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Brooke
Alright, it's your back to back Classics today on your second date podcast. That's where we play two previously love. Okay, is that what they say at thrift stores? Yeah, I like that
Marcus
second day to
Brooke
say it so that you just get a little bit longer of a segment here. So thank you so much for being here and we love it if you subscribe. It does really truly make a difference in the eyes of our bosses. So thank you for doing that. But first, your comments.
Marcus
Yeah, Marcus said marriage therapists should play these segments during sessions, then ask their clients if they really want to go back into the dating pool or work things out.
Brooke
That is not where it is. I thought that was going.
Alexis
Wow.
Marcus
Listen guys, it's good to be here.
Alexis
It's like taking your cat to a shelter and being like, see all these kids. Could be you.
Marcus
It really is.
Alexis
You're lucky.
Jeffrey
That's so bad.
Alexis
Love it.
Marcus
Marcus.
Brooke
All right, you're back to back classics for whatever therapy session you're in right now. Start well right now.
Jeffrey
Yeah, we've heard of a lot of creative ways to cut a date short. Oh yeah, there's the classic emergency phone call from your best friend purposely eating food you're allergic to to give yourself a react action.
Alexis
That one person did that. Yeah, I remember that.
Jeffrey
Or Alexis's favorite brutal honesty right to their face.
Alexis
What has she ever
Jeffrey
even just talking about honesty Makes her uncomfortable.
Brooke
Yeah.
Alexis
She's like, I kind of want to leave. He's like, what? She's like, I love you.
Brooke
That was actually a replay of one of her dates.
Jeffrey
Yeah, it must be. But today, one of our listeners was ditched mid date in a more brazen way. And normally those people don't answer their phones when we call them, but with this one, we get answers. Answers I don't think anybody saw coming. You're gonna hear it in a second date update.
Podcast Announcer
Next, Brooke and Jeffrey in the morning. Second date update.
Jeffrey
Not sure if you remember this, but a few months ago, one of our listeners named Michael did an awkward Tuesday phone call because he had this female friend who was complaining to him about how lonely she was all the time.
Brooke
Yeah.
Jeffrey
So he wanted to convince his best friend to date her just to get Miss Sad Face out of his hair.
Brooke
I do remember this. I can't remember how it turned out,
Jeffrey
but I remember it doesn't really matter. I guess we did a good enough job helping him with that situation that Michael now trusts us completely. So much so that almost a year later, he wants us to do a second date update. Michael, it's good to have you back on the show, dude.
Michael
Hey, it's great to be back. Thanks for having me.
Brooke
How does it feel to, like, lower your standards of advice this low?
Michael
Well, I think you guys are gonna help me.
Alexis
Oh, okay.
Jeffrey
It is our honor and privilege to be able to assist you with your love life today, Michael. So tell us what's going on.
Michael
I want you to know that before I started dating, even before I had you guys help me advise with my friend, I was in a long relationship before. Then it ended messy. So I was definitely taking a long break from dating. But now I'm back out there.
Alexis
Okay.
Julianne Moore
Okay.
Brooke
How does it feel?
Michael
I feel all right. I mean, I finally got on the apps, but why I need your advice is somebody I met in real life
Leo
not on the apps.
Brooke
Oh, hey, that's fun. How'd you do that?
Michael
Well, her name's Megan, and I met her at the grocery store.
Alexis
Dude, that's like, such a stereotype. People say the best place to meet a chick.
Brooke
Do they really say, is that the gross?
Alexis
Yeah. Well, I don't know why, but they
Marcus
say that I stop wearing my AirPods to the grocery store.
Jeffrey
It's so romantic at the grocery store. Especially when they have the thunder over by the produce section setting the mood in the rainstorm.
Brooke
That's hot.
Jeffrey
Dude, the timing was this. How did you meet Megan there?
Megan
Just.
Michael
We caught Each other's eyes. And then we kept finding each other on almost every aisle.
Brooke
Oh, you need bread, too? I needed bread. Okay. That's kind of cute.
Michael
Yeah, to the point where, like, she jokingly had to ask me, are you following me? With a smile?
Alexis
At least she's joking.
Brooke
Well, I mean, I'll tell you, when women say that, it's like joking. But also, we also need to know.
Jeffrey
One hand on the pepper spray.
Alexis
Yeah.
Jeffrey
All right.
Michael
You know, I asked her right back, though. Are you following me? And then that started off like a mall conversation. We just talked about what was in our cart, you know?
Brooke
Oh, yeah, you're going to make tacos tonight, huh? Yeah.
Jeffrey
You guys went deep on that first convo. Oh, my God.
Megan
Yeah.
Michael
And that led to me asking for her number. I just went for it.
Jeffrey
Yeah.
Michael
Yeah, I got her number.
Jeffrey
Wow. Well, I must make you feel really confident after, like you said, you went through that tough breakup for, like, a year ago. Finally going out into the world and meeting somebody that you connect with instantly.
Brooke
What have people been complaining? Complaining about? This is so easy.
Jeffrey
Did it lead to an actual date?
Michael
It did. Yeah.
Brooke
And there was no ghosting involved. Well, except for now.
Jeffrey
Look how jaded we all are in this room. Like you really met again. Oh, my God.
Michael
Well, you're jumping ahead. There was some ghosting. So. Yeah, I mean, we. We did meet up. I suggested we go out for dinner, like at a restaurant just to get to know her more, but she countered with just like, I don't feel like going out. Can we just watch a movie? And I said, sure. And she suggested my place.
Alexis
Suggested your place, bro.
Brooke
Is it. Or, I mean, like, are you. Because I feel like it's a good sign for just like a one night hangout situation. It's not a good sign if you're.
Alexis
I just meant it's a good sign that she's comfortable enough to come to Europe.
Jeffrey
She stole Brooke's line. I think it's a very good sign. So how did it go?
Michael
I felt very comfortable and relaxed.
Leo
We just.
Michael
All we ended up doing was just watching a movie, had a couple of drinks.
Alexis
Oh, that's. Wait, you guys didn't fool around?
Brooke
That's.
Michael
No, it didn't lead to any of that.
Brooke
That's okay. It's the first hangout.
Jeffrey
Okay. This isn't like Brooke's hangout.
Brooke
You're not wrong, Jeff.
Michael
So then I thought the night would go a little longer, but she said she had to go and get something from her car real quick. She's like I gotta run to my car real quick. I didn't even think of it. I was having a good time. And that's when she just never came back. Whoa.
Alexis
That's a dramatic way to leave. Whoa.
Brooke
I feel like that's something Alexis would do. Like, 100%. Doesn't know how to say.
Jeffrey
I really would literally dip out.
Alexis
Or is this a trail? Like, oh, wait, I left it at home.
Marcus
It's same with when you're meeting someone at a second bar, like a restaurant to a bar. It's like, see you there.
Yasso Advertiser
Yeah.
Jeffrey
It's a little concerning, though. Did you reach out to her afterwards?
Michael
Yeah, I was concerned. I'm like, I hope no one snatched her up or something. So I texted. Did I call? I even called the number. I mean, no. No reply for quite a bit. And then she finally got back to me and all. She just sent a text over, and it just said, hey, sorry, it's not going to work out between us. That was it.
Alexis
And we're so jaded. You're right, because I think that's polite. I'm like, oh, that's nice of her to. She ditched him into his face.
Jeffrey
But it's weird that there's no explanation for why.
Michael
Yeah, exactly.
Jeffrey
After she invited herself to hang out your apartment.
Brooke
But I don't feel like your own explanation after only one hangout, Jeff. Like, yeah, that's.
Jeffrey
That's a good point, too.
Alexis
It's not like you hung out more.
Brooke
That's the thing. Like, oh, but we want it.
Alexis
Do you want.
Brooke
Do you want to see her again?
Michael
I just want to know what was the turnoff? Because I'm confused. Was it my apartment? Was it something I did? I don't know. It just.
Brooke
I like that you're blaming yourself. That's a good start.
Michael
Okay, this might lead to me being embarrassed. Who cares? Let's find out what I did so I can.
Jeffrey
You know, if there's something wrong that you're doing, it's good to know it up ahead of time. So let's come back. We're gonna call Megan for you, Michael. Oh, so weird. Brook's husband and Brooke's best friend's name. Don't think about that when we do our next call here.
Alexis
And you took her line.
Jeffrey
Second date update, right after this. Hold on.
Podcast Announcer
Brooke and Jeffrey in the morning. Second date update.
Jeffrey
It was the comeback after the romantic setback. Followed by a slight drawback.
Brooke
Oh, okay.
Jeffrey
Because our listener Michael finally got back into the dating game after going through a tough breakup about a year ago.
Brooke
Yeah.
Jeffrey
Didn't find his match online, though. Found her in the grocery store.
Brooke
Yes.
Jeffrey
Holding two big cantaloupes. That's Jose's dream of how they met. But her name was Megan. And eventually they arranged a little Netflix and chill night back at Michael's apartment, which went really well and was her idea.
Brooke
That was her idea. It'd be very important to mention.
Jeffrey
Things kind of fell apart, though, when she said she had to grab something from her car and never returned.
Brooke
Yeah. I'm wondering if she was hoping for something more that never was materializing.
Alexis
Oh, that he didn't pick.
Brooke
Yeah. Yeah.
Marcus
They watched the whole movie.
Brooke
Yeah.
Alexis
I was like, you guys didn't do anything.
Jeffrey
Was the had to grab something from the car thing a lie? Alexis says yes, from experience. But we don't know that.
Brooke
Yes, we do. She didn't.
Jeffrey
We don't know anything for sure. We do know it's not a good sign. Alexis is still confused on what a lie is.
Marcus
She didn't want to be there.
Michael
Okay.
Jeffrey
That would mean that she lied.
Brooke
Yes.
Jeffrey
Okay. But again, we don't know. We just know it's not a good sign. Also not a good sign. Megan texted him days later confirming it's not going to work. That's why.
Leo
No.
Brooke
After all of those things, Jeff, I think it's very.
Jeffrey
We need to be impartial people in the middle here. Isn't that right, Michael? You want an impartial audience.
Michael
Like, I am very hopeful that I'm going to get something positive out of that. It'll be an easy correction to make.
Brooke
I think your positivity is really sweet.
Michael
Thanks.
Jeffrey
Do you hear the condescending tone in her voice? Yeah.
Michael
I'm not hopeful to get another date out of this. It's not like trying to get her back with me. I just want to become better at dating.
Brooke
Okay. And that's sweet.
Alexis
Yeah.
Jeffrey
It really is sweet that you think you can get better.
Brooke
Yeah.
Jeffrey
Okay, well, we're all going to try our best for you here, Michael. Let's call Megan for you and see if she answers and what she has to say. Here we go.
Leo
Hello?
Jeffrey
Hi, we're looking to talk with Megan.
Megan
Speaking.
Brooke
Oh, hey, Megan.
Christy
Hey. Hello.
Jeffrey
You're awfully chipper.
Alexis
I'd be so scared if I got a group phone call.
Jeffrey
Yeah, because I don't know if you realize you're on the radio right now with a show called Brooke and Jeffrey in the Morning.
Christy
Are you serious?
Brooke
Yes.
Jeffrey
Yes.
Brooke
Welcome to the show, Megan.
Christy
Hi, guys. I guess.
Alexis
Thanks for answering.
Brooke
Okay.
Jeffrey
I don't know how to deal with this positivity on the other end. We don't normally get this.
Brooke
We've got two positive people that we've talked to today.
Jeffrey
That's true. You don't know this, Megan. But earlier, the other positive person we spoke to was a guy named Michael that you went on a date with.
Christy
Are you serious?
Brooke
Yeah.
Alexis
We loved his energy, too.
Brooke
Yeah.
Christy
Oh, my God.
Brooke
Oh, my God. You're just freaking out.
Jeffrey
You sound excited, but no, that's the word. Well, I don't know.
Leo
What.
Christy
Okay, wait, you said Michael, like, Michael called you?
Brooke
Yeah.
Jeffrey
Yeah.
Brooke
Well.
Jeffrey
Well, because we're doing something called the Second date Update. We're trying to help him figure out if when you two hung out and did Netflix over at his apartment, if something went wrong during that night because,
Brooke
well, he knows something went wrong because you left and didn't come back.
Jeffrey
Well, we don't know what the. The problem was if it was on your end, if it was something he did.
Christy
Oh, my gosh. I cannot believe this is happening.
Brooke
Wait, all right, well, we're on a
Jeffrey
limited time, so we need to have you believe sooner. So start to believe. You're on the radio now.
Brooke
Are you excited to hear Michael's name again?
Christy
I don't know if I'd say excited.
Brooke
Okay, okay.
Megan
Embarrassed.
Alexis
Embarrassed for you?
Christy
Absolutely. 100%.
Alexis
I thought it was hateful.
Brooke
What happened.
Christy
Okay, I don't even know where to begin.
Jeffrey
I. I really don't even know if
Christy
I should tell you.
Brooke
Oh, my God. No. We love humiliating stories. We are walking embarrassments to everyone that we know, like you are in the right company.
Jeffrey
We're really just trying to help out Michael because he's really concerned, feeling like he did something wrong on the date.
Brooke
Yeah.
Christy
So let me just say, I've never done anything like this before.
Jeffrey
What do you mean? Alexis says that on the first date, too. A lot, so I know that move. Why didn't you put out there just like this? Oh, I swear.
Christy
But seriously, guys, I'm a good person. I promise.
Jeffrey
Alexis, what are you talking about?
Christy
Okay, so I kind of didn't bump into Michael at the grocery store. Like, not by accident.
Brooke
What do you mean?
Jeffrey
What?
Christy
I don't know if he told you, like, we met in a grocery store or not.
Jeffrey
Yeah, he said you guys, like, randomly kept bumping into each other kind of multiple times in the store.
Christy
Yeah, well, I'm kind of like, I know his ex girlfriend.
Brooke
Wait, what?
Christy
Yeah, like, we're in a book club together, so, you know, we're girl pals. We chill, we talk, you know, and wait.
Brooke
So you saw him in the grocery store by chance or you went there because you knew he was going to be there?
Christy
Yeah, I kind of followed him there because.
Jeffrey
Oh, why?
Christy
She basically was like venting one day and she was like, my ex boyfriend won't give me back my guitar, so my God, one thing leads to the next and. Yeah, so we kind of set up to, you know, run into Michael at the grocery store.
Brooke
The whole thing was a setup so you could go in and steal her guitar back.
Marcus
He didn't see you leave with the guitar?
Christy
I didn't steal anything that's hers.
Brooke
Oh, yeah.
Jeffrey
At least that's what she says.
Leo
Returned it.
Jeffrey
Is this what really happens at book club? You don't read any books?
Brooke
Yeah, Brooke, you do the book for like 15, 20 minutes, you discuss it,
Jeffrey
and then you plot revenge against all of your exes for the rest of the time.
Brooke
I mean, if it needs to happen, it needs to happen, Jeff. I mean, she's not getting revenge. She's just trying to get her guitar back. That's different. I have had reconnaissance missions like this myself.
Jeffrey
I know that's like another 20 minute long story that we don't need to get into. The important thing that we need to get to here. Megan is letting you know that Michael is actually on the other line right now listening to this conversation.
Brooke
It's fine. I mean, it's not like you were ever gonna see him again.
Jeffrey
Well, kind of ruins your plan.
Alexis
I mean.
Jeffrey
What do you mean?
Brooke
Didn't she already get the guitar?
Jeffrey
Michael, are you hearing this?
Michael
Yeah. I do not know what to say right now, Michael.
Christy
Oh, my go. I'm so sorry. I really am.
Jeffrey
That's what you said.
Michael
Unbelievable. Tell me, is the guitar from my house gone?
Christy
Yeah, I slipped it outside the door when I went to the bathroom.
Jeffrey
That's so. I mean, devious, Cunning.
Brooke
Jeffrey is like. Doesn't. You're stunned.
Jeffrey
I'm shocked. I didn't see this coming because, I mean, what is the history of the guitar? Whose guitar is it?
Michael
It's my exes. Yeah, like, why the hell wouldn't you.
Jeffrey
Why are you holding on to it?
Michael
It was a gift. I just held on to, you know, it was a messy end. I don't want to get into it at all, but I'm trying to get better.
Alexis
You're trying to get better, but when
Marcus
you say it's a messy breakup, this makes it a messy breakup.
Alexis
You're not helping.
Brooke
It sound like you were the issue.
Jeffrey
Some women hold like Onto the sweaters from their ex boyfriends and cry. He holds onto his ex girlfriend's guitar
Brooke
and cries into it, which is expensive. Go with the dirty old sweatshirt.
Christy
I'm sorry, man. She just said, like. Basically you kept making excuses, so I wanted to help her out.
Brooke
Oh, yeah.
Michael
I. I just didn't want to see her kind of thing. It wasn't really about keeping it out of spite or anything.
Brooke
Could have left it somewhere.
Christy
I will say. Like, you are a really nice guy. Like, you were really hospitable. You were really cordial. You didn't try anything crazy.
Jeffrey
And you're not even mad hearing about this, like, elaborate plan to get the guitar back out from under your nose.
Michael
It's more amazing that you pulled it off than. Why would I be angry about that?
Brooke
It's amazing you didn't know it was missing.
Jeffrey
Yeah, well, he doesn't sound like he doesn't play. Yeah, it's more his girlfriend's thing. But is there still, like, was there ever romantic connection between you two? Megan and Michael?
Brooke
You're gonna make that happen?
Jeffrey
Isn't that the goal of this call?
Christy
Sorry, Michael. I'm actually engaged.
Jeffrey
So you went out with a guy?
Alexis
Does your engaged fiance know about this?
Michael
Probably.
Marcus
It's kind of a funny story.
Christy
Oh, yeah. He knows all about it, and he thinks it's hilarious.
Alexis
And, oh, my God, he's in it. It's kind of funny.
Michael
I'm happy I didn't make a move, so.
Alexis
Yeah.
Jeffrey
Okay, well, clearly there's no connection between the two of you. But, Megan, Michael did want to get some dating advice out of this segment. Do you have any that you want to share with him to maybe help him out going forward?
Christy
Yeah, Michael, you definitely got to be more aware of your surroundings. And don't bring people to your house.
Jeffrey
Okay, That's.
Marcus
You didn't notice someone stalked you to a grocery store?
Jeffrey
Just assume every girl you meet wants to steal something from you.
Alexis
Oh, man.
Jeffrey
Wow.
Brooke
That is a hard reality.
Jeffrey
First date, Michael? Back in the dating world after a year.
Alexis
I got robbed.
Jeffrey
It's a setup to get your guitar out of your apartment.
Michael
Lesson learned here.
Alexis
Yeah, you got finesse.
Christy
Yeah.
Podcast Announcer
Brooke and Jeffrey in the morning.
Brooke
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Jeffrey
at this point, if you're him, do you trust anybody in the dating world going forward at this point? Or you just go straight to online dating with criminals in prison?
Alexis
Oh man.
Brooke
I mean, is there trust left in the dating world?
Alexis
I don't think even current.
Brooke
I mean, I think that he, you know, he was the one last shred of hope that we had.
Jeffrey
And.
Brooke
Yeah, and that's gone.
Jeffrey
But if that happened to me and I met somebody and found out it was all just a. A scam to steal from my apartment, that's where I'd be headed. Felon flings.com I'm logging on and taking the easy way out.
Alexis
Look, you're going to steal from me anyway. Might as well just tell me you're crying.
Jeffrey
I want to just know.
Brooke
I ended that feeling like it was all his fault. He should have returned her stuff.
Marcus
It was a lesson.
Jeffrey
That for sure was a problem. But it's also not great to like, like create a whole ruse about a romantic date and lead a guy on just to steal from him.
Brooke
Well, if he's not giving the guitar back, I say do what you got to do. That's what I say.
Jeffrey
Justified according to I think everyone got
Alexis
a little something for themselves out of this.
Brooke
That's right, Jose.
Jeffrey
The good news is he didn't seem devastated by it. He was actually Impressed that they were able to pull it off.
Alexis
When he laughed, he was like, well, I mean, I don't even play guitars.
Brooke
It's like, why wasn't he giving it back?
Alexis
Just pride as an ex.
Jeffrey
Something good came of it in the very end. And hopefully we can can bring some positivity to your dating life. If you email us, we'll call that person who's not calling you back and go check out all of our second date updates wherever you get yours at. BrookeandJeffrey.
Podcast Announcer
Brooke and Jeffrey in the morning.
Jeffrey
You can tell a lot about a first date by how you leave things at the very end of the night.
Brooke
That is so true.
Leo
That's a huge tell.
Jeffrey
Did you end it with a tender kiss? Double fist bump maybe? Or possibly a lingering wet willy? Each one of those sends a pretty clear message about where you stand.
Alexis
You should be wearing earplugs, ladies.
Jeffrey
That's for sure. But what does it mean when you end the night with a multi person group hug?
Alexis
Oh, what the. I did not see that.
Jeffrey
Yeah, it's the reason one of our listeners is so confused after his date ended in maybe the weirdest way possible. But he still does have some interest, so it couldn't have been that bad.
Brooke
So it's not like a wet willy.
Jeffrey
No, it wasn't that. You'll hear what went down in your second date update right after this.
Podcast Announcer
Brooke and Jeffrey in the morning second date update.
Jeffrey
We've been doing these calls for a while now and found it's not unusual for a woman to bring one of her friends along with her on a first date.
Brooke
Yeah, I mean, it's normally usual. Yeah, normally you tell someone beforehand that
Marcus
you're gonna depending where she sits at the place too.
Jeffrey
That's the thing. Sometimes they're upfront about it and just very open. Sometimes, though, they keep it a secret where they have them hide somewhere in a nearby booth or inside of a decorative plant, spying with binoculars to make sure everything's kosher.
Brooke
I'm sure you won't get noticed then.
Jeffrey
Yeah.
Alexis
So what's a giant plant doing in this McDonald's?
Jeffrey
Why is it moving? So we've definitely heard that before. But is it unusual if the friend that she brings with her is a guy?
Brooke
Oh, man.
Jeffrey
Because apparently that happened to one of our listeners recently. Leo, is that true your date showed up with another dude?
Leo
I. Yeah.
Brooke
Oh, wait.
Michael
Oh wow.
Brooke
That can't. I mean, I have guy best friends, like.
Marcus
Yeah, me too.
Brooke
You know, that could be fine. Did she tell you beforehand that that was what was going to happen.
Leo
No, no, actually, yeah.
Jeffrey
And by the way, Brooke has hooked up with almost all of her guy best friends, so I don't know if it's a great thing.
Brooke
That's because you got to just try it out and see if that's how you like each other. And then you're like, nah, that didn't work.
Alexis
Brooke's like, you're bringing a friend. That's another target.
Jeffrey
Okay, run us through how this all happened. Like, start with how you met her.
Leo
So, like, I met this girl Christy. I'm in. It's this bike club. It's like a group on Facebook, and it's people get together and we, like, ride every, like, couple weekends.
Brooke
And that's cool.
Leo
I started talking to her. Yeah, no, it's actually awes. Awesome. And I've met a lot of people, but I met Chrissy and I just really liked her and I asked her out.
Brooke
Cute.
Leo
Okay.
Brooke
What a great way to ask somebody out too. Like, you already have shared interests.
Leo
Yeah. No, and she's amazing.
Jeffrey
I know.
Leo
I was so excited.
Jeffrey
Okay.
Leo
And I show up and she's there, but she's sitting at the table with this other guy. Oh. And she's like, oh, yeah, this is David. Oh, no official title for David or distinction. Like, not my brother or my friend
Jeffrey
or my parole officer or what it
Alexis
is legally has to be here.
Jeffrey
Yeah.
Alexis
How was the vibe like between them? Did you feel like they had chemistry? Did it feel friendly? Did it feel sexual?
Jeffrey
Good question.
Leo
I mean, they were definitely really comfortable with each other.
Alexis
Okay, you may tell then.
Brooke
All right, this is my first thought is either she is in a open relationship and thought you maybe knew. Could that be it?
Leo
Well, did not get a heads up by any means on that.
Brooke
Okay.
Jeffrey
Okay.
Leo
And, like, don't be wrong. Like, David's a nice guy, but, like, there would be moments where they would just talk with each other or make obviously, like, inside jokes that I stayed for the whole.
Marcus
That's what I was gonna ask.
Leo
I paid for the dinner.
Jeffrey
You paid for their dinner? For Christy and for David, it seemed
Leo
like he was just part of the package. And I'm still not sure how to unpack that.
Alexis
Okay, that's true. I think I could see why naturally you're like, I'm on a date. I offered to pay, so I'll pay for who.
Marcus
Of a guy friend, though, to be okay. Like, why would a guy friend want to sit in on you on a date?
Alexis
You know, that's why I feel like they really could be besties.
Marcus
Like, my best guy friends would tell me, that's weird.
Michael
I get it.
Leo
That, like, women want to make sure that there's someone around. And, like, I. I can understand that, but I was just so shocked that it was this guy.
Jeffrey
Well, yeah.
Brooke
And typically, it's like, you want security. If it's somebody you've never met before, you've already met this person. You meet up with them once a month during a bike club. Like, you should have some rapport.
Leo
I think I gave a pretty good impression that I'm not a serial killer, but I respect that boundary.
Brooke
So wait, did you ever find out who he was?
Michael
No.
Alexis
How did the date end?
Leo
No.
Michael
Okay, so we were there for like
Leo
an hour and a half. We did flirt. Like, we all had, like, collective conversation.
Jeffrey
Oh, so you were flirting with David too? Not just with Kristen.
Alexis
Make her jealous.
Leo
I mean, I wasn't gonna be rude, but it was so weird that when I left.
Michael
Left?
Leo
I. I sort of just almost jokingly like, reached out and gave them both a group hug.
Brooke
Oh, wait, you group wait together?
Leo
Well, they were going to leave together, so I just hugged them both.
Alexis
That's a good one. Wow. I actually like it.
Leo
I was like, we should all hang out again sometime. And I don't know why the hell I said that.
Brooke
You handle it so well.
Marcus
Yeah.
Alexis
Because if that is her bestie, then he'll be like, oh, he was a nice guy.
Jeffrey
Hugged us both.
Megan
Yeah.
Brooke
Or you just friend zoned yourself.
Alexis
Yeah, maybe that's the risk you take when you're on a triple date you weren't planning on.
Marcus
That's true.
Brooke
That's true.
Jeffrey
So where are we at now with you and Christie?
Leo
Oh, yeah.
Christy
All right.
Leo
So the way I handled that gets me into this situation where I'm the one that's not responding. And she has been calling me and texting me, and they wants to know when we should all hang out together. And I don't know why I said it, but. But now I'm like, I really don't want to hang out with David.
Jeffrey
Yeah, obviously you give him a hug. Like, you basically let him on.
Alexis
She's setting you up with him right now.
Brooke
What do you want us to do?
Leo
My goal is to have a one on one date with her. That's what I wanted originally, and I don't know if that's even possible anymore.
Jeffrey
So you want with our call here for us to surgically remove David from the situation and have it just be a one on one with you and
Leo
Chrissy, Cut him out of it.
Brooke
Okay. Okay.
Jeffrey
In the most respectful way possible. We need to figure out how to convince her to do that.
Marcus
David's gotta go.
Brooke
I mean, nothing on David.
Leo
No, he's a cool dude, but he. I don't want him to hang out. I don't want to date David.
Jeffrey
Okay, but he's really handsome though, right?
Leo
No comment. Oh, my God.
Jeffrey
Oh, God. The more handsome he is, the harder this is gonna be. We're gonna find out when we call Christy and try and get you your second date update. Coming up right after this. Hold on, hold on.
Podcast Announcer
Brooke and Jeffrey in the morning. Second date update.
Jeffrey
In the dating world, it can be hard to get just one person wanting to hang out with you. But our listener Leo is a lucky man who has interest from two people at the same time.
Alexis
You're kind of framing it weird.
Brooke
Let's go.
Jeffrey
That's the situation. One is his date, Christy. The other is the rainbow dude that Christy came to the restaurant with that night named David.
Alexis
Yeah. We can't even say friend because I guess we didn't get closure on it.
Jeffrey
That's the thing we don't know. Is David her friend? Her brother. Her brother lover? Her stepdad? We don't really know. That was never made clear the entire night.
Marcus
But David got a free meal.
Jeffrey
David did.
Alexis
And potentially met the stepdad.
Jeffrey
It's possible. The thing is, it's awkward because Christy's been asking if all three of them can hang out together again, but Leo isn't really up for that. He wants to cut David out of the picture.
Brooke
Look at that. David.
Jeffrey
So that's why he's asked us for help.
Brooke
You're not David.
Jeffrey
No.
Brooke
You're Leo. Sorry.
Alexis
David is excited for all this.
Brooke
Is why I can't juggle more than
Alexis
one at a time. She wants to flirt with both of you.
Leo
Yeah.
Alexis
You don't seem as.
Jeffrey
You didn't even consider the stepdad option, did you?
Brooke
I think it's so wild. You went through an entire dinner and you still couldn't figure out how David was connected to your friend Chris Date Christy.
Leo
I know. Like, it was awkward and I just didn't know how to play that weird,
Alexis
like, so who are you? I kind of get it. You're just going with the flow.
Marcus
Avoid conflict.
Jeffrey
Yeah.
Alexis
Yeah.
Brooke
I can't wait to hear how David feels about the group hug.
Jeffrey
That's right. They did have the three way hug.
Brooke
Yeah.
Jeffrey
So they're initiated by our boy Leo. Yeah, out of panic. It sounded like more than anything, but
Leo
I didn't know what to do. I. I Did panic a little. I. It was weird.
Alexis
Group hugs are not a bad thing.
Brooke
Yeah, so funny.
Jeffrey
I think you handled it okay. Wait for this call, but we're gonna try and help you out. Just to get a date with only Christie. If she's even up for that. I don't know. That might not be her style.
Brooke
Is only David an option?
Alexis
I don't think he's.
Michael
No.
Leo
No offense, but no.
Brooke
Everybody has their own likes.
Jeffrey
Yeah, but Christy might take offense, so let's call her and see how she feels about it. Hopefully she picks up. Here we go.
Megan
Hello?
Jeffrey
Hey, is this Christy?
Christy
Yeah.
Jeffrey
Oh, hey, Christy.
Michael
Hey.
Jeffrey
How you doing today? Good morning. You're on a radio show right now called Brooke and Jeffrey in the Morning.
Michael
Okay.
Megan
Yeah, sorry, I'm confused.
Brooke
I know.
Jeffrey
It's okay. We're doing a segment right now called the Second Date Update. We're calling on behalf of one of our listeners and friends of the show that you went out with recently named Leo.
Megan
Yeah, Leo. I mean, I. I've been texting Leo.
Jeffrey
Right. We heard a little bit about your hangout, and I don't know the right way to say this.
Brooke
This is different than we normally do.
Jeffrey
It is different.
Brooke
We know that you're interested in seeing him again.
Jeffrey
He said that there's been communication about setting up another hangout between you, Leo, and the other guy that was there that night named David.
Megan
It was a. It was a fun night. I mean, it sounds like it.
Jeffrey
Totally. There's a little bit of a question mark, though, around, and, you know, basically. What. What's going on?
Marcus
It looks like Jeff has to do this.
Brooke
Well, it's like, why is it so hard?
Jeffrey
Well, it's. We're trying to figure out what the dynamic is between the three of you.
Christy
Right. Okay, well, I'll.
Megan
I'll explain it. But first, like, do you think there's any way you can, like, help me convince Leo to go out with me again? I mean, I really liked him, and I kind of thought he liked me, too, like.
Brooke
Yes.
Jeffrey
Well, yes, with you. I don't think we'll have any problem getting him to agree to go out with you.
Brooke
Honestly, I think it's, like, sold.
Jeffrey
The problem that Leo has is with the David part.
Megan
No, no. He has to go out with me and David.
Brooke
What?
Jeffrey
Yeah.
Brooke
What are you guys, like, a package or something?
Jeffrey
Why is it so important that it has to be all three of you going out at once?
Megan
Actually, it's more than three of us.
Christy
There's a fourth.
Brooke
What?
Leo
Hold on.
Alexis
What the heck?
Brooke
Wait, wait, there's more.
Jeffrey
This is a love square now.
Marcus
The guys aren't connected.
Brooke
It. Wait, is it. Is it another guy, or is it a girl?
Megan
Okay, so it is another guy, but it's not what you think.
Brooke
I don't even know what guy.
Michael
Yeah, please.
Alexis
You got.
Jeffrey
You got to clear this up for us, Christy. We're really confused because it has to
Alexis
be what we think.
Megan
No, no, it really isn't. Okay, so the third guy, the fourth person, he was actually filming secretly. He was filming our date.
Alexis
Filming?
Megan
Filming in the restaurant, too. He was just at another table, kind of pretending he wasn't doing what he was doing.
Alexis
What's the point of that?
Jeffrey
Yeah. Why?
Megan
Because I am really doing well on TikTok right now, and there's this trend. It's called Two Dates, One Night.
Brooke
Two dates, one night.
Jeffrey
Two dates, one night. Like a challenge?
Megan
Yeah, two date, one night challenge.
Brooke
So wait, so you set up a date with David and set up a date with Leo at the same time, all for TikTok Tok?
Megan
Yeah, and it's doing really, really well. My video, it's like, it's totally going viral.
Alexis
Why don't you guys.
Brooke
Why didn't you tell him?
Megan
Because then it wouldn't be legit. I mean, everyone would know. A stage.
Alexis
Oh, no.
Jeffrey
So part of the challenge is going on a date with two guys at the same time and neither of them knows about it?
Megan
Yeah, but I'm interested in both.
Brooke
I like both.
Alexis
So, wait, that means in the comments section, they must be voting for who they like the most. Oh, my God. I kind of into this now.
Megan
Exactly. There's so many people voting.
Brooke
Ok. Oh, my God. Are you some, like, wizard that you're able to get these two guys to stay that.
Jeffrey
Brooke, be careful. Your jealousy is showing.
Brooke
I think that's crazy. You must be, like, so lovely and, like, such a personable, charismatic person in order to convince two dudes to hang around.
Megan
Well, I don't know about that, but I'm not that looking.
Brooke
Oh, my God.
Marcus
And everyone had a fun night, they said.
Michael
Yeah.
Jeffrey
I don't know if Leo's having his much fun, though, listening and hearing all of this, because, Christy, you should know, Leo is on the phone right now.
Brooke
She's not even videotaping.
Marcus
Jeff.
Jeffrey
Well, we're recording this for our podcast.
Megan
You know, you just ruined my Tik tok.
Jeffrey
Okay, I'm sorry. I apologize for that. But we may post a clip of
Alexis
this on our Tik tok.
Jeffrey
Leo, man, are you still there?
Leo
I'm just trying to process What I just heard, I didn't know what to expect. It was weird to begin with, but this was like. I'm honestly weirdly impressed in a way, but.
Alexis
Okay.
Brooke
I feel like I went through the same emotions.
Alexis
And Brooke said that? Yeah, she's impressed, too.
Leo
So this is all a social media thing?
Megan
Yes. But I do like you.
Jeffrey
She likes that you get her lots of views. Yeah, that's for sure. Social experience.
Brooke
I mean, what were you gonna do at the second date with Leo and David again?
Jeffrey
Again, like, that's the best thing is to have a part two of your video.
Brooke
No, but, like, was that going to be the big reveal? Was that when you were going to tell him?
Megan
No, I was going to do a sequel first, obviously.
Jeffrey
Yeah, yeah, she was going to reveal at the double marriage when they're both on the altar at the same time. By the way, guys, this is all on Tik Tok.
Brooke
They still don't know who each other are.
Alexis
Who will show up at the wedding. We'll see you when the doors open.
Jeffrey
Yeah, If I'm Leo, I would quit question whether or not your feelings were valid.
Megan
Yeah, that's fair. But we did go on a date. It was a good time. And I do like him.
Brooke
Oh, my God. Yeah, but if the tables were turned and you showed up to a dude and he had another girl sitting there.
Megan
Well, that's different. I mean, it's different when you're a girl.
Jeffrey
Yeah, because she's hot, Brooke, remember?
Alexis
Yeah, that's probably it.
Jeffrey
That voids every other rule in the book. So, Leo, you've been listening here. You've kind of heard what Christie has to say. Do you believe her?
Leo
I don't think it's that. I don't believe you. I don't understand
Michael
what this is or
Leo
why you would do it like you were.
Jeffrey
Leo, all of social media is hard to understand why things are the way that they are and why things get popular. It doesn't make any sense.
Brooke
This feels like explaining any tick tock trend to Jeff.
Michael
Exactly.
Jeffrey
It's just crazy and weird and people want to watch. Watch it. So we would like to arrange that second meetup, if you're still open to it.
Alexis
Leo, we're only paying for one plate.
Brooke
Wait, why are we asking him?
Jeffrey
Well, things have changed. Because now that Leo knows more about the whole situation and the motives, I think it's only fair, since he's our listener, to get the okay from him first.
Brooke
Oh, for sure. I just can't believe you want to.
Jeffrey
Well, let's find out. So Leo, I'm just going to go ahead and ask you. Would you be willing to go out again with Christy? Or Christy and David? Or maybe just David?
Alexis
Come on, there's options.
Brooke
I mean, there's a lot of different ways you can work a triangle camera guy.
Marcus
Don't forget about him.
Jeffrey
Is there any interest on the other side?
Michael
That's not gonna work.
Jeffrey
I.
Leo
Not for me. No.
Brooke
Okay.
Michael
Okay.
Megan
Well, I mean, I'm a little disappointed. And. And I don't want this to sound weird. It's kind of awkward, but do you know anyone that looks like you?
Brooke
Wait for the video.
Megan
It's really doing well.
Marcus
You can't trick the Leo fans.
Leo
You're crazy. Crazy?
Michael
Oh, who does that?
Megan
I'm crazy? Yeah, I'll be crazy famous pretty soon. So you missed out.
Jeffrey
Oh, man.
Brooke
I think famous and infamous are two different things.
Jeffrey
Still, Leo, you're gonna look back at this call as the moment that both of your ones got away.
Brooke
That doesn't add to it too, right?
Michael
I don't know.
Jeffrey
I don't know how it works either.
Leo
David does owe me dinner though.
Brooke
Yeah, he does.
Jeffrey
I would watch that TikTok video for sure.
Podcast Announcer
Brooke and Jeffrey in the morning.
Brooke
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Jeffrey
Well, that was unexpected.
Brooke
Wow.
Marcus
Yeah.
Brooke
Honestly, like, I feel like there's so many other options that would have been better.
Jeffrey
Yeah.
Brooke
Better answers.
Jeffrey
Couldn't have predicted the two dates one night TikTok challenge.
Brooke
Where's David's outrage at this? Is he just going along with does he know?
Jeffrey
I think exactly. Maybe he appreciates all the fame that he's getting from TikTok.
Alexis
I feel like he doesn't know.
Brooke
I think he's out there wondering who the hell Leo is.
Alexis
Maybe that's possible.
Jeffrey
Also, I'm kind of offended that none of us have been involved in a two dates one night TikTok challenge. Where is our invites to be in one?
Alexis
Literally don't date.
Brooke
You can DM Jim.
Marcus
You could have been in one and you don't know it.
Alexis
Yeah, you're the culprit.
Jeffrey
Oh yeah. I should go check out the for your page and see if I'm on. But look, I understand Leo's stance. It's just sometimes I think you need to put your standards and your self respect to the side.
Brooke
Wait, you're saying he should have gone out with them?
Jeffrey
In the name of social media infamy, it's a small price to pay.
Alexis
Oh yeah, clout.
Brooke
Yeah, it says the guy who barely posts a picture of his dog.
Jeffrey
Exactly.
Alexis
Jeff, you could be famous online right now and you wouldn't know.
Jeffrey
I could be famous, but I don't feel like it right now.
Brooke
That's what it is.
Jeffrey
That's where I stand.
Brooke
That's good.
Jeffrey
I'll be there one day though.
Alexis
Okay.
Jeffrey
And you could be in another. A nice throuple or maybe in just like a one on one relationship. If that's what you want.
Alexis
Yeah, whatever you want.
Jeffrey
Exactly. Email the show. We'll call that person who's not calling you back. And go check out all of our second day podcasts wherever you get yours at Brooke and Jeffrey.
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Podcast Summary:
Brooke and Jeffrey: Second Date Update Classics: Secret Mission + Three Wheelin' It
Aired April 4, 2026
This episode features two classic "Second Date Update" stories, both offering wild, unexpected turns in the quest to diagnose why a promising first date led to radio silence (with a few laughs at the expense of dating culture itself). The hosts—Brooke, Jeffrey, Alexis, and Marcus—bring their signature irreverence and playful banter to each segment, delighting listeners with dating mishaps, bombshell reveals, and a TikTok-fueled twist for the ages.
Timestamps: [03:16] – [21:12]
Notable Quotes
Notable Quotes
Memorable Moment
Timestamps: [24:17] – [41:09]
Notable Quotes
Notable Quotes
Memorable Moment
Timestamps: [41:15] – [44:00]
For listeners wanting classic “Second Date Update” chaos, drama, and plenty of candid host reactions, this two-fer episode delivers huge on entertainment—with lessons about assuming the best (and worst!) in modern romance.