Brooke and Jeffrey: Second Date Update - Second Date Update: Dirty Danny the Sexy Shoe Salesman
Episode Date: March 30, 2026What’s the boldest move a woman can make on the first date? Our listener on the phone today fears she might have pushed it in her interaction but we’re ready to help her get a Second Date ...Update!See omnystudio.com/listener for privacy information.
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You know Roald Doll.
He thought up Willie Wonka and the BFG.
But did you know he was a spy?
In the new podcast, The Secret World of Roll Doll, I'll tell you that story, and much, much more.
What?
You probably won't believe it either.
Was this before he wrote his stories?
It must have been.
Okay, I don't think that's true.
I'm telling you.
I was a spy.
Listen to The Secret World of Roll Doll on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
I'm Bailey Taylor and this is It Girl.
This podcast is all about going deeper with the women's shaping culture right now.
Yes, we will talk about the style and the success,
but we are also talking about the pressure, the expectations, and the real work behind it all.
As a woman in the industry, you're always underestimated.
So you have to work extra hard in a way that doesn't compromise who you are in your integrity.
You know, I like to say I was kind of like a silent ninja.
Listen to It Girl with Bailey Taylor on the IHeart Radio app, Apple Podcasts, or
wherever you get your podcasts.
In 2023, Bachelor star Clayton Eckerd was accused of fathering twins.
But the pregnancy appeared to be a hoax.
You doctored this particular test twice, Ms. Owens, correct?
I doctored the test ones.
It took an army of internet detectives to uncover a disturbing pattern.
Two more men who'd been through the same thing.
Greg Gillespie and Michael Ranciani.
My mind was blown.
I'm Stephanie Young.
This is love trapped.
Laura, Scottsdale Police.
As the season continues, Laura Owens finally faces consequences.
Listen to Love Trapped podcast on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.
If you're trying to keep up with everything happening on and off the court,
we've got you covered on the podcast, flagrant and funny.
You want to start with the first pleasure for the Big Ten Coach of the Year?
Oh, whatever.
Would you like to?
You're a Spartan, is that what I'm getting?
Exactly.
So whether your bracket is busted or you just want the real talk on what's happening during
the tournament. Open your free IHeart Radio app. Search Playground and Funny with
Carrie Champion and Jamel Hill. And listen now. Presented by Capital One, founding partner of
IHart Women's Sports. I became a millionaire overnight and lost everything that actually
mattered. Hold on, Sophia. Did you just say they lost everything after becoming a millionaire?
That's right. And it gets worse. It's narrating too much drama week on the OK Storytime podcast,
so we'll find out soon. This person writes, I just inherited a fortune after losing my mom.
and now my girlfriend's entire family is coming out of nowhere with her hands out.
And my girlfriend is already giving my money away.
So the girl he wants to marry is already sending money out the door.
Find out how it ends.
Listen to the OK Storytime podcast on the Iheart Radio app, Apple Podcasts, or wherever you get your podcasts.
Hey, it's Brick and Jeffrey in the morning.
Starting your week with a brand new second date episode.
Thanks for being here.
Today, you never know who you're going to meet, especially if it's a sexy shoe salesman.
Oh, yeah.
What a tease.
Better get those toes.
toes done before you buy shoes next.
Just saying.
Because one lady definitely met that guy.
So we're going to hear that in just a second, but first comments.
Yep.
All right.
Okay, prepare for this one.
I'm going to warn you.
It's a long one?
No, you'll see it.
Hey guys, Ruby from Sydney, Australia.
I've been listening for about two years now every morning on my way to work.
But two days ago, I crashed my car and nearly died while listening to the sunset Scribbles
episode.
But after it happened, all I could hear was laughter from all of you while it was
blasting from my car.
And it was so loud, I couldn't help but laugh and cry at the same time.
It really helped me in that moment.
Thank you, guys.
Oh, you're like upside down in your car.
I'm just going.
I'm reading this because she commented, I'm assuming alive and well and okay.
Oh, my.
But ate a hossed little bed and a full cat.
Yeah, I don't know.
But Ruby, we hope you're okay.
We hope you're okay.
I always think about that.
Like, if I were to ever crash my car and, like, there was a song playing,
would I always associate that song?
Yeah.
Uh-oh.
I'd probably have a sports radio talk on.
It's the most boring way to my life.
So hopefully you don't associate us with that now.
Yeah.
All right.
Right with us.
Yeah.
I hope you're on those good pain meds.
Okay.
Yeah, Ruby.
Yeah.
Get well.
Thanks for being here.
Your brand new episode starts right now.
Brooke and Jeffrey in the morning.
Second date update.
When you meet someone special, what's the first thing that usually draws you in?
Their eyes.
Oh, their laugh.
Their hair.
Their laugh.
Yeah.
Speak for yourself.
No.
Today, it's their feet.
We're going to start here.
They usually end up here.
I'm not trying to be creepy about it.
The reason that I bring it up is because our listener, Claire, says she met a guy that she's interested in at a shoe store.
Oh, she's like the modern-day Cinderella.
It could be.
Claire, does it ever go through your mind that shoe stores are the hot spots for all the perves?
It's where they congregate.
No, I don't think so.
Okay, you don't hang out at the shoe stores that I hang out at.
So clearly, everybody needs shoes.
I've never had a weird interaction at a shoe store, Jeff.
So I think this may be just you.
Oh, I will give you some addresses that will change how you think.
But, okay, maybe this is a different type of shoe place.
So tell us about how you met this guy.
What's his name, by the way?
Yeah, mine wasn't pervy at all.
His name was Dan.
Okay.
Met him while I was basically, he wasn't actually helping me.
He was helping this girl that was next to me.
Oh, wait.
He's an employee there.
Or is he just a random guy that goes around helping people to choose those?
No, he was super sweet.
He actually does work there.
Okay.
That's true.
All right.
Like I said, he wasn't helping me directly, but he was helping a woman that was next to me.
And every time he would go get her some shoes, he kind of would, like, chat up with me a little bit.
And, like, be like, oh, those shoes look great.
You know what I mean?
I mean, out of all the departments you could work in, it would be the easiest to meet someone in the shoe department.
Because you're just there longer.
Like you're saying, like, you're waiting for other shoes to come back from the back.
Yeah.
And your shoes are off, so it's not like you can get up and leave.
You're kind of stuck there.
And you guys, he was really nice.
And more than just, like, I make commission nice.
I mean, that was the best part.
I wasn't his customer.
He wasn't making any commission off me.
Oh, yeah.
Did you make a move?
Yeah, here's the thing.
I went up to go buy my shoes,
and I told the girl that was checking me out,
I actually gave her my number and said,
can you give it to that guy over there,
that shoe guy over there?
And she did.
Wow.
I thought, you know, why the heck not?
I never find anybody in the wild anymore.
It's always these dating apps, you know what I mean?
This is great.
Feet stores are better than Tinder now.
Who would have thought we've gotten to that point in life,
but we made it.
in full circle, Jeff.
This is awesome.
So did he reach out to you?
He did.
He totally reached out to me, and he suggested a Mexican place.
Cool.
It was a hole in the wall.
It was really nice.
Nice.
Did you get to fajitas?
Like, how much attention did you want?
Jose wants to ask specifically about the menu.
We do know that.
See, all I wanted to know is how many margaritas she had.
Oh.
Because that's good to be.
Was this like a lunch date or like a happy hour type of date?
It was more of a happy hour.
Okay.
How was the connection between you?
you and Dan?
I thought it ended up being very natural.
I was very happy.
Like, I left.
Okay, was that Dan or was that the margaritas, though, that was making me happy?
Why can't it be both, Jeff?
That's true.
But maybe something specific about Dan that happened that made you happy?
It was really playful between us.
I felt really good.
And at one point, we were feeding each other chips and salsa.
So.
Each other.
Interesting.
Hey.
Feels a little messy.
Yeah, but it was kind of.
sweet. It was really sweet.
That is cute. Okay. That was like a romantic
move. It was.
I gotta know who started that.
Who's the first person? Well, I
kind of started it. I kind of wanted
to like show him that I would
playful and he
reciprocated. You see that in romantic
movies where like at a certain point
they feed each other like an
hors d'oeuvre or something.
I don't know if I never said anyone outside of my
toddlers. I really truly
can't think of it. You've never been making a cake and
you put some frosting on your husband's nose
and you guys have a frosting fight?
No.
Maybe I'm not romantic enough.
I mean, don't you think it would be nice
at our next show dinner
if at one point we all just stopped
and fed the person to our right?
Put a sushi roll in the next person's mouth.
I'm sick. I can't go.
Okay.
Just the three of us then.
It doesn't matter what we think or do.
It's that you liked it and you think Dan liked it
because then he fed you, right?
That's the indicator that he was in.
into it. He did feed me back. Yeah, it wasn't just me feeding him.
Oh, God. Good. You got to be careful with sharp tortilla chips.
Yeah. Yeah, the gum or something. All right. I mean, this is sounding pretty good. How does the date end?
So basically, we got to know each other. We talked about our jobs. And then when we left, he walked me to my car, obviously.
But he did not try to kiss me. Which, you know what? I was. Brooks outraged.
Well, I am.
The only reason I say what is you just fed each other.
You would think that like...
But you feed your toddler.
You're intimately connected in a different type of way, right?
Yeah, I totally know what you guys are saying, but I was actually okay with it.
I don't really like the kiss on the first date.
All right.
Yeah, that's right.
So he read you right.
So that's good.
So even if he had gone for the kiss, you would have said no.
Uh, 60% no.
Oh, okay.
60%.
All right.
So that's how you.
you left it. What's happened since then? Not a whole lot has happened. I've texted him,
and he just kind of hearts my text.
Just like reacts to what you're. So I'm kind of confused. Well, it started off so great. I don't,
I can't imagine what would have made him not want to kiss you and not want to call you back. So
let's try to figure that out for you. Maybe she wore a really ugly pair of shoes on the date.
Well, I bet he is judgy about shoes. He's a shoe guy, right? It's a good point. Some people think a shoe
says everything about a person.
Really?
I don't know who those people are, but we'll find out if your shoes weren't sexy enough
when we come back and do your second date update right after this.
Hold on.
Brooke and Jeffrey in the morning.
Second date update.
How does that romantic saying go?
Couples who love each other, feed each other?
I've never heard that.
Is that something that's hanging in your kitchen?
It should be.
One of those cute little life love signs.
Our listener, Claire, is well on her way to that.
Because on her first hangout with Dan, the shoe salesman,
they were hand-feeding each other chips and salsa at a Mexican restaurant.
And you don't do that on a first date unless there's an obvious connection happening.
True.
Not to mention the flowing margaritas, probably late in assist.
I do think we have to send them to an Italian restaurant if they go out again just so they can lady and tramp some spaghetti.
It's kind of their thing.
Or a breadstick.
Oh, yeah.
There was no kiss at the end of the date.
So, Brooke, what's running through your mind?
Why wouldn't she be getting the call for date number two here?
It's so hard to know anymore.
I mean, how single was this guy?
Like, you met him out in the wild.
Did you do any internet research on him?
I mean, he doesn't really have social media, so.
You've already had your hands in each other's mouths at this point.
So what could be stopping him from wanting a little bit more of them?
Why is it going in?
At least a finger or two
A finger in the thumb
I gotta get my thumb in there
Push it all the way to the back
I don't know how you do it Claire
Let's just call Dan
And we'll see if he picks up
And hopefully has some answers for us
You ready?
Thanks guys, yeah
Yeah I think she's kind of over us
At this point
People by this point in the call
Regret their decision
Perfect
We're right on track
Let's dial his number
Here we go
Hello
Hey is this Dan
Yeah who's this
Hey man this is a radio show
call Brooke and Jeffrey in the morning. How you doing?
Hey, Dan. Good morning, brother.
Okay. Why are you calling?
We're calling because we're doing a segment. It's a really popular one called the
second date update. I'm not sure if you're familiar with that.
Okay, so I still, but why are you calling now?
So the way that the segment works, the second date update, is we're trying to help out
one of our listeners who went out with you recently, says she had a really nice time
is confused why there hasn't been a second hang.
Oh, okay.
Okay, so this is a woman named Claire.
Yeah, sure, of course.
Of course, you say.
You're expecting it.
Interesting.
So what was your take on Claire?
Claire's really nice.
Claire's really sweet.
I had a good time with Claire.
That's awesome.
I don't know.
It's a bit of a mixed bag for me.
Really?
I mean, were you impressed when she was the one
that gave her number to your friend at work?
Yeah, that was nice.
You know, that's not something that happens all the time.
That makes me feel good.
Okay.
Cute.
But you used the term it was a mixed bag.
Usually that's like good and bad.
Well, there's nothing bad.
She didn't do anything bad.
Let me be clear about that.
I'm just a little more of a maybe.
What's making it a maybe and not a definite yes?
So, like, when we're walking to the table, I felt someone touched my back.
Yeah.
And she was like, hold on.
She adjusted my collar.
She adjusted my shirt collar.
It was a little crooked.
It's nice.
Okay.
I mean, I could see how some people would be, because you had just met her, right?
It was fine.
I appreciated it.
I just, I noted that, like, oh, this person is very comfortable with me right away,
and I just, like, you know, we had just met, but it was sweet.
Okay.
Okay.
So this isn't a bad check yet.
Yeah.
None of these are bad checks.
I just don't know how to take it.
You're just noting.
Was there anything else?
So we order our food, and they bring the chips in salsa.
Yeah, we heard a little.
little bit about the chips and salsa. Tell us about it. Oh, you did. We did. She said that you two
fed each other. Yes. She fed me and I fed her back, but mostly it was just like, I thought
it was pretty funny. Okay. So again, it's interesting because I would have thought, you know,
you're listing these things and you're just noting them, but you're laughing and you sound like
you're remembering the moments fondly. I'm laughing because when we were finished, she takes her
napkin and she wipes a little bit of salsa from the corner of my mouth.
She takes her napkin and wipes your face with it?
Yeah.
What was your take on that?
I was surprised by it.
I laughed out loud.
I can't remember the last time somebody wiped my face for me with a napkin.
Probably when your mother did it.
Probably didn't want to say that.
But did she ask like, hey, you've got something there?
Or did she just go in for it?
So she like said, oh, you got a little something and just like just went and did it.
As she's doing it.
Yeah.
All right.
You know, that's funny because you can see this kind of person.
She's just comfortable with you.
She's trying to be kind.
But you're crossing a boundary potentially, right?
Yeah, it wasn't that boundaries were crossed.
It was just that I just wasn't there yet.
We're still just getting to know each other.
Yeah.
And then she's like putting my napkin on my lap for me.
Oh, geez.
Well, you don't want to.
It's a little smothering.
Okay, but you don't want a dirty lap.
So I could see why she did that.
But she cares, you know, like she's doing sweet things.
Totally.
I get that.
And no other girl would ever do that for me or ever has done that for me.
Oh, she stands out.
That's sweet.
I mean, she's looking out for you.
She's watching over you.
Even listening in on this phone call to make sure that you're okay right now.
She's there always.
Oh, that makes sense.
Really?
It doesn't?
You think it fits with everything else.
Because I'm serious.
No, I mean, I just didn't, I did she's on the phone.
Of course she is.
I didn't think about that.
Yeah, she's really there.
Claire?
I did hear all of it.
And you know what?
I do like hearing the voice of my dirty little Danny on the phone.
What?
What?
What?
Wait, Dan.
Do you know that nickname already?
Yeah, she was using it at the restaurant.
What the heck?
Dirty Danny?
Is it in good reason?
Is it like a dirty, like a sexy thing?
No, it was like when she went to wipe my mouth, she was like, oh, it was my dirty little Danny, and then it just comes like came back throughout the night.
Oh, she said it in like a turned on tone.
Interesting.
You know what?
There's a lot happening.
We should step back from this and let you two talk to each other.
So Claire, talk to dirty Dan for you.
No.
You should know that I obviously like you because I don't do that with everyone.
And I want to say that I know that I untucked your shirt at one point.
But, um, why?
Because he ate a little too much and I could tell.
That is the, like, that is the, like, that is, yeah.
I like her more now, actually.
No, you untuck it to take the shirt off.
I mean, at some point in the date, but not.
But what does Dan think of that?
That was actually, that was funny.
What?
You like that.
If a man came over and unbuttoned my pants because they look for all.
I'm going to tell you it is not going over.
Somebody shouldn't have had that six slice of pizza.
Untouch your shirt, slaps your belly.
Oh, I am.
Oh, my God.
But you don't sound totally opposed to it.
That's why I was telling you, guys, it's like a mixed bag.
Like, we do kind of fit in certain ways.
Oh, no, I do see what you mean.
You like being dooted on just a tiny bit.
Or he's thinking, do I like this?
Doted on or mothered?
I don't do that for my kids.
I know.
That's where it crosses the line with this dirty dandy stuff.
It's like right in the middle.
You know, like I told you guys, I want to be married and I want to be a mom one day.
Oh, the instincts are married.
Yeah, the maternal instincts are kicking in early.
I'm going to tell you, post kids, you're going to feel very differently about also having to mother a man.
I guess you're right
I mean here's the thing
I just truly believe that we do need to spend
more time together Dan
so I guess I'm sorry
untucked your shirt if you didn't like it
but I thought I was being helpful
that's all I'm gonna say
wow Claire is just laying it out there Dan
she really wants to see you again
and if you're willing to give her one more chance
we would pay for that date
I will say it does sound like she's hearing you
on some of these boundaries
totally
And it's partly on me for not speaking up.
But Claire, I would love to go on another date with you, provided that you understand that I just like, I'm a little bit of a slow mover.
And I'm going to have to like get to know somebody a lot more before I just like decide, oh, this is a person for me.
Whoa, using his big boy voice to lay down boundaries early in the relationship.
Claire.
Totally understandable.
I just want to let you know.
I did hold back a little bit on this date.
I almost put the straw to your lips for the margarita,
and I chose that.
Look at that restraint, Dan.
You know what?
I sensed that.
I saw you go from my drink and then pull away from me.
There you go.
It's going to be interesting to see where this goes.
Yeah, but it sounds like this is a success.
We're going to send you two out one more time.
And Dirty Danny, you're going to have to
behave yourself. I don't think she wants him to behave himself.
I think that's what she gets her excited. Danny, I'll be watching you.
Oh, God. We need. Why do you watch you?
Oh, I love it. This is funny.
Oh, God.
Brooke and Jeffrey in the morning.
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You know Roald Dahl, the writer who thought up Willie Wonka, Matilda, and the BFG.
But did you know he was also a spy?
Was this before he wrote his stories?
It must have been.
Our new podcast series, The Secret World of Roll Doll, is a wild journey through the hidden chapters of his extraordinary, controversial life.
His job was literally to seduce the wives of powerful Americans.
What?
And he was really good at it.
You probably won't believe it either.
Okay, I don't think that's true.
I'm telling you.
I was a spy.
Did you know Doll got cozy with the Roosevelt's?
Played poker with Harry Truman and had a long affair with a congresswoman.
And then he took his talents to Hollywood, where he worked alongside Walt Disney.
and Alfred Hitchcock
before writing a hit
James Bond film.
How did this secret agent
wind up as the most successful
children's author ever?
And what darkness
from his covert past
seeped into the stories
we read as kids.
The true story is stranger
than anything he ever wrote.
Listen to the secret world of Roll Dahl
on the IHeart Radio app,
Apple Podcasts, or wherever you get your podcast.
Well, this just goes to prove
there's a relationship out there
that works for everyone.
Yeah, yeah.
Because I guarantee nine out of ten times
we make that call, the dude would say
she was a weirdo, she was trying
to mother me, and it doesn't
see the fun side of it.
He saw it. I don't know if I don't
like it. Yeah, but I think she's going to let
him know that he does like it. Yeah. I don't know that
he's going to have a choice in the end of all of this.
Brooke, you have my full permission at our next
show dinner to untuck my shirt
post dinner if you feel like
I've eaten too much. Yeah, slap his belly.
That is a hard pass, Jeffrey.
Like I said, she may think that
type of behavior is cute now. Wait till she's
got two or three kids under her belt.
We'd be like, God, you're so annoying.
Can't you do anything yourself?
But maybe you feel like you don't like it until you try it.
The same way that he did.
Okay.
Our listeners have my full permission to go to our podcast, too, and comment,
what a big boy I am.
After you like and subscribe, find us and butterfly kiss our tummies at Brooke and Jeffrey.
You know, Roald Dahl.
He thought up Willie Wonka and the BFG.
But does you know he was a spy?
In the new podcast, the secret world of Roald
I'll tell you that story, and much, much more.
What?
You probably won't believe it either.
Was this before he wrote his stories?
It must have been.
Okay, I don't think that's true.
I'm telling you.
I was a spy.
Listen to the secret world of Roll Doll
on the Iheart radio app, Apple Podcasts,
wherever you get your podcasts.
I'm Bailey Taylor, and this is It Girl.
This podcast is all about going deeper
with the women's shaping culture right now.
Yes, we will talk about the style
and the success,
but we are also talking about the pressure, the expectations, and the real work behind it all.
As a woman in the industry, you're always underestimated.
So you have to work extra hard in a way that doesn't compromise who you are in your integrity.
You know, I like to say I was kind of like a silent ninja.
Listen to It Girl with Bailey Taylor on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.
In 2023, Bachelor star Clayton Eckerd was accused of fathering twins.
But the pregnancy appeared to be a hoax.
You doctored this particular test twice, Ms. Owens, correct?
I doctored the test ones.
It took an army of internet detectives to uncover a disturbing pattern.
Two more men who'd been through the same thing.
Greg, a lesbian.
Michael Mancini.
My mind was blown.
I'm Stephanie Young.
This is Love Trapped.
Laura, Scottsdale Police.
As the season continues, Laura Owens finally faces consequences.
Listen to a love trapped podcast on the Eyeheart.
Heart Radio app, Apple Podcasts, or wherever you get your podcasts.
If you're trying to keep up with everything happening on and off the court,
we've got you covered on the podcast, Plagrant and Funny.
You want to start with the first pleasure for the Big Ten Coach of the Year?
Oh, whatever.
Would you like to?
So you're a Spartan, is that what I'm getting?
Exactly.
So whether your bracket is busted or you just want the real talk on what's happening during the tournament,
open your free IHart Radio app, search Plagrant and Funny with Carrie Champion and Jamel Hill.
And listen now.
Presented by Capital One, founding partner of I Heart Women's Sports.
I became a millionaire overnight and lost everything that actually mattered.
Hold on, Sophia. Did you just say they lost everything after becoming a millionaire?
That's right. And it gets worse. It's narrating too much drama week on the OK Storytime podcast, so we'll find out soon.
This person writes, I just inherited a fortune after losing my mom, and now my girlfriend's entire family is coming out of nowhere with her hands out.
And my girlfriend is already giving my money away.
So the girl he wants to marry is already sending money out the door.
Find out how it ends.
Listen to the OK Storytime podcast on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
