Awkward Tuesday: Surprise Surprise

Summary

Brooke and Jeffrey: Second Date Update

Episode: Awkward Tuesday: Surprise Surprise
Date: June 9, 2026
Podcast Host: iHeartPodcasts

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Episode Overview

In this entertaining episode of the “Awkward Tuesday Phone Call” segment, Brooke, Jeffrey, and the crew help a listener named Olivia navigate a birthday surprise gone awry. Olivia meticulously planned a trip to Mexico for her boyfriend Jonah’s 30th birthday, only to suspect that he may have discovered her secret plans by accidentally seeing the itinerary on her computer. Her dilemma: does he actually know about the trip, and worse, is he even excited about it? The team jumps in to help Olivia get to the bottom of things—and what unfolds is a twisty, hilarious, and genuinely awkward phone call that neither she nor the audience could have predicted.

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Key Discussion Points & Insights

1. Setting the Stage: Olivia’s Dilemma

• Olivia has been living with Jonah for five months and wants to surprise him with their first major trip—an all-inclusive vacation to Mexico for his 30th birthday.
• Her elaborate surprise involved a post-dinner reveal with a waiter presenting the travel itinerary.
• Suspense arose when Olivia left the itinerary visible on her computer; Jonah came home while she was out of the room and may have seen the details.

2. The Team Weighs In: To Surprise or Not? (05:07 – 14:22)

• The hosts debate whether all thoughtful gestures must be surprises.
• Olivia is praised for her thoughtfulness. Jeffrey jokes about surprise breakups, keeping the tone light.
• Discussion covers the tension when surprises are discovered prematurely:
  • Brooke: “It’d be a red flag for me too, because if you like to travel and he doesn’t…” (10:56)
  • Team speculates: Is Jonah unappreciative, hiding something, or just not a fan of big gestures?
• Advice for Olivia:
  • Brooke: Use a “I’m asking for a friend” scenario to subtly probe Jonah.
  • Jose: Mention a dinner surprise and watch his reaction for clues.

3. The Awkward Phone Call: Olivia & Jonah (14:43 – 17:20)

• Olivia casually brings up the possibility of a dinner surprise to gauge Jonah’s excitement.
  • Olivia (15:45): “I’m thinking maybe there’ll be a little surprise at dinner too. How…yeah.”
  • Jonah (15:56): “Oh, yeah. I mean, you don’t have to do anything big. You know, it’s not that big a deal.”
• The tension escalates as Olivia presses: “Is that because you already know what it is?”
• Jonah’s ambiguous responses (“No. I mean, I don’t know. Maybe. Do I?”) raise more suspicion.
• Olivia finally blurts out the secret: She’s taking him to Mexico.
  • Olivia (17:06): “Surprise. We’re going to Mexico after your birthday.”
• The bombshell:
  • Jonah (17:12): “Well, no, we’re not.”
  • Jonah reveals he’s on the no-fly list and cannot travel by air.

4. The Big Reveal: Why Can’t Jonah Fly? (17:20 – 20:53)

• The show crew reveals themselves, and Olivia immediately focuses on the shocking revelation.
• Jonah sheepishly shares the reason:
  • A wild bachelor party a year prior led to inappropriate behavior with the in-flight beverage cart; consequences landed him on the federal no-fly list for two to three years.
  • Jonah (19:12): “We’d all been drinking…and before you know it, we’re doing stuff on the beverage cart…around it…I don’t want to talk about it. I definitely regret it.”

5. Olivia’s Reaction & Next Steps (20:44 – 21:18)

• Olivia is caught between feeling stunned and needing to process the loss of their big trip.
• Jonah offers alternate suggestions (road trip, drive to Canada) despite the hilarity that maybe he’s also banned from Canada.
• Olivia: “Yeah, I’m not missing out just because of whatever you did.”
• The hosts support her pivot to a girls’ trip, while questioning if this will shake their relationship.

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Notable Quotes & Memorable Moments

• Jeffrey (05:18): “Like when I surprised Brooke the other day and told her she was traded to another radio station for an intern to be named later.”
• Jonah’s casual bombshell (17:14): “No, I. I can’t go. I’m on the no Fly List.”
• Brooke (18:03): “Why are you so chill right now?”
• Jonah (19:16): “Yeah, on top and around it. Oh, I don’t want to talk about it. I definitely regret it.”
• Brooke (21:01): “Sounds like the new surprise is your girlfriend’s gonna be out of town for a couple days.”
• Jose (21:37): “No, but if you found out your significant was on the no Fly list and has been hiding that from you for a year, that might make me question a lot about the relationship.”
• Jeffrey (22:26): “Sounds like they’re just gonna celebrate his 30th separately, and it doesn’t seem like this will be a giant bump in the road of their relationship whatsoever.”

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Important Timestamps & Sections

• Olivia reveals the birthday trip plans and dilemma: 05:51 – 09:27
• Suspicions Jonah found out; group advice: 09:33 – 14:22
• The phone call with Jonah: 14:43 – 17:20
• Jonah’s no-fly-list confession: 17:12 – 19:42
• Olivia’s response and resolution: 20:44 – 21:18
• Hosts’ post-mortem and banter: 21:18 – 22:28

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Tone & Style

The episode is filled with playful banter, light jabs, and camaraderie, balanced with genuine concern for Olivia’s feelings. The hosts use humor to diffuse tension, especially as the plot twists into chaos. Their reactions are both empathetic and comedic, making the segment engaging for listeners.

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Takeaways

• Even the most thoughtful surprises can go off the rails due to unpredictable circumstances—and unexpected confessions.
• Communication (and a sense of humor) is key, especially when surprises backfire.
• Sometimes the “Awkward Tuesday” doesn’t lead to a fairytale date or trip, but it does make for unforgettable radio.

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This episode is a must-listen for fans of relationship drama, light-hearted chaos, and classic “Brooke and Jeffrey” wit. The spectacular plot twist and Olivia’s cool-headed pivot offer both laughter and a real-world lesson in managing surprises and expectations.

Transcript

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[Brooke]

Hey. Welcome to a new episode with the Brooke and Jeffrey podcast. Thanks for being here. And a reminder, we've been doing a video for you all. Go be disappointed in the way we look and how we don't match our voice, but if you want to see a live Awkward or a live second date on video, you can do that on our YouTube channel at Brooke and Jeffrey. So thank you so much for being here. We got a new episode, an Awkward Tuesday coming up in a second. But comments. Alexis Carter in color said, I was

[Alexis Carter]

listening on Spotify and paused so fast to go watch on YouTube and now I'm heading back to Spotify.

[Jonah]

Okay.

[Jose]

I wonder if it's different to watch us and the or just to listen. Maybe you should do both.

[Brooke]

Well, it's like reading a book and then going seeing the movie.

[Alexis Carter]

Oh, the movie is never as good. Yeah, Movie's never as good.

[Brooke]

No. Yep. So there it is. That's your warning at Brick and Jeffrey. Your new episode starts now.

[Jeffrey]

They say two's a party, three's a crowd.

[Jose]

Heard that.

[Jonah]

Yeah.

[Jeffrey]

Unless that third person is a waiter coming to your table with a special surprise.

[Brooke]

What?

[Zepbound Ad Speaker]

Huh?

[Jeffrey]

A big one.

[Jonah]

Hey.

[Jeffrey]

A big one Surprise.

[Brooke]

Oh, okay.

[Jeffrey]

And that's what one of our listeners had planned for her boyfriend. But now that waiter might need to wait.

[Jose]

Wait like wait wait.

[Brooke]

Not wait on the table?

[Jeffrey]

Not wait on the table like wait.

[Brooke]

This is getting a little confusing, Jeff.

[Jeffrey]

Yeah, I will.

[Jonah]

Okay.

[Jeffrey]

Cause something weird happened the other day and now the whole surprise could be in jeopardy.

[Brooke]

Oh, okay. We could have started with that that's

[Jeffrey]

why she's turned to us for help in your brand new awkward Tuesday phone call. Just wait. Cause it's coming up right after this.

[Jose]

It's awkward.

[Brooke]

It's Tuesday.

[Jose]

It's awkward Tuesday phone call.

[Jeffrey]

If you want to do something nice for somebody special in your life, does it have to be a surprise?

[Brooke]

No.

[Jose]

No. But it's nice when it is. Yeah.

[Jeffrey]

I mean, it is fun. That's true.

[Jose]

Yeah.

[Jeffrey]

Like when I surprised Brooke the other day and told her she was traded to another radio station for an intern to be named later.

[Brooke]

Yeah. Surprises on you, Jeff. I'm still here.

[Olivia]

Yeah, she is.

[Jeffrey]

Unfortunately.

[Brooke]

Yes, that is true. Backfired surprise.

[Jeffrey]

But that moment was priceless. I wouldn't change that for the world.

[Brooke]

Yeah, I totally believed you.

[Jeffrey]

Our listener today, Olivia, says she's been planning a surprise for her boyfriend. But now, thanks to recent developments, she feels like maybe she should just tell him and blow the whole thing.

[Brooke]

Oh, well, sometimes that happens.

[Jeffrey]

Yeah.

[Brooke]

You know, like if they want to plan something else. And it's a day that you have this.

[Jose]

Anyway, it depends on the person, too, right?

[Jeffrey]

Let's get more details before we start speculating. Olivia, welcome to the show.

[Olivia]

Hi. Thanks so much for having me.

[Brooke]

It sounds like you're a really thoughtful girlfriend. Someone who plans something for their boyfriend. Nice job.

[Jeffrey]

Maybe a surprise breakup. That'd be kind of cool. Very thoughtful. Yes. Good girlfriend. You are.

[Olivia]

Surprise.

[Jose]

You're single.

[Jeffrey]

Anyway. Sorry.

[Brooke]

Breakups are a surprise. Yeah.

[Jeffrey]

Sorry.

[Jonah]

What?

[Jeffrey]

So what's going on with you and your boyfriend?

[Olivia]

So we've been living together for five months now, and it's almost his 30th birthday, which I'm so excited about.

[Jose]

Dirty 30.

[Brooke]

Is he a birthday guy? What's his name, by the way?

[Olivia]

Oh, I'm sorry. Jonah. Yeah. And yes, I think he's excited for the most part. You know, I feel like since it's a milestone, it's kind of got that, like, I'm excited, but also can't believe that I'm turning 30.

[Jose]

You know, for sure.

[Jeffrey]

He's definitely not excited.

[Jose]

Yeah, you're excited to an extent.

[Jeffrey]

Who's excited to turn 30 when you're in your 20s?

[Brooke]

I would say nobody. I wish I could argue with Jeffrey, but 30 is the only one I cried at.

[Alexis Carter]

I don't know, saying that it was

[Brooke]

just like, such a moment.

[Jeffrey]

But you feel like maybe he's looking forward to it.

[Olivia]

I think so. I mean, I am. So I think I'm going to be able to make him excited about it if he's not.

[Brooke]

Okay. So what do you. What do you have planned?

[Olivia]

Well, so Jonah and I have never really traveled anywhere significant together. We've done like a day trip here and there, but nowhere big.

[Brooke]

Okay.

[Harley Davidson Ad Speaker]

Okay.

[Olivia]

So a friend of mine who works in travel, she's helped me plan a big 30th getaway to Mexico for him.

[Jeffrey]

Oh, wow.

[Brooke]

You're gonna take him to Mexico as a surprise trip?

[Alexis Carter]

That's. So how are you gonna pull that off?

[Brooke]

I'm so excited for both of you.

[Jose]

That's why.

[Jeffrey]

Yeah, I'm thrilled, too, by the way. Sorry. I'm not jumping in all over it, but you can tell.

[Jonah]

Wow.

[Jeffrey]

Mexico. Sorry, I grew up in. We went to other places.

[Brooke]

Oh, sorry.

[Jeffrey]

But Mexico's cool.

[Jose]

Over Mexico on the way to other cool places.

[Jeffrey]

Yeah, I know. Southwest does like a budget trip there. It's really nice.

[Brooke]

You're such a.

[Jeffrey]

No, what am I. I'm saying it's great. It's wonderful. This is the best gift anyone has ever given anyone.

[Brooke]

Ignore Jeff, how soon is this surprise trip supposed to happen?

[Olivia]

It's going to be coming up, like, right after his birthday. So my plan was to take him out to dinner, and then after dessert, I'm going to have the waiter drop off the envelope on the table that has the itinerary on it, and then we would leave the next day.

[Jeffrey]

Wow. So it's like the waiter's idea to send you, and it's not yours. Give him all the credit.

[Brooke]

Wait, is the waiter coming with us? Like, what's happening?

[Jeffrey]

That's kind of cool.

[Jonah]

Cool.

[Jose]

You got to take them to Mexican food, too. Like, put it in the flan, you know?

[Brooke]

Oh, that's a good point.

[Jeffrey]

You definitely plan this whole thing out,

[Brooke]

though, it sounds like. So what's happening? That's derailing the plan.

[Jose]

Yeah. What's wrong?

[Olivia]

Well, okay, so I was going over the itinerary at home and just kind of making sure everything was buttoned up, ready to go, and I got this phone call from work, which I had to step out to deal with. And while that was happening, Jonah came home, and when I got back to my computer, it was just off.

[Brooke]

Oh, no. You think he saw it?

[Olivia]

Yeah, there's no way he didn't see it.

[Jose]

And your computer doesn't have, like, an automatic shut off thing?

[Brooke]

Yeah, like a sleep mode.

[Olivia]

Yeah, no, I mean, I. I suppose, like, maybe he just reached down and turned it off since I wasn't there. But the document was up on the screen.

[Alexis Carter]

Okay, yeah, maybe you have to shut the Screen off to resist reading it. Like, if someone leaves their phone out next to you, I'm like, close it so I don't want to read it.

[Jose]

You know, I can't look at this.

[Alexis Carter]

Yeah, that's.

[Brooke]

I mean, but it's a good move on his part not to bring it up, not to ruin the surprise.

[Jose]

It's also true, like kind of protecting your feelings.

[Jeffrey]

Well, I don't know how he acting after that.

[Olivia]

Well, I didn't bring it up either, but I thought he was acting a little weird. Like the next day he just sort of comments like, hey, I hope you're not planning on doing anything too big for my birthday. You know, super excited to go to dinner, but let's just keep it low key and that'll be really fun.

[Brooke]

That makes me think he didn't read the whole thing then.

[Alexis Carter]

Because if you saw you book stuff, why would you say that you don't

[Jose]

want to go to cancel?

[Jeffrey]

That's like the polite way of being, like, I don't know any plans, but if there are plans, not do them.

[Alexis Carter]

Yeah, I think I get it, but that's so rude. If you saw how detailed the itinerary is. Like, that's.

[Brooke]

Maybe he's just really bad with secrets and he's like, I know. I'll tell her that I. I don't want her to do anything, and then she won't think that I saw it.

[Jeffrey]

Yeah, you know, I mean, there's a lot of speculation. What are you feeling right now, Olivia?

[Olivia]

I mean, I put a ton of work into this. Yeah, I thought Mexico would be great. We've talked about Mexico before. But like, if he can't even just be excited or appreciate that I put in that kind of work, I'm going to be pretty upset.

[Jose]

Oh, man.

[Brooke]

What do you want to do right now?

[Jeffrey]

What advice are you looking to get from us for this phone call?

[Olivia]

Okay, I need a clever way to figure out if he has seen this itinerary or not. I have to know. And if he did see it and doesn't like it, how do I react to that? Because to me, that just doesn't even bode well for our relationship.

[Brooke]

I know. It'd be a red flag for me too, because if you'd like to travel and he doesn't, that's. I mean, I don't know. My parents have been married for like 40 plus years and one loves to travel and one is really not, so maybe sometimes it works out, I guess.

[Jose]

Yeah. My parents are kind of the same.

[Jeffrey]

Yes, we're all over the spectrum. This is either great or not great. Or somewhere in the middle.

[Jose]

What if he's worried about money like he thinks, oh, God, I don't know where I have a whole big bill now or something like Mexican trips.

[Alexis Carter]

Are you saying you have the rest of your 30s to stress about money

[Jeffrey]

or dump him because he's poor? Either way, we support you when we come back and do your awkward Tuesday phone call right after this.

[Jose]

It's awkward.

[Brooke]

It's Tuesday.

[Jose]

It's awkward Tuesday phone call.

[Jeffrey]

Is there anything worse than when a person knows a big surprise is coming so they fake it just to appease you?

[Jose]

Oh, they faked a surprise?

[Jeffrey]

Yeah, that's what happened yesterday when Brooke announced she was pregnant for the third time.

[Brooke]

I am not pregnant.

[Jeffrey]

We all knew it was coming and we just had to fake pretend that we were shocked.

[Brooke]

I am not pregnant.

[Jeffrey]

Jose even burst into tears just to make Brooke feel better about it.

[Jose]

Well, that was for different reasons.

[Brooke]

I went to Dr. Snip and stayed in the room when it happened for my husband. Okay, I know I am not pregnant.

[Jose]

What? Do they snip on you?

[Jeffrey]

Yeah. So Dr. Snip is apparently the father, but just a really sad moment all around. That's what our listener Olivia is trying to avoid because her live in boyfriend has his 30th birthday coming up and she wanted to surprise him with a special trip to Mexico.

[Jose]

Yeah, that's so cool.

[Jeffrey]

Problem is, he might kind of already know because of a little computer missing mishap. And even worse, if he does know, he doesn't seem all that thrilled about it.

[Brooke]

In fact, he's basically telling her, all I want to do is dinner, cancel everything else.

[Jose]

Yeah, low key birthday.

[Jeffrey]

So she wants to find out for sure. Does he know? Does he not know? Does he even care? Brooke, what's your advice for her?

[Brooke]

Okay, we're gonna double down on the lie. Oh, things are gonna get a little messy here. But I think what you have to do is you have to say, okay, I'm gonna let you in on a little secret. I'm helping my friend plan a trip for her boyfriend, and it's a surprise, but she thinks he doesn't want to go. What should she do?

[Alexis Carter]

Oh, this is the asking for a friend situation. Yeah.

[Brooke]

Okay, and then just let him answer and he'll tell you exactly what you need to know.

[Jose]

All right.

[Jeffrey]

Basically stealing the plot from Lindsay Lohan's Parent Trap. A little double trouble action. What do you think, Olivia?

[Olivia]

Okay, I don't know. I'm worried it'll be a little suspicious just because his birthday is so soon. But I don't know. You know how guys are sometimes they're not really paying attention to everything, so maybe it'll work.

[Jeffrey]

Speaking of not paying attention, Jose, what's your advice? What advice? For Olivia?

[Jose]

My advice would be bring up that there could be a surprise at dinner.

[Olivia]

Oh.

[Brooke]

Just tell him and then gauge his

[Jose]

reaction to that news.

[Brooke]

Okay.

[Jeffrey]

Don't be specific about the surprise, but

[Jose]

you'll be able to tell if he already knows based on his reaction.

[Jeffrey]

Okay. What do you think about that, Olivia? Just toss up the idea of a surprise could be coming at dinner and see how he reacts to it?

[Jose]

Yeah.

[Olivia]

Yeah, I think that seems like a good idea because he's not generally a great liar as far as I know. So I feel like if he does know, I'm going to be able to tell.

[Jose]

So he's like, I hate surprises. Then you'll know.

[Olivia]

Yeah, dump them.

[Brooke]

Not dump them, but change the ticket to your best friend's name.

[Alexis Carter]

Yeah, that's good.

[Jeffrey]

You're right. Okay, we have given you two pieces of great advice. You could choose to use as much or as little of it as you want to. But I'm gonna dial your boyfriend right now and we'll find out what he knows. All right, good luck dialing right now.

[Jonah]

Hello?

[Olivia]

Hey, how's it going?

[Jonah]

Hey. Oh, sorry, I don't know. Your number didn't show up normal. It's like weird. It came like block call or something.

[Olivia]

Oh, that's weird. I don't know why it would do that. Sorry. Well, I'm glad you answered. Do you think you're gonna be able to swing by the store to pick up the chicken for dinner?

[Jonah]

Yeah, yeah, I can do that. Well, yeah. This afternoon? Yeah. On the way home?

[Olivia]

Yeah. Yeah, that would be great.

[Jonah]

Okay. Yeah.

[Olivia]

I don't know. I know that's not like the most exciting, but I'm so. Work has been crazy, so. Yeah, that's all I have time for tonight.

[Jonah]

You okay? You sound a little nervous or maybe distracted or something. You want to call me back later?

[Olivia]

No, no, no, no, no, no, I'm good. I honestly, I'm a little like excited but anxious for your birthday coming up.

[Jonah]

Oh, yeah.

[Olivia]

Okay. Well, I think dinner. I think that dinner is going to be amazing.

[Jonah]

Yeah, no, it should be amazing. I mean, as long as I'm not cooking it.

[Olivia]

Obviously I'm not going to make you cook your birthday dinner, but I'm thinking maybe there little surprise at dinner too. What? You. How yeah.

[Jonah]

Oh, yeah. I mean, you know, you don't have to do anything big. You know, it's not that big a deal.

[Olivia]

I want to do something special for you. I think it'll be. I mean, you're turning 30. Like, this only happens once, and I just think a little extra surprise is in order for your birthday.

[Jonah]

Okay. Don't tell me too much. I mean, it's kind of defeats the purpose of it being a surprise, right?

[Olivia]

Well, I didn't tell you what it is, but.

[Jonah]

No, don't tell me what it is. You got to keep a secret.

[Olivia]

Okay. I mean, I don't really feel like you seem that excited about dinner or the surprise at this point, so. Is that because you already know what it is?

[Jonah]

No. I mean, I don't know. Maybe. Do I?

[Olivia]

Okay, so you saw my computer in the itinerary. Oh, What? Oh, I knew this. I knew this is what happened. So you already know that the day after dinner, I'm taking you to Mexico.

[Jonah]

What? Oh, no, I did not know about that.

[Olivia]

You just said you knew.

[Jonah]

You just said you knew. No, I said maybe. I. Like, maybe. Maybe I didn't see your computer. Well.

[Olivia]

Surprise. We're going to Mexico after your birthday.

[Alexis Carter]

When?

[Jonah]

Well, no, we're not.

[Olivia]

What do you mean, we're not? I've literally booked the tickets. I've planned everything. It's like, we're ready to go.

[Jonah]

No, I. I can't go. I'm on the no Fly List. Wait, hang on here. Who is. Who's on the phone? Hey, what is going on?

[Jeffrey]

Hey, Jonah. This is a radio show called Brooke and Jeffrey in the Morning. Olivia's a listener.

[Brooke]

If we're not calling from the tsa, do not worry.

[Jonah]

Oh, no, no, no, no, no.

[Jeffrey]

It's okay. This is a segment we do. It's called the Awkward Tuesday Phone Call. And Olivia reached out because she had this big surprise coming and she wasn't sure if you knew about it or not.

[Olivia]

Yeah, I'm sorry. Nobody cares about that right now. You're on the no Fly List? How did you not know this?

[Jonah]

I'm sorry I didn't tell you. I just didn't think it was important right now.

[Brooke]

Why are you so chill right now?

[Jeffrey]

Yeah, are we talking to a terrorist right now? How are you on the no Fly List?

[Jonah]

I didn't know I was going to be on the radio. I don't know if I really want to tell everybody.

[Jose]

Is it embarrassing? I want to know more.

[Brooke]

I'm curious how you get on one.

[Jonah]

Yeah, I thought it's Like I thought, it's pretty embarrassing.

[Olivia]

You need to explain this right now. Like, how in the world does one get on the no Fly list? This is insane.

[Jeffrey]

And that's puts you on the spot, Jonah, but I feel like this information needs to be out there, at least for your girlfriend's sake.

[Brooke]

Well, and for everybody else, so they can avoid doing what you apparently did.

[Jonah]

Yeah.

[Jeffrey]

How do you. How did you get on the list?

[Jonah]

Well, I mean, we had all been drinking, right?

[Jeffrey]

And who's we?

[Jonah]

My buddies and I. Frankie and Joe and Chris.

[Jeffrey]

Oh, duh.

[Jonah]

Yeah, obviously a bachelor trip, you know, bachelor.

[Brooke]

How long ago was this bachelor trip?

[Jonah]

Maybe a year ago.

[Jeffrey]

So what happened on this bachelor trip that landed you on a national no fly list?

[Jonah]

Yeah, you know, just the normal stuff. We've been drinking and things got weird on the planet before. You know, we're doing stuff on the beverage cart.

[Jeffrey]

Wait, you're doing stuff on a beverage cart?

[Jose]

Or did you say in the beverage cart?

[Jonah]

Yeah, on top and around it. Oh, I don't want to talk about it. I definitely regret it.

[Alexis Carter]

How long can you not fly for?

[Jonah]

No, they just gave me time out for like a couple years or something. I don't know.

[Jeffrey]

Oh, my God, you're so casual about it, dude.

[Jonah]

Well, I mean, I was really tossed, man.

[Olivia]

Okay, you can't fly for another year.

[Jonah]

Oh, well, give or take. I think it's like two or three years. Yes.

[Jeffrey]

So, Olivia, this is obviously a lot of information coming your way. How are you feeling? Where's your head at?

[Olivia]

I don't even know what to think right now. Like, I put a ton of time into this, and it was supposed to be our first big trip together and celebrating a huge milestone for your birthday. So I. I'm not even, like, sure how to process this yet.

[Jonah]

I mean, we could drive somewhere. We could go. We could go to Canada.

[Brooke]

What? Why do I have a feeling that there's something on your record that will not let you into Canada?

[Jonah]

I'm sorry, babe. You know, listen, this happened over a year ago and we were just barely talking. You know, I'm a different guy now.

[Brooke]

Oh, he's immature. 30 year old.

[Jose]

That's right. That's right.

[Olivia]

Yeah. I think I'm going to choose to believe that that's true for now because other than this, had no reason to think otherwise. So we'll figure something out.

[Brooke]

How refundable are any of these tickets that you bought or.

[Olivia]

Yeah, I'm gonna have to find a friend to go with, I guess.

[Jose]

Oh, no.

[Brooke]

Okay.

[Jonah]

Oh, baby. You can't go without me. I mean, it's my birthday.

[Jose]

Oh, now she.

[Jeffrey]

Now you're making demands?

[Jose]

She paid for everything.

[Olivia]

Yeah, I'm not missing out just because of whatever you did.

[Brooke]

Sounds like the new surprise is your girlfriend's gonna be out of town for a couple days.

[Alexis Carter]

Yeah.

[Jeffrey]

So call Frankie and all the guys and let's get together for just a boys trip.

[Jose]

Road trip.

[Brooke]

That is not a good idea. That is not a good idea.

[Olivia]

Brooke and Jeffrey in the morning.

[Jeffrey]

I will say that dude has a very, very understanding girlfriend.

[Brooke]

Oh, I don't know yet. I don't know that she's fully processed.

[Jose]

Yeah, telling her, I mean, still understanding.

[Brooke]

I mean, it honestly means they don't get to fly anywhere for the next two to three years of their relationship.

[Jose]

Like, anywhere? Not even like a local.

[Jeffrey]

No, but if you found out your significant was on the no Fly list and has been hiding that from you for a year, that might make me question a lot about the relationship.

[Brooke]

Do you think he was hiding, though? He just seemed like a dude who forgot to bring it up.

[Jose]

I swear. We've talked about this before, right?

[Brooke]

Yeah, I don't know. It just didn't come up.

[Jose]

Oh, yeah, that's right.

[Jeffrey]

I am on the no Fly list. I totally forgot.

[Jose]

I also have a warrant, by the way.

[Jeffrey]

But she was just like, oh, that's a bummer, and quickly pivoted to going on the trip with her girlfriend.

[Brooke]

So that was a smart choice.

[Jose]

Yeah, she should do that right now just to cope. Go to Mexico with your girls, talk it out, relax, reevaluate.

[Brooke]

If you talk it out with your girls, you're gonna end up single by the time.

[Jose]

That's probably true.

[Jeffrey]

Sounds like they're just gonna celebrate his 30th separately, and it doesn't seem like this will be a giant bump in the road of their relationship whatsoever.

[Brooke]

Yeah, I love when you're not sarcastic.

[Jeffrey]

I'm just going blind. Optimism here. And that's what I recommend to everybody who emails the show seeking our advice. And also to anybody who's listening to the podcast right now. Stay optimistic. Hit that subscribe button.

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[Ashanti Plummer]

Hey, it's Ashanti Plummer from Futaround and find out coming out of the draft, it's been a special time for us here at Futaround. I want to thank everyone from the fans to the sponsors, especially geico. Not just for supporting az, but for showing up where it matters, like the business of Women's Sports Summit. That kind of thing really moves the needle. And now that AZ is starting a new life in Dallas, we don't know what next season is going to bring. But we know that we're all on the same team and it's been amazing to feel the love and support. So keep showing up for our girl. Show up for each other. Thanks to GEICO and our listeners.