked like, you know, what's up? So wait, what did he say to you? Did he say that, oh, God, or like what was his reaction when you told him? Was he shocked?

Yeah, he didn't go over the top. He wasn't like super angry. He was just like, wow, OK, that's rude. OK, definitely taken aback, though, it sounds like. Yeah, that's a good response. But it sounds like he handled it in a mature way that he wasn't screaming at this chick. So did it turn out that he knew her? No, not at all.

I mean, and then he confronted the bartender again like i wasn't overhearing this but it looked like you know he was just trying to be straight up yeah yeah so and i kind of like that about him too right he's just like look i'm not here to get everyone silly oh yeah i just want that one silly girl now this is not this is getting funny and I don't want this funny stuff. Let's keep it silly. I'm trying to keep it silly. Okay. So, I mean, it sounds like he handled it pretty well.

Did you guys rejoin the conversation? Yeah, I mean, we went back to playing games and drinking, but it did feel like the rest of the night was just a little off. Like, he was a little off. I was trying to joke around with him and keep it silly, but it just kind of never went back to that and then it started to wind down a little bit like people leaving the bar it's getting late you know we both had to work and then like he got me my uber he even gave me sweet little peck well that's a good sign yeah but when you lose that momentum

you've been building i I totally feel you. Well, dealing with money on a first date is, like, awkward. I think it's awkward you guys stayed there. I mean, like, now you have the bartender who you've, like, confronted, and you have this chick that's still there that was trying to steal from you, essentially, and you're still hanging out there. Like, it would be a weird vibe to stay in. Yeah, it just kind of felt a little weird.

And we just, even after, it weird and we just it just even after it was like it's just been like a week and we've been texting but there's been no like talk of plans i haven't actually like talked to him on the phone just like kind of texting okay but i i like really dug him and i was just hoping i wasn't causing anything i thought like maybe i shouldn't have said anything or should just let the girls get away with getting the three drinks? He would have found out eventually. You could be thinking like, oh great, this girl's

going to start drama every time that we go out somewhere. She's going to point out somebody that's trying to buy something. If she was loud and obnoxious about it, yeah, but it sounds like she was fine. You were just being silly. So let's play a song. We'll come back. We'll call Brad for you and we'll try and get you your second date update, okay? Okay, cool.

Thanks. All right, hold on. Second date update. We're halfway through a second date, and depending on who you are, you either just heard an awkward situation, or if you're Alexis, you just learned a sneaky new way to score yourself free drinks. Honestly, I was thinking that. I was like, girl to girl, like, don't charge me. I bet it would work. or if you're a lexus you just learned a sneaky new way to score yourself free drinks honestly i was thinking that i was like girl to girl like don't charge me because at one point at this bar wayla noticed two girls trying to charge cocktails onto her dates tab so she went over and told him about

it and that led to a confrontation between him and the women also him and the bartender yeah and wayla i know we kind of asked you a little bit about the situation already, but we've done second dates in the past where guys will do sneaky stuff and they don't tell the ladies what's really going on, and then we'll find out the truth later. Like, do you think there's any chance Brad secretly was interested in those women and you accidentally busted him giving them drinks. I thought the same.

I'm just saying, like, it's happened on this show before. Yeah, I must be either super naive or, like, really confident because I never would have thought that at all.

Some guys are really sneaky about it, though. All he has to do is go over to them and say, no, no, no, that's one of my good friends. I don't want you to think, like, you know,

that's, like, my work partner or my sister. But girls always catch guys, so you'd have to be, like, pretty good and say, no, no, no, that's one of my good friends. I don't want you to think, like, you know, that's, like, my work partner. But girls always catch guys. So he'd have to be, like, pretty good at this. Well, yeah, but a guy still saying, I'll pay for all your drinks tonight. The girls probably don't need an explanation. They're like, okay. I know, but, like, if he was going to hit on him by buying them drinks, when would he ever go and talk to them? Like, there's no follow-up on that. Do you see what I'm saying?

Like, yeah, sure. Sometimes guys just plant the seed one night night and then they come back on another night and let it grow. Girls would be just like, cool, free drinks. Now I don't have to ever talk to this guy again. It's not a great plan. That's all I'm telling you. I'm not saying he didn't do it. It's not a great plan.

We haven't spoken to Brad yet. We don't know how smooth he is, but we're going to get to the bottom of this. We're going to call him right now and see what he has to say. Are you ready, Wayla? I am so ready. Here we go. I'm dialing you right now. Hello? Hey, is this Brad? Yeah, this is him. Who's this? My name's Jeff from a morning radio show called Brooke and and jeffrey in the morning a show that you're kind of on now so welcome yay welcome to the show brad okay

we're doing a segment here called a second date update and we're trying to help one of our listeners get a hold of you after you went out on a date with them. Really? Yeah. Yep. You are the star today. Is this a joke? Like, what's going on here? No, seriously. There's a woman that reached out hoping to get a hold of you. Her name's Wayla. You remember her?

Oh. Oh. Yeah. Wayla. She said you guys have been texting, but just things have cooled off. And to her, it maybe doesn't feel like you want to go out again. Oh, man. Okay.

Is she reading that right? Well, God, this is sort of a weird situation. Wait, so you talked to Wayla? Yes. We did. We spoke to her a little bit about your date, and she told us you guys went to a dive bar. She had a good time. Yeah and had a really nice time. She did mention a little bit of awkwardness that happened in the middle, though.

Yeah, there's some drama. Yeah. Yeah, this is, man, this is a really sort of complicated and weird situation. Oh, no. How complicated? Oh, Jeffrey, did you call it Brad? Yeah. Did you?

Okay. He's living up to the name. We know that there were some other girls that were trying to charge money onto your car. Did you know those girls? Oh, no, absolutely not. I did not know them. Okay, but did you really know them? No, no, no, no, no.

I swear to God, I did not know them. Okay, did you want to get to know them and that's why you let them put the the drinks on your tab while you were on a date no no no no no it wasn't it wasn't like that at all um okay what was it like okay this has happened before at that bar wait so you've been because it was your suggestion to go to that bar, so it's a place you hang out at. Right, right. Well, my ex-girlfriend is the bartender. What? Oh.

I didn't choose to go there. What? Wow. Hi, Brad. Oh, wow. That's a little early. I'm sorry. Was that Wayla? Yeah.

That was Wayla who was supposed to wait until we call her in. We have questions, Waylala about the ex-girlfriend like why would you why would you bring a date to that bar well i all right because the bar is a cool bar and i really enjoy hanging out there and it was like convenient because it was in the middle of for both of us and i didn't know i don't know my ex's schedule i don't know when she's working and not working but like okay this is the thing my ex works there and I don't know when she's working and not working. This is the thing. My ex works there and she does this to screw with me.

And you're still going back? Why do you keep going back if she keeps screwing you over? Because they have darts, they have a skeeball, they have a pool table, they have a lot of cool things there. Do you know how many dive bars exist in the world that have those exact things without a crazy ex-girlfriend?

I thought for sure you were going to be like, oh, no, my ex and I are cool. Yeah, Brett, we're all super confused by what's happening. So can you explain what's going on? Okay, so what was going on is my ex does this to me. So she'll tell people at the bar, if I'm in there and I'm on a date, she'll say, hey, you see that guy over there? He's buying everybody rounds of drinks. Brilliant. I love your anger.

I actually like that. Why would you even take me there then? Like, I mean, that's so embarrassing for me. Yeah. And I'm sorry, and I didn't mean for that sort of situation to happen. I really apologize. You should have told her. I know.

When you walk into the bar and you see that your ex is there, you should just turn around and go to a different bar. Hey, my ex works here. I felt that would have been even worse. And if I would have explained to her the situation at the time, like that's just too much information for a first date. I feel like, Brad, when you say that would be even worse, you're just saying, then how would I make my ex jealous if I couldn't bring the date there, Jeffrey?

Is that what's going on, Brad? He made a lot of other girls night, though. MVP for free drinks. I mean, the thing is, neither of you sound over it. If she's still, like, trying to get revenge on you by putting strangers' drinks on your tab and you're bringing dates to her bar, like, the whole thing sounds messy, Brad. Well, exactly. And you know what? your tab and you're bringing dates to her bar like the whole thing sounds messy brad well exactly and you know what you you don't even know me like what would have been even funnier is if you said let's go here and we could have us with her like we could have turned the tables on her

charge the drinks onto her tab she's a bartenderender. She doesn't have a tab. Well, we can get her credit card open again. That's wrong. I mean, Wayla, that's sweet of you that you were open to the idea. No, but they could have, like, been openly flirting in front of her or, you know. I don't think it's that bad. I mean, what's the situation now with you and your ex, Brad? Like, did you talk to her about this? You tell her, like, please, like, stop doing this?

This is where it gets a little weird. And, yes, we did talk a couple of days after the date. And, oh, God, I don't know how to say this. So she wants to get back together with me. Oh, wow. Shocking. But, like, I don't want to be. I don't want to be. I'm not in the point right now where I want to be together with her. Shocking. I don't want to be, I don't want to be,

I'm not in the point right now where I want to be exclusive with her. I'm not at that point. So I just, and again, I don't know how to say this to Wayla, but now thanks a lot. I'm calling her right now. Okay. So you're kind of halfway getting back together with your ex?

No, I don't want to get back together with my ex. And it's just, I really like Wayla, and I really would like to go out with her again. But I feel like at this point, I just kind of, I don't know. Brad, you don't really like a girl and then bring her to your ex-girlfriend's bar. It just, you can't have those two things. Yeah, you should not want to be around your ex.

Well, I brought other dates there when she doesn't work there, and it's gone great. Hasn't it? Because it sounds like you went on a lot of first dates, not a lot of second. Oh, Brooke. Pretend like you didn't hear that, too. I feel bad. So you've been on a lot of dates recently, or what? Oh, no.

It's getting worse. Okay. I don't, like, why is that a, I don't understand why that's a bad thing. It's not. It's not a bad thing. It just sounds like you are just a hot mess. Like, the whole situation. That was a bad kind of compliment.

Sounds like Brooke's coming on to you. She thinks you're hot. And then you want to make the ex jealous, and then the dates. You're clearly trying to make your ex jealous. That's what you're doing. If you keep bringing girls there, like, it's very clear. You know what would make her super jealous is if you went on another date with Wayla. I don't know.

At the bar. And we would pay for that date. Not everybody else's tab. Yeah, put the drinks on our tab. Ooh, get silly. I mean, if Wayla wants to, I'd be up for it. Wayla? Shocker. What do you think? Do you want to help him get back at his ex by going on another date with him right in

her face? I feel like Wayla's answer is solely resting on how hot Brad is right now. Honestly, I have so much more fun with my dog and I'll just put everything on my tab. So no thanks. Oh, she chose the dog over you, bro. Well, it's your loss. No. Nope.

It's okay. Oh, she chose the dog over me, bro. Well, it's your loss. No. Nope. Actually, I think what we should do is everyone on the show should go to this bar. Let's do it. Are we just trying to get free drinks at Bradstown? Yeah, we're all going to get free drinks. Okay. I'm actually super down. Thanks, Brad. Well, you know, I don't know if I'm going to be there or not.

We're still saying Brad said we could. Brooke and Jeffrey in the morning. Oh, man, I definitely did not see that ending coming. No. Not at all. No. But like my stepfather T-Pain once said, it's all about the bartender. Ooh, she charging money on me.

You've been waiting for that for a minute. Pretty much, yeah. Your stepdad's also a lover of strippers. Yeah, exactly. I don't know. Hearing it back, I thought it was a little bit weird when Brooke heard that the bartender was charging drinks on the ex's card, and Brooke said, oh my god, I love her. It's kind of genius.

No, come on. It's stealing, Brooke. No, if you are a bartender and your ex keeps coming in with different dates, he deserves it. If it was a guy charging money onto a girl's car, you never would have said that. If the girl keeps coming... Be honest, you never would have said it. I would say he sucks. Yes, he...

Exactly. Thank you for being honest, though, exes. If the girl kept coming in showing off dates in front of her ex, then she deserves it. Absolutely. It's just his favorite spot. They have skee-ball. No, that's not what they have. They have his ex. So does It's just his favorite spot. They have skee-ball. No. That's not what they have.

They have his ex. So did Foley Alley. That was really funny, though, because he's like, they have skee-ball and this and that. And Alexis made the best comment. Like, every dive bar ever has all those. Well, I don't know. I don't know how I feel about it. I guess I'm not that sad that they didn't go out.

You can't feel bad for him. I do feel a little bad. How? Because he loves the place. Oh, that's not... I don't know. God, you are so naive. But you know what? If you want to get a second date update, you can email us. We'll call the person who isn't calling you back.

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 showumble. 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. 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.