Brooke and Jeffrey: Second Date Update - Second Date Update: Taking The Plunge

Episode Date: March 6, 2026

One of our listeners was MORTIFIED when her date accidentally saw something that was NEVER intended for his eyes… She needs our help with a Second Date Update! See omnystudio.com/listener for privacy information.

Getting ready for a game means being ready for anything, like packing a spare stick. I like to be prepared. That's why I remember, 988, Canada's suicide crisis helpline. It's good to know, just in case. Anyone can call or text for free confidential support from a train responder anytime. 988 suicide crisis helpline is funded by the government in Canada. Hi, it's Joe Interesting, host of the Spirit Daughter podcast, where we talk about astrology, natal charts and how to step into your most vibrant life. And today I'm talking with my dear friend

Krista Williams. It can change you in the best way possible. Dance with the change, dance with the breakdowns, the embodiment of Pisces intuition with Capricorn power moves. So I'm like delusionally proud of my chart. Listen to the Spirit Daughter podcast starting on February 24th on the IHeart Radio app, Apple Podcasts, or wherever you listen to your podcast. I'm calling you. I'm Clayton Eckerd, in 2022, I was the lead of ABC's The Bachelor. But here's the thing. Bachelor fans hated him. If I could press a button and rewind it all I would. That's when his life took a disturbing turn.

A one-night stand would end in a courtroom. The media is here. This case has gone viral. The dating contract. Agree to date me, but I'm also suing you. This is unlike anything I've ever seen before. I'm Stephanie Young. Listen to Love Trapped on the Eye Heart radio app, Apple Podcasts, or wherever you get your podcasts.

Ego Wota is your host for the 26 IHeart Podcast Awards, live at South by Southwest. Hello, is anybody there? Raised by a single mom, Ego may have a few father-related issues. Are we supposed to talk about your dad? Her podcast, Thanks, Dad, is full of funny, heartfelt conversations with actors, including fellow S&L alums, comedians, musicians, and more about life and their wonderfully complicated relationships with their fathers. I think and hope that's a good thing.

Get to know AGO. Follow Thanks, Dad, with Ago Wodom, and start listening on the free IHeart Radio app today. Ready for a different take on Formula One? Look no further than No Grip, a new podcast tackling the culture of motor racing's most coveted series. Join me, Lily Herman, as we dive into the under-explored pockets of F1, including the astrology of the current grid,

the story of the sports most consequential driver strike, and plenty of other mishaps, scandals, and sagas that have made Formula One a delightful, decadent, gumster fire for more than 75 years. Listen to No Grip on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Hey, it's your brand new second date podcast. Thanks for being here. And thanks, Alexis, for sticking it out this week.

Oh, thank you guys if you have to hear my cough in the background of segments. It's kind of gross. You can make a drinking game out of it this week. Yeah, every time you hear me cough on the podcast, take a shot. All right. And your episode today is really about sending something to the wrong person. We've all done it, but probably not to this level. No, not with this level, that's for sure.

You're going to hear what's up in a second, but first comments. Yeah, use are not found. No. I like that. I'm bunking lessons in school listening to this. But I keep laughing, so I'm going to get caught. Wait, bunking? Guessing skipping?

What is, wait, bunking is when you're like in a bunk bed with somebody, right? Or does he mean flunking? That makes more sense now. That could be flunking. I don't know. Either way, I'm going to guess not paying attention in school. Okay. Yeah.

That's bunk. I don't know. Maybe it's new slang. I'm going to start using it. I think it just ended by you trying that. You're using it without going what it means. You bunk it up, Brigh. Yeah, I did.

All right, your brand new episode starts right now. Brooke and Jeffrey in the morning. Second date update. What would you say is a brave or courageous first date? Skydiving? Oh, my gosh. See, I was going to say eating one of those lobster boil things. It's just so messy.

I don't. Sucking and stuff. Oh, you're right. Oh, gosh. I mean, that's sloppy. I don't know if that's necessarily courageous. It's brave. I was thinking more whitewater rafting or listening to Brooke and Jeffrey podcast on a Bluetooth

speaker in the middle of a Whole Foods. Wow. You're on a roller coaster. That takes bravery. Why the Whole Foods? I only ask because one of our listeners says she convinced a guy to do something extremely brave for their first date activity. Okay.

And she's requested our help today. Let's welcome Amy the Brave Maker to the show. Hey, Amy, how you doing? Hey, guys. I'm doing good. Okay, all right. It sounds like you already had the courage to do this. Oh, yeah.

I do it all the time. You do it all the time. All right. We'll get to the brave activity that you force this guy to do, but let's learn about him. Who is he and how'd you meet him? So his name's Emmett and I met him through a dating app. Okay. And so in my profile, I list that I love doing cold plungers.

Oh, I've heard of those. You're like dipping ice water, right? Yeah, yeah, yeah. Do you like to do it as like a health setter, or are you going out into the wild and finding some cold water to get into? I actually have like a cold plunge tub in my back deck. Cool, you're like Joe Rogan.

He's got one of those. Yeah. It's pretty cool. What a great comparison. What? Amy's just like Joe Rogan, guys, come on. That's not. I'll compare you to like a Pilate studio.

How about that feels better. How flattering, Amy. So that was. that was your first date activity? How did that come up? Yeah, so that's kind of how he approached me messaging me. He was like, I don't think I have the Cajonanes to do a cold plunge like on a first date. Oh, you're like, challenge accepted.

Yeah. I was like, it was kind of sparked a flirty conversation and I was like, I do it all the time. You get used to it and he would be totally fine. See, this is kind of cute because even someone like me who would never do this. Like if a girl was like, I challenge you like for our date, I would do it. Yeah, right? And to bond and like get out of your comfort zone. Exactly.

And it was just like, it was really friendly competition kind of pushing back and forth. And he was like, oh, it's more of a second or third date thing. No, that's funny. That's funny. So wait, did you invite him over to your house then since you have, I don't know, a bucket at your house filled with ice? I don't know what you got. That's exactly what it is.

And then I totally convinced him to do it after a little bit of light pushing. I'm sorry. I feel like the bravest part of this is you inviting a guy from a dating nap straight to your house. I'm telling him to bring a swimsuit. Oh, well, you know, I do the girl thing. I tell people, you know what I mean? Yeah, for sure.

Good, yeah. You make him very aware that there are cameras on site and anything that happens will be recorded. I've already pressed 9-1. I have one more digit and I will call the police on you. So you be chill. Okay. So you convinced him to do it. Yeah, yeah. He came over. You know, I got some liquid courage. And I did it first to show him, like, not full of it. I'm not a baby. I can totally do it.

Yeah. You know, put my money where my mouth is. Now he has to. And then, yeah, then he went for it. Wow. And how did it go? I was really impressed. I mean, when he got in, he totally screamed.

Highest extreme I think I've ever heard. But he totally did it. And, you know, we dried off, laughed about it. Just, like, grabbed my portable heater and watched the movie. It was a really nice date. It sounds actually pretty romantic. Yeah. It was really great.

It was really up there for top dates. And, like, after a bit, we just, like, hug. And he left. and I felt really great about it. And then I did something kind of stupid. Uh-oh. Yeah, like after he left, I thought it went really well. So I was like, oh, well, I'm going to send a picture to my friends because I think this might go somewhere.

You're right. He's pre-approved. Like, not a sneaky picture that you took a picture that you grabbed from his dating profile, right? Oh, yeah, from his profile pic. I don't think you want to send a picture of the guy straight out of the cold plunge to you. Oh, my God. No. No.

No. Kinder than that. That's nice of you. I know how things work. Okay. So how do you mess that up? Yeah. I accidentally sent it to him instead of my friends.

Oh. Wait. Yeah. What did the message say? Oh, my gosh. It wasn't bad. I was just like, look at this cutie. I got him to go in the cold plunge.

And I followed up. I was like, hey, I'm so sorry. I was trying to send to my friends because you're so cute. I guess you said cutie. That is crazy. Sending a picture of. Don't you think you'd be flattered? I mean, yeah, I guess.

She's showing you off already. She's excited. about you. As long as he's into her equally. You know, if he wasn't into her and then that happens, I feel like it's a turnoff. That's a good point. I mean, how did he respond to it? I thought he was into me, but then I got like no response from him.

And then like even the next day, I wrote, I'm really sorry. Would you forgive me? It was just, it was a mistake. And then I still didn't get an answer. I haven't gotten any of since. Wow. I mean, he puts up on social media. It sounds not like he was hiding that. And it's not like you were saying anything

explicit or bad. I mean, you guys had just jokes so much prior to that. It seems like he could have laughed it off. Or you've come off as a totally superficial person that only cares for him about his cute looks. Jeff. Yeah. So I'm getting out of a cold plunge. No way he was looking good.

And what I don't get is like, towards the end of the date, I felt we really hit it off. It felt like we were going to have a second date. It just, it felt really good. And I'm usually not, like, delusional about these things. Yeah. And that's like why you were sending it to your friends. Like I said, he's like pre-approved. Now you got to show him off to everybody. Hey, what do you think of him?

Yeah, well, we'll see how delusional you really are or aren't when we come back. That's always fun. Yeah. We'll give you the full delulu test when we do your second date update and call Emmett right after this. Brook and Jeffrey in the morning. Second date update. Ooh, talk about an awkward ending. It's Broken Jeffrey in the morning.

Because our listener, Amy, had a solid first date with a guy. that she liked named Emmett. In fact, it went so well. They were already planning their next hangout when Amy, quote, and these are her words, screwed it all of her. Because she meant to send

Emmett's profile pick to some of her girlfriends, trying to show them off a little bit, but instead sent it straight to him. Probably with a bunch of hard eyes and pickle emojis underneath because I know how you ladies do. Pickle, huh?

So immediately... With the bumps on it? Yeah, Jeff. I know. I've seen Brooks texts. They are weird. So immediately, she sent him an apology and explained what happened, got no response. And now her fate lies in our supple hands.

Amy, would you prefer to go by the name Shamy for the next few minutes? Because I do feel the shame for you. We're just joking. I mean, I think it's an innocent mistake. We've all done something really stupid like that before. Like, for him to not understand it. and not respond. Like, that kind of sucks.

Yeah. Yeah. But you also understand that it's a little bit creepy to be sent photos of yourself. Yeah, that's a... You don't think all girls do that, then you're stupid. I know. I'm just Alexis on that. I get so excited when I get a text from my girlfriends after they go out with somebody.

But I think that's the thing. We all know everybody does it, but to see it happen, it's just like kind of jarring. Yeah, it could freak you out. It should be flattering. That's just how we have to paint it. Okay. Broke, do you tell him that? I will.

You should be flattered. You should be. Okay. We're going to see if he even answers the phone, but I'm going to dial his number right now. Let's do it. You ready, Amy? I'm ready. Okay, here we go.

Hey, is this Emmett? Yeah, this is Emmett. This is a radio show called Brooke and Jeffrey in the morning. What's up, Emmett? The whole show is here. How are you doing? What's going on? Hey.

You sound like a fun loving guy. We're just calling our fans. Not much, bro. We're not. Yeah, no. We're kidding, by the way. This is part of a segment that we're. We're doing. It's called a second date update. We do have a reason for calling you.

The only date I've gone on here recently would be a lady named Amy is how you're calling about. Oh, wow. Wow. Offered up to us. You're helping us here. A lady. Yeah. Sounds like you are hot for her. What a coincidence. That is funny because Amy is the person who reached out to us wanting to get a hold of you. Okay. Because according to her, you have not been really talking to her at all since your date? That would be correct, yes. Is there a reason? Because Amy thinks there might be a reason.

I'd be curious to know what that reason is. Oh, what she thinks? Well, it feels like it should be obvious. Yeah, she told us that after the date, she was happy with how things went. And excited. Very excited and wanted to show a photo of you to some of her girlfriends. She sent me my own picture. Yeah.

So she thinks maybe that. that weirded you out or didn't scare you away? It was a little strange. I mean, not sure how much she told you, but the picture was, like, altered. She got her from your socials. Yeah, like screenshots it off your page. Off your dating up. Right.

I mean, I know the picture she got it from, but it looked weird. It was, like, different. Wait. Do you have an Android? Is it an iPhone to Android? Probably. There's like a green bubble behind it. I didn't understand.

It's all grainy. That's what the videos. It's really funny. Is that it? No, it wasn't that. I compared the two pictures. It made me look like 20 pounds wider. What?

Oh. Wait, I thought you were going to say like she put a cool filter on it. Like, she made you skinny? Yeah, I looked a lot skinny. My chin has never looked so narrow in my life. Hey, look at you, strong chin. That's a good thing, right? That has to be some mistake.

Like, why would... Why would you Photoshop or whatever she did? I'm with you. It's weird. What are you thinking? I don't know. Maybe she AI'd the thing or something, ran it through some kind of filter or something. Oh, my God.

Yeah. Why would she do that, though? Maybe she wanted to make him look hotter for her friends. But she's not a superficial person, Brooke? Maybe. I mean, there are some friend groups that get weird with each other and competitive. Yeah. I mean, I can understand how that would make you feel weird.

Yeah. I mean, I'm not like an ogre or something. Totally. That's like so insulting. I would be really insulting. But you know, it would make you probably feel really weird is if I told you that Amy was like secretly listening in on this phone call just so she could hear your explanation for avoiding her. That would be weird, right? You do want to talk to her.

Because that is kind of what's happening. She's listening to this? Yeah, that's how it works. Okay, well, I want to know what's up. Why is she enhancing me? What's going on here? I'm telling you, she's listening right now and you can ask her that. Amy? Are you there?

Yeah. Yeah. What is going on? I mean, look, I feel like everybody can use a little, like, help looking better. The filters are there. I just kind of wanted to show what your potential could be. Oh. It was not, hey, I'm not 20 pounds. It was like 10 to 15 max.

Oh. Oh, okay. You're overreacting. I'm overreacting. And the additional tan that you gave my skin. Oh, he was tan? Hey, that's kind of nice. Oh, yeah.

I mean, it's just a tan. I mean, it's just a tan. It's not like I changed your nose or anything. I didn't do anything like crazy permit. It's nothing that you couldn't do if you worked out more, put in a little bit more effort. Oh, my God. I was going to try to defend you and say, like,

maybe this is something that you think is normal because you do it to your own pictures. Well, doesn't everybody, like your Zoom filter on when you're on, you know what I mean? Brooke, what are you saying that you're against self-improvement? That you don't want, you don't think people could get any better than they actually are? Self-improvement is something that you do to improve yourself, not something you do to improve someone else, whether they like it or not. Sometimes you need to be shoved into self-improvement. I mean, it was all tiny. It was like the skin, it was a minimal amount of, like, weight loss and just like a slight whitening of the teeth.

And it was it. Oh, teeth lightning. So you whitened my freaking teeth? Oh. Well, I mean, just a little bit. I mean, your teeth are really straight, so it's not like I had to do a bunch of stuff. And, like, I mean, other than that, your teeth are perfect. Other than that.

That is not the compliment you think it is, Amy. I mean, I'm just trying to be honest. I mean, and all these improvements are so much cheaper when you do them on Photoshop and not in real life. Also true. Amy, were you attracted to him or were you actually hoping that these changes would happen if you started dating him? And was definitely attracted to him, but I do a lot to take care of myself, hence cold plunge. And yeah, I would hope that somebody would take care of themselves the way that I did if I were in a relationship with them. Yeah, it's always good to start something where you just totally want to change the other person.

Emmett, do you feel loved right now? I don't know what you think right now. This is just the weirdest thing ever. Listen, Amy is taking a big risk here. She didn't have to say that she whitened your teeth, but she sees the potential in you. And your teeth. That should be inspiring. She did have to confess, though.

She sent me the picture. Right. Emmett, you deserve someone who likes you for you. Crickets from the room. Okay. So, look, I believe that any woman who goes through that much trouble, I'm guessing it took at least an hour and a half to Photoshop and AI all the bad stuff out of your photo. And she did that for you.

And that level of dedication deserves a second chance if you ask me. If you say yes, we will pay for another date with her. I don't know. I would be embarrassed to ever be seen in front of her friends. They're going to be like, this doesn't look at anything like this guy. But if you put in the work, then you won't have to be embarrassed. Why are you inviting this man to run into all these red flags? Because the photo sounds really hot.

Yeah. I don't think about that. Though her friends are going to have an image of you in their head. Right. It's going to be like shallow howl, but in real life. Look, Emmett, if you say no, at least, hey, now you have a better dating picture profile. You can lure more women in.

Do not catfish people with that, Emma. It's him. Just the better version. Like a free head shot, I guess. Yeah. You spin it that way, I guess. There, it's up to you, man. You want to see Amy one more time?

We'll pay. If it makes you feel better, send, like, the original photo to my friend. Include him in the group chat. Include him. Why do I not believe you, the way you say? No, I mean, like, I'll have him with me when I do it. I swear I wasn't trying to make him feel bad.

That photo was not for him. Okay. Don't let him see the responses from your friends, because I have a feeling they're not going to be very nice. Well, we still need to hear from Emmett. Is it a yes or no? Regrettably, I'm going to see yes. I don't know exactly have a lot of matches right now on my algorithms.

Oh, buddy. This is true love. I feel like this is the rock bottom, Jeff. So I know he did the Cold Clench first date, and I think second day Canning salon. Oh my God. Oh, wow.

You're speaking Alexis's love language. Oh, my God. Third day, dental office. Yeah. Lucky you. Brooke and Jeffrey in the morning. Getting ready for a game means being ready for anything. Like packing a spare stick.

I like to be prepared. That's why I remember 988, Canada's suicide crisis helpline. It's good to know just in case. Anyone can call or text for free confidence. support from a train responder anytime. 9-88 suicide crisis helpline is funded by the government in Canada. Hi, this is Joe Winterstein, host of the Spirit Daughter podcast, where we talk about astrology, natal charts, and how to step into your most vibrant life.

And I just sat down with a mini driver. The Irish traveler said when I was 16, you're going to have a terrible time with men. Actor, storyteller, and unapologetic Aquarian visionary. Aquarius is all about freedom-loving and different perspectives, and I find a lot of people with strong placements in Aquarius are misunderstood. A son and Venus and Aquarius in her seventh house spark her unconventional approach to partnership. He really has taught me to embrace people sleeping in different rooms, on different houses and different places,

but just an embracing of the isness of it all. If you're navigating your own transformation or just want a chart-side view into how a leading artist integrates astrology, creativity, and real life, this episode is a must listen. Listen to the Spirit Daughter podcast starting on February 24th

on the IHeartRadio app, Apple Podcasts, or wherever you listen to your podcast. Man, you try to show someone their true potential and you get blasted for it. Dude, I don't think we went hard enough. I mean, that's so messed up. It is messed up. Like, in the weirdest way trying to find

the light in it. She was like, this is what you could be. I want to inspire potential. If a guy said a photo of me to his buddies where I was skinnier and hotter with bigger boobs, I would be so pissed. You know what, now that you say that, you're right, it's a doubles, there's no way. I've seen pictures of your mom, though, Brooks.

Hey! Get out! I feel it. I'm just saying. Amy never told us that she was going to do that, so I think the whole room was absolutely surprised. But I did have some conversations with her and told her that she could do our photos on our website.

Oh, I love to see. Because I think we could all improve. Oh, for sure. So head over to our podcast. You might see an updated photo already with our skin a little bit tanner, teeth a little bit wider. Oh my gosh, please don't make ashen any skin here. Dude, be a piece of paper. It looks like I'm finally doing Botox again. Yeah, rock. So go find

it. Subscribe to our podcast at Brooke and Jeffrey. Hi, it's Joe Interesting, host of the Spirit Daughter podcast where we talk about astrology, natal charts, and how to step into your most vibrant life. And today I'm talking with my dear friend, Krista Williams. It can change you in the best way possible. Dance with the change. Dance with the breakdowns. The embodiment of Pisces intuition

with Capricorn power moves. So I'm like delusionally proud of my chart. Listen to the Spirit Daughter podcast starting on February 24th on the IHeart Radio app, Apple Podcasts, or wherever you listen to your podcast. I'm Clayton Eckerd. In 2022, I was the lead of ABC's The Bachelor. But here's the thing. Bachelor fans hated him. If I could press a button and rewind it all I would. That's when his life took a disturbing turn.

A one-night stand would end in a courtroom. The media is here. This case has gone viral. The dating contract. Agree to date me, but I'm also suing you. This is unlike anything I've ever seen before. I'm Stephanie Young. Listen to Love Trapped on the IHeart Radio app, Apple Podcasts,

or wherever you get your podcast. Ago Wodam is your host for the 2026 IHeart Podcast Awards, live at South by Southwest. Hello, is anybody there? Raised by a single mom, Ego may have a few father-related issues. Are we supposed to talk about your dad? Her podcast, Thanks Dad, is full of funny, heartfelt conversations with actors, including fellow S&L alums, comedians, musicians, and more about life and their wonderfully complicated relationships with their fathers.

I think and hope that's a good thing. Get to know Ego. Follow Thanks, Dad, with Ego Wodom. Start listening on the free IHeart Radio app today. Hey, I'm Jay Shetty, host of the On Purpose podcast. I'm joined by Luke Combs, award-winning country music artist, and one of the most authentic voices in music today. The guy that says he's always going to be there

and that will do anything to be there is the only guy that's not there. No matter what, I'm going to prioritize my wife and my children. I dread the conversation with my son. Listen to On Purpose with Jay Shetty on the IHeart Radio app. Apple Podcasts, or wherever you get your podcasts. Ready for a different take on Formula One? Look no further than No Grip,

a new podcast tackling the culture of motor racing's most coveted series. Join me, Lily Herman, as we dive into the under-explored pockets of F1, including the astrology of the current grid, the story of the sports most consequential driver strike, and plenty of other mishaps, scandals, and sagas that have made Formula One a delightful, decadent, dumpster fire for more than 75 years. Listen to No Grip on the IHeart Radio app, Apple Podcasts,

or wherever you get your podcasts.