Brooke and Jeffrey: Second Date Update - Awkward Tuesday: Party Hard Granny

Episode Date: May 26, 2026

One of our listeners told us her grandma is getting KICKED OUT of her senior home. It’s a unique circumstance and now she wants our help with an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

You have the desire to help to make a real difference? The College of the City will offer the program Dependance and Scenti Mental. Acqueray the competences essential to accompany and support the persons confronted

to the defy for the defyance. Construise a career enrichiccent to service of the community francophone of all the country. Donnay of quality in French, it's possible

with the Cite. Visite Collage Lacitre.com Ceyn't now. An initiative National of Formation in Santee in Santé Canada. Hey guys,

it's us. The Jonas Brothers, I'm Joe. I'm Kevin. And I'm Nick. And guess what? We created our own podcast called Hey Jonas. We invented a podcast? Well, we didn't invent it.

We just contributed to it. We're the first people to do podcasts. We get to ask other people questions because we're sick and tired of being asked questions. Well, sick and tired is a strong way to put it. But, you know, tired and sick. Listen to Hey Jonas on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Just listen. We don't care where you hear it.

Another podcast from some SNL late night comedy guy, not. Quite. Unhumor me with Robert Smygel and friends. Me and hilarious guests from Bob Odenkirk to David Letterman help make you funnier. This week, my guest, S&L's Mikey Day and head writer, Streeter Seidel, help an a cappella band with their between songs banter. Where does your group perform? We do some retirement homes. Those people are starving for banter.

Listen to humor me with Robert Smigel and Friends on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, I'm Deanna Maria Riva, and on my new podcast, How Hard How hard can it be? I call on my Gen X squad from Ohio to Hollywood as we navigate midlife's most fantastic BS. Unfiltered conversations from night sweats to fupas to scheduling sex. Wait, what sex? Is it just me or does every woman my age want to look at Pinterest instead of having sex sometimes? They say we can't polish a turd, but we're sure going to try. So let's get blunt with laughs, tears, or tears of laughter. Listen to How Hard Can It Be with the Anna Maria Riva on the IHeart Radio app, Apple Podcast.

or wherever you get your podcasts. Hi, everyone. I'm Cheryl Stray, author of Wild and Tiny Beautiful Things. I'm excited to share that I have a new podcast called Mind Over Mountain. In each episode, I interview athletes, adventurers, and adrenaline seekers to discuss the inner landscapes that informed and inspired their extraordinary feats. So we too can better understand how to face our own seemingly insurmountable challenges. Listen to Mind Over Mountain every Thursday on the IHeart Radio app, Apple Podcasts or wherever you get your podcasts.

All right, we got a brand new awkward Tuesday for you today. Thanks so much for finding the Brooke and Jeffrey Second Date podcast. And it is a spicy one. No, you think? Would that be a good description of it? Oh, yeah. God, this woman called in for our advice and then did not listen to it. No.

You thought she had her own better advice. Yeah. There's one thing to knowledge, so there's one thing to do the exact opposite. Oh, my God. Oh, it goes sideways for a bit. You'll hear it in just a second. But first we'll start with comments. Yeah, last week, if you remember, the awkward Thursday was about like a 30-day girlfriend trial.

Yeah, where he wanted to skip all of the dating and just be in a relationship for 30 days before they're even their first date. Yes, and someone named C commented, my husband and I did a trial relationship on our first time meeting. Long story short, today we're celebrating our daughter's first birthday. I never comment, but I thought I'd share. Wow. To counteract, I did do this same thing once, and it was the worst relationship I've been in. It lasts three weeks. You couldn't even do the 30 days?

No, we couldn't even get through that. Well, a C-Way to prove the odds wrong. Yeah, congrats to you guys then. Some people win, some people don't. All right, let's get to today's new awkward Tuesday by the call right now. In life, when you go to school or you get a job, sometimes it doesn't take a whole lot to misbehave and get the axe where they kick you out. Oh, yeah, happening to me all the time.

But you would think in a senior home, it should be pretty. pretty difficult to get booted. Well, for one granny, that's actually happening. Oh. And the circumstances for why are pretty amazing. Oh. In fact, it's so out there, her granddaughter's reaching out to us for help. I don't own a senior living home.

She can't stay anywhere that I have. No, it's not Brooks. You're going to hear what happens in a brand new awkward Tuesday phone call. Next. It's awkward. It's Tuesday. It's awkward Tuesday phone call. When you first start dating somebody, they should know a little bit about you.

Yeah. Yeah. And when you move in with that somebody, they should really know a lot more about you. Well, they're about to find out if they don't. So let's say those steps have already happened. Yeah. And you've actively chosen to hide something from that person. Something not great.

Oh, good. And it's about to blow up pretty soon. That's where our listener, Julie, is at right now in her relationship and she is asking for our help. Oh, Julie. Julie, you want us to stop drama from happening in your life right now? Pretty much. That's why I'm calling in. Julie, do you listen to our show because we actually really like drama?

Yeah, we kind of need it for our show to be good. So this goes against our business model. I mean, you guys are probably right. There's no way that I can stop what's going to happen. I just need a little bit of help managing it. All right. Now we can do that. That's good.

That's good. We've got more questions now. Yeah. Well, yeah, let's just dive into it. What's going on in your life? What made you reach out to the show for help? Okay, so I've been seeing this guy for about six months. His name is Jason.

He's very sweet. Wait. Oh, that's good. Can I ask? Because Jeff set it up like you live with him. After six months, are you guys living together? That's what your email said. Yeah.

Things moved a little bit fast. We've been living together about a month and a half. Dang. Oh, geez. Yeah. Yeah. That's a big commitment. Did you guys sign a whole year lease?

It's in his name. So, you know. Let's ruin his credit if we need to move out. Okay. So it wasn't something that you moved into a place together. You just jumped under his spot. Sometimes the timing just works out. Yeah.

And you're like, wow. Romantic. Yeah, I know. Yeah, it was romantic. And my lease is ending. And so we took it as a sign, you know. Okay. But that's not the dramatic part that's coming to your life.

Um, yeah. So basically, I haven't really told them about my. family at all. My family can just be a little bit much. Trust me. I understand. What are we working with with your family? Like, why haven't you told them? Well, there's a lot of drama, but for now I'm just going to focus on one of the singular relative. Yeah. But I have a grandmother who is a little bit older and it's getting to a point where basically she just needs more support from me. Okay. That doesn't sound like a bad thing.

Like, that's loving. Yeah. You're going to help your grandma out. I'll be honest. When you said family drama, your grandmother was not the person that came to my mind as the dramatic person. I thought you had like a terrible mom or something. Like those are... Oh, wait.

Maybe she's a terrible grandma. Is she an awful person? Yeah. She's not an awful person, but she does whatever she wants to do. And, you know, as she got older, that never really changed. And she's about 85 years old now. She lives in like a senior living facility. Oh.

So you don't even have... have to have her like come live with you or something. That's what I thought this was going. Yeah. Well, that's kind of the thing is like she's been living there for about six months and now they're they kind of like want to kick her out. Oh, she's like getting into violence? What's going on?

You can actually get kicked out of those senior facility places. How? Oh my God. By being a jerk. So she's getting kicked out? I think she's getting kicked out today or probably tomorrow. Oh, no. This is like, she's had many warnings.

Okay. Yeah. She's had many warnings about it. Are we allowed to know the reason why she's being forcefully discharged from her senior living facility? Or it sounds like reasons. Yeah, I can't just be wrong. She just makes Arnold Palmer's pretty much every day. And then every night, she's inviting guys into her room.

Oh, what? Are Arnold Palmer's just iced tea and lemonade? Is she putting vodka in those things too? I think she's making them liquored up. Okay. Yeah, she's spiking them for sure. Spiking them, yeah. So she's getting drunk during the day and then getting Randy at night.

She's having too much fun for the senior living home. And I just, I don't know how my boyfriend's going to react to this because it's kind of like I have to take her in now. You take you have to take her in. Yeah, she doesn't really have any other place to go. So I think she has to come live with me and Jason in this apartment. And it's just like, I don't know, it's just really awkward. Like, I don't know how he's going to react. when I tell him.

Oh, boy. We haven't really talked about, like, all that deep floor that you just try and avoid, you know? And it's really awkward because it's his apartment that she's going to be moving into, and they just started living together themselves. It's adding a whole new layer to the relationship. Is there another bedroom? Oh, is she on a pull-out couch? He might have to get rid of his office.

Oh, my gosh. Oh. So much. Oh. Or grandma's climbing into the queen. sized bed with the two of you. I also see your struggle because it's not like you can just afford to buy a whole apartment for her.

It's like, man. Wow. Now I see why you're in such a tough situation. You are paying half the rent right now, right? I will be when grandma moves in for sure. Okay. Yeah, you better. That's probably a good thing to offer at the very start of the call when we do this.

But we need to think of some advice for how to tell your boyfriend that you have a grandma, first of all, that loves to party. Yes. That's going to be cool. That's going to be the good part of the news. It's cute in words. It's not great to live with in action. And, yeah, it's also going to be living with the two of you in the next 24 hours.

Hopefully he likes Arnold Palmer's. Yeah. Yeah, I mean, I think she would definitely make drinks for him. I think that could be a selling point. I don't know what's a drinking partner. Yeah, until she snatches them back out of his hands and drinks them herself. Or tries to hit on your boyfriend. Oh, my God.

I didn't even think of that. All right. We've got a lot of work to do, but when we come back, we will give you our advice and let you call your boyfriend to introduce him to the new member of the family and his new roommate right after this. Thank you, guys. Hold on. It's awkward. It's Tuesday. It's awkward Tuesday phone call.

Someone's getting a brand new roommate, and she's 85 years old and down to clown. Yes. Go grandma. I don't even know her name, and I kind of wish that she was moving into my place. after what we are. It sounds like a setup for a sitcom. It does it? It does.

That's how it feels because our listener Julie reached out with quite the conundrum that she's in because on one hand she's in a newer relationship where she just moved in with her boyfriend named Jason

only about a month ago. And they've only been together for six months. There's a lot of stuff about each other that they do not know. Yeah, that's its own thing. All that's new. And then on the other hand,

Jason doesn't even know that Julie has this wild grandma and that she's going to be living with them as soon as she gets kicked out of her retirement home in the next 24 hours. Yeah, that's happening within a day, by the way. So how does she deliver all

that information in a way that her boyfriend will be receptive to? Brooke, you're up. No, I think I have this for you, Julie. Honestly, I think I've got this because anybody can stomach a guest for a week. That's how you pitch it.

You pitch it as a Mama needs a place to stay for a week, which is true. Oh, no. Which is true. You just don't say how many weeks it's going to add up to it. What do you think about that? That's an interesting way to frame it. It sounds crazy enough that it just might work.

Yeah. And then, you know, when the week ends, you're just like, oh, shoot, she's got to stay one more week. And then you just keep doing that in perpetuity until. And legally, if she stays for 30 days, she's a squatter, and then can't be kicked out. See, even better. Yeah, blame Grandma. I'm similar to how I moved in. Perfect.

Just use that same thing. Jose, what about you? What's your advice? I think you got to play on his emotions. Stretch the truth a little bit, maybe. Tell him she may not have a lot of time left. Just in general. Oh, that's a risky one too.

It's kind of true. She's 85. She sounds like she's in great health. She's drinking. She does. She's having fun at night. I wouldn't bring up the alcohol until after she's passed out on the couch one morning. Oh, yeah, yeah, yeah. Then that'd be a natural way to talk about it. But I don't know. What do you think about that

advice? Um, I don't know. I'm a little superstitious, so I don't really want to summon the Reaper on this one. Yeah. Oh, yeah. A sick family card always risks a karma. Yeah, that's true. Or you're going to curse yourself and she'll be around for another 50 years. But yeah, I think I'm going to take Brooks advice and I have an angle of my own that I'm going to use. Oh, really. It's going to be a surprise, but it's still going to be pretty smooth to. I don't think he's going to say no. Okay. I'm a little bit skeptical because nobody offers better advice than this group, but actually it's probably better than what we said. And Jeff is never sarcastic. No, not at all. But it's your phone call. You could do it how you want to. So we'll be on your side no matter what. I'm going to dial your boyfriend's number and we'll let you make this awkward

call, okay? All right. Thank you. Good luck. Here we go. How's it going? I'm doing good. Are you calling from work or something? something like that I'm kind of busy right now but I just wanted to give you a call because I was thinking of you Very cool I'm just chilling

I can't wait for this weekend Oh my God, I'm so excited Yeah this weekend is going to be awesome But I have some news for you And I'm not sure how you're going to handle it What are you talking about? Okay so I don't know how you're going to take this,

but I'm just going to get straight to the point. When's the last time that you changed a diaper? What? What? A diaper? What are you talking about? I mean, okay, let's say, hypothetically, we had a third person enter our apartment life,

and they were going to be there for a very long time. That could be very exciting, right? Oh, my God. are you saying what I think you're saying? I'm basically saying a big change is about to happen, and it's coming in the next 24 hours. 24 hours, wait a minute. Wait a minute, 24 hours.

Did you, like, get pregnant like a year ago? What are you talking about? No, I did not get pregnant, okay? I should have just come straight out with it earlier, but I have a grandma. What? I've never been more confused in my life. Yeah, basically, I have a grandma, and she's at an assisted living facility,

and she's about to get kicked out because she likes to drink and Rickroll people. Whoa, that, what are you, I didn't even know you had a grandma, but she's like, she's getting kicked out of her retirement home? Yeah, listen, apparently one of the attendants caught her multiple. times she had several men older ones younger ones it didn't matter they all came into her room and security and the nurse staff everybody they've just reached a point where they're absolutely fed up and they just don't want her anymore wow that is crazy i'm sorry to hear that but why were you saying she's like coming to our house like what do you mean basically i'm hoping that you'll let her

sleep in your bed. What? Dude, I'm not hooking up with your grandma. This is really big here. Oh my God. No, that's not what I'm saying. Come on. Oh, God. Everything is wrong. We can't

let this go on any farther. Never deliver news ever again. Just ever. Truly, your delivery. Oh, my God. I meant that me and you, Jason, we can sleep on the couch so that she has a place to get over her hangover, okay? What? That is not better, Julie.

I didn't hear anything you just said. I just heard a bunch of voices laughing. Like, there's people on this line, what's going on? Yeah. Yeah. These people are part of a radio show called Brooke and Jeffrey in the morning. And honestly, we should have stopped Julie from talking probably three minutes ago. Yeah. Jason, I'm sorry. I just, I really didn't know how to tell you and I just figured this was the only way. Like, I didn't need help. So, yeah. Can you say that that is not the help we offered? No. No. We didn't mention. anything about diaper changing at all.

This is like a prank, right? You're joking. No, Jason, I'm just kidding about having a baby, but my grandma's going to move in. She actually means the world to me. She's really, really sweet, and I'm wondering maybe we could just have her come in for a week. Oh, now you're going to do it. She got their message. Yeah.

and dad. Yeah. Grandma needs to live with you, Jason. I'm still, like, getting over the fact I thought we were having a baby and... Yeah. So this is much better news than the baby. Yeah, actually. I have a feeling that Grandma Judy is going to be a lot more work than a baby, but... Don't say that.

Focus on that. She likes to make drinks and maybe she'll cook once in a while. Yeah. I mean, there is the chance that she could, you know, make us drinks and cook and, you know, she can hang out with your dog while you're at work. Okay, there's some positives. Now we're talking. But you need to know that at the assisted living facility, they do not let her cook. They do not let her in your hot objects or sharp objects. She's a liability.

All right. I don't know if you're selling it very well there, Julie, but... Maybe she'll make cereal? Has Jason fainted? Are you leaving on the phone? Yeah, bro. Are you okay, Jason? I had no idea she had a grandmother until like two minutes ago.

That's why it's always risky to move in with a new girlfriend right away. You know? A lot of things you don't know yet still. At least she's a fun, grandma. Yeah, I guess she can stay for like 48 hours, but we should probably be looking for other places, like, right away. Yeah. Apartments that don't have any stoves or hot objects,

plugins, anything around. Maybe 48-hour leases. Yeah, just get her in that for that 48 hours. We'll see when she leaves. Yeah, we'll look at the squatter laws. Play it by you from there. Jason, thank you so much You seriously are so sweet for letting her

say I'm like, I'm seriously so grateful Aw, that's cute Look at that, and Julie did tell us that she pitched in for half the rent now that grandma's moving in. Oh, yeah! Oh, I was hoping you guys would forget. Come on! It's much cheaper than that nursing home, so...

Brooke and Jeffrey in the morning. You have the desire to help to make a real difference? The College of the City you offer the program Dependance and Scenta Mental. Acqueray the competences essential

for accompany and support the people confronted to the difficulties of health and to buildance. Construise a career enriching a service

of the community francophone of all the country. It's possible with the CET. Visit Collage Lacitre .C.A.

right. An initiative National of Formation in SOTE in SOTE Canada. Hey, it's us,

the Jonas, and guess what? We have some big news. Huge news. is we created our own podcast called Hey Jonas. We invented a podcast? Well, we didn't invent it. We just contributed to it.

We're the first people to do podcasts. Pretty, yeah, pretty wide range of podcasts. We're starting a trend. But this one's extra special. So how do we actually come up with a name Hey Jonas, guys? I honestly don't remember. I think it was on a call about what we should call it. Well, we were thinking I'm originally calling it one of the early names of our band before Jonas' brother.

This is how you guys remember it going down? Yes. I have a very different memory of this. We were talking about a thing, a bit for the podcast, where people could call in and say, Hey, Jonas. And then I wrote down on my little notepad, Hey Jonas, and offered it up as a potential title for the podcast.

But thanks for remembering that, guys. Listen to Hey Jonas on the Iheart radio app, Apple Podcasts, or wherever you get your podcast. Just listen. We don't care where you hear it. I don't know if that whole situation is going to end up working out. three of them, but I just can't wait for her boyfriend to come back to his apartment next week and walk in on grandma doing body shots off the Jonas brothers.

Yeah. Yeah. I mean, I think grandma has that type of pull. Yeah. I actually feel like what's going to end up happening is he's going to end up having to move out. Oh, yeah. You wouldn't get booted from his own place. Oh, no. I could see it.

Maybe. I mean, you think she was wild at the senior center. There's no rules now that she's out in the wild. Who knows what's going to go down. But also not as much access. to other older gentlemen. True. I don't think she necessarily cares if they're older. Okay.

She gets on a dating app. Oh, yeah. We could see her on TMZ on the arm of Jason Mamoa next week. Dude, you're even high for her. Yeah, you are. I know. Yeah, okay. Or maybe you'll find her on our podcast.

Wherever you get yours, we're available. Apple, Spotify. Just search us, Brooke and Jeffrey in the morning. Hey, guys, it's us. The Jonas Brothers. I'm Joe. I'm Kevin. And I'm Nick.

And guess what? We created our own podcast. Oh, hey Jonas. We invented a podcast? Well, we didn't invent it. We just contributed to it. We get to ask other people to do podcasts. We get to ask other people questions because we're sick and tired of being asked questions.

Well, sick and tired is a strong way to put it, but, you know, tired and sick. Tired and sick. Listen to Hey Jonas on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Just listen. We don't care where you hear it. Another podcast from some SNL late night comedy guy, not quite. Unhumor me with Robert Smygel and friends. me and hilarious guests from Bob Odenkirk to David Letterman help make you funnier.

This week, my guest, SNL's Mikey Day and head writer, Streeter Seidel, help an a cappella band with their between songs banter. Where does your group perform? We do some retirement homes. Those people are starving for banter. Listen to humor me with Robert Smigel and friends on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, I'm Deanna Maria Rivera, and on my new podcast, How Hard Can It Be?

I call on my Gen X squad from Ohio to Hollywood as we navigate Midlife's most fantastic BS. Unfiltered conversations from night sweats to futas to scheduling sex. Wait, what sex? Is it just me or does every woman my age want to look at Pinterest instead of having sex sometimes? They say we can't polish a turd, but we're sure going to try. So let's get blunt with laughs, tears, or tears of laughter. Listen to How Hard Can It Be with Diana Maria Riva on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

Hi, everyone. I'm Cheryl Strayed, author of Wild and Tiny Beautiful Things. I'm excited to share that I have a new podcast called Mind Over Mountain. In each episode, I interview athletes, adventurers, and adrenaline seekers to discuss the inner landscapes that informed and inspired their extraordinary feats. So we too can better understand how to face our own seemingly insurmountable challenges. Listen to Mind Over Mountain every Thursday on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

There are times when the mind becomes a difficult place to live. This is David Eagleman with the Inner Cosmos podcast, and for Mental Health Awareness Month, we'll talk with singer-songwriter Jewel about anxiety. I started living in my car, and then my car got stolen. I was having panic attacks. I was agoraphobic. This is a month of deeply personal and honest conversations

about what happens when the brain goes off course. Listen to Inner Cosmos on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.