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Announcer
Support for the show comes from Public, the investing platform for those who take it seriously. On Public you can build a multi asset portfolio of stocks, bonds, options, crypto and now generated assets which allow you to turn any idea into an investable index with AI. It all starts with your prompt. From renewable energy companies with high free cash flow to semiconductor suppliers growing revenue over 20% year over year, you can literally type any prompt and put the AI to work. It screens thousands of stocks, builds a one of a kind index and lets you back test it against the S&P 500. Then you can invest in a few clicks. Generated assets are like ETFs with infinite possibilities, completely customizable and based on your thesis, not someone else's. Go to public.com podcast and earn an uncapped 1% bonus when you transfer your portfolio. That's public.com podcast paid for by Public Investing Brokerage Services by Open to the Public Investing Inc. Member FINRA and SIPC Advisory services by Public Advisors, llc. SEC Registered Advisor Generated Assets is an interactive analysis tool. Output is for informational purposes only and is not an investment recommendation or advice. Complete disclosures available at public.com disclosures here's.
Bethenny Frankel
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Jeffrey
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Brooke
Well, we hope that you have the day off. And if you don't, well, we hope this makes it a little bit better. Yeah, it is the second date podcast. Thank you so much for being here. You found the official spot. It's Brooke and Jeffrey in the morning. And we we really love however you got here, Whether it's from TikTok, maybe you heard us on the radio, or maybe someone really doesn't like you and sent this to you to listen. Oh, yeah.
Bethenny Frankel
Here you are permanently punished for life.
Brooke
That's right. That's right. Welcome to the show. And we always love to start with a good listener comment.
Jeffrey
Yes.
Brooke
And speaking of how they found us, we have Danielle, who commented and said, you guys practically raised me. My mom and I used to listen.
Bethenny Frankel
In the car every morning on the.
Brooke
Way to school throughout all of middle school and high school. Now I'm in college and still keep you guys a part of my daily commute. Love y' all so much. My bonus parents. Look at why.
Jeffrey
Come on.
Bethenny Frankel
It was nice, but not tear worthy.
Brooke
Oh, okay, Danielle, look what you did so fast. Okay, give me. You made your second mom cry, Danielle. But it's happy tears, so I'm really proud of you. All right, your second date starts right now.
Bethenny Frankel
Brooke and Jeffrey in the morning. Second date update.
Jeffrey
You ever been out with someone and thought, what am I doing? They are way out of my league. I don't think so.
Brooke
I'm gonna say no.
Jeffrey
Maybe we've got some liars in the room. Because everybody's felt that maybe one time. Have you ever had your own mother tell you, sorry, honey, that girl is way out of your league. You should give up and save yourself the embarrassment. My mom thinks I'm the most handsome man in the world. There's no way. Again, another good liar there.
Brooke
But that's okay.
Jeffrey
That's what happened to one of our listeners, Alex. His own mom doesn't believe that he's got game.
Brooke
I mean, you relate to this so heavily, don't you, Jeffrey?
Jeffrey
I do, but Alex proved her wrong by hanging out with a solid seven, according to him and getting a cheap hotel room with her. Alex, am I right, or was some of what I said exaggerated for entertainment?
Alex
Well, technically, it wasn't my hotel room. It was. It was hers, but yeah, okay, make.
Jeffrey
Her pay for it. That's right.
Brooke
That's a hotel room.
Alex
Yeah, she was out of town, so it was a business hotel room.
Brooke
Oh, okay, Jeffrey, you painted it. Yes, that was exaggerated for entertainment purposes.
Jeffrey
Oh, okay. Yeah, I was hoping that was perfectly accurate. But why don't you start from the beginning? Tell us about this girl you met.
Alex
Well, you said solid seven. I agree, but, you know, I thought she was really beautiful and.
Brooke
Wait, does she have a name?
Alex
Yeah, her name's Tiffany.
Brooke
Oh, okay. How'd you meet her?
Alex
So we met on a dating app. We were just swiping and I guess she was looking for something because she came from out of town.
Brooke
If you're, like, coming in from out of town and you're getting on Tinder, are you just bored? Are you looking for a one night? Like.
Jeffrey
Well, let's not sell our man short that, like, she just matched with him because she was bored. Looking to kill time. I think. I think she saw something that she liked on that dating profile.
Alex
Yeah, I mean, that's what. Yeah, that's what I'm going for. You know, I post a lot of, like, shirtless pics and stuff, so if anyone comes out from out of town, then they know what they're getting into.
Jeffrey
Wow.
Brooke
I think that she definitely was only looking for one thing. If she swiped right on a shirtless dude and she's in town for one night, like, kind of goes together.
Jeffrey
How did the date go?
Alex
Was going. It was going great. I having a good time at first.
Brooke
Where did you guys meet? Just, like, at her hotel. Like, at the bar?
Alex
Yeah, just kind of like at the bar across the street kind of thing.
Jeffrey
Okay.
Alex
I thought it was going well because she did. Eventually she took me to her hotel Room.
Brooke
Oh.
Alex
Oh, yeah, not much. Not much to do there.
Brooke
What? I think he's being sarcastic.
Alex
Oh, no, I'm not being sarcastic. There's not a lot of stuff to do in a hotel room.
Jeffrey
That's why you go to do the last thing.
Brooke
Okay, be focusing on stuff to do.
Jeffrey
In there that you can watch TV and peruse the mini bar. I wouldn't be doing any of these things.
Brooke
Wait, why did you go to the hotel room then?
Jeffrey
Please don't tell me to iron.
Alex
No, I mean, I thought things were picking up. I thought things were getting about to heat up and I was curious to see what the decor in her hotel room look like.
Brooke
Oh, I cannot tell what is sarcasm and is what is not with you. No, he's being serious.
Jeffrey
What kind of patents he got in there.
Alex
But yeah, I mean, I thought it was going well and then she tried. I think she tried to ditch me though.
Brooke
Wait, she tried in the room or. Where are you at?
Jeffrey
What are you talking about? She pushed you out of the elevator and then shut the door.
Alex
Oh, we made it to the room. I checked out the decor and then she left me for four hours in her room.
Brooke
What?
Alex
Yeah, it's kind of odd. I think she wanted me to go with her. She was going to go see a friend, but she made it seem like it was going to be real quick, like just to say hi. So I was like, oh, just stay.
Jeffrey
So she left you in her hotel room to go meet up with a friend real quick and then said she was going to be back?
Alex
Exactly. She asked me to come with her a couple times, but I was like, no, I'll just chill here. You say hi and I'll. I'll be ready when you're back.
Brooke
Oh no.
Jeffrey
Oh yeah.
Brooke
So you, you stayed for four hours, you're committed.
Alex
I mean, she texted me a couple times. I was like, hey, what's going on? You know, and she said, no, I'm sorry, I want to. I'll be back soon. She was texting me.
Brooke
Ok. And she never once asked you to leave?
Alex
No, she didn't ask me to leave. She did say like, if you want to leave, you can.
Brooke
Oh, okay.
Jeffrey
Okay. So you didn't take that as like a hint that maybe you should go?
Alex
Yeah, no, I mean, I don't know why I was. I made his hotel room. I'm going to stay. I'm going to wait it out. Just wait for her to come back.
Brooke
I can't tell my trying to get.
Jeffrey
Rid of you or not because the.
Brooke
Fact that she Is listening.
Jeffrey
The fact that she invited him, like, hey, come with me.
Brooke
Yeah, out of the room. Out of the room. He. She wanted him gone. And then she was gone for four hours just in hopes that he would actually be gone by the time his.
Jeffrey
Hunky, shirtless body and was intimidated and was like, I need some more liquid courage in order to deal with this hunk of a man.
Brooke
What did she say? Did she say that when she came back into the hotel room?
Alex
Not with those words, no. She. You know, it was about midnight. At that point, she got back and. But first she was apologizing. She's like, oh, my friend, you know, we just catching up. We had to talk. I was like, okay, yeah, no worries. And then she finally was like, well, I have an early meeting. And, yeah, I think I finally got the hint at that point.
Jeffrey
Oh, that's when you got the hint?
Alex
Yeah.
Jeffrey
So how did you leave it?
Alex
I just said, oh, yeah, no worries, and kind of left. But I feel like we had a good time before that, you know, her friend just kind of got in the way.
Brooke
Oh, this is hurting me.
Alex
Yeah.
Brooke
So wait, what do you. What do you want? Like, you want to go out with her again?
Alex
Yeah, I want to go out with her. I made it to the hotel room. That's the only time I've ever been invited to a hotel room.
Brooke
Because you asked to see the decor.
Jeffrey
It is kind of a smooth line, though.
Brooke
I doubt when it's sincere, Jeffrey.
Alex
She could have said no.
Bethenny Frankel
I bet she realized that now.
Brooke
Have you texted or called her? Have you talked to Tiffany at all?
Alex
I texted her. I said we should hang out sometime. You have her back? She just said, sounds like a plan.
Brooke
Oh.
Jeffrey
Oh, yeah. That's easy to say when you live out of town.
Brooke
You think that's good? I don't think that's good.
Jeffrey
I don't think it is. She could have said no.
Brooke
Can I.
Alex
Can I confess something to you all?
Brooke
Yeah.
Jeffrey
I don't know if I want you to.
Alex
I just. I. There's one thing. You know, people always ask, like, is there anything that could have made it weird? I do sometimes photoshop my pictures.
Tiffany
Okay, we did.
Brooke
I don't think that's it. I was gonna guess it was a shirtless one. I think the weird part was you.
Jeffrey
Being in the hotel room for the hope is dwindling. Let's. Let's come back and try and get you a second date update right after this. Hold on.
Bethenny Frankel
Brooke and Jeffrey in the morning. Second date update.
Jeffrey
Look, we have a listener who has Come to us with a problem.
Brooke
Yes.
Jeffrey
He needs our wisdom, our encouragement. And what we don't need, Brooke, is your condescending size and. Oh, honey.
Brooke
I didn't say honey once.
Jeffrey
I don't think this is cringe slamming his interest in hotel decor.
Brooke
Listen, he called for honesty, all right? No, he did not.
Jeffrey
He did not ask for honesty. He asked for help to get another date. You have a responsibility, Brooke, to our listener here. We need to stand up and be an advocate for the Photoshop shirtless men of this world.
Brooke
Oh, man.
Jeffrey
Not a lot of guys would have the willpower, the mental fortitude to wait alone in a woman's hotel room for four hours after she excused herself. But Alex did, and we need to show him some respect. Gosh darn it. Yeah, tell him how impressed you are. He's persistent, bro.
Brooke
Alan.
Jeffrey
I mean, Alex. Could you at least get his name right?
Alex
Okay, Alex wanted me there.
Brooke
Yeah, I don't think she did, buddy. But, like, buddy, I think she was missing an opportunity because I think you sound like a nice person. Okay.
Alex
You think she might want to go for a second date?
Brooke
Yeah.
Jeffrey
Alex, do you feel supported by Brooke's words there?
Alex
I feel like she's being nice, but I'm glad she trying anyways.
Brooke
All right, there we go.
Jeffrey
He knows that you can't do your job or you aren't willing to help him, but he's still going to stick through it, just like he stuck around in that girl's hotel room. All right, let's call her and try and get you a second day. You ready, Alex?
Alex
I'm ready.
Jeffrey
All right, I believe.
Announcer
Let's do it.
Brooke
We got this, team.
Tiffany
Hello?
Jeffrey
Hey, we're looking for Tiffany.
Tiffany
This is she.
Jeffrey
What's up, Tiffany?
Announcer
You're.
Jeffrey
You're on the radio right now with Brooke and Jeffrey in the morning?
Alex
Yeah.
Tiffany
What. What is this about?
Jeffrey
This is about something we do on our show called a second date update, where we try and help our listeners reconnect with people that they met up with online or went on a date with.
Brooke
Yeah.
Jeffrey
And you met up with a guy recently named Alex. Right, Alex? Does something bite you?
Brooke
Is that what you got? Oh, man. I bet it was a memorable night.
Tiffany
Yeah, you could. You could say that.
Alex
Okay.
Jeffrey
Sounded pretty fun from our end of the conversation. That was our takeaway.
Brooke
I mean, I think the first half hour, maybe, when they were actually hanging.
Jeffrey
Out, there was definitely good moments. We've heard.
Tiffany
Yeah. I mean, look, I was just trying to have some fun, you know, it was a work trip. I hopped on the app thought maybe we could hang out, have dinner.
Jeffrey
Mission accomplished. Fun achieved.
Brooke
Okay, so what did you think when you first saw Alex?
Tiffany
I could tell pretty quickly that, like, he was a nice guy, but we weren't necessarily a good match. And, you know, even, like, in his pictures, he seemed like a kind of nice, wholesome guy. And when we met up, he was really nice. And I don't know, he seemed really interested in my trip and what hotel I was staying at.
Jeffrey
Yeah, yeah, he. He was mentioning that to us and that he wanted to see what the decor in your hotel looked like.
Brooke
And we thought it was, like, just a line, but it sounds like he was truly interested in the decor.
Jeffrey
A passion. Wholesome.
Brooke
Yeah.
Tiffany
Yeah. It wasn't a line. He, like, walked into the room and was, like, caressing the curtains. Like, the crown molding was mind blowing.
Jeffrey
That's actually fancy.
Brooke
I mean, what were you thinking when he's doing all this?
Tiffany
I mean, I mostly was too turned on. No, just, you know when, like, you take a risk and you say, like, is bringing this guy into my hotel room a good idea? Nobody really seems to be interested in this. But it wasn't. Anyway, it wasn't much, really, and I was ready for the evening to be over, so I said, oh, like, one of my friends is also in town, so I'm going to meet up with them in the lobby. Do you want to come with? And he just said, no.
Brooke
Okay.
Jeffrey
Yeah, it's too early to be meeting the friends of the people that you're dating on night one. I think I want to get acquainted with this crown molding over here.
Brooke
What? Wait, so the friend wasn't made up? The friend was real?
Tiffany
Oh, no, the friend was entirely made up.
Jeffrey
Okay, you lied to him. That sweet, innocent man.
Brooke
Why would you ask him to go with you then? Like, what?
Tiffany
I mean, at this point, I was just trying to figure out a way to get him to leave the room because it didn't feel like he was going to. So, you know, I thought maybe I'd get in the elevator and I jump off or something. I don't know what the solution was.
Alex
Jump off that valley.
Jeffrey
You came into the hallway, not, like, down the elevator shaft. So he was in there, he said, for hours. And you never came back?
Tiffany
Yeah, I was trying to figure out what I was going to do to get this bikery man out of my hotel room and trapped.
Jeffrey
Out of your own hotel room?
Brooke
And it's not because you felt threatened by him or anything.
Tiffany
It's just he was never mean, you know? He was, he was persistent. And obviously I made a mistake taking him there, but he, you know, was polite when I came back, and he didn't make a pass or anything. It was just kind of a.
Jeffrey
Well, overall, gotta go to work in the morning, and, I mean, he's, he's not good at picking up the hints, but overall, he sounds like a nice guy.
Tiffany
Yeah, I thought that until the next day when I checked out of the hotel.
Brooke
Why?
Jeffrey
What?
Tiffany
Oh, yeah. So apparently he ordered a movie to the room while I was gone. And I was like, well, I didn't watch anything. You know, I saw the bill and they said, well, it was rented at this time to your room. And I looked at it and it was. I don't even know how to describe this movie other than it's titled Flutter Island.
Brooke
Flutter. Hey.
Alex
Hey. I, I, I kind of. Can I, I have to say something here.
Jeffrey
Now, is that like a planet Earth, like, butterfly special?
Alex
No, no, no.
Jeffrey
Hold on, Tiffany. That, that was. That's Alex. He's been on the other line listening this whole time. Wanted to talk to you, but. What was the name of the movie?
Tiffany
Flutter Island.
Jeffrey
Oh. Oh, yeah. Like Shutter Island.
Brooke
But that is so uncomfortable.
Jeffrey
It's not a documentary.
Brooke
Why would you do that, Alex?
Alex
I mean, first of all, I went down and I paid the guy with cash and I told him to take it off the bill, so. That should have never happened.
Brooke
That is like.
Alex
Of course I would have never made you pay for that. I. That's on the hotel.
Brooke
No. Gross. Dude. You were in her room. She had to sleep in that bed. That is disgusting.
Jeffrey
He didn't do anything in there. He just watched a movie.
Brooke
No, he didn't.
Jeffrey
We don't know what he did.
Brooke
I don't want to know what he did.
Alex
Nothing happened. Nothing happened. And she. It wouldn't have happened if she hadn't lied to me.
Brooke
Oh, no.
Jeffrey
He was up there for four hours. What else is he gonna do?
Brooke
Leave?
Alex
You were taking such a long time, and I thought, you know, I thought it maybe helped me get in the mood and, you know, in case something did happen, and it didn't. Nothing happened. Which is fine. Oh, and that wasn't even supposed to be on your bill.
Brooke
I'm sorry.
Tiffany
It's not. It being on my bill that is the problem here. You get that, right?
Alex
What did you want me to do?
Tiffany
They said it. Leave. Leave. It's not your space. Why would you think it's okay to rent a movie in the first place?
Jeffrey
Well, he thinks something's gonna happen Though it doesn't matter. You may know that, but no one said leave.
Brooke
It's her room. It's not his room. It's her room, her space. You invaded it a little different.
Alex
I was invited. But yes, I see that now.
Jeffrey
Oh my God, he has a point. And I think he's still interested in seeing you one more time. Tiffan, if you're up for seeing him again, we would pay for a date to go out wherever you live.
Alex
I'll cover the flight. I just. You know, Tiffany, I think we did have a good time and that part of it was weird, but I think, you know, communication wise, we'll get better at that and we should try again.
Brooke
How could you be that clueless, Alex?
Jeffrey
Yeah, it's called persistence, Brooke.
Bethenny Frankel
No, it's not.
Brooke
It's called idioticy. That's not even a word. What is idiotic? I don't know.
Bethenny Frankel
Dumbness.
Brooke
I don't know.
Alex
Hey, she wasn't even supposed to know about. About that. It was. I asked the guy to pay. I paid him with cash. Where did that go? You have to. We should make a complaint to the hotel.
Jeffrey
Actually, it's a Ricky dink hotel's fault. Some guy made 20 bucks at the.
Brooke
Front desk and is just laughing right now. Yeah, he did. He did. You are not gonna ask this question.
Jeffrey
Come on, give Alex one more chance. Don't let that hotel's mistake ruin a shot at love between two weirdos.
Brooke
Just saying this time you could invite him into your apartment and he could just end up living there.
Jeffrey
Plus I just googled it. There's a Slutter Island 2. You guys have to watch that together. We'll pay for it, Tiffany.
Tiffany
You know, I think I'd rather sit in the hotel lobby for three nights straight.
Brooke
Hey, I don't know that that's clear to Alex. You may just need to say no.
Bethenny Frankel
Brooke and Jeffrey in the morning.
Announcer
Support for the show comes from Public, the investing platform for those who take it seriously. On public, you can build a multi asset portfolio of stocks, bonds, options, crypto and now generated assets which allow you to turn any idea into an investable index. With AI it all starts with your prompt. From renewable energy companies with high free cash flow to semiconductor suppliers growing revenue over 20% year over year. You can literally type any prompt and put the AI to work. It screens thousands of stocks, builds a one of a kind index and lets you back test it against the S&P 500. Then you can invest in a few clicks. Generated assets are like ETFs with infinite possibilities completely customizable and based on on your thesis, not someone else's. Go to public.com podcast and earn an uncapped 1% bonus when you transfer your portfolio. That's public.com podcast paid for by Public Investing Brokerage Services by Open to the Public Investing Inc. Member FINRA and SIPC Advisory Services by Public Advisors, llc. SEC Registered Advisor Generated Assets is an interactive analysis tool. Output is for informational purposes only and is not an investment recommendation or advice. Complete disclosures available at public.com disclosures this.
Bethenny Frankel
Is Bethenny Frankel from Just Be with Bethenny Frankel.
Brooke
It is a new year and everyone is trying to get it together. If we are making a fresh start for ourselves, why wouldn't we make a fresh start for our dogs?
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Brooke
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Brooke
Go to justfoodfordogs.com 50% off your first box.
Bethenny Frankel
You are welcome.
Jeffrey
Here's the question for my co host. I want to know, did renting the movie sink his ship or was it the movie choice?
Brooke
The movie choice. Yeah.
Jeffrey
Okay.
Brooke
It was fully 100. The movie choice.
Jeffrey
Well, he was watching like Minions by himself. Yeah, that would have been okay.
Brooke
How do you not know this? Why are you even asking? How is this seen?
Jeffrey
Slutter island, bro.
Brooke
No, Jeffrey, it's not how I say.
Jeffrey
That it's a bad movie if you've.
Brooke
Never even seen it because I won't allow myself to to even say that title out loud.
Jeffrey
That was Martin Horses best directed film. I bet it was almost nominated for an Oscar. Yeah, and here we are shaming him for it. Just off the title alone, I'm sure.
Brooke
Starring Matt Damon.
Jeffrey
Yeah. Ruth Bader Ginsburg documentary. If he had watched that, he would have been a freaking hero.
Brooke
Loved it. Slept with him the same night.
Jeffrey
That would have been hot. Another ship sunk by Slutter Island. It's Brooke and Jeffrey in the morning.
Bethenny Frankel
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Brooke
Dog.
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Jeffrey
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Bethenny Frankel
You're listening to a podcast, so you're doing something else too. Like maybe scrolling home listings on Redfin, saving places you like without thinking you'll get them. Because that's what house hunting has become. But Redfin isn't built for endless browsing. It's built to help you find and own a home. Redfin agents close twice as many deals as other agents, which means when you find a place you love, you've got a real shot at getting it. Redfin helps turn saved listings into real addresses. Get started@redfin.com own the dream if you're struggling with weight loss, start your journey at loseweightnow. Co. Because orderly meds helps people get real results with proven GLP1 semaglutide, starting for as little as $74 a month. No waiting rooms, no confusion, just real support and guidance you can count on all year long. Get started today at loseweightnow.
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Original Air Date: February 16, 2026
Podcast Hosts: Brooke & Jeffrey | Guest: Alex | Date: Tiffany
This classic "Second Date Update" centers on Alex, who contacted Brooke & Jeffrey after being ghosted by Tiffany following what he thought was a promising first date. The episode explores the awkward aftermath of a date gone sideways—involving a hotel room, poor communication, and a questionable pay-per-view choice—capped off by Brooke & Jeffrey’s signature blend of humor and empathy.
[04:48–07:39] Alex recounts meeting Tiffany on a dating app. Tiffany, in town for business, matches with Alex (“solid seven” per his words). They meet at a bar near her hotel, then move to her hotel room.
For more Second Date Updates, catch the full hour-long show on Brooke and Jeffrey!