Brooke and Jeffrey: Second Date Update - Second Date Update: Mexican Craycation

Episode Date: June 28, 2024

Today’s Second Date Update is one of the most accidentally hilarious situations we’ve ever encountered and it all started with a harmless trip to Mexico…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. People, my people, what's up? This is Quartz Love.

Man, I cannot believe we're already wrapping up another season of Quartz Love Supreme. Man, we've got we're already wrapping up another season of Questlove 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 A. Marie, Johnny Marr, E., 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. 1.4 billion dollars in NFL quarterback contracts the untold stories behind the biggest deals in football history I'm AJ Stevens vice president of client strategy at Athletes First introducing the Athletes First family podcast the quarterback series my co-host Brian Murphy Athletes First CEO and I are sitting down with the agents who have negotiated contracts for Justin Herbert Deshaun Watson Dak Prescott Tua Tugnavailoa, and Jordan Love. Listen to Athletes First Family Podcast on the iHeartRadio app,

Apple Podcasts, or wherever you get your podcasts. Second Date Update. How come whenever I go on vacations, I never meet anybody interesting or sexy or cool ever? I think it's because you have to talk to people i do talk to people i don't know you're just like you're kind of like a quiet guy sometimes i'm a good listener yes thank you bro i just meet the weirdos like dale the severely sunburned pharmacist who's celebrating his third divorce oh so you talk to the wrong people yeah i just

don't meet the right people. And then the guy makes me pay for all the drinks on the booze cruise that we're on. Wow. But that wasn't the case for one of our listeners, Drew, who says he went down to Mexico for a vacation recently and ended up meeting an awesome woman while he was there.

Really? So let's talk to him about it. Drew, how you doing, man? Good, how you guys doing? Dude, I'm excited. Are we making an international call to Mexico? No, I'm back, but I was in Mexico, and I'm really confused. I need your help. Yeah.

I know you're on the phone from here. I'm wondering about her. Oh, yeah. Yeah, we call her in the next part of this. Actually, she's here, but, you know, trying to get in touch with her. Maybe you guys can help. Okay. okay well tell us how you met her so look so i was in mexico i go with my family every year it's like this whole thing oh it's a family trip yeah and i had like 20 minutes to spare and i'm can i just i'm sorry to interrupt but it's not like your wife or kids, right? I just want to make sure when you say family trip.

No, no, it's my aunt, uncles, you know. Okay. I didn't mean to interrupt. No, but that was important. Yeah, no, it is important. Yeah, but no, so yeah, I'm at the pool and I'm by myself at the bar and all of a sudden this chick comes up to me and her name is Chrissy, turns out.

Apparently we clicked. Yeah, Chrissy,issy from Three's Company. Oh. Do you have a more modern reference than that one? Because I don't think we know. I was thinking Chrissy Teigen, John Legend. You don't sound that old. Well, no, I'm not. But hey,

I like reruns. Anyway, I'm by the pool and this Chrissy comes up to me and we start talking and apparently we clicked right away because this old couple that was, like, swimming by us came up to us and asked us how long we were married. Oh. That's the universe. Man, a wingman. Yeah.

Man. You know it's a good sign when a total stranger thinks that you have such good chemistry with someone. You must have been with them forever. Yeah, yeah, or you're dating or something. Yeah, and it was crazy, so we kind of just went with it. Oh, you pretended to be married to this old couple? No, not to the old couple, me and Chrissy. Yeah, yeah, yeah.

No, I understand. I feel like anything Brooke says, you're not really listening. The way you say words, Brooke, it's important. I don't think it's my fault. I feel like that makes sense. Text him. It's totally Brooke. She's not communicating right now't think it's my fault. It's totally Brooke. What is happening?

Drew, I'm so sorry. I know you didn't pretend to marry the old person. Well, the way you said it, that's what it sounded like. I meant like you pretended in front of the old people. To them, they thought you were married. Yes. I kind of fell in love with her. I spent

five hours with her. Wait, kind of. Whoa love with her I spent five hours with her Wait, kind of Slow down How much tequila were you drinking? That's a good question Mexico, he went for me But look, we hit it off, turns out we're from the same area We know the same people

Like it really was meant to be What? That is small world Yeah, that's pretty wild. Yeah, and we were supposed to meet up the next day and I haven't heard

from her. So you spent all day at the pool together. Did you guys go anywhere else besides the pool and the bar? No,

five hours in the water just drinking and laughing and pretending we're married. Okay. Wait, were you supposed

to meet up with her at the resort again or back home? We were supposed to go walk on the beach in the morning, and then she texted me and she said that she had an early flight, which I understood. Okay. But now that we're back, we're in the same area.

Like, why isn't she getting back to me? I don't understand it. I mean, it's not really a date that you went on, though, right? So it's like, although you were flirting and you were doing the thing, like, I don't know. What more could you need from a date that you went on though, right? So it's like, although you were flirting and you were doing the thing, like, I don't know. What more could you need from a date than like drinking and flirting and hanging out for five straight hours? What more would qualify as a date? I don't know.

Sometimes like when you're on vacation, you just think of like vacation zone and real life zone. And then they don't overlap. There's like vacation boyfriends. Yeah, yeah. And then like back to real life. Oh, sorry. I didn't know the rules. Vacation dating is different. I need Alexis And then, like, back to real life. Oh, sorry. I didn't know the rules. Vacation dating is different.

I need Alexis to say everything I'm trying to say because nobody understands what I'm saying. Thank you for translating, Alexis. You can interpret from me. So how long has it been since you've been back? It's been two weeks. That's a while. And I've texted her every other day. I don't want to be too hard.

But, you know, like, we had such a good time. Okay, what are you sending her? Like, are you just saying, hey, what's up? Are you sending her pics that you guys took together? Oh, no, we didn't take any pics. We were in the pool, but, yeah. Brooke, stop trying. Brooke, just give up.

They have their phones on their date in the pool, Brooke. I always take pics at the pool when I'm on vacation. Ew. Brooke, what are you doing? I don't understand. Okay. You're so weird. But we're going to come back.

We're going to call your Mexican wife, Chrissy. And we're going to find out why she's not wanting to hang out now that you're back home together. Okay? Yeah. By the way, she's not Mexican. I just met her down there. Oh. You mean Mexican wife as in like she was located in Mexico.

Okay. Now I'm being the confusing one. Oh, yeah. Brooke is trickling down. All right. This might be a train wreck when we do your second date update right after this. Hold on. Second date update.

A chance meeting at a pool in Mexico. Yes. A meeting that lasted for five wonderful hours where drinks were flowing. Yeah. Water was splashing. Old people were admiring them as a great couple. It was just the perfect day for our listener, Drew.

And they were scheduled to meet up to go for a walk on the beach together the next morning, but Chrissy, the woman that he met, texted him saying she couldn't make it. She said she had a flight out. Why didn't she remember that when she was planning the walk? Very suspicious. But now that they're

both back home, what's changed? Is she sobered up now and suddenly not into it anymore? Is she back with her husband and can't see him without making things weird? It's actually not a bad question, Jeff. We don't know, but we're going to attempt to find out when we call Chrissy here in just

a second. First, Drew, how are we feeling? Doing good. Are you? I thought you'd be more nervous because you dropped a lot of emotions when we were talking to you. I mean, you were saying after five hours, this is love. You did use the L word. Well, I think it's going to work out. Okay.

You're that optimistic. That's good. You're not nervous because you think the universe is going to set it all up. Maybe he's still having a little bit of tequila this morning and there's nothing wrong with that, Drew. We support it, okay? Body shots all around. No comment from Drew. That's okay.

I know because he doesn't like me. Yeah, exactly. He's like, no, I'm your body lady. We promise we're going to make sure Brooke talks as little as possible when we call Chrissy here. I'm promising nothing, Jeff. Well, then we're doomed from the start. But here we go. Dialing Chrissy.

Hello? Hey, is this Chrissy? This is. Who's this? Or should you say hola? Yeah, I guess we could say hola. Chrissy isn't a spanish name i know it's already off to a bad start here uh we're a radio show we're called brooke and

jeffrey in the morning okay hi hi hey we're uh we do a segment on our show called the second date update and we're hoping that you would be a part of it um i mean can you tell me more about it like what's going on well yeah it's uh it's where we help our listeners who met somebody or who've gone on a date with someone they really like try and reconnect for another date and that happened recently with a guy named drew down in mexico at least that's what we heard oh Oh, yeah. True. Yeah. Yeah. He said he's been texting you for like the past two weeks and he hasn't heard much of anything back. He talked to you?

Yeah. We got a little bit of background about what happened that you guys met in a pool and you guys hung out there for five hours. He said it was a great time. Like drinks were flowing. It just felt like you guys were clicking. You even pretended like you were married at one point. Anytime I feel like you're in a pool and drinks are flowing, it's a good time. You always pretend you're married to someone when you

get in a pool? No, that was the first time. I don't know. After we were in the pool for a while, you said five hours we were there. That's a long time. I there but that's a long time yeah i mean there's a long time we got to know each other it was great he's a great dude but he's kind of a lightweight because a lightweight okay not that i have a drinking

problem or anything it's always good when you establish that first drink for five hours straight and didn't feel a thing. We were drinking tequila for five hours, and I was just ready to keep the party going, but Drew just was ready to end the night. Well, yes. Do you pace yourself better than he does maybe? It doesn't matter.

You're out in the sun. It's hot. I'm sure you're dehydrated. That's a long time. Anybody needs a nap after that. I totally get that, and i was headed to take a nap after i wanted to go get one more drink you know and i i pulled up to the hotel bar okay and i i met someone wait what oh there was another guy okay for one drew and i were not hooking up that

day that was just a fun little fun little thing in the pool. But then I really met somebody, and I feel like I connected with him. He was an older gentleman, and I was instantly attracted to him. He was my type, and he just really seemed like he had his stuff together. There was no red flag. Wow. You have really good luck with men in Mexico. What's this resort you're at?

Alexis, what's the name? Anybody on vacation in Mexico, guys. That's amazing. But wait, are you still dating the guy? Things were going so well that night that we continued them. Continued them? Here. Oh, back home? So you're still seeing him? Yeah. Yes.

Oh, he's also around you. Oh, he's also around you. Yeah, he's from around here. And I just, I really, really liked Drew. He was a great guy. I had a lot of fun with him that day. But I didn't know if he was like the type that I wanted to go out with again. He was just somebody that I was hanging out with for the day. And it was fun. Like I made a friend for the day. Look, that's totally fair.

And you're absolutely allowed to meet whoever you want. But here's an idea, because since it's still early in your relationship with this other guy, and you're just starting things off with this person. Sorry, I don't know what his name is. His name is Bruce, actually. Okay, so why not continue to go out and see Drew and Bruce? I mean, if you're honest with Bruce as well. Right.

I mean, I could think about it, but balancing two men is pretty hard. Wait a minute. You managed it that day. Hold on. You met somebody named Bruce there? What? Sorry, Chrissy. I need to let you know that

Drew's actually been on the other line listening this entire time. You're joking. No, that's how this segment works. Drew, what are you doing? Like, why are you doing this to me? Well, I was wanting to know why you weren't getting in touch with me, but now I'm a little confused because there's not that many

Bruce's out there, and you know that I was with my uncle, and his name is Bruce. Wait, what? That explains why they live so close, too. I was like, what are the odds? That can't be. Drew, no, I'm sorry, what? Wait. What? That explains why they live so close, too. I was like, what are the odds? That can't be. Drew, no, I'm sorry. What?

Wait, what did Bruce look like? Can you please tell me? This is kind of important. Very important. He was an older gentleman, and he was pretty tall, probably like six foot two, and he was wearing a really nice watch. He had a very nice beard that are you kidding me wait that is my uncle oh no no you got a hot uncle no drill why yeah i mean i'm in shock

i thought we had a thing going it makes sense why he's from here too that i couldn't figure that out i'm like oh my god so wait they're all in the same city. So, wait, the uncle was an upgrade from our boy Drew? Don't break it down like that. I'm just saying. Remember what the math is. Drew, Drew, Drew, listen. Since I'll probably see you at family reunions, it's not.

Wait, what? Wait, you're jumping to that? Chris is like, is that serious with this Uncle Bruce? Are we calling him Hunkle? Because he's like a hunky uncle. Only you call him that. I mean, it's pretty good. It's pretty good.

Let's not call him anything. Come on, a hunkle? Just call him Bruce, okay? Yeah. I'm sorry. He's my boo right now, but. Oh. You know he's a recovering alcoholic, right?

Oh, wow. What does that have to do with anything? Let's not disparage our relatives on the radio. Yeah, that means that he's way more put together. I can't believe my uncle didn't even tell me. I told them all about you and how we were going to go out. No way. He must have thought I was too good to be true, so he found me himself.

Oh, wow. Hold on. Why didn't you just answer me, though? I didn't know how to tell you that i was seeing somebody else and i don't really see two people at a time usually that's pretty she probably just feels too like she didn't owe you much you know it's like yeah i mean it sucks i agree she should have responded but people go yeah people ghost all the time she called you a friend for the day yeah oh my god she's had a different feeling i really thought thought we had. I don't. Whatever.

You know what? Have fun with Bruce. I mean, would you like to go out one more time, though? What? What? You were all over the map. Well, sounds like he's still a little bit interested. So we should ask. Chrissy, would you like to go out with Bruce's nephew for a day?

We'll pay for that date. Bring Bruce. I was going to say I might have to check with Bruce if Bruce is allowed out of the house past his bedtime. Really not cool. No way, no. Drew, man, I'm sorry, dude.

I don't think we're going to be able to get you a date here. I wouldn't go on vacation with your uncle ever again, that's for sure. That sounds like a fun guy. I will. We do it every year. I will. I will.

Oh, my God. Brooke and Jeffrey in the morning. I know I said it was going to be awkward for him at the holidays, but think about their next Mexico vacation. Because Drew said it's a family tradition where they go every year. Imagine Drew having to lay out on the beach and he has to watch Uncle Bruce with his hot young girlfriend while she rubs lotion all over Uncle's back. There's only one answer to this, Jeffrey. What is it?

And that's that Drew meets Chrissy's aunt. Oh. I mean, can't fight fire without fire, right? How did we not think of that during the call? Yeah. So I hope she's got a single aunt or at least an aunt that's willing. Yeah. Oh, we have to make that happen.

If anything, we have to get, well, I guess we don't get a second date update with Drew, but I'd like to hear how Chrissy and the uncle turn out. Is that wrong? We should go to Mexico with them and see it all go down. We need to do a remote broadcast from a tropical vacation place. This would be perfect. Sounds like this resort, if we find out which one, it'll be perfect. We'll probably all end up with Uncle Bruce if we're not careful.

Absolutely. But if you ever want to get a second date update for yourself, you can email us at Brooke and Jeffrey. We'll call that person who isn't calling you back. Brooke and Jeffrey in the morning. 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. People, my people, what's up? This is Quartz Love.

Man, I cannot believe we're already wrapping up another season of Quartz Love Supreme. Man, we cannot believe we're already wrapping up another season of Questlove 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 A. Marie, Johnny Marr, E., 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. 1.4 billion dollars in NFL quarterback contracts. The untold stories behind the biggest deals in football history. I'm A.J. Stevens, Vice President of Client Strategy at Athletes First. Introducing the Athletes First Family Podcast, the quarterback series. My co-host Brian Murphy, Athletes First CEO, and I are sitting down with the agents who have negotiated contracts for Justin Herbert, Deshaun Watson, Dak Prescott, Tua Tugnavailoa, and Jordan Love. Listen to Athletes First Family Podcast on the

iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.