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November 11, 2025 19 mins

The guy in today’s Awkward Tuesday Phone call is desperate to spark a romantic connection with someone he’s known for years. They’re not exactly friends… but they've been close for years...

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Mark as Played
Transcript

Episode Transcript

Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Speaker 1 (00:00):
I just want to start off the episode by saying,
Happy Veterans Day.

Speaker 2 (00:02):
Yeah, guys, so much.

Speaker 3 (00:04):
Seriously, I'm the daughter and the grand daughter of Marine,
so you know, thank you so much for all of
your service out there, and and today we got an
awkward Tuesday for you.

Speaker 1 (00:15):
Yes, do you want to start with a comment? Alexis
you got something? Yes? Our Mattlocke said, please launch more merch.

Speaker 4 (00:21):
I wasn't listening to you guys the last time you
did it, and since then, I've listened to hundreds of
episodes across YouTube and TikTok.

Speaker 1 (00:28):
You guys are my daily.

Speaker 4 (00:28):
Podcast while I'm working and studying for grad school. You
guys deal with some crazy people every day and it
makes me feel sane. And now I can say this
happy holiday.

Speaker 1 (00:40):
I have been plotting another merch for a cause. Launch hat.

Speaker 2 (00:45):
Yeah.

Speaker 3 (00:45):
Well, I don't know if we're gonna have hats, but
you knoweah, you have a.

Speaker 1 (00:49):
Hat on right now.

Speaker 3 (00:50):
All right, let's get our awkward Tuesday phone call going
and just keep your ears open because something's coming.

Speaker 1 (00:59):
It's fricking Jeffrey.

Speaker 5 (01:02):
If you thought being stuck in the friend zone was
the worst feeling, we just heard about another hopeless zone
of no romance. That sounds even more frustrating.

Speaker 1 (01:12):
Wow, please don't tell me it's the dead zone. Please
don't tell me it's the dead zone.

Speaker 2 (01:15):
It's not.

Speaker 5 (01:16):
But one of our listeners is stuck in it right now.
He's been desperately searching for a way to finally spark
a love connection with a person that he's known for years. Oh,
they're not exactly friends. Their relationship is a little stranger,
more complicated than that. Really, he's gonna tell us all
about it. We're going to try and help him get

(01:37):
out of that zone in a brand new awkward Tuesday
phone call.

Speaker 2 (01:41):
Next, it's awkward.

Speaker 1 (01:44):
It's Tuesday.

Speaker 2 (01:45):
It's awkward Tuesday phone call. When you run into an
old friend or acquaintance from your past, is that exciting
for you? Is that kind of awkward friend the other day?

Speaker 3 (01:59):
I like it for like twenty five minutes, and then
after twenty five minutes, I'm like, oh, that's why we
don't talk anymore personally.

Speaker 5 (02:06):
If I see anybody I knew back in the day,
I'm pulling the fire alarm and getting the heck out
of there.

Speaker 1 (02:10):
Oh oh wow.

Speaker 2 (02:11):
Not rehashing old memories with you today?

Speaker 6 (02:15):
Sorry.

Speaker 5 (02:15):
Yeah, but you know, I know some people are a
little bit more amicable to that. Yeah, like our listener Mark,
who recently ran into someone from his past and now
he's looking to get a little bit of advice.

Speaker 2 (02:26):
So Mark, welcome to the show Man.

Speaker 6 (02:28):
Oh my god, thank you so much for inviting me.
It is amazing.

Speaker 3 (02:32):
Oh my god, amazing because you like the show. Were
amazing because the issue is that big.

Speaker 6 (02:36):
Well, I mean, I listened to your show every day.
But oh, I don't know. I gotta talk to you.
I gotta lay it down.

Speaker 1 (02:41):
Okay, Oh, it sounds like it's juicy.

Speaker 2 (02:44):
Who'd you run into from your past?

Speaker 6 (02:46):
Oh? I randomly bumped into my old childhood babysitter.

Speaker 2 (02:52):
Wow, oh wow.

Speaker 1 (02:54):
That's crazy.

Speaker 3 (02:55):
Did she recognize or he? I guess I shouldn't say that,
but all my babysitters were girls.

Speaker 1 (02:59):
Did they recognize you?

Speaker 6 (03:00):
Not? At first? I was at a coffee shop and
I saw her come in while I was waiting for
my drink, and I went up there and I just yelled, Kendra,
question Mark.

Speaker 2 (03:13):
What did she say?

Speaker 6 (03:14):
She was just like, uh, who aren't you?

Speaker 2 (03:18):
That means, yes, I am, but I don't recognize you.

Speaker 1 (03:22):
Okay, it makes sense.

Speaker 2 (03:23):
You were a kid. It's awkward.

Speaker 1 (03:25):
Better than her saying go to your room.

Speaker 6 (03:28):
I said, oh, I'll give you a hint. I was like,
can you do what? Can you put on my foot? Gimme?

Speaker 1 (03:33):
Oh no, what'd you say?

Speaker 6 (03:40):
It's like, oh my god, Marky?

Speaker 1 (03:44):
Can we call you Marky?

Speaker 2 (03:46):
Now? It worked.

Speaker 6 (03:49):
I was just like, yeah, I'm all growing up. And
we laughed and he's super cute.

Speaker 1 (03:55):
Now, Oh, so many Marky's got to say for the
babysitters sounds.

Speaker 2 (04:01):
Like, yeah, yeah, I'm curious. How old were you when
you knew her?

Speaker 6 (04:08):
So I was nine as you were fourteen at the time.

Speaker 1 (04:12):
Oh it's not five year difference.

Speaker 2 (04:15):
Yeah, Now when you're adults, that's nothing. How old How
old are you now? Are you past your teens?

Speaker 6 (04:20):
Yes, it's a balanced question, like this was three years
eighty seven years old.

Speaker 2 (04:27):
You're like, Kendrew, you're nine.

Speaker 6 (04:30):
No, No, I'm around twenty five right now. But we
just couldn't stop telling stories and we were joking around.
You could tell there was a vibe, you know between us.

Speaker 1 (04:40):
Okay, did you ask her out? What did you do?
Did you make a move?

Speaker 6 (04:43):
Oh, here's what happened. She was with another lady from
her work. Okay, so you said let's catch up over
dinner sometime, and I was like, yeah, absolutely. So you
know a few days later we went to dinner. It
was amazing. I mean, it felt better than going on
a normal date because we are had a connection and.

Speaker 2 (05:02):
So this was a this was a date that you
two went on.

Speaker 6 (05:05):
It wasn't officially a date. It was more of a
catch up.

Speaker 3 (05:11):
Like from his side of the story, it's like cool
and sexy and hot. As someone who I'm sure Alexis
feels the same, has been a babysitter.

Speaker 1 (05:19):
It would be really weird even.

Speaker 3 (05:22):
As adults, because you just still see that person as
a kid, like I leave them back.

Speaker 1 (05:26):
Yeah, you watch them pick their nose. You know where
they kept their booger collection.

Speaker 6 (05:29):
I don't know.

Speaker 2 (05:29):
It sounds like you guys have actually considered and thought
about dating them. But she talked to herself out.

Speaker 3 (05:34):
Well, I just I've tried to think from her side,
what was her reaction to this? Did she give any
indication that she had any interest?

Speaker 6 (05:43):
So my tick on it, honestly was she was being
pretty flirty back at me.

Speaker 2 (05:50):
Okay, bit that's good.

Speaker 3 (05:52):
Yeah, definitely, Yeah, is there anything specific that you can
bring up about that.

Speaker 6 (05:57):
Yeah, I mean she was twirling her hair. She was laughing.
It was amazing, Like, Okay, try her when you're bored.

Speaker 1 (06:04):
Men don't believe.

Speaker 2 (06:05):
That scientific room and you also do it when you're flirting.
But you're right. It could be either. She could have
been bored and not having a good time.

Speaker 1 (06:13):
I keep forgetting that this isn't a second date, right, like.

Speaker 5 (06:15):
Yeah, we're doing an awkward phone call here? What what
makes this awkward?

Speaker 6 (06:20):
So things were going well till halfway through the meal.
She leaned over and said, Markie, you need to finish
your vegetables.

Speaker 2 (06:29):
Oh wait, wait wait did you laugh?

Speaker 6 (06:34):
I mean I laughed, and then she says, I'm serious.
Oh so I ate my vegetables while she watched me,
and it was it was embarrassing.

Speaker 3 (06:44):
Though, Well, you are a stronger boy because you did
eat those veggies.

Speaker 2 (06:48):
So let me ask you this. At the end of
the night, how did you and Kendra leave things?

Speaker 6 (06:55):
Like?

Speaker 2 (06:55):
Was it romantic at all?

Speaker 6 (06:57):
We walked out, We had a huge hug. I told her,
I was it's gonna text her. Yeah, it was like
you better, it's important to keep promises.

Speaker 2 (07:07):
Kind of preachy teach your babysitter motive. Yeah, how long
ago was this?

Speaker 6 (07:13):
It was just so only a few nights ago.

Speaker 1 (07:14):
So okay, so what do you what do you want
our advice with? Because that's like the awkward thing, is right,
we give advice.

Speaker 6 (07:20):
Yeah, I just need advice on how to just to
say that I'm grown and that I feel like you
need to see me as someone that can be with.

Speaker 5 (07:31):
You go on a serious day with him.

Speaker 3 (07:36):
I think, stomp your feet and say this is not fair.

Speaker 1 (07:41):
I know, I get it, I get it.

Speaker 2 (07:43):
Let's try and figure this out. We're gonna come back.
We're gonna give you some solid advice on how to
help you ask out your babysitter so that she sees
you as a man still paying her right.

Speaker 6 (07:59):
No, no, I'm not like no wonder All right.

Speaker 2 (08:02):
We're gonna do it with your awkward Tuesday phone call. Next,
it's awkward.

Speaker 1 (08:07):
It's Tuesday.

Speaker 2 (08:09):
It's awkward Tuesday phone call.

Speaker 5 (08:12):
Imagine going out with a girl you haven't seen in years.
You're at the dinner table together.

Speaker 2 (08:19):
She looks over at you, seductively, leans in and says,
eat your veggie so you can grow up to be
a big boy.

Speaker 1 (08:29):
It's weirdness.

Speaker 3 (08:29):
I think that there's some people that are into them.
Yeah more our listener isn't.

Speaker 5 (08:35):
It did actually happen though, to one of our listeners
name Marky. Well, I'm calling him Markie because the person
across the table was his ex babysitter from when he
was younger.

Speaker 2 (08:44):
Yeah, he was nine years old. She was fourteen at
the time. But now they're both grown adults and Mark
wants to play doctor the real way. But does she
see him that way?

Speaker 3 (08:57):
Well, she kept calling him MARKI yeah, probably not not
a good sign yet, not yet.

Speaker 5 (09:01):
He needs to get our advice on how to change
that for himself.

Speaker 2 (09:04):
So let's go to Brooks for the whole advice. What
do you think he should do?

Speaker 3 (09:07):
Bro, Well, I've been thinking about this a lot, and
I mean you have to switch her mindset, right. You
have to have her start thinking of you like a man.
I never suggest this, but I think you should bring
up exes because if she can see you in an
adult relationship, if she can imagine that, maybe then she
can imagine herself in an adult relationship with you.

Speaker 2 (09:29):
Okay, you ready to drop your body count on her?
What do you think Mark?

Speaker 6 (09:39):
I don't want her to get you know, jealous or anything.

Speaker 3 (09:42):
If you do, you do, yeah, yes, you could just
say like when I was traveling Europe with Candace God,
you know, stuff like that.

Speaker 1 (09:54):
She was great, but she didn't really work out, you.

Speaker 2 (09:55):
Know, snobby boyfriend now.

Speaker 3 (09:59):
Trying to make him sound rich, adult, and well traveled, Jeffrey.

Speaker 2 (10:03):
Those are good things to remember. Act rich, act grown up,
and act well traveled.

Speaker 6 (10:08):
I think I can do that.

Speaker 2 (10:09):
Okay, we're here for you. We all believe in you, buddy.

Speaker 5 (10:12):
We're gonna call Kendra for you, your ex babysitter, and let
you try and make this thing.

Speaker 2 (10:17):
Official with her, get a real date. Okay, sorry, not official.
What's the wrong word, calor ken? Is that more of
like an adult? No? Just just go respectful manly. We're
here for you. Okay, I'm down a number right now,
here we go.

Speaker 6 (10:38):
Hello, Kendra, it's me. Who is this It's it's Mark.

Speaker 1 (10:48):
Oh my god, marky Hi.

Speaker 7 (10:51):
I must not have faked your number right in my phone.
I don't didn't pop up with this number. How are you?

Speaker 6 (10:58):
I'm great? How are you?

Speaker 7 (11:00):
I'm good? I'm good. I'm just kind of hanging out.
I just ordered some food waiting for it to show up.

Speaker 6 (11:07):
Cool. I love food. Food's great.

Speaker 7 (11:10):
I know I remember that, you do.

Speaker 6 (11:15):
I know you? Yeah, I kind of need to admit
something to you. Okay, Uh so when I was nine,
I kind of had a crush on you.

Speaker 7 (11:33):
Oh my god, tell me something I don't know.

Speaker 6 (11:36):
Oh wait, you knew that.

Speaker 7 (11:41):
Well, I kind of had a feeling. I mean when
my boyfriend stopped by that one time you called nine
one one and told them that there was an intruder
at the door.

Speaker 6 (11:48):
So right, God, I totally forgot about that. Anyway, Oh
you said that was cute.

Speaker 7 (12:00):
Yeah, it was so cute.

Speaker 6 (12:04):
Anyway, did you have a good time the other night
when we hung out?

Speaker 1 (12:10):
Yeah?

Speaker 3 (12:10):
I did.

Speaker 7 (12:10):
It was really nice, but it was like a little late.

Speaker 6 (12:14):
What do you mean?

Speaker 7 (12:16):
I mean, Well, you know, you told me you had
a big meeting the next day, and I felt like
I was keeping you up past your bedtime.

Speaker 6 (12:25):
Well I'm older now, so I don't really have a bedtime.

Speaker 7 (12:31):
Well I know that, but like everybody needs their sleep,
even like big boys like you.

Speaker 6 (12:39):
Yeah, I mean I guess that's true. But I should
probably listen to you more. I mean, you should.

Speaker 7 (12:48):
That was the meeting.

Speaker 6 (12:50):
It was good. I mean, I think I made a
good impression.

Speaker 7 (12:54):
Did you brush your teeth before?

Speaker 6 (12:57):
Yeah? But look here's the it's like that I have.
And I'm just gonna be honest. I don't know if
you see it, but I feel like there's like an
attraction between us.

Speaker 7 (13:12):
I mean, yeah, I feel that.

Speaker 6 (13:15):
Right. But like you've heard of people being like friend
zoned before, I feel like I'm being nanny zoned.

Speaker 7 (13:28):
Wait what are you talking about?

Speaker 6 (13:29):
You know, like the brush your teeth common and on
the date you made me eat vegetables. It's just stuff
you would have said to me as a kid, And
I don't want the potential of this to have some
the same nanny kid power structure.

Speaker 7 (13:44):
Okay, okay, how about this? How about you come over
to my place this Friday night. I'll make you dinner
and I won't make you eat vegetables.

Speaker 6 (13:56):
Okay, yeah that sounds good.

Speaker 7 (14:01):
Yeah, and then we can watch a movie that's you know,
not too scary because I remember that you don't like
the scary one. And the best bard is if you
stay out past eleven and I won't make you go home.

Speaker 6 (14:12):
Oh wow?

Speaker 7 (14:14):
Yeah, yeah, you can stay over and I'll read you
a bedtime story.

Speaker 6 (14:18):
And Tucky Joky.

Speaker 2 (14:24):
Hello, Hey, Kendra, Hey, who is Kendra.

Speaker 5 (14:32):
You're on the radio right now with a show called
Brook and Jeffrey in the Morning.

Speaker 7 (14:36):
Huh okay, Jeffrey.

Speaker 2 (14:38):
We're a morning radio show right and we're doing a
segment with Mark called Awkward Tuesday Phone Call. We're trying
to help him have this conversation.

Speaker 1 (14:47):
With you about like dating, not about bedtime stories.

Speaker 7 (14:50):
Mark, what's happening right now? I don't like this?

Speaker 1 (14:53):
Sorry, Mark?

Speaker 2 (14:57):
Mark? Do you want to explain?

Speaker 6 (14:59):
So listen. I have feelings for you, and I want
you to see me as an equal because I really,
I really see its being a thing.

Speaker 5 (15:11):
Do you feel like there's a connection there, maybe, Kendra,
like a grown up, mature, romantic connection.

Speaker 3 (15:18):
I mean I kind.

Speaker 7 (15:20):
Of see something. But at the same time, it's just
like really hard to shake the image I have of
you as a little boy, Like in my mind, you're
still a little boy.

Speaker 1 (15:33):
But listen to his voice.

Speaker 3 (15:35):
That's a man voice, and you're sitting across from him
at the dinner table.

Speaker 1 (15:39):
He's got facial hair.

Speaker 2 (15:40):
Give a chance to say something manly right now? Mark,
go ahead.

Speaker 6 (15:44):
I mean I do have facial hair.

Speaker 2 (15:45):
I mean, come on, Wow, I'm certainly convinced.

Speaker 7 (15:53):
I just think he's adorable, but I just can't like
he's this Marky, I don't know, and I can't.

Speaker 2 (16:01):
Okay, but you admit it.

Speaker 1 (16:03):
You admitted there was an attraction when you two were talking.
I heard you. You said, yeah, I get it.

Speaker 2 (16:08):
But then she told him to make sure he brushes
his teeth every night, So like each other out like,
do you do you realize that you're doing that, Kendra?
Or do you even know that I habit?

Speaker 7 (16:19):
What do you want from me?

Speaker 4 (16:20):
It's habits.

Speaker 5 (16:22):
This could just be a case of two people trying
to force a romantic connection when really it is what
it is. And maybe you're just meant more to be
just friends.

Speaker 3 (16:31):
Yeah, or Mark just wants his girlfriend to do everything
for him, you know, like changes down.

Speaker 1 (16:39):
I mean, he obviously kind of likes it.

Speaker 3 (16:41):
Because like, how could anyone listen to that and still
be attracted?

Speaker 6 (16:45):
I mean, I like when she does that too, I
like when she reached me time stories.

Speaker 2 (16:49):
Maybe he does like it. Maybe the tickle monster can
come out again and be like the grown up tickle.

Speaker 6 (16:56):
No.

Speaker 2 (16:56):
Maybe yeah, maybe we're all just trying too hard to
make this happen and it's not going there naturally. I mean,
do you see that, Mark?

Speaker 6 (17:05):
I mean maybe in another lifetime if she, if she
wasn't my babysitter, there could have been something.

Speaker 1 (17:11):
Okay, you're given up, you're letting it go.

Speaker 3 (17:14):
Maybe you guys can be friends, or you can't stay
Nanny's owned or is.

Speaker 2 (17:17):
Trying to find a time machine to go back and
cancel her.

Speaker 6 (17:21):
I'm working on it and I'm starting tonight.

Speaker 2 (17:24):
Kendra. Are you okay just staying friends with Mark?

Speaker 7 (17:28):
Yeah? I think that's fine for me.

Speaker 2 (17:30):
Okay, may not do the babysitting terms around him a lot,
to just be like normal adult friends.

Speaker 1 (17:35):
Did you not hear him? He likes it.

Speaker 6 (17:36):
Yeah, to.

Speaker 2 (17:40):
Stay in friends, stay in touch and see what happens,
and maybe something will naturally develop from that.

Speaker 1 (17:46):
Okay, what's your favorite bedtime story? Mark?

Speaker 6 (17:49):
Oh my god, they are a man.

Speaker 1 (18:00):
Jeffrey in the morning. This is a couple. I wish
we could get an update from.

Speaker 3 (18:04):
Yes.

Speaker 4 (18:05):
I need to know if things got more romantic.

Speaker 1 (18:08):
Yeah, I don't know. I think they got less.

Speaker 3 (18:10):
I think that it's gone to where he's probably just
paying her hourly at this point.

Speaker 1 (18:14):
Come over and cut up his steak.

Speaker 4 (18:16):
For him like he got a little like revisit of
it from what he's like, Wait, this is I see
why we hired her.

Speaker 1 (18:21):
Yes, she was good.

Speaker 3 (18:22):
I mean to his credit, kids made they wait for
people to make them food.

Speaker 1 (18:27):
We got their stuff off the floor. Yeah, exactly, be
all cute and babysittery. It is a good life.

Speaker 3 (18:35):
I don't blame him at all. Hey, if you ever
have an awkward you know, conversation that you need to
have and you want poor advice, you should definitely contact
our Yes, it's pretty easy to do.

Speaker 4 (18:44):
I was gonna say, or more nanny situation, you know,
for anybody.

Speaker 1 (18:49):
Yeah, you can just go to our website.

Speaker 3 (18:50):
It's Brooke and Jeffrey dot com and there's a big
submit button there.

Speaker 1 (18:53):
Yeah, you can submit to be on the show.

Speaker 3 (18:55):
You can also text us to the number seven eighty
five nine to two, or always follow our socials at
Brock and Jeffrey. And thanks for being here one more time.
Happy Veterans Day and stay safe.

Speaker 1 (19:05):
We'll see you tomorrow.
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Brooke Fox

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Jeffrey "Young Jeffrey" Dubow

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Jose Bolanos

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Alexis Fuller

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