Matthew Cox | Inside True Crime Podcast
The Craziest Crimes Behind Bars | Olboy from the Nitty
Tue, 08 Apr 2025
Olboy from the Nitty shares his story live in prison.Follow me on all socials!Instagram: https://www.instagram.com/insidetruecrime/TikTok: https://www.tiktok.com/@mattcoxtruecrimeDo you want to be a guest? Fill out the form https://forms.gle/5H7FnhvMHKtUnq7k7Send me an email here: [email protected] you want a custom "con man" painting to shown up at your doorstep every month? Subscribe to my Patreon: https: //www.patreon.com/insidetruecrimeDo you want a custom painting done by me? Check out my Etsy Store: https://www.etsy.com/shop/coxpopartListen to my True Crime Podcasts anywhere: https://anchor.fm/mattcox Check out my true crime books! Shark in the Housing Pool: https://www.amazon.com/dp/B0851KBYCFBent: https://www.amazon.com/dp/B0BV4GC7TMIt's Insanity: https://www.amazon.com/dp/B08KFYXKK8Devil Exposed: https://www.amazon.com/dp/B08TH1WT5GDevil Exposed (The Abridgment): https://www.amazon.com/dp/1070682438The Program: https://www.amazon.com/dp/B0858W4G3KBailout: https://www.barnesandnoble.com/w/bailout-matthew-cox/1142275402Dude, Where's My Hand-Grenade?: https://www.amazon.com/dp/B0BXNFHBDF/ref=tmm_pap_swatch_0?_encoding=UTF8&qid=1678623676&sr=1-1Checkout my disturbingly twisted satiric novel!Stranger Danger: https://www.amazon.com/dp/B0BSWQP3WXIf you would like to support me directly, I accept donations here:Paypal: https://www.paypal.me/MattCox69Cashapp: $coxcon69
Chapter 1: What led to the high-speed chase?
I took him on a long, probably like a 45-minute high-speed chase. I went from one side of town to another. Man, it was crazy. My grandma called me while I'm on this high-speed chase. She's like, boy, what you doing? I'm like, nothing. She's like, where you at? I'm like, just driving around. She said, what's that noise? I said, I don't know. The police are passing by somewhere.
How many cops are chasing you?
It was probably at least about a good 15 of them. I come back from my lunch date. I'm about to go pick up my gun from my mom's house. Wait a minute.
Wait a minute. Wait a minute. Wait a minute. You're telling me the cops never showed up? Never charged me. Never charged you?
Six months later, I never get charged. I didn't have no warrant after my arrest. Nothing.
Hey, this is Matt Cox and I'm here from old boy in the nitty. He is a rapper and he is falsely incarcerated and we're going to be doing an interview about his story. So check it out. Well, this has been, you know, tough to get, get you into a position. Yeah. You're currently incarcerated on a charge, which we'll get to, right? Yes. But let's kind of start at the beginning real quick.
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Chapter 2: How did Olboy grow up in Tulsa?
Where were you born?
I was born in Tulsa, Oklahoma. You know what I'm saying? I was born in the north side of Tulsa, Oklahoma, home of the 1921 race ride. I grew up in a rough side of town. It wasn't no, you know what I'm saying, privileges and that kind of thing. It was a side of town where it was just rough property, basically. They don't even have no grocery stores to this day on my side of town.
They got a lot of dollar stores with no good produce in there, so they kind of let you know where I come from.
So, I mean, do you have any brothers or sisters?
Yes, I have. Well, my father's been across the majority of my life from the time I was three until I was 18. Then he went back to drugs. Trafficking money. Right. And then my mom, she lost us to the system with, well, my grandmother took custody of us because she was with some friends that used to boost clothes. And you know what I'm saying? To make sure we had clothes and stuff.
We, they had no jobs. They was just kids with babies, with a whole bunch of babies. My mom was 15 years old when she had me. So just imagine a 15 year old with a baby in that day, time, age. trying to raise a baby. You know what I'm saying? And it was just like she was doing what she had to do to make sure we had food, clothes. So your grandmother raised you? Yes, my grandmother raised me. Okay.
Has your mom been incarcerated? Yes.
Yeah, she's been incarcerated. She was incarcerated from the time she was a minor until she was an adult. And my grandma just basically just kept custody of us throughout that time period. Throughout my life, my grandma raised me. How many kids? It was just me and my oldest brother at the time. Okay. So I'm like the second. I'm the second eldest out of six siblings on my mom's side.
Okay. So you went to, you know, raised in a rough area. You went to school there, right? In that area? I went to school.
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Chapter 3: What happened during Olboy's school days?
Did you explain, like, I grabbed the wrong bag?
Yeah, I explained that. They wasn't trying to hurt us. I don't know if it was that I was high in class or whatever. That might have just really been it. Like, this motherfucker's high in class, too. Like, he's high. He got the munchies. Like, but it was like, I did my work. Like, I wasn't no person that just pulled up in class. Ah, I got to be the class clown. Like, I did better.
And, like, I smoked a little weed. You know what I'm saying? I had a heart. I smoked weed.
But basically, they just considered that like a weapon, right?
Yeah, they treated it like a weapon. So, I mean, I had a weapon in school. I'm like, man, it's a keychain. You get them at the fair. People get these on their keys, so they won't lose their keys. But they weren't trying to hurt it. It was just like, get out. So, what happened? After that, I found myself out of school that summer, running around with friends.
And it was like school was about to start back. But I've been traveling at the same time, too. And it was, like, school bed, starting bed. And I'm like, well, shit, I might as well see if I can go back to school. Like, even if I got to repeat the ninth grade, I might as well see if I can go back to school. Like, I called one year. The dude was like, hey, people come re-enroll you.
I couldn't get nobody to re-enroll me in school for nothing. You know what I'm saying? One of them was like, you don't want to go to school. I'm like, why would I not want to go? Like, I'm begging to go to school. Like, I've been a whole summer. Like, I want to go to school. Then nobody want to enroll me. So I just took that as everybody gave up. So I just took off. I took off at 15 years old.
Left the state of Oklahoma on my own. Got me a car just now. Drive it till I couldn't drive no more. Drive it till they took my car. They took my car in Denver, Colorado. When I took my car to Denver, Colorado, I just started making a life right there in Denver.
What were you doing?
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Chapter 4: What was Olboy's experience with law enforcement?
I go buy them in Colorado and take them down to Oklahoma. Okay. What does that pay? Man, let's say I spent $500 on a quarter pound of kush. I can go take that $500 and turn that into $32 at the time. It was still $20 a gram in Oklahoma. $10 a gram. It was like, I could turn that to $3,200, $500, $3,200. No problem. How long did that go on? Man, I think I did it. I probably turned 18.
And I was just like, shit, I'm on my way home. I was on my way home. I came down for spring break, stay out all the way to August. Ended August. And I was like, fucking, I'm about to go home. It's starting to slow up. You know what I'm saying? Yeah. So I called baby. It was like, shit, I'm on my way home. Didn't nobody else know I was leaving Oklahoma. I never tell nobody when I'm coming or going.
I just pop up like I've been in town or down the street. Hey, let's go pee. And commonly a lot of people that know me know what I'm down there for. So it was like, yeah. So I went from there to one day I was leaving. I had my partner with me. You know what I'm saying? I had probably like a a little cutie, marijuana on me, some baggies.
I was just so impatient that night because I was already frustrated with everything that was going on that day. So I found myself in a situation where I needed a ride, but then I was like, fuck it, I can walk because I was that impatient. I'm going to walk. So I left one girl's house, went to the store, gave me a pack of sweets. And I just took off walking. Like, it's crazy.
My ride that I could have got a ride from, they just drove off. And I was just like, nah, I'm going to get somebody else to come get me. And I should have just jumped in that car. So I'm fresh into 18. Shit. I'm walking. And my partner, he got his pants sagging. You know what I'm saying? I'm like, pull your pants up, man. Quit walking like that. You know what I'm saying? That's a bad thing.
You know what I'm saying? Don't walk around with your ass hanging out. You know what I'm saying? So we walking. I see a police car. But it ain't nobody in the car. It ain't no car pulled in front of it. Like, we coming around a bend, like a bend. All you see is this police car sitting up under the highway bridge, the expressway bridge.
So we looking at it and we just cracking jokes like, man, damn, man, I hope nobody did nothing to no police because that police car just sitting there with the lights on. The lights are spinning and we don't see no head, no body, nothing. So we just like, we just cracking jokes like, damn, I hope nobody did nothing to no police. That'd be crazy to find the police over there.
Like somebody took off, you know what I'm saying? Like somebody just took off and left the police. So as we get closer and closer, we get around a little bit and we see a slew of police cars So we ain't paying him no mind, but I turn around and look at my partner before we get there. He got his pants hanging down, so I'm like, and he walking like he got this big-ass gun in his pants.
You know how a person look like they're reaching in their pants for a gun? He walking like this the whole time. I'm like, hey, bro, because I know what I got in my pocket. You know what I'm saying? I'm paranoid now. Like, hey, man, straighten up. Walk right. Like, fix yourself. You know what I'm saying? He, ah, man, fuck that shit. Who's the damn boy?
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Chapter 5: What events led to Olboy's incarceration?
That's just women. She bucked it down for me. Made me make a whole lot of sense. She's like, she mad after. Whatever you out there doing, you need to stop and make it right with your girl. I'm like, shh. She turned me in. And my probation officer was just like, give her a quiet back. And y'all either need to get it together or you need to quit messing with her.
She's like, you need to make that decision today. Because this right here, if I was anybody else, You know what I'm saying? You know what I'm saying? I probably went to jail right then and there on the spot. So she was like, send your friend down there. Get all y'all stuff at the car. Get that girl at the car. I said, big. Boom. She's like, boom. She's like, let her leave.
When she leave, you can leave. I'm like, cool. So she let her leave. We watched her leave in the parking lot. People laughed about it. That's crazy. That girl crazy about you. That's why she did it. She's like, that girl crazy about you. I'm like, nah. I'm over with her. Like, that's over with her. Like, you literally just tried to turn me in. What?
So, fast forward, probably, what, two months later, I'm in jail. It's around, like, November. Yeah, it's around Thanksgiving. It's before Thanksgiving. I'm in jail. So, she come and see me. Same girl. So, she come and see me. This my son's mother. Right. She come and see me She's like, basically, she's like, shit, I feel good because I know where I can find you at.
I'm like, what the fuck that mean? You feel good because I'm in jail? She's like, yeah, because I can find you. I know where you're going to be at. I said, damn, that's what this is about? Because you can't find me, motherfucker? You know where I'm at. So that's when everything kind of came out. You know what I'm saying? She been cheating. And I just was like, I felt it.
Like, I knew you was cheating. Like, that's why I just quit coming home. Like, you know what I'm saying? Dude popped at the door one day. She been cheating, and she feel good that I'm in jail because it's where she can find me. And I just, when I sat in that jail cell at night, I just told myself, like, I'll never fuck with her again. Son and I, like, I'm cool.
Like, if you don't let me see the kid, fuck you. You know what I'm saying? She one of them people, she want you to fuck with her in order to see the kid. And I was like, nah, I'm cool. I don't want to fuck with you. Like, you gone, you know what I'm saying? Shit don't go your way. You want to see me locked up, so I can't have that. I'm cool. Right. Yeah, so I just left that alone.
And fast forward, shit, I went from there to back to hustling. I'm still on probation. And then eventually, New Year's come. New Year's come, I didn't know it was New Year's Eve. I was so wasted. Like, I was so shit-faced, wasted. Like, I didn't know it was New Year's Eve. On what? Man, I was on permittazine, codeine, cocaine, PCP, ecstasy, weed. Like, I was so, I was so, like, I don't know.
Like, I was just, because, like, my lifestyle, like, I had to constantly stay moving. I'm selling drugs, so it's like, I'm taking one drug to work for this drug, to work for this drug, and I'm telling myself this shit. Like, if I do this, do this, and do this, you would never know I was this fucked up. Like, nobody never knew I was this fucked up.
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Chapter 6: How did Olboy's family dynamic affect his life?
Like, they harass. They harassed black folks.
So they booked you?
Yeah, they just went at one point in time. Yeah, I got my ass beat. I got stumped on with the little shoe, the flat shoes with the hard seal on the bottom of the hole. So kicked in my chest while the dog was eating, screaming for help. 12 years old, man, screaming for help. Like, help! Like, I'm screaming for help.
Like, please let another officer come in here and see this man beat my ass on his floor.
get him he just that's all I heard and once I just was like shit help ain't coming I'm gonna get the dog out for you fight or flight kicked in I'm like the worst he could do is pull his gun out and shoot me you gonna shoot me but the evidence gonna show that you let the dog bite me first so I just shit I hit the dog I just started hitting the dog and the dog backed up he was so mad he kicked me in my chest I just rolled over when I rolled over he finally just pulled the dog back somebody walked in
I think he about to let the dog hit me some more. Once I hit my stomach, somebody walked in and shit. He pulled the dog back. Dude cuffed me up and was like, this the only one? This the only one? They got me outside. It was like six skinheads. All of them was bald heads. And they just was like, shit, we know you weren't the only one there. Who else is with you?
Like, they got me on the truck, on the hood of the car, like hot with my face planted to it. And I'm just like, look, I'm the only one. I see my friend walking in the field. I know they see them too. Like, it's a little residential neighborhood, but I know they see my friend, too. So I'm like, shit, man, he was a white man. It's just like, shit, we don't see him now. It couldn't be him.
So, hey, when I looked up, I see one more car coming. And it was like that last car was my savior. It was another police. It happened to be in a black police named Officer Dorsey. Officer Dorsey pull up, assess the situation and see me get this car and they looking at me and he pulled one of them to the side and they sitting there talking over her.
I'm saying, look, well, I'm going to just take it from her. We got it. He like, nah, I'm going to just take it from her. He called it in right then and there because they never called it in and said they had. So they called it in and was like, So what they called in was like, we said the alarm was just going off. It ain't nobody there. They just said the alarm was going off. It's clear.
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Chapter 7: What led to the tragic events involving Olboy's friends?
I had a question. You don't remember hanging out the window, pointing the gun? You don't remember any of that?
I don't remember none of that shit. I seen a video of it on the news, man. I had something pink on my head. Pointing the gun at the police. Pointing it at them. They even said I put it up to my head. It was like, I read at that, once we, like, I was going to get there, like, all right, so we, they offered me 10 years for first-degree arson. I'm like, hell no, I ain't committing no crime like that.
Yeah, I got me charged for first-degree burglary. Then they tried to bring that burglary charge back up. Remember I told you, the burglary charge, they tried to, this is how this all come about. So they tried to charge me for this and got me first-degree burglary. So we in the courtroom, And I just said, like, how y'all going to charge a first-degree burglary?
They were so confused on the past case. I'm on probation, you know what I'm saying, for breaking the interest on how all of a sudden it's first-degree burglary now because I caught a new case. Y'all trying to book me. You know what I'm saying? So I walk in the courtroom. The first time, the first person I see come in the courtroom was that same VA. When he walked in there, he had my file.
He looked at me and said, I got you. So that's why I got the time I got. They gave me 20 years for a mattress, 85%. for a mattress being smothered. You know what I'm saying? Wasn't no damage to the building. Wasn't nothing wrong. Wasn't nothing, nothing. Like, you could have fined me and gave me community service to go fix that building back up. Like, wasn't nothing wrong with the building.
They didn't have to demolish anything. They didn't have to turn nothing up. All they had to do was put some kill on their wall and repaint them walls. That's the only thing that was wrong with heavy smoke damage. re-insulate the carpet, you know what I'm saying, run some new filters through there. They said that's the only thing that was wrong with the place. There wasn't nothing wrong with it.
So being that I was a career criminal, instead of them assessing the whole situation as for what it is, they charged me with first-degree burglary, second-degree burglary, first-degree arson, possession of a firearm, reckless conduct of a firearm. They never had the firearm until I was trying to go to trial. They didn't even have the firearm when I was begging to go to trial.
They didn't find a firearm until like three months later. So I was just like, shit, let's go to trial. Because I mean, now you got to get that. See, in my mind, how trial work, you got to bring my accusers up and right.
Right.
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