Brooke and Jeffrey: Second Date Update - Second Date Update: After Date Double Trouble

Episode Date: March 21, 2025

One person almost ended up in tears just 9 holes into a mini-golf date. No one got hit by a flying ball but our listener says it’s all his fault! We’ll have him explain coming in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

My name is Brendan Patrick Hughes, host of Divine Intervention. This is a story about radical nuns in combat boots and wild-haired priests trading blows with J. Edgar Hoover in a hell-bent effort to sabotage a war. J. Edgar Hoover was furious. He was out of his mind, and he wanted to bring the Catholic left to its knees. Listen to Divine Intervention on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts. I'm Mary Kay McBrayer, host of the podcast, The Greatest True Crime Stories Ever Told. This season explores women from the 19th century to now.

Women who were murderers and scammers, but also women who were photojournalists, lawyers, writers, and more. This podcast tells more than just the brutal gory details of horrific acts. I delve into the good, the bad, the difficult, and all the nuance I can find. Because these are the stories that we need to know to understand the intersection of society, justice, and the fascinating workings of the human psyche. Join me every week as I tell some of the most enthralling true crime stories about women who are not just victims, but heroes or villains, or often somewhere in between.

Listen to the greatest true crime stories ever told on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts. Hi, I'm Bob Pipman, Chairman and CEO of iHeart Media. I'm excited to introduce a brand new season of my podcast, Math and Magic, Stories from the Frontiers of Marketing. I'm having conversations with some folks across a wide range of industries to hear how they reach the top of their fields and the lessons they learned along the way that everyone can use.

I'll be joined by innovative leaders like Chairman and CEO of Elf Beauty, Tarang Amin. Legendary singer-songwriter and philanthropist, Jewel. Being a rock star is very fun, but helping people is way more fun. And Damian Maldonado, CEO of American Financing. I figured out the foreign companies have to work hard, then that's magic. Join me as we uncover innovations in data and analytics, the math and the ever important creative spark, the magic. Listen to math and magic on the iHeartRadio app,

Apple Podcasts or wherever you get your podcast. Hey y'all, it's your girl, Cheeky's, and I'm back with a brand new season of your favorite podcast, Cheeky's and Chill. I'll be sharing even more personal stories with you guys. And as always, you'll get my exclusive take on topics like love, personal growth, health, family ties, and more. And don't forget, I'll also be dishing out my best advice

to you on episodes of Dear Cheeky's. It's going to be an exciting year and I hope that you can join me. Listen to Cheeky's and Chill, season four, on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. From the producers who brought you Princess of South Beach comes a new podcast, The Set Up.

The Set Up follows a lonely museum curator, but when the perfect man walks into his life, well, I guess I'm saying I like you. You like me? He actually is too good to be true This is a con I'm conning you to get the Dilama painting. You can do this together Listen to the setup on the I heart radio app Apple podcasts or wherever you get your podcasts Hey, welcome to a brand new second date podcast. It's brick and Jeffrey in the morning. We're so glad you found us

Hey, we want to hear in the comments the worst joke or prank somebody's tried to pull on you during a date. Oh, yeah. Because that is definitely the theme of at least the first half of our second date update today. Like trying to be flirty and it ends up bad. Yeah, yeah.

One time I like, I don't know why, OK, don't get wrong, but I hit a guy's phone out of his hand. And it hit his front tooth and chipped it in a broke. Stop it. Yep. Nope, I'm dead serious. Yeah, yep, yep. In college. Did you end up dating that guy? I did. So, you know, atipped it in a broke. Stop it. Nope, I'm dead serious. Yeah, yep, yep. In college.

Did you end up dating that guy? I did. So, you know, at least it worked out for a little bit. Yeah. Did he dump you after he finally got his tooth fakes and you look better? Yeah, right. That's not why he broke up with you.

Yeah, that's it. That's it. OK. You got a full set. Yeah. All right. Hey, we want to hear your horror story. Put them in the comments.

Thanks so much for being here. Please like, follow, subscribe, share, do all the the things yes, and let's get this second date started second date update You guys know the term double date where you go out on a date along with like maybe a friend of yours who also Has a date with them I think everybody knows what a double date is Yeah, I'm glad that everybody's on the same time, Jeff. I think everybody knows what a double date is. Yeah, so explain it to us. Yeah. I'm glad that everybody's on the same page

because one of our listeners, Justin, went on a different kind of double date where he saw the same girl twice in one night. Oh. What? That is weird. You mean he went on two dates in one night? I don't know if that's the same person.

Yeah, a double date, exactly. Okay, so it's gonna be second date update, then we'd be too close to that. So okay, we'll go with yours. Yeah, it's a different twist on the term. And I'm just curious. It's gonna be second date update and then we'd be too close to that. So, okay, we'll go with yours Yeah, it's a different twist on the term and I'm just curious There you go. Justin. What did she say when you snuck up behind her as she was trying to get into her car? Okay, you double date differently than I do. So I guess start from the beginning of your first part of the day. What's this girl's name? Her name is Tracy.

Tracy. Okay. How'd you arrange the first hangout? We actually met on hinge and we had been chatting for a while and then we decided to go out play mini golf, something that we both were into and you know, it's kind of interactive. It's easy I apologize for my female host. She's not really a fan of fun. No, it's just often people don't describe themselves as into mini golf. You do it but you're not into it. You throw the idea out and people go, oh that sounds fun. But no, it's like, oh my god, I did nine rounds last week. I'm so Justin, would you like to apologize for the way that you worded that to us? Nine rounds last week. I'm so ready for our date. Justin, would you like to apologize for the way that you worded that to us?

I guess when I brought up the idea she was into it, I was into it. That's what I mean. Yeah, we get it. We get it. I just teased you a little bit. We're just going to make this as difficult as possible. So keep going. We'll keep roasting you. Perfect. So we had a good time, honestly. We like played for a while. At one point, I decided to play a joke on her. So when she turned around to putt, I hid behind one of those big mountains that they have

and I was back there for a bit and she was calling my name. You hid from her? I heard her say, did I seriously just get ditched again on a date? Oh, no. Again. That's what I heard her say did I seriously just get ditched again on a date? Happened to her before you can't jump out and yell surprise after she says that So what would you do I felt really bad but was having fun, so I just kind of came out and surprised her. She definitely was a bit put off at first, I think. Yeah.

She started laughing regardless. I think it was a funny moment. She was angry and embarrassed, but it was funny. Well, she must have felt really relieved to find out that she wasn't actually getting ditched. So the only place for the state to go is up from here. Your defense, bro, you didn't know that she had been left on dates before and you were trying to trigger anything. You were just having fun.

Is it funny regardless? Yeah, it was a good attempt. So yeah, like it wasn't really like that thought out. It just kind of was in the moment type of thing. Yeah, obviously she did finally laugh about it. Yeah. After she stopped crying, she laughed about it. What? Wait, she was crying?

No, I'm just kidding. I'm just kidding. Oh, your sense of humor is even darker than mine. Yeah, you're the prankster. All right. So was that like the middle of the night, or did you have a lot of hangout time after that? So after that, we ended up going back to her apartment and we hung out we had some drinks and towards the end She was a bit tired to have a long day

So we just kind of wrapped things up and we plan to see each other again So I went outside I get to my car and I realized someone slashed my car Maybe that she was pranking you back Your tires you have like a crazy ex or something No, not that I know of Slash your tires? Do you have like a crazy ex or something out there? I thought you said it was the first thing I thought. No, not that I know of. Huh, what? So this was random?

I guess so. I didn't know who it was. I mean she could have a crazy ex too. Oh, maybe. Who sees a car in the driveway and... But hopefully not. What was it like going back to her door and telling her what happened? Yeah. First off, she didn't really live in the greatest neighborhood, so at that point, it was kind of like I need to kind of get

out of here. And I didn't want to wait on the sidewalk for AAA or whatever. So I went back there. I mean, she was shocked that it happened. But like she invited me back in. Yeah, I bet she felt so bad. Yeah. I mean, even though it's not her fault, right? Whenever somebody comes over to my house and something bad happens in my neighborhood, I'm like, oh my gosh. Save her someone in my apartment parking garage or car gets hit. Is that happening to both of your girls' neighborhoods? I'm so embarrassed. Okay, so does that mean that you ended up staying the night at her place?

Yeah. Oh, silver lining. But I stayed on the couch. I didn't like stand in the same bed or anything. Okay. Okay. Good. Was everything okay the next morning between you two? Yeah, actually so the next morning triple-a came while we waiting for them to change my tire or whatnot

We had orange juice split a bagel. It was nice actually Yeah, I think him going back into her apartment in the same night That would be the double version of the day Guys I even got a quick kiss before I left. I definitely think it ended on a high You didn't have a toothbrush with you. So that says a lot that she would give you Full throttle, but I got it. Okay, it was a mouth kiss then. Yeah. Oh, God, Jeff.

Well, it could be like a, oh, I feel bad for you forehead sort of kiss. Oh, forehead kiss. Where were you guys thinking? I don't know. You guys are sick. In fact, I need to go like wash my brain out of whatever thoughts you were having. Oh, really? Yeah, it's us that's the problem there.

Yeah, you're poisoning me. And once we're all fresh and clean, we'll come back and do a very clean version of a second date update. I mean, I can't promise that, but fingers crossed. I'm hoping. Keep it clean right after this. Second date update.

If you're just joining us, our listener Justin had his first date end with his car tire randomly getting slashed. So we know he lives in Alexis's neighborhood. But this is not arguing against that. No, no, no, our cars get stolen. All four tires. Yeah. But this specific incident happened outside of his date's apartment. So he kind of turned it into, hey, it's kind of late for me to get a toe right now, so is it cool if I stayed the night? And he did. He even got a kiss the next morning, but ever since then, his date Tracy seems to be avoiding him.

Yeah, which is strange. Was the quick peck that bad? Like I said, he didn't have a toothbrush, so maybe it was. Come on, it can't be morning breath. Everyone gets that. Justin, we don't know. Is there anything that's going through your mind for why Tracy's avoiding you? I mean, I can't really think of it. I liked her. I thought it was a great date. Unless it was like the mini-golf situation, I don't know. Oh, because you tried to prank her at the mini-golf course by hiding behind a mountain for a second?

Not for a second. She thought that she got ditched again. Yeah, do you remember that? Just long enough for her to shed tears Okay, although it did sound like you guys recovered because you didn't go back to her place. She invited you there Yeah, maybe there's just some simple misunderstanding. We're gonna fix Yeah, I mean on this show. It's always like a simple reason an easy Misunderstanding It never gets weird There's a first time for everything Jeff and I am an optimistic person Okay, well let's just dial Tracy and see if she answers okay here we go

Hello? Hey, is this Tracy? Yeah, this is Tracy. Hey. Well, hello. You're so pleasant sounding. I know she is, isn't she? Good morning. Who is this?

Oh, this is Jose. Sorry. Jeff, you did your job, bro. We had a whole show. Oh, yeah. I interrupted. My bad. I was going to let you guess a few times, but.

Don't let her guess. That would be some other show. She likes that game. Yeah. If you don't want to play, you can play. I'm going to let you guess. I'm going to let you guess. I'm going to let you guess. I'm going to let you guess. I'm going to let you guess. I'm going to let you guess. I'm was gonna let you guess few times but

Yeah, if you don't want to play the game I guess we're a radio show we're called Brooke and Jeffrey in the morning, okay Why are you guys calling me? Well, I'm Jeffrey Just tell her why okay Okay, we're not doing that. We're not doing the fun version of this segment today. We're doing the straight down to business version where we ask you why aren't you calling back our friend Justin after you went on a date with him? Okay, I thought you'd explain the segment first. You didn't want to have fun with it.

You didn't have to tear the band-aid off like that. Okay, put the band-aid back on. We're doing a segment, it's a fun one called second date update ooh Hello yes, yes, sorry You know what Jeff lost another one I probably shouldn't be asking any more questions Look ask her something yeah, well we heard you went on a date and now I forgot the guy's face. I should not be talking to him anymore. I don't know how much you know, but there were some really, really sketchy things that happened that night. What do you mean? Whoa. To him, right? I mean, we don't condone people hiding behind mountains

and acting like they ditched you mid-date, if that's what you're talking about. we don't condone people hiding behind mountains and acting like they ditched you mid-date if that's what you're talking about I don't think that's what she was... He did tell us about the mini golf incident It was pretty shady He thought... That's not what I'm talking about Oh I just... I felt like I was lied to

Lied to? Did you catch him in a lie you're saying? I caught him in a lie Oh That's why I've not been calling him back Okay What? Does he know about this? Because... He doesn't know that I know he doesn't know that you know

No He knows what he did, but he doesn't know that I know what he did. Okay. You want to call him out I mean, that's what people tend to want to do when someone lies to them You want to be like no he left the next morning And a couple hours later my apartment manager said he wanted to talk to me And I was really confused because he's never wanted to talk to me about anything before like i'm like am I in trouble? and He told me that there was video surveillance

of justin flashing his own tire what What wait he slashed his own tires so that he could come in I mean it's dark on those surveillance things like no there was a streetlight right over the car and you can see very clearly that it was him the reason my apartment manager contacted me about it is because you could see Justin walk up to my door. Oh This is not gonna look good right now We got a much different version well not a much different But a slightly different version of that story when we talked to Justin about it. She has proof. Yeah Although you can like Photoshop and video edit a lot of weird

Yeah, that's crazy. Although you can like Photoshop and video edit a lot of weird stuff Yeah, I'm sure that's what the manager was doing Some apartment managers are sketchy and we should probably at least hear what Justin has to say about it because he is on the other line right now waiting to talk to you That is so uncomfortable He's on the other line so he's been, he's heard what I said Oh, I'm sorry Yes, we had no idea I don't want to talk to him. Well, we need to at least hear what he has to say about this if he's still there.

Justin, are you there? Do we? Yeah, I'm here. Justin, I'm going to step away and give you the floor here so you can explain yourself. I'm sure there's probably a very good reason for why you did that. A very noble reason. Oh yes, always noble to slash one's own tires. To sleep in Joe's house.

Yes. Justin, go ahead. I didn't see any cameras out there, so honestly that's on me I guess. No! So you did do this? That's your, oh my God! Listen, it was probably one of the best dates I had in a really long time and that's why I did it. I wanted to spend more time together. We got hang out the next week. No, no, no, no.

I had a great time. Hey, you had a great time. It's so disgusting. I can't believe that somebody would actually stoop to that level and slash their own tire. Well, I mean, if it's any consolation, it wasn't cheap. It still cost me $250. I had to replace my damn tire. That's your move. Your move is slashing your own tires Like you don't have confidence enough in your game I just I thought it would make a great story down the line to family reunions or wedding No one in the history of the world has ever thought slashing tires is cute It's like a story for the police maybe I felt really bad about it because this happened in my neighborhood

I felt like it was my fault and now Listening to this and his excuses. I don't care how much money it cost that was really really kind of creepy It's just so manipulative Justin honestly, not really I mean guys do crazy things all the time so they can spend time with girls like not that crazy Have you done this more than once? I'm not a serial tire flasher, all right? I didn't say serial. I said more than once, my man.

I did this one other time, and that was only when we were six months together. So it's not like I've done this a million times. One other time. So the last time it worked to get a long-term relationship is what you're saying. Actually, she was trying to break up with me last time, so it was sort of a different situation.

Okay. You only pull this move out when you're really, really desperate. It's an emergency. Right before the restraining order takes effect. I mean, that's the type of move this is, Justin. Why don't you feel bad? Why haven't you apologized?

Oh, I mean, I'm sorry. Like, it was my tire. Okay, it was my tire. Oh my God. Tracy, I mean, I'm sorry like it was my Tire Tracy you've heard his explanation which was he felt like it was the best state of his life And he just didn't want it to end is there any part of you that feels compassion for him Clearly they need to mark the area better that says this area is under surveillance If you're psycho and planning to slash your own tire Nice warning, you know, it's really really weird and I I just think that you should have spent $250

Maybe taking me on on the date I would have said yes Yeah, like buying flowers doing normal things not psychotic exactly you guys are acting like I committed murder or something I mean I literally flashed my own tire get over it guys. Well that's fair let's give him credit for not murdering on the first day okay he deserves credit for that I can't believe we're looking at murder red flags right now yeah but I'm pretty sure this is one of them. Tracy he's not a murderer so yeah yeah maybe that's enough to give him another chance

The guy who obviously keeps a knife on him for his tires, so I'm sure it's in his car It was a screwdriver Whatever it was unfortunately. I think that this one's definitely no go Furniture for you come on now. You're missing out Listen, I'm pretty crafty. I'm romantic. I got all of it. So... Yeah. Yeah. They had stolen you these flowers. That's why your ex-girlfriend stuck around after those last 10 minutes.

I mean, she stayed around a couple more months after I slashed my tie the last time, so... That's sweet. It buys you time. Because you manipulated her into it. Okay. Justin man, look, I'm sorry. I'm not. Well, Tracy doesn't want to go out with you clearly

This isn't gonna work ever. It won't ever work if you do this. I mean, you're probably 50% right And if you aren't happy with our services to you today just remember Brooks cars the EV Subaru Subaru that's parked underneath our building. Okay, so go to that one. Brooke and Jeffrey in the morning. Man, we gotta write a book on unique ways to woo a woman. No, Jeff. Chapter five, gaining sympathy by slashing your own car tires

and blaming her crappy neighborhood for it. See, I feel like we should also write a book, but the title should be like, How to Spot a Psycho. Yeah. Yeah. Psycho's for dummies, that could be good. Yeah. We'll do the sequel. That's, how to spot a psycho. Yeah. One on one. Yeah. Psychos for dummies. That could be good.

Yeah. We'll do the sequel. That's the sequel to this one. Okay. We can also do dummies for psychos. Yeah. We can switch it. Yeah, you know.

Lot of options here. Oh my God. We're gonna have so many best sellers when we're done writing all this stuff up. But yeah, it didn't work out today. The good news is we do have hundreds of successful phone calls that we have done for other couples.

Yeah, I feel like we can get anyone together. There's like a tire repair woman out there who loves this guy. Yeah. She just didn't hear the break yet. Okay. So text him. Yeah, I think there's a tire shop that loves his idiotic. Absolutely.

And you can find all of our second date updates wherever you get your podcasts on Spotify, Apple, wherever. Type in Brooke and Jeffrey's second date update. Brooke and Jeffrey in the morning. I'm Mary Kay McBrayer, host of the podcast The Greatest True Crime Stories Ever Told. This season explores women from the 19th century to now. Women who were murderers and scammers, but also women who were photojournalists, lawyers, writers and more. This podcast tells more than just the brutal gory details of horrific acts.

I delve into the good, the bad, the difficult and all the nuance I can find. Because these are the stories that we need to know to understand the intersection of society, justice and the fascinating workings of the human psyche. Join me every week as I tell some of the most enthralling true crime stories about women who are not just victims, but heroes or villains, or often somewhere in between. Listen to the greatest true crime stories ever told on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts. My name is Brendan Patrick Hughes,

host of Divine Intervention. This is a story about radical nuns in combat boots and wild haired priests trading blows with J. Edgar Hoover in a hell bent effort to sabotage a war. J. Edgar Hoover was furious. He was out of his mind and he wanted to bring the Catholic left to its knees. Listen to Divine Intervention on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

I am Bob Pipman, Chairman and CEO of iHeart Media. I'm excited to introduce a brand new season of my podcast, Math and Magic, Stories from the Frontiers of Marketing. I'm having conversations with some folks across a wide range of industries to hear how they reach the top of their fields and the lessons they learned along the way that everyone can use. I'll be joined by innovative leaders like chairman and CEO of Elf Beauty, Tarang Amin, legendary singer-songwriter and philanthropist, Jewel. Being a rock star is very fun,

but helping people is way more fun. And Damian Maldonado, CEO of American Financing. I figured out the formula is you have to work hard, then that's magic. Join me as we uncover innovations in data and analytics, the math, and the ever important creative spark, the magic. Listen to Math and Magic on the iHeart Radio app, Apple Podcasts, or wherever you get your podcast.

Hey y'all, it's your girl Cheeky's and I'm back with a brand new season of your favorite podcast, Cheeky's and Chill. I'll be sharing even more personal stories with you guys and as always, you'll get my exclusive take on topics like love, personal growth, health, family ties, and more. And don't forget, I'll also be dishing out my best advice to you on episodes of Dear Cheekies. It's going to be an exciting year, and I hope that you can join me. Listen to Cheekies and Chill, Season 4, on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

I'm Emi Olaya, host of the podcast, Crumbs. For years, I had to rely on other people to tell me my story. And what I heard wasn't good. You really f***ed last night. It felt like I lived most of my life in a blackout. I was trapped in addiction. You had to grab the lamp and smashed it against the walls. And then I decided I wanted to tell my own story.

Listen to Krumz on the iHeart Radio app, Apple Podcasts, or wherever you get your podcasts.