Brooke and Jeffrey: Second Date Update - Second Date Update: Better Late Than Never

Episode Date: April 30, 2025

Something happened to our listener on his way to the first meetup with his date, and it changed the trajectory of their entire night! Hear what happened in a new Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information.

All right, you found it. Your brand new second date podcast starts right now. It's Brooke and Jeffrey in the morning, the home of the second date update. But before we get to it, lots of reaction from yesterday's Awkward Tuesday and a lot of disappointment in our own Alexis. I know.

You never know how many people listen till you do something wrong. Yeah, Alexis. And then they all comment. I can agree, I can attest to that. You owe everyone an apology. I do. What happened? I'm sorry, guys. Honestly, I don't know but half the awkward cutoff at the end, okay? I'm saying I don't know like I don't know how yeah, but I fixed it You think but a lot of you guys did go crazy when it did cut off mid-call

Yeah, which I understand and I do appreciate the one or two people who specifically called me out in the comments What happened? I'm like oh no She may have gotten into one or two of her white claws that are sitting at her desk Who knows? Yeah maybe Yeah So um I'm gonna triple quadruple check from now on guys

Okay Maybe I should have done that in the first place but you know you learn I don't think you should Anytime people make big mistakes we get more traction more people more eyes on us You're saying there's no such thing as bad press Jose So listen to the podcast maybe it's not all uploaded Oh yeah Mistakes we get more traction more people Such thing is bad Try to find the end Second day, I don't know and if you didn't get the whole awkward go back listen to tomorrow's because it is

Started Second date update This is not a new thing. it's a broken Jeffrey in the morning but doing the segment for a long time Jeff well segment I mean it's not new that we've talked about when you're more than five to ten minutes late to a first date oh I think we can all agree at least a text is needed to give them an update yeah yeah what you get to what, 10 minutes, 7 minutes? I even think 5. 5?

Yeah. I do. Because 5 sitting there alone feels like a long 5 minutes. But the thing is, what do you say to keep it light and fun still? Do you go with like a, sorry, I'm late, I just needed some extra time to emotionally prepare myself for how hot you are? Oh.

That's a little intense. Did that take you 5 minutes to come up with and I feel like you're standing outside the door and you can just walk in. I mean, use the wasted time the right way. Or do you go with my personal favorite? Sorry I'm late, my pants were fighting me and frankly, they lost.

What? Cause you don't have pants on? Exactly. Keep it mysterious and flirty so that she's wondering the whole time. Or you regretfully have pants on? Exactly. Keep it mysterious and flirty so that she's wondering the whole time. Or you regretfully have them on. Yeah, I don't know that, I'm glad we're not doing textual healing right now.

The reason that I bring it all up, all this lateness is cause our buddy Kyle says he was late for his date the other day. And I want to know what he texted to her. Kyle, what was your line when you were late? I didn't really have a line. I kind of was like hey, sorry I'm gonna leave yeah, that's all it is great Don't want to use the fighting pants line the next time because I use it. I don't know man, maybe

Don't like a lot of communication apparently You don't want to make a big deal you're already late you want to make it quick I'll be right there Okay, so breaking this up bro. You're done with questions questions for you Tell us about your date Ladies name that you met the other day so her name is Ashley, okay? Okay, I would ask where you met her, but I apparently am just really upset. Good, that's a terrible question.

Go back to the date, Kyle. So I was kinda introduced her through some mutual friends. Oh, cute. I hadn't met her yet. This is gonna be our first time meeting. So it's like an old fashioned blind date. Yeah. Yeah. So we were supposed to go to dinner

and then maybe take a movie. We didn't really have a clear plan, but it was Friday night and traffic was extremely bad But wait she devoted a Friday night date to you that is already a good sign. Why is Friday a good sign? You don't give up weekend nights. Friday is a weekend. No Gotcha so Friday night you're saying traffic on the way was terrible You know how some people when they get nervous They like shake their knee like they're like bumping it up and down

Yeah, I was doing that a lot to the point where my shoe came off while I was driving like I I was Extremely nervous While you were driving in a shoe came off I was freaking out I didn't I want to be late So I had to pull over to fix it But when I pulled over I guess my car was sticking out in the road too much and this guy was talking to me and you know I'm not the most patient person so we got into a little bit of I would call it a little bit of road rage This is all before you arrive to the date this is explaining to us This is all leading up to the date

Why you are not in a good mindset my friend Oh you're a road rage guy Yeah, I wouldn't say I'm a road rage guy the point where I get out the car. I'm screaming, but you know I'm yelling I'm lifting up my shoe be like hey, I'm trying to do Looks like you're threatening the other Now I'm really glad all you said to your date was sorry. I'm late Explanation of what just went down could have been a red flag for her. I'm trying.

Okay, I'm trying. I'm really trying my best. That's why I tried to keep it simple. But I was getting close to the restaurant and I realized that my breastbone, I had a little bit of garlic for lunch. So wait, now you have stinky breath, you're late and you were just in a road rage incident. Yes. It has been a very long, long day day his date doesn't know any of that well. I understand

I'm just thinking of his mental state walking into the restaurant seems great Did you stop to get gum then yes, so I told her that I've stopped at the drugstore to get something I didn't know I didn't want her to know She probably thinks you're stopping to get prophylactics for the end of the day I was thinking something worse like an antibiotic for oh Yeah, no, I didn't tell her but I let her know so I got there around like 25 to 30 minutes late And it sounds like you're doing errands and And it sounds like you're doing errands and

Yeah, what was it like when you saw her you could tell that she was a little annoyed and I understand that because I Yeah, I would be too but you know I apologize She eventually kind of just like rolled her eyes made a joke about it and we moved on Sounds like things are getting back on track Yeah, I mean I ordered those both doubles when we got there because we both had a rough day Everything seemed like it was gonna be okay But as dinner started ending like I started realizing like she hasn't really brought up going back to her place anymore We talked about that a lot in the tech so I was like Yes, I tried to like hint at it a little bit

I had a couple drinks, but you know I wasn't like in my best state of mind So I tried to hit it out like wow, wow you know it's so early we could go and do whatever I'm trying to get her to take the lead to be like oh let's do movies now yeah yeah exactly I was like I'll go here we could like go back to your place and watch a movie or you know this is why you plan Friday night meals last Friday night date was like we'll have the date and if things go well then maybe we can hang out after too because it's Friday exactly that we had that whole conversation Everything seemed like it was leading to that point and then she hit me with oh, you know, I'm a school teacher

So I have to grade papers After a couple of drinks Did you believe that No It is a Friday night you are here with me getting drinks on a Friday night There's no way you're gonna go home and go. Yeah, you know, I'm just gonna grade some of these I'm just pretty funky before the real party starts Dedicated school teacher though, are you?

Like you actually care? I'm wondering if she decided before she even saw you. Just because you're half an hour late, you come in, you do a bunch of apologies. You're missing a shoe, you order a double shot the second you get in. I don't know why she wouldn't want to go out with you. Exactly, I'm just wondering if she didn't give you

the chance that maybe you were hoping for. Yeah. Yeah, I mean, again, like I understand, but I feel like I tried my best to like bring the conversation back. Our conversations there weren't bad. Like it seemed like everything was going well, but yeah. But when you're that late, you're starting in the hole. Yeah. The good news is we live in that hole so we can help. We know all the ways to get out of it. We're going to try and help. We're going to call. We're going to try and help you. We're gonna call, we're gonna try and get you your second date update with Ashley right after this. Hold on.

Second date update. If you're just joining us for the second date update, we've been talking to Kyle, and here's the unfortunate thing that happened to him. Without any fault of his own, he was late. Yeah. I mean, it was the shoe. I would really like a bunch of yeah

Shoe came off because he was nervous and he couldn't control it then he got in a fight with the guy A few people in our studio do assume that he walked in looking disheveled and bloody and angry and immediately Ordered himself a double shot. I don't know where he got bloody either Bloody either like that bloody to my blood It's not a great look, but let's remember he did order her a double shot, too Yeah, let's give him a little bit of credit. Oh It was a double shot. I thought it was just a double drink. Yeah Come with shot glasses compared to coming with a Margarita. Yeah.

Fair point. You guys are right. But apparently there was some texting before the date about possibly hanging out afterwards, maybe even to watch a movie at her place, which is something that she never brought up. So was she turned off by his lateness or was it something else? That's our job to figure out and do whatever we can to help Kyle get another hangout. Yeah, we never even heard Kyle.

Have you talked to her since the date? Oh yeah. No, no, I haven't. You've tried. Yeah, so I had reached out, I didn't hear anything. So one of my friends had asked how did they go. Oh right. I was like, oh, I kind of told them what happened

if they could like, see if they could do Any digging for me and I never really heard anything back And you never talk to your friends about your dating life you always set them up No, always come to us first. Oh, we'll give you an honest opinion whether what you're gonna like it You know what? Maybe she's still grading papers. It's just a really busy school You don't want her because she's boring there you know, she's still grading papers. It's just we're really busy school season. No, bro, she's still grading papers. You don't want her because she's boring. There you go.

No, I mean, she's a great teacher. Yeah, too good of a teacher. Boring. Exactly. So let's just call her. We'll see if she picks up and hopefully has some answers for us. But I'm going to dial her number right now.

It's Ashley, right? Yeah. OK. Miss Ashley to you. Miss Ashley. OK. Here we go. Hello? Hi, is this Ashley? Yeah.

Oh, hey Ashley. Good morning Ashley. How you doing today? Miss Ashley. Who is this? This is a radio show we're called Brooke and Jeffrey in the morning. Your favorite students. What is it? You're on the radio right now. Okay. We're Brooke and Jeffrey in the Morning and we're doing a segment called the Second

Date Update. I wish it was that Teacher of the Year segment that we do. Okay. Kidding, we don't do that segment. That was harsh. Yeah. Okay, so what is this? See, this is a dating segment where we try to help out our listeners who've gone out with somebody and afterwards, if they're not getting a call back, we try to help figure out the reason why. Okay.

And you, according to our sources, went out with one of our listeners named Kyle recently. Our source is Kyle, just so you know. Well, don't give away. Yeah. Yeah. What about it? OK. Well, Kyle had some really nice things to say about you and about your date. Oh, that's surprising. OK. Oh, it's surprising that he enjoyed it. Or that he was talking about me and not himself. Oh.

Oh, that might be a tip. He was talking about you and not himself. Oh, oh, oh, that might be a tip. A lot. He was talking about you. Yeah, because the thing is, Kyle isn't 100 percent sure why you aren't meeting up a second time. He does acknowledge that he was late to the date and he feels really bad. He did tell you that. OK, so yeah, he's still on that. OK, yes, he was late. He was very late. Wait, he's still on that? What do you mean by that?

I mean, before I even see this guy, I get three separate texts within like the 45 minutes late he was. Oh, he's 45. They're like, oh, I think I'm gonna be late. Sorry, I'm gonna be late. Whoop, looks like I'm gonna be late. I was like, for the love of God.

Oh no. Well, hold on, don't you like the communication to let you know? I mean, you can just say it once and give me an ETA and then like, can show it. It's like play by play with like not native. And I can see it sound like he was really nervous before the date and that he was really looking forward to it.

So maybe he just overdid the communication because he felt bad. So was it already over even by the time that he just arrived at the restaurant? Not necessarily. But I mean, it's like all we talked about. He's like, okay, so this happened in my shoe and then the guy then like the drug store. And I'm like, oh my God, I'm like, okay, okay. Are we going to like, are we going to go on a date? Are we just going to like recap the reason you were late to this day in the first place? So you're already trying to move on though. That's a good sign. No, a hundred

percent. I understand things happen. You can be late, but then that's like, I mean, you guys, he was like stopping the waiter. I was like, finally, I'm freaking starving. Like let's order something. He's like, no, no, I'll give us 15 minutes. Like I got to talk to her. And then just like went on and on about the lateness.

And I'm like, can I get a taco? Like, please. Okay, wait, wait. Like what if he was just nervous, you know? Like he messed up and he knows it. It almost feels like he planned this to have like subject matter to talk about on this date. Well, it is not.

Wait, said he planned to be late in the shoe just so he had conversation? He was like, this could be interesting. It made him feel like I felt crazy. I was like, can we do, can we talk about anything else? Oh my God. It's like he's creating a date story. He did tell us the whole story. But only once.

He only told us once. He loves the story. It's his favorite story. I can't believe he called the radio to tell it again. Maybe we can hear it one more time when we bring him on right now because he is on the other line. Recap, recap, recap. No, he really is.

He's there listening and hoping to talk to you. Kyle, are you there? Hi, Ashley. He really is, he's there listening and hoping to talk to you. Kyle, you there? Hi, Ashley. What's up, Kyle? Hi. You know, I totally understand what you're saying. Like, I get it. I didn't really mean to, but I just wanted you to know,

like, it really was a crazy situation. Like, I was driving, I really didn't know, like, what else to do because I was just nervous, my shoe fell off, like, I'm didn't know what else to do because I was just nervous, my shoe fell off. I'm just trying to make it to the street. Did you get that part? Up to the alley, go. Wait, wait, wait, wait, wait, which foot?

Which foot was the shoe on? Don't encourage him. Kyle, don't tell the story again. Okay, okay, okay, yeah, yeah, Ashley. I get it, I repeated it a lot of times, but you do understand how crazy of a story it is though like Okay, you guys let's call timeout on the conversation There's a lot going on here and And I wanna save some of Kyle's story

for the side podcasts that we do with Brooke, Alexis, and Jose. Yeah, that's just the shoe stories. It's about shoes and being late. Yeah, we just do a shoe story podcast. Clearly, Ashley, he was very, very flustered by the journey over to meet up with you on the date. And he felt like it was important

to at least get it out there to explain himself. He's literally still doing it. I know, but I think it's because he's defensive, right? And more importantly, it's because he likes you. Yeah, and you know, I was really looking forward to going back to your house, you know, watching that movie, and you know, maybe we could have ended up doing something like later on that night. I agree. Kyle.

I was really just looking forward. How could we even do stuff if all you're gonna keep doing it talking about this I swear I'm flustered dude. I like it's a wrap like what are we doing on the radio? Okay, well what we're doing is we're gonna offer to send you out on another date with Kyle Yeah, but I'm assuming you're probably too busy grading like school papers, and you don't have a lot of free time in your schedule By the way, oh no, no, I'm good. I'm completely free, but I just don't have a lot of free time in your schedule. Which by the way. Oh no, no, no, I'm good. I'm completely free, but I just don't wanna talk about shoes. That was such a cold excuse not to hang out with him again.

Yo, what else was I supposed to do? He was killing me. I'm like, at least I have an actual thing to do that's like a job, maybe he would release me from the torture. Release me? I'm sorry, Val, I didn't mean to laugh. It's just she has very clear boundaries of what she wants,

and that's respectable. But I don't, I just wanna have a meal. That's not a huge boundary. Okay, okay, Ashley, I get it, I get it, I get it. You didn't want me to recap, but you're talking about this meal, the meal, the meal, the meal, the meal all the time, that's not your recapping.

Are you out of your mind? Are we out of your mind? I mean, he Does have a point. I'm just saying you were talking about recapping and now we're recapping this whole thing about how I didn't talk about having to read it. You know, like reverse. Let's end this. Yeah, I mean, the world is exploding out of the phone lines right now.

So we send you out one more time. Last chance. I think end the story. OK, yeah, the story is over. Hey, goodbye goodbye radio people oh man kyle dude i'm sorry man well to be honest good riddys because i need i need someone with a larger attention span who can at least like entertain what's going on here you know what i'm saying like i'm being i'm being told that i'm just doing too much you know she's doing the

exact same thing. Yeah. I don't think you picked up what she was saying. Maybe tell the story to your mom. Maybe she's like, I understand what she was saying, but I don't feel like she was understanding what I was saying. Okay. She understood so much, bro. You did like, over.

Okay, but take us back to this traffic light, okay? Go back to the show, because I'm still curious. I mean, if you actually want to know, I can tell you. No, no, no, no. You're kidding. No, you're good. Keep going. Brooke and Jeffrey in the morning. You know, I felt bad for Kyle because he definitely wanted the whole world to hear about his harrowing story

on the way to the date. And in his defense, a lot of dating is talking about things that happen to you in your life. Maybe different things and then asking about their things. Yeah. But I can also understand his dates perspective She doesn't want to rehash the details over and over and hear how the sausage was made She just literally wants to eat sausage. We were set up for like failure from the beginning

I mean, yeah rehash what happened? I mean, that's the whole point of the segment is to rehash what happened on the date Which is exactly the last you wanted hear it feel even more against it So I don't really understand the sausage thing, but yeah, yeah, but you didn't want to hear why he was late I wanted a taco Jeff exactly Yeah, that's just me, but whatever food you like to eat or talk about we can help you in your dating life You can always email the show and we can help call that person who isn't calling you back and go check out our second dates wherever you get your podcasts are available online at Brooke and Jeffrey.

Brooke and Jeffrey in the morning.