Brooke and Jeffrey: Second Date Update - Second Date Update: Trust Fall TikTok

Episode Date: September 2, 2024

The listener who needed our help with a Second Date shared a juicy detail from their first meetup that had us all floored, but made us promise to not bring it up when we called his date. We’re always up for a challenge though!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 be in love. Oh, that every ex-girlfriend I've ever had would love me so much. I think that may have been the strategy for one of our listeners named Rich. Oh. Because his date idea was definitely out there, but he's not getting a call back.

Could we be the final piece of crazy that he needs to push it over the edge and make that love connection happen? I hope so. I like this. With me and Alexis combined, we can do this. I don't know, you guys. It's like two crazies don't equal a right. That's true. I don't think that's how it works. I don't know. Alexis is just excited because his name's Rich.

That's a good point. Let's meet him. Rich, welcome to the show. Hello. Hello, Rich. Hello. You sound rich. Yes. tell us about the girl that you want us to call today what's her name uh her name is sarah okay we met online and she's

really funny and everything but like the first thing that i really noticed about her was like her like sculpted eyebrows you know what sculpted eyebrows are right they're all super penciled in eyebrows or maybe they she had a microbladed, you know. Yeah, yeah, the bladed stuff. Like, it's real big on TikTok now. There's, like, girls that have, like, skylines done in there, like the New York skyline or whatever. Oh, jeez.

Is that what your for you page is filled with is eyebrow art? Yeah. I'm not that crazy about it. Like, I don't go that far. But, you know, when women have those sculpted eyebrows, like it, it just exudes a lot of confidence. Right.

And that's what I want. And I want to be more confident in my dating life and, and even in my regular life and everything. So. I like that. So you're hanging out with confident women, attracting them. So hopefully it makes you more confident as well.

Yeah. How do you do that, Rich? Well, okay. So like, I wanted to come up with like a fun date. Right. And I'm on TikTok like all the time. You and everyone else, bro. Yeah. How do you do that, Rich? Well, okay. So like, I wanted to come up with like a fun date, right? And I'm on TikTok like all the time. You and everyone else, bro.

Well, anyway, so like, I figured like one thing that we could do is we could like walk around the city and kind of put together a TikTok with each other. So like, I figured like, let's go around and do some trust falls in different places around around the city wait like where you stand behind her and she just falls backwards and she has to trust that you're going to catch her like that literally trust yeah yeah literally trust falls you know and we were gonna you know we were going to like some open-air bars and stuff and so i was like oh let's get some other people in on it you know and like we'll trust fall with them just random strangers hold on rich hold on so rewind to the moment that you said let's do some trust falls together what was her reaction to that well when i pitched it to her i could tell she was like

that's a little weird but then she was into it oh good you know so we tried like one or two together and like you know it started to get fun and so uh you know like i said we were at a couple open air bars and we got like a group of people and we were all doing it. And so. That came out weird. Do the trust falls. Do the trust falls. Sorry. Do the trust falls, not group other stuff. I was going to ask you, like, where are these bars?

I need to go. I got to say, alcohol and trust falls. It sounds like at some point it's going to. Yeah. Well, so I had this one guy like hold the phone and she got up on a table and she was going to trust fall into me off this table, right? Oh, my God. You guys are getting extreme.

Off a table? What is this, wrestling? What the heck? You light it on fire, man. Let's get some barbed wire out here. You were the only one catching her? Yes. Well, I was supposed to.

So I didn't quite catch her, but I didn't drop her. Oh, bro. If the guy that was filming it didn't, like, jump in and catch her head, it might have gotten a lot worse. She didn't fall to the ground. Like, I mostly caught her. I think she would have been fine, but it was good that he was there. You had one job

to catch her. I mean, typically when you do it from, like, up on a table, you have, like, a group of people around. A couple people with their arms out. Yeah, that definitely puts a speed bump in the date and in her body too. Did she get hurt? Oh, that's a good question. No, she didn't get hurt.

It was all fine. And we, you know, we laughed it off. Her eyebrows were still in good condition. Her eyebrows were still in excellent shape. Okay, good. That looked like an earthquake. She was shocked. So were you able to recover?

Yeah, I was able to recover. And, you know, we had some fun. We made a bunch of TikToks. And, you know, I got a lot of views on the TikToks. And we laughed the whole time. Okay. Because it ended up on a fail blog probably. But I've been texting her like ever since.

And it's been fine and cordial and everything. But I can't really get her to seem to agree to go out again. Okay. She's avoiding like locking down. Yeah, she's just saying she's busy or something. Yeah, I just can't get her to seem to agree to go out again. Okay. She's avoiding locking down. Yeah, she's just saying she's busy or something. Yeah, I just can't get her to lock down. But she hasn't said no, like straight up. Okay.

Well, that's good. If she was mad at you, she may not be talking to you at all. So at least she's not having conversations. She's just like, when it comes to the date, you're like, she's avoiding it. Yeah, she probably doesn't want to die on her next date. Let's try it off a skyscraper this time. Are you sure you just don't want to wait on her next date. Let's try off a skyscraper this time. Are you sure you just don't want to wait it out and wait for her? You think that you need to get her on the phone?

You know, I mean, I just, it's been a few weeks. A few weeks. I'm worried that, like, she might think that I'm just not attractive enough. Like I said, I want to be more confident, but I'm still not quite there. And so I'm really worried that, like, she is, you know, just out of my league. And she's trying to let me down easy, and I'm not not quite there. And so I'm really worried that like, she is, you know, just out of my league and she's trying to let me down easy and I'm not picking up on it. Cause if not,

you're going to slide into the friend zone forever. Yeah. Ghosting is going to happen next. Totally. Well, you sound like a good guy to us. So rich, we're going to play a song.

Come back. We'll call Sarah for you and we'll try and get you your second date update. Okay. You guys want to do some trust falls? All right. I appreciate it. Okay. Brooke,

catch me. Oh God. Ow! Now there's blood. Second date update. Welcome back to the second date update. We've been talking to one of our listeners, Rich, about his first date with a woman

named Sarah. We got so wrapped up in sculpted eyebrows and trust falls, we never even touched on if there was any romantic encounters. Oh, yeah. Oh, you're right. Rich, was there any of that happening? Like, maybe a hug or a kiss at the end?

Well, I mean, I wasn't really going to say anything, but yeah, we did end up doing it in a park bathroom. What? Whoa! Did you just just wait? Doing what? Hold up! No better place? Not really, you know, because we were just out walking around, you know, but we were

doing the trust falls and we were, you know, getting to know each other and it kind of got a little intimate and, you know, one thing led to another. Okay. You know, Rich, I did not see that coming. No. Me neither. I'm not going to lie. It surprised me as well, but you just got to go with it.

Wow. Hey. Wow. Not too bad. Good on you. Remember when you said you weren't very confident? It seems like you got it covered. Wow. Wow. Good on you. Remember when you said you weren't very confident? It seems like you got it covered. Seriously.

Or was the trust fall gone really wrong? Yeah. She fell, okay. It fell on, oh, never mind. Well, that worked out. Yeah. Gotcha. Well, okay.

Got you real good. That's a new layer to this story. Oh, my God. Wow. I got to say that I don't really think you should bring that up when you layer to this story wow i gotta say i gotta say that like i don't really think you should bring that up when you talk to her you know because like i mean i don't know that she wants that information can i ask like what was the vibe after that i was in a very good mood we were we were still having fun okay all right cool tired but having a great time

all right well well and you know like there was a lot of drinking involved so like that Okay. I bet you were. All right, cool. A little tired, but having a great time. All right, well. Oh, my God. Well, and you know, like, there was a lot of drinking involved, so, like, that probably helped with, you know, the trust falls and the park thing, obviously. Yeah, totally. And not noticing how gross the bathroom was. Yeah. You dropped her during the trust fall, so I'm going to go with it only helped with the

park thing. No, the dropping thing, that did happen after the park incident. Okay. Okay. Okay. Okay. So just to recap here, it was trust fall, drinking, trust fall, sex in a park, trust fall, drop her, end of date. Yeah, that's pretty much it. Nailed it.

Why are we calling her? Sounds like a perfect date. Well, let's see what she thought about it. We're going to call Sarah, and we're going to see what her opinion was. Are you ready to do this, man? I'm absolutely ready, but please do not mention the park incident unless she brings it up. Okay. We got your back. It is funny, though, that you're calling it an incident.

But we're going to do our best here. I'm going to dial the number right now. Here we go. Hello? Hi. I'm looking for Sarah. This is Sarah. Who's this?

Hey, Sarah. My name's Jeff from the radio show Brooke and Jeffrey in the Morning. Okay. It's the typical reaction that we get thanks for listening sarah yes big fan huh yeah we uh we're doing a segment on our show called the second date update that's where if you go out with someone and afterwards if that person isn't calling you back you can email our show to reach out to them for you to help you figure out the reason why. Okay.

And, like, I guess this guy you've actually been texting with. Yeah. His name is Rich. Oh. Okay. Okay. So maybe you weren't blowing him off. Yeah, because we know a little bit about the date, Sarah. He talked to us about it.

But first, I just need to ask you about something. Apparently, your eyebrows are amazing. Yeah, he did talk about me a lot. I thought you were saying something else. Is that true? Yes, thank you. There you go. She takes pride in her eyebrows.

That's good. Like little tiny hair masterpieces up there. He had a lot of nice things to say about you and your eyebrows and your date. That's very sweet. Yeah, I put some work in because rich obviously had a great time with you and he's just a little bit confused about why you're not getting together again is there a reason i don't know what to say um are you interested in him at all i mean it sounded like a fun date i mean it was fun we we drank quite a bit

randomly did trust falls yeah did you find that fun i don't know if fun is the word for it um different definitely different definitely different yeah creative that's not bad though right no i mean i did some embarrassing things, but... He told us about how you fell off a table and he didn't maybe catch you. Yeah, that wasn't great. He feels bad about that, too. But what do you think of Rich as a person? I don't know.

I'm kind of on the fence. Are you? If you're on the fence, we'll catch you. You can trust us. That is not going the fence, we'll catch you. No. You can trust us. That is not going to help, I don't think. She didn't say she liked it that much. I mean, I think the thing is, he had great things to say about you and just really kind compliments.

Like, he talked about how confident you were and how attractive that was to him. I mean, which is awesome to hear, right? Yeah, no, he's very sweet. Well, he's not the typical guy I go for. What do you mean by that? What are your apprehensions about him? Okay, so the trust bomb, right? I don't know how to put it, but it's like,

it was almost like a gimmick because, you know, he's not maybe that confident. And I think that helped him to be a little more assertive. But don't you think confidence is kind of like a fake it till you make it type of situation? And I know it sounds corny, but you literally are building trust. But how is it coming out when he's catching you?

Is he just screaming, super confident? In the beginning, but then when he dropped me i was not so confident maybe but it's understandable though that's the thing you got to see that he's got it in him yeah you know i'm just i'm not sure because there's parts of me that really like him and then you know parts of me that i'm not sure you know yeah i mean i know i feel like your eyebrows are probably one of the parts of you that like him or just trying to work on the heart to like him too. And maybe your heart would be open to hearing directly from him because he's

actually been on the other line listening this entire time. Oh my gosh. Richie there. Yeah, I'm here. Hello. Hi. Hi there. How are you doing? I'm surprised.

I'm good. I told you when we were on the date that I'm trying to get more confident, you know, and I feel like I'm making big strides in that general vicinity. So like, you know, maybe give me another shot. Hey, being on the radio is a pretty confident thing to do. It's a bold move. Yeah. It's a big, bold move, don't you think?

Especially this show, Sarah. We make fun of people a lot. Yeah. I mean, you have to have the confidence to take a little teasing. To take it, yeah. That's fair, yeah. And, you know, what about when we went to the park? I mean, wasn't that pretty bold, too?

Whoa, bro. What are you talking about at the park? No, Jeff, don't. I've never heard any stories of the park. Me either you talking about at the park? No, Jeff, don't. I've never heard any stories of the park. Me either. What happened at the park? You know what I'm talking about? You remember that?

Yeah, of course I remember. Dude. This is all new information to me. You're doing good, Jeff. I have not heard him say anything about a park before. You are a good one, man. Oh, my. I mean, come on. Give me another chance.

I would love to take you out again. We can do anything you want. We don't have to do trust falls again, I promise. Anything. I appreciate your enthusiasm. I got a lot of enthusiasm. Like I said, I'm working on it. Maybe it would help, Rich, if you said some nice

things about Sarah instead of all the things about you. Sarah, you are so funny, and I had so much fun with you. I didn't even feel like I was trying to be confident. I just felt like, naturally, a more exciting person just being around you, you know? That's cute. And of course, you have amazing eyebrows, and I'm never going to get over that. What do you think of that, Sarah?

Legendary eyebrows. That's pretty sweet, Sarah. That's very sweet. And let's not forget about how bold I was in the park. Bro! That's not... Still a mystery to me, but sounds very

bold whatever happened at the park. Sarah. Well, what he's lacking in confidence, he makes up for an enthusiasm. See? That's good. Oh my god, that's kind of cute, Sarah. Okay, we're kind of getting some positive momentum here. Yes, for sure.

That was like a backhanded compliment to me. It's a very small amount of momentum, but we're going to work with it. Sarah, we would like to invite you. Don't say ride the train, bro. We'd like to invite you to go out on another date with Rich, and we'll pay for it. What do you say?

Well, he has some skills. How? Oh, okay. Are you talking about the park? Okay, man, we're trying to be subtle here. Still mystified as to what's going on. I was trying to be subtle about it, but yeah. Oh, that's a good laugh.

So is that a yes, you're agreeing to see Rich one more time? Yeah, I'll give it a shot. That's so cute. Thank you guys for helping me out here. I can't wait to take you out again. Good job getting outside of your comfort zone, man. I'm proud of you. This is going to be awesome, Rich. Yeah, maybe after the confidence, I'll work on my take you out again. Good job getting outside of your comfort zone, man. I'm proud of you. This is going to be awesome, Rich.

Yeah, maybe after the confidence, I'll work on my subtlety, too. Yeah. Sounds good. Just no more trust falls, okay? Oh, okay. Of course. This time I'll bring protection. I won't forget.

Oh, my God. Rich, subtlety. Protection from what, Jeff? I'm in the dark over here. 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.