Brooke and Jeffrey: Second Date Update - Awkward Tuesday: There's Something About Maya

Episode Date: February 23, 2025

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  One of our listeners has had a secret crush on his friend for 3 YEARS... And he's finally going to tell her how he feels in an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

Ugh, we're so done with New Year, New You. This year, it's more you on Bumble. More of you shamelessly sending playlists, especially that one filled with show tunes. More of you finding Geminis because you know you always like them. More of you dating with intention because you know what you want. And you know what? We love that for you. Someone else will too.

Be more you this year and find them on Bumble. What would you do if mysterious drones appeared over your hometown? I started asking questions. What do you remember happening on that night of December 16th? It actually rotated around our house looking as if it was peering in each window of our home. I'm Gabe Linners from Imagine, iHeart Podcasts and Linners Entertainment. Listen to Obscurum, Invasion of the Drones, wherever you get your favorite podcasts. Hey, Brooklyn Nine Niners. It's a reunion. The ladies of the Nine Nine are getting back together for a special episode of the podcast, More Better. Host Stephanie Beatriz and Melissa Fumero welcome friend

and former castmate, Chelsea Ferretti. Remember when we were in that scene where you guys were just supposed to hug and I was standing there? Oh, yeah. I was like, can I also hug them? Listen to More Better with Stephanie and Melissa on America's number one podcast network, iHeart.

Follow More Better and start listening on the free iHeart Radio app today. Black History Month is here, and we're excited to kick off season four of I Didn't Know, Maybe You Didn't Either. This season, we're shining a spotlight on revolutionary women who redefined excellence. Give Grace Wisher her flowers.

Next time you see the American flag, you just remember a 16-year-old black woman helped to make it happen. Listen to I Didn't Know. Maybe you didn't either. From the Black Effect Podcast Network, on the iHeartRadio app, Apple Podcast, or simply wherever you get your podcasts.

I didn't know. Hey, you found it, the home of the second date update. It's Brooke and Jeffree in the morning. And thanks for being here on the weekend with us. Seriously. Yeah, welcome to our home. And I know we have a lot of new listeners from all over the world since we've been in the,

you know, top 10 charts of podcasts. Yeah, so awesome. Which is awesome. And if you don't know, we actually are a full radio show. I know, radio still exists. And we are talking on it. Yeah. It does.

And we do a brand new full hour episode every day on our main feed, Brooke and Jeffrey in the Morning. And we just thought, you know, y'all seem to like relationship drama. We're kind of experts on it. And we do a lot of other segments, including this one, Awkward Tuesday Phone Call. Yes.

Love it. Juicy. Yes, seriously. It's not necessarily always a romantic relationship with these. But it's always awkward. Yeah. And tricky. So sit back and enjoy your awkward Tuesday phone call on Sunday

It starts right now You guys ever feel like if there's one person in the world who you truly connect with and you just think man Timings off but they could have really been my soulmate Is it ever too late to finally tell someone how you feel? No, it's never too late This is really deep for us Is that a real question? I mean there's a lot of variables here No, but you think it's okay?

For love bro, it's always okay Alright, Jose, get ready, cause we're gonna call Brooke's mom here so you can bare your soul Yay, finally! It's a divorce? Wait, I didn't know there was a divorce No, they're still married Get ready because we're gonna call Brooks mom here so you So Brooke be quiet because you're about to get a new stepdaddy Like her okay Okay, step daddy. Oh, this is beautiful. That sounded so bad. Okay. Don't talk back to me. All right.

And while we're doing that, one of our listeners wants to call a girl that he's had a secret crush on for the last three years. It better not be my mom. Yeah, your mom better have more than just a three-way call. Your mom is quite popular around here, so we're gonna find out, and he's gonna tell her exactly how he feels

when we do a brand new awkward Tuesday phone call We'll see How far are you willing to go to make love happen? You're going to go five feet Ten feet it's just when you emphasize make love instead of make love happen Like my mind was some okay back to make love happen. I would go up thousand Yeah, would you go across the pond mate? Some of our listeners have met people over in Europe and they say I'm gonna fly over there Yeah, I'm gonna spend my whole life savings and meet him

Yeah, and then they end up on the loser line a couple days later One of our listeners Carter is willing to put everything at stake Even ask a bunch of dumb radio people for help just to make love happen for him This is probably the worst decision of your life, but welcome to the show man Hey, what's up guys? Thank you. Okay, vote of confidence right from the beginning. Yeah, dude I'm so excited to hear about this. Well, tell us about the situation that you're in and why you're reaching out to us I guess I feel really guilty honestly. Oh, even.

Yeah. Even doing this. But it's like it's something that's eaten eaten away at me. And I hope you guys can help. Love shouldn't make you feel those things. Guilt. Shame. We're starting in a dark place. Yeah.

It gets better. OK. So I have any of you ever had like a crush on your friends significant other I don't know about friends if you say co-workers you might have a weird answer from Brooke That's a messy situation though. Yeah, I mean I have a friend, Eric, you know we're not like best friends. Okay.

You know we don't really hang out one on one, we've known each other for a long time. We dapped last week if that means anything. You dapped? What did you do? You know you have like we have a handshake. A handshake, we dapped fists. Oh. Yeah.

Okay. Close enough to DAP but not any closer All right, so he's like he's like a buddy who hangs out in the group of your friend Yeah, he's one of the yeah, he's one of the groups His girlfriend Maya I I'm in I'm head over heels for her Yeah, it's crazy. How do you know her just through him? Well, it's the crazy part is we all met, like I met her at the same party,

the same time, three years ago, and he beat me to the punch basically. Then it was just like, oh my God, so then I have to see her whenever we, as the friends get together and stuff. Brutal. Oh my God. Well that makes it sound see her whenever the friends get together and stuff. Brutal. Oh my God. Well that makes it sound better.

It's still not a good thing. Right, it makes sense. But at least it's not like, yeah, I've known him for years and now I'm forming a crush. You all met at the same time, same party, and he just kind of beat you to it. So for three years, I mean, you met this woman and now you've gotten to know her

and your feelings, I'm guessing, have only deepened? Is that what you're saying? Way deepened, yeah.. Like I am smitten. Oh, man. Those are strong words. And here we are. A few weeks ago. Guess what? They got engaged. No, they broke up. Oh, way better. Yeah, way better. I know. I know. It's great news, but it's also terrifying news

because this is why I'm calling you guys. I don't know. I mean, I'm going to try to do something, but I wanted also terrifying news because this is why I'm calling you guys, I don't know. I mean, I'm gonna try to do something, but I wanted to know what you guys think about, what I was thinking I should do is talk to Maya first and just see if there's interest, because maybe we don't even have to get Eric involved. I'm kind of, I don't like confrontation, and I'm not great talking to females or males.

I mean, do you know, was it a messy breakup or was it just like, hey, we tried this for three years, it's just not gonna work? I don't know much about it. I know that happened. That's a good question actually. Does that make a difference? I do think so, because if Eric cheated on her

or did something terrible like that to end the relationship, then I don't think Eric gets a say anymore It's like you screwed that up bad man I think it's kind of strange that you haven't asked your buddy about it first that seems like as a friend You asked your you always ask your friend first. Hey, do you mind if I move in on your ex? I get why you want to avoid doing that I do think he has a good point to call her first before he even brings it up with Eric because it's like getting a new job right? You don't necessarily need to tell your old job until you know for sure the new job wants you. That's true. Yeah. That's what I was thinking. It's exactly

what my thoughts were that like if there's no reason to get Eric involved if this 100% isn't going to happen then that'd be good to know. Okay. You have obviously known Maya for at least three years now. What's the vibe between you two? Has there ever been any connection there, or have you always been really distant? Yeah, that's the thing that's crazy, is that there's been so many group settings where we've ended up just in a corner talking to each other.

Anything more than that? I hope not. No, no, no, no, we've never done anything. But I tell you, like, Eric will be off doing a cake stand or something, and we're off talking together. So it seems like there's some flirtation. Do you two dap?

What? You know, dap it up a little. Romantic dapping? A long dap? I've never dap in my head, nope. No daps, okay. Probably good, he'd probably be friends with her. You're right, yeah, he's right, that's a friendzoned thing.

Oh my god, so we're gonna call her? So now we're calling Maya. Yep, I guess so and then next week we call Eric We're gonna play a song we'll come back we'll give you a little bit of advice on what to do and Actually, probably what not to do But we'll come back and we'll let you do your Awkward Tuesday phone call right after this, alright? Awesome. Alright, hold on. Okay. It's Awkward.

It's Tuesday. It's Awkward Tuesday phone call. Navigating this situation is gonna be a little bit challenging. I know, but so worth it. Because not only are there landmines everywhere, Okay. but there are friendships at stake here Like if you say the wrong thing if you focus on the X for too long or you seem super thirsty

Like I've watched and waited for you Now that you're available, I'd like to smell your hair this time when you're awake Oh boy. This time when you're awake. Oh boy. I didn't get the vibe that he would say it like that. I think it's a Jeff thing. We should probably ask, have you been smelling her hair Carter?

I mean when she's sleeping? You want me to answer that honestly? Yeah. Oh gosh. Not while she was sleeping. Oh okay. Okay. Now look, man I don't want it to come across

like we're painting you as a stalker or a weirdo. No, he's a normal guy. Just a regular guy who's harbored a secret crush for his friend's girlfriend for three years. And with that said, let's get some advice from somebody who's been there. Brooke, what did you do? Stop it. There's only like 10 people in her hometown. There has to be some crossover.

You always take a shot at Brooke, I love it. Well, it's easy. What do you do, Brooke? I don't disagree. So here's the thing. I think because especially because you don't know how her relationship ended with your buddy I think you just don't mention him at all like you say that hey you heard through the grapevine that she's single Pretend he's dead Okay, pretend the friendship never existed Just pretend like you don't know anything

about her past relationship because you really don't. All right, don't bring up Eric. Jose, what do you think? Well, I just think in general, moving out of the friend zone into like a romantic sense with somebody is very difficult. So you need to make her laugh in a flirty way. I mean, if you guys have a history together,

you can look back on a moment that you've shared. Like an inside joke. Yeah, and that'll bring some familiarity, make it a little bit less awkward. Yeah, there you go. Let's give it a shot. Feel ready, Carter? Ready as ever.

Dude, the worst thing that can happen is that you're right back to where you started, where you like her and she doesn't like you. Technically, worst thing is that it gets over to your friend Eric and then that part shows up. No, stop it, Jeffrey. Don't think about that it gets over to your friend Eric and then Remember we're pretending Eric is dead now we can dial the number good luck We'll be here ready to jump in a little bit of help here we go Hello

Hey, Maya Hey, it's Carter. Hey, what's up? Oh, hi. How are you doing? I'm good. Um, yeah, how are you doing? Oh, I'm good. What's up? I don't know. Hey, you remember, it was a long time ago, you remember that party, that party we all went to? I think it was about three years ago. We were by the plants, we talked for a while. What party was this? It was, it was, it was the one at the, at the girl, the girl's house. What was the name? Emily Katie Katie There was something like really bad. This is a basic name. You know what I'm talking about three years ago. Um, I

Don't I don't know a party. Yeah, whatever. I know, it was, I was just, I was just thinking about you a lot after that party. You know, cause I remember that that night you're wearing that dress and you look great. You look so great that night. And I don't know, you know, I don't know if I ever told you that I was thinking I didn't, I didn't tell you that. I didn't say that. I didn't tell you that. Thank you. Anyway, I mean, yeah. So, you know, I guess I heard about you and Eric.

I'm sorry. Oh, yeah. Yeah. Yeah, thanks. Yeah. I mean, it just means you're single now, right? Yeah, I guess so. Cool cool I mean I mean it's not cool too there's some cool stuff and some not cool stuff about it this might sound sort of I don't know like quick maybe it's not maybe it's not that quick maybe out of the blue or something I don't know I'm just trying

to I'm just trying to I'm trying to gauge like okay so how much I don't know how much is there maybe to gauge like, okay, so how much, I don't know, how much is there, maybe there's some, anyone had interest? Maybe there's not interest, but like, is there interest going on, you know, here? Oh, you want to gauge my interest in you? I don't know. Like, I'm just feeling things out with my antennas. My antennas, you know.

Wait, hold on, hold on, hold on, Carter, I need you to like take a breath. Are you asking me out right now? Is that what's happening? I don't know. That's a good question, am I? Does Eric know that you're doing this? No. You know, like he and I dated for like three years and aren't you guys like good friends

or something? Isn't there like a bro code or something? No, I wouldn't say we're good friends. I mean, I, you know, I, I, I kind of hate him too. Like you probably hate him now too. I mean, we both kind of hate him, you know? Okay. Well, I don't hate him.

Yeah, me neither. I feel exactly the same way you do about him. I mean, probably like, you know, like medium, like not super hate, but like, it's like, I don't know, it goes up and down sometimes. I'm like, oh man, I hate that guy. Hold on, hold on, hold on. Carter, are you single right now?

I mean, I could get single pretty quickly. I'm like, oh, stop. Oh, stop, stop this. Stop, stop this. Oh, so many. Hello? Hey, Maya. Hello? You're on the radio right now with Brooke and Jeffrey in the morning.

We're rescuing you from that. We're rescuing Carter too. He's more on the radio than you are. That's a good point. What is going on? I don't understand what's happening at all. Yeah. Neither do we, honestly.

He did not do a very good job of explaining it, that's for sure. We're helping out Carter. He wanted to have a little bit of a strange conversation with you. He's had a crush on you and wanted to ask you out, but what is this, Carter? You're not single?

Not a huge crush. It doesn't matter. A very healthy crush. Carter, are you single or you're you not you didn't tell us that piece Yeah, I mean I can be upset I'm close we're like sort of seeing each other Maya have you met his maybe maybe not girlfriend um I don't think so I know like you know he's been like Using the apps and stuff and like he's brought a couple of girls But like I haven't really like hung out with the group in a couple of weeks, you know

Like since Eric and I broke up, okay, it doesn't sound that serious to me Okay, let's not worried about the other people about Eric and about you know, rando Carter girl Let's focus on the two of you Are you surprised to hear some of these things that are coming out from Carter right now? I mean, like a little bit, because someone else in their friend group literally was doing the same thing to me yesterday.

What? Whoa. What? Really? Who? I mean, it was Rick, but like- Come on. Yeah, what a loser. Poor Eric has no friends. Carter, you're like the worst friend group ever.

Or the best. I can't believe Rick would do that. Rick jumped in and blocked me. Wait, hold on. Didn't block you. He doesn't know you're, you know, shooting your shot. Did you say no to Rick then, Maya? Is that what you're saying? Yeah, like it all just seems like really fast and really weird and like now that now that Carter's doing this like Like is this like a joke? You know what I mean? Like is this some no joke? And actually we talked to Carter a little bit about this before we called you and it seems like there's a lot of genuine feelings

There yeah a lot more than Rick Seems like there's a lot of genuine feelings there. Yeah, a lot more than Rick. Okay. Oh! I mean, Carter, you didn't do a very good job of explaining your feelings to her. I was nervous. Okay.

I couldn't tell. Is there anything you wanna tell her now? So at that party when we met three years ago, Eric and you met, but I also met you that day. And ever since then, every time I see you, I wanna hang out with you and be with you. And I just got so excited that this might be my opportunity and I'm scared that I screwed it up,

but maybe we can go on one date and see if I can't put this back together. Aw, that was sincere. It was really sweet. A good start. Not gonna hear the buzz. Aw, that was sincere. It was really sweet. A good start. It isn't a good start. I guess I'm just still very confused and caught off guard and like, I've only been single for three weeks

and like, I think maybe I need like, I need like more time away from this group. That's a good, yeah. That's not bad. She's not saying no forever. She's just saying, give her some space for right now. I mean, how does that feel to you Carter? well, it kind of pisses me off about the Rick thing, but This Rick was fully single I would challenge Rick to a gentleman's duel if I was

Rick to a gentleman's duel if I was you. The friendship group is done then. After this airs, I don't know how much is going to be left. That's true. But it sounds like Carter, she needs a little bit more time to just let things marinate and think things over. Are you willing to wait? Give her like a 30 day grace period before you ask again? Yeah, yeah I can do that.

Just keep her away from the rest of your friends. Yeah bro. Oh my god. Yeah, what kind of friend is Rick to Eric asking her out like immediately? I waited at least a day. Carter you are a true gentleman. Thank you. Now go back to your other girlfriend. Brooke and Jeffrey in the morning. We're so done with New Year, New You. This year, it's more you on Bumble.

More of you shamelessly sending playlists, especially that one filled with show tunes. More of you finding Geminis because you know you always like them. More of you dating with intention because you know what you want. And you know what? We love that for you. Someone else will too. Be more you this year and We love that for you. Someone else will too. Be more you this year and find them on Bumble.

What would you do if mysterious drones appeared over your hometown? I started asking questions. What do you remember happening on that night of December 16th? It actually rotated around our house, looking as if it was peering in each window of our home. I'm Gabe Linners from Imagine, iHeart Podcasts and Linners Entertainment. Listen to Obscure, Invasion of the Drones, wherever you get your favorite podcasts.

Hey, Brooklyn Nine Niners, it's a reunion. The ladies of the Nine Nine are getting back together for a special episode of the podcast, More Better. Host Stephanie Beatriz and Melissa Fumero welcome friend and former castmate Chelsea Ferretti. Remember when we were in that scene where you guys were just supposed to hug and I was standing there? Oh, yeah!

I was like, can I also hug them? Listen to More Better with Stephanie and Melissa on America's number one podcast network, iHeart. Follow More Better and start listening on the free iHeart radio app today. Black History Month is here and we're excited to kick off season four. Of I Didn't Know, Maybe You Didn't Either.

This season, we're shining a spotlight on revolutionary women who redefined excellence. Give Grace Wisher her flowers. Next time you see the American flag, you just remember a 16 year old black woman helped to make it happen. Listen to I Didn't Know. Maybe you didn't either. From the Black Effect podcast network, on the iHeartRadio app, Apple podcast, or simply wherever you get your podcast.