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Brooke
The home of the second date update. It's Brooke and Jeffrey in the morning. And thanks for being here on the weekend with us. Seriously, 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 ten charts of podcasts. Yeah. So awesome. Which is awesome. And if you don't know, we actually are a full radio show.
Jeffrey
I know radio still exists and we.
Brooke
Are talking on it. Yes it does. And we do a brand new full hour episode every day on our main feed. Brooke and Jeffre 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, Juicy Yeah, 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. Totally makes sense.
Jose
Yeah.
Brooke
Starts right now.
Lenovo
You guys ever feel like if there's one person in the world who you truly connect with and you just think, man, timing's off. But they could have really been my soulmate. Is it ever too late to finally tell someone how you feel?
Brooke
No, it's never too late for us. Is that a real question? I mean, there's a lot of variables.
Lenovo
Here, but you think it's okay for.
Jose
Love, bro, it's always okay.
Lenovo
All right, Jose, get ready because we're gonna call Brooke's mom here so you can bear your sou.
Jose
A divorce.
Brooke
Wait, I don't know that they're still married.
Lenovo
Okay, well, it's going to be more awkward than I thought then. But I'm getting the popcorn, so. Brooke, be quiet because you're about to get a new stepdad. Who needs ladies vitamins?
Jose
Be a good friend, Brooke. I need your support here.
Brooke
I really like her. Okay, stepdaddy.
Lenovo
Oh, this is beautiful.
Jose
Okay, don't talk back to me.
Lenovo
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.
Brooke
It better not be my mom.
Jose
Yeah, your mom better I don't know more than just a three way call.
Lenovo
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 to another girl, not Brooke's mom. Well, we'll see.
Brooke
Just got a text from my mom. She is excited.
Lenovo
Okay, we're gonna do it next. It's awkward.
Carter
It's Tuesday.
Lenovo
It's awkward. Tuesday phone call. How far are you willing to go to make love happen? You willing to go 5ft, 10ft?
Brooke
It's just when you emphasize make love instead of make love happen, it came off like my mind was some. Okay, now we're back.
Jose
To make love happen, I would go a thousand feet.
Lenovo
Would you go across the pond, mate?
Brooke
Absolutely.
Lenovo
Some of our listeners have met people over in Europe and they say, I'm gonna fly over there and I'm gonna spend my whole life savings and meet him.
Brooke
Yeah, and then they end up on.
Lenovo
The loser line a couple days later, you know?
Maya
Yeah, exactly.
Brooke
A hard lesson.
Jose
One of our listeners wasn't really big.
Lenovo
One of our listeners, Carter, is willing to put everything at stake and even ask a bunch of dumb radio people for help just to make love happen for him.
Brooke
Oh, I love love. Let's do this.
Lenovo
Carter, this is probably the worst decision of your life, but welcome to the show, man.
Maya
Hey, what's up, guys? Thank you.
Brooke
Okay, vote of confidence right from the beginning.
Lenovo
Yeah.
Brooke
Dude, I'm so excited to hear about this.
Lenovo
Well, tell us about the situation that you're in and why you're reaching out to us.
Maya
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.
Brooke
Love shouldn't make you feel those things. Guilt, shame. Like we're starting in a dark place.
Jose
Yeah, not a good sign.
Maya
It gets better.
Brooke
Okay, so I.
Maya
Have you. Have any of you ever had, like, a crush on your friend's significant other?
Brooke
Oh, no.
Jose
I thought one was attracted to me, but I never, ever had.
Brooke
Oh, you thought it was flipped.
Lenovo
I don't know about friends. If you say coworkers, you might have a weird answer from Brooke.
Brooke
I do not have a crush on you, Jeffrey.
Lenovo
Okay. That's a messy situation, though.
Jose
Yeah.
Brooke
Yeah.
Maya
I mean, I have a friend, Eric. You know, we're not like best friends.
Brooke
Okay.
Maya
You know, we don't really. We don't hang out one on one. We've known each other for a long time. We dapped last week, if that means anything.
Brooke
What did you do?
Maya
Yeah, you know, you have, like. We have a handshake.
Jose
Handshake.
Brooke
Dap.
Jose
Fists. Oh, yeah.
Brooke
Okay.
Lenovo
Close enough to dap, but not any closer.
Brooke
Yeah, I'm like.
Jose
You're a smoker.
Brooke
That's where we're going. All right, all right. So he's like a. He's like a buddy who hangs out in the group of your friends?
Maya
Yeah, yeah, he's one of the. Yeah, he's one of the groups.
Lenovo
Gotcha.
Maya
Cool. His girlfriend, Maya, I. I'm in. I'm head over heels for her.
Brooke
Whoa. That's a big statement, sir.
Maya
Yeah, it's crazy.
Brooke
How do you know her? Just through him?
Maya
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. And it was just like, oh, my God. So then I have to now have to see her whenever the friends get together and stuff, and brutal.
Brooke
Oh, my gosh.
Jose
Well, that makes it. That makes it sound better. It's still not a good thing, but.
Brooke
At least it makes sense.
Jose
Yeah. I've known him for years, and now I'm forming a crush. Y'all met at the same time, same party, and he just kind of beat.
Brooke
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?
Maya
Way, way deepened. Yeah, like, I am smitten.
Lenovo
Oh, those are strong words.
Maya
And here we are a few weeks ago. Guess what?
Brooke
They got engaged.
Maya
No. They broke up.
Brooke
Oh, way better. Yeah, way better.
Maya
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 gonna try to do something, but I wanted to know what you guys think about. I. 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, you know, I'm not great talking to females or males.
Brooke
Do you. 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.
Maya
I don't know much about it.
Brooke
Okay?
Maya
I know that happened. That's a good question, actually.
Lenovo
Does that make a difference?
Brooke
I do think so. Because if, like, Eric cheated on her or, like, did something terrible like that to end the relationship, then I don't think Eric gets a say anymore. That's. That's my opinion. It's like, you screwed that up bad, man.
Lenovo
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?
Brooke
But I get why you'd 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 it.
Jose
That's true.
Brooke
Right.
Maya
That's what I was thinking. That'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.
Lenovo
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.
Maya
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.
Lenovo
Anything more than that?
Brooke
I hope not.
Maya
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. So it's like. It seems like there's some flirtation.
Jose
Do you two dap. You know, dap it up.
Lenovo
Romantic, dapping long Dapp.
Maya
I've never dapped it in. Maya. Nope.
Lenovo
No dapp.
Brooke
He's probably good. He'd probably be friends up there.
Jose
You're right.
Lenovo
That's okay.
Brooke
Oh, my God. So we're gonna call her.
Lenovo
So now we're calling Maya?
Maya
Yep, I guess so.
Brooke
And then next week we call Eric.
Lenovo
Well, this is good for our show, I guess. First we have to hear what Maya has to say. Is she into this?
Brooke
That's true.
Lenovo
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. Yeah, but we'll come back and we'll let you do your awkward Tuesday phone call right after this. All right.
Maya
Awesome. All right. Hold on.
Jose
Okay.
Lenovo
It's awkward.
Carter
It's Tuesday.
Lenovo
It's awkward Tuesday phone call. Navigating this situation is going to be a little bit challenging.
Brooke
I know. It's so worth it.
Lenovo
Because not only are there landmines everywhere, okay, but their friendships at stake here. Like, if you say the wrong thing, if you focus on the ex for too long or you seem super thirsty, like I've watched and waited for you.
Brooke
For the past three years.
Lenovo
Now that you're available, I'd like to smell your hair.
Maya
Oh, boy.
Lenovo
This time when you're awake, oh, boy.
Brooke
I didn't get the vibe that he would say it like that. Jeff thing.
Lenovo
We should probably ask, have you been smelling her hair? Carter? I mean, when she's sleeping.
Maya
You want me to answer that honestly?
Lenovo
Yeah.
Maya
Not while he was sleeping, but.
Lenovo
Oh, okay.
Brooke
Okay.
Lenovo
Now, look. I mean, I don't want it to come across like we're painting you as a stalker or a weirdo.
Jose
He's a normal guy, just a regular.
Lenovo
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
Brooke, stop it.
Lenovo
There's only, like, 10 people in her hometown. There had to be some crossover.
Jose
We Always take a shot at Brooke.
Lenovo
I love it. Well, it's easy.
Maya
What do you do, bro?
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.
Lenovo
Pretend he's dead.
Brooke
No.
Legends
No.
Lenovo
Okay. Pretend the friendship never existed.
Brooke
Just pretend like you don't know anything about her past relationship because you really don't.
Lenovo
All right, don't bring up Eric. Jose, what do you think?
Jose
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.
Lenovo
I mean, if you guys have a history together, you can look back on a moment that you share.
Brooke
Like an inside joke.
Lenovo
Yeah, and that'll bring some familiarity, make it a little bit less awkward. Let's give it a shot. Feel ready, Carter?
Maya
Ready as ever, dude.
Brooke
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.
Lenovo
Technically. Worst thing is that it gets over to your friend Eric, and then that's not.
Brooke
Don't think about that.
Lenovo
Remember, we're pretending Eric is dead. Now we're gonna dial the number. Good luck. We'll be here. Ready to jump in if you need a little bit of help. Here we go.
Carter
Hello?
Maya
Hey, Maya. Hey, it's Carter. Hey, what's up?
Carter
Oh, hi. How are you doing?
Maya
I'm good. Yeah? How are you doing?
Carter
Oh, I'm good. What's up?
Maya
I don't know. Hey, you remember. It's a long time ago. You remember that party? That party we all went to? I think it was about three years ago. Remember? By the plants? We talked for a while.
Carter
What party was this?
Maya
It was the one at the. At the girl's house. What was her name? Emily?
Legends
Natalie?
Maya
Katie. Katie. It was something, like, really bad. This is a basic name. You know what I'm talking about. Three years ago.
Carter
I don't know. A party?
Maya
Yeah, whatever that was, Stu. I mean, it was. I was just. I was just thinking about you a lot after that party, you know, because I remember that. That night, you were 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.
Jenny Garth
I didn't.
Maya
I didn't tell you that. I didn't say I didn't tell you that.
Carter
Thank you.
Maya
Anyway. I mean. Yeah. So, you know, I. I guess I heard about. I heard about you and Eric. I'm sorry. That's.
Carter
Oh, yeah, yeah, yeah, yeah.
Maya
It just. I mean, just. It just means you're single now, right?
Carter
Yeah. Yeah, I guess so.
Lenovo
Cool.
Brooke
Cool.
Maya
I mean. I mean, it's not cool, too. They. Some cool stuff and some not cool stuff about it. Yeah, 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 there's some interest. Maybe there's not interest. But, like, is there interest going on, you know, here?
Carter
Oh, you want. You want to gauge my interest in you?
Maya
I don't know. Like, I'm just feeling things out with my antennas.
Carter
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?
Maya
I don't know. That's a good question. Am I.
Carter
Does Eric know that you're doing this?
Maya
No.
Carter
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.
Maya
No, I wouldn't say we're good friends. I mean, I. You know, I. I kind of hate him, too. Like, you probably hate him now, too. I mean, we both kind of hate him, you know?
Carter
Okay, well, I. I don't hate him.
Maya
Yeah, me neither. I feel exactly the same way you do about him. I mean, probably like, you know, like, medium. Like. Like, not super hate, but, like, it's like. I don't know, it kind of goes up and down sometimes, and I'm like, oh, man, I hate that guy.
Carter
Hold on, hold on, hold on. Carter, are you single right now?
Maya
I mean, I mean, I could get single pretty quickly.
Brooke
Stop. Stop this.
Jose
So many.
Brooke
Hello?
Maya
Hey, Maya.
Brooke
Maya.
Carter
Yeah, Hello.
Lenovo
Hi, Maya. You're on the radio right now with Brooke and Jeffrey in the morning.
Brooke
We're rescuing you from that.
Lenovo
Rescuing Carter, too.
Jose
She's more on the radio than you are.
Brooke
That's a good point. What.
Carter
What is going on? I don't understand what's happening, like, at all.
Brooke
Yeah, he did not do a very good job of explaining it, that's for sure.
Lenovo
We're helping out Carter. He wanted to have a little bit of a strange Conversation with you.
Brooke
He's had a crush on you and wanted to ask you out. But what is this? Carter.
Lenovo
But not. Not a huge crush.
Brooke
It doesn't matter.
Lenovo
A very healthy crush.
Brooke
Carter, are you single? Are you not? You didn't tell us that piece.
Maya
Yeah, I mean, I can be upset. I'm close. We're, like, sort of seeing each other.
Brooke
Yeah. Maya, have you met his. Maybe, maybe not. Girlfriend?
Carter
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 a group in a couple of weeks, you know, like, since Eric and I broke up.
Lenovo
Okay. It doesn't sound that serious to me.
Maya
It's not.
Lenovo
Okay, let's not worry 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?
Carter
I mean, like, a little bit, because someone else in their friend group literally was doing the same thing to me yesterday.
Maya
Who?
Carter
I mean, it was Rick, but, like, come on.
Maya
Yeah.
Jose
What a loser.
Carter
Poor Eric has no friends.
Brooke
He has, like, the worst friend group ever.
Lenovo
Or the best.
Maya
I can't believe Rick would do that. Rick jumped in and blocked me.
Brooke
Wait, hold on.
Jose
Block you? He doesn't know you're, you know, shooting your shot.
Brooke
Did you say no to Rick then, Maya? Is that what you're saying?
Maya
Yeah.
Carter
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.
Maya
No. No joke. There's no joke.
Lenovo
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.
Maya
Yeah, a lot more than Rick.
Brooke
Okay. I mean, Carter, you didn't do a very good job of explaining your feelings to her.
Maya
I was nervous, okay?
Lenovo
I couldn't tell.
Brooke
Is there anything you want to tell her now?
Maya
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 want to 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.
Carter
It was really sweet.
Lenovo
It's a good start.
Brooke
It isn't a good start.
Carter
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.
Jose
That's a good. Yeah.
Brooke
Oh, that's not bad. You're not. 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?
Maya
Well, it kind of pisses me off about the Rick thing, but okay, she's.
Brooke
Not going for him. At least Rick was fully single when he asked.
Jose
That's also true. I didn't want to bring it up.
Lenovo
I would challenge Rick to a gentleman's duel if I was.
Jose
The friendship group is done.
Lenovo
Then after this airs, I don't know how much is gonna be left. 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?
Maya
Yeah, yeah, I can do that.
Brooke
Just keep her away from the rest of your friends. Yeah. Oh my God.
Maya
Yeah. What kind of friend is Rick to Eric asking her out like immediately. I waited at least a day.
Brooke
A day.
Lenovo
Carter, you are a true gentleman.
Maya
Thank you.
Jose
Now go back to your other girlfriend.
Lenovo
Ye.
Brooke
Brooke and Jeffrey in the morning.
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Podcast Summary: Brooke and Jeffrey: Second Date Update
Episode: Awkward Tuesday: There's Something About Maya
Release Date: February 23, 2025
In the "Awkward Tuesday: There's Something About Maya" episode of Brooke and Jeffrey: Second Date Update, hosts Brooke and Jeffrey delve into the intricate dynamics of romantic relationships, particularly focusing on the challenges of expressing long-held feelings. The episode, released on February 23, 2025, features a compelling segment where they assist a listener, Carter, in navigating his three-year secret crush on his friend’s ex-girlfriend, Maya. This summary captures the essential discussions, insightful advice, and the emotional unfolding of Carter's heartfelt attempt to convey his feelings.
Brooke (02:49): "You guys ever feel like if there's one person in the world who you truly connect with and you just think, man, timing's off. But they could have really been my soulmate. Is it ever too late to finally tell someone how you feel?"
Brooke introduces the day's scenario, highlighting the common dilemma of revealing deep feelings when timing seems unfavorable. Jeffrey confirms the show's continued relevance in addressing such relationship dramas, promising an engaging hour-long discussion.
Jeffrey (02:17): "I know radio still exists and we."
The conversation shifts to Carter, a listener who has harbored feelings for Maya, his friend Eric’s ex-girlfriend, for three years. Carter's internal conflict revolves around confessing his love without jeopardizing existing friendships.
Brooke (03:14): "It's never too late for us. Is that a real question? I mean, there's a lot of variables."
Brooke acknowledges the complexity of Carter's situation, emphasizing that every romantic confession involves numerous variables that can influence the outcome.
The hosts brainstorm strategies to help Carter communicate his feelings effectively. They debate whether Carter should approach Maya directly or involve his friend Eric, considering the potential repercussions.
Jose (03:22): "Love, bro, it's always okay."
Lenovo (03:21): "Brooke, be quiet because you're about to get a new stepdad. Who needs ladies vitamins?"
The playful banter serves to lighten the tense situation, illustrating the hosts' supportive yet humorous approach to serious relationship issues.
Jose (05:03): "Oh, I love love. Let's do this."
The decision is made to proceed with an "Awkward Tuesday phone call," where Carter will reach out to Maya, with Brooke and Jeffrey providing real-time guidance.
As Carter initiates the call, the hosts offer live commentary and advice, preparing him for potential responses and emotional turbulence.
Lenovo (10:18): "Because not only are there landmines everywhere, okay, but their friendships at stake here."
Jeffrey underscores the delicacy of Carter’s situation, where missteps could strain or even sever longstanding friendships.
Brooke (12:10): "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."
Brooke rationalizes the potential outcomes, encouraging Carter to proceed despite the risks, as the worst-case scenario is not dire.
Carter's call to Maya unveils his vulnerable confession, aiming to express feelings that have grown over years of friendship.
Carter (13:39): "I was just thinking about you a lot after that party, you know, because I remember that night, you were wearing that dress and you look great."
Maya responds with confusion and acknowledgment of Carter’s feelings, revealing her awareness of the group's dynamics and her own mixed emotions.
Maya (16:34): "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 want to 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."
Her sincere yet hesitant response highlights the complexity of transitioning from friendship to romance, especially within a tightly-knit friend circle.
Post-call, Brooke and Jeffrey dissect the interaction, offering Carter strategic advice to navigate the delicate aftermath.
Brooke (19:07): "It isn't a good start."
Jose (19:16): "That's a good. Yeah."
They discuss the importance of giving Maya space and time to process her feelings, suggesting that Carter respect her request and potentially wait before making further moves.
Lenovo (19:38): "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?"
This measured approach emphasizes patience and respect for Maya’s emotional state, underscoring the hosts' commitment to fostering healthy relationship dynamics.
The episode concludes with Brooke and Jeffrey reflecting on the challenges of expressing unspoken feelings within friend groups. They commend Carter for his courage while reiterating the importance of sensitivity and timing in romantic endeavors. The hosts leave listeners with thoughtful insights on handling similar situations, reinforcing the show's mission to provide both entertainment and practical relationship advice.
Brooke (20:01): "Yeah. Maya, have you met his. Maybe, maybe not. Girlfriend?"
The episode wraps with closing remarks, maintaining an engaging and supportive tone that encourages listeners to navigate their own relationship challenges with openness and empathy.
Brooke (02:49): "You guys ever feel like if there's one person in the world who you truly connect with and you just think, man, timing's off. But they could have really been my soulmate. Is it ever too late to finally tell someone how you feel?"
Jose (05:03): "Oh, I love love. Let's do this."
Carter (13:39): "I was just thinking about you a lot after that party, you know, because I remember that night, you were wearing that dress and you look great."
Maya (16:34): "Ever since then, every time I see you, I want to 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."
Lenovo (19:38): "Are you willing to wait? Give her like a 30 day grace period before you ask again?"
This episode masterfully balances humor with heartfelt advice, providing listeners with both entertainment and valuable insights into the often awkward and emotionally charged realm of romantic relationships.