Second Date Update Classic: Red Envelope Regret

Summary

Brooke and Jeffrey: Second Date Update Classic – Red Envelope Regret

Release Date: May 10, 2025
Host: Brooke and Jeffrey
Podcast: iHeartPodcasts
Episode: Second Date Update Classic: Red Envelope Regret

---

Introduction

In this engaging episode of Brooke and Jeffrey: Second Date Update, hosts Brooke and Jeffrey dive into the intriguing world of modern dating through the lens of a unique matchmaking event known as the "Red Envelope Party." The episode centers around listener Alvin’s experience at such a party and his subsequent attempt to secure a second date with Natalie, a connection that initially bubbled with promise but faced unforeseen challenges.

---

Mother's Day Reminder and Merch for a Cause

The episode kicks off with Brooke offering a timely reminder about Mother's Day, adding a personal touch to connect with listeners. She emphasizes the importance of thoughtful gestures, humorously suggesting that even a simple printed note with a heartfelt message can make a meaningful impression:

Brooke [02:51]: "All mothers are fine with a printed out piece of paper of what you got them, as long as it comes with a heartfelt note."

Brooke also introduces the audience to their Merch for a Cause initiative, encouraging listeners to purchase a Second Date Update hoodie with all proceeds benefiting Convoy of Hope, a reputable nonprofit organization. This segment not only promotes their merchandise but also underscores their commitment to supporting meaningful causes.

---

Challenging Conventional Dating Advice

Jeffrey humorously challenges common dating advice, sparking a lighthearted debate between him and Brooke. He playfully asserts that trying new things in dating is the worst advice one can follow:

Jeff [04:00]: "New experiences should scare you, and you need to avoid them at all costs."

Brooke quickly counters, highlighting the opposite stance prevalent in dating blogs, prompting a humorous exchange. Their banter sets the stage for introducing Alvin’s story, positioning him as someone who dared to tread outside his comfort zone.

---

Listener Introduction: Alvin’s Red Envelope Party Experience

The narrative shifts as Brooke and Jeffrey welcome Alvin, a first-time participant in a red envelope dating party. Alvin recounts his evening at an upscale event designed to facilitate meaningful connections through a structured matchmaking process. Here’s a glimpse into his experience:

Alvin [05:07]: "Have you ever heard of a red envelope party?... I went inside the house and it had the vibe of like a swanky private members club."

The setup involved guests filling out a questionnaire about their interests and values, after which matching names were placed inside red envelopes. Alvin's envelope contained the name Natalie, someone he had already met and was keen to reconnect with during the event.

---

Alvin’s Memorable Evening with Natalie

Alvin describes spending quality time with Natalie, sharing laughs and enjoying each other's company. However, the night took an unexpected turn when he accidentally fell into a bush while walking with her:

Alvin [08:18]: "I definitely had, like, a headrest, and I kind of fell into a bush."

Despite the mishap, Natalie helped him out, and the two continued their evening together. At the end of the party, Alvin bravely asked Natalie out for a post-party meal to soak up the alcohol, but she opted to find her friend instead, leaving Alvin puzzled and awaiting a response.

---

Live Interaction: Natalie Joins the Call

In an entertaining twist, Natalie joins the show live, providing her perspective on why she hasn’t responded to Alvin’s outreach. She explains her discomfort with the party's late-night activities and clarifies that her decision was not a reflection on Alvin personally:

Natalie [13:34]: "I think I made the assumption that he's been to more than one, maybe a bunch of these. And that's just not really my thing."

Brooke and Jeffrey skillfully navigate the conversation, addressing assumptions and misunderstandings with humor and empathy. They probe deeper into what transpired after midnight at the party, revealing that Alvin stayed longer than planned, which may have influenced Natalie’s feelings.

---

Resolving the Red Envelope Regret: A Second Chance

Despite initial hesitations, Natalie expresses an openness to giving Alvin another chance. With the hosts facilitating, Alvin and Natalie agree to meet again, this time under more relaxed and familiar circumstances:

Natalie [19:08]: "I am. Because like I said, I'm trying to be adventurous."

Brooke celebrates their newfound connection, envisioning future stories they might share, while Alvin expresses his excitement about the second date prospects. The episode concludes on a positive note, highlighting the importance of communication and understanding in the dating process.

---

Key Takeaways and Insights

1. Red Envelope Party Dynamics: Alvin’s experience sheds light on an innovative approach to matchmaking, emphasizing structured interactions to foster meaningful connections.

2. Handling First Date Mishaps: Alvin’s humorous mishap underscores that even awkward moments can become memorable parts of a budding relationship, provided they are approached with grace and humor.

3. Communication is Crucial: The live interaction with Natalie highlights the significance of clear communication and avoiding assumptions in the dating landscape.

4. Second Chances Matter: The episode reinforces that misunderstandings or initial setbacks don't have to derail potential relationships, as demonstrated by Alvin and Natalie’s willingness to reconnect.

---

Notable Quotes

• Brooke [02:51]: "All mothers are fine with a printed out piece of paper of what you got them, as long as it comes with a heartfelt note."

• Jeff [04:00]: "New experiences should scare you, and you need to avoid them at all costs."

• Alvin [05:07]: "Have you ever heard of a red envelope party?... I went inside the house and it had the vibe of like a swanky private members club."

• Natalie [13:34]: "I think I made the assumption that he's been to more than one, maybe a bunch of these. And that's just not really my thing."

• Natalie [19:08]: "I am. Because like I said, I'm trying to be adventurous."

---

Conclusion

Second Date Update Classic: Red Envelope Regret is a captivating episode that blends humor, real-life dating scenarios, and interactive storytelling to explore the complexities of modern romance. Brooke and Jeffrey adeptly guide listeners through Alvin and Natalie’s journey, offering both entertainment and valuable insights into building connections in today’s dating world. Whether you're navigating your own second date regrets or simply enjoy a good love story, this episode provides both laughs and lessons worth taking to heart.

Transcript

[Jeff]

You're listening to an iHeart podcast. Hello, it is Ryan and I was on a flight the other day playing one of my favorite social spin slot games on chumbacasino.com I looked over the person sitting next to me and you know what they were doing? They were also playing Chumba Casino. Everybody's loving having fun with it. Chumba Casino's home to hundreds of casino style games that you can play for free anytime, anywhere. So sign up [e-mail] to claim your free welcome bonus. That's chumbacasino.com and live the Chumbalife sponsored by Chumba Casino. No purchase necessary.

[Alvin]

VGW Group Void we're prohibited by law.

[Jeff]

21 + terms and conditions apply. Member week is here at Lowe's. Don't miss your chance to get up to 40% off hundreds of items like paint, outdoor and home essentials and more. Shop our exclusive deals happening in store and online now through May 14th. Not a rewards member. Join for free today and get ready to save more Lowe's. We help you save loyalty programs subject to terms and conditions. Details@lowe's.com Terms subject to change. Are you still quoting 30 year old movies? Have you said cool beans in the past 90 days? Do you think Discover isn't widely accepted? If this sounds like you, you're stuck in the past. Discover is accepted at 99% of places that take credit cards nationwide and every time you make a purchase with your card, you automatically earn cash back. Welcome to the now it pays to Discover. Learn [e-mail] credit card based on the February 2024 Nielsen report, you need to check out legends.com today. Legends is a free to play social casino and sportsbook with all of the games that you know and love. They even have Plinko and live Blackjack and that's L E G e n d z.com whether you're a seasoned player or just starting out, their games are designed to entertain and thrill. The best part is you get free coins every day so you can play for free. And redemption to your bank is instant. It's legit and new players get an exclusive welcome bonus. Join thousands of players on legends with a Z.com today. No purchase necessary. Legends International Void we're prohibited by law. 18/ terms and conditions apply. Amazon Pharmacy presents Painful Thoughts 20 more minutes to kill in the pharmacy before my prescription is ready. Maybe I'll grab some deeply discounted out of season Halloween candy. Hmm. I never had a chocolate pumpkin with raisins before. Those were raisins Right? Next time, use Amazon Pharmacy. We deliver. And no, those were not raisins. Amazon Pharmacy healthcare just got less painful.

[Brooke]

Hey, welcome to your Saturday podcast. It's Brooke and Jeffrey. And quick reminder, tomorrow is Mother's Day. Yes.

[Jeff]

I thought it was last week. So I sent my mom strawberries super.

[Brooke]

Early, which is better than sending them super late.

[Jeff]

Then I texted her and I apologized, and I was like, I didn't even call you.

[Brooke]

I was so busy.

[Jeff]

She's like, honey, it's not till next week. I'm like, okay, I'll call you Sunday.

[Brooke]

So you did get outed.

[Jeff]

Yeah, so myself.

[Brooke]

Dang it. Well, listen, if you're frantic for a gift, I'm just gonna tell you, you can go to our Merch for a Cause and buy a brand new Second date update hoodie crew neck. Yeah. Yes. And listen, I know it won't come tomorrow in time for Mother's Day, but all mothers are fine with a printed out piece of paper of what you got them, as long as it comes with a heartfelt note. Yeah, that's cute. That says something like dysfunctional dating makes me think of you, Mom. Yeah. Here's your second Date Update Merch for a cause. All right, go do that. Because the link is in the show notes, and 100% of the proceeds go to a great organization called Convoy of Hope, which is a great nonprofit. So get your merch for our cause and let's get this show started.

[Jeff]

Second Date update. If I've learned anything from reading countless dating blogs, they all say the absolute worst thing thing you can do is be open to trying new things.

[Brooke]

No, they don't. That's the opposite of what they all say.

[Jeff]

New experiences should scare you, and you need to avoid them at all costs. Too risky.

[Brooke]

Are you reading the anti therapy blogs again?

[Jeff]

You know, you need to stick to the places that you've already been and people you already know. And nothing bad can ever happen. Not even new people.

[Brooke]

Okay, Jeff, this is how you end up in, like, my hometown dating your cousin. Okay?

[Jeff]

So Brooke clearly supports it.

[Brooke]

You got to be careful.

[Jeff]

Thing is, one of our listeners did take that advice, thank God, and he's some sort of modern renaissance man, decided to try something new and look where it landed him here on our show, which I'm guessing is another new experience for him that he's never done before. So. Yikes.

[Brooke]

We're the low point.

[Jeff]

We are Alvin. Welcome to your new life. Low.

[Alvin]

Awesome. Glad to be here. This is my first time ever doing this.

[Jeff]

Wow, Alvin.

[Brooke]

Now are you feeling shame or excitement?

[Alvin]

No, definitely excitement. I don't. I'm not feeling shame.

[Jeff]

Okay, well, yeah, we're gonna change that by the end of this segment. But you said that you tried something new for your dating life. What was that?

[Alvin]

Have you ever heard of a red envelope party?

[Jeff]

No, but it sounds kind of kinky. What's going on? I'm intrigued. Yeah, what is that?

[Brooke]

What's a red envelope party?

[Alvin]

Well, it's like a. Like a dating event.

[Jeff]

Okay.

[Alvin]

That people put on. And it was at this fancy house, really nice neighborhood.

[Brooke]

And you went by yourself? You didn't bring a friend?

[Alvin]

Yeah, no, this was a friend hooked me up with this, but I. I went by myself.

[Jeff]

Okay. One of your friends suggested it to you.

[Alvin]

Yeah. And then you scan like a QR code and you fill out a questionnaire that's like, about your interests and your values. You know, what kind of person you are.

[Brooke]

That stuff you'd find on a dating profile, right?

[Alvin]

Yeah, yeah, just a brief little thing like that. And then once you do the questionnaire, I went inside the house and it was. Had the vibe of like a swanky private members club. It was, you know, fancy furniture and, well, stock bar chandeliers, the whole, you.

[Jeff]

Know, they have a chandelier. That is rich. No, no, broke people own chandeliers.

[Brooke]

You get a house full of single people and you're only allowed to talk to one person that they give you an envelope of.

[Jeff]

Is that the rule?

[Alvin]

No, no. You're supposed to mingle and drink and have a good time. That's what I was doing. About like an hour into it, maybe a little more, a waiter came around with a silver tray. And on the tray were red envelopes. And you find the one that had your name on it and that has inside the person that you are supposed to meet once, but we'd already hung out.

[Brooke]

I'm guessing the whole point is so that you go around the room and actually try to find the other person, right? Yeah, like, it's more about talking to other people to find the person.

[Jeff]

I see.

[Brooke]

I mean, my guess anyway.

[Jeff]

No, that makes way more sense. And the fact that it's on a silver tray makes me believe whatever is on it is like. And so who was the person whose name was in your envelope?

[Alvin]

My envelope had the name Natalie in it.

[Brooke]

Okay. Had you already met. Why are you laughing?

[Jeff]

I thought he said he had his own name in his envelope.

[Brooke]

That would be your luck at one of these.

[Jeff]

Jeff. Jeff's like, and I still don't love myself.

[Brooke]

Had you already met Natalie, or did you have to go find her?

[Alvin]

I had actually met her, and she was like, obviously, I'm there to date. So I'm looking around, you know, looking at all the ladies. She was like, top of my list.

[Brooke]

Oh, so you're like.

[Jeff]

Yes.

[Brooke]

Lucky red envelope.

[Jeff]

That's nice. Yes. It was a total.

[Alvin]

Yes. Fist bump. Yeah.

[Jeff]

Okay, so you went and tracked her down. How did that go?

[Alvin]

It was great. We were having a really good time, and she was laughing a lot, and I was laughing.

[Brooke]

Oh, that's a good sign because she could have been disappointed when she saw your name.

[Alvin]

No, no, she seemed cool, and she was, you know, kept encouraging us to go back to the bar, and so, yeah, we did drink a bit. I admit it. I definitely was feeling a buzz.

[Brooke]

Nice.

[Jeff]

Okay.

[Brooke]

But you're, you know, you're doing it together, and it's a party scene. Like, it seems appropriate.

[Alvin]

Yeah, yeah, it was appropriate amount. And I was not alone. You know, it was. Everybody was having a good time, and she was having a good time. You know, like I said, we were laughing a lot.

[Jeff]

These are all positive reviews. Is there anything in your mind that, like, was like, a low moment of the night or something that could have gone wrong?

[Alvin]

Yes.

[Jeff]

Yes, there was.

[Brooke]

Oh, he's laughing now.

[Alvin]

It's not the worst, but, like, we had been sitting for a while, and we stood up and we walked outside, and it was pretty warm night, and I definitely had, like, a headrest, and I kind of fell into a bush.

[Brooke]

Oh.

[Jeff]

And this was in front of Natalie?

[Alvin]

Yeah, yeah. Oh, yeah. I was walking with her.

[Brooke]

Okay, so you may have looked a little. But you may have looked a little sloppy. Yeah, you know.

[Alvin]

Yeah, I looked sloppy. I didn't, like, fall over. Like, I was just so hammered that I was just, like, passing out, but I, you know, I definitely leaned into it hard, let's put it that way.

[Brooke]

What did she say?

[Jeff]

A confident lean into a bush, but.

[Alvin]

She helped me out of it. But, like, I'm a pretty big guy, so she couldn't really do it. So this guy, like, kind of stepped over and kind of helped me.

[Jeff]

Not your proudest moment, but it's probably not like, a total deal breaker for you. So how did it end that night, but with you and Natalie?

[Alvin]

Well, at the end of the party, I asked her if she wanted to go out, have some food, you know, soak up the alcohol.

[Jeff]

Right.

[Alvin]

And she said she wanted to hang back and find this friend that she came with. And I don't know. That's it. I haven't heard back from her. I mean, I got her. Her.

[Brooke]

Her number.

[Alvin]

Yeah, exactly.

[Brooke]

Have you called her or. Or nothing.

[Alvin]

I texted her once. I don't want to be the dude who's spending multiple texts, but I was definitely like, damn. I went to all that trouble and thought it was a good connection and just seemed weird that nothing has come since then.

[Jeff]

Maybe she confidently leaned on the same bush and is trapped inside of it right now waiting for somebody to come pick her out.

[Brooke]

She's in a hedge as we speak.

[Jeff]

So we're gonna call. We'll see if she answers and try and get you your second date update fancy edition. Coming up right after this second date update. I'm gonna need to set the scene here for any listeners just joining us. Picture well dressed men and women sitting on ornate couches, sipping on gimlets, mingling together. Envelope party. It's fancy. It is.

[Brooke]

It does feel like something that happened in Jeff's neighborhood growing up.

[Jeff]

Yeah, a lot of ask on gimlets and mint juleps. Mint juleps for sure. And what is everybody want a grasshopper. What's a red envelope party? I'm still not 100% sure I get the idea, but one of our listeners, Alvin, attended one the other night where he went to a house in an upscale neighborhood. They have you fill out a dating survey and then later, based on the answers to your questionnaire, they bring you a red envelope on a silver platter with the name of the person that you matched with and are supposed to meet that night.

[Brooke]

Yes.

[Jeff]

And the name of Alvin's person was Natalie. So they met up, had a great time there until he fell into a bush outside.

[Brooke]

Well, that didn't ruin the night. It was just a memorable. The thing is he remembers it so he wasn't too dry.

[Jeff]

He wasn't full team blackout. The problem is now Natalie is ghosting. So, Brooke, take a break from putting your reservation in at the rent envelope house. And what tell us, how do you feel about it?

[Brooke]

My hometown was more like bush light and you'd wrestle a p know they.

[Jeff]

Started in the bushes.

[Brooke]

The problem is, is it's a singles party, so she could have easily just met somebody else that night.

[Jeff]

Oh, yeah, and everyone's forced to mingle like they said.

[Brooke]

Like that's the whole point of the red envelope is so you go around and you talk.

[Jeff]

Oh, you're talking about before the envelopes were handed out.

[Brooke]

Yeah, and like the friend that she had to find at the end of the party. Air quotes was probably the person she was talking to beforehand.

[Jeff]

Did you notice Natalie speaking with any other guys?

[Alvin]

I mean, I did notice her speaking with other guys, but not like, you.

[Brooke]

Know, I'm sure that's what the point is.

[Jeff]

That's like asking you.

[Brooke]

It's not like they signed a contract that you could only go out with this person in the red envelope.

[Jeff]

They don't know who is in the red envelope for the first hour, Jeff. It's a red envelope with a red flag attached to it.

[Brooke]

So.

[Jeff]

I'm worried, but let's call Natalie here and see what she has to say. Here we go.

[Natalie]

Hello?

[Jeff]

Hey, is this Natalie?

[Natalie]

Yes, this is Natalie. Who is this?

[Jeff]

My name is Jeff, and I'm part of a radio show called Brooke and Jeffrey in the Morning. We're all here, eager to talk to you.

[Natalie]

I'm what?

[Jeff]

Yeah, we actually were given your phone number by one of our listeners that went out. It was kind of on a sort of a date.

[Brooke]

Met you at a dating party. Yeah, singles. Singles.

[Jeff]

And this segment is called Second Date Update because we're trying to get you two back together and figure out if there's maybe chemistry or if you feel the same way. If you feel the same way. Thank you, Brooke. But this guy's name is Alvin.

[Natalie]

Oh, okay. Oh, my gosh.

[Jeff]

Remember him from the. The red envelope?

[Natalie]

I do. I do remember him. I'm just surprised, I guess.

[Brooke]

Oh, my God. Describe, like, what that party was like for you.

[Jeff]

Also, if it's one of those parties, you don't have to describe too much.

[Natalie]

So I just. I had never been to one, so I don't know what to tell you about it because I didn't stay.

[Brooke]

You didn't?

[Natalie]

Later.

[Brooke]

Oh, well, I don't think he stayed very long either. Did you meet somebody else? Is that what it is?

[Jeff]

That's what we come down to.

[Brooke]

I mean, which is totally fine. That's the whole point of the party, right?

[Jeff]

Success for you?

[Natalie]

Well, I've had friends who have done these parties. Like, I was really just trying to experience it and leave. Because my friends who've done these parties, they say that you should leave by midnight if you don't want to. You know that it can get pretty crazy, let's put it that way. And I was just trying to get out of there.

[Brooke]

Hey, is it really actually one of those?

[Jeff]

I think I was right by accident.

[Brooke]

What do you mean?

[Jeff]

Yeah. Can you elaborate? What? Do you know what happens at midnight?

[Natalie]

I heard that they open up these, like, other rooms for activities after midnight, and I just that's not really my jam. Like, each one apparently has a theme. I don't know.

[Brooke]

Are you not calling Alvin back because you think he stayed? Or are you not calling him, like, I don't understand why you still wouldn't be.

[Jeff]

Or the fact that he was at that party?

[Natalie]

Yeah, I mean, I think I made the assumption that he's been to more than one, maybe a bunch of these. And that's just not really my thing. I'm not into that after midnight.

[Jeff]

Well, even yourself, if you think that you're making an assumption there. I don't know if it's fair to jump to a full conclusion until we actually talk to Alvin himself, dude.

[Brooke]

Because he seems like such an innocent guy.

[Jeff]

Yeah, and you don't even have to wait because Alvin is on the other line right now listening to this conversation from a secret room in our studio.

[Brooke]

Don't say that, Jeffrey.

[Jeff]

Alvin, you there?

[Natalie]

Oh, my gosh.

[Alvin]

Yes, I'm here.

[Brooke]

Oh, my gosh.

[Natalie]

What is happening?

[Alvin]

Hey, Natalie. Hello?

[Brooke]

Dude, I'm dying. Did you stay after midnight, Alvin?

[Jeff]

Do you know what she's talking about? With the extra rooms that open up?

[Alvin]

Yes, I do.

[Jeff]

Oh, you do. And you're laughing.

[Brooke]

Okay, bro.

[Alvin]

Well, yeah, I mean, she left and like I said, I was kind of feeling it, you know? And I was like, oh, I'm here. I might as well.

[Brooke]

Am I jumping to the right assumptions on all of this, or am I.

[Jeff]

I'm afraid to go into any more details of what actually happened. Did you partake or are you just enjoying the view?

[Alvin]

Brother, I was just enjoying the view.

[Brooke]

Alvin, why in the world would you contact a radio show if this is the type of event that you.

[Jeff]

Why did you. You didn't mention any of this to us.

[Alvin]

You guys asked me to talk about the date part. That's the part that I was interested in talking with you guys about it. The rest of the party and the event and stuff is like another story.

[Brooke]

Okay. Okay.

[Jeff]

Well, sure, but it's a pretty important detail I think you to bring up.

[Alvin]

But, like, the story ends when Natalie left, like, afterwards. That was just on this, you know?

[Brooke]

Okay, we don't need to hear a story of that.

[Jeff]

You got a lot of good ideas.

[Brooke]

I mean, is this making you feel better or worse, Natalie?

[Natalie]

I mean, I don't like the idea of him watching other people. Yeah, I don't. Like, why does he want to contact me?

[Alvin]

Because you were the person I'm interested in. Like, I was thinking about you the whole rest of the night. Like, that's All I was thinking about.

[Natalie]

Other people thinking of me. That's so.

[Jeff]

Well.

[Brooke]

Why'D you go to the party if you're not into that type of people? Like Natalie, when, I mean, what are you doing?

[Jeff]

That's actually true. I didn't get caught up in that.

[Brooke]

But sometimes you don't know until you try it, right, Natalie?

[Natalie]

Yeah, I was trying to just do something outside of the box because I'm not super adventurous, but I definitely had boundaries as far as not wanting to participate in the late night activities.

[Alvin]

Okay, you guys are making it sound like I'm some kind of total freak who's into like, these wild. This is the first time. Just like Natalie, it's the first time I ever went to one of these things.

[Jeff]

That's right. We're not judging of anything some of us are jealous of.

[Brooke]

Yeah, I'm listening to like a podcast about these. They're always Quaker.

[Jeff]

How long were you there?

[Alvin]

So, like, like three, a little after three. Like 3:30 something in the morning.

[Jeff]

You watched for three hours?

[Alvin]

I mean, I only really actually watched like this one room called the Ascot Room. That's like the only one that I even looked at.

[Jeff]

The Ascot Room.

[Brooke]

What does that even mean?

[Alvin]

You know what ascots are like those ties, like, scarf.

[Jeff]

Oh, it's actually a smart idea.

[Alvin]

They were pretty creative.

[Natalie]

Oh my gosh. That's so gross. I don't.

[Alvin]

What am I supposed to say to that?

[Jeff]

Well, look, he. He didn't use one of the ascots. He just watched people with the ascot.

[Natalie]

Oh, no, but I like. No, I don't. I don't. I don't know why I shouldn't have pulled you out of that bush. I'm. I don't know, Deeper into it.

[Brooke]

Different meaning.

[Jeff]

Before I ask officially, Alvin, is there anything else that you want to say to Natalie? Like a. Like a final plea maybe?

[Alvin]

I just want to say, like, I thought we had a good time beforehand. It's not like. Like I said, I'm not like, into that scene. That's not like my place and my people or something. And you got to admit, we were having a good time. At least I think we were.

[Brooke]

That's a good point.

[Jeff]

Yeah.

[Brooke]

I mean, and he. Obviously his intentions was to meet one person.

[Natalie]

Okay, well, I just need to know, are you going to go to the next one?

[Alvin]

I mean, if you wanted to go with me to one of those, that would be cool, but I'm not going to be going by myself.

[Jeff]

Well, I.

[Brooke]

That was a little soon to say that. Yeah. My friend.

[Natalie]

I Don't know.

[Jeff]

But it's not too soon to ask if we can facilitate another meetup between the two of you. Look, we have a red envelope party over at Chili's.

[Brooke]

I'm gonna see you in the baby back room.

[Natalie]

That's what I was gonna say. As long as there aren't extra rooms being opened up after hours.

[Jeff]

Okay, you're open to it.

[Brooke]

You know what?

[Natalie]

I am. Because like I said, I'm trying to be adventurous. And it sounds like he went and he committed to the experience, but it doesn't sound like it's something that he does all the time.

[Brooke]

Okay.

[Alvin]

Oh my God.

[Jeff]

Janitor's closet. Congratulations. You got yourself another date.

[Alvin]

Yes. I'm so glad. I really am.

[Brooke]

God, it's gonna be so sweet when you guys tell this story at your wedding.

[Natalie]

Where you were when you met.

[Jeff]

Yeah, everybody has red ascots in the wedding party.

[Alvin]

Nope, Just on honeymoon night. It's ascot. No.

[Jeff]

Okay.

[Alvin]

Come on.

[Jeff]

Uh oh. Role playing. The bellboy can.

[Brooke]

Brooke and Jeffrey in the morning.

[Jeff]

Do you own a business that's ready to thrive? It's time to let Intuit QuickBooks take things like unpaid invoices and tracking expenses off your plate so you can take things to the next level. Intuit QuickBooks is an all in one business platform that can help with those day to day tasks like invoicing and expenses. Manage and grow your business all in one place. Intuit QuickBooks your way to money. Money movement services are provided by Intuit Payments, Inc. Licensed as a money transmitter by the New York State Department of Financial Services.

[Brooke]

Did you know women are more likely than men to develop dry eyes, which may be due to hormonal changes during the menstrual cycle or after menopause and the use of oral contraceptives. Give your dry burning or irritated eyes a daily refresh with refresh Opteve Mega 3 Lubricant Eye Drops, A preservative free formula that provides fast acting, lasting relief. Refresh Optif Mega 3 is safe to use as often as needed. Find Refresh online or in the eye drop aisle at all major retailers.

[Jeff]

Here at the Almond Joy Factory, where tropical vibes abound, we use soft, fresh.

[Brooke]

Tasting coconut, the crunchiest almonds, and delicious chocolate candy.

[Jeff]

Ah, but do you know what our most important ingredient is? Sometimes you feel like a nut, sometimes you don't.

[Brooke]

Almond Joy's got nuts and something even.

[Natalie]

Way better than that.

[Jeff]

Yes, Almond Joy is made with almonds and Jo. This message comes from Greenlight. Ready to start talking to your kids about financial literacy. Meet Greenlight, the debit card and money app that teaches kids and teens how to earn, save, spend wisely and invest with your guardrails in place with Greenlight, you can send money to kids quickly, set up chores automate allowance and keep.

[Brooke]

An eye on what your kids are.

[Jeff]

Spending with real time notifications. Join millions of parents and kids building healthy financial habits together on Greenlight. Get started risk [e-mail] iheart Summer on.

[Brooke]

The south side of Chicago is heating up.

[Natalie]

You planning revenge?

[Jeff]

Aren't you?

[Brooke]

The Shy is back. May 16th on Paramount. It's the season of the women.

[Jeff]

Women, this is our chance.

[Brooke]

It's time to get to work. But the men aren't giving up without a fight.

[Jeff]

Street's always gonna have a villain.

[Brooke]

No one is backing down in the Showtime original series from Emmy Award winner Lena Waithe.

[Jeff]

Why do Black women always have to save the day?

[Brooke]

If we don't do it, who else will? The shy new season streaming May 16th on the Paramount with Showtime plan.

[Jeff]

You're listening to an iHeart pod.