Brooke and Jeffrey: Second Date Update - Awkward Tuesday: Guy In A Tree

Episode Date: May 13, 2025

One of our listeners met a guy at a house party and says he ESCAPED mid-hookup and she hasn't heard from him since! You’ll hear what happened and why she NEEDS to get in contact with him during a brand new Awkward Tuesday phone call!See omnystudio.com/listener for privacy information.

You're listening to an iHeart podcast. We asked parents who adopted teens to share their journey. We just kind of knew from the beginning that we were family. They showcased a sense of love that I never had before. I mean, he's not only my parent, like he's like my best friend. At the end of the day, it's all been worth it. I wouldn't change a thing about our lives. Learn about adopting a teen from foster care.

Visit adoptUSkids.org to learn more. Brought to you by AdoptUSkids, the US Department of Health and Human Services, and the Ad Council. The email man, I'm La Gata, the culture's favorite reggaeton historian, music colleague, a public scholar, and recording artist. Yes, that means I've done the work.

On my show, the Reggaeton con la Gata podcast, I'm not only talking to Florin Hennon, who has the number one reggaeton track in the world right now. I'm also going to be on Perreo to speak with music innovators like Rainao, who is known for her media rockera tracks and collaborating with artists like Bad Bonnie. We're also giving you the culture breakdown straight from the source. Listen to Reggaeton con la Gata on the iHeartRadio app, Apple Podcasts podcast or wherever you get your podcasts. I've seen a lot of stuff over 30 years, you know, some very despicable crime and things that are kind of tough to wrap your head around. And this ranks right up there

in the pantheon of Rhode Island fraudsters. I've always been told I'm a really good listener, right? And I maximized that while I was lying. Listen to deep cover, The Truth About Sarah, on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts. This season of Revisionist History, we're investigating everything from the secret behind

the perfect nooks and crannies in Thomas's English Muffins to the merits of Paw Patrol against its critics. There's some things that really piss me off when it comes to Paw Patrol. It's pretty simple. It sucks. My son watches Paw Patrol. I hate it. Everyone hates it, except for me. Listen to Revisionist History 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. When you finally meet someone you really like, how do you get them to stick around? I wouldn't know, Jeff. I know Brooke's preferred method of keeping a man is an electrified security gate and a very big padlock. Yes. Isn't that cute? Oh.

Padlocks mean love, Jeff. That's why they build on those bridges and stuff. See, I was trying to use personality. That's what I'm doing wrong. Yes. One of our listeners might be doing it wrong too, and she's considering Brooke's way. That's right, girl.

After what happened when she met a guy at a house party and he literally escaped mid hookup. Whoa. You're gonna hear what happened and why she needs to get in contact with him during a brand new Awkward Tuesday phone call. It's coming up next. It's Awkward.

It's Tuesday. It's Awkward Tuesday phone call. It's awkward Tuesday phone call. The people in this room are no strangers to romantic encounters that end in total disaster. Why do you think I'm banned from three minor league baseball parks, two Wendy's in the Midwest, and the entire backside of Mount Rushmore? Wow, that makes sense. It's okay. Well, in my defense, there's less people on the other side. I didn't think I was going to get caught that day. I didn't even realize they carved the other side, Jeff.

They don't. I think they all have ponytails. I was doing most of the carving back there, but I just, I don't bring all that up just to brag. I say it because one of our listeners reached out after she had a bizarre romantic encounter that left her feeling very confused. So Danica, before we get into this, have you been to the backside of Mount Rushmore? Figuratively, yes, I'm sure. We all have, figuratively.

But tell us, where did your strange encounter happen? So I was at a house party with a few friends. I ended up meeting this really hot guy named Bennett Oh Bennett, isn't that a great surprise when your friends know somebody that's hot? Yes Surprise for you. Okay. So how did you and Bennett start hanging out or whatever you guys did? So we were just playing flip cup vibes are great. We're just hanging out drinking more You guys go upstairs. Can I pause real quick? You are in high school, right? Flip Cup vibes are great. We're just hanging out drinking more besides the book stairs Pause real quick you are in high school, right? I just make sure I don't know Why would you like flip cup is happening? You're going upstairs

Never you never age out of that Go to my friend's bedroom to make out with somebody like that feels like a thing to do Why are you going to your own house Danica? You're giving off high school vibes to book right now. Can you mature it up a little bit? I guess whose bedroom is it that you're going? Yes, or is it your parents? To be fair it was like this large multi-purpose room. They had the projector and they're watching well in the spectrum like okay cute You guys do house parties a lot differently than I would do house parties. You know, a lot happening there. Flip cup, love on the spectrum.

Sure. It's like a pick your own adventure party. You do. One room we're Netflixing, the other room we're actually raging. Yeah, do whatever works for you. Pretty much. Okay. It still sounds like a vibe.

So it sounds like, is there a romantic vibe going on with you and Bennett at the moment? Totally everything super flirty. I mentioned that hey, I'm just gonna run up to the bathroom Go to the second floor bathroom next thing. I know no open the door and he's right there It's kind of like, you know Perfect like you wanted that because it could seem a little eager if you weren't expecting I'm also in the passenger seat of your car. I mean I was a little bit surprised but honestly I was a little bit But I was into it It's a good sign like he's trying to find like a private place to have a quick one-on-one meeting

Yeah, it's a nice way to say Business meeting in the bathroom go? So he comes in and closes the bathroom and we start hooking up. See there's a meeting I was talking about. Just like the meetings we have here at work too I'm sure. None of it sounds awkward yet. No it's at one point though we're hooking up and we can hear people outside in the hallway and there's people that are like looking him, like they're calling your name. Oh, I thought you were saying a girl banging on the door that needs to puke. Oh. You know, so what do you mean, Alexis?

Alexis may have been at this party and not realize. I mean, after what happened, I wish that's what was going on. So I'm kind of laughing, right? Thinking like, oh, ha ha, we're caught. We're consenting adults making a bathroom. It's not the biggest deal. Yeah. But his reaction is so different. Uh oh.

What do you mean? Uh oh. What was his reaction? He just starts freaking out and he puts his fingers up to his lips and he's like, shh. Oh no. Be quiet. Oh my God. I mean, we all think that he's in a relationship and it's his girlfriend looking for him, right?

Like, isn't that exactly where your mind went? I thought he was joking until all of a sudden he started panicking. And he's like, I got to get out of here. But instead of walking out the door, he opens the bathroom window and climbs out into a tree. Oh, wait, you're right. You're on the second floor. He's willing to risk falling out.

Oh, God. Climbing down. OK. Anything. I was in a frat house, and that's a totally typical way to exit a bathroom Destroyed in there And then leave to go outside like I hate to defend him in this situation But there could be an explanation she's not a frat party Jeff well Okay, yeah, no I mean objectively it's a weird look. Gotta say that. So he escapes out the bathroom window. Do you see him again?

Well, so I walk out of the bathroom because people are banging on the door. I come out, play dumb, I'm just like, I don't know, I hadn't seen him. I just came up to pee. Go back downstairs, go to look for him. Nowhere to be found. Like I can't find him anywhere weird So now my problem is what could it not be like we I now I think it's the girlfriend like what could be excuse Maybe he does all someone you have to be gossiping with your friends who are hosting the party at this point, right?

Like what did they say? Oh, I'm like get vibes a ruin. I'm leaving the party 20 minutes later I get a text from my friend being like, oh you missed it. Some dude just fell out of a tree leaving the party 20 minutes later. I get a text from my friend being like oh you missed it Some dude just fell out of a tree outside the party He was in the freaking tree the whole time To come around and help him down or waiting for you to go back into the bathroom and let him back into the window So you could continue what you started? Heartless is he okay? Yeah, who cares? I wish I knew I got his number from my friend to text him to see if he was okay

Not answering completely go to maybe he broke his hands on the phone You know you run the risk that this guy doesn't even remember you like if he was drunk enough to go out of a window hang in a tree, like, so this is an awkward Tuesday phone call. You've called us seeking some sort of advice in this situation. What are you hoping to do with your call here? I feel all of it. Like, what was that? Why did he just dip and just climb on this tree? How come he hasn't been returning my calls? And like, are we gonna see each other again? I don't know all the above. And is he okay from his call? No, it doesn't seem like that was an important question from anyone.

That's point number four. We'll get to it. Maybe five. But we'll think of some good advice to give you before we come back and let you do your Awkward Tuesday phone call right after this. It's Awkward. It's Tuesday. It's awkward. It's Tuesday. It's awkward Tuesday phone call. Some hookups end with a little kiss, snack,

and a polite request to sign an NDA. But others end with a grown man scrambling out of a bathroom window. Like a raccoon escaping one of Brooke's backyard barbecues That's what happened to one of our listeners Danica after she had a little bathroom rendezvous during a house party

But when the guys friends came knocking on the door looking for him he panicked and climbed out the second story window into a tree. Yeah and then later after she left the party fell out of said tree. That's like that is so important to this story. It became the talk of the party kind of. Totally and the weird part though is now that she's been texting him, every text has gone unanswered. So she doesn't know if he's okay, why he tried to escape out the window. I think it's weird that all of her friends said that he's single. Cause I thought for sure he was escaping

cause he was in a relationship. That's why she needs our help getting those answers. And if this goes well, Danica, you said you would still be interested in hanging out with Bennett again I don't know what happened and if he still feels the same way I would love to okay Yeah, well, maybe Brooke has some good advice for you. What do you think? I mean, I think that's key is that you need to come at this fun and flirty not accusatory

Okay, do you see what I'm saying? Example for her. Well, it's like oh my god I heard and you were the talk of the party like wasn't that wild? You know like I make it fun like you want to be part of the story not what happened. Yes Why did you leave me? You just gotta be careful on that one. Okay, keep it light and flirty Jose. What do you think? Well, I like your advice because I think to keep it fun light and flirty You should tell them some tree jokes to immediately lighten

the mood. Right? Like, boy, was that party crazy, especially when you had to make like a tree and leaf joke. Okay, turn it into a little open mic night on the awkward Tuesday. And that'll keep it light and flirty, just like Brooke said. And maybe knock you a second date, but that's okay. I don't want to kill the mood.

You're making a mood. What do you mean? Maybe you lead with the flirtatiousness and you sprinkle in the humor if you're in a panic and you need to help yourself out there. Okay. That's your advice. You can use it however you feel fit, but we're ready to help you. We're gonna step away and let you make your awkward Tuesday phone call. Oh my gosh.

Okay. Thank you. You got this. Hopefully he picks up. Hopefully he remembers you, Jeff. That's what I'm phone call. Oh my gosh, okay, thank you. You got this. Hopefully he picks up. Hopefully he remembers you, Jeff. Like, that's what I'm working on. Oh my gosh. I'm so concussed. That would be devastating.

Like, if he's like, who is this? Oh my gosh. All right, let's not waste any more time. I'm dialing it right now. Oh. Oh. Oh. Oh.

Hello? Hey, is it Bennett? Yeah. Hey Bennett, it's Danica. From the house party last week. Oh. Yeah, Alice's friend we met went to the second floor bathroom. Okay. Um, I just want, I wanted, I heard you fell

out of a tree. Are you okay? I'm okay. Um, I was a little embarrassed, but I'm okay. Um, what's up? I kind of need to get going. Um, well, I'm relieved you're okay. I just, uh, I don't know. I texted you that night just to see how you were and. Yeah, I got your text. I don't know what to say.

Sorry. Um, okay. I mean, it's kind of weird you're like avoiding me after all that stuff we did in the bathroom. I thought we were having a good time. Yeah. Yeah. If you're seeing someone else, I mean like, I get it. I probably would want to get caught either. Like, no, no, no, no. I, I just, I just didn't want to have happened. What happened the last time when I was doing doing something when I was drunk, I just didn't want that to happen again. The last time?

What does that mean? My friends always do this to me when I drink. They find me doing something crazy or stupid or dumb, and then they film it and they share it to group chats and then somehow my mom always finds it somehow. Okay. There was somebody in my guitar or something and then she winds up sending all of those videos to my whole extended family.

It's so embarrassing. Yeah, I mean, I guess that's totally weird and a reason. Are you drinking right now? Yeah, I mean, I had a couple of beers. That's about it. Okay. So you and I had a couple of shots of whiskey. Anything else? Well, you know, I took a couple of hits too, so. Cool. Well, sounds like a party. What? Hold on, let him finish.

I'm jealous. What did you hope? Oh, God. What's going on? I don't think you're going to understand even if we tell you, Ben. Yeah, bro. We're asking the same question, I think. I would like to know the same thing.

I don't know if you... Who knows if you're going to remember this conversation, Bennett, but you're on the radio right now with a show called Brooke and Jeffrey in the morning. Yeah. Kidding me. Oh my God. My mom listens to these stations. She's going to hear this crap. Why are you so concerned about your mother?

Why do you think I'm drinking? Because you're drunk! So you and Jeffrey have more in common than I realize. Been there bro, yeah. Okay, this is a segment that we do. I don't know if- Oh man. No, it's okay. It's called the Awkward Tuesday Phone Call.

Danica is a listener to our show and she was really worried about you after you climbed out the window at that party. Well, that whole plan backfired on me anyway because somebody got a video of me falling out of the damn tree. No way! That was the whole thing you were trying to avoid was getting filmed? Somebody leaked that video to my mom and that bullsh** got out there. Oh no. I don't know if I was Danica if I would feel better or worse about this whole situation. Why? I would take the cheating at this point rather than the mom cheating.

Exactly. Like why are they trying to out you? I don't know, it is weird of your friend. And like at any point were you actually interested or attracted to her? Sure, I would love to but I don't know if I can go out with anybody because my mom grounded me. Wait, after she saw the video you got grounded grounded didn't we say we're not in high school I I told you this was a valid at the beginning of this call Are you an adult man? You know I am an adult man. I've got a job I

live with my mother and Unfortunately, she controls a lot of stuff in my life And unfortunately, she controls a lot of stuff in my life This is making sense why you don't want the videos leaked out because there's a lot on the line for you You guys have absolutely no idea how much she gives me at breakfast Probably saw the video of him falling out of the tree late that night, so brought it up over pancakes. She's like, sit down, we need to talk. I don't know if Danica, after she got her answers, is still interested in that. Yeah, I don't think it.

You know what? I may have been drinking more than I thought that night. Yeah. I can handle someone having to live at home, I get it, times are tough, but I'm sorry. You asked him how he felt about me, and he said sure Well, that's the alcohol talking by the way Okay well more than there was somehow even at the party A lot of clarity yeah, but I think Danica the good news is we found out that Bennett is okay after his fall. That must make you feel good. Is he though? Have you heard anything he said?

Well, he may fall on his head. We didn't think about it. He can cause... I meant physically, he's unharmed. Hey, you know, I'm on the phone. I can hear what you guys are saying about me. Oh, okay. You know, we have a headache. Well, he's drank so much booze it sounds like you maybe need to lay off the party in a little bit there I'm not getting any younger what's your name no oh my god no no my name is Alexis you said to be flirty but I thought Danica

was supposed to be the flirty one you not you. Have at him, have at him. I guess Danica, you got your answers that you were looking to get from Bennett, at least most of them. We didn't get to the final one about the possibility of you and Bennett reconnecting in the future. Yes! Oh, maybe that's for a future Awkward Tuesday phone call. We'll call you back when you wake up from your nap, okay Bennett? How do you know it's almost nap time? You guys got cameras on me now? Wow, I can pick them. Wow.

Brooke and Jeffrey in the morning. Here's the deal. We gotta set ourselves up. See, retirement is the long game. We gotta make moves and make them early. Set up goals. Don't worry about a setback. Just save up and stack up to reach them. Let's put ourselves in the right position. Pre-game to greater things. Start building your retirement plan at thisispretirement.org. Brought to you by AARP and the Ad Council.

That's the fun part about being an artist, that you need to have the patience for finding your pen. I'm La Gata, the culture's favorite reggaeton historian and musicologist. On an episode of my show, the Reggaeton con La Gata podcast, I sit down with Goldie, a Boricua reggaetonera who's demanding her place in the male-dominated music industry. That's the game, like who stays and who leaves, you know? Listen to Reggaeton con La Gata on America's number one podcast network, iHeart. Follow Reggaeton Cuella Gata and start listening on the free iHeart radio app today. I've seen a lot of stuff over 30 years, you know, some very despicable crime and things that are kind of tough to wrap your head around. And this ranks right up there in the pantheon of Rhode Island fraudsters.

I've always been told I'm a really good listener, right? And I maximized that while I was lying. Listen to Deep Cover, the truth about Sarah on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts. This season of Revisionist History, we're investigating everything from the secret behind the perfect nooks and crannies in Thomas's English Muffins to the merits of Paw Patrol against its critics.

There's some things that really piss me off when it comes to Paw Patrol. It's pretty simple. It sucks. My son watches Paw Patrol. I hate it. Everyone hates it, except for me. Listen to Revisionist History 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 iHeart Radio app, Apple Podcasts, or

wherever you get your podcasts. You're listening to an iHeart Podcast.