Brooke and Jeffrey: Second Date Update - Second Date Update: Love At First Flight

Episode Date: June 19, 2024

Just when you thought nothing good happens on airplanes anymore, one of our listeners met a woman on a flight and his story about might inspire everyone listening!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 Gemini's 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.

Catch Jon Stewart back in action on The Daily Show and in your ears with The Daily Show Ears Edition podcast. From his hilarious satirical takes on today's politics and entertainment to the unique voices of correspondents and contributors, it's your perfect companion to stay on top of what's happening now. Plus, you'll get special content just for podcast listeners, like in-depth interviews and a roundup of the week's top headlines. Listen on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

Happy holidays from me, Michael Rappaport. And my gift to you is a free subscription to the I Am Rappaport Stereo Podcast, where I discuss entertainment, sports, politics, and anything and everything that catches my attention. I am here to call it as I see it. And there's a whole lot of things catching my eyes these days. Listen to the I Am Rappaport Stereo Podcast on the iHeartRadio app, Apple Podcasts, and wherever you get your podcasts. Welcome to My Legacy. I'm Martin Luther King III, and together with my wife, Andrea Waters King, and our dear

friends, Mark and Craig Kilberger, we explore the personal journeys that shape extraordinary lives. Join us for heartfelt conversations with remarkable guests like David Oyelowo, Mel Robbins, Martin Sheen, Dr. Sanjay Gupta, and Billy Porter. Listen to My Legacy starting January 20th on MLK Day on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. The forces shaping markets and the economy are often hiding behind a blur of numbers. So that's why we created The Big Take from Bloomberg Podcasts, to give you the context you need to make sense of it all. Every day in just 15 minutes, we dive into one global business story that matters.

You'll hear from Bloomberg journalists like Matt Levine. A lot of this meme stock stuff is, I think, embarrassing to the SEC. Follow The Big Take podcast on the iHeartRadio app, Apple Podcasts, or wherever you listen. Second Date Update. I always thought

meeting someone on an airplane was so 2014. Oh my God, you literally just rolled your eyes. Why did you go? 10 years ago. But we've actually had a couple people reach out saying that it's happened

to them recently. Yeah, I always think it's amazing. Now, one guy we couldn't use because he was like, hey, you want my peanuts? And turns out he wasn't talking about his in-flight snack. That was something else. We get pretzels now, Jeff.

So while that situation is in court, we're going to try a different one with a new guy named Brad. Okay. Let's talk to him. Brad, you didn't leave any of your snack mix on her in the middle of the flight, did you? I hope not. No, I don't think so, guys. Let's be more sure of ourselves, Brad, okay? I think you know, Brad.

Let's start from the very beginning, Brad. Who is this woman that you met? Her name is Tiffany. She's this awesome girl. And look, I'll be honest with you guys. I just recently got out of a relationship, so I wasn't really even looking for anything. They say that's when it always happens, right?

I wasn't looking for anything. You know, I'm just sitting down on my flight, getting ready to go back home to see the family and everything. And this hot girl walks on the plane. And you guys know when you see somebody attractive walking on a plane, you're always like, oh, please sit next to me. Sit next to me if there's an empty seat. Oh, when they're walking down the aisle to board the plane.

I'm so gross. I'm like, stay away. Open mouth sleeping for three hours. I hope you're not next to me. The attractive one never sits next to me except for this one time. Nice. All right. Oh, man.

When she was like putting her stuff in the overhead, were you getting nervous? A little bit. And then also what got me a little bit more nervous was when she did sit down, like I had the aisle seat. She had the window seat. So now I'm holding my breath that nobody's coming over to sit in the middle. Yeah. Or you just ask really chivalrous. You're like, you know what?

You have the aisle. I'll take this middle one. And just sacrifice to sit next to her. People would be so happy. Like, oh my gosh, of course, take the middle. I never thought of that. That was my plan the whole time. Every time somebody walked in, I was like, what excuse can I give them to sit in the aisle?

And I sit in the middle. You don't need one. That's time. Every time somebody walked in, I was like, what excuse can I give them to sit in the aisle and I sit in the middle? You don't need one. That's amazing. So did somebody come? No. That's the best part. So the doors closed. Nobody came.

Why doesn't she sit right between us? Oh, man. Take off for love. I mean, how did you strike up a conversation? Was it pretty immediate? Yeah. I helped her. I tried to help her with her bags.

And then I asked her, I was like, look, do you want the aisle seat? I can switch. You know, just anything. Anything I can say just to start up a conversation. Wow. Okay. Okay. How did the flight go?

It went great. We were talking. Oh, you were? She had like this cute little, like when I made her laugh like hard, she would uncontrollably snort for a second and of course she'd apologize that's cute when somebody else snorts when they laugh it's cute I see

I'm definitely feeling this girl I'm thinking she's feeling me like the vibes are great the conversation's going great and look it was you know she's going back to see her family going back to see mine but it was a long flight we were both kind of tired what have you and conversation kind of died down I ended up watching this show on my phone and then knocked out and fell asleep for the rest of the flight i think that's okay you know that happens you

weren't too clingy so i i don't know i i mean i'm hoping i didn't drool i'm hoping i didn't fart in my sleep oh you're an ugly sleeper possibly is that a common thing for you i don't know like at home i don't think so but i mean you know you never know when you're an ugly sleeper, possibly. Is that a common thing for you? Do you know? I don't know. Like, at home, I don't think so. But, I mean, you know, you never know when you're sleeping on a plane and you have to, like, sit in uncomfortable positions. And you don't know. Yeah, yeah.

So, at what point during this flight did you get her number? Before I fell asleep. So, before I fell asleep, I got her number. Oh, she gave it to you. We were kind of making plans. Like, there was a new restaurant back home. And we, like, we were going to try it out. And, again, everything seemed super enthusiastic. We seemed to be feeling each other. We were kind of making plans like there was a new restaurant back home and we were going to try it out.

And again, everything seemed super enthusiastic. We seemed to be feeling each other. I knocked out on the plane, which I'm kicking myself. I should have just kept talking to her or figured something out instead of watching a show and falling asleep. I don't know. Plane sleep is so clutch. Didn't you wake up at some point? Is she here again?

She's just gone. I slept all the way until we landed. So I had like 10 extra minutes of like, nice to meet you. You know, I'll see you later. I'll give you a call. What have you. And kind of just went our separate ways. Okay.

Alexis, hearing the entire day, what are you thinking? Do you think something happened when he was sleeping? Oh, I don't know. It could have been an ugly sleeper. Would that be a turn off to you? If your mouth's open and you're like making noises on the play. I i mean it is kind of a look into the future of your relationship with somebody snoring next to you the whole play sadly still not a deal breaker for me so what's going on with you guys now now i'm texting and she is responding but it's not like with the same enthusiasm as original okay i'm trying to hammer is responding, but it's not like with the same enthusiasm as originally.

Okay. I'm trying to hammer down this date and it's like for her, something keeps coming up or she doesn't quite respond in time. You can take a breath, buddy. You sound like you're really, really wound up in there. You should just go back to sleep now. He needs to lower the oxygen mask. Yeah. So how long has it been since this flight happened?

It's been about like a week and a half. I mean, not too long, but we should have seen each other by now. You're trying to keep the momentum that you had on that flight going before it fizzles out, it sounds like. Exactly. Got to strike while the iron's hot. Okay. I think it's lukewarm right now, but we're going to still strike. All right.

Let's get the hot water going or whatever you do. It's an iron. Okay. Let's poke at the fire. Let's get smelted. I don't deal with irons, Brooke. Anyway, we're going to come back. We're going to try and get you your second date update with Tiffany right after this, okay?

Thanks, guys. Appreciate it. Hold on, man. Second date update. Two people meet on a flight. What? They exchange laughter, phone numbers, and then everything goes dark. Whoa.

Wait, what? I'm not talking about the first episode of Lost. I'm talking about Brad. Oh, hey, Brad. Who fell asleep on his flight after meeting Tiffany. Like if Lost was a rom-com. Yeah, they were hitting it off before his 3,000-mile-high snooze fest. But after he woke up, he just hasn't been able to keep that momentum going.

Now, Alexis thinks it's because he's an ugly sleeper with a bad credit score. I don't think she's sick. Maybe she did. We all knew what she was thinking. Yeah, I got you. But the bottom line is, he's willing to do whatever it takes in order to see her again in person. Even reach out to us for help. So good on Brad for going the extra mile.

Like a mile? Oh, like airline miles. Got it. I didn't even think of that. Wow, I'm more clever than I even realized. Are you our platinum member today, Brad? No, don't bring up members. I don't want to hear Jose talk about it.

How are we feeling? Anxious. I don't know. We're going to, I guess, find out one way or another. As long as we're not sleepy before we head into this call, then I think we're going to be golden, all right? Hopefully, yeah. Can you imagine he falls asleep in the middle of the call, too? Bad look on us.

But here we go. We're about to call. Are you ready to do this? Yes, sir. Here we go. I'm going to dial her number right now. Hello? Hey, is this Tiffany?

Yes. Hey, Tiffany. This might might be weird but you're on the radio right now with brooke and jeffrey in the morning hey tiffany welcome to the show sorry that's weird that's not weird very strange um but okay oh good we are we got over it pretty quick. What is it? I'm proud of you. Continue. We're doing a segment on our show. It's also a weird segment. It's called Second Date Update, where we try and help our listeners. Don't laugh.

Try to help our listeners go out on another date after they had a nice experience with someone. Sometimes 3,000 miles, 300,000, 30,000 miles in the air. I mean, they're not in space, Jeff. I know. How high do you fly a plane at? You met somebody on a flight, Tiffany. Oh my goodness.

What is happening? The lack of oxygen in our studio right now. I don't know what's going on. It hasn't been pressurized. Look, we're calling on behalf of one of our listeners who's been trying to get a hold of you. His name is Brad. Yeah. Okay.

Okay. Is that a good okay, Tiffany? Is it ever, Brooke? Just one time, maybe. We were hoping for a positive answer. Well, we figured since you're not calling him back or you're being kind of slow with your responses, we just wanted to figure out what's going on because Brad is a little bit confused. He felt like you had a good connection on the plane.

Yeah, he was hopeful that something would come of it. All right. Yes. Okay. Yes, you had a good connection with him too? Yes. I mean, to start with, yeah, we had a good connection with him, too? Yeah, I mean, to start with, yeah, we had a really nice conversation, which I fly a lot, and that doesn't often happen.

So it was really nice to have somebody who was, you know, funny and animated and seemed interested and stuff. So that was nice. Good. Sometimes when you meet someone on a plane, you have to act like you're enjoying their company and you're not. So it's good that you really did like his, you know, his attention. And can I ask, like, when you got to your seat and you saw him sitting there, were you like, ooh? I mean, he's, yeah, he's cute. Okay. I mean, like I said, I fly all the time, so I wasn't, like, looking for anything like this or thinking about it, but. Yeah, you were just OK.

So you have this, you know, cute guy on the plane that you admit you had a good connection with that was very rare for you. What made everything change? Oh, I mean, look, I just he has obvious things happening that I just really I don't like drama. And I don't really want to get involved with whatever is happening with him. What kind of drama? We didn't hear anything about that. I mean, do you really want to know what happened? No, not really. No, Jeff, yes.

You should deprive this out of people. I mean, he does, because he does not remember any drama from your guys' meeting on the plane. It was great. Then he fell asleep and that was it. Yeah, he wouldn't. He wouldn't remember what was happening because he was. He was asleep. Oh, wait.

Oh, it was while he was asleep? How could drama happen that's his fault? He was breathing so loud, I told you. Alexis is lying. That loud open mouth. Was he an ugly sleeper? No. Or a sleepwalker?

No, no, no. He sleptwalked the whole plane. That'd be amazing. So he falls asleep. He'd been watching something on his phone. So his phone kind of drops, you know, like between us a little bit. And then I realized his phone is like just blowing up just nonstop. Like, oh, like he's getting texts or what?

OK. Yeah. Yeah. He's just getting tons of texts and so i just sort of glanced at like just to sort of make sure it wasn't like some sort of family emergency or something now that there's so much you can do when you're on a plane but come on you weren't worried about that you were just curious it's okay you can be honest with me i'm sure i'm sure it was a little of both. Yeah, there it is. So then I could see, obviously, it's some girl who is just being very aggressive and texting, like, nonstop.

And it was, you know, all caps. I mean, I don't know what was happening, but clearly there's some drama going on with some girl. And that's not something I want to get involved with. You don't even know. It could have been his sister. It could have been a cousin. I mean, I don't know for sure, but it is definitely, I mean, if you saw the text,

you would have thought the same thing as me. Do you remember what any of us- Let's find out for sure right now because you don't know this yet, Tiffany, but Brad is actually on the other line right now listening. He's not dramatic at all. No, he wants to just jump in on this conversation, I'm guessing. Yeah, he's just sleeping.

Brad, are you there? Yeah, I'm here. Hi, Tiffany. How are you doing? Very cool, calm, and collected. Do you work out all your drama with your other women? Okay. I do not.

I'm not a fan of drama either but there were some loose ends i had to kind of tie up and it's done like i don't have to worry about it there was drama she's right look hold on hold on brad look we always assume that everybody who emails into the show to ask for second dates is single exactly are you not like maybe you're dating multiple women right now and if you like if you are that's okay but can you confirm maybe you're dating multiple women right now. And if you, like, if you are, that's okay. But can you confirm that you're single? I am 100% single. And by the time the plane landed, I was 100% single as well.

So wait, so like, based on meeting somebody on a plane, you were like breaking up with somebody? Like, for somebody that you had never even really met before? Is that what we're saying as okay i don't want to sound like a creeper i'm not i'm not i didn't break up with her because of somebody that's not on the plane i'm just look her and her and i we had issues it wasn't going to go anywhere anyway like i was just trying to find i guess the motivation or okay but wait wait wait wait was she your ex when you boarded the plane or was she your ex when you got off the plane? Yes. Thank you.

Emotionally, yes. Don't someone be a text on a flight? People say, oh, we've been emotionally broken up for a year. It's not cheating, right? No, no. And he doesn't like drama? Are you kidding?

That is drama. And then you fell asleep in the middle of dumping her? Hey, you don't talk to me again. Can't get night. He's like left her on read. He was tired from flirting so hard with Tiffany right before that. It takes a lot of energy out of you to break up with somebody. How long was this relationship? It was six months. It wasn't a whole lot.

Okay. Long enough. That's on the line that's enough to like form quite the attachment on her i mean i don't know this girl but clearly on her side it meant a lot and that clearly hurt her and it's it's pretty cheap to like text somebody when they physically cannot call you back because you're on a plane i would never trust somebody who did that wait he didn't didn't cheat? I mean, honestly, like, okay,

pretty low that he would text her and just break up with her that way, but he didn't cheat. Like, he will dump you before he cheats on you? Yeah. He made sure

things were clean. I mean, Brooke, you don't know 100% what they did on that plane, so let's not jump to conclusions here. He fell asleep at one. I didn't cheat.

I didn't have two women at one time. It was like a connecting flight. I went from one flight to the other. He just had a layover. This is a layover. Very tight connection.

Don't say layover. Bottom line, Tiffany, Brad is a romantic, and he saw something that he liked when he boarded on the plane, and he went for it. And he's continuing to go for it by going through us. That's why we're going to offer to send you guys out on another date. On a date. Your first date, I guess, technically. And we would pay for it. And he's continuing to go for it by going through us. That's why we're going to offer to send you guys out on another date. Well, your first date, I guess, technically, and we would pay for it.

Well, how lovely of you, but no, thank you. I had nothing to do with you sleeping, and that will be the last time I see you sleeping. So thank you. Quick, Brad, text her a picture of you closing your eyes. Gotcha!

Look at Jeffrey in the Gotcha. Maybe my favorite line of that entire second date was, quote, I can promise you I was 100% single once the plane landed. Once the plane landed. Unbelievable. Good thing it was a long flight. Dude, I still can't. It was crazy. I mean, he may have been sleeping, but Brad was clearly also doing work before that, ditching

the old and upgrading to the new. I mean, he didn't cheat or anything, but I got to say, her instincts, spot on. Yeah. Spot on. She actually saw the text. She didn't want to share his business, but she said, no, believe me, if you read it, you would have known. Yeah.

So now his upgrade to the first class person was not approved. And he's back to taking the train again, looking for somebody new. But we do wish Brad the best of luck. Make sure you go listen to all of our Second Aid updates, by the way, at Brooke and Jeffrey on our YouTube page, or anywhere you get

your podcasts. You can listen to us on your next flight. No, you can't. You can even break up with us on it. There you go. I'd prefer you not to. Yeah. That's all. Actually, like it if you could leave us a good review. That'd be great. Okay. You're a little clingy there, Brooke. It's Brooke and Jeffrey in the morning.

Brooke and Jeffrey in the morning. 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 Gemini's 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. Catch Jon Stewart back in action on The Daily Show and In Your Ears with The Daily Show Ears Edition Podcast. From his hilarious

satirical takes on today's politics and entertainment to the unique voices of correspondents and contributors, it's your perfect companion to stay on top of what's happening now. Plus, you'll get special content just for podcast listeners, like in-depth interviews and a roundup of the week's top headlines. Listen on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

Happy holidays from me, Michael Rapoport, And my gift to you is a free subscription to the I Am Rappaport Stereo Podcast, where I discuss entertainment, sports, politics, and anything and everything that catches my attention. I am here to call it as I see it. And there's a whole lot of things catching my eyes these days. Listen to the I Am Rappaport Stereo Podcast on the iHeartRadio app, Apple Podcasts, and wherever you get your podcasts. Welcome to My Legacy. I'm Martin of the Kingdom Third, and together with my wife, Andrea Waters King, and our

dear friends, Mark and Craig Kilberger, we explore the personal journeys that shape extraordinary lives. Join us for heartfelt conversations with remarkable guests like David Oyelowo, Mel Robbins, Martin Sheen, Dr. Sanjay Gupta, and Billy Porter. Listen to My Legacy starting January 20th on MLK Day on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. The forces shaping markets and the economy are often hiding behind a blur of numbers. So that's why we created The Big Take from Bloomberg Podcasts,

to give you the context you need to make sense of it all. Every day in just 15 minutes, we dive into one global business story that matters. You'll hear from Bloomberg journalists like Matt Levine. A lot of this meme stock stuff is, I think, embarrassing to the SEC. Follow The Big Take podcast on the iHeartRadio app, Apple Podcasts, or wherever you listen.