Brooke and Jeffrey: Second Date Update - Second Date Update: Hang Up On Him

Episode Date: May 21, 2025

One of our listener’s first kiss happened but her second date never did! So we’re gonna do everything in our power to get to the bottom of it in a brand new Second Date Update!See omnystudio.com/listener for privacy information.

You're listening to an iHeart podcast. Ugh, we're so done with New Year, New You. This year, it's more you on Bumble. More of you shamelessly sending playlists, especially that one filled with show tunes. More of you finding Geminis because you know you always like them. More of you dating with intention

because you know what you want. And you know what? We love that for you. Someone else will too. Be more you this year, and find them on Bumble. What happens when we come face to face with death? My truck was blown up by a 20-pound anti-tank mine. My parachute did not deploy. I was kidnapped by a drug cartel.

When we step beyond the edge of what we know... I clinically died. The heart stopped beating. ...which I was dead for 11.5 minutes. ...and return... It's a miracle I was brought back. ...Alive Again, a podcast about the strength of the human spirit. Listen to Alive Again on the iHeartRadio app, Apple Podcasts, or wherever you listen to your favorite shows.

Amy Robach and T.J. Holmes here. Diddy's former protege, television personality, Denity King alum Aubrey O'Day joins us to provide a unique perspective on the trial that has captivated the attention of the nation. It wasn't all bad, but I don't know that any of the good was real. I went through things there. Listen to Amy and TJ Presents, Aubrey O'Day covering the Diddy Trial on the iHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

Why is a soap opera Western like Yellowstone so wildly successful? The American West with Dan Flores is the latest show from the MeatEater Podcast Network. So join me starting Tuesday, May 6th, where we'll delve into stories of the West and come to understand how it helps inform the ways in which we experience the region today. Listen to The American West with Dan Flores

on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. I know a lot of cops and They get asked all the time, have you ever had to shoot your gun? Sometimes the answer is yes. But there's a company dedicated to a future where the answer will always be no. This is Absolute Season 1, Taser Incorporated.

I get right back there and it's bad. Listen to Absolute Season 1, Taser Incorporated on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts. Welcome to the Second Date Update podcast. We've got a brand new one for you today. It's Brooke and Jeffrey in the morning. And I'm just curious, Alexis and Jose,

you're both in the dating world. Is it really that bad that our listener is ready to give up altogether? I mean, honestly, I'm not in the dating world. Is it really that bad that our listener is ready to give up altogether? I mean honestly, I'm not in the dating world. I've already given up so I completely agree I stopped dating a while ago. Yeah, you know I think people go through phases You know they'll get on the app going like five dates in like two weeks, and then it's like delete for two months About it, but first let's get to some wonderful listener comments. We love when you comment and let us know what

you think about the episode. And also, when you subscribe, it means the world. So what do you got, Alexis? Yeah, Zayn Doherty said, I stumbled across some of y'all's clips on TikTok at the beginning of this year and have since gone back and binged all of it. Oh my god. I can't believe it took this long to find y'all.

And I wish it was an all day show. Oh, well 24 hours. I just never go home. Yeah, you know, watch what you ask for, Zane. That's what I'm gonna say. Thank you so much for finding us, Zane. We love that. We know a lot of people found us on TikTok.

And if you do want more, we do do a full show, a full hour every day of our show. I said do do. Yeah. But that's on our full show main feed. So just find Brooke and Jeffrey, it's in the more like this tab. So thank you for being here

and sit back for a brand new second date. Second date update. We've all heard of dating ultimatums where they put it all on the line and say, either you put a ring on it or I'm gone. Ooh. Okay, you have to pick. Is it me or your mom?

You can't have both. You're gonna get dumped every time on both of those occasions I feel like. Well if they really love you, they'll choose you. But it is pretty rare to give yourself a dating ultimatum. Like that's it. If I don't find somebody by August, I'm just marrying my weighted blanket and calling it a life

There could be worse options that weighted blanket really it really knows how to like hug you the right way But I bring it up because one of our listeners says she's on the precipice of giving up on dating forever We can make this call work That is so much on us. Why would you do that to us Jackie? Is that right? Yeah, that's completely right. Okay, Jackie. Don't come in all cheerful Like you weren't just doomsday in that yeah in that no this isn't I'm not cheerful I'm just letting you know that if this doesn't work out. I'm done. I am done I'm done. I am done. Have you heard how this segment goes? The odds aren't very high. Yeah, I'm that desperate. I'm with you guys.

Okay. Well, and you know what? We're all starting off on the same page. So yeah, I'm feeling more confident. Starting at rock bottom can only go up from here. Let's begin by learning the name of the guy that you met recently. The guy's name is Steve. We went on a date like last Thursday. Thursday, okay. And is there something that stood out about Steve or was it just not horrible and that's why you're okay with it? Well yeah, pretty much. In the last couple months,

I've been trying to say yes to anyone that asks me out. Oh my God. Okay, cast a wide net sort of thing? Yeah, I'm putting myself out there. Okay, like everybody tells you to. Right, And most of them have been eh, okay. But with Steve, it was actually a really good date. Oh, alright. I mean, I can even see the hope in your voice when you say that.

Yeah, not super hopeful, just like not the worst thing ever. So, what was that date? It was really fun. We went to a farmer's market and we were just walking around like sampling the foods and talking, laughing and having fun for it was, I don't know, hour and a half. Okay, okay. This is good. It's a day-date. Nobody's like drinking too much. I mean, did you meet there? Yes, we met at the farmer's market and then at the end, he walked me back to my car and you know, normally I don't kiss someone on the first date, especially a day date,

but the connection was really strong. So. You had a cute first kiss after a farmer's market date. Yes, and then he looked me in the eyes and said, I had a really great time and I wanna see you again soon. Why did you keep hanging out after that? Why is that bad?

You don't want eye contact when that happens. What, you want to look away in shame? Don't look at me. Of course you want eye contact. Eye contact is so intimate and nice. Exactly. You believed him, right? I did and I told him that I had an amazing time and I would love to see him again.

There it is again You again she said I want to see you again, that's not too much I can see how maybe you would think that but for a guy saying I really like you It's the most terrifying thing in the world Yeah, but you're not supposed to say it back to him He said that to me! Yeah, but you're not supposed to say it back to him. Oh my god, Jeff. What are you, fourteen? Brooke, I've done enough of these to know how to play the game, and being honest and open with how you really feel is the absolute worst thing you can do. See, I disagree.

That was not the problem, because that same day, he texts me, and he said, Sunday, does that work? I'll pick you up for dinner and maybe we can grab a drink after. Okay, I stand corrected possibly. Thank you. So what happened Sunday? So I texted back, yes, 100% I'm in and gave him a little high five emoji. And on Saturday, he texts me and says, hey, I'm gonna have to cancel on Sunday, sorry.

Oh my goodness. Did he try to reschedule? No, he't say anything else doesn't explain nothing and so I just text it back No problem. Let's figure out another time Did he respond to your no no response? Come on how many days has that been it's been a week now Okay, but here's the thing so this is the only guy that I've connected with. And now he's ghosting me? I mean it's so unbelievably frustrating. I mean it sounds like you're doing this not just for Steve, but to make up for every other bad thing that has happened in your daily life.

Like you need this to go right. And I really just want to know why. I mean like what happened? Right, right. Okay, why is he worried about it? Well you said it's been a week, maybe he's learned something about you in between that period of time.

Like you don't have to answer this, but have you served time in prison at all? That could be hot though. I mean if it's for the right crime. Yeah, like even like a minor offense? No, I have not. Okay, no prison. I mean if it's for the right cry. No I have not. Okay, no Pris, is there anything that's available online to the public that somebody could come across and might be like, oh god this is a red flag. Seriously, there's nothing that I can think of.

Okay. Okay. Well this is definitely a mystery. Maybe he just had a bad reaction to the baba ganoush you guys had in the farmers market Wasn't able to recover. I don't know what that is. Is that your food of choice at the farmers market? I don't know. I was just at a hummus stand last weekend. Oh So hot yes, so let's come back. We're gonna definitely got kisses from her husband after that Oh totally We're gonna come back and call Steve for you here and hopefully get an We're gonna come back and call Steve for you here and hopefully get a

Explanation for why he isn't arranging a second date or let you give up on dating forever That's what she wants Push you back from the cliff and when we get your second date update right after this second date update right after this. Second date update. Today, the entire future of a woman's dating life lies inside of our tender throats. Oh no. Our throats? Yeah, because if we don't say the right thing

and get Steve to agree to another date, Jackie has already said she is ready to give up on finding love forever. Oh man. You definitely don't need to tell Steve this. No. Yeah. But I'm sure that won't happen anyway because they went to a farmer's market.

Hot. You know. Sober. Walked around, had a great eye contact the whole time. Soup's hot. See? Hot and organic, Jeff. Yeah.

They laughed, even planned out another date. After telling each other they both wanted to see each other again. That's what's hot. See, hot and organic, Jeff. They laughed, even planned out another date. After telling each other, they both wanted to see each other again. That's what's confusing. You forgot the great first kiss. Yeah. That was such a big deal. That was like the moment, right?

Well, I thought when I said farmer's market, kissing was implied. Oh. Cause who doesn't? But it was all going according to plan until the day before their second date when Steve texted cancelling with no explanation and then went dark.

So Brooke, your thoughts on the situation at hand? Oh god, I just feel like it's not going to be good if he's in a different relationship, like if he's cheating or... Well hold on Brooke, how can he cheat if they've only gone on one date? No no no, not cheating on on her cheating on whoever he's Yeah, saying Jackie could be the other woman well, I mean it's just like a day day Jackie. Are you cool with being the other woman? Okay, it is good to check all right, hopefully that's not what the snow I don't want it to be that I don't I hope it's just busy at other farmers markets

Scoping out the best spots. Yeah, the best over jeans or whatever We've ruled out a couple possibilities, let's just call him and see if he picks up I'm dialing his number right now. Here we go Hello, hey is this Steve Yeah You're on a radio show called Brooke and Jeffrey in the morning. Oh, great. We're going to take that without any sarcasm attached to it. But I like your style already, Steve.

I can tell. What's going on? Well, what's going on is this is a segment that we do call the second date update. I don't know if you ever heard of that before. Nope. Okay. A few words. Keep going, Jack. we do call the second date update. I don't know if you ever heard of that before. Nope. Okay. A few words. Keep going.

Okay. But it's actually kind of a fun thing that we do where we help out listeners who are confused after they're not getting a call back for a second date. We try and help them figure out the reason why. Okay. And there's a woman that you went out with recently actually you planned a second date with her But canceled the last minute her name's Jackie I don't really want to talk about this

Feel bad Are you single? Brooke's dying to ask. Brooke says it with so much hope. Here's the deal. Oh no. Here's the deal. Wait a minute.

Oh God. What? What's the deal? I did have a strong connection with her, but if she knew what was going on, it would probably hurt her feelings. So it's better left unsaid. Aww, well, I think trying to protect someone's feelings hurt some more. Like, you may want to be direct.

That's true. I think her feelings already hurt. Yeah, that's the truth. Because she was really looking forward to that second hangout. And when you canceled with no explanation, now she's just kind of confused. Yeah, she was all excited. Doesn't know where she stands. We're just trying to give her a little bit of information

it's just I had a stronger Romantic connection with somebody else and I didn't think it would be fair to her it can continue Oh my god, you are so disgusting! You're disgusting! That's pretty normal, Jackie. Everybody who's on the call right now, let's try and be respectful. What? And hear Steve out.

I can't listen to this anymore. Steve is a cheater. You're a cheater. Just tell him that Jackie's on the phone. Hold on, cause Steve... No, he knows it's me. He knows it's me and I know a cheater when I smell one Wait I think that's my fault Jackie hold on what I feel like I put that idea in your head

He didn't say he cheated. He said that he he went out with someone else and had a stronger connection You're making a lot of assumptions here, Jackie. And I know you're definitely hurt by what you heard, but let's give Steve a chance to explain himself. I spoke my piece. I don't have much else to say. Okay. Yeah.

You know what, Steve? I have what to say. Oh, God. Oh, God. So when we were walking around the farmer's market, and I didn't want to drink some water fountain, because it's like public and gross She never offered to buy me a drink

Because this didn't turn out how you wanted it to but this is not the reaction that you are Gonna want to have and honestly I've never made that correlation before guys Not being good in bed that don't buy water for their women. Well, you know, you're also a guy. Oh Well, that's fair I keep it all to myself. Jeremy, can you confirm that you're a selfish guy? Oh, sorry. Steve, can you confirm that you're a selfish guy?

I don't know what's happening. Yeah. I just want to know, what's your take on this whole situation? Well, not a good day. I just had a stronger connection with someone else. I'm sorry. Oh, great. You're rubbing that in my face again? Oh my god.

Rubbing it in your face, Jackie. You know what? He is, he's rubbing it in my face. He chose a whore over me. Oh! Oh wow. You don't even know what that was. We don't know.

She was probably a lovely person. Yeah. I mean you guys, what are you doing? You're like spinning this to make him the victim. He is not the victim here. He's just a victim of circumstance at this point. It's just how dating works. Sometimes you meet somebody you like more.

I don't think he's in a committed relationship with this other person. It sounds like just a casual date, right Steve? I really don't think I should say anymore. You know what's really sad? I really wanted to think I should say anymore. I seriously don't think I should say anymore. You know what's really sad? I really wanted to see your basement. I never got to see your basement. What?

Now you're just saying random stuff. Basement? Did he offer a tour of the basement? You shouldn't say yes to that. I was kind of thinking the same thing. I wonder what's in his basement. No, Jeff. Come on, Steve, tell them.

What's about the basement? What is he talking about? I have a movie room in my basement, and we talked about that. Oh, like a little theater room. Cool. Apparently, she had a lot of hopes based around that movie room.

Oh, my god. I didn't get to see it. Oh, man. Oh, no. Steve, don't say it has a little popcorn maker in there, too. Yeah, I met you. I was all on Steve's side until he just poured salt in the wound.

Oh, nice. Salt all over that popcorn. Popcorn maker. OK. I know. You know what? I was on Steve's side and he just poured salt in the Dope basement and yes, I have multiple flavored salt Maybe you just need to work on yourself right now, Jackie. Let's do a little self-reflecting. No, no, no, no, no. You know what, Steve? I'm deleting your texts, I'm blocking your number, you're never gonna hear from me again, and I want you to know you lost out on something really good. Really good, really stable type of relationship. So, Steve, I'm sorry, dude.

It's fine. I feel like I dodged a bullet. It's like I'm sorry dude it's fine I feel like I dodged a bullet it's like I'm watching the matrix You're gone We dropped Steve Okay, Jackie. Oh my god No, no, no, no, no you guys honestly it's fine. It's fine. No men after that He is definitely gonna reach out to me Crazy I mean that's actually kind of a little is a different

Are you saying you put all of that on just to like get him to call you I mean I just did up a little bit But I'm legitimately pissed That was a little bit Full-blown All right. Well Jackie after you take your hiatus from the dating world call us and we can reach out to that next guy You heard about that basement right it is pretty I'm not gonna block him and then he's gonna call me and you guys will end up doing an update update on me About your healthy relationship brook and jeffrey in the morning was it me or did it feel like she definitely had a plane of attack

there what happened yeah oh man she went zero to though. And then she said she like what, sauced it up? Juiced it up? Yeah, juiced it up. I don't know what she did. She had some... It was all on purpose. It was an emotional roller coaster and I'm exhausted. The second he mentioned a stronger connection with another woman, she completely went off the handle.

Yeah. But, oh man, wouldn't it be something though if after all of this she was right? That he did call her back Yeah, like he Steve thinks about and he's like, you know what? She's kind of unhinged, but I kind of like Calling her back as if it doesn't work out with the other girl Sure, it's probably a less than 1% chance that it all goes the way that she's thinking, but... Wouldn't that be a wild update update?

It would be. And I really appreciate her optimism and all of your optimism in your dating lives. If you want our help, we are ready to step in and call that person who isn't calling you back. By the way, go check out all of our second date updates. They're up online wherever you get your podcasts at Brooke and Jeffrey. What happens when we come face to face with death?

My truck was blown up by a 20 pound anti-tank mine. My parachute did not deploy. I was kidnapped by a drug cartel. When we step beyond the edge of what we know. I clinically died. The heart stopped beating. Which I was dead for 11.5 minutes. In return.

It's a miracle I was brought back. Alive Again, a podcast about the strength of the human spirit. Listen to Alive Again on the iHeart Radio app, Apple podcasts, or wherever you listen to your favorite shows. Amy Robach and TJ Holmes here. Diddy's former protege, television personality,

Denity King alum Aubrey O'Day joins us to provide a unique perspective on the trial that has captivated the attention of the nation. It wasn't all bad, but I don't know that any of the good was real. I went through things there. Listen to Amy and TJ Presents Aubrey O'Day covering the Diddy Trial on the iHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

Why is a soap opera western like Yellowstone so wildly successful? The American West with Dan Flores is the latest show from the Meat Eater Podcast Network. So join me starting Tuesday, May 6th, where we'll delve into stories of the West and come to understand how it helps inform the ways in which we experience the region today. Listen to The American West with Dan Flores on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts. I know a lot of cops. They get asked all the time, have you ever had to shoot your gun? Sometimes the answer is yes. But there's a company dedicated to a future where the answer will always be no. This is Absolute Season One, Taser Incorporated. I get right back

there and it's bad. Listen to Absolute Season One, Taser Incorporated on the iHeart Radio app, Apple podcasts, or wherever you get your podcasts. In 2020, a group of young women found themselves in an AI-fueled nightmare. Someone was posting photos. It was just me naked. Well, not me, but me with someone else's body parts. This is Levittown, a new podcast from iHeart Podcasts, Bloomberg, and Kaleidoscope, about the rise of deepfake pornography and the battle to stop it. Listen to Levittown on Bloomberg's Big Take podcast. Find it on the iHeart Radio app, Apple podcasts, or wherever you get your podcasts.

You're listening to an iHeart Podcast.