Brooke and Jeffrey: Second Date Update - Second Date Update: Italian Surprise

Episode Date: May 17, 2023

One of our listeners said she met a guy the other night who almost got her ARRESTED. So why does she want another date with him??See omnystudio.com/listener for privacy information.

Jon Stewart is back in the host chair at The Daily Show, which means he's also back in our ears on The Daily Show Ears Edition podcast. Join late-night legend Jon Stewart and the best news team for today's biggest headlines, exclusive extended interviews, and more. Now this is a second term we can all get behind. Listen to The Daily Show Ears Edition on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Happy holidays from me, Michael Rappaport, and my gift to you is a free subscription to the I Am Rappaport Stereo Podcast, where I discuss entertainment, sports, politics, and anything and everything that catches my attention. I am here to call it as I see it, and there's a whole lot of things catching my eyes these days.

Listen to the I Am Rap Report Stereo Podcast on the iHeartRadio app, Apple Podcast, and wherever you get your podcasts. People, my people, what's up? This is Questlove. Man, I cannot believe we're already wrapping up another season of course 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 amyree johnny marr e jonathan sheckner billy porter 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. Second Date Update. Brooke, how many times have you been in a concert and thought,

forget the band, I want to get backstage with that security guard? Show him how to really use that flashlight. I did have a security guard usher me into a concert for free once. What did you have to do to get back? Yeah, he let me jump in the van and go into the back. I just had to look really pathetic in the parking lot because my boyfriend left me there because he had a ticket and I didn't. So he's like, you can hop in my van if you're by yourself.

So you just had to be yourself, basically. That's what one of our listeners says happened to her the other night. Her name is Claire, and apparently she met a concert security guard. What's up, Claire? Claire, it's an honor and a privilege to have you on this morning's show. Welcome. Hi, good morning. Claire, did he have a van for you to hop in as well?

Every good security guard should have a van, you know? Tell us about the security guard. Who is he? His name's Kevin. Okay. Okay. Did you meet him at a concert, or is this just what he does for work? He was working and I was at the concert.

Yeah. Oh, okay. Okay. Did he catch your eye immediately or how did that happen? Well, he came up to me actually to ask me to get off a chair that I was on. Oh. You were in trouble. To reprimand you.

Okay. I thought it was going to be some romantic line. No, but he did catch my eye. I thought he was really cute. I was kind of tipsy and probably being a little annoying, but I was like, you know, he was like, this is a safety hazard. And I was like, I'm just trying to get a better view. I'm short. Please.

You're a safety hazard, Mr. Big Biceps. Jeff, you'd be good at flirting. Did you say that you asked him to lift you up so you could see? Is that what you just said? No, I should have. That would have been good. I was just like, let me stand here so I can see. Put me on your shoulders.

So he asked you to get down from the chair. Yeah, so he eventually got me down, but I mean, I thought he was pretty cute, and so I actually took a cocktail napkin and wrote my number down on it. Oh my god. And like put it in his shirt pocket and was like if you need to yell at me or like teach me any more about comfort face you later like text me I like them putting it in his shirt that's like a little bit of like here you go yeah this is from yeah oh my god I like it I can't

believe he actually called you because you and I don't mean like you're not cute or anything how many drunk people does he come across I must be special so he reached out yeah the next day actually he texted me and we were

kind of laughing at it I had saved him as concert police in my phone that's what I was like calling him all night wait you were drunk dialing him that night no just like at the show i was like okay concert police oh okay it's your cute pet name for him yeah i get it i get it and what did he call you annoying short girl but you know i apologize for whatever being drunk and how I acted. You know, we had a good laugh about it. And then we, yeah. And so we eventually like decided to meet up for dinner and have like an official date.

Oh my gosh. Were you nervous? Are you like, oh, is he going to be as cute as I remember? I mean, a little bit. You never know how it's going to be after. And it's like dark. The music's loud. You've been drinking.

And he's in a uniform. Yeah. So where did you guys end up going for a date we got we got italian which is like my favorite so perfect what'd you think when you saw him yeah i felt i still thought he was cute but i was like oh well i wish you're wearing your security uniform because you look so cute and i like you look good in that. You laughed, whatever. It was a good, we started off well. You sound like a really good flirter. So at least it sounds like you put the vibe out on your end for sure. Yeah, I try.

We decided we just wanted to try a bunch of stuff so we just split a bunch of food on the menu, which was fun. And the food was good. We were having a good time. Like, we were having fun. It's an Italian restaurant, so did you try the lady in the tramp move? Did you try to set it up, at least?

We didn't. We actually did not do that. Yeah. They got maybe the tour Italy. Smart. Yeah. Three different things on it. But, I mean, besides the food and sharing the food, like, what were some of the highlights for you with him?

I don't know. We just took her out, and he told me about other drunk girls he's met at concerts. Made me feel better about myself. I would not be worse. Oh, I bet he has some good stories. Worst stories. Yeah. You didn't make the top five worst girls, so we're in the clear.

Yes. Thank goodness. And it was going really well, but everything kind of changed at the end when the bill came. Why? Uh-oh. So Kevin noticed on it there were, like, some discrepancies. Like, some stuff on the bill, like, didn't seem right. Yeah.

We, like, split a salad, but then they charged us for two salads instead. Oh, yeah. So, I mean, it was justified. Like, he wasn't being, like, a total Karen. But, you know, he asked to talk to a manager and stuff about it. And they took care of it, I assume. Yeah. Good.

So he had to go into the back and, like, talk to someone. What? And it did take, like, a little while. Like, it was, you go into the back and like talk to someone. And it did take like a little while. Like it was, you know, it's good, like 10 or 15 minutes or so. That's kind of weird.

I feel like you went back and beat somebody up now. I mean, typically your server would just be like, Oh my God, I'm so sorry. Let me change. Yeah. And so after that, like his mood just kind of changed for the rest of the night.

It just kind of felt off. Like it ruined his whole night. It kind of felt like it did. Like he just didn't of the night. He just kind of fell off. Like it ruined his whole night? Weird. It kind of felt like it did. Like he just didn't seem the same. And then after that, he hasn't really been talking to me. At first, I was like, maybe he just felt like that was a weird ending. So he just wanted to give me a couple of days or he just felt weird about it. But that's been like over a week.

And so I'm like, was there something else? Was there another issue I didn't know about? Jeffrey, you've been in a lot of back rooms at Italian restaurants. What goes down back there? Well, usually I'm paying extra for what happens. So I'm not trying to pay less. That's the off-menu thing. At least we can pinpoint the moment that everything changed.

But it doesn't sound like it's your fault, whatever it is. Exactly. I'm just awkward on a date. So maybe he just left them with a bad taste and that's why he hasn't come back? But it doesn't sound like it's your fault, whatever it is. Exactly. I mean, awkward on a date. Yeah. So maybe he just left him with a bad taste and that's why he hasn't. Maybe. Yeah. Were there any other weird moments from the date besides the bill? Not that I can think of.

Everything else was pretty normal. You know, I was having fun. I didn't really clock anything. Like he didn't seem weird to me. But I don't know. His mood just totally changed after the bill problem. Okay. We're going to come back.

We're going to call Kevin for you, and we're going to try and get you a second date update right after this. All right? Hey, awesome. Thank you. Second date update. Whenever we do these calls and there's a problem with the bill, usually that's an issue over who should pay.

Right. Does the guy handle it? Should the girl offer? Which exit door should we dine and dash out of? Those are the types of things that go through your mind. But with Claire and her date Kevin, they had a different problem. They noticed that they were getting overcharged on their bill. And that's why Kevin went to the back to talk to a manager about it for a while, a few minutes.

And while Claire thought that was totally justified, kind of ruined his mood for the rest of the night. And that could be why he hasn't reached out yet for another date. Maybe he's mad that they didn't give him a free dessert. I mean, usually when they mess up the bill, you get a free dessert. He's like, we're an Italian restaurant, where's my tiramisu?

You know what I'm saying? Is that right, Claire? No free dessert at the Italian place? No free dessert. See? I got to the bottom of it. We don't even need to call them. Or maybe he found an even smaller, even more obnoxious girl at another concert that he was doing security at. And that's his type.

He wants his Thumbelina. Hey, this is so... Who has to stand on the tallest chair to see anything? I feel you, though. Concerts suck for short people. Thank you. There's got to be some sort of logical explanation for this. We're going to call him right now. You ready to do

this? Yeah, I'm ready. Here we go. Hello? Hey, is this Kevin? Yeah, this is Kevin. Who's this? Sorry, did I catch you in the bathroom or something? It's a little bit echoey. No, I was actually cooking something, but that's fine. Oh, nice. In the bathroom. Interesting.

Hi, Kevin. What you cooking? I'm making some pasta. Oh, nice. Okay, some nice morning pasta. I love Italians. It's to prep for work. You are so friendly. I don't know that we've ever just launched into a full conversation with somebody.

You haven't even asked who we are yet. We're a radio station. I feel like he's going to invite us over to go for it. Okay. We're doing a segment called a second date update where we're trying to help out one of our listeners. You took out to actually an Italian place the other night named Claire. Claire.

Rings a bell. Yeah, I think so. Rings a bell. You went to a whole dinner with her. Didn't you have a really nice night with her? Because her description sounds like you guys really connected. Well, if i'm not mistaken is this the girl that i met at the concert because i work as a security at some

concerts and i do well yeah yeah that's right it sounds like you're going out with a lot of different women if you can't tell which is i'm not i'm not gonna lie i'm single so i'm dating yeah claire's the one that kept calling you concert police like apparently that was her like funny nickname for you I mean it is my job okay well our job is to call people like you and try to figure out why you're not going out with some of our listeners

radio police open up that's what Claire is wondering well okay so if I'm not mistaken I remember we went out to dinner we went and had dinner. We went and had Italian. Yeah, no, you don't have to run us through the whole story. We've actually heard it before. Yeah. Okay.

I think we just need the part where you're not calling her back anymore and she's confused because it seems like you guys had a good connection. Okay, yeah. I'm trying to recap a little bit. So I remember that when the bill came, I went to the back to talk to the manager. And then when I'm coming back,

I see something weird. You know how they put this olive oil kind of dishes there? Yeah. For your bread. So she was putting her fingers inside the bowl and rubbing the olive oil on her. On her? Like on her fingers or body?

Okay, so she was dipping her fingers in it and then rubbing it against her shirt and then a little bit on, like, on her belly and then on her heart. Oh, what? Wait, are you talking about you saw Claire or just some random woman in the restaurant rubbing olive oil all over herself? I saw Claire. I mean, I saw her from afar. I saw her from afar.

That would stain her shirt. No one would want that. I was going to say that's the worst. Yeah. Unless she was going inside her shirt. I mean, honestly, the only thing I could see is like if you have like dry skin with a cracked knuckles. I'm sorry, Kevin. You're saying that a girl rubbing oil all over herself is a bad thing?

Because I think most guys would be into that. No, no. I didn't say it was bad. I thought it was weird. I don't know what she thought that was going to happen afterwards. I don't know what she thought that was going to happen afterwards. I don't know if she thought that was like an aphrodisiac or something. No. Why wouldn't you ask her if you think you saw that?

She deserves the right to explain. Now, let me ask you, how do you bring that up to a girl? You know, sit down and ask her, like, why are you rubbing oil on yourself? By taking your shirt off and being like, apply right here, ma'am. Or you just go to kiss her neck and go, ooh, is that a little bit of balsamic vinaigrette? I didn't want to sound like a creep because you know how girls are always, you know. That's true. Hey, I was watching you from across the restaurant.

Was that oil? I think like, what were you doing with the oil is a fair question. And I can understand if you were uncomfortable asking her in the moment. now that it's been a while you can ask her over the phone because she's actually been listening on the other line this entire time wanting to talk to you are you serious yeah possibly rubbing herself down claire you there hi kevin oh god hey in all, I doubt she was even doing that. But Claire. I don't know.

Oil slick Claire over here. Maybe. Claire, what was going on? Okay. What was going on? What were you doing? Were you actually rubbing the oil or something? First of all, I had no idea you saw that.

Oh. So you do know what he's talking about. Here we go. Yeah. Claire, please explain in very, very detailed. It's a thing. What's a thing? There's no about. Here we go. Yeah. Claire, please explain in very, very detailed detail. What's a thing? There's no thing.

Olive oil. Like, you rub it on your chest that helps keep everything quirky. Like, I don't want saggy breasts when I'm older.

Oh, what? Wait, what? Admittedly, like, it's a TikTok hack I've adopted, but I mean, like, it's a thing. No way.

Like, it gets the blood flowing. It keeps you moisturized. I never knew that. That's so cool. Not in public in a restaurant. No, it's not.

Like, it's totally normal. You a restaurant. No, it's not. Don't you do that in the privacy of your face. It's totally normal. She thought it was privacy. He wasn't there. You're at a restaurant, girl. You're not putting your hand down your shirt. Was your bread in the oil before your fingers? It wasn't like I was pouring the bottle on me.

I just did the dabbing a little. Okay, I have faced olive oil before. But it's from a beauty brand. It's not... It's meant for that beauty brand. It's not, I don't. It's like meant for that. Yeah. It's not just regular. It's like refined, I would assume, the different way, or at least I pay for it as if it's refined

a different way. Claire, you're going to have to excuse Brooke. This is the part of the show where she tells our listeners how to live their lives. No, I just like, do you think it's normal for her to stick her hands down her shirt? I don't know what's normal. Not that. People do their own things their own different ways. They try beauty hacks. They do and don't work.

Can I ask a question now? Yeah, of course. Now that you explained it, I actually really liked you and I'm sorry for not calling back. Would you go out with me again on a second date? She said perky and now the guy's like, yeah, let's go. Claire, did this whole experience change

your mind with him not communicating with you earlier? I mean's like, yeah, let's go. Claire, did this whole experience change your mind with him not communicating with you earlier? I mean, maybe, yeah, a little. Like, I thought we were having a good time. I'm an open person, obviously. Obviously, yeah. I would have talked to him about it if he had asked me about it in a moment. Like, I'm not embarrassed about it,

but now I think it's a little weird he's coming around. Come on, Claire. If the tables were turned and you're walking to the table and you see some dude putting oil on his body, you would be a little... Hey, we're men. We use butter, okay? I would have said something, though. He didn't do that.

I would have confronted. I would have asked a question. I can see that. I can see that. I wouldn't have stopped communicating. It was the first date, and I don't know if you would have been okay with that or not. So now I know maybe on a second date we could fix it. Oh, he wants to be the one to apply the oil onto you.

Hey. Is that the meeting you took? Well, that's what I'm visualizing. All right. Now it's getting weird. You're making it weird. It's just olive oil. It's TikTok hack.

Okay. All right. Well. making it weird. It's just olive oil. It's a TikTok hack. Okay, alright. At this point, Claire, Kevin has already said yes to another date. He's apologized for not being more communicative. And third, you don't even have to pay for this next one because it's on us.

Even better, Claire. I mean, I can get from the visuals, I get that it was kind of weird at how some people might not want to approach that. Yeah. Yeah, I'll give you a second chance. Let's go. What are we doing, Italian then?

I don't know. He did say that there's a lot of concert girls, so you just gotta get in line first, Claire. Oh, that's true. But if you oil yourself up, you can slide faster to the front of the line. Security's not tackling you then. Brooke and Jeffrey in the morning. Jon Stewart is back in the host chair at The Daily Show,

which means he's also back in our ears on The Daily Show, ears edition podcast. Join late night legend Jon Stewart and the best news team for today's biggest headlines, exclusive extended interviews and more. Now this is a second term we can all get behind. Listen to The Daily Show, ears edition on the iHeartRadio app, Apple Podcasts or wherever you get your podcasts. Happy holidays from me, Michael Rappaport, and my gift to you is a free subscription to the I Am Rapaport Stereo Podcast, where I discuss entertainment, sports, politics, and anything and everything that catches my attention.

I am here to call it as I see it, and there's a whole lot of things catching my eyes these days. Listen to the I Am Rapaport St report stereo podcast on the i heart radio app apple podcast and wherever you get your podcast people my people what's up this is course love man i cannot believe we're already wrapping up another season of course love supreme man we've got some amazing guests lined up to close out the season but you, 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, Eve, 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.