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December 16, 2025 • 13 mins

Boy, Dean...this one is tough...

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Speaker 1 (00:00):
The next segment we're going to do is.

Speaker 2 (00:01):
Called Second Date Update because that's what we're going to
try and get and that's what the bit is called.

Speaker 3 (00:07):
Second Date Update starts right now on John Jay and
Ridge one four to seven Kiss FM. John Jane Rich's
time for Second Date Update. Let's say hello to Dean.

Speaker 4 (00:17):
Hi Dean, Hey, yeah, how you doing all right?

Speaker 3 (00:19):
So Dean met somebody went out of date, had a
good time, wants to see her again. She's blowing them off,
so that's what leads them to us. So what we'll do, Dean,
is we're gonna hear your story. We're going to troubleshoot it.
Then we're gonna call the person that bleue you off.
Sounds like a.

Speaker 1 (00:33):
Plan, sounds like a great plan.

Speaker 4 (00:35):
Let's do it, Dean. What happened?

Speaker 1 (00:38):
Well, Yeah, like you said, we went on a day.
We talked for about two weeks before we even went
out the first time. You know, we were texted back
at forth all day. We're really getting to know each other.
So then we finally went out on our first date.
It was great, Like it was amazing. Right. We went
to this little little Christmas market, we walked around, we

(00:59):
looked at the law We laughed. We were just having
like a great time, you know, chemistry off the charts,
like like through through the roof, and I don't know,
we were still like comfortable with each other that it
felt like we've been together for for like months, you know,
like like we'd known each other for a while, not
just not just our first date, you know, And we

(01:22):
were kissing like the whole night felt natural. And even
after the date, we were texting back and forth, we
were checking in, we were talking every day like normal,
and then all of a sudden, things got weird, like
all of a sudden, like her replies fell way off.
You know, she would take forever to get back to me.
She she she wouldn't commit to plans. Uh, never really

(01:47):
committed to a second date. So yeah, I'm not I'm
not one hundred percent sure, not one hundred percent sure
what happened. Nothing, nothing seemed like it could have happened.

Speaker 4 (01:56):
But okay, so did you sleep her?

Speaker 1 (02:01):
No, No, we haven't slept together. We haven't slept together,
but you know, we did like a lot of flirting
and things got a little hot over text and I
sent her a nude asked for it.

Speaker 5 (02:18):
Okay, god, not responding to that after she has for it.
Oh gosh, no, no, yeah, she explained her about shrinking
at the North Pole.

Speaker 4 (02:28):
I mean because maybe that was.

Speaker 1 (02:31):
I mean, yeah, yeah, you know, I mean, like, I
don't know, that's I'm worried that it changed the way
she saw me. Yeah, Like, so I'm not sure she
didn't like what she saw or what was going on.

Speaker 6 (02:43):
She probably showed her friends and her friends were like,
oh my.

Speaker 2 (02:45):
God, no, no, oh no.

Speaker 6 (02:49):
Right, I mean it has to do with that, like
it has to right, because that's when things shifted.

Speaker 2 (02:57):
Right, that's what you saw something she didn't like maybe
oh my gosh, did you accidentally have like your live
video on or something like? Maybe she you know how
you can hold down the live video and maybe like
showed something that you really shouldn't have shown other than
the nude that you sent, you know what I mean?

Speaker 6 (03:11):
Uh?

Speaker 1 (03:11):
Yeah, no, I mean I didn't. I checked, I checked
everything before I said it. You know what else.

Speaker 2 (03:17):
Already said it. I don't know, maybe like there was
something weird in his room on top of the fact
that the picture was odd.

Speaker 3 (03:23):
I don't know, can you describe the position you're in
and what was in the photo. Was it just a
body part or was it like you smiling like there's
I can't imagine.

Speaker 4 (03:30):
Well anyway, go ahead, Healthie in the mirror? What was
the photo?

Speaker 1 (03:34):
I mean, yeah, it was it was it was kind
of a kind of a holiday scene selfie in the mirror.
You know, had had like a little little piece of missiletoe,
you know.

Speaker 4 (03:43):
But did you put a Santa hat? Santa hat on
your junk?

Speaker 5 (03:46):
Could you send it to us?

Speaker 1 (03:47):
No? No, I put a Sanda hat on my head,
but not on my on my junk.

Speaker 4 (03:51):
Hey, Festive, I think you should send it to us.

Speaker 5 (03:53):
I mean, if she.

Speaker 6 (03:54):
Asked for it, that's like, I mean something that's like
it was a surprise pick. But I feel like it's
got to do something.

Speaker 4 (04:04):
Are you prepared?

Speaker 6 (04:05):
I mean, I feel like almost like this is gonna
be kind of.

Speaker 4 (04:08):
Sad for you in the photo. Are you like at
full attention?

Speaker 1 (04:12):
Are you you know? I'm well on my way.

Speaker 4 (04:15):
Okay, that's good, that's good to get a little.

Speaker 2 (04:21):
I did not like the visual.

Speaker 3 (04:23):
I just all right, well, we'll get her on the phone.
I think we can figure this one out. But all right,
hold on, all right, we'll get her on the phone.
We find out why she's blowing you off. All right, Dean,
hold on the line. Second date update continues the next
with John Jane Rich.

Speaker 2 (04:36):
I'm so glad you're here as the person who currently
occupies your attention.

Speaker 4 (04:40):
I would like to thank you for listening to John
Jane Rich, Dean and Kaylee Well.

Speaker 5 (04:47):
A date with Dean at Christmas Town left him feeling
warm like hot coco. They kissed all night, and then
he sent her a nude and now he feels like
he and his candy cane are all alone at the
North Pole. Shrinkage is real, Dean, Shrinkage is real?

Speaker 3 (05:04):
Oh you we're assuming or it's just gross? What is
the problem if it's lightning about as junk? But it
could be about his junket because he sent a nude.
But she asked for the news to put with her
other collection of All right, Dean, we're gonna call Kayley.

Speaker 1 (05:20):
Are you ready to go as ready as I'm gonna be.

Speaker 3 (05:23):
Yeah?

Speaker 4 (05:23):
Hey, when you sent her the nude?

Speaker 1 (05:24):
What was her reaction to the nude? Yeah?

Speaker 4 (05:28):
I mean, I don't know.

Speaker 1 (05:29):
She she didn't say anything like specific. She she hearted
the picture like I was uh.

Speaker 5 (05:37):
Eventually about something else because I'll tell you it's a lot.

Speaker 1 (05:42):
Well I mean yeah, like like you know, she she
was like, oh yeah, thanks for thanks for sending it.
And I was like, all right, now your turn, and.

Speaker 6 (05:50):
She's like I have to play Fantasy League.

Speaker 4 (05:54):
I'll get your turn. We're calling he right now. Hold long.

Speaker 7 (06:09):
Huh Hi is this Kaylee?

Speaker 5 (06:12):
Yes?

Speaker 7 (06:13):
This is Kaylee. Hi.

Speaker 2 (06:14):
My name is Peyton. I'm with John Jay and Rich.
We just wanted to talk to you really quickly on
the radio if you got time.

Speaker 7 (06:19):
Oh my gosh, okay, Hi.

Speaker 4 (06:23):
Hey.

Speaker 3 (06:24):
We we do a thing on our show about dating
and relationships, and we were talking to this guy that
went on a date with a girl and the girls
blowing him off. He thought they had incredible chemistry. He
told us about all parts of the date, and now
the girl's blowing him off, and we're calling you because

(06:44):
you are the girl.

Speaker 7 (06:46):
I'm the girl.

Speaker 8 (06:47):
Yeah, are you kidding? Seriously?

Speaker 3 (06:50):
Seriously, you are the girl that's blown him off. And
we have gone around the room. We actually think we
know why you're blowing him off, but we wanted to
get we wanted to hear from you.

Speaker 4 (06:59):
We're talking about.

Speaker 8 (07:01):
Oh my god, stop seriously, Yeah, he called you guys
to find like to discover the reason why I'm not
like texting.

Speaker 7 (07:11):
Him back or what like, yeah, sitting there wondering, Yeah,
oh my god, did you what's yourn? Did you guys
figure it out?

Speaker 3 (07:19):
Well, he did tell us that you asked to send
You asked for the nude, right, and then he sent
you a nude?

Speaker 7 (07:25):
Oh my god. Okay, yeah, no, he didn't like force
a nude on Okay, there was consent and I asked
for it, but with it, Okay, this is like so awkward. Okay,
he he's very hot. I don't know if you guys
also saw the nude or Okay, all right, we can yeah,

(07:49):
and I can get your thoughts and opinions, you know,
concerns so genuinely, like he's very attractive. He's a bodybuilder actually,
like super fit it and like super sexy. Uh so
he has this like full package on the outside, right,
like whole thing. And the date was really awesome too, chemistry,

(08:13):
you know, like we were all over each other, and
I mean, like I have a little bit of a
wild side. So I mean we were sexting for a while,
like before we even met, and I did ask for pictures,
so he sent them using that invisible ink thing, you know,
and and he wrote, I'm a grower, not a shower.

(08:36):
Oh really, Oh I'm sorry. Wow, Wow, you can relate
to this guy. Okay, so listen, I'm not like I
feel bad saying this, but he's near like not a
grower nor a shower, Okay. And I swear, I swear

(08:59):
it was really sad, like I felt bad, you know.
And it looks like a little like TikTok, Like it
looks like it was like crying. You know, they kindt
of like wrinkled and like with like a little tear.
You know.

Speaker 3 (09:14):
If this was a guy saying the girl was flat,
talking about her boobs being flat, and you guys would
not be laughing shame.

Speaker 4 (09:21):
You guys would.

Speaker 7 (09:26):
See so, you know, and like there's someone for everyone,
and like maybe this guy's just not for me, you know.
But so I was just like sitting there staring at
the phone in dead silence, and you know, I told
my friends and I, you know, because I needed support,
Like he did this to me. I didn't ask.

Speaker 5 (09:45):
This, you did?

Speaker 2 (09:48):
Did he traumatized by his TikTok?

Speaker 1 (09:50):
But you asked.

Speaker 6 (09:52):
When you asked for that pick, you have to just
be like, and you know that it is, you don't
know what you're gonna meet.

Speaker 5 (09:58):
I gotta say this gives me holiday joy because that
means that the Lord evens things out. He's made him
a beautiful, beautiful guy. But you can't have it all.

Speaker 4 (10:06):
You can't.

Speaker 2 (10:07):
There's always.

Speaker 7 (10:10):
Yeah fact. So I just kind of stopped responding because
I you know, I just I didn't want to have
that moment of like where I have to pretend, oh,
look like.

Speaker 5 (10:24):
Killing before we get too far, we should probably tell
you the Dean's on the phone.

Speaker 7 (10:30):
Oh my god, we did.

Speaker 4 (10:33):
Are you prepared?

Speaker 3 (10:35):
Yeah?

Speaker 4 (10:35):
No, that was.

Speaker 1 (10:38):
That was rough to hear.

Speaker 7 (10:40):
I didn't know you were. I'm sorry. I didn't know
you were listening. Okay, and you probably don't like that.
My friends have seen the pick too.

Speaker 1 (10:48):
No, no, I don't love that. I don't love that
at all.

Speaker 7 (10:51):
But I just I needed them to validate my feelings,
you know, like doubling down.

Speaker 1 (10:57):
It was just no, like.

Speaker 7 (10:59):
I had to know that I wasn't crazy for not
wanting to be with someone such a like.

Speaker 1 (11:07):
Okay, okay, thank you.

Speaker 7 (11:10):
To keep saying like I'm sorry, I feel like her
voice should be through a filter.

Speaker 4 (11:17):
Really high pitched, like like.

Speaker 7 (11:22):
You can't call me a liar, right, So I mean,
but it's like like I.

Speaker 1 (11:28):
Know, but I you know, I told you like that
I'm a grower not a shower for a reason, like.

Speaker 3 (11:32):
I know, but it's I know, no, But yeah, Jane,
she's not right for you, Deane. She's showing your picture
to girlfriends.

Speaker 4 (11:45):
That's lame.

Speaker 3 (11:46):
If a guy did that, dude, if a girl said
over a guy a top. Yeah, but I'm saying if
a guy was on the air with us saying and
then I showed it all my friends and we laughed
and we laughed.

Speaker 4 (11:55):
You guys have such a different point of view on
it would be honest.

Speaker 3 (11:59):
I was just we would And I think also the
grower of the show where you also don't know what
the guy can do, like you got to see skills, skills, maybe.

Speaker 4 (12:07):
It's not skills, like you don't know.

Speaker 3 (12:11):
There's numbers, there's the average size of a guy's whatever,
and then they go bigger and they go smaller, and
there's all kinds of like there's just you can't like, like,
Kaylee's not right for your team, She's not She's not
right for anybody. That's right.

Speaker 6 (12:25):
For who she's right for.

Speaker 1 (12:27):
Like they said, you don't know what I'm capable of,
like i've I do.

Speaker 7 (12:31):
I just I don't like tricks and stuff things on it.
I don't know what you're trying to do.

Speaker 2 (12:44):
No, No, I feel like Kaylie will just like Bully
Dean the whole night.

Speaker 5 (12:48):
Like I don't think they're about.

Speaker 4 (12:52):
And that's okay.

Speaker 6 (12:53):
Some people aren't meant.

Speaker 4 (12:54):
To be together.

Speaker 8 (12:56):
I'm really sorry.

Speaker 7 (12:57):
I think you should wait for like longer. Don't give
it away next time, you know, like, just don't blow
it for yourself. Not to be mean. I'm sorry. I'm
not trying to, like, you know, feel.

Speaker 4 (13:12):
Feel very as to be mean.

Speaker 1 (13:15):
I don't.

Speaker 7 (13:16):
Yeah, I don't want you to, like, you know, die
from shame later, but just like you know, you're gonna
be fine and there will be a girl out there
for you for sure.

Speaker 3 (13:26):
All right, Kaylee, thanks for jumping on there with us, Okay, Dean,
stay strong, stay strong?

Speaker 4 (13:33):
Yeah, I know.

Speaker 5 (13:35):
Happy happy holidays.

Speaker 1 (13:40):
Oh my god. Well thanks guys, thanks very Dean, Sorry, thanks.

Speaker 4 (13:46):
For calling it. Good luck to you. That's second ate
update with John day Rich
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