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January 9, 2023 44 mins

Caelynn is joined by her fiance Dean Unglert!  While it’s common for engaged couples to reveal details about their backgrounds before the wedding…it’s not often the couple shares that with an audience. But that's exactly what’s happening in this episode as Dean shares publicly for the first time, details of his past. We’re talkin’ numerous run-ins with the law, community service, fines, bench warrants and even prison time. Dean gets into all the details and how those experiences shaped him for the better.

Spoiler alert: The wedding is still on…but it is a wild ride!

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):
Welcome to True Crime Reality would host Caylyn Miller Keys.
Things are about to get real. Meet Dean Unglert, Bachelor
Nation alumni, faithful fiance and all around good guy. But
who knew this happy go lucky reality star has had
several run ins with the law and which one of

(00:21):
those crimes ultimately led to a stint and federal prison.
Dean tells all to assume to be wife Kaylyn Miller
Keys on this episode of True Crime Reality. Hello, everyone,
and welcome back to another episode of True Crime Reality.
This is a very exciting episode because I have the

(00:41):
most handsome man sitting next to me, the cutest guy around,
my fiance, Dean Unglert. Hello, it's me Liam hems Um. So.
Jean has quite a few stories, but he's coming on
today to share one story in particular, and that is
when he went to prison. Prison. So quick, quick, little

(01:07):
note here. I share this story pretty frequently amongst my friends.
I've never had the gumption to share it publicly. Maybe
I have, but but it does feel weird to talk
about it publicly. And while Caln is right, I do
have a few run ins with the law. There was
one story in particular in particular. That was a culmination

(01:29):
of all of my misdoings. UM. So it was like
all the I did a lot of things bad and
then it came to a head and that was my
punishment was prison. That was a great sneak peek of
what the episode is going to be. Yeah, thank you. Um.
I also have a podcast, so if you guys want
to listen to help I Suck at Dating. I'm sure
you have a lot more listeners than us, so I
want to get a little bit of a funnel down

(01:50):
to that help I Suck at Dating. It's really good podcast.
You should listen. Um. Anyways, I guess a little Baxter
on Dean if I guess you're not familiar with our relationship.
We are engaged and Dean used to live in a van,
now he does it part time. We own a home
together in Vegas. Um. And he has had such an

(02:12):
interesting life and like I said, has so many stories.
He actually shared I've heard this story probably like twenty times,
but he shared this story recently with us and a
few friends, and he had people sitting at the edge
of their seats. I'm not kidding. Everyone was just dying
to know what was going to happen next, So I'm

(02:33):
really excited he's going he had practice last week and
now he's going to retell it again. I had practice,
but I also had a couple of classes of wine
in me, so that helped, and I was just feeding
off the energy. So I hope I can reenact it
as good as I did that, because that was probably
the best telling of the story. Um, but Caylin is
right and a little bit more of a backstory of
my run in with the law, if you will, or

(02:57):
whatever you want to call it, I've had. I've had
quite a few, and they've all been relatively minor. But
growing up, I didn't have much of a like how
do I say this? Like there weren't like there weren't
many people to like put me in check around when
I was a child. So I was just a teenager

(03:18):
growing up with no supervision and learning things the hard way.
And none of these crimes that I committed were violent crimes.
None of these crimes were at the expense of anyone
else other than myself. And I think that's a really
important distinction, because when I say I go to prison,
like I don't know you can you can go You're

(03:39):
break and go a lot of different places when you
say you go to prison, and honestly, me calling it
prison might make someone upset because prison, to a lot
of people is defined by a duration of stay in
a penitentiary for longer than a year. And I think
that there is a gray area as to what is
prison and what's jail. And whenever I tell this to people,
they're like, no, you went to jail, And I say, no,

(04:01):
i went to elk Passo County Prison. I've been to
jail and I've done the knights in the junk tank.
I've done the knights in jail, and then this was
something completely on a different level. And so that's why
I think I have a better understand And again, yeah,
like like Webster, definitions might be different, but jail is bad.

(04:22):
Prison is so bad, like the awful, awful experience. And
I think that having those two experiences, I maybe having
a bit more informed position to say that it felt
it was prison, because not only did it feel like prison,
but it was multi wing penitentiary with criminals that had
committed things from violent crimes to drug related to crimes,

(04:44):
to all these things there were in the in the
holding cells as they process you to be you know,
put to your cell. There is solitary rooms around where
like the violent criminals get put in because they can't
be in like the communal part. So when I say prison,
I'm not just I'm not just some guy sitting here
saying in prison. I am saying it because I've been
to jail several times and this was not jail. This

(05:07):
was jail on steroids. So that's where I'm coming from. Okay,
So you get into a car accident, Well, I feel
like we should start there the car accident, and then
and then we go back to why you went to prison. Okay. Yeah,
So I was in a in a car accident, a

(05:29):
single car car accident. It was in my jeep. We
me and my brother and my dog were four wheeling
in Aspen and we were actually returning from the four
wheeling experience and we were going down this road called
Independence Pass where it gets really narrow in certain areas.
It's a paved road, uh, and it's a pretty pretty
busy relative to the size of the road. So there
are so many There's two specific sections on Independence Pass

(05:51):
where the road gets so narrow that the two lanes
of um, you know, oncoming traffic. So one lane up,
one lane down, those two lanes become one lane, and
cars typically like to creep like three miles an hour
in either direction because on the one side is a
hundred foot cliff five d foot cliff, and the other
side is like a big rock wall, so you really

(06:12):
have to squeeze tight. But I grew up there and
I've driven that road a million times, and you can
fit a car on both sides of the lane. On
the single lane sections. You just have to be scooted
over as far to each side and you can make
it find no problem. I was driving down the mountains,
so I had a little extra speed, and this guy

(06:32):
who's driving a rental car was like too far in
the middle of the lane, and I was paying so
much attention to not I was I was going. I
wasn't going too fast, but I was going like thirty
miles an hour and the speed limit was and I
was paying extra attention to his side of his car
so that way I wouldn't hit his car. But what
I had neglected to do was pay attention to the

(06:53):
rock wall that was on my right. And behind this
bush was a big boulder that I clipped with my
front tire, so it flipped the jeep over and totaled
my car. Essentially, my brother and I were fine, my
dog was fine. But when the police came to report
the accident, as police do with accidents, they came up

(07:14):
and they ran my information and they said and like,
I kind of knew it was gonna happen, but I wasn't.
You know, you never really know for sure, and they can't.
They They're like, okay, just sit over here, we're gonna
go aunty information. They come back and they go, so
we've got some bad news Dean, and uh, you probably
already know what it's gonna be. And I was like, okay,
here we go. What is it? And like you have

(07:34):
two bench warns out for your arrest and we have
to take you into custody. So I was like, yeah,
that makes sense. And so they take me down to
the holding sale in Aspen, which you know, Aspen is
a pretty nice place. It's like, have you guys ever
seen the show Parks and Recreation. It's like the Eagleton

(07:55):
County print the Eagles and kind of jail. They're not
like giving out iPods and stuff, but it is on
the nicer side of jails as far as Joels go.
And it's I mean, it's the only jail I've been
in that wasn't the prison, so I guess that's really
my only comparison. But I had a bond that they
set my bond for, like and I had a call
ten of my friends and ask each of them for
two that I could borrow so I could bail myself

(08:18):
out and that that's okay, and then and then they
set a court date for me. So I had some
infractions that I experienced in Colorado Springs where I went
to college at the time, and they're like, you need
to go to court in two weeks in Colorado Springs
for your sentencing hearing, and they're gonna, you know, they're
gonna decide your punishment for you. So that's how that's

(08:40):
how I got busted. If you will, I do have
a question. You said, you usually know how these things go,
so you thought you were going to get arrested. Yeah, So,
like I said, I had two bench warns up for
my arrest, but you didn't know that. I knew that
I did that I didn't do the things that the
law required of me to do, so but did you

(09:03):
think you had a warrant or did you think that well,
like you just had to pay a fine or something.
I I honestly guess I didn't. Really, it's hard to
put myself back in the situation. I I thought I
knew that I did something wrong, and I guess I did.
I wasn't sure what the consequence would be for doing
it wrong, So yeah, fine or um whatever it is, Like,

(09:24):
I don't know. My brothers, my two older brothers have
also had some runs with the law. My sister has before,
so it runs in our family to the point where like, yeah,
you can, you can make mistakes and it's gonna suck,
but like, it's not the end of the world. So
I've always looked up to my siblings as like my heroes,
you know, and they're doing it and I'm like, well, whatever,
I can do it too and be okay, not good.

(09:44):
I don't recommend it, but uh so, let's let's take
it back to why I had the bench barns out
from my arrest, because that's important too. So I had
before I was twenty one years old, I partied quite
a bit with friends, Like I said, I was ever
since fifteen years old, zero supervision. So through high school

(10:05):
if my house was always like the party house where
all my friends would come and we would drink and stuff.
Sometimes would go to other people's houses. My first infraction
I was since I have uh, well okay, So I
was I was bringing like a thirty rack to my
friends party and I ran a red light and the
cop pulled me over for running the red light and
he saw the beer. And I was sixteen, and he said,

(10:27):
you can't have that. You now get an m I P.
And it was my first I M I P. Which
is a minor and possession of alcohol. So go to
court for that, and I was sixteen and the judge
I was like, well, it's your first one. We'll let
you off the hook this time. Just do ten hours
of community service at your school and you'll be fine.
So did that wait, you did the community service? Yes? Yes,

(10:48):
And then maybe like two years later, I I'm trying
to think I have I have four in my piece,
so four cases of being an underage person with alcohol
either in my system or on my person. And that
was the first one. No harm, no foul, figured it
all out and got it all taken care of. There
was another time. I know there was another time, and

(11:11):
I can't seem to remember it that I also did
the work that was required of me for that, so
there was again you know, just do your do your
stuff and get it over with and there's no issue question.
Were you scared the first time you got your first
m ip uh? Yeah, I mean, any sixteen year old
getting pulled over by a cop for whatever reason, you're

(11:31):
going to be freaked out. So I was like, you know,
it was a row that I've driven million times, and
the cop pulled me over. And my mom, who had
passed away the year before, actually like she worked a
lot at the police station, so a lot of the
police officers knew me, and I was always always had
good experiences with him because they were always like, you know,

(11:53):
empathized with me and kind of knew my situation a
little bit, and so they were always really polite and
helpful when they could be. But then there are certain
times where they couldn't be helpful, you know, And I
do remember, I do remember another time. I'm not going
to share that story now because that one was also
got away with that, not it got away with it,
but that is not indicative to the story about me
going to prison. So fast forward then and I think

(12:15):
I was I think it was two years later. I
was either eighteen or nineteen. I went to I was
a freshman in college, so I was eighteen. And it
was over Christmas, so I was eighteen. We went to
a party or a concert at Belly Up, which is
like the music venue and Aspen and I was drinking

(12:36):
and yeah, I was drinking with some friends. I'm trying
to like that, not to because they were like, I'm
trying to overshare. I don't want to dox myself too much.
Let's just pretend it was all me drinking. And this
even has a funny like sidebar story too that we
can get into if you want to. I don't know
how long this episode is supposed to be quick. I

(13:00):
could make this two hours long and if you want to, no,
but I think the most exciting part of the story
is you in prison. Oh yeah, that's that's gonna coming along.
That's like thirty minutes away from this. So I was
eighteen years old. I go to a concert with all
my friends. I can't remember who was playing. And it
was like New Year's or the day before New Year's

(13:21):
or something like that, and we were all partying and drinking.
And then this is after the concert was over. I
had lost some friends and there was this girl that
I liked that I was hanging out with and she
was still in high school. She was, I think a
senior in high school while I was a freshman in college.
So she was seventeen. And it was late, it was
like two or three in the morning, and we're just

(13:42):
like walking around asking together and the cops came and
they started talking to us and they're like, hey, uh,
there's a girl missing. Her father called her and missing,
and we just want to make sure that you're not hurt.
And she was like, nope, it's not me. It's not me,
but it was her, and so we the cops are like, okay,
sorry for brother thing. You will go on our way.
They come back an hour later while we're still like

(14:03):
walking around town, and they were like, hey, why did
you lie to us? We know you're the missing miner, Like,
you have to come with us. We're taking you home.
Your dad is worried about you. And since I was eighteen,
they were like treating me as a an adult, which
legally I guess I was, and I was a freshman
in college, so I thought it was a big shot.

(14:23):
And I was taking a business law class, and so
I was like, oh, I know the law. You can't
do this, like just high and mighty, so arrogant and
young and stupid, and I like started causing a scene
with the Aspen police officers. And the Aspen police officers
don't know me, because my mom knew the the Salt
police officers, which is the next town over. And I
like started causing a fuss and like pumping out my

(14:45):
chest and like not like getting in their faces, but
like definitely being uneasy with them, and they just had
enough with me. At one point they were like, okay,
you're eighteen. You said you're obviously drunk. You need to
come with us. You're staying the night, and and so
that was my that was another m ip that I
had gotten. Uh and then just just a quick sidebar

(15:07):
on that. Then I stayed the night. Well, no, I'm
not gonna tell the party story. Wait did you did
they breathalize you this time? Or any time? They breath
realized me when I got into the holding cell and
I spent the night in jail that night, And they
don't release you until you blow zeros the next morning,
but you don't have to pay anything. I can't remember

(15:27):
if I had to pay anything at the police station.
But then I had to go to court where they
would give me like a sentencing. So they're like, reports
to court in a week and we'll tell you what
you have to do. And this was my first big mistake.
I went to court and they're like, oh, year, this
is your second m I P or third m IP.
I can't remember what it was. They're like, we have
to keep upping the like requirements for you because you

(15:49):
keep making the same mistakes and so we're just gonna
make it worse and worse and worse for you until
eventually learn your lesson. And so at this point they
were like, we want you to do forty hours of
community service, which is a lot of community service. It's not,
it's really not. But like when you're eighteen years old
in college, working a full time job and then you
have to basically donate four hours of your time to

(16:09):
do something for no benefit to you, immediately, like that's
a hard thing to grasp to put your head around.
So I just simply didn't do it. I didn't do
any of my community service. I'm pretty sure I had
some small fines that I just didn't pay, And in
my head, I was like, oh, I just won't get
in trouble again, and eventually this will disappear. Statute of limitations.

(16:31):
Seven years great, twenty five, it will still I'll be
water into the bridge. Then passed forward two and a
half years, like the week before my twenty one birthday.
This was this was the worst interaction I had with
police in my life. A week before my twenty one birthday,
I'm in Colorado Springs where I went to college, and

(16:52):
it I had a fake I D and we're out
of the bars. It's like two am. We're all going home.
I really really need to go the bathroom number one.
And one of my friends who I was with, who
was of age, he was like twenty five or something.
He somehow got into a bar that they let him
use the bathroom in and I tried to get in
with my fake I D and the bouncer like and

(17:13):
there were bars were closed, so like they're not good.
They're not you're not going at a drink. We would
just have wanted to use the bathroom, and they let
him in. They didn't let me into pee for whatever reason.
I was very drunk, and so I was like, whatever,
that's fine, I'll just walk over here. And I started
peeing like kind of down this back alley, but like
really out in public. And that was my mistake because

(17:36):
then a police officer saw me doing that. Because you know,
like when the bars closed down on main streets, there's
like police out to kind of like keep the peace
and make sure no one's getting any fights or anything
like that. A police officer saw me peeing on the
street and he didn't like that. It was not it
wasn't a good thing for me to be doing. So
he goes, hey, kids, stop peeing. And I turned around

(17:57):
and I said, hey, cop, go f yourself. And I
pulled my pants up and started running away as fast
as I can. And I kid you not when I
say I have never run faster than I did in
that circumstance. I was. I was like running through the crowd.
I felt like I was like an NFL running back
like Juke and everyone, and I felt like I was
using bolt running a million miles an hour. And then

(18:18):
all of a sudden, the next thing I remember is
my body locks up and I go fully into plank
mode and I just slammed to the concrete and I
looked behind me and the police officer used his taser,
going to shoot me, and I mobilize me and put
me on the concrete and it comes over, puts his
knee on my back and it's like, you made a
big mistake, boy. And I remember my friend that I

(18:41):
was with two he like rushed over to my side
and he's like got down to the face level with me.
As my faces on the concrete. He's like, Dean, what
do you want me to do? I'll do anything you
do you want me to do right now? You want
me to like fight the cop And I was like, no,
don't do anything. Just let me suffer in peace or something.
I I can't remember, but very selfless move of me.
And that's situation. So here I am a week before
I turned one. Uh I from that point, it's all

(19:06):
pretty fuzzy, like I was. I was like basically blacked out.
I remember waking up in the hospital at like four
in the morning with like a bunch of stickers on
my arms, like from the hospital where they like used
to monitor your vitals and stuff, and like an I
v in me, and I remember waking up, like for you,
I'm like so confused where I was and pulled the

(19:27):
ivy out of me, took this all the stickers off,
and like just walked out of the hospital. And as
I got walked, I took one step out of the
hospital and a nurse like caught me and she's like,
what are you doing. You can't just leave, We have
to like discharge you. Uh. So I go back and
there was a police officer they're waiting for me, and
he goes, hey, you got arrested last night. You were

(19:50):
so drunk we took you to the hospital instead of
taking you to the jail cell. And these are your
charges and they're all misdemeanors. It was like fake possession
of a fake I D not listing arrest, but like
trying to evade a police officer. And uh it wasn't
indecent exposure, but it was like something even lighter than that.
And then there was a fourth charge. I can't remember

(20:10):
what it was. So here I am four four chart
for misdemeanors deep and I get home. I haven't open
the envelope yet, and I like go to my roommate
and I was like, Hey, I just got arrested and
I'm too scared to open this envelope. Will you please
open envelope for me and tell me what it is?
And I still remember and this this kid was a
bad kid too, and I remember him opening the envelope

(20:31):
and looking at me and being like, Dean, it's not good.
This is really bad. And so I was scared. I
was like, oh, like, you know, my I'm like worried
that it's like the biggest deal ever that I spent
the night in the hospital and have have these four
charges and so similar situation. I go to court what
a week or two later, I can't remember how long,

(20:53):
And since I had already had those minor infractions before,
they're like, we're gonna give you, you know, like something crazy.
It was like hundred and fifty hours of community service.
Well at this point, have you done all of your
community service? No? I don't know, so I still but
I think since the last one was recent enough that
they maybe thought that I was still going to do
it or something like that. So I go to the

(21:15):
sentencing and they say, yeah, a hundred fifty hours, And
I could be wrong and that number, it could be
more could be less. But it was something where I
was like, in my head, they were telling me that allowed,
and I was like, sorry, that's never ever, ever going
to happen. And so you said that, and I know
in my head, in my head I said it. I
was like, I wish I could tell you the truth,
but like that's never gonna happen. But like, what do
you what else you gonna do? Charge me money that

(21:36):
I would never pay either because I have no money
to spend, Like I literally have ten dollars in my
bank account. So it made sense for them to issue
community service because that's really the only thing that I
had to offer them at that point. What else would
they do? So I didn't do any of that stuff.
And those are the two things fast forward to the accident. Yeah,
so that and then so that all leads up to

(21:57):
the accident. The accident happened I think when I was
twenty two or two three, so three years after that
for account and fraction that I had and yeah, so
I crashed the car. The cops come and they're like
they take me jail. I paid my bond and they're like, well,
you have to report to a sentencing in Colorado. Springs
and that will be in a week. And so go

(22:20):
to Colorado Springs and I go to the sentencing hearing,
and this is where the story gets like something, I
don't think people believe me when I tell this story
because it's true, but there are certain details where I
know them to be percent truth, but I tell them
to people and they're like, that's just that's not how

(22:40):
it works, Like that's not the truth, but to me
it is. And whether it is the truth or not
the truth, I know it to be the truth. When
you went to Colorado Springs, what did you think was

(23:01):
going to happen? The same thing, like more community service?
I can't remember. I do remember sending a letter to
the judge before I was sentenced, like pleading with him like, hey,
I'm just a young kid. I am. I don't really
know what's right and what's wrong. I'm still kind of
trying to figure all that out. Like I'm still a

(23:21):
good kid. I'm trying my best, but like I can't
let you ruin my life. Not that I'm letting you
because I had made the decisions myself, but like I can't.
I I just need as much sympathy as you can give.
Me here essentially, and the judge drop back and he's like,
tough luck, kid, see see in a week. Like that's
what he said. So I go to the sentencing and
this one was this one was a step above all

(23:42):
the other sentence things too. Like I was waiting in
line for my name to be called, and I was
around people that were committing more violent crimes and and
drug related defenses and those types of things. And I
go in and in a in a in a weird way,
it's kind of nice to be around those types of
criminals because then when the judge or wherever you're talking
to is talking to you, then it's like he's kind

(24:03):
of like breathing a sigh of relief because he's like, Okay, good,
this guy didn't hurt someone, or this guy is not,
you know, pushing jobs or anything like that. So I'm there,
I'm wearing like my nicest shirt and all this stuff,
and the judge is like, well, you're obviously not gonna
You're not gonna do any of your community service that
we send you. You're not gonna pay any type of fines.
The only thing I can think to do to you, Dean,

(24:25):
is to send you to prison. So I'm going to
give you one week, you know, Passo County Prison, and
you can report next week and do your time served.
We'll give you ten hours community service and then we'll
call it good. And as he was saying this, and
he was about to strike his gavel or whatever, the
court prompter the girl that takes the notes, she this

(24:47):
is the part that don't really believes me, but I
swear is true. She looks at the judge, looks at me,
looks back at the judge. And I didn't even think
these people were like allowed to talk in the courtroom.
But she says to the judge, well, he already served
time aspen for when he crashed his car, so let's
reduce his sentence by a couple of days. And the judge,
for some reason, I was like, yeah, you're right, let's

(25:08):
give you five days in prison. So immediately knocked down
to five days in prison. You missed the funniest part
that she winked at you. Oh I thought I said that. Yeah,
So she so she looks at the judge, looks at me, winks,
looks back at the judge, and she says, let's knock
his sentence down. And I have no idea why she
did it. I don't, I don't. I'm I wish I

(25:29):
could go back and like see footage of it, because
I remember it so vividly. But I could be just
making it up in my head, you know what I mean.
Like it could be I could be lying, but I
I remember so vividly being the truth. And so that
she winked at me and she said that to the judge,
and the judge knocked it down two days, so lucky
of me. And then he's like, okay, report to a

(25:49):
Passo County prison on I think that I was here
on a Monday, on a Monday, and he's like, on Friday, Ah,
report as late in the day as you can, because
the matter when you report to prison, that counts as
one day. So it's like you can report between nine
am and five pm. It doesn't matter when you report.
That's your first day. So I was like, I'll just
go up for PM as late as I possibly can.

(26:12):
So I worked that day on Friday, requested the whole
next week off of work because I didn't want to
tell them that where I was going or what I
had to do. They cleared my time off and I
had my coworker driving you to prison, my friend Kelly.
She dropped me off and I was like, I'll call
you and I'm ready to get out of here. And

(26:33):
she was like all right, so I go and report
in and you like hand over all your belongings like
my cell phone, my wallet, my keys, whatever. It was
another question for you when you've got sentenced. What was
your immediate reaction? Were you terrified? Oh that's a really question.
I tell you what. I was relieved. I was like,

(26:54):
I was like, because, like I said, the community service
forty hours a long time. During fifty hours a long time,
I think like uh uh, an equivalent community service sentenced
to spending X amount of days is like it would
have been like three of community service, So that would
have consumed my next like three months of life just
doing community service. So in my head, I'm like, let's

(27:16):
just knock it out. Five days in prisons, I'm yet.
But then leading up to that week, leading up to it,
you weren't like scared, You weren't reading things on the internet. No, well,
I mean I would be terrified if I knew I
was going to prison, because you're going to prison is scary,
But me going to prison is less scary. I didn't.
I honestly didn't even think about like the potential damage

(27:40):
that I could have put on to me being in prison. Like, yeah,
I didn't like watch many police or I'm sorry, like
prison shows like about Shanks and stuff like that. So
one last question, So, driving up to the prison, Kelly
drops you off, You're still not scared. No, I was
like pissed and annoyed it myself, but I wasn't. I
don't think I was ever scared. And I and I wasn't.

(28:02):
Well we can get to that point later. But like, no,
I wasn't not scared because again I was like this pompous,
arrogant twenty two year old kid. I worked out a
lot of the time, so I was like stronger than
I've ever been in my entire life. Um, I was
not scared, but I should have been. I should have
been scared. It's dumb of me to not be scared,
you know what I mean. Like, I'm not proud of
not being scared. I think it's really silly and FOOLISHIP

(28:24):
may not be scared. So I go to prison check
in and it already is the most miserable place on
planet Earth. I You're held in like this concrete area
for so long, Like I I sat in a chair
with nothing to you know, entertain me. It's not like
a doctor's waiting office where there's magazines. You just literally

(28:45):
have nothing there. And I was sitting in this room
for six hours. And then eventually they're like, all, right,
next up, do you know, Anglert, come do something. I
can't remember what it was, but like, come and do this.
And so I waited six hours and I did what
they asked of me, and then they send to this
other holding room to be processed and given your jumpsuits
and stuff. And in that room, it was pretty interesting
because they were like repeat offenders that had like all

(29:08):
seen each other, and so it was like he's like, Gary,
good to see you again, like you know, like my
fellow inmates, and like there as we're like waiting to
be processed, and they're like talking about what they did
this time, how long it's been since the last time
they were here, how many years they've spent in prison before.
And I'm just sitting there just like totally quiet, like
not getting along with anyone, but I'm definitely not creating enemies,
you know, what I mean, Like I'm just kind of

(29:29):
laughing long with people, not talking much. But uh. They
service dinner at one point, and I had in visiline
at the time that I just refused to take out
for some reason, and I'm not gonna at that point,
I'm not going to take it out, so like I
can't eat food with my invisilin And so I got
my dinner and just immediately started handing it out to
people like here, you're gonna be here longer, you can

(29:50):
have this, Like I want you to be on my
ally in this place. So I'm like candying my food
out to people. Um yeah, and so of eventually, eventually
they process everything. And at this point, it's like two
in the morning, so I've been there for what nine hours,
and they finally start getting our jumpsuits ready for us, uh,

(30:12):
and they bring back like groups of twenty at a time.
I don't know if that's exact, but something like that,
like twenty people at a time in this multi winged
prison that probably houses like a thousands, like thousands of
thousands of criminals. Like it's big, it's big, big, big
piers of prison, and there handing out their jumpsuits the orange,
like the typical orange that you see on television stuff.

(30:33):
And as they're handing them out, they get to me,
like I'm near the back and they have they run
out of sizes, like large sizes, so they give me
a medium and I'm six to two pounds. I'm like
an extra large maybe like their sizing is different, like
I might have even been a double extra large, you
know what I mean. And you stripped out and you
change into it right then and there. And I pull

(30:54):
my pants up and they fit fine in the waist,
but they lengthwise they go like just below my knees
and I and they're supposed to be full length pants.
And I swear one of the guys that I like
kind of became friends with, not friends with, but like
cordial with, made some passing remark at me, like he's like,
oh nice high Waters, bro, and I like shot I

(31:15):
like I like composed myself, and I shot him this
look like the guy in the movie New Guy. I
don't know if you've seen that, but he like shoots
a look and everyone like like pulls back and like,
oh sorry, I didn't mean to like say, I shot
this guy a look and he I swear he was like,
oh sorry, bro, Like I didn't mean to I didn't
mean to hurt your feelings or anything that Like he
was scared of me. I could tell. I could tell.
I could tell you was scared of me. And that's

(31:37):
kind of when I was like, this is gonna be easy,
Like I got this in the back, but I'm still pissed.
I'm still I still got five days in prison with
these guys. And that's kind of when I started getting
a little nervous. Was so we're in our drum suits,
were walking back and the walk from like the holding
processing area to the courtyard that we spend the night
in and it's like your typical courtyard with two levels

(31:59):
picnic tables in the midd all um. The walk from
those two places to the to each other or it
was like a twenty minute walk and you have to
go through like every fifty yards is like a high
security prison door where like a garden, one side has
to ring his key a guarden, the other side has
to ring his key and it gives like that buzz sound.
And then they opened the big heavy door and you
all go through and then you have to stop and

(32:20):
you have to wait for the door to slam behind
you before you can carry on. And it was like
seven of those doors, and so the further every door
that you go through, you're like, you're getting further and
further away from humanity. And you're like, okay, oh another one.
Oh wait, are you sure there's another door? Like you're
so far removed from from society at this point, and

(32:42):
I'm only ten hours into this, and I'm like, this
is awful. This sucks so bad. And I get to
the courtyard and uh, they point me to my room.
It was one of the ones on the bottom level,
like right in the middle, which I kind of didn't like.
I kind of wanted to be like more excluded from
from the group. But bottom floor, middle cell. And the

(33:03):
guard threats me in and he goes, this is your
room for the next five days. Your bunk me isn't
here yet, so you get the choice to pick which
punk you want, and again, me not wanting to stir
up any trouble with anyone at any point, I was like,
I'll take the top bunk because I figured the bottom
bunk would be the more desirable bunk, you know, because
that one like easier getting it out of whatever. So

(33:25):
I take the top bunk, and I'm pretty tired. It's
like three, It's like three in the morning at this point,
and so I go to I crawl up into bed,
and it's the least comfortable bed I've ever slept on
in my entire life. It's exactly how you expect, Like
the the blanket is like wool that's like pokey and
like itchy and gross, and the pillow is like basically
non existent. I don't even know if I had a pillow.

(33:46):
I might not if I can't remember. But I fall
asleep pretty quick because I'm so tired, and I was sleeping,
and then all of a sudden, I wake up to
someone shaking me. Someone's like grabbed me by the shirt
and his shaking me pretty aggressively. And in my head,
I'm thinking, my my bunk mate showed up and he
wants the top bunk, and I made the wrong decision

(34:07):
by taking the top one. He wants the top one,
and he's willing to like fight me right now at
five in the morning to take the top bunk away
from me. And eventually I opened my eyes and I
see that it's a prison guard standing there, and this
is the other part of the story where people don't
seem to believe me very well is he's standing there
where eye level, because you know, he's six ft whatever.

(34:29):
He's he's shaking me, and he goes, dude, you gotta
get out of here. The prison is like pretty full full,
and we need this bed for like a real criminal.
So in my head, I'm like, this has to be
some sort of sick joke, like is this like a
process where they try to like, uh, intimidate the new
inmates or whatever. And I was like what, And so

(34:50):
he's like, let's go, we're leaving right now, and I
get I called out of my bed. I looked down
and my bunk mate was in the bottom bunk, so
he was like he had already he crawled in while
I was sleeping, and I think he was pretty grateful
that I give him bottom bunk. So you're welcome, buddy.
And I'm like walking, I'm like following this guard. In
my head, I'm like this, this doesn't seem right, Like

(35:11):
this doesn't feel right. And he leads me through all
the same doors, you know, like the seven doors, maximum
security whatever, and all of a sudden, they're handing my
phone back and my wallet back and everything, and they
were like, you're free to go, and I in my head,
I was like, I've been here for twelve hours. I
was supposed to serve what dred and twenty hours a
five day sentence, so like what's going on? And they

(35:34):
were like, yeah, like we just need this space because
the prison is really really full right now and we
need it for like more serious criminal offenders. And so
I was originally supposed to serve seven days in prison
and now pass with County Prison and I ended up
serving twelve hours. And let me tell you this, literally
the worst twelve hours of my life. It scared me straight.

(35:55):
And I haven't had a run with the police ever since.
And and granted all of those in the fairy sacks
that I was doing, it wasn't that I was doing
anything different than doing now. I just now that I'm
of age and I can drink legally, you know, Like
all of those were alcohol related incidents, and I'm not
proud or boasting about that at all, but uh, I'm
now thirty one years old, haven't had a police encounter

(36:17):
since then. I don't know, It's just it was really
eye open experience and I never want to go to
prison ever. Again, it was the worst thing I could
possibly imagine. I can't imagine being there for longer than
a week, longer than the twelve hours I was there. Um,
so yeah, that's that's my story about going to prison.

(36:45):
Did you ever think, and I don't know, if this happens,
it could be a dumb question that because you only
served twelve hours, that they were going to like call
you and say we have to give you a different
sentencing now. Um, I don't. I don't remember that ever
being a thought that I had experienced. But I did
still have to serve ten uh ten hours of community

(37:06):
service or twenty hours or something like that. So I
went to my university and talk to my librarian and
she was like, yeah, you can just put stock books
for twenty hours. And that was great because I could
go to library stock books for a couple hours do
some homework. Um, yeah, it was. It was a very
fortunate situation for me to be in. You're lucky guy.

(37:27):
I feel like I dodged a bullet. Like I said,
community service or twelve hours in prison. I'll take the
till hours in prison. But I don't know, it's a
it's weird. I feel like a certain amount of like
racial privilege, I think, weirdly enough, Like, you know, this
tall white guy comes into prison not having really committed

(37:47):
a serious crime. Let's give him the long end of
the stick, like, let's make his life easier. I just
felt like I felt like that a little bit where
a lot of the people around me were people of color.
And sure, maybe they committed more serious crimes and stuff,
but I felt like, for whatever reason, I was receiving
special treatment. Which don't get me wrong, I was. I

(38:08):
was like happy to get out of there, but it
did feel weird for me to get a different experience
than everyone else. You know. Yeah, but I think a
lot of that had to do with you just being
an eighteen year old drinking oh yeah, I mean, right,
versus selling like math or something like and uh so,

(38:32):
I don't know, I don't know how to describe this,
but when I was eighteen, I started working at the
RITZ Carlton and Nasmin Highlands and it was the best
job I've ever had of my entire life. And they
go through a pretty strenuous training process, and one of
those things that they train you on is like effective
communication skills and I really do think that that was
a big reason why, uh my sentence got reduced. I

(38:53):
wasn't a target in prison, and I left early because
every interaction I had, whether it was with like a
guard or a processing agent or an inmate, like, I
wasn't like aggressive, I wasn't like up in anyone's faces.
I was like really cordial and kind of kept myself
and like as polite as I could have been given
the scenario. And I do think that made a big

(39:14):
difference as well. So shout out to the Riz Carlson. Yeah,
thanks for saving me, Thanks for saving me. Well, thanks
for coming on. I hope we can have you back
to share another one of your criminal stories. Well, I
hope I don't have to make any new criminal stories anytime.
Saying but you have old stories, Yeah, but you kind
of been compassed them all. I guess I did, and

(39:35):
there are more, but none that I like, I don't know,
Just like I made a lot of bad decisions in
my life at a younger age, and I still make
bad decisions nowadays, but some of them I'm really ashamed of.
And so like, this story is easy for me to
talk about because well, it did suck. And I am
ashamed of it, Like it had a relatively happy ending,

(39:57):
you know what I mean, Like it didn't told me
deeper into any type of pit And and and what's interesting
for me too is I always have a basis of
comparison because a lot of my friends in college were
degenerates similar to me. A lot of them went to prisons,
some have you know, passed on and made other really
poor life decisions. And so I kind of I like,
not that I like telling the story, but I am

(40:19):
open and telling the story because I always like to
look at it as how much worse it could have
been if I kept down this path or hanging out
with these people that weren't necessarily the right people to
be hanging out with. UM. So, yeah, I hope I
don't have any more um crazy crime stories to share
with you. And it is like it is like an
interesting anecdote to now have in my life. Like it,

(40:41):
whether I like it or not, it was a really
transformative experience that I've had, you know, like it's made
me who I am today. And there are many days
where I like really don't like who I am, and
I feel like I've underperformed and underachieved my life. But
then there are other days where I'm like, well, I'm
really happy with where I'm at, and and I mostly
am really happy with where I'm at. Like I think
if I was guessing where I when I was eighteen,

(41:03):
if I were to guess where I was at, I
would never have guessed the situation I mean now, marrying
a beautiful person, living in a beautiful house, got a
great dog, and like I'm I can live out my
dreams of traveling and all these things. So I think,
all said and done, it's I am incredibly lucky to
be where I am, um. And the reason I am
where I am is because of all the mistakes that

(41:24):
I made in my past. So I'm open and talking
about them. But I still feel weird, like because there
I don't know, I don't know. I still feel really
weird about a lot of it because like there is
a lot of privilege that goes into it. I think,
like I was saying, um, but it is what it is.
I guess, Well, thank you for coming on. Do you
have any other questions for me? I feel like I've
been talking NonStop, but that's your good storyteller. Yeah, I

(41:49):
think the story I told last week at dinner was
a little bit better. You did have people pumping you up,
and we did have a couple of glasses of wine.
But you did an excellent shop. Thank you, Thank you
for coming on, and don't forget to listen to Dean's
podcasts called help I Suck at Dating. I want to
hear more about your thoughts on it because I've told
the story before. But people are people tuning in to

(42:11):
hear my story or are people tuning in to hear
you ask questions about my story? I think they want
to hear people's unique stories, people that they watched on
television and then how they got involved in crimes. So
do you think I was a criminal? Well technically yeah,
I do have one question. Did you have any trouble
getting a job after going to prison? Oh no, not

(42:32):
even not even a little bit because there was no felony.
Like I think, as long as it's not not a felony,
you never really have to talk about it. And it's
actually funny. One of my friends was traveling to Australia
and every everyone where I grew up has a run
in with the police. Uh, to varying degrees, every like
literally people, and they're mostly alcohol related, of course. But

(42:54):
he's going to Australia, and on the questionnaire that you
fell out to go to Australia, it's like have you
ever been arrested before or something like that, and he
put yes, or like it was like have you ever
had a felony? And he mistakenly put yes, even though
he never has, and they didn't let him in know
Australia because of it. So I don't know, It's just
it's weird because like where I'm from, it's very very normal.
It's almost like expected for you to have some sort

(43:17):
of altercation with the police at some point in your life.
And so I've never looked at it as like something
out of the ordinary because all of my friends have
had it many times, not many times. I'm probably on
the upper percentile of that. But um, then moving to
Los Angeles and joining Bachelor Nation, where like everyone's kind
of a goody two shoe without much like depth to them,

(43:39):
and they're not not not not depth, but like they're
not not much grit or like rigidity to them, you
know what I mean. Like I feel like I'm like
the grungiest, written, most rigid person to come out of bastination. Like,
I don't think, I don't know. I just I feel
like I don't know. I don't know, Like I'm not
from like a well to do family, and that's led
me to get into a lot of trouble. And I'm
not saying that everyone that goes on Bachelor is the same,

(44:00):
but um, I haven't met anyone from the show that
we've been on together that has been able to like
commiserate with me or like empathize with my experiences because
while they're not unique to me and where I grew up,
they are unique to the group of people that I
associate with nowadays. I think that's why you're so special
from Bachelor. You're one of a kind. Yeah, I suppose

(44:23):
we all are at the end of the day. Well,
thanks again, I appreciate you coming on here. You're welcome.
If you have anyother question, steel for you bring me back.
I sure will. Thanks. Thank you so much for listening,
and be sure to follow us on Instagram at True
Crime Reality. Until next time,
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