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November 2, 2024 15 mins

The guy on the phone today wants to try and recreate his perfect first date all over again… exactly one year to the day. It involves wearing children’s costumes and it’s happening in a Second Date Update!

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Episode Transcript

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Speaker 1 (00:00):
Second date, up date. It's awkward.

Speaker 2 (00:05):
It's Tuesday.

Speaker 1 (00:06):
It's awkward Tuesday phone call. Everybody has their unique Halloween
traditions that they personally like to do every single year.
Like every Halloween, Brooke forces her husband to dress up
in some elaborate homemade costume that he has absolutely no
interest in.

Speaker 3 (00:24):
Why.

Speaker 4 (00:25):
I don't know. He really liked being the doctor that
one year. Yeah, yeah, yeah, no, No, that was the
year that I went as before and after Pilhood.

Speaker 1 (00:37):
Interesting that those were back to back years.

Speaker 4 (00:40):
It's the same year I got you. Yeah, it was
a couple's costumes.

Speaker 1 (00:45):
Alexis has a Halloween tradition where she must throw up
bright red punch into the cup home or she can't
go back into her apartment.

Speaker 4 (00:54):
You know, it's a successful Halloween.

Speaker 1 (00:55):
Yeah, and those are sacred. And one of our listeners
needs help with an annill Halloween tradition he does, it's
going to require an awkward phone call this time around,
so let's talk to Andrew about it. Andrew, Welcome to
the show.

Speaker 3 (01:08):
Hey guys, thanks for having me.

Speaker 4 (01:10):
God, I hope where your new Halloween tradition? Andrew Year
one that happen to him every year.

Speaker 1 (01:18):
Okay, Well, one of us wishes ill on your Halloween.
The rest of us will actually want to help you,
So tell us what's going on.

Speaker 3 (01:25):
Well, I kind of have a weird tradition that has
only happened once, having the first time last year, but
I want to keep it going.

Speaker 1 (01:34):
Okay, Oh, so it's not a tradition yet you're hoping
to make it a tradition.

Speaker 4 (01:38):
Hey, all traditions have to start somewhere, Jeff, Yeah, true,
that is true. What is it?

Speaker 5 (01:43):
So?

Speaker 3 (01:43):
I met a girl last year, her name was Kate.
We met on a dating app, and I was completely
honest with my height with her. I'm about five foot
five maybe five foot four and three quarters.

Speaker 4 (01:55):
Okay, you're a shorter guy, Hey, Broke, don't say that. No,
I think it's goods with confidence. I think it's fine.

Speaker 1 (02:01):
She's making a statement. She's funny.

Speaker 4 (02:03):
I tell women all the time to date short man
that you got you work so much. Stop listening every
time Brooks starts saying seriously, those tall guys they just
like phone it in. You know, you want to guy
that lets you you get a short hottie someone.

Speaker 1 (02:17):
With low self esteem? Isn't that right?

Speaker 3 (02:19):
Right? Andrew well, you know self, imprecations can go my favorite.

Speaker 1 (02:24):
Yes right here, got her back. Okay, she's how tall?

Speaker 3 (02:30):
She's six foot one not short day.

Speaker 4 (02:34):
Okay, so you guys are kind of role reversal there.
That's cool.

Speaker 3 (02:37):
So I called her and through the dating app, I
was like, I know you're probably not going to message
me back, but I'm into taller women and I think
you're beautiful. But I'm only five five.

Speaker 4 (02:47):
Did I get it? I like to be picked up too. Wow,
someone who is strong enough to pick you up.

Speaker 1 (02:53):
He picks her up and spins her in a circle.
He's a grown man, Brook, He's not a baby, all right.
Just sorry about that, Andrews. So that's a bold thing
to be honest in your message. Did she respond?

Speaker 3 (03:11):
She did, and to her credit, she was like, sure,
what the heck, let's meet up.

Speaker 4 (03:15):
So that's great.

Speaker 3 (03:17):
Yeah, And what it came down to was.

Speaker 6 (03:19):
That we both weren't doing anything on the day of Halloween,
like the actual like October thirty first, okay, and it
was on a weekday, so we just met up at
a bar and we instantly hit it off.

Speaker 3 (03:31):
So we may look mismatched, but our personalities were perfect.
We're both like very sarcastic, sensitive humorshing. Yeah. So we
we drank and we laughed for like about an hour,
and then I had the funniest idea. I was like, Okay,
what if we went back to my place and I
put on one of my old Halloween costumes and keep going.

(04:03):
This might through the opposite of what you're thinking. Oh no,
we put on the Halloween costumes and we go around
the neighborhood trick or treating together, and we pretend that
she's my mom.

Speaker 4 (04:13):
Oh my god, what Okay? That is so not hot
head better funny, it's funny, But like, aren't you romantically
interested in this woman?

Speaker 1 (04:26):
Yeah?

Speaker 3 (04:27):
Definitely, definitely. But like at the time, it was Halloween
night and we had a couple of drinks.

Speaker 1 (04:32):
And what's Brooke, what's not romantic about going trick or
treating with your mom on Halloween.

Speaker 4 (04:37):
Nobody wants to be a man's mom. It's just not hot.

Speaker 3 (04:42):
But here's the thing.

Speaker 1 (04:43):
He's using humor to bond with her.

Speaker 4 (04:48):
A kid. Yeah, they think it's funny. Okay, you did it.

Speaker 1 (04:52):
You pitched her this idea.

Speaker 3 (04:54):
Yeah, And because I felt like we have the same
kind of sense of humor and really connected. I that
she would say yes, and she did.

Speaker 4 (05:03):
Oh oh my god, she's doing.

Speaker 2 (05:07):
It for the plot.

Speaker 3 (05:09):
We got into the Halloween cuss she was and we
would walk around and she would say things at the door,
like sorry, he doesn't talk a lot, but he's a
really nice boy.

Speaker 1 (05:18):
Because you couldn't say anything else, people would't know with
your voice.

Speaker 4 (05:21):
I mean, maybe you found your person. If she was
into this, maybe this is the person for you.

Speaker 1 (05:28):
How did it go?

Speaker 3 (05:30):
It was definitely fun and we got a good amount
of candy.

Speaker 4 (05:33):
No, that's not even did you spread it out on
the floor and like do trades? Did take a photo
of that?

Speaker 1 (05:41):
I can't believe you said that.

Speaker 3 (05:43):
Well, we actually went to a park at the end
of the night and we split the candy and drank
some beers from my fridge, and honestly, I gotta tell you,
this was the best Halloween I have had since I
was like eight.

Speaker 4 (05:55):
But you didn't have another date with her? Is that
what you're saying?

Speaker 3 (05:58):
No, So we've for the last year just sort of
been like texting or like commenting on me to the
social media post.

Speaker 4 (06:05):
Okay, I've been.

Speaker 3 (06:06):
Texting her to try to organize it because I'd really
love to do it again, and she's not responding to me.

Speaker 4 (06:13):
Yeah, and you don't want a six foot one dad
to come along with you. You don't have to six my mom.

Speaker 3 (06:18):
But in all seriousness, I really thought Kate was a
really cool person, and like, even if she doesn't want
to do this, just like hanging out in person again
is something I'm really shooting for here.

Speaker 4 (06:30):
Okay, it's like a monster mashup of second date and
awkward Tuesday.

Speaker 1 (06:33):
Yeah. Yeah, a year later. Okay, Yeah, we'll try and
get it done. We'll come back give you a little
bit of advice right after this. Okay, thank you, second
date update. I know I said at the start that
this was an awkward Tuesday phone.

Speaker 4 (06:47):
Call, but change your mind.

Speaker 1 (06:49):
The more we hear this story, the more I started
to think, it's not really awkward. It's more of a
second date update just a year after the first meet
I wanted to think.

Speaker 4 (07:00):
Honestly, the first time he asked her to pretend to
be his mother should have been the awkward PoCA yeah
after she said yes, it's but.

Speaker 1 (07:11):
That's because you know, before we had him on, we
didn't know the full story. But Andrew basically wants to
take Kate out on another date, and he says either
an adult trick or treat a venture like last time,
which he's already pitched to her over text, or if not,
that he's willing to settle for a lifelong romantic Hallmark
style relationships. He's not picking. He'll take whatever he'll get.

Speaker 4 (07:33):
He really does love though, he does, you know.

Speaker 1 (07:36):
But we're officially gonna switch it up here. No awkward
Tuesday anymore. It's a second date update from here on. Now,
are you cool with that? Andrew? Is that okay?

Speaker 6 (07:45):
Sure?

Speaker 3 (07:45):
Yeah, I'm cool with that.

Speaker 4 (07:47):
That means it's fine advice anyways. Yeah, that means that
we're doing the talking then when we call her.

Speaker 1 (07:54):
Yes, that's how our second date updates work. Remember, welcome
to the show that you've been working on forever a decade.

Speaker 4 (08:00):
Well, I've got for you, Jeff.

Speaker 3 (08:03):
Does it make you feel better that we're taking over
the work and you don't have to do all the talking?

Speaker 2 (08:07):
Brother?

Speaker 3 (08:08):
Yes?

Speaker 1 (08:09):
Okay, yes, I don't think he's confident in us. Just
before we do this, for context, when is the last
time that you texted Kate? Andrew?

Speaker 3 (08:21):
Last time I texted her was a few days ago,
because I was like, hey, are we doing this Halloween
treating thing again or what where.

Speaker 4 (08:28):
You act like her son? Very straightforward? Yeah. Did she
respond to that?

Speaker 3 (08:32):
No? Okay, he's like, yeah, she said, we're doing it
all right?

Speaker 1 (08:40):
All right, No, you're right. Let's just call her and
I'll ask that question and see if we have better
luck this time.

Speaker 4 (08:46):
Okay, a different question.

Speaker 1 (08:47):
Yeah, we're going to ask something and something will happen.
Here we go and doubt the numbers. Hello, Hey is
this Kate?

Speaker 3 (09:03):
Yeah? Who's this?

Speaker 1 (09:05):
Hey Kate? You're on the radio right now with Brooke
and Jeffrey in the morning.

Speaker 2 (09:09):
Oh no, did I why?

Speaker 1 (09:12):
Oh no, no, yes, yeah, no, this is a good thing, Kate.
We're doing something with you called a second date update.

Speaker 2 (09:22):
Okay.

Speaker 4 (09:23):
Oh man, you will never guess who called us about you. Yeah,
it's been a minute.

Speaker 1 (09:28):
It has been a while since you were on a
date with this person, at least officially. His name is Andrew.
Oh yeah, yeah.

Speaker 2 (09:36):
He's been he's been in contact with me.

Speaker 4 (09:39):
Oh okay, that's a cute giggle.

Speaker 1 (09:40):
We've kind of heard about it, you guys, being in contact.
He's trying to organize another meetup and you're taking him
up on the offer, or at least you're not responding
like we were trying to help him figure out what's
going on because he's confused.

Speaker 4 (09:55):
I mean, it seems you know, we don't know, that's
why we're asking, right.

Speaker 2 (09:59):
So like I'm just yeah, I'm kind of confused too,
because I'm just kind of like not wanting to go
out with him and all of his friends, like his friends.
Doesn't understand.

Speaker 4 (10:10):
He didn't mention his friends when he talked to us.

Speaker 1 (10:12):
He was just talking about do you and with this
Halloween thing? Do you mean like going around trick or
treating where he pretends to be a kid and you
pretend to be his mom.

Speaker 4 (10:20):
You're so much taller than him, apparently, I can't believe
he told you guys that, But earlier you mentioned his friends, Like,
what are you talking about his friends?

Speaker 2 (10:30):
He wants me to take him and all of his
friends trick or treating?

Speaker 4 (10:34):
Wait?

Speaker 1 (10:34):
What his adult friends are?

Speaker 4 (10:38):
Are all of his guy friends really short?

Speaker 2 (10:40):
I haven't met them, but he said that they're all
short like him. I can't believe that they're short as
him because he's really short.

Speaker 4 (10:47):
But so it is the turnoff, like you acting as
his mother, or is the turn off you acting as
his mother to not just him, but all of all
of his friends.

Speaker 3 (10:58):
Both both.

Speaker 1 (11:00):
Now, I'll tell you this. He didn't mention to us
anything about wanting to bring other friends along on the
trick or Tree date experience. He just said it was
just you and.

Speaker 4 (11:09):
Him, And he also mentioned that he's like romantically interested
in you, like he would be fine hanging out with
you outside him.

Speaker 3 (11:16):
It would be.

Speaker 1 (11:17):
Smart if he brought friends.

Speaker 3 (11:18):
They could stack on each other's shoulders and do the
trench goill thing and then they'd be.

Speaker 1 (11:21):
The same high. Then they can yeah, do the adult parties.

Speaker 4 (11:24):
Perfect seems to be so much harter. Yeah yeah, I mean,
just as men don't like to be made fun of
for being short, women don't like to be made fun
of for being tall. Well yeah, yeah.

Speaker 1 (11:34):
But going back to what Brooks said, like, do you
feel like you're romantically interested in him?

Speaker 4 (11:39):
Still?

Speaker 2 (11:40):
I mean, I don't know, you know what.

Speaker 1 (11:42):
In fact, don't even answer that. Let's just go over
to our other phone line where we actually have Andrew
eagerly awaiting your response. Andrew maskof say.

Speaker 3 (11:53):
Hello, Hi, Hi Kate. Good to hear your voice.

Speaker 2 (11:57):
Hey good, Yeah you too.

Speaker 3 (12:00):
Oh, Kate, you did say last year, like how much
fun you had doing this with me, and like you
promise at the end that we do it again next year.
So just think about how much more fun it would
be if there was like a group of us going together.

Speaker 1 (12:13):
Brook always says more children, more friends.

Speaker 2 (12:15):
Oh god, it's like if you want me to meet
your friends. First of all, we're only go on one date,
so it's like, I'm not really ready to go and
meet all of your friends, and like you have this
like group of these little guys and you want me
to be the tall chaperone you and I your friends,
and it just doesn't doesn't make sense to me. It's

(12:37):
not sexy, it's not.

Speaker 1 (12:39):
I mean, can you guarantee her that it'll be sexy?

Speaker 4 (12:44):
Sugress?

Speaker 1 (12:47):
It's what she wanted last year. You guys were also
drinking too, This must be different. Planning at sober and
ahead of time.

Speaker 4 (12:53):
Just being someone's mom is not high, okay or not?

Speaker 1 (12:58):
Maybe maybe Andrew you be her dad on this.

Speaker 4 (13:09):
Two adults.

Speaker 1 (13:10):
Yeah, I think what we want to do is take
the trick or treating date off the table completely.

Speaker 4 (13:15):
Can someone throw a Halloween party out your friends?

Speaker 3 (13:18):
Yeah?

Speaker 1 (13:19):
I don't think we're going to make any progress romantically
with that as the date. Andrew, I don't.

Speaker 2 (13:23):
Want to do that, just to be honest.

Speaker 3 (13:24):
All right.

Speaker 5 (13:25):
So okay, Kate, if I'm picking up what you're putting
down here, you don't want to do this trick or
treating thing. And I imagine that in the last year,
you know, you've started dating someone you're not you're not
single anymore, that that would be my guess.

Speaker 1 (13:39):
Oh she said anything like that.

Speaker 2 (13:41):
I am single, but that has absolutely nothing to do
with this.

Speaker 1 (13:45):
Yeah, she said she doesn't want that.

Speaker 3 (13:48):
No, how could she not want it? Right? This sounds
like the best night ever. I'm not alone in this life.

Speaker 1 (13:56):
Sounds he's very sold on his own idea.

Speaker 4 (13:59):
I think you just go trigger treating without a parental guide,
you know.

Speaker 1 (14:03):
Just he promised all of his friends she would chaperone,
and now he's freaking out.

Speaker 3 (14:09):
You're not lying about that. I mean, I did talk
to my friends about this and they really like the idea.

Speaker 1 (14:15):
Okay, Kate, you don't want to let Andrew's friends down
on this. Say one more date and we would pay
for it and you can chaperone him around the neighborhood
with his little buddies. Do you want to help.

Speaker 4 (14:26):
Brooke not tall enough?

Speaker 2 (14:28):
I'm so sorry. You don't need to apologize, and I
just kind of feel a little creeped out about the
whole thing.

Speaker 1 (14:35):
No, Hey, we're not trying to do it.

Speaker 4 (14:36):
She's never dating a short guy again.

Speaker 1 (14:40):
He tries to stand up for that I happens, Andrew, Man,
I'm sorry. It sounds like we're not going to be
able to get you a date here. Kate doesn't want
to be your chaperone.

Speaker 3 (14:48):
Okay, fine, but you're really missing out. Do you have
any other tall female friends that might want to be
involved in.

Speaker 1 (14:56):
Ancestor anybody who really wants to be a mom for
just one night?

Speaker 2 (15:00):
You know, I don't think so at this point.

Speaker 1 (15:02):
Yeah, all right, Brook, put on the stilts. You're up.
Brook and Jeffrey in the morning.
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