Brooke and Jeffrey: Second Date Update - Second Date Update Classic: Pretty Privilege

Episode Date: October 12, 2024

One of our listeners accidentally stumbled into a casual meet-up with a woman who admits she’s part of a high class secret society. Find out what it is in your Second Date podcast!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. Second date update. Wait a minute. It's extremely rare in the dating world. What the heck?

And normally only the best of the best can pull this off. I'm talking about the elusive insta-date where you meet someone out and then immediately turn that into a date night without even handing them your credit card. What? Jeff. Very rare. It's a transaction, Jeff. And apparently that happened for one of our listeners, Derek, where just like Rumpelstiltskin, he took a piece of straw and spun it into date night gold right there. That's creepy.

That's a good point, Alexis. Yeah, leave the hair alone. Rumpel Derrick skin, welcome to the show, my man. That doesn't even sound good. How you guys doing? Has anyone ever called you Derrick skin before? I don't know. It's Rumpel Derrick skin.

Oh, sorry. Nobody's ever called me Derrick skin, and hopefully nobody ever does again. It's hard to not picture you with spindly fingers. Yeah, you're like a troll, bro. It's not a good image. Bad hair. You know what? I'm going to take the blame on that, Derek.

That was my bad. From now on, we'll just call you Derek, okay? I appreciate it. I appreciate it. You're a troll under a bridge. Yeah, I'm curious where you met this person. Yeah, tell us about, first, what's her name? Her name is Emmy.

Okay. And I met her at this pretty popular steakhouse. I mean, and when I say popular, it's really hard to get a table. Wait, how do you meet someone at a steakhouse? Like, whenever you go to a steakhouse, you're with someone already, whether it be a friend. And it's usually low-lit. It's not a meeting place. Yeah.

How did that happen? Fair enough. I met her in the bar area, specifically. Oh, okay. You're in the bar. Okay. That does make sense. That's like the people who are waiting, hoping to get a table. I met her in the bar area specifically. That's like the people who are waiting, hoping to get a table. Or there's somebody traveling for work.

All this money and all I want is just a filet mignon. Easy pickings usually. There you go. How did it go with Emmy? I saw that she was by herself and I approached her and I was trying to talk to her, trying to split some game and noticed she kept on looking at her phone.

So your game wasn't being very effective. The game wasn't gaming. Well, I said, are you waiting on a guy to meet you? And she goes, no, I'm waiting for my friend. Ah, okay. You always have the one friend that's chronically late. Lily, if you're listening to this show right now. Oh, we're calling out Lily.

Okay. She said she was waiting for a friend. Yeah, I mean, her friend wasn't just late. Her friend's a nurse, and she got called in for a shift. Oh. So she had to ditch. Getting sent up by a friend hurts worse. She went to the hospital to work.

She could have not gone to the hospital. She could have chosen friendship. When are people going to start saving themselves at the hospital? The power of friendship always prevails. Honestly, it feels like the universe is giving you this opportunity then, right? Is that how you saw it? Absolutely. And I was like, well, how about you and me have dinner then?

That's cute. That's pretty smooth. What'd she say? Game's back on. And she was hesitant. And she said, sorry, I don't know you. And I was like, yeah, you do. We've talked for almost four minutes.

I'm practically your brother. Brother? Why'd you go with a sibling? Yeah, maybe not brother's a good line, but still. Would have worked on someone like Brooke. I actually didn't see anything wrong with it. Okay. That's kind of funny, flirtatious.

How did she react to that? She laughed. Good. She liked it? Yeah. She laughed. And she's in such a position, she can't say, oh, I'm sorry, I already had plants. Yeah.

She's like vulnerable. I mean, to give you the whole story here, she laughs, and then she says, all right, we can eat, but let me get the table. Oh. You guys got a table. You need to stay at the bar. That's a good sign. That's what I'm thinking.

And I didn't understand why, but I was like, okay, sure. And they came back and gave us this incredible table, like, right in the center of the restaurant. Ooh. Oh, Brian, she really does have the hookup. Dude, she's steakhouse royalty. Yeah. The T-bone queen of the month. That, okay. She really does have the hookup. Dude, she's steakhouse royalty. Yeah. The T-bone queen of the month. That's right.

Yeah. But wait, there's more. Cocktails already there at the table. What? And the waiter's like, hey, drinks are compliments of the house. Whoa. And I was like, who are you? How did you do this?

I could never get an instant table here, let alone free drinks. What is happening? Did she have an explanation? She shrugs, and I quote, it's just pretty privilege. Pretty privilege. Uh-oh. Brooke, does that happen to you all the time when you go to the

steak houses? You should look at Brooke's face right now. Brooke looks like Popeye the Sailor Man right now. Honestly, never happened to me. No? The only time it Brooke was like Popeye the Sailor Man right now with her expression. Honestly, never happened to me. The only time it happens is if I'm with a friend who works in the industry or something. That's like where you're with all girls, not with a guy.

Why do they care if you're already on a date? That makes sense why she was like, hold on, let me do this. So maybe they didn't know he was going to bring the guy. Yeah, because if you're with a guy, you're not getting free stuff. They drag you down. Don't go to Vegas with men. It sucks. Yeah, I agree with that.

But it's not Vegas. This is a steakhouse. But just in general, totally. That must have made you feel kind of good, right? Well, yeah, without question. I mean, look, I was on cloud nine already when she said, yes, I will have dinner with you. Yeah. She's obviously beautiful.

Was the rest of the night just as magical? Well, we talked for about an hour, had some excellent food, and then she said she had to go. And we hugged and said,

you know, we should meet up again. And that's why I'm, that's why I'm calling you guys. I know maybe she didn't see it as romantic. I mean, I realize that.

I was going to ask, was there any, like, romance that happened during dinner, or did it feel more like a friendly, just casual? I mean, I realize that. I was going to ask, was there any like romance that happened during dinner or did it feel more like a friendly, just casual? I mean, honestly, like it's one of those things where it's like, am I telling myself that there was some eye contact and some flirting and what have you? You could be making it up.

Yeah. I do that a lot. I'm like, dude, this girl, she's so into me. Okay. And they're not. Yeah, I mean, look, clearly I wanted to move to that area of romance, but it's been about two weeks, and I haven't been able to reach her. At all. Okay, but you have, like, texted.

Yeah, but she did tell me she travels a lot, so maybe that's part of what's going on. She sounds like a woman that's in high demand. Yeah. You know what I mean? She's pretty, she's successful. I hope she answers going on. I'm not sure. She sounds like a woman that's in high demand. Yeah. You know what I mean? She's pretty. She's successful. I hope she answers our call.

Me too. And you know what? We're going to give you some pretty privilege here, Derek. We're going to come back and do a second date update just for you, free of charge. Isn't he pretty? We charge the other ones. How does that feel, bud?

I love it. We're going to do it with your second date update right after this hold on second date update our listener Derek met a beautiful woman at a steakhouse bar her friend was called into work that night so

couldn't make it and that's when Derek like a gentleman offered to eat dinner with her oh this is gentleman music, I think. I thought it was. Yeah, at first. Yeah. Yeah.

So they ended up getting one of the best tables in the house with complimentary drinks ready for them. The reason why Derek wasn't around when she approached the manager asking for a spot in the restaurant. And when he asked, how did you pull this off? She replied with two words, pretty privilege. Which, if you don't know what that is, it's basically where

beautiful people in society get extra benefits that none of us uggos could possibly dream of getting gifted to us. And someone in this room has pretty privilege as well. Jeff. Well, I wasn't really thinking me. Alexis, what's the coolest pretty privilege thing that's happened to you ever? Oh, in Vegas, I said't really thinking me. Alexis, what's the coolest pretty privilege thing that's happened to you ever?

Oh, in Vegas, I said. Vegas is great. Every woman gets that. That doesn't count. Oh, wow. I get that when I go with my girlfriends even now. You know? Wow.

They're like, hey, overall. Okay, pretty privilege is being used really loosely right now, I think. Either way, Derek was impressed with what happened that night. And not only does he want more of that action, he really liked this girl, Emmy, that he met. So we're hoping to hook him up with him one more time. Oh, my God. I feel like the universe was trying to hook you guys up, Derek. We've got to help the universe out here.

Anything you want to say to the universe, Derek? The universe misses us. Yes, thank you, universe, thus far. Please keep it going. Yeah, there you go. There thus far. Please keep it going. Yeah, there you go. There you go. Manifesting. Now let's put a call out into the universe and see if Emmy picks up.

Here we go. Is that how telephones work? We're going to pray for the best. We're doing it. Hello? Hi, we're looking for Emmy. Yeah, who's this? We're a radio show called Brooke and Jeffrey in the morning.

Is this Emmy? Yeah, but why are you calling me? Are you in a quail sanctuary? There's some beautiful noises happening where you are. We're joking, we're joking. I actually have birds. Oh, you really are. I'm so joking. We're joking. I actually have birds. Oh, there really are. I'm so sorry.

I don't want to insult the birds. So I don't want to waste any of your time here. We're calling you because we do a segment on our show called Second Date Update. And one of our listeners has asked us to reach out to you because you two had dinner the other night and had a really good time together. I think it was like two weeks ago. Yeah. Yeah. It was a while ago.

He's hoping to see you again. His name is Derek? Oh, yeah, I remember him. Okay, well, good. I mean, it's crazy, because it's not like you guys planned to be on a date. No, actually, my friend had canceled for dinner, so I needed to eat.

We heard a little bit about the story of how you two met, and you got a great table in the restaurant. We were wondering if you had any interest in maybe seeing Derek again. Probably not, if I'm honest. Okay. Honesty is good. We're trying to figure out, is there a reason why?

Because he did tell us a little bit about what happened. And, you know, he told us that you asked to get the table yourself. Well, yeah, he couldn't get the table. Only I could. Okay, why? It's just the way it is. Well, did he do anything wrong that night or say something? No, not at all.

Not at all. Oh, good. Are you in a relationship? Because we actually didn't cover that. Oh, that's a good point. I don't know if he asked you. Honestly, I don't have a boyfriend, but it's just my lifestyle. I just don't think he would understand. Your lifestyle?

What's your lifestyle? Are you famous? I've been dying to know. Are you like some celebrity? No. I tried to give him a hint, and I don't think he got it. What type of hint? I told him about pretty privilege. Pretty privilege?

We did hear that. He said that's why you said you got free drinks and stuff, because you're good looking. Yeah, basically that's what the situation is right now, and I'm using it to my advantage. What? Using it? I don't get it. Like, why is that a... That's a weird term.

How is that a lifestyle? How do you mean that? Okay. Currently, I'm a tier three pretty privileged. Tier three? Wait, who's creating the tiers? I didn't know who created it, but there's different tiers. Like, tier one is getting free entrance to clubs and free drinks.

That's the lowest tier. That's Brooke and Alexis both of them. At least we made a tier, Brooke. Your tier three, what does that mean? It's like where guys pay you to go on vacations to places like St. Barts and Ibiza.

That's why you're out of town for quote-unquote work? Well, it's not just me going. Well, he's going too. Another guy, right? So do you mean it's like a sugar baby sort of situation where guys pay you to go on trips with you? It's not sugar baby.

It's not at all what that is. It sounds exactly like that. What's the difference? No, it's me and a group of girls. There's like five or six of us. We just get invited on these trips and they'll pay us $10,000 to $20,000 just to be there for photos. What?

$10,000 to $20,000? On top of paying for your trip? Uh-huh. You're like a model, sort of. You have to be, right? Duh, Alexa. She said pretty privileged. There's tiers. This is tier three. Why are you posting hotter pictures and taking us on vacation? I'm not a model.

Tier one's piped down over there. We're talking about tier three. What? Keep going. I'm sorry, Amy. How does this work? You get paid 20 grand just personally to show up? Uh-huh.

We get in our bikinis, take a few quick pictures together, like hanging on the boat with drinks, and then that's it. The rest of the vacation is comfortable. Wow. What? Just for pictures? Is it bad that I'm jealous of the guy, too? And they're closed pictures.

It's not like a bikini. Well, I can understand that you clearly have a lot of good stuff going on in your life, but going back to Derek, I mean, he... Oh. Oh. Yeah, Derek's not... Did you have a tickle in your throat there or something? I'm guessing you can't have a boyfriend or be in a relationship while you're doing this.

I mean, he likes you. Yeah, that's great and all, but I'm not actively looking for a boyfriend or anything like that. My life is just being on private jets and yachts and staying in shape. Oh, my God. You know, it's like a full-time job. Well, maybe he'll send us like a sign-up sheet for where the pretty privilege thing is. Yeah, but you're not going to be. No?

No. You didn't even make it to your. Okay. Yeah. If we can't do that, maybe something else that we can do is get you on the phone with Derek right now. I'm here. Because he's on the other line listening.

Yeah, there he is. Yeah. I'm like, hey, what's up, Emmy? Oh, coming in hot. I mean, it's pretty awesome that you're doing, you know, yacht trips in the Bahamas. Like, that's incredible. It's St. Bart's. You should have been listening closer.

Yeah. The Bahamas are for tier twos. Look, I think that's awesome. I could come with you. I mean, like, I also know. No, but I'm going to go. Good luck. And bye, guys.

You can't hang up yet. Wait, hold on. Wait, but Emmy'm going to go. Good luck. And bye, guys. You can't hang up yet. Wait, hold on. Wait, but Emmy, hold on. Like, I want a, I would love to hang out with you again. I thought we had a really good conversation. Second, like, I know a guy who could give us, like, 50% off on, like, zip line tours in Costa Rica. Derek, that's so nice of you, but I'm going to go.

But yeah, hold on. Like, I know a dude who's going to take loose cruises. Okay, you can stop with that. I mean, Derek, you need to just stop asking. Let the professionals take over. So, I mean, can you admit that you had a nice time with Derek when you hung out with him? You're really trying. We did, but we should just leave it there.

And I'll always have that memory of you, Devin. Oh, that's so nice. Almost got Derek's name right. It's Derek. Yeah, it's Derek. It's actually Derek. Are you driving a Ford? I can't hear you over there.

It doesn't matter. Listen to me. I think this is going to have to be the one time in your life where you just put all that money and free trips and yachts and private jets to the side. That's easy to move over. Just for a second and look into your heart. What do you see in your heart, Emmy? And I think there's a space for Derek in there.

My heart says I don't think so. Thank you. Art has a different voice. I know you like free stuff, Emmy. That's for sure. And we would give you a free date that we pay for if you meet up with Derek one more time. How many times are you going to ask? As many times as it takes.

What does the free date include? Well, usually we do like a gift card to a restaurant. Jeff, she just literally laughed at your face. Did you laugh? Yeah. Okay. I'm laughing. You got to give it up, man.

Okay. I'm throwing in the towel. I'm waving the white flag. It's not going to work. Wait, wait, wait. He said a gift card. Oh, no. He's still funny.

He's still laughing. Okay. Humor doesn't always win or over. All right. I feel terrible about myself now Derek I'm sorry man it doesn't sound like we're going to get you

a date here yeah I guess yeah but you know what what a one time date you had yeah it'll live in my heart

forever Devin 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 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.