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Brooke
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Brooke
Back Classics to get you through whatever you need to today. Maybe it's a workout, maybe it's chores. Maybe you just need a nap. Yep. Hey, it's Brooke and Jeffrey and we love that you're here. We appreciate it so much. We will have a brand new episode this coming Monday. But first comments Christine Nicole said first time ever commenting because I have finally listened to every single second date update since the very beginning. I'm a career hnw nanny of 17 years and while absolutely loving my job, Yalls podcasts give me a little extra pep in my step, especially for the 4:30am morning. Yikes. That is an early morning and you got 17 year olds now that you're taking care of. I'm kidding. Wait, I reread it. I was like, did I say that? I'm sorry. She's just been doing it for 17 years. Imagine her.
Jeffrey
Still, it blows my mind how many people like know more second dates than we do. Yeah, I don't remember more than maybe five.
Brooke
You listened since before I worked here. Yeah.
Jeffrey
You're like historian.
Brooke
Yeah. Really truly. Thank you so much for your dedication and your insanity. The kids are good today. Yeah. Let's get your back to back classics started right now.
Jeffrey
You've probably heard the saying never order spaghetti and meatballs on the first date unless you're 100% sure you're going to lady in the Tramp.
Brooke
It's a good exception.
Jeffrey
I've actually tried that with a chicken nugget once.
Brooke
Really? That's very.
Jeffrey
It did not work out as sexy as I thought it would in my head. But anyway, look out because there's a brand new food item you should absolutely avoid ordering on any first date or you're probably gonna instantly turn them off. Unfortunately, one of our listeners did it. And you're gonna hear what that was in your second date update right after this.
Brooke
Brooke and Jeffrey in the morning second date update.
Jeffrey
There's a new trend that's happening right now where people online are posting dating wrapped videos. Have you guys seen that?
Brooke
Like, you're Spotify wrapped, but like, wait, how many matches and stuff you got?
Jeffrey
Yeah, like an end of the year recap of their dating life from the past 365 days.
Brooke
I feel like that could go really wrong. But it's like who you swipe on, what you don't like, who you know. Yeah, it's just like the type of person. Yeah.
Jeffrey
Or like the total amount of dates that you tried for the past year and you're patting yourself on the back. It's a good thing.
Brooke
Okay. It's not about the failure.
Jeffrey
And today's caller, Kelly, mentioned in her email that she's dated around a lot over the past year. So our producer asked if she could give us a dating rap for herself. All right, so we're gonna hear that in a second. First, Kelly, welcome to the show.
Kelly/Tori (Listener Callers)
Hi. Thank you. Thanks for having me.
Jeffrey
Thanks for being on with us. We want to hear about what's your dating rap briefly for us, if you can.
Brooke
Every time you say rap, I want her to, like, break doubt.
Jeffrey
Yeah, we don't need the hip hop version.
Brooke
Thank you, Jose. That's what I wanted.
Jeffrey
Just give me. I can give you a beat if you need.
Brooke
It would make the wrapped way more cooler.
Jeffrey
Just a quick breakdown. What was your dating life like last year?
Kelly/Tori (Listener Callers)
Yeah, that's funny. I wish I could wrap my raps, but it was 16 first dates total.
Brooke
Okay.
Kelly/Tori (Listener Callers)
Mostly. Mostly Americans. I had two Australians, one Irish guy, one guy who I don't know what his accent was, but I think he may have been homeless also. Or just.
Brooke
Is that in the rapt or is that your version homeless accent?
Jeffrey
You just pick up accents from everywhere.
Brooke
Wow. No judgment.
Jeffrey
So that's good. It sounds like you're keeping your options open. Was there anything more? What? What did you think about the 16 guys that you were with? That sounds really weird.
Brooke
Don't say it like that. You're the same judgy.
Jeffrey
You know what I meant. Of the 16 gu you met separately during the year. Thank you, Jennifer. How did they go?
Kelly/Tori (Listener Callers)
Yeah, you know, like, out of the 16, six made it to a second date.
Brooke
Okay.
Kelly/Tori (Listener Callers)
Out of those six, only three made it to a third date or more.
Brooke
All right.
Kelly/Tori (Listener Callers)
Yeah. Now all the guys, two flat out rejected me right after the date. Eight were like mutual ghostings. Three I rejected and told them it just wasn't going to work. And one blocked me, like immediately after the date. But I was. He was a little sus. I think he might have been married.
Brooke
Wait.
Bowen Yang
Oh.
Brooke
Oh.
Jeffrey
Oh, God. Yeah.
Brooke
Nothing you did wrong there. Yeah. Other than go out with him, I suppose.
Jeffrey
Alexis, looking back at her 16 first dates, how would you grade her overall experience?
Brooke
It's not looking good. But 1:16 for being blocked, like, that's not bad. 1:16 and it wasn't for something she did. Exactly.
Jeffrey
I like that angle. That's a good aspect. Outlook. I mean.
Kelly/Tori (Listener Callers)
Yeah. And out of the 16, I only had to pay half on, like one of them. And I'm really old fashioned and I prefer the guy to pay. That's just how my mom and dad taught me.
Brooke
You're not old fashioned, you're cheap. Let's be honest. I mean, I get it.
Jeffrey
It could be both.
Kelly/Tori (Listener Callers)
Yeah, no, it's just how it was. And I cried over two guys last year and ended up with zero serious relationships.
Jeffrey
Jose and I do make a lot of women cry when they listen to this show. Oh, yeah, we do. So, Kelly, none of the 16 guys worked out, but now apparently you say there's a new guy and that's why you reached out to us.
Kelly/Tori (Listener Callers)
Yeah, there's a new guy. I was hopeful. I don't know yet. His name? Steve. It was like an online match and it was just a casual date. It was really like less than an hour, like a 40 minute.
Brooke
Oh, so you went out with them already?
Kelly/Tori (Listener Callers)
Yeah, we just got Cuban sandwiches from this little sandwich shop and just went to the park and ate and talked and we were by this playground with kids running around and why is that important?
Brooke
Is that significant in some way?
Jeffrey
The playground, like, that's my kid. No, it's a lot of information coming at us. I mean, there's sandwiches, there's a park, there's a playground, there's children. Does that sound like a good date? First, like, overall, Alexis, no kids around. No, but the sandwiches. Sandwiches, okay.
Brooke
Sandwich is okay. And honestly, if the playground was empty, I'd play on it, but it's the.
Kelly/Tori (Listener Callers)
Kids that are there.
Jeffrey
That would be a fun date.
Brooke
Playing on the playground.
Jeffrey
Okay.
Kelly/Tori (Listener Callers)
That would be a fun day. That would be. No, it was really just kind of a lunch date. Really? Because, like, the sandwiches were really messy. And at one point he was like, you got something on your face. And I was like, oh, where? And he was like. He pointed to, like, my entire lower half. And he was like, everywhere. Under your nose.
Brooke
That means he's paying attention. You know, he's looking at you.
Jeffrey
You have, like, a muscle.
Brooke
Honestly, I'm not even joking. When I met my husband, I didn't realize I carried so much food on my face until I met that man. And I was like, he always has something to point. That's like no one else before him ever said anything.
Jeffrey
Which is amazing how the women on this show can spin anything into a positive for another woman.
Brooke
I mean, you heard the odds, Jeff. I don't think that's bad. I mean, how'd you guys end it?
Kelly/Tori (Listener Callers)
After we ate, we were just kind of like, oh, if we had a frisbee, we'd throw it. But we just kind of. Kind of like, picked up a stick and was kind of playing with it and then just throwing a stick.
Jeffrey
Go get it. Go get it. You played fetch with your date?
Kelly/Tori (Listener Callers)
No, but it got a little awkward. You know, I was really hoping he'd say, like, you know what, let's just who grab a drink and proceed to, like, a nighttime thing. And he's so cute. I'm sure he gets a lot of attention from women on. On the app, so.
Brooke
Well, he doesn't sound very good at a date. I mean, he didn't even bring a frisbee. He didn't even eat at a sandwich place. He went to a park. Yeah.
Jeffrey
Why is the man in trouble for paying for the sandwich? She's the one that ate it sloppily on the date.
Brooke
I'm just saying that I don't think he's getting hit on as much as she thinks because he is not as experienced as he should be, which is a good sign.
Jeffrey
I'm sure it's the man's fault somehow, but let's prove it when we come back. Yeah, we're going to call Steve for you and try and get you your second date update right after this. Your name is Steve. You better pick up. All right, hold on.
Brooke
Brooke and Jeffrey in the morning. Second date update.
Jeffrey
I feel like in the first part, we definitely missed something we missed. And by we, I mean Brooke.
Brooke
Okay, I know that we were going there.
Jeffrey
Brooke was adamant that even though the guy is the one not calling Kelly back.
Brooke
Yes.
Jeffrey
And Kelly said herself he's very good looking and must get a lot of attention on the dating apps. And Kelly's the one that had sandwich pieces all over her face. Brooke heard all of that and says, nope, the guy is a bad date planner. I bet no women want to go out with.
Brooke
No, no, I didn't say no women. I just said I don't think that he's as wanted as she thinks. I'm trying to hype her up, okay? She has something to offer on this table, and he is going to. Maybe. Maybe he was too intimidated by how awesome she is. You know, the sandwich all over her face.
Jeffrey
I'm so intimidated.
Brooke
Listen, I've gotten food on my face. It shouldn't stop anything. Okay.
Jeffrey
Actually, yeah, just. Yeah, eat politely once on one of your dates. Try that. But look, the whole thing is Kelly really liked the guy that she met up with, Steve. They did a casual date in the park with Cuban sandwiches. They tossed a stick back and forth. It was a great time.
Brooke
The stick was a little straight. Yeah.
Jeffrey
I mean, they weren't sure what else to do. It was short, though.
Brooke
Yeah.
Jeffrey
And so now afterwards, she's hoping to get one more shot with him because he's been kind of ghosty.
Brooke
Yeah.
Jeffrey
Yeah.
Brooke
Have you heard from him at all, Kelly?
Kelly/Tori (Listener Callers)
I haven't. And now I'm nervous because I was really sloppy. Maybe I was. I grossed him out. I don't know.
Jeffrey
Drunk or just the slopes of food all over you.
Brooke
The passion that you had going into that sandwich is what it is.
Kelly/Tori (Listener Callers)
It was really good.
Jeffrey
If you could do that to a sandwich, just imagine what else you could do.
Brooke
That is right, Jeffrey. We are here to hype her up.
Jeffrey
A sandwich.
Brooke
Yeah.
Jeffrey
It's disgusting.
Sponsor/Ad Voice
All right.
Kelly/Tori (Listener Callers)
I love you, Brooke.
Jeffrey
That's not what he says, but here we go. I'm gonna dial his number. We'll see what he has to say. Let's do it.
Steve/Bobby (Listener Callers)
Hello?
Jeffrey
Hey, we're looking for Steve.
Steve/Bobby (Listener Callers)
Speaking.
Bowen Yang
Hey.
Jeffrey
Hey, Steve. I said we because you're on the radio right now with Brooke and Jeffrey in the morning.
Brooke
Hey, Steve. How you doing, man?
Steve/Bobby (Listener Callers)
You're from the radio.
Brooke
And podcast. Podcast, too.
Jeffrey
Oh, yeah, yeah, we got a good podcast.
Brooke
We are multifaceted here.
Jeffrey
Yeah, we're in the future with our entertainment, but we're focused on you right now because one of our listeners went on a date with you the other day and really had a good time, wants to see you again, but that hasn't quite happened yet, and she's not sure why. Her name's Kelly.
Steve/Bobby (Listener Callers)
Oh, man.
Brooke
Okay. Oh, man.
Jeffrey
Okay.
Brooke
He meant oh, man. Yes. Yeah, that still doesn't sound good.
Jeffrey
The fact that you're not reaching out for another date is kind of hinting that you're not interested, but we're not sure if that's true or not. We want to know what you think about Kelly.
Steve/Bobby (Listener Callers)
She's very nice. Like, Kelly's cool, but, you know, I just don't think it's gonna work out.
Brooke
Okay, is there. Is there a reason? I mean, did you went in to it thinking that it could work out, right?
Steve/Bobby (Listener Callers)
Yeah, I mean, definitely. But, you know, like, we got some food and then we went to the park and yeah, it started to get a little weird, but, like, you know, I don't want to blow up her spot. Like, I don't even know you guys, so.
Jeffrey
See, we didn't hear anything, like, weird. She said she had, like, some food or something on her face, but nothing stood out to be weird.
Brooke
Maybe that's weird to him, you know, like, maybe it's weird to him to have a female have food all over their face.
Steve/Bobby (Listener Callers)
No, no, actually, I thought that was kind of cute.
Brooke
See, I told you guys. Not a turn off.
Jeffrey
Licked it off. Okay, what was the issue? You said it was weird. Yeah, what's.
Steve/Bobby (Listener Callers)
Yeah, I'm like, so, you know, we were sitting on the bench, we're chilling, and there's like a playground, you know, that's in this park that we're in. And.
Brooke
Oh, yeah, she randomly mentioned that to us, too.
Steve/Bobby (Listener Callers)
Yeah, yeah.
Kelly/Tori (Listener Callers)
And she.
Steve/Bobby (Listener Callers)
So there's like a bunch of kids playing, and all of a sudden she points and she's like, oh, my God, look. Imagine if we had that many kids, and those were all our kids running around, and there were like, I don't know, like 8, 10 kids playing on the playground. Oh, my God.
Brooke
So she was describing a nightmare, right? Like, that's how she meant. Like, imagine how chaotic our life would be.
Steve/Bobby (Listener Callers)
She sounded thrilled.
Brooke
Oh, thrilled.
Jeffrey
Okay, so that's a red flag to you? Well, that's a lot.
Brooke
Yeah.
Steve/Bobby (Listener Callers)
Yeah. I mean, like, I've known you for like 20 minutes, and now. Now we're having eight kids together.
Jeffrey
Yeah.
Brooke
Okay. In her defense, I will say it sounds like maybe she was just trying to fill the void. Like, maybe there was like an odd. Because she said, like, it kind of died at the end your guys's date. Maybe she was just trying to, like, I say dumb things.
Jeffrey
Could you understand that point of view? Maybe, Steve?
Steve/Bobby (Listener Callers)
I mean, I guess I could, but she started getting, like, really into it.
Jeffrey
Oh.
Steve/Bobby (Listener Callers)
She was, like, naming them. There was like this other one weird thing where she wasn't feeling one of the kids and she was like, he's not playing nice. We would put him up for adoption.
Jeffrey
Okay, she's obviously kidding. Well, that should be a positive for you, because you don't want that many kids.
Brooke
Then you would only have seven.
Jeffrey
There you go. You're getting closer to your goal.
Brooke
She didn't say she was a good mother of eight.
Jeffrey
That's a good point.
Brooke
Just a mother.
Jeffrey
Okay, well, that. It sounds like it was all that conversation kind of scared you Was too much for you joking or not?
Steve/Bobby (Listener Callers)
Yeah, I mean, you know, like.
Brooke
Yeah, but if she was joking, maybe you could work it out.
Jeffrey
Yeah, and there's a perfect person to find out whether or not it was a joke. That's Kelly, who's on the other line right now waiting to talk to you.
Steve/Bobby (Listener Callers)
Wait, Steve, Kelly's here?
Jeffrey
Yeah, Kelly and her seven children. Say hi.
Brooke
Oh, did she give another one up for adoption? Are we down to six now?
Jeffrey
Yeah, Ever since you heard that.
Brooke
Yeah.
Jeffrey
Kelly there?
Kelly/Tori (Listener Callers)
Yeah, Steve, it's Kelly. I am. I'm, like, fuming. I am so offended. Yes, because. And you know what? This is why. Now I realize why I had 16 unsuccessful dates last year. It's because they were all like you, Steve. Like, emotionally and intellectually stunted.
Brooke
Why are you upset? Why are you so mad?
Kelly/Tori (Listener Callers)
Yeah, because, my God, Brooke, you were totally right. Steve, you suck at planning a date.
Brooke
I'm just trying to hype you up, not to him down.
Jeffrey
Look what happened.
Kelly/Tori (Listener Callers)
Listen, if you even had, like, an ounce of a sense of humor, like, you would get that I was obviously joking, and I was. For you to actually think that I was serious, like, oh, my God, like, you must be a narcissist that you would think I would reach you for 40 minutes and suddenly want to have your babies.
Jeffrey
All right. Well, all right.
Steve/Bobby (Listener Callers)
Okay.
Jeffrey
I think we're. I think we're going down a path we don't need to go down any farther. You weren't happy with Steve's response there? Steve, are you there?
Steve/Bobby (Listener Callers)
Yeah, yeah, barely, but I'm still here.
Jeffrey
Would you like to respond to any of the allegations just hurled against you?
Brooke
I thought you guys were all gonna have a big laugh about how it was a miscommunication.
Kelly/Tori (Listener Callers)
Steve, bottom line, you planned a boring date, and now I'm paying the price for it.
Jeffrey
Okay, that, like, backfired on you.
Brooke
That's not.
Jeffrey
Steve, do you see your date as being said?
Kelly/Tori (Listener Callers)
I'm not gonna go for just the looks like I was. I thought you were super cute. I ignored the fact that you are.
Jeffrey
Too much.
Steve/Bobby (Listener Callers)
What kind of radio show is this? You just trash dudes all morning.
Jeffrey
It depends on how many drinks Brooke is having.
Brooke
I was just trying to make her feel better about you not calling her. And now I don't know. I think that this was already happening and I didn't realize it.
Steve/Bobby (Listener Callers)
You know, you don't have to tear somebody else down just to try to make somebody else feel better.
Jeffrey
Fine.
Brooke
That's a good life lesson, Steve. I agree with you, all right? I wasn't trying to tear you down. I don't know. I didn't know she'd be so bad. I don't think you said anything wrong, Steve.
Jeffrey
Those are thoughts that should have happened before you said the terrible thing.
Steve/Bobby (Listener Callers)
Me either. I'm just being honest, okay?
Jeffrey
Oh, everybody, be honest with everybody. This is a good chance to have Steve admit that maybe he didn't plan the best first date.
Kelly/Tori (Listener Callers)
Yeah, he didn't.
Jeffrey
Okay, now we know. Okay? And maybe Kelly didn't make the best conversation. Trying to invent an Entire family of.
Brooke
Eight 20 minutes into the conversation that Kelly own that.
Kelly/Tori (Listener Callers)
Yeah, well, I'm sorry that I was so bored that I had to use my freaking imagination.
Jeffrey
Okay, that was an apology. I don't think it was.
Brooke
You could have imagined the kids in, like, a sweatshop or something. That wouldn't have been a red flag.
Jeffrey
Brook's trying to get a business plan going. So? So, Steve, if you're hearing what I'm hearing, then you probably see the same thing as me, which is potential for true love. And that's why we would be delighted to send you out on another date that we would pay for.
Steve/Bobby (Listener Callers)
Yeah, I don't know if they're on the same page.
Jeffrey
Messy sandwiches and all. Put it on our tab, okay? Adoption fees. Brooke is going to cover that. Yep.
Brooke
Sure.
Jeffrey
What do you say?
Steve/Bobby (Listener Callers)
No. No, I'm not going out with her again. I don't know what she's talking about. She went on 16 failed dates. Like what?
Kelly/Tori (Listener Callers)
Like this.
Steve/Bobby (Listener Callers)
This woman is a little out there for me.
Brooke
Only one blocked her, though.
Jeffrey
Only one?
Steve/Bobby (Listener Callers)
It's about to be two.
Jeffrey
Okay, I'm sorry. Kelly, say goodbye to Steve forever.
Brooke
All right, Kelly. Someone will get your humor someday.
Jeffrey
Yeah.
Kelly/Tori (Listener Callers)
No, it's okay, Brooke. You know, you're absolutely right. This guy knows nothing about planning, and he should absolutely own this.
Jeffrey
You, too, girls. You've ruined your hope for all women, bro. Congratulations.
Brooke
Not what. What I meant. Brooke and Jeffrey in the morning.
Jeffrey
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Sponsor/Ad Voice
Support for the show comes from Public, the investing platform for those who take it seriously. On Public you can build a multi asset portfolio of stocks, bonds, options, crypto and now generated assets which allow you to turn any idea into an investable index with AI. It all starts with your prompt. From renewable energy companies with high free cash flow to semiconductor suppliers growing revenue over 20% year over year, you can literally type any prompt and put the AI to work. It screens thousands of stocks, builds a one of a kind index and lets you back test it against the S&P 500. Then you can invest in a few clicks. Generated assets are like ETFs with infinite possibilities, completely customizable and based on your thesis, not someone else's. Go to public.com podcast and earn an uncapped 1% bonus when you transfer your portfolio. That's public.com podcast paid for by Public Investing Brokerage Services by Open to the Public Investing Inc. Member FINRA and SIPC Advisory Services by Public Advisors, llc. SEC Registered Advisor Generated Assets is an interactive analysis tool. Output is for informational purposes only and is not an investment recommendation or advice. Complete Disclosures available at public.comDisclosures that call.
Jeffrey
Was a great example of the power that Brooks words have with our listeners.
Brooke
I don't know what went so wrong. I really don't know how I went from trying to hype somebody up. Like, I don't know.
Jeffrey
You weren't hyping anybody up though. You were pushing the guy down.
Brooke
I wasn't trying to because play it.
Jeffrey
Out at the end of the first part. Brooke could have said, okay, you guys did like a sweet little date in a park out in nature. He got you a meal. You guys spent time talking and getting to know each other.
Brooke
She was feeling self conscious because she's like this is a really hot guy and he's probably got tons of girls. And I'm like nah, the guy doesn't even bring a frisbee to a date he doesn't know.
Jeffrey
Yeah, you call the guy boring because he didn't book a midnight laser light show with free drugs for whatever types of dates that you're into. And look what happened. She immediately hopped on the Brooklyn, blew up into a tirade against every man who's ever let her down, ever. It's a good reminder that we. And when I say we, I mean you. Again, Brooke, that we need to stay open minded. If it's not your ideal cup of tea first date idea doesn't mean other people can't enjoy it.
Brooke
I just was trying to make her feel better. Jeff, how many times do I have to tell you that?
Jeffrey
Don't. It's not worth it. Let other people feel sad sometimes.
Brooke
I've gotten to a fast food burger place with a Bogo coupon on a first date and still gone out with a guy again. I don't care.
Jeffrey
Everybody lower your standards as low as Brooks are and your dating life couldn't possibly be bad.
Brooke
I'm just saying.
Jeffrey
We're just saying we can try and help you with your date life. Email the show if you ever need help. We'll call that person who isn't calling you back.
Brooke
Brooke and Jeffrey in the morning.
Jeffrey
Ladies. I have a question. Why aren't there more of you getting locked up in magical towers and getting tied up to train tracks and getting slowly lowered into vats of boiling lava?
Brooke
Yeah, what the heck?
Jeffrey
Frankly, you're not giving men enough opportunities to step up and become heroes for you.
Brooke
God, my life's a lie, Alexis. Why aren't you more helpless? I know. I'll take all my friends off. Find my friends right now.
Jeffrey
You do need longer hair, by the way, making us look bad. But recently, one of our listeners had not one, but two opportunities to be a knight in shining armor right in front of his date, and he could not believe his luck. So why is she completely ignoring him after his impressive display of heroism?
Brooke
She's already saved. She doesn't need him anymore.
Jeffrey
Well, put yourself into danger again, girl.
Brooke
What are you waiting for?
Jeffrey
All right, we're gonna try to find out what happened in your second date update right after this.
Brooke
Brooke and Jeffrey in the morning second date update.
Jeffrey
We got an email from one of our listeners who says he's been living his life by a dating philosophy that's been circulating on the Internet now for about two decades. It's called the Tao of Steve. That is Tao of Steve. And I've not heard anything about this, but according to him, it involves Three basic rules that men must live by.
Brooke
Okay.
Jeffrey
Number one, be desireless. Number two, Nobody.
Brooke
Nobody wants you.
Jeffrey
Yeah, I'm good at that one. I'm not sure. I guess we'll find out. Number two is be excellent. And number three, Be gone. And if you can live by all three of those rules as a man, you will become irresistible to any woman on earth. Even married women. Brooks. So look out. Maybe get your earplugs ready before we talk to him.
Brooke
I love those gone boys.
Jeffrey
Yeah, we're going to learn more in a second. First, let's say hello to Bobby, who needs our spiritual guidance today. Bobby, welcome to the show.
Steve/Bobby (Listener Callers)
Hey, guys. How you doing?
Brooke
I wanted you to be Steve, the originator of all of this, but apparently you're Bobby. That works, too.
Steve/Bobby (Listener Callers)
Well, we can't be everything, I guess. All the time. I'm doing my best here. I'm doing my best.
Brooke
Is it. Isn't calling our show breaking Rules 1 and 3 already of your.
Steve/Bobby (Listener Callers)
Yeah, you guys are on to me, but it's a desperate situation. I need you.
Brooke
That's rule number number four. Be desperate. Jeffer just didn't get to it.
Jeffrey
Yeah. So tell us, who's this woman that's making you go against everything you believe in?
Steve/Bobby (Listener Callers)
Her name is Tori. She's super hot and she's super nice, and we just had an amazing date. And, like, I don't know. Normally a woman would respond to all these philosophical things I've done, but it's completely backfiring on me now.
Brooke
Because if you're excited about someone and it's like the first time you've ever felt this way, like, lean into it, like, life's too short. You be desireless. And you could tell sometimes if someone's, like, purposely waiting to, like, reply to do it, like.
Jeffrey
Yeah. Next thing you know, you end up on this show and you hit your rock bottom. So.
Brooke
Wow.
Jeffrey
Bobby, tell us, how did you get to this point? Like, tell us about your date with Tori.
Brooke
How did you know her? Is it an online thing or.
Steve/Bobby (Listener Callers)
No, no, we. I. I met her at a bar. I just kind of bumped into her. And you have to be desire full in the beginning and then you be desire less.
Brooke
Okay.
Steve/Bobby (Listener Callers)
That's how it works.
Jeffrey
Okay. Makes sense.
Steve/Bobby (Listener Callers)
I'm in the phase between desireless and be excellent. And we're waiting outside the restaurant because it's like a popular place, you know? So I had my opportunity to be excellent. Just come upon me. It was awesome.
Jeffrey
What are you excellent at, friend.
Brooke
Oh, I'm excited. What this Opportunity was what happened.
Steve/Bobby (Listener Callers)
So this foreign family, I'm not sure where they were from. I didn't speak whatever language they spoke. Like, vaguely. I can tell they're looking for a specific museum, Like, a really famous museum.
Brooke
Okay, so they're like, tourists in the area and they need some help.
Steve/Bobby (Listener Callers)
Yeah, exactly.
Brooke
Okay.
Steve/Bobby (Listener Callers)
They weren't understanding my directions, so I was just, like. With my fingers, I was like, I will walk you there. You know, like little, like, walking man fingers.
Brooke
Interesting. Most people would pull out Google Translate on their phone or pull it up on their phone on Google Maps and give it to them, but. Okay.
Steve/Bobby (Listener Callers)
Yeah, but Google Maps isn't excellent. I want to be excellent.
Brooke
You're being kind. You're going to leave your date standing in front of the restaurant while you walk this family?
Steve/Bobby (Listener Callers)
Absolutely not. I took her with me.
Jeffrey
Okay, so now you're demonstrating that you're a guy who's willing to help strangers. You know your way around the neighborhood, generally a lot of excellent qualities.
Brooke
You know what a museum is?
Jeffrey
Yes.
Steve/Bobby (Listener Callers)
You know, exactly.
Jeffrey
So did you go straight to the bedroom from the museum, or did you have to do more?
Steve/Bobby (Listener Callers)
Well, you know, if you have the chance to be excellent twice, let's do it twice. And luckily for your boy here, he was excellent twice in one night at the museum.
Jeffrey
Someone needed directions back to the restaurant, coincidentally. Wow.
Brooke
What'd you do the second time?
Steve/Bobby (Listener Callers)
So the second time we're having dinner. Dinner's, like, pretty much finishing up. And you could just tell, like, someone dined in dash. Someone hadn't paid their bill.
Brooke
Yes.
Jeffrey
Yeah.
Steve/Bobby (Listener Callers)
Like, the waiters were all huddling together and stuff, and, like, it was an expensive bill. It was a big deal.
Brooke
Yeah.
Jeffrey
Oh, geez.
Steve/Bobby (Listener Callers)
I took care of the bill, and I tipped the waiter. Just kind of nonchalant, like.
Brooke
Oh, w. Wow.
Jeffrey
That's super nice, bro.
Brooke
I thought you were going to go to hero mode and tackle the dine and dasher, but you just took care of it.
Steve/Bobby (Listener Callers)
I mean, I think tackling the dine and dasher is cool, but it's even cooler to be nonchalant.
Brooke
I see.
Jeffrey
How do you be nonchalant after just going over and paying someone else's bill? Like, what do you say to Tori when you come back to the table?
Steve/Bobby (Listener Callers)
Well, the thing is, you say nothing and you wait for her to question you. What was that? And then you reveal.
Jeffrey
Wow.
Brooke
Did she fall into that. That ploy?
Steve/Bobby (Listener Callers)
100%.
Jeffrey
Oh.
Steve/Bobby (Listener Callers)
She was like, what was that? I was like, I just took care of it. Little shoulder shrug. No biggie.
Brooke
No. Meanwhile, you're checking your bank statement to make sure it doesn't bounce.
Steve/Bobby (Listener Callers)
These things, These are investments.
Brooke
Okay.
Jeffrey
You are investing, though, because you know she's gonna think about little things like that.
Brooke
Honestly, it's a gentleman thing to do.
Jeffrey
Absolutely is. So we're all impressed. Did it work on Tori?
Steve/Bobby (Listener Callers)
If you had asked me in the moment, I was like, couldn't be better. I walked her, we hugged, I gave her a peck on the cheek, said we'd talk, and then it turns out she gone. Me? Oh, no.
Brooke
Yeah, the goner got gone.
Steve/Bobby (Listener Callers)
She never hit me up.
Brooke
How long did you wait before you contacted her after the date?
Steve/Bobby (Listener Callers)
Well, I mean, like, according to the rules I live by, I'm trying to be gone, so I was trying to be gone for a while.
Brooke
That's your answer right there. You think she thought she got ghosts? I mean, yeah, if you don't hear from someone after a first date, you're not. Yeah.
Jeffrey
So maybe your rules are playing against you if you're sticking to them.
Steve/Bobby (Listener Callers)
Yeah, but, like, after, like, four or five days, I just couldn't take it anymore, and I just started texting her, and I was absolutely desireful, not excellent. And I was present.
Jeffrey
Oh, man. She broke you.
Brooke
I feel you.
Jeffrey
Steve would be so disappointed in your behavior.
Brooke
When I tell myself I'm going to eat healthy, and then, what do you know? A whole box of Oreos ends up in my mouth, you know?
Jeffrey
And now you're reaching out to us, which I think breaks your first rule of, like, be desireless, because now you're asking a radio show to show how much you want to hang out.
Steve/Bobby (Listener Callers)
Yeah, I mean, all the rules are out the window at this point. I want Tori so bad.
Brooke
I want to be so bad.
Jeffrey
We're throwing every rule that we know out the window when we come back and call Tori for you and try to get her to agree to abide by the towel of Bobby and give you one more chance with your second date update right after the this. Hold on.
Brooke
Brooke and Jeffrey in the morning. Second date update.
Jeffrey
You know, you're in a good place when you find yourself abandoning your entire belief system to score a date with a woman. I've abandoned my belief six times since I got to work today.
Brooke
Oh.
Jeffrey
And it feels great.
Brooke
I don't know if we could call a dating strategy your belief system. That seems a little dramatic.
Jeffrey
Well, that's what Bobby said. He told us he used to live by a dating philosophy called the Tao of Steve, which, if you didn't hear, it's basically three Rules about demonstrating your value while also not coming across as desperate or too available. Okay, so he stuck to those very strictly. Until he met Tori.
Brooke
Yeah.
Jeffrey
And said, screw it. Tori's way too hot. I need to know why she's not calling me back right now.
Brooke
I mean, he lasted four days until he started incessantly texting her.
Jeffrey
Exactly. Yeah.
Brooke
With no response.
Jeffrey
Now, Bobby, I'm assuming you don't want us to tell Tori about your mantra and the rules that you follow. Unless you already told her.
Bowen Yang
Did you?
Steve/Bobby (Listener Callers)
No, no, no. I didn't tell her my philosophy. Don't tell her my philosophy.
Jeffrey
That's part of it. You don't say it.
Brooke
But also, don't you assume. Most singles out there try to do the same general thing. Play hard to get, not be too available. It's pretty common. Be excellent. Yeah, yeah, yeah.
Steve/Bobby (Listener Callers)
But, like, this is my secret sauce. You can't tell them the secret sauce.
Brooke
Hanging on to it.
Jeffrey
I think it's admirable. That is a plan, because mine is just drink a lot and hope for the best. So, Bobby, you're in a better spot than a lot of people, and we've.
Brooke
All seen you after you drink a lot.
Jeffrey
Y.
Brooke
It's not peak sexuality is what I call it.
Jeffrey
But she's a crier, too. Yeah, we'll see.
Brooke
That's exactly right.
Jeffrey
Jose, let's call Tori. We'll see what she has to say, why she's not calling you back. Hopefully she picks up, but I'm dialing her number right now. Here we go. She may not even pick up for us. How hot is she?
Kelly/Tori (Listener Callers)
Hello?
Jeffrey
Hey, we're looking to speak with Tori.
Kelly/Tori (Listener Callers)
Can I ask who's calling?
Jeffrey
Yes, you can. We're a radio show. We're called Brooke and Jeffrey in the Morning.
Brooke
Hey, Tori. The whole show's here.
Kelly/Tori (Listener Callers)
I'm sorry, what's going on?
Jeffrey
We're doing a segment on our show called the Second Date Update where we're trying to help out one of our listeners. Get in touch with you after you already went on one date with him.
Kelly/Tori (Listener Callers)
Is this like some Internet thing or.
Jeffrey
No, no, it's much more disgraceful. It's a radio thing. Thing. Yeah.
Brooke
But it's also a podcast.
Jeffrey
Focus on the radio part. That's the cool bit of this because we're just trying to get some answers for Bobby about why you're not hanging out again or even talking to him at all.
Kelly/Tori (Listener Callers)
I mean, it was a date, okay?
Brooke
I mean, you could see it's probably pretty obvious that it's driving him Nuts. Not knowing why you're not calling. Because.
Kelly/Tori (Listener Callers)
Yeah. I mean, it's kind of just felt like I was on a date with someone who was giving attention to everyone and everything else except me.
Jeffrey
Oh.
Brooke
Why do you say that?
Kelly/Tori (Listener Callers)
Even when we first got to the restaurant, we were waiting, and he offered to show some people that were lost away to the museum.
Jeffrey
But that's nice.
Kelly/Tori (Listener Callers)
Yeah, but I was starving and we lost our reservation, so we had to wait another 30 minutes.
Jeffrey
No, because you were gone. Oh, I could see that happening, actually.
Brooke
And I'm sorry. Not only that, like, if she's in heels, like, it's not comfortable to walk people to the.
Jeffrey
So you don't value helping people. You value material things like food and shoes.
Brooke
Don't come at her like that.
Jeffrey
Oh, I'm trying to understand where your thought process is.
Kelly/Tori (Listener Callers)
I mean, it. That was just one part of the day. Like, even when we were inside, he would compliment the wait staff, but how dare he never once complimented me.
Brooke
Oh, interesting.
Jeffrey
Oh, that's important.
Brooke
Yeah.
Jeffrey
You're like, the focus of the whole night. Or at least I told the wait staff to compliment you for him if he wasn't going to do it directly. You look so beautiful. Could you also relay that to her? Yeah.
Brooke
I can't believe he didn't compliment you, because, I mean, he gushed about you to us, about how hot and lovely and nice you were. He never said anything like that to you?
Kelly/Tori (Listener Callers)
No. I mean, even when I was in the middle of a story, I was telling him about my vacation to Europe, and he got up in the middle of it and went and picked up a napkin somebody else dropped at another table.
Jeffrey
Whoa. He's almost like. It's gonna sound funny. He's almost, like, too nice to the guy.
Brooke
He thinks she cares about things that she does. Like, I think girls are impressed by those things, not just listening to them, you know?
Kelly/Tori (Listener Callers)
Yeah. And, like, even at the end, he held the door open for someone else and then went out behind them. Not holding the door for me.
Jeffrey
And didn't hold the door for you. What the heck?
Brooke
Okay. Do you think he's nice to everyone but you? Here's the thing. Obviously, he's a kind person. Do you think that he was just nervous and maybe that's why those things didn't happen for you?
Kelly/Tori (Listener Callers)
He didn't seem nervous, and he was super nice, polite, talkative with everyone else.
Jeffrey
Okay.
Brooke
Okay.
Jeffrey
But a lot of times, guys don't want to, like, seem too desperate in front of a girl and won't say the Thing that they're feeling because it'll make them seem, you know, beta, which. Which is a thing. That's so funny. It's a complex that guys have, and.
Brooke
That'S why they slam doors in their face.
Jeffrey
But maybe he was just in his own head too much. And we should probably ask him about it because Bobby is waiting on the other line wanting to compliment you profusely. Let's hope.
Kelly/Tori (Listener Callers)
I'm sorry, what?
Jeffrey
Yeah, he's. He's been listening to this call. Bobby, you there?
Steve/Bobby (Listener Callers)
Hey.
Brooke
Coming in hot. Little sheepish there, Bobby.
Jeffrey
Anything you want to say to her?
Steve/Bobby (Listener Callers)
Tori, you didn't like all those excellent things I did?
Brooke
Oh, that is not the response.
Jeffrey
Set you up there.
Kelly/Tori (Listener Callers)
I mean, what was the point of me being there if you weren't going to give any attention or participate in the date at all?
Steve/Bobby (Listener Callers)
I mean, you didn't really give me a lot of attention after the date. You know, I gave you a lot of texts and calls and stuff.
Kelly/Tori (Listener Callers)
Why would I do that? Give attention to someone who clearly didn't have the time of day for me?
Steve/Bobby (Listener Callers)
No, that's. That's really.
Kelly/Tori (Listener Callers)
That's.
Steve/Bobby (Listener Callers)
Sorry, that's not it. Okay, so basically.
Jeffrey
Bobby, wait, wait, hold on. Are you sure you want to do. Do this?
Brooke
Yeah. Wouldn't it be easier to just, like.
Jeffrey
Apologize and compliment her?
Steve/Bobby (Listener Callers)
Yeah, but, like, you guys want me to lie there? I don't want to lie there. I gotta be honest.
Jeffrey
We said compliment her. Okay, that's a lie.
Brooke
Go for it then.
Jeffrey
But if you want to clear your chest, man, then go for it.
Kelly/Tori (Listener Callers)
Bobby, what do you have to tell me? Like, can you hurry up? I've got things to do.
Steve/Bobby (Listener Callers)
Okay. Okay. So, like, I live by these. These philosophical rules, all of which you don't really need to know about, but basically, like, I was. I was trying to demonstrate value and be excellent for you to other people. You know, maybe it came off as like, I didn't care about you, but I was, like, trying to do these things to show you what I'm capable of, like my potential and stuff.
Jeffrey
I can pick up a napkin so fast. Yes.
Steve/Bobby (Listener Callers)
Yeah, exactly. I can pick up a napkin so fast.
Jeffrey
Yeah.
Kelly/Tori (Listener Callers)
I don't even know what you're talking about right now. Like, all you have to do is ask me questions and listen and compliment.
Brooke
That is a lot to ask for. Yeah, that is.
Jeffrey
The thing is, complimenting kind of goes against the philosophy that he believes in. So.
Brooke
No, that would be part of being excellent.
Jeffrey
No, it'd be breaking desireless, but.
Brooke
Yeah, but you do that he said after the first date. See, this is the whole thing with rules. Like, they get so complicated. Why don't you just be a normal human and have a good conversation?
Jeffrey
Yeah, let's get rid of laws, too.
Brooke
Jeff, that doesn't.
Jeffrey
No structure.
Steve/Bobby (Listener Callers)
I think I know what she's talking about. I think she just doesn't like people who do good things.
Brooke
Here's a question, Tori. If he would have done those things for the other people and also listened and complimented you and asked you questions, wow. How would you have found felt?
Kelly/Tori (Listener Callers)
I mean, it would have been better, but I'm not sure why he needed to focus on everything else except our date.
Steve/Bobby (Listener Callers)
Yeah, like, I can't. I can't do all those things. I was already tired doing the other stuff.
Jeffrey
It's a lot, man.
Brooke
So it's one or the other for you.
Jeffrey
You're either fully thinking, strategizing, or. Or you're doing nothing.
Brooke
He's not a multitasker.
Steve/Bobby (Listener Callers)
Yeah, like, I'm sorry for being excellent.
Brooke
Okay, that's not the apology that she was.
Jeffrey
Really should have stepped in before. The one thing that he is focused on right now, Tori, his only focus is getting another date with you. That is why he reached out to a radio show to get a hold of you and arrange a second meetup. And we would pay for it if you're willing to give him a second chance.
Kelly/Tori (Listener Callers)
I think I'm good. I don't want to be with someone who just likes to grandstand.
Jeffrey
But remember, Bobby's not good. He's excellent. So you could level up.
Brooke
I mean, now he knows, right? Like, now the expectations of what you're looking for out there. Like, you might as well give him a chance to make that happen. Don't you think?
Steve/Bobby (Listener Callers)
Yeah, I'm listening now. Look, you're hot. And I'll pick up your napkin and, like, you want me to ask you questions. What are you doing next Friday? Let's get dinner.
Brooke
That was actually the smoothest thing he's ever done.
Jeffrey
Yeah, Tori, what do you think?
Kelly/Tori (Listener Callers)
I'm gonna pass.
Brooke
We did our best.
Kelly/Tori (Listener Callers)
Honestly, he just. He came on way too strong at the end and acted just like a simp.
Jeffrey
Oh, simp behavior. That's what he's trying to avoid.
Brooke
Simp.
Jeffrey
Oh, Bobby, you're back to square one.
Steve/Bobby (Listener Callers)
Dude, these rules just, like, don't work for some people. Like, I'm desireless. Doesn't work. I'm desireful. It doesn't work. I'm excellent. I'm too excellent. I'm gone. I'm Too gone.
Jeffrey
Yeah. Welcome to dating women buddy. It's gonna be a long road.
Brooke
Nobody said too excellent but yourself. Brooke and Jeffrey in the morning you.
Jeffrey
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Jeffrey
You know, after thousands of second date calls, I'm starting to notice a trend. Sometimes men don't listen. Very good.
Brooke
Wait, are you just now hearing that?
Jeffrey
Yeah, I'm like thousands. I don't know if anybody saw this, but even when guys get her like beating over the head with good information, sometimes it just just doesn't register for guys. Also, sometimes information doesn't register.
Brooke
Yeah, just like it's hard to sometimes change, right?
Jeffrey
What?
Brooke
This guy.
Jeffrey
Sorry, what were you saying?
Brooke
This guy was so like stuck on his plan that when it was the problem. He couldn't, like, he couldn't shift. He couldn't pivot.
Jeffrey
What is Brooke saying, Jose? I don't know. Anyway, the thing is, next time you get get angry at a man for not listening, maybe turn your attention to God for making us that way.
Brooke
Oh, it's, it's. I see. It's. It's God's fault.
Jeffrey
Yep. Thanks a lot, God.
Brooke
God's fault put us in a bad.
Jeffrey
Spot over here, but we can put you into a good spot in your dating life. If you want some help with that, at least we'll try. Email the show, we'll call that person who's not calling you back, and two.
Brooke
Out of the four of us will actually hear what you said.
Jeffrey
Maybe on a good day, I'm just happy to be here. Go check out all of our second day podcasts wherever you get yours at Brook and Jeffrey, you need to check out legends.com today. Legends is a free to play social casino and sportsbook with all of the games that you know and love. They even have Plinko and live blackjack and that's L E G e n d z.com whether you're a seasoned player or just starting out, their games are designed to entertain and thrill. The best part is you get free coins every day so you can play for free. And redemption to your bank account is instant. It's legit and new players get an exclusive welcome bonus. Join thousands of players on legends with a Z.com no purchase necessary Legends International void where prohibited by law 18/ terms and conditions apply.
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Steve/Bobby (Listener Callers)
What do you have to lose?
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Date: January 31, 2026
Hosts: Brooke & Jeffrey
Episode Type: Second Date Update Classics
This episode is a double-feature of classic “Second Date Update” segments, a fan-favorite where the hosts help listeners reconnect—or at least get closure—after being ghosted following a first date. As always, the show’s tone is playful, sarcastic, and unruly, with plenty of comedic banter between hosts and guests. The episode spotlights two memorable scenarios:
[04:22–20:47]
[25:15–41:46]
| Segment | Timestamp | Description | |------------------------|------------|-------------------------------------------------| | Fan Mail & Banter | 03:12 | Brooke reads testimonial, pokes fun at fandom | | Kelly’s Dating Recap | 06:09 | “Dating wrapped” breakdown | | Messy Sandwich Story | 09:37 | The sandwich-on-face incident | | Playground Kids Bit | 15:07 | "Imagine if we had that many kids" awkwardness | | Confrontation | 16:44 | Kelly and Steve face off live | | Tao of Steve Intro | 25:38 | Bobby’s dating rules explained | | Good Deeds Date | 28:07 | Museum & restaurant heroics | | Tori’s Side | 34:40 | Tori: “On a date with everyone but me” | | Bobby’s Philosophy | 38:02 | Overthinking leads to failed connection | | Final Outcomes | 20:13,41:16| Both women reject second dates |
This classic episode of Brooke and Jeffrey’s Second Date Update highlights the pitfalls of modern dating. Between Kelly’s streak of disastrous first dates and Bobby’s over-engineered attempts to “be excellent,” the show delivers both cringe and comedy in equal measure. The core message? The best dating advice might be to put away the playbook, be present, and leave the grandstanding for another day.
For listeners: If you’ve ever tried too hard or said something that came out all wrong on a first date, you’ll find plenty to relate to—and laugh about—here.