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February 23, 2025 18 mins

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.

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Episode Transcript

Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Speaker 1 (00:00):
You found it at the home of the second Date Update.
It's Brook and Jeffrey in the Morning, and thanks for
being here on.

Speaker 2 (00:04):
The weekend with us in our home.

Speaker 1 (00:06):
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.

Speaker 2 (00:13):
Yes, also, which is awesome. And if you don't know,
we actually are a full radio show.

Speaker 1 (00:17):
I know rio and we are talking on it and
we do a brand new full hour episode every day
on our main feed, Brook 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.

Speaker 2 (00:36):
Yes, love it.

Speaker 1 (00:37):
Yes, seriously, it's not necessarily always a romantic relationship with these.

Speaker 2 (00:41):
It was always awkward and tricky.

Speaker 1 (00:44):
So sit back and enjoy your awkward Tuesday phone call
on Sunday.

Speaker 3 (00:48):
Totally.

Speaker 2 (00:50):
It starts right now.

Speaker 4 (00:52):
You guys, ever feel like if there's one person in
the world who you truly connect with and you just
think man timings all off, but they could have really
been my soulmate. Is it ever too late to finally
tell someone how you feel.

Speaker 5 (01:08):
No, never.

Speaker 2 (01:10):
I had a real question. I mean, there's a lot
of variables here, but.

Speaker 4 (01:14):
You think it's okay for love, bro it's always okay.
All right, Jose get ready because we're gonna call Brook's
mom here so you can.

Speaker 2 (01:24):
I don't know they're still married.

Speaker 4 (01:26):
Yeah, well it can be more awkward than I thought that.
I'm getting the popcorn. So Brooke, be quiet because you're
about to get a new stepdaddy, ladies, vitamins.

Speaker 5 (01:36):
Be a good friend, Brook.

Speaker 4 (01:37):
I need your support here.

Speaker 2 (01:38):
I really like her. Okay, Stepdaddy, Oh this is beautiful.

Speaker 4 (01:42):
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. Yeah, your mom is quite popular
around here, so we're gonna find doubt and he's going
to tell her exactly how he feels. And we do

(02:03):
a brand new awkward Tuesday phone call a Well, we'll see.

Speaker 2 (02:07):
I just got a text from my mom. She is excited.

Speaker 4 (02:10):
Okay, we're going to do it next.

Speaker 5 (02:14):
It's awkward. It's Tuesday. It's awkward Tuesday phone call.

Speaker 4 (02:19):
How far are you willing to go to make love happen?
You're willing to go five feet ten feet.

Speaker 1 (02:27):
It's just when you emphasize make love instead of make
love happen.

Speaker 2 (02:31):
Came off like my mind was some Okay, now we're
back to make club happened.

Speaker 4 (02:35):
I would go up thousand. Would you go across the pond?

Speaker 5 (02:39):
Make absolutely?

Speaker 4 (02:40):
Some of our listeners have met people over in Europe
and they say, I'm gonna fly over there and I'm
going to spend my whole life savings and meet him,
and then they end up on the loser line a
couple days later.

Speaker 5 (02:50):
You know, yeah, wasn't really big Ben.

Speaker 4 (02:55):
But one of our listeners, Carter, is willing to put
everything at stake. You can even ask a bunch of
dumb radio people for help just to make love happen
for him.

Speaker 2 (03:05):
I love love. Let's do this.

Speaker 4 (03:07):
This is probably the worst decision of your life. But
welcome to the show man.

Speaker 3 (03:11):
Hey, let's okay, thank you.

Speaker 1 (03:13):
Okay, vot a confidence right from the beginning. Yeah, dude,
I'm so excited to hear about this.

Speaker 4 (03:18):
Well, tell us about the situation that you're in and
why you're reaching out to us.

Speaker 3 (03:21):
I guess I feel really guilty honestly. Uh oh oh
even yeah, even doing this. But it's like it's something
that's eaten, eating away at me. And I hope you
guys can help.

Speaker 1 (03:32):
Love shouldn't make you feel those things, guilt, shame, like
they're starting in a dark place.

Speaker 3 (03:37):
Yeah, it gets better. Okay, So you have any of
you ever had like a crush on your friend's significant other?

Speaker 6 (03:49):
Was attracted to me, but I never ever heard, I
don't know about friends.

Speaker 4 (03:54):
If you say coworkers, you might have a weird answer
from Brooks.

Speaker 2 (03:58):
Have a crush on you, Jeffrey.

Speaker 4 (04:01):
Okay, that's a messy situation though.

Speaker 3 (04:04):
Yeah, yeah, I mean I have a friend Eric. You know,
we're not like best friends. You know, we don't really
we don't hang out one on one. We've known each
other for a long time. We daft last week, if
that means anything. Yeah, you know you have like we
have a handshake.

Speaker 4 (04:18):
Handshake Oh yeah, okay, close enough to but not any closer.

Speaker 1 (04:25):
Yeah, like you're a smoker, that's where regard to all Right,
So he's like he's like a buddy who hangs out
in the group of your friends.

Speaker 3 (04:33):
Yeah, he's one of the Yeah, he's one of the groups.

Speaker 4 (04:35):
Yeah, gotcha.

Speaker 3 (04:37):
His girlfriend Maya, I'm in I'm head over heels for her.

Speaker 2 (04:42):
Whooa, that's a big statement.

Speaker 3 (04:44):
Yeah, yeah, it's crazy.

Speaker 2 (04:46):
How do you know her just through him?

Speaker 3 (04:48):
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 enough yer whenever the friends get together and
stuff and brutal.

Speaker 2 (05:03):
Oh my god.

Speaker 5 (05:03):
Well that makes it.

Speaker 6 (05:04):
That makes it sound better. It's still not a good thing,
but it makes sound like, yeah, I've known him for
years and.

Speaker 4 (05:11):
Now I'm forming a crush.

Speaker 6 (05:12):
You all meant at the same time, same party, and
he just kind of.

Speaker 2 (05:14):
Peeps to it.

Speaker 1 (05:15):
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.

Speaker 2 (05:21):
Is that what you're saying, Way way deepened?

Speaker 3 (05:23):
Yeah, like I am smitten.

Speaker 4 (05:26):
Oh man, those are strong words.

Speaker 3 (05:28):
And here we are a few weeks ago.

Speaker 2 (05:30):
Guess what they got engaged?

Speaker 3 (05:32):
No, they broke up.

Speaker 5 (05:34):
Oh way better, yeah.

Speaker 2 (05:36):
Way better.

Speaker 3 (05:37):
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, it's I'm going to 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 yeah. I don't like confrontation, and you know,

(05:58):
I'm not great talking to females or males.

Speaker 1 (06:03):
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.

Speaker 3 (06:10):
I don't know much about it. I know that happened.
That's a good question.

Speaker 4 (06:13):
Actually does that make a difference.

Speaker 1 (06:15):
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.

Speaker 4 (06:27):
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?

Speaker 2 (06:37):
I get why you'd want to avoid doing that.

Speaker 1 (06:39):
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.

Speaker 2 (06:48):
You know for sure the new job wants.

Speaker 4 (06:50):
Yeah, that's true.

Speaker 3 (06:51):
Yeah, but I was thinking it's exactly what my thoughts were.
That like, if there's no reason to get Eric involved,
if this isn't gonna happen, then that'd be good to know.

Speaker 4 (07:00):
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 discanting?

Speaker 3 (07:10):
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.

Speaker 4 (07:17):
Any anything more than that, I hope not.

Speaker 3 (07:20):
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's like it seems
like there's some flirtation.

Speaker 6 (07:29):
Do you two dap romantic sap?

Speaker 7 (07:36):
No?

Speaker 2 (07:40):
OK, So we're going to call her.

Speaker 4 (07:43):
So now we're calling Maya.

Speaker 3 (07:45):
Yep, I guess so.

Speaker 2 (07:46):
And then next week we call Eric.

Speaker 4 (07:48):
Well, yeah, I guess first we have to hear what
Maya has to say. Is that's true, We're going to
play a song. We'll come back. We'll give you a
little bit of advice on what to do and actually
probably not to do. Yeah, we'll probably, but we'll come
back and we'll let you do your awkwad Tuesday phone
call right after this. All right, awesome, all right, hold on.

Speaker 5 (08:07):
Oay, it's awkward. It's Tuesday. It's awkward Tuesday phone call.

Speaker 4 (08:15):
Navigating this situation is going to be a little bit
challenging because not only are there land mines 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 for the past years. Now

(08:36):
that you're available, I'd like to smell your hair this time,
when you're awake.

Speaker 2 (08:42):
It's the vibe that he would say it like that.

Speaker 4 (08:45):
Yeah, I don't know. Yeah, we probably asked have you
been smelling her hair? Carter? I mean when she's sleeping.

Speaker 3 (08:51):
You want me to answer that honestly?

Speaker 2 (08:53):
Yeah?

Speaker 4 (08:56):
Okay, Now, look man, I don't want it to come
across like we're painting you as a stalker or a
weird all. He's a normal guy, just a regular guy
who's harbored a secret crush for his friend's girlfriend. And
with that said, let's get some advice from somebody who's
been there, Brooke in her hometown. There had to be

(09:16):
some crossover. Take a shot at Brooke. Well, it's easy.

Speaker 2 (09:19):
What do you do, bro I don't disagree.

Speaker 1 (09:22):
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.

Speaker 4 (09:36):
Pretend he's dead. No, no, okay, pretend the friendship never existed.

Speaker 1 (09:43):
Just pretend like you don't know anything about her past relationship,
because you really don't.

Speaker 4 (09:47):
All right, don't bring up Eric Jose. What do you think?

Speaker 6 (09:49):
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.

Speaker 4 (10:00):
I mean, if you guys have a history together, you
can look back on a moment.

Speaker 2 (10:03):
That you shared inside Joe.

Speaker 4 (10:04):
Yeah, and that'll bring some familiarity, make it a little
bit less awkward. Let's give it a shot. Feel ready, Carter,
Ready as ever.

Speaker 1 (10:12):
Due that can happen is that you're right back to
where you started, where she doesn't.

Speaker 4 (10:19):
Like you technically. Worst thing is that it gets over
to your friend Eric and then don't think about that.
Remember we're pretending Eric is dead. Now we're going to
dial the number. Good luck, we'll be here, ready to
jump in. You need a little bit of help. Here
we go.

Speaker 3 (10:41):
Hello, Hey, Maya, Hey, it's Carter. Hey, what's up?

Speaker 1 (10:47):
Oh?

Speaker 7 (10:48):
Hi, how are you doing?

Speaker 3 (10:51):
I'm good? Yeah, how are you doing?

Speaker 7 (10:55):
Oh? I'm good?

Speaker 3 (10:57):
What's up? I was 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.
Remember by the plants. We talked for a while.

Speaker 7 (11:15):
What party was for us?

Speaker 3 (11:16):
Uh? It was it was uh, it was the one
at the at the girl at the girl's house. What
was the name?

Speaker 1 (11:24):
Uh?

Speaker 3 (11:24):
And Emily and Natalie Katie Katie. Uh, there was something
like really bad. It's a basic name. You know what
I'm talking about three years ago?

Speaker 7 (11:38):
I don't. I don't know.

Speaker 3 (11:40):
A party, yeah whatever, I know, it's too 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're wearing that dress and there
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 can tell you that. Thank

(12:01):
you anyway. I mean, yeah, so you know, I I
guess I heard about I heard about you and Eric.
I'm sorry that.

Speaker 7 (12:11):
Oh yeah, yeah, yeah, things.

Speaker 3 (12:17):
Yeah, I just I mean just means it just means
you're single now.

Speaker 7 (12:20):
Right, Yeah, yeah, I guess so cool cool?

Speaker 3 (12:25):
I mean, I mean it's not cool too. There have
mean some cool stuff and some not cool stuff about it.

Speaker 1 (12:30):
Yeah.

Speaker 3 (12:31):
This might sound sort of I don't know, uh like quick,
maybe it's not. Maybe it's not that, but 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 it's not interest, but like,
is there interest going on? You know here? Oh?

Speaker 7 (12:53):
You want you want to gauge my interest in you?

Speaker 3 (12:58):
I don't know, Like I'm just feeling things out with
my antennas, you know.

Speaker 7 (13:02):
Hold on, hold on on, Carter, I need you to
like take a breath. Uh are you asking me out
right now? Is that what's happening?

Speaker 3 (13:11):
I don't know. That's a good question, am I.

Speaker 7 (13:15):
Does Eric know that you're doing this?

Speaker 5 (13:21):
No?

Speaker 7 (13:22):
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 something?

Speaker 1 (13:30):
No?

Speaker 3 (13:30):
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 always kind of
hate him, you know.

Speaker 7 (13:39):
Okay, Well I don't hate him.

Speaker 3 (13:41):
Yeah, I mean either, I think 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, because it goes up and down
sometimes I'm like, hold on, hold.

Speaker 7 (13:54):
On, hold on, Carter. Are you single right now?

Speaker 3 (13:59):
I mean, I I mean I could single pretty quickly.

Speaker 4 (14:03):
Stop so many Hello, Hey, Maya. Hello, Hi, you're on
the radio right now with Brooke and Jeffrey in the morning.

Speaker 2 (14:15):
We're rescuing you from that car.

Speaker 4 (14:18):
It's more on the radio than you are.

Speaker 2 (14:20):
Yeah, that's a good point.

Speaker 7 (14:22):
What is going on? I don't understand what's happening like
at all.

Speaker 1 (14:26):
Yeah, he did not do a very good job of
explaining it, that's for sure.

Speaker 4 (14:30):
We're helping out, Carter. You wanted to have a little
bit of a strange conversation with you.

Speaker 1 (14:35):
He's had a crush on you and wanted to ask
you out. But what is this, Carter.

Speaker 4 (14:38):
You're not a huge crush. It doesn't matter very healthy crush.

Speaker 5 (14:43):
Carter.

Speaker 2 (14:43):
Are you single or not? You didn't tell us that piece.

Speaker 3 (14:46):
Uh yeah, I mean I can be. I'm close. We're
like sort of seeing each other.

Speaker 2 (14:53):
Yea, Maya. Have you met his maybe maybe not girlfriend?

Speaker 7 (14:59):
I don't I think so. I know, like, you know,
he's been like using the absence 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.

Speaker 4 (15:10):
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?

Speaker 7 (15:26):
I mean like a little bit because someone else in
their friend group literally was doing the same thing to
me yesterday. Uh, I mean it was Rick, But like,
come on.

Speaker 1 (15:42):
What a loser, like the worst friend group ever.

Speaker 3 (15:50):
I can't believe Rick would do that. Rick jumped in
and block.

Speaker 2 (15:54):
Wait, hold on.

Speaker 6 (15:56):
You doesn't know you're, you know, shooting your shop.

Speaker 2 (15:59):
Did you say no to then?

Speaker 7 (16:00):
Maya?

Speaker 2 (16:00):
Is that what you're saying?

Speaker 7 (16:01):
Yeah, Like it all just seems like really fast or
really weird. And like now that now that Carter's doing this,
like like is this like a joke? You know what
I mean?

Speaker 3 (16:10):
Like, is this some no joke?

Speaker 4 (16:14):
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.

Speaker 3 (16:21):
Yeah, a lot more than Rick.

Speaker 1 (16:22):
Okay, I mean, Carter, you didn't do a very good
job of explaining your feelings to her.

Speaker 4 (16:29):
I was nervous, Okay, I couldn't tell.

Speaker 5 (16:33):
You.

Speaker 2 (16:34):
Is there anything you want to tell her now?

Speaker 3 (16:36):
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 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

(16:57):
and see if I can't put this back together.

Speaker 7 (17:01):
It was really sweet.

Speaker 4 (17:04):
Oh it's a good start.

Speaker 2 (17:07):
It isn't a good start.

Speaker 7 (17:09):
I does. I'm just feel 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.

Speaker 1 (17:18):
That Yeah, yeah, that's not bad. You know 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?

Speaker 2 (17:26):
Carter?

Speaker 3 (17:28):
Well, it kind of pisses me off about the Rick thing,
but it's not.

Speaker 2 (17:32):
Going for him at least. Rick was fully single when he.

Speaker 4 (17:35):
Asked, I don't want to bring it up, and I
would challenge Rick to a gentleman's duel if the friendship
group has done. Then after this airs, I don't know
how much is going to 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 thirty day grace

(17:55):
period before you ask again?

Speaker 3 (17:57):
Yeah, yeah, I can do that.

Speaker 2 (17:59):
Just keep her away from the rest of your friends.
Oh my god.

Speaker 1 (18:02):
Yeah.

Speaker 3 (18:03):
What kind of friend is Rick to Eric asking her
out like immediately? I waited at least the day.

Speaker 4 (18:10):
Carter, you are a true gentleman. Go back to your
other girlfriend

Speaker 5 (18:16):
Brooke and Jeffrey in the morning.
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