Dear Journal,
You wouldn't believe the day I had. As you know, today is my 43rd birthday. I was flat broke and it was Sunday. Plus, there's absolutely nothing fun to do on a Sunday. At least, that's what I thought. After today, I'll never look at a Sunday the same way again.
One Minute I am going about my morning routine, the next I am sitting in my wheelchair looking at both Romeo Miller and Usher Raymond. They had heard about some of the erotic stories I had written about them (Don't ask me how, though.) They wanted to participate in one of my erotic stories I had written, making it come to life. So, I decide to pick one that had a jail theme. They agreed and a few minutes later, I was sitting in a jail cell wearing a orange prison jumpsuit.
As I sat in the "jail cell" I was starting to really rethink this whole thing. "I can't believe I am actually in a jail cell wearing a orange prison jumpsuit." I thought to myself. "This is nuts!" I looked around at my surroundings. It really did look like a jail cell, complete with metal bunk bed on one side and a silver, metallic toilet on the other side. The "cell" even had a small window that looked out onto the street. I was checking out the rest of the "cell" when I heard a door open. I quickly turned to see who it was. Just then, Romeo and Usher came in wearing prison guard uniforms. A broad smile crept across my face when I got a good look at them. I also noticed the black duffle bag that Romeo was carrying on his side. "Damn, they look sexy as fuck!" I thought to myself. "I do love brothas in uniform!" I felt my dick start to stir. I absent-mindedly rubbed the bulge that was forming in my pants. "Maybe this was a good idea after all."
The two men walked up to the cell. "This is our newest prisoner. His name is Charles Ogwo. On the street, he was known as "C-Wheels"." Usher said. "He was one of the most ruthless drug dealers in Oakland, California." "Is that so?" Romeo asked. "He doesn't look so tough now." They started pacing back and forth. "What do you mother fucker's want?" I asked with a sneer. "Did he just insult us?" Usher asked. "I think he did." Romeo replied. "I think we need to teach this brotha a lesson." Usher said. "He needs to learn whose really in charge in this prison."
Usher and Romeo opened the cell and stepped inside. I backed away a little, not knowing what to expect. Then, quick as a flash, they both jumped me. "Get the hell off me!" I hollered. As I struggled against them, they stripped me out of my jumpsuit. Romeo managed to get my hands behind my back, even though I was struggling mightily. "This is what I get for not going to the gym regularly." I thought to myself. Usher reached over with both hands and started playing with my soft nipples. "No! Stop!" I protested. He ignored me and continued to fondle my nipples. His rough manly hands on my skin started making my dick stir. Romeo could see my dick jumping every time Usher touched me. "I think he likes this, man." Romeo said. "No, I don't!" I lied, still trying to get loose. "We've got a feisty one, here." Usher said. "Let's take him to solitary. We'll see how feisty his is when we get through with him." They lifted me up into my chair and strapped me to it. Then they pushed me down the hall. We passed several doors on the way. After a few minutes, we stopped in front of a big red metal door with a sign that read: SOLITARY. I didn't see a way to get in until Romeo pressed a button on the side of the door. A brightly lit computer pad popped out from the wall. He quickly pressed a few buttons and the door slid open. Inside was what looked like a medieval dungeon. "What the hell are we doing in here?" I demanded. "We gonna teach you a few lessons in obedience." Usher said. Then I was unceremoniously dumped out of my wheelchair. Now, I knew I was in deep trouble!
"Where do you wanna begin his lesson?" Romeo asked, as he dropped the duffle bag onto the floor next to him. "Let's see how good he is at sucking dick." Usher suggested. "You go first," Romeo said. "I wanna work on that ass." Usher pulled his pants down around his ankles. He wasn't wearing any draws, which really turned me on. "Now, suck this dick. And, you had better not bite me, either." Usher said. His dick was huge. It was a ten-inch beer can thick dick! He forced his dick down my throat. Luckily, I am an expert dick sucker and could accommodate his dick down my throat without gagging. "Romeo, this brotha's mouth is hot! Fuck!" Usher started fucking my face vigorously. In out in out in out in out. "Damn, nigga! Your mouth feels so fuckin' good." I slurped and sucked on his meat like it was a popsicle. "GOD DAMN!" Usher grabbed me behind my head and thrust his dick deeper down my throat. "This mother fucker's mouth is like a Hoover vacuum! I can't believe how good this shit feels!"
Meanwhile, Romeo had knelt behind me. He started playing with my ass. SMACK! SMACK! SMACK! SMACK! "OWWWWW!, SHIT!" I hollered. Romeo's strong hands hurt like hell against my skin... but, it hurt so good! My dick started to get hard the more he spanked my ass. Usher noticed me getting hot. "I think he likes getting spanked, too, Rome." Usher said. "He's got this real silly look on his face." Romeo continued to spank me, making my dick hard as a steel. SMACK! SMACK! SMACK! SMACK! Romeo was really wearin' my ass out! "Try the paddle on his ass." Usher suggested. "See how much he likes that." I turned my head a bit just in time to see Romeo pull out a black wooden paddle with six holes in it. "This is gonna hurt!" I thought to myself. "Oh fuck!"
WHACK! WHACK! WHACK! WHACK! My ass felt like it was on fire as Romeo gave me the spanking of my life! WHACK! WHACK! WHACK! "OWWW, FUCK!" I screamed. WHACK! My body felt shockwaves throughout my body as he swung for the fences. I was truly in pain and...I LOVED IT! Every stroke was like heaven. Pretty soon, I was crying out for more. "Is that all you got, man?" I taunted Romeo. "I thought you were stronger than that!" Big mistake! Really big mistake! Romeo commenced to tearing my ass apart. By the time he was through, I felt like a child being spanked for being bad. Precum dripped from my dick as he continued to spank me. "Lookie here. I think he likes getting his ass beat." Usher said. "Good, cause I ain't done bringing the pain yet." Romeo said. I was too sore and horny to figure out what he meant. Next thing I knew, I felt something wooden entering my ass. I turned and looked. To my surprise, Romeo was shoving a nightstick up my ass! "Mmmmm, damn." I moaned as I felt every inch of the nightstick going in and out of my hole. In out in out in out in out. I feel my tight hole loosening with every thrust of the stick. In out in out in out in out. Pretty soon I'd be ready to get fucked good and proper!
Suddenly I felt something wet on my asshole. I looked back again. This time Romeo's face was buried deep in my ass and his tongue was going in and out of my asshole like a serpent. "Mmmm!" I moaned. "That feels so damn good!" His tongue was on point! As he tongue fucked me, I started stroking my dick furiously. Pretty soon, Romeo had my asshole hungry and ready for dick! "I think dude is ready for a good fuck down." He said. "You wanna go first, or, should I?" "Let me at that ass." Usher said. They switched positions. Now, I was forced to suck down Romeo's monster dick. It was even bigger than Usher's, if that's even possible. Suddenly, I felt Usher's dick as he slowly slid it up my hole. "OOOH, FUCK!" I moaned. Usher's dick stretched my asshole wider than I ever thought possible. My body tingled as I felt every inch of his dick as it slid deeper and deeper up into my guts. "OH MY GOD!" "Not quite." Romeo said sarcastically. I wasn't really paying too much attention to Romeo now. I was paying more attention to the dick that was splitting my ass apart! "FUCK! SWEET JESUS!" I hollered. Usher started to fuck me with reckless abandon. All of a sudden, I felt Usher remove his dick. Without a word, he turned me onto my back. Then he forced his dick back up my ass. "Why don't you sit on his face while I fuck him?" He suggested to Romeo. "He can lick your asshole just like you like." "That's a good idea." Romeo sat on my face and said, "Eat up."
As Usher began to fuck me again, I started eating out Romeo's firm ass. I slipped my wet tongue deep us his hole, making his squirm a little bit. "Fuck!" He growled. He bounced his ass up and down on my tongue. "EEWWWEEE! This tongue is somethin' else!" Then, I grabbed him around his thighs, holding him in place so I can eat him out good and proper. "Mmmmm! DAAMMMNNN!" Romeo's moans echoed throughout the room. As I tongued him down, his moans got louder and louder. "FFFUUUCCCKKK!" Meanwhile, Usher was fucking me beyond stupid. IN OUT IN OUT IN OUT. He fucked me like I was the last piece of ass on earth! He was long stroking my ass so well, I was coming without touching myself. Suddenly, I felt cum on my chest. At first, I was so delirious, I didn't know where all the cum was coming from. Then I felt cum shooting up my asshole. That's when I realized what was going on. Usher came inside me while Romeo came on my chest. "Let me at that ass, Ush." Romeo said. "Okay, one condition." Usher said. "I wanna fuck you while you're fucking him." "Okay." Romeo agreed. "How we gonna do it, though?" "Let's go over to the sling." Usher said.
They dragged me over to a leather sling and strapped me inside. Then Romeo slammed his dick up inside me. "HOLY FUCK!" I growled. I couldn't believe how thick Romeo's dick was! "Your dick is tearing me apart!" Romeo just laughed wickedly. Just then, he stopped laughing abruptly. "DAMN!" He moaned. "SHIT!" I guessed that Usher's dick was tearing into his insides like his dick was tearing into mine. I started stroking my dick feverishly with one hand while I started playing with Romeo's nipples with my other hand. They seem to be real sensitive. When I pinched them, he moaned softly. He fucked me harder and faster. I wasn't sure how much more of this I could take. "Damn, Ush. FUCK MY ASS!" He moaned. "Your dick is the truth. Fuck!" "Don't worry, man; Daddy's gonna give you all this dick." Usher said. Sweat dripped from Romeo's chest as he continued to fuck me down. "Man, your ass is so tight and wet." Usher said. "Just like a pussy. I love it!" This scene was just too much for me. I shot my jizz all over Romeo's sweat soaked chest. Usher pulled Romeo out of me and forced him to the floor. I thought Usher was ready to cum, but, I was wrong.
Usher forced Romeo to sit on his dick. I could tell this was a new experience for Romeo. "MMMM.... FUCK.... THIS...DICK!" He moaned. He bounced up and down on Usher's dick like he was on a pogo stick. "Yea, nigga, ride daddy's dick." Usher said. "Yesss, Daddy!" Romeo said. I loved watching the two men having what could only be described as animalistic sex. I mean some Wild Kingdom shit. As I watched them fuck, my dick got hard, once again. I stroked it while I watched Usher beat Romeo's back out. "MMMMM, FFFFUUUCCCKKK MMMEEE!" Usher fucked Romeo deeper and deeper, his body glistening with sweat as he tried to destroy Romeo's boi pussy. The harder Usher fucked him, the more Romeo liked it. Romeo couldn't get enough of Usher's big stick. "FUCK ME HARDER!" Without removing his dick, Usher maneuvered Romeo on to his hands and knees. Now he could really put his back into his stroke. He rode Romeo so deep and long. Romeo had a look on his face that said, "If I don't cum soon, I'm gonna lose my mind!" "I'm...Gonna...Cum!" Romeo groaned. His body shivered violently as he stroked his dick. A few seconds later, he sprayed his load like an AK-47. Just then, Usher pulled out of him and pushed him onto his stomach. Usher sprayed his cum all over Romeo's sweaty ass. Usher collapsed onto the floor next to Romeo, too spent to move. After a few minutes, Romeo and Usher gathered enough strength to help me out of the sling. They wheeled me into a shower room next door. We took a quick shower and got dressed. Then, they had Romeo's bodyguard drive me home.
The End