Brooke and Jeffrey: Second Date Update - Second Date Update: V-Day Pass Out

Episode Date: February 14, 2025

One of our listeners ended up in the HOSPITAL right in the middle of his first date… and he can’t believe he was naïve enough to make this dumb, avoidable choice… You’ll hear it in a special Valentine’s Day Second Date Update!See omnystudio.com/listener for privacy information.

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. Why would you do that to me? Los Angeles, 2021. A friendly neighbor appears out of nowhere and promises to make all my dreams come true. Let's not forget that David Blum was a professional con artist. So you didn't stand a chance. But my dreams soon turned into a nightmare. I'm Caroline DeMore. Listen as I take down my scammer on Once Upon a Con

on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts. What would you do if mysterious drones appeared over your hometown? I started asking questions. What do you remember happening on that night of December 16th? It actually rotated around our house, looking as if it was peering in each window of our home.

I'm Gabe Liners from Imagine, I Heart Podcasts and Liners Entertainment. Listen to Obscura, Invasion of the D laughter, and a toast to good times. Remember here in this commercial. Are you between the ages of 14 and 16 years old? You think you got it tagged to be a TV personality and commercials and Saturday morning shows? Listen to those amigos on the iHeart radio app, Apple podcasts, or wherever you get your podcasts. Hey, thanks for finding the Second Date Update podcast. It's Brooke and Jeffrey in the morning,

of course the home of the Second Date Update. And I know when you think of Valentine's Day and romance, you think of this segment. Yeah. You think of nothing but people who are being ghosted. Yep, that's right. That's right. That's why we're going to do a very special Valentine's Day edition of your Second Date Update.

It's quite a treat. We love you. Thank you so much for being here. Please comment, subscribe, and just sit back and enjoy the show. Second Date update. Valentine's Day can be a dangerous holiday for a single person to try and meet someone. Oh, that's how you hear it.

A lot of pressure. Yeah. You kind of have something locked in by then. You do, you put a lot of pressure on yourself for it to work. Just look at college-aged me in my infamous Valentine's Day massacre. Oh, boy. It started with a certain hunky frat boy Look at college-aged me and my infamous Valentine's Day massacre

Started with a certain hunky frat boy inviting two lucky ladies to one party It ended with said frat boy drunk alone in his room crying and kicking a hole in the ceiling above his top bunk Because he struck out with both ladies that Can't imagine why They missed out Just saying dating around this particular holiday isn't always the best idea And I'm not really sure how today's caller Reese feels about it. Oh, we see a bunch of holes in your house somewhere right now Not for that reason

You're not lying on a top bunk of a frat house Yeah, Jeff could have two girls in his room in a frat house and ruin it. Yeah Talent I know Whatever anti-game that's him. Yeah Harsh That's him. Yeah, okay. We're gonna go a little harsh Little far, but Reese brought it up Anyway, uh Reese so you went out with a girl pretty close to Valentine's Day. Were you feeling the pressure?

Not really cuz it wasn't really thinking about it at that time Okay, okay Basically the background is I had gone through a pretty rough breakup a few months prior And I was trying to get back in the game Thank you, I met Jen her and I matched and I kind of realized After like we sort of clicked and we started talking like I didn't want to wait until after Valentine's Day To ask her out right because you could totally lose momentum if you wait too long. You got to strike while it's hot. Yeah.

Right. So I was eager and kind of realizing at that time that it was close to Valentine's Day. Oh yeah. Well, as you start to book things and everything's sold out. Yeah, I can't make a reservation. Exactly. And that's why we decided to do something different other than a restaurant. Like I didn't want to make feel

Weird at a place where there's only couples and stuff like that. So you invited two girls to one frat party That's when the good stuff happened You just took out Jen though, right Yeah Show for that to blow up in your face. You just took out Jen though, right? Yeah, yeah Making fun of Jeffrey for his past Not you. I mean a certain frat guy was brave enough to invite two at once but you know if you're not brave enough to do it Not a lot are Okay, so where did you and Jen go? So she actually suggested a bar they were having like an all things pink night a bar, they were having like an all things pink night. Oh, that's cute.

Cute. I never thought of that. What does that mean? It's like a Valentine's Day-ish. It's like pink clothes, pink drinks, pink food. Oh, that's darling. Oh, that's starling. I can see that.

Yeah. Okay. And so we go in and I excuse myself to the restroom, click it while I'm doing that. She ordered us two pink strawberry daiquiris. Oh, yeah, to stay on theme. Okay. That makes sense.

Sounds good. Here's where I messed up. Uh-oh. Is I'm diabetic. She doesn't know I'm diabetic. Oh. Okay. I look at the drink and I think to myself, I can handle one. Yeah.

You know, my blood sugar's probably going to spike. Okay. I'll get home. I'll you know my blood sugar is probably gonna spike. Okay. I'll Get home. I'll take my insulin and I'll just monitor that okay. You follow it up with a cake to wash it down Well, I miscalculated it Well, I started having an episode So I needed medical attention and the thing is is, there was a moment where I couldn't really talk. And I wrote on a napkin and I slid it to Jen and I slid the word hospital. Oh my god. I hate to keep drawing parallels between this and the Valentine's Day masquerade the frack, but it just keeps lighting up.

You are not diabetic! No, I'm saying bad experience To do don't know what happened. Well, she doesn't even know your dad Yeah, she doesn't quite understand what the note means and she references to someone else and that other person goes Maybe he's epileptic you should shovel wallet in his mouth shovel wallet in his mouth. What? Oh, so you don't bite your tongue? This is a fun Valentine's Day party game. Everybody take your wallets out. I'm just gonna go hot tip if you're having a seizure you usually can't write at the same time. Right, so I'm managing to scribble diabetic on a napkin which then Jen gets and she's got to drive me to the hospital. Oh my god.

Jen gets and she's got to drive me to the hospital. Oh my god What a first date experience So things are a little foggy right and I kind of come to and I realize like all of a sudden She's not there and i'm surrounded by doctors and it was a very Chaotic night. I'm glad you're okay. That's traumatic. Yeah, did you get a kiss at the end of the night? He doesn't remember maybe by the nurse on his forehead. Probably not the right idea. The next morning I send her a text and say, hey I'm good, I'm so sorry about last night. And she responds back with like, hey just glad you're alright.

And then that's pretty much it. And I haven't heard anything since. Oh no. Okay. I mean obviously not like your fall out of your control, but also really Traumatizing for her too, you know think about what she yeah, she thinks like oh anytime. He has one drink He's gonna need to go to the hospital. I don't want to date a guy She would have more empathy than that Plenty of other things let's see how empathetic this woman really is when we give Jenna a call. Hopefully she picks up and see what she has to say when we do your Valentine's edition of Second Date Update

right after this. Second Date Update A Valentine's themed date that ends in the hospital. For some of us, wouldn't be the worst Valentine's that we've ever had. Okay, Jeff, get over the night in the hospital. For some of us, wouldn't be the worst Valentines that we've ever had. Okay, Jeff, get over the night in the frat house. It was for our listener, Reese, who was a diabetic and took a chance,

drank a pink strawberry daiquiri during his date, thinking that he could handle just one. Fast forward to him being driven to the hospital by his date, Jen, where he had to be treated by doctors. It's all kind of a fuzzy experience to him because he was going through an episode. You poor thing. But afterwards, Jen was gone

and hasn't responded really to him since. LeBrooke, you've had worse Valentines recently, right? Give him a little bit of hope. No, honestly, if this girl isn't calling you back because it freaked her out, that is somewhat understandable. But once I feel like she talks to you, she's really going to understand the situation and just have a lot of empathy for you. I can't imagine her not giving you another chance. How do you feel about that? Reese? I feel like if

she's got empathy, she would have gone out with me already and I really don't understand. She drove me to the hospital. Yeah, but I haven't talked to him since. Alexa, she needs Already and I really don't understand Alexa she needs to do more than that my mom drives me to the hospital Okay, and I don't want from my mom what Reese wants from Jen hopefully Who knows maybe it's not the hospital or the diabetes maybe you had bad breath and you didn't realize it You know what I mean? Breath and you didn't realize it You're blackout drawing on napkins. You were like show me your boo Do you want to speculate a hundred more things that could have gone wrong or should we just call this Please call her

Let's dial Jen see if she answers you just sit tight there here we go Hello Hey, is this Jen? Yes, speaking. Hey, Jen, this is a radio show. We're called Brooke and Jeffrey in the morning. How are you doing? Oh, yeah, I'm okay. How are you guys? Oh, thanks for asking, Jen. Usually people aren't that polite. We're very well.

That was kind of an empathetic move there. It was. Oh, good point, Jeff. So that's good news for you. Yeah. So, Jen, how are you? I'm good. I'm good.

I'm good. I'm good. I'm good. I'm good. You guys oh, thanks for asking Jen usually people aren't that polite very well I was kind of an empathetic move there it was oh good point Jeff, so that's that's good news for you Jen What's up, what's a radio station calling me? Okay, I'll give you five guesses He's just gonna tell you right now He's just gonna tell you right now. Oh, okay. Sure. He will take the joy out of it This is called second date update and we're trying to help out one of our listeners that you went out on a date with Recently named Reese. Hey very memorable night Yeah, Reese

Yeah My god, yeah Dude, it sounds like that night was crazy. Yeah. Oh Okay, great. You got the rundown. Yeah, we spoke to him a little bit just to get a snapshot of what happened that night And he told us that you're not really responding for another date at all and he doesn't really understand why? Well, yeah, I mean I'm not answering him back. That's accurate. Oh, I see.

Do you hate diabetics? Is that what's going on? No. I've had a few of those people. Answer this, you know, carefully. Oh my gosh, no, it literally nothing to do with that. I don't hate people who have diabetes. I hate people who have girlfriends already.

Oh. Girlfriends? Wait, what did you just say? What? Okay people who have diabetes I hate people who have girlfriends What I hate people who already have girlfriends He's in a relationship you think you what why do you think that Okay, well if he gave you the rundown, I'm assuming he told you that I took him to the hospital, right? Yeah, because he was having an episode and you were like his savior Yes, I was his savior, but somebody else was his emergency contact I guess because I'm sitting in the reception area and This woman comes in and she's asking for Reese She's saying that she's his emergency contact. She's saying that she's his girlfriend

And they took her back there to see him, okay, okay that Okay, objectively looks really bad. But yeah, the thing is obviously we don't know everything about Reese in his situation Maybe there was another Reese having a different diabetic It's like a job application where my past boss is really my best friend I don't think it's like those things but do you remember when we first talked when we mentioned that he went through a bad breakup With somebody a little while back Oh I forgot that Maybe it's his like ex-girlfriend who's listed as his girlfriend

And he hasn't changed his influence How often do you update your emergency contact stuff like that? It's possible. I mean we don't know the thing is we could ask Reese right now because he's been on the phone this old time listening What the heck? Well I think that this is something he actually needs to hear That's annoying Well, okay It could give us a little bit of clarity clarity Reese are you there? Yeah, hi Jen hi Reese

So I guess I was just wondering what's going on why haven't you gotten back with Why are you not coming in and saying I'm sorry there's a misunderstanding let me clear it up I mean do we really have to talk about that? It's pretty important to her and I think to all of our listeners at this point. Are you in a relationship? Okay, look So here like yes You just said you broke up with your ex and we were heartbroken and you're finally back in the dating pool. Yes.

Yeah, I mean when you do stuff on the radio, I mean you might say a lot of stuff. What? Oh no! You're trying to make yourself look good? Bro, you're using us to cheat. Jen, I kinda feel like his girlfriend might know though. Just say it was your ex-girlfriend and we're good. Jen! Why don't you just lie? His girlfriend might know though just say it was your ex-girlfriend and we're good

You were lying you're just joking again if it's radio you saying girlfriend I'm sorry this is very messy very sloppy sloppy work. Yeah, y'all should have vetted him Like okay Jen like yes, I'm in a relationship, but I'm not happy and I want to see what was out there Like your hole is getting dug deeper and deeper man, I'm sorry, I guess so Jenny I mean does this ruin our chances You've kind of created a big mess for yourself, so I don't know what it is that you want to say to Jen, but... Alright, look, I'm just saying, Jen, like, I'm not happy, and I feel like if you want to have, like, an actual Valentine's Day together, like, we can do that. We can have, like, a legit... Oh my gosh.

...freeze. You're just a big walking red flag. Oh, like like Valentine's You got a free ambulance ride and let's just chalk it up to that. Okay, you got lucky Are you saying that him telling you how sad he is doesn't make you want to date him right now Really it's tugging at my heartstrings Why don't you just break up with your girlfriend? I don't understand this I don't know that I want to do that either You're the worst I you know what I'm almost regarding taking him to the hospital Little far, Jen

It's a little far, Jen, although we understand the sentiment. Somebody would call the ambulance. Okay. So are you worried that your girlfriend's gonna hear this, or does she know? Uh, I'm not worried yet. Because the thing is, Jen could be his new girlfriend if she says yes to this question. And then she'd have two girls in his room like someone I know did one time. I'm telling you, it works for the Frank guys. The girls two girls in his room like someone I know did I'm telling you works for the Frank guys in Jeff's room

Bottom line Jen is we would love to pay not love but we will we'll pay for the second date with Reese and Yeah, come on and it's like it's a not a no with a hell no Did not see that coming. Really? Blindsided by that one, I'm sure. Love is wild, Jeff. At least you have a backup,

you can always go back to your girlfriend. Back up? He had to left, he had to left his girlfriend, Jeff. Plan B is his girlfriend, that's crazy. Plan A. Plan A. I don't know. Inviting two girls into the studio now.

This is why you're left alone. Look at Jeffrey in the morning. I don't know inviting two girls into the studio Jeffrey in the morning Man, I thought I knew what cheap voice sounded like cuz he didn't have cheater voice, but I was totally wrong But you know what give him him some points, Brooke. Cause he was honest at least. Admitted that he had a girlfriend. After he got exposed. He admitted it though. He got there, got to the honesty.

You think he went home and was honest with his girlfriend suddenly? I doubt it, Jeff. Who cares about that? He was honest with us. Yeah. And yet, he was still trying to go out with Jen. Even afterwards.

See, it's that type of chutzpah that if I had back at the frat house, things would have turned out so much differently that night. Yeah, what, you're crying? Hey, before you ladies leave, are you sure? Yeah, because that other Valentine's Day massacre could have been the Valentine's Day rodeo for me, but missed opportunity. I don't think so, Jeff. You can still do it, Jeff.

I got faith in you. I do not admire to be this dude. Yeah please. That's fine. Let's get some pointers out there Jeff. Yeah I'll admire somebody else that calls in to get a second date update. Email the show. We'll call that person who's not calling you back and go check out all of ours. They're available up on podcast wherever you get yours. Yeah. At Brooke and Jeffrey home of the second date update. Brooke and Jeffrey in the morning. 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. Why would you do that to me? Los Angeles, 2021. A friendly neighbor appears out of nowhere and promises to make all my dreams come true. Let's not forget that David Blum was a professional con artist, so you didn't stand a chance. But my dreams soon turned into a nightmare. I'm Caroline DeMore.

Listen as I take down my scammer on Once Upon a Con on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. What would you do if mysterious drones appeared over your hometown? I started asking questions. What do you remember happening on that night of December 16th? It actually rotated around our house, looking as if it was peering in each window of our home. I'm Gabe Linners from Imagine, I Heart Podcasts

and Liners Entertainment. Listen to Obscurum, Invasion of the Drones, wherever you get your favorite podcasts. Don't miss real life amigos, Wilmer Valderrama and Freddy Rodriguez in their new podcast, Dos Amigos, where they have candid conversations with special guests about anything and everything. Join them in Wilmer's Speak Easy for genuine moments, laughter, and a toast to good times. Listen to Dos Amigos on the iHeart Radio app, Apple Podcasts, or wherever you get your podcasts.