Brooke and Jeffrey: Second Date Update - Second Date Update Classic: Small Town Stranded

Episode Date: May 11, 2024

One of our listeners took his date to a quaint, little remote town....and they almost didn’t come back! Find out why in your Second Date podcast!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 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. I'm Emi Olea, host of the podcast Crumbs. For years, I had to rely on other people to tell me my story, And what I heard wasn't good.

You really f***ed last night. It felt like I lived most of my life in a blackout. I was trapped in addiction. You had to grab the lamp and smash it against the walls. And then I decided I wanted to tell my own story. Listen to Crumbs on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Second date update. How many times has Brooke come to one of us saying, oh my God, I have the cutest date night idea ever.

There's this adorable little shop. It's just a two and a half hour drive away. And a blind woman there teaches you how to cut off your own hair and turn it into a shower loofah. Isn't that fun? I just forced my husband to do it with me and it was so romantic. Oh my god, and he has such thick hair.

You wouldn't believe the loofah that man is able to make. It's just a head of gorgeous hair. Sometimes good friends give terrible dating advice. And apparently that's what happened to one of our listeners recently named Will. Will, were you tricked into making loofahs out of your own hair? No, not a loofah.

Okay, good. And I was going to say don't call it a hairball because it's not one, all right? I was going to call it that. Okay. Tell us about the date that you went on. What's her name? Her name's Heather. Heather.

Okay. What did you and Heather do for your date? Yeah. Well, I was trying to think of a date idea because I wanted it to be cute. You know, I thought she seemed really nice. So I talked to a friend of mine and she was like, go try out this little downtown area. It's on like the end of this little peninsula i had never heard of it before but apparently it's really cool huh but it's kind of far away

and i don't have a car she doesn't have a car so we took a bus oh okay wait took a bus to like some isolated peninsula far, far away. I thought it was kind of weird, but I like trust this person who told me that it was cool. So I was like, okay, whatever. Okay. And wait, I mean, is the destination like a cafe? Like, what's the whole point of this? She said there was bars and restaurants. Oh, it's like a little town.

Okay. Yeah. Yeah. Like a little beach area and things like that. Like a touristy thing. Yeah. Yeah. Yeah. So you bussed over there with Heather. Yeah. town okay yeah yeah like little beach area and things like that like a touristy thing yeah yeah so you bust over there with heather yeah heather and i bust over there and i didn't realize that this place like how small it was gonna be but it literally took us 20 minutes to see everything

oh no it's that small it was very small but they still had like a restaurant so we went and ate i bet it was busy restaurant if it's that small. It was very small, but they still had, like, a restaurant, so we went and ate. I bet it was a busy restaurant if it's the only one in the whole town. I mean, what was Heather's reaction? Because I'm guessing the bus ride took a long time. The bus ride took kind of a long time, but I don't know. I was trying to read the vibe, and she was still having a good time, and we went and ate dinner, and that was a good time.

But then there was kind of, like, nothing else to do after after that they don't have a hair loofah class that you could take over there he didn't plan correctly sadly no i didn't i didn't see any ads for those they're usually in basements so it's hard to find the flyer yeah should have gone and checking around make sense okay i try actively not to check for hair loupus that sucks you guys do a little walk or something what do you do yeah well we walked around for a second and we were like all right let's just go back to the restaurant they had like a little bar get hammered that's always a good idea true yeah i like that you've been there an hour and you're already a regular yeah we're back was it fun yeah it was fun nice so we're getting drinks and then we decide we want

to leave and we missed the last bus out of that place oh this is like when spongebob missed the last bus out of the city remember that episode i'm gonna take your word for it though everybody understands i mean that means you just got a pony up for a super expensive uber right I'm going to take your word for it, though. Everybody understands that. I mean, that means you just got to pony up for a super expensive Uber, right? Yeah, that was the plan, but there were no Ubers in the area. Because it's a tiny town. Yeah. No Ubers, no Lyfts, no nothing.

Right, a bike? Nope, they moved there. He's actually living there now. Pay one of the locals to drive you home. They're like, you're the mayor now. Yeah, I'm calling from the peninsula. It's been a comfortable life.

We have to get like a tiny hotel room. What? Oh, God. Which is also attached to the restaurant. It's just one building. It was pretty close to the restaurant. Wait, what was her reaction? I mean, this could go two ways.

Either she's really excited and she's like, oh, don't worry about two, we'll split one. Oh, yeah. We know which one Brooke would do. Yeah. So I didn't want to assume anything, and she didn't tell me otherwise, so I just got a room with two beds in it. Oh, that's pretty assuming.

That's safe. What are two beds assuming you're not going to sleep together? No, I think you would have to get two different hotel rooms. Like a first night. I don't know. If you're not going to assume anything. You're going to make a guy pay for two rooms? That's so much more money.

I mean, they could call someone to pick him up. And it's his bad planning. So what happened? So long story short, nothing happened. Like we fell asleep watching Pirates of the Caribbean. Okay. And we woke up in the morning, no breakfast, got the first bus back.

It was just kind of awkward, like, having to be, like, forced to stay together, like, the first night. Not only that, you don't have a toothbrush. You don't have all of your, like, face stuff. Like, you're waking up feeling blech. And you didn't, like, hook up at all? It was not great no nothing happened separate beds weird was she angry was she sitting with her arms were you like

in one bed cuddling watching it or were you in separate beds no no we were in separate beds the whole time like oh boy she might have been mad i don't know she was just kind of like not saying anything oh so anyway um i emailed you guys because I have not heard from her. I feel like it's just as much her fault. I would never not Google that stuff. Like before I go on a bus with someone somewhere. And if you're with a dude that you don't want to be with, you'd call your girlfriend. You would get picked up.

You would get somebody to sacrifice. Yeah, I know. That's what I thought. Okay, well good idea. Let's call her and shame her in a few seconds. I don't think that's it. I think it is. I think that he did something in the hotel room that made her not happy. I think she was into it until a certain point. At least she didn't call the Coast Guard to come get her.

I need a chocolate. The Coast Guard who also runs the restaurant. It's a peninsula. It's a busy guy. He's the mayor now. He has contacts. I control all the helicopters. We're going to come back.

We're going to call Heather for you and see if it was your fault that it ended badly or hers when we do your second date update. It could have just been the circumstances. We'll find out for sure. That's not fun, Jose. Get your second date update next. Second date update. If you missed part one of the second date, Will and Heather ended up stranded in a tiny town on a remote peninsula where the last bus had already left, which gave them no choice but to stay the night in one hotel room with two separate beds. Brooke immediately said before we left in the first part that something happened in that hotel room. Oh, scary. Like a gruff detective who's been working the hooker

beats on the wrong side of town. Something don't smell right over here. All I was trying to say, Jeffrey, is if she agreed to the hotel to begin with, she was feeling something good. Okay, or comfortable enough. Yeah, and then it turned to nothing but Pirates of the Caribbean movie watching. Well, if she hadn't't done that what was her option to sleep outside her own hotel

room she's a grown woman with her own credit card i'm sure she could have covered herself jeff we don't know what her credit card situation is like maybe they're all maxed out by herself all right well we're gonna see see if Brooke's gumshoe ways are right on or way off. But Will, maybe you should tell us, did you blow the ending of the Pirates movie? Because maybe Heather hadn't seen it yet. Oh, that's it.

Yeah, I'm not much one for spoilers. Oh, really? He's like, Johnny Depp gets away. No, come on. You're the worst. Oh, God. He's like, Johnny Depp gets away. No, come on. You're the worst. Oh, God. Oh, so funny. Okay.

Well, we don't have any spoilers for how the second date's going to end, so let's get right into it. Hopefully, it has a happy ending. Yeah. You ready to do this, Will? Yep, let's do it. All right. Here we go. Hello? Hey, we're looking for heather yeah this is heather hey heather uh i said we because you're on with a whole morning show right now called brooke and jeffrey hi heather do you have

a second whoa um what do you mean like a morning with like a you mean? Like a radio? Yeah, we're a radio show. What if we weren't? What if we were just like a morning show that got together every day and just called people? Just like a bunch of randoms. But didn't broadcast? We podcast, too, if that makes it so better. That is true, yeah.

We're a legit show, and we're doing something called a second date update. Okay. Yeah, that's where we try and help some of our listeners who've gone out on dates but are getting ghosted afterwards Okay. Okay. Yeah, yeah. Did he call you yeah we heard from will a little bit about you guys going to this little town on this peninsula missing the last bus out and having to stay the night there wow okay he told you everything um i don't think he told us everything because he didn't tell us why you weren't calling yeah no i bet he didn't tell you everything because we've heard that you

haven't been reaching back out to him after your night together. Yeah. So honestly, like I was actually really enjoying the date. Like it was going really well. It was funny. Like that we kind of got stuck in like, to be totally honest, I knew the bus schedule because it was a complete flop. I wanted to know my way out. Wait, wait, wait. So you purposely missed the last bus.

Is that what you're saying? It wasn't even that. I just kind of checked my watch and realized, like, okay, if we were to kiss the last bus, we would have to, like, sprint right now. See? And Alexis, I think, mentioned that. Like, why would you not know the bus? I'm glad you're smart and safe, girl. Yeah.

I did not expect to hear that from you, if I'm being honest. So you were into him then? Oh, yeah, yeah, yeah. Like, it was going very well and so I just kind of wanted to see what he would do like how he would handle that situation because like everyone puts on their first date face and I was like this could be

interesting this would be like a fun little podcast. It is brilliant because your first date face is a thing if you went on one date with me you'd think I'm the perfect man second date it's like oh my god how are you even alive? Already by the second date. Yeah, I dropped it. We fall quickly.

So everything was okay when you got the hotel room? It was going great, and I was like, okay, I'm excited. And so yeah, he ended up booking us a hotel room. Okay, wait, was that the right move for you? What were you hoping him to do? Well, I was kind of hoping it would be one hotel room oh okay i was super into it okay okay all right so what changed yeah so we get up to the room and he's like let's watch pirates of the caribbean and i'm like great a classic let's do

it yeah plus it's like it's a movie you've already seen so i always that indicates to me like okay you don't actually want to pay attention to the movie you can tune in if you want yeah yeah background right like i feel like everyone has seen that movie yeah okay so anyway about like 30 minutes into the movie he pauses the movie just kind of like randomly and like dials a number on his phone and he like turns it on speakerphone and i'm like what is about to happen whoa what this voice comes on and it on speakerphone and I'm like, what is about to happen? Whoa. And this voice comes on and it's a girl and she's like, is my baby ready for his nightly routine? Wait, does he have like a girlfriend?

What the heck? Guys, it's his mom. And she starts reading Goodnight Moon. Get out of here. This has got to be a joke. I'm still waiting for the weird part. Yeah, it has to be some joke. It just ended up not funny or something.

I'm like shook at this point. I didn't say anything because I kind of kept waiting for it to be a joke. Did he tell his mom that you were there? Yeah, yeah. He was like, okay, yes, I'm ready, but I've got a friend over, so it's got to be a joke. Did he tell his mom that you were there? Yeah, yeah. He was like, okay, yes, I'm ready, but I've got a friend over, so it's gotta be quick. And the mom still went through with it. Not unusual.

I would've been like, oh, let's do this another time then. Does that mean he's done this in front of other women before, too? Whoa, whoa, whoa. Can I stop you right there? Please! No, I wanted to keep going. No, I need an excuse. I No, I wanted to keep going. I need an excuse. I need like some logical logic. This story was just getting good.

Hang on, hang on. Will, is that you? Yeah, that's Will. Hey, Heather. Hi. Hey, what's up? We swear his mom isn't on the phone too. I promise.

That's how this segment works in the second dates is we have the other person listening so that they can hear what went wrong. How would you not think that's a... How do you leave that out? I think it's weird that you don't appreciate that I have, like, a good connection with my mom. Oh, I mean... Well, that's not normal. You're a grown man. Oh, grown men aren't allowed to love their moms?

That's not what I'm saying. I'm saying grown men don't have their mom call them on a date every goodnight moon. Like, do you not see how that's an extreme turn off? We don't get to talk to each other very often, so this is like something that we do together, and it helps me sleep. There is no way there's not been another person telling you that this is weird and creepy before. Obviously, I don't like have people around all the time, but you were there and I thought you would be okay with it. And I would think it was, you know, like kind of cute. Is that how you felt? Feel like maybe there was a little bit of cuteness to it?

This is not the worst part, though, you guys. Let me cut to the worst part of this. He gets on the phone and then he decides that this is the time to come on to me. What? While on the phone? No, no, he hung up. He hung up. No, he hung up the phone, and he was like, okay, now I'm going to try to be cute and, like, cuddly.

And I was like, no! Oh, no. If I'm you in that situation, and I see that someone that I'm with has a really close connection with their mom, that's a turn on for me. Good. I don't think most women think that. It shows emotional maturity. I'm just saying. Can you imagine on their wedding night he's calling his mom for a bedtime story?

What's wrong with that? Don't knock it. She's a great storyteller. I think Brooke is just jealous because she's not as good of a mother as she has to get over that but really it comes down to heather and if you're willing to give will another chance for a second date because if you are we're willing to pay for it man i just am like i can't imagine a future where this is something i have to abide like if this was how it was on the first date how much worse does it get oh and then you have to i mean when you are with someone you're with

their mother too i mean it's like an in-law situation yeah heather i i don't get you like it's just a story you know it's how we connect i mean we she can read a different story if you want okay heather you're missing the point maybe you would like to read him the good night stories even no i don't think will would let anyone replace his mother that's true i don't want to impose so is this not happening no i i think that is like so short-sighted i think we had a good time and i think it's dumb that you don't like that i have a good connection with my mom well i don't want you to like go home empty-handed tonight you know what i'm gonna do tonight i'm coming over and you

and i are doing big spoon little spoon we'll have your mom read a good night story to both of us you're gonna love it it's a story. Do we have consolation prizes on this show that people never even expected? Yay! Or wanted. Everyone's on air today. Except for Heather.

Sorry, Heather. 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 is because you know you always 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 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 John 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. last night. It felt like I lived most of my life in a blackout. I was trapped in addiction. I had to grab the lamp and smash it

against the walls. And then, I decided I wanted to tell my own story. Listen to Crumbs on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.