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Jeff
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Brooke
The shadowy world of the Godfather slots.
Jeff
Someday I will call upon you to.
Brooke
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Jeff
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Jose
We got a brand new Awkward Tuesday phone call for you.
Jeff
Yeah.
Jose
Thank you for finding the Second Date update podcast. I know you're like, why isn't there a second date? Well, we do this once a week. It's a little bit different than a second date. Yeah. You know, it's still relationship heavy, but it's not necessarily just romantic relationships. Although today is. Yeah, today very much so is. Yeah. So you'll like it. Yeah, you will. There's some drama involved, some embarrassment, for sure. And we do have some comments, of course. Our lovely Brooke and Jeffrey listeners, we thank you so much for leaving comments. What are you seeing, Alexis? Talia said I finished all the episodes from 2012 and it took me just three months. Wow.
Jeff
Wow. That's a different show.
Jose
That was a long time ago. That's in three months. Did you do anything else? Have you bathed? Are you okay? I'm very concerned about their mental state. Hey, thanks for being with us. And we're gonna get this brand new Awkward Tuesday phone call started right now.
Jeff
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 in a very big padlock.
Jose
Isn't it cute? Padlocks mean love, Jeff. That's why they filled on those bridges and stuff.
Jeff
See, I was trying to use personality. That's what I'm. Yes, one of our listeners might be doing it wrong, too. And she's considering Brooks Way.
Jose
That's right, girl.
Jeff
After what happened when she met a guy at a house party and he literally escaped mid hookup.
Jose
Whoa.
Jeff
You're going to 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.
Danica
It's Tuesday.
Jeff
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?
Jose
Wow. That makes sense. It's okay.
Jeff
Well, in my defense, there's less people on the other side. I didn't think I was going to get caught, that I didn't even realize.
Jose
They carved the other side, Jeff.
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?
Danica
Figuratively, yes, I'm sure we all have.
Jeff
Figuratively. But tell us, where did your strange encounter happen?
Danica
So I was at a house party with a few friends. Ended up meeting this really hot guy. His name's Bennett.
Jeff
Bennett.
Jose
Isn't that a great surprise when your friends know somebody that's hot?
Jeff
Seriously, surprise for you. Okay, so how did you and Bennett start hanging out or whatever you guys did?
Danica
So we were just playing Flip cup. Vibes are great. We're just hanging out, drinking more. We decided to go upstairs.
Jose
Can I pause real quick? You aren't in high school, right? I just want to make sure. I don't know.
Jeff
Why would you?
Jose
It's like, flip cup is happening. You're going upstairs.
Jeff
Never.
Jose
You never age out of that. I know, but you don't, like, go to my friend's bedroom to make out with somebody like that feels like a high school thing to do. Like, why are you going to your house, Danika?
Jeff
You're giving off high school vibes to Brooke right now. Can you mature it up a little bit? I guess.
Jose
Whose bedroom is it that you're going to?
Jeff
Your friends or is it your parents bedroom?
Jose
Thank you, Jose. These are all valid.
Danica
To be fair, it was like this large multi purpose room. They had the projector and they're watching Love on the Spectrum. Like, okay, cute.
Jose
All your friends are watching a show together.
Jeff
You guys do house parties a lot differently than I would do.
Jose
A lot happening there. Yeah, Flip cup. Love on the Spectrum. We're doing it all.
Jeff
It's like a pick your own adventure party. One room, we're Netflix. In the other room we're actually raging. Yeah, do whatever works for you.
Danica
Pretty much.
Jeff
Okay, still sounds like a vibe. So it sounds like, is there a romantic vibe going on with you and Bennett at the moment?
Danica
Totally. Everything's super flirty. I mentioned. Hey, I'm just going to run up to the bathroom, go to the second floor bathroom. Next thing I know, and I open the door and he's right there. It's kind of just like, you know, like the look and the.
Jeff
Is that like perfect? Like you wanted that? Because it could seem a little eager if you weren't expecting him yeah, you open the door? Yeah. You're like, whoa, cute guy. But you're like, right? I'm also in the passenger seat of your car when you ready to leave.
Danica
I mean, I was a little bit surprised, but honestly I was a little bit buzzed, so I was into it.
Jose
Okay. And it's a good sign. Like, he's trying to find like a private place to have a quick one on one meeting.
Jeff
Yeah, it's a nice way to say it.
Jose
I don't know how to say it. Try to keep it friendly.
Jeff
How did your business meeting in the bathroom go?
Danica
So he comes in and close the bathroom. We start hooking up.
Jose
And see, there's a meeting I was.
Jeff
Talking about just like the meetings we have here at work too. I'm sure that's only you and me, Jeff. None of it sound awkward yet.
Danica
No, it's at one point. So at one point though, we're hooking up and we can hear people outside in the hallway. And there's people though, like, looking for him. Like they're calling his name.
Jose
Oh, I thought you said girl banging on the door that needs to puke.
Jeff
At this party and not realize.
Danica
I mean, after what happened, I wish that's what was going on. So I'm kind of laughing, right? Being like, oh, haha. Like we're caught. We're consenting adults making the bathroom.
Jeff
It's not that big of a deal.
Danica
But his reaction is so different.
Jeff
What are you doing?
Jose
Yeah, what was his reaction?
Danica
He just starts freaking out and he puts his fingers up to his lips and he's like, shh.
Jose
Oh no, be quiet.
Jeff
Oh God.
Jose
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?
Danica
I thought he was joking until all of a sudden he started panicking and he's like, I gotta get out of here. But instead of walking out the door, he opens. Opens the bathroom window and climbed out into a tree.
Jose
Wow. Wait, you're on.
Jeff
Brooke is right here.
Jose
You're on the second floor. He's willing to risk falling out. Oh, God.
Jeff
Climbing down. Okay. Anything? I was in a frat house and that's a totally typical way to exit a bathroom, especially if you destroy it in there. Jeff would be in the bathroom, be like, I gotta pee and then leave to go outside. Like, I hate to defend him in this situation, but there could be an explanation for it.
Jose
She's not at a frat party, Jeff.
Jeff
Well, it sounds pretty close. Okay, yeah, no, I mean, objectively, it's a weird look.
Jose
Gotta say that.
Jeff
Yeah.
Jose
So he escapes out the bathroom window. Do you see him again?
Danica
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.
Jeff
Yeah, he did.
Danica
Anywhere.
Jeff
Weird out. I wonder. So now my. My problem is what could it not be? Like, we. I now I think it's the girlfriend. Like, what could the excuse. Maybe he does all.
Jose
Someone you have to be gossiping with your friends who are hosting the at this point, right? Like, what did they say?
Danica
Oh, I'm like, it vibes are ruined. I'm leaving the party. Twenty 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.
Jeff
Up there.
Danica
He was in the freaking tree the whole time. What if he was waiting for you.
Jose
To come around and help him down?
Jeff
Or waiting for you to go back into the bathroom and let him back in through the window so you could continue what you started?
Jose
You guys are heartless. Is he okay?
Jeff
Yeah, who cares?
Danica
I wish knew. I got his number from my friend to text him to see if he was okay. Not answering. Completely ghosted me.
Jeff
Maybe he broke his hands on the phone. Oh, yeah, that's easier. Yeah.
Jose
You know, you run the risk that this guy doesn't even remember you. Like, if he was drunk enough to crawl out of a window and hang in a tree. Like, that's a good point too.
Jeff
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?
Danica
I kind of want 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. I kind of want to know all the above.
Jeff
And is he okay from his calling?
Jose
Question from anyone.
Jeff
That's point number four. We'll get to it.
Jose
Maybe five.
Jeff
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.
Danica
It's Tuesday.
Jeff
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. Getting away from the food.
Jose
They don't get away. They are the food. Jose, I think you're missing them.
Jeff
That's what happened to one of our listeners, Danika, after she had a little bathroom rendezvous during a house party. But when the guy's friends came knocking on the door looking for him, he panicked and climbed out the second story window into a tree.
Jose
Yeah, and then later, after she left the party, fell out of said treat. Like that is so important to this story.
Jeff
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.
Jose
I think it's weird that all of her friends said that he's single, because I thought for sure he was escaping because he was in a relationship, some kind of drama.
Jeff
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.
Danica
I want to know what happened and if he still feels the same way. I would love to.
Jeff
Okay.
Jose
Yeah.
Jeff
Well, maybe Brooke has some good advice for you. Brooke?
Jose
What do you think that's key. Is that you need to come at this fun and flirty, not accusatory.
Danica
Okay?
Jose
Do you see what I'm saying?
Jeff
Example for her.
Jose
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, make it fun. Like, you want to be part of the story, not what happened to you. Why did you leave me?
Jeff
Yeah. Aggressive.
Jose
You just got to be careful on that one.
Jeff
Okay? Keep. 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. Okay, Turn it into a little open mic night on the awkward Tuesday.
Jose
Are you?
Jeff
And that'll keep it light and flirty, just like Brooke said.
Jose
And maybe not get you a second date, but that's okay.
Danica
I was gonna say, I don't want to kill the mood.
Jose
Kill the mood?
Jeff
You're making a mood.
Jose
What do you mean?
Jeff
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, but 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.
Danica
Oh, my gosh. Okay. Thank you.
Jeff
Hopefully he picks up.
Jose
But hopefully he remembers you, Jeff. Like, that's what I'm working on.
Jeff
Oh, my God, that would be devastating. Like, if he's.
Jose
Like, who is this?
Jeff
Oh, my gosh. All right, let's not waste any more time. I'm dialing it right now.
Brooke
Hello?
Danica
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.
Brooke
Okay.
Danica
I just want. I wanted. I heard you fell out of a tree. Are you okay?
Brooke
I'm okay. I was a little embarrassed, but I'm okay. What's up? I kind of need to get going.
Danica
Well, I'm relieved you're okay.
Jeff
I just.
Danica
I don't know. I texted you that night just to see how you were and.
Brooke
Yeah, I got your text. I don't know what to say. Sorry.
Danica
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.
Brooke
Yeah.
Danica
Yeah, if you're seeing someone else, I mean, like, I get it. I probably would want to get caught either, like.
Brooke
No, no, no, no. I just. Just didn't want to have happen what happened the last time when I was doing something when I was drunk. I just didn't want that to happen.
Danica
Again the last time. What does that mean?
Brooke
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, somebody must leak it to her or something. And then she winds up sending all of those videos to my whole extended family. It's so embarrassing.
Danica
Yeah, I mean, I guess that's totally weird and a reason. Are you drinking right now?
Brooke
Yeah. I mean, I had a couple of beers. That's about it.
Danica
Okay, so you and I had a.
Brooke
Couple of shots of whiskey.
Danica
Anything else?
Brooke
Well, you know, I took a couple of hits, too, so.
Danica
Cool. Well, sounds like a party.
Jeff
Awkward. Hold on, let him finish. I'm jealous. What did you hold? Oh, God.
Brooke
What's going on?
Jose
I don't think you're gonna understand. Even if we tell you bad, we're.
Jeff
Asking the same question.
Danica
I think I would like to know the same thing.
Jeff
I don't know if you. Who knows if you're gonna remember this conversation, Bennett, but you're on the radio right now with a show called Brooke and Jeffrey in the Morning. Yeah.
Brooke
Kidding me. Oh, my God. My mom listens to these stations. She's gonna hear this crap.
Jose
Why are you so concerned about your mother?
Brooke
Why do you think I'm drinking?
Jose
So you and Jeffrey have more in common than I realized.
Jeff
Been there, bro. Yeah, that's for sure. Okay, this is a segment that we do. I don't know. It's okay. It's called the Awkward Tuesday Phone Call. Danika is a listener to our show, and she was really worried about you after you climbed out the window at that party.
Brooke
Well, that whole plan backfired on me anyway, because somebody got a video of me falling out of the damn tree.
Jeff
No, that was the whole thing. You were trying to avoid getting filmed.
Brooke
Somebody leaked that video to my mom, and that bullsh t got out there.
Jose
I don't know if I was Danica, if I would feel better or worse about this whole situation, why I would.
Danica
Take the cheating at this point rather than the mommy.
Jose
Exactly.
Danica
Why are they trying to out you? Like, what? I know it is weird of your.
Jose
Friends, and, like, at any point, were you actually interested or attracted to her?
Brooke
Sure, I would love to, but I don't know if I can go out with anybody because my mom grounded me.
Jeff
Wait, after she saw the video, you got grounded? Didn't we say we're not in high school?
Jose
I. I told you this was a valid question at the beginning of this call. Bennett, are you an adult man?
Brooke
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.
Jose
It's one of those parents under my roof. My rule.
Jeff
This is making sense. Why you don't want the videos leaked out? Because there's a lot on the line for you.
Brooke
You guys have absolutely no ide she gives me at breakfast after starting the day.
Jeff
Well, she probably saw the video of him falling out of the tree late that night, so I brought it up over pancakes. She's like, sit down. We need to talk.
Jose
I don't know if Danica, after she got her answers, is still interested in that.
Jeff
Yeah, I don't think.
Danica
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, sure.
Jeff
Well, that's the alcohol talking, by the way. And the things he smoked. Yeah, and his and his mother.
Jose
Again, there's a lot of red flags here. Okay, well, more than there was somehow, even at the party.
Danica
This is giving me a lot of clarity.
Jeff
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?
Danica
Have you heard anything he says he may fall on?
Jeff
I meant physically. He's on a harm.
Brooke
Hey, you know, I'm on the phone. I can hear what you guys are saying about me, you know?
Jeff
You have a headache.
Jose
Well, he's drank so much booze, how could he not?
Jeff
I mean, we'll talk later.
Jose
It sounds like you maybe need to lay off the party in a little bit there.
Brooke
Yeah, I'm not getting any younger. What's your name?
Jose
No.
Jeff
Oh.
Danica
Oh, my God.
Jose
No. No. My name's Alexis.
Jeff
You said to be flirty, but I thought Danica was supposed to be the flirty one.
Danica
Not you have Adam.
Jeff
You know, I. Danica, you got your answers that you were looking to get from Bennet. At least most of them we didn't get to the final one about the possibility of you and Bennett reconnecting in the future. Oh, man. That's for a future. Awkward Tuesday phone call. We'll call you back when you wake up from your nap, okay?
Brooke
Bennett, how do you know it's almost nap time? You guys got cameras on me now?
Jose
Wow.
Danica
I can pick them. Wow.
Jose
Brooke and Jeffrey in the morning.
Jeff
Step into the world of power, loyalty and luck. I'm gon make him an offer he can't refuse with family. Cannolis and spins mean everything. Now you want to get mixed up in the family business. Introducing the godfather@champacasino.com test your luck on the shadowy world of the Godfather slots. Someday I will call upon you to.
Brooke
Do a service for me.
Jeff
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O.Com you're listening to an iHeart podcast.
Episode Title: Awkward Tuesday: Guy In A Tree
Release Date: May 13, 2025
Host/Author: iHeartPodcasts
In this engaging episode of Brooke and Jeffrey: Second Date Update, hosts Jeffrey and Brooke, along with co-host Jose, dive into another listener's relatable and hilariously awkward dating experience. The episode, titled "Awkward Tuesday: Guy In A Tree," explores the unexpected twists that can occur during what was intended to be a simple second date.
The episode centers around a listener named Danica, who shares her perplexing experience after meeting a man named Bennett at a house party.
Meeting at the Party:
Danica narrates how she met Bennett while playing Flip Cup at a vibrant house party. The atmosphere was lively, with activities ranging from drinking games to watching "Love on the Spectrum."
Danica: “So we were just playing Flip cup. Vibes are great. We're just hanging out, drinking more. We decided to go upstairs.”
(Timestamp: 05:23)
The Bathroom Encounter:
The night took an unexpected turn when Danica excused herself to use the bathroom. Upon opening the door, she found Bennett inside, leading to a spontaneous hookup.
Jeff: “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 in a very big padlock.”
(Timestamp: 03:37)
The Tree Incident:
As Danica and Bennett continued their intimate moment, they were interrupted by others seeking Bennett in the hallway. In a panicked attempt to avoid being caught, Bennett climbed out of the bathroom window and into a nearby tree, leaving Danica confused and concerned.
Danica: “She thought he was joking until all of a sudden he started panicking and he's like, I gotta get out of here. But instead of walking out the door, he opens the bathroom window and climbed out into a tree.”
(Timestamp: 08:29)
Aftermath and Ghosting:
After the party, Danica discovered that Bennett had fallen from the tree and subsequently ghosted her, leaving her without any communication or explanation.
Danica: “I got his number from my friend to text him to see if he was okay. Not answering. Completely ghosted me.”
(Timestamp: 10:10)
Jeff, Brooke, and Jose provide their insights and humorously dissect Danica's predicament, offering both empathy and lighthearted commentary.
Possible Reasons for Bennett's Behavior:
The hosts speculate on Bennett's sudden flight, pondering whether he had a hidden side or was dealing with personal issues. Jeff humorously suggests,
Jeff: “Maybe he broke his hands on the phone.”
(Timestamp: 10:17)
Advising Danica:
They emphasize the importance of approaching the situation with a fun and flirty demeanor rather than being accusatory.
Brooke: “What do you think that's key. Is that you need to come at this fun and flirty, not accusatory.”
(Timestamp: 12:32)
Encouraging Positivity:
The hosts encourage Danica to maintain a positive outlook, suggesting that humor can be an effective tool in reconnecting with Bennett.
Jeff: “And 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.”
(Timestamp: 12:13)
In a pivotal and entertaining segment, the hosts facilitate a staged phone call between Danica and Bennett to explore the awkwardness further.
Initiating the Call:
Jeff begins the call, introducing the scenario and setting the stage for the awkward interaction.
Jeff: “I don't know if you're gonna remember this conversation, Bennett, but you're on the radio right now with a show called Brooke and Jeffrey in the Morning.”
(Timestamp: 16:45)
Bennett's Reaction:
Bennett, portrayed with humorous hesitance, reacts to the unexpected radio call, revealing layers of embarrassment and personal struggles.
Brooke as Bennett: “I'm okay. I was a little embarrassed, but I'm okay. What's up? I kind of need to get going.”
(Timestamp: 14:42)
Revelations During the Call:
Through the conversation, it's uncovered that Bennett's awkward exit was partly due to past experiences where his friends leaked embarrassing moments, leading to unwanted family involvement.
Brooke as Bennett: “No, no, no, no. I just... didn’t want that to happen.”
(Timestamp: 15:22)
Conclusion of the Call:
The call ends without resolving the tension, leaving Danica with more questions and the hosts to ponder the complexities of modern dating.
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.”
(Timestamp: 20:08)
The episode wraps up with a reflection on the intricacies of dating in the digital age, emphasizing the unpredictability of human interactions and the importance of communication.
Hosts' Final Thoughts:
The trio reiterates the value of approaching dating mishaps with humor and grace, encouraging listeners to embrace awkward moments as learning experiences.
Jeff: “This is an 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.”
(Timestamp: 17:11)
Looking Forward:
They tease future episodes and encourage listeners to share their own awkward date stories, promising more entertainment and advice in upcoming shows.
Jeff on Personality in Relationships:
Jeff: “See, I was trying to use personality. That's what I'm. Yes, one of our listeners might be doing it wrong, too. And she's considering Brooks Way.”
(Timestamp: 03:57)
Danica on Handling Embarrassing Situations:
Danica: “I'm kind of laughing, right? Being like, oh, haha. Like we're caught. We're consenting adults making the bathroom.”
(Timestamp: 07:00)
Jose on Maintaining a Friendly Tone:
Jose: “What do you think that's key. Is that you need to come at this fun and flirty, not accusatory.”
(Timestamp: 12:35)
Brooke on Parental Oversight:
Brooke as Bennett: “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.”
(Timestamp: 18:18)
Brooke and Jeffrey: Second Date Update masterfully blends humor with genuine advice, making listeners feel both entertained and understood. In "Awkward Tuesday: Guy In A Tree," the hosts navigate the delicate balance between lighthearted banter and meaningful guidance, offering invaluable insights into the often unpredictable world of dating.
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