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Hello all and thank you for checking out my latest story. Well, I'm really about to dip my toes into the deep end now as this will be my first try at writing an LGBTQ tale. Allow me to apologize in advance if i happen to offend anyone given my relative ignorance of LGBTQ norms when it comes to meeting others and sex and or prison life, and or alternate personalities. It is certainly not my intention, and I welcome all critiques. If you'd like to see a part two, please let me know and I'll began work on it right away. As always, no sex took place with anyone under the age of 18 and all sexual participants are assumed to be disease free. Some of this story will strain the limits of credulity but i'm hoping you'll enjoy it all the same. Happy reading!
Happy 22st birthday to you.... happy 22st birthday to you... happy 22st birthday to Jan.... happy 22st birthday to you." 27 year old Stevie Claire Brewer sang to her younger brother and underwear model Jan Vincent Brewer as she sat a chocolate cupcake in front of him with a single burning candle atop it.
"Thank you, so much big sis. Even though eating this cupcake is going to be murderous on my hips." Jan joked.
"You already have the biggest bubble butt that I have ever seen on a man. I don't think one more cupcake is going to move the needle one way or the other. It's why you look so good on camera in your "tidy whites".
"Hey! I also model boxer briefs as well." The blond-haired handsome 22-year-old protested.
"But not like you do with the "come fuck me" undies. I'd bet that many a man has secretly jerked his meat to your picture on the cover of the underwear package."
"Well, it's too bad for them that I'm not gay."
"Baby brother you'd have to be the most non gay prettiest man that I've ever seen. You look so much like Jordan Lake."
"Jordan Lake? Who is that?"
"I guess you really aren't gay after all."
"What? How does that follow?"
"Jordan Lake is a gay adult film star and model. You guys look... very similar. Only your booty is a lot more plump and protruding than his. But seeing is how you have no idea who he is, it's a safe bet that you don't watch gay porn and hence, you really aren't gay."
"Yeah but mom didn't help matters by naming me "Jan."
"Cry me a river. Imagine going through life as a girl named "Stevie".
"Yeah, imagine being born to a woman whose favorite actor was Jan Micheal Vincent, and whose favorite musician was Stevie Nicks."
"Yep, mom and her... twisted sense of humor."
"Let us toast to our dearly departed mother." Jan said.
"Only one toast and only champagne. You can't afford another DUI. Judge Barksdale said if you're ever before her court again, you're going to do time.
You might not be gay now. But I don't think that a 5 foot 7 150 pound cute little white boy with long flowing blond locks and a fat ass is going to fare very well in prison."
"Fine. One glass of bubbly." He said as she poured him some and then herself. "To mom!"
"To mom. And her belief in you and her relentless pursuit of getting you a modeling contract."
"And the fact that it has gotten us a very nice townhome in the Palisades."
"And it's time for your birthday present!" Stevie said excitedly.
"Oh sis. You shouldn't have..."
"I'll be back in a flash." She said as she darted to her bedroom.
Five minutes later...
"Happy birthday little brother." She said as she tossed him a small gift wrapped box.
"Thanks sis. Uh, what is it?" He said as he flipped the box over as if inspecting it.
"Only one way to find out. Open it."
He tore through the wrapping and discovered his "gift". He half wondered if this was a joke, but knowing his sibling, he knows that it's not.
"A mini breathalyzer? Really Stevie?" He said with obvious annoyance.
"What do you get the boy who has everything? Something practical. Look Jan, you're going to go out tonight and celebrate; and your idea of celebration is a few shots of tequila washed down with a few bottles of bourbon.
At least this way, you can check to see if you're at the legal limit to operate a vehicle.
And if not, you can call me, or a tow truck, or an Uber; you can pick and choose how you get home just as long as you don't decide to drive.
You can't afford another DUI."
Jan sighed heavily and finished off his birthday cupcake.
The first time he crashed his Porsche was right off Sunset Blvd. Thank God there were no victims unless the owner of the parked car that he had rammed into was counted.
The second time was a bit more serious as he had t-boned a minivan and injured a child after running a red light.
He knew for sure that his ass was grass and that Judge Olivia Barksdale was the lawnmower. But the African American jurist was fairly liberal and a bit of a bleeding heart; she cut him a major break with community service and a month of rehab.
But she also told him that this next time would mean prison, and pretty ones like men-boys like himself would have a hard time on the inside. A literal "hard" time.
"Your point is made Stevie." He told her as he pocketed the breathalyzer.
"So, what are your plans for tonight?"
"Sunset probably. Go over and hit a few spots."
"Be careful and don't forget..."
"Use the breathalyzer and call if I blow hot in it. You know Stevie, you could come with me."
"Not tonight. I'm a bit crampy and there's a good Lifetime "whodunit" showing tonight." She said as she rubbed her stomach.
"One thing for sure, I'll bet your sexuality never gets questioned despite you having a boy's name."
"Jan, that's not why your sexuality gets questioned. You look entirely too gorgeous to be straight."
"But you're even better looking than Carrie Underwood. Shouldn't you also be too gorgeous to be straight?"
"What is this, the non sequitur hour? I'm a woman, and not to toot my own horn, but the prettier a woman is, the more she inadvertently convinces the world of her femininity.
And my being prettier than Carrie Underwood is some serious cap."
"Yeah sure, we will just ignore all the times you get mistaken for her on the street."
"Do you even know what a non-sequitur is little brother? You sure are full of them tonight. How does my looking like someone mean that I look better than them?"
"It's simple Stevie. I'm your brother and I love you and I'm always going to promote you over another. It's just natural."
"My show is about to start. You'd better get out of here before it gets too late." She said to him as she tried to suppress a tear after hearing his kind words.
"I'm gone. See ya later Stevie."
"Be careful out there Jan."
Chapter 2 A non-descript bar on Sunset Blvd.
"What can I get ya?" The burly barkeep said to Jan as he took a seat at the bar.
"One Don Julio Tequila shot and a bourbon neat."
"Got any I. D. on ya, handsome?"
"I just turned 22 today."
"Hats off and happy birthday. I still need to see some plastic."
Jan reluctantly reached into his wallet and handed the man his driver's license.
"Ok we are good. But is your name really..."
"Named after my mom's favorite actor."
The barman laughed loudly. "Good thing your mom's favorite actor wasn't named Nina or Peggy."
"Yeah. Good thing."
"You wanna run a tab?"
"Just give his tab to me." A voice on side of Jan said to the man behind the bar. "I'll take care of his drinks. All night long."
Jan turned to greet his benefactor a tall muscular bald white man who looked like he either kick boxed professionally, or just kicked ass for fun.
He had the USMC insignia tattooed on his massive forearm. He smelled like he had bathed in Jean Paul Gauthier or as Christopher Moltisanti had told Jimmy Altieri in the Sopranos, "You smell like Paco Rabone crawled up your ass and died."
"Thank you sir. But I can pay for my own..."
"It's your birthday right? A man shouldn't have to pay for drinks on his birthday." He told him as he waved him off. "I'm Jason Baxter by the way."
"I'm uh... Jan. Jan Brewer"
"Jan huh? Are you "Jan" like Brady Bunch Jan? Or, are you Jan as in Jan Michael Vincent?"
"Finally! Someone gets it right. It's the latter."
"Pleased to meet you Jan. So is it ok if I buy you a few?"
"Just two. I'm going to have an early night."
"Hot date later?"
"Humph, don't I wish."
"Cute face like yours and no hot honeys to share your bed tonight? In L. A. of all places?"
"I... have a lousy track record with women."
"I'll bet you're not asserting yourself enough."
"Jason I don't mean to sound rude, but can we just stick to the two drinks and talk about something else? Please?"
Jason smiled and nodded.
6 shots of tequila and six glasses of bourbon later...
"It's really good to meet nice people like you Jason. It restores my faith in humanity." Jan slurred.
"And I think you've had enough for tonight." Jason said to him. "Do you live far from here?"
Jan laughed maniacally and slapped Jason on the back. "Don't you worry about me my brand new best friend, I'm going to call a tow truck and an uber."
"Well, good for you. Jason said as he signaled to the bartender to close out his tab.
"I'm just going to go take a piss and then I'll be on my way home." Jan said as he tried to stand but immediately fell back to the bar chair.
"Jan, pull yourself together. Had the bartender not had his back turned at the register he might have called the cops." Jason hissed.
"You're right. You're right." Jan said as realization set in that he wouldn't need his new birthday present to determine his fitness for road duty tonight. "Can you walk with me to the restroom?"
"Sure thing. Lets go."
As they stood, Jan, without thinking, wrapped both of his arms around Jason's left arm and laid his head on his shoulder as they walked. Being in LA, two guys walking arm in arm didn't garner much attention from the other patrons.
"Thanks, I can take it from here." Jan said as they reached a stall."
"You sure you got it?"
"Yes. I'm going to sit down and pee." Jan responded almost flirtatiously.
"Ok, well I'm leaving Jan. It truly has been a pleasure."
"Likewise Jason. Don't be a stranger, OK?"
"I'm sure I'll see you again real soon."
After falling asleep on the toilet for about a minute and a half, only to be aroused by the flushing of another toilet a few stalls down; Jan rose with his pants and underwear around his ankles and turned toward the toilet to flush it.
Just then his stall door crept open.
"It's occupied." He said, but no sooner than he did, the stall was now "occupied by two. Himself and...
"Jason! I thought you had left?"
"I couldn't leave Jan. Not with you in here."
"Well I'm alright. You can go now." He said without immediately pulling up his pants. "My head is a bit clearer now."
"No Jan. I don't think you understand. I didn't come back because you were drunk. I came back to fuck you." He said to him as he rubbed his hand across Jan's shapely and exposed ass.
"You want to fuck me? In a public restroom stall? I'm sorry Jason, but I'm not gay."
"I'll... I'll pay you."
"Jason it's not about the money."
Jason made certain that the stall door was locked and then he whipped out his cock. A good seven inches and about as round as a coke can and hard as granite.
"Do you see what you've done to me? He pleaded. "Touch it and see how hard it is."
"Jason I don't want to..."
"Touch it!" He hissed forcefully.
"Jason? Are you going to rape me?" Jan asked as he complied and touched another man's dick for the first time in his life.
But before Jason could respond...
"Hey you two. Go get a room. This is the men's room not a bath house." The bartender who had now became savior said from out side the stall.
A pissed off Jason glared at Jan, shoved his dick back into his pants and stormed out of the stall past the barkeep careful not to escalate the situation with a man of possibly equal or greater physical prowess than his own.
"Hey kid, are you alright in there?"
"Yes Jan replied. "Thanks to you."
"What the hell were you thinking? Oh yeah, you weren't, you were too trashed to think. If I hadn't walked in here right when I did that guy was going to rape you.
You were in no condition to consent to sex."
"I didn't consent. I'm not even gay. He just thought I was."
"You holding onto him like arm candy didn't help matters much."
"I know, I shouldn't have..."
"It's none of my business if you're gay, straight or bi. But you were about to get your "straight" ass ramrodded all because you don't know when to quit throwing back the liquor.
You're a very good looking but somewhat feminine young man. Men are going to mistake you for being gay. Maybe you ought to take an MMA or Muy Thai class and learn how to defend yourself just in case you run into another asshole like that one."
"Thanks, I'll definitely consider that."
"Good. Now I have to get back to my bar."
"Sir?"
"Call me Shark."
"Shark, you didn't seem to care if I was gay or not. You still came to help me. Why?"
"Well, lets just say that I hate seeing anyone get bullied or coerced into anything. Also..." He said as he pulled back his sleeve and revealed not only the same Marine Corps insignia that Jason wore abut also a rainbow flag. "Not all gay men come in pretty little packages such as yourself."
Chapter 3 Peg me running. And please be gentle.
The Lifetime movie that she had wanted to watch had rebroadcast after two more "who dun it men are awful" edge of the seat thrillers had came on.
Stevie had watched all three and was now about to rewatch the original although she already knew that it would end with the mentally disturbed neighbor falling back wards off of a cliff and suffering the same fate that she had planned for the show's protagonist.
Sleep had lost out to insomnia; no matter how heavy her eyelids were; dream filled bliss still eluded her.
How could she sleep without knowing the well being of her only known living relative?
Damn it Jan! Why won't you come home or call little brother? Where the hell are you? The rule was simple, blow on the breathalyzer, call me, and I uber to your location.
No judgement, no sermons, I just take your keys, drive you home, no muss no fuss.
Ring Ring!
"Finally!" Stevie said as she grabbed her phone off of the mahogany wood nightstand. "I was wondering when I didn't hear from you." She said without bothering to check her caller ID.
"Ms. Brewer?" The unknown voice said into the phone.
"Yes?" She said as a feeling of absolute dread washed over her being. "May I ask who this is?"
"Sgt Cole Porter with the LA County Sheriff dept. Do you have a relative named Jan Brewer?"
"God no! Is he...?"
"He's fine Ms. Brewer. He's currently at St John's being checked out; but he didn't suffer any injuries from what I've been told."
"Thank Christ! I'm getting dressed now. I'm going to go to the hospital to see him."
"That won't be necessary to come up here."
"What? Why not?"
"He's currently in custody ma'am. Your brother was involved in a high-speed automobile accident that injured an elderly man in another vehicle. He's facing a ton of charges."
"I see." She said somberly and resigned. "Do those charges start with the word "D" and end in "I"?
"Twice the legal limit."
"I see. And on a scale from 1 to 10, 10 being worst case scenario of course, just how much trouble is my brother currently in?"
"100. He's also requested legal assistance."
"He has? Has bail even been set?"
"He'll be arraigned in a few hours. Bail will be set then."
"Sgt?"
"Yes ma'am?"
"Before he "lawyered up", did he say... did he say what set him off? I mean we had just talked about him not over doing it when he goes out partying; I'm just trying to make sense of all of this."
"Well, he explained to me that he met a guy at the bar who seemed friendly and he kept buying him drinks. Before he knew it he had one too many. After maybe three more too many. He excused himself to go to the men's room and the guy followed him into the stall and attempted to sexually assault him but the bartender just so happened to be in there at the same time and stopped the assault from taking place."
"Really? Where the hell was he? What bar was he at?"
"That's when he requested an atty. He's protecting the bartender that saved his butt. Literally."
"Why would he need to protect him?"
"The bartender overserved your brother. No one needs six cocktails in one sitting."
"Six?"
"Yes."
"But why didn't he call me to come and get him? I don't expect you to be able to answer that but I'm..."
"According to him, he was afraid that his would be assailant was lurking around outside waiting for him. So he made a beeline to his vehicle and sped away."
"And then caused an accident that caused personal injury to someone else. BTW, how's the person that he hit?"
"Broken clavicle. He's already said he's going to sue."
"Of course he is."
"Listen. I really need to go. Have your atty and preferably your bail bondsman meet you at his arraignment."
12 hours later...
"Mr. Brewer, how unhappy I am to see you again." Judge Barksdale said as a disheveled Jan Brewer stood before her court.
"Your honor, I'm..."
"Save it. You, and your atty, in my chambers now Mr. Brewer."
"Your Honor? May I come too?"
"And whom might you be young lady?"
"I'm his sister and only living relative."
"Come along. But I need to warn you. My mind is made up about your "only living relative."
Once inside Judge Barksdale's chambers.
"You didn't believe me did you Mr. Brewer? Don't answer that, because had you believed me, you wouldn't be in my chambers still reeking of Don Julio hours after the fact that you almost committed vehicular homicide.
So now the time has come to show you that my threats were more than idle. I'm revoking your probation. You will serve your remaining time in the California Dept of Corrections. I'll give you one week to get your affairs in order and then you'll serve the remainder of your five year sentence on the inside."
She leaned over the table where they sat toward Jan, "do you believe me now Mr. Brewer?"
"Your honor? If I may?" Jan's lawyer Michael Claypool asked.
"Go ahead Counselor. What's on your mind?"
"The new charges he's facing..."
"That'll be up to the D. A. to pursue those... or not, depending on my recommendation."
"Well, considering that he's about to do 4 years flat my client would hope that..."
"Hope what? That I'd be lenient? Show him some mercy and compassion?
I gave Jan Brewer mercy and compassion on 2 prior occasions and look at where we are. He's lucky he didn't kill that poor man flying down the streets in a sportscar like he's on a movie set.
Even now, I am showing him compassion and none of you seem to realize it. I could remand him into custody right now until he leaves to go and serve his sentence.
But no, here's mean old Judge Barksdale giving him a week to get his life straight before he goes to pay his debt to society.
No Mr. Brewer. I will NOT be speaking to the D. A. on your behalf. If he chooses to charge you for this new crime then that'll be his decision without my input. Maybe it'll give you an opportunity to earn some of those high price fees you that you charge the rich and famous with, Counselor.
But I also won't recommend that he does charge Mr. Brewer either, which I could easily do.
This is where one would normally say, "thank you Your Honor for showing me at least a modicum of leniency and compassion."
"Thank you Your Honor." Stevie said to the judge.
"Well it looks like at least one Brewer sibling understood the assignment.
Mr. Brewer, you'll report to the D unit one week from today no later than 10am. I'm placing you there so that it's not to big of an inconvenience for your sister in coming to visit you as well as dropping you off there initially."
This time Stevie lightly elbowed her brother in the side and this made him understand the assignment to which he replied, "Thank you Your Honor."
"I need to get back to my bench. Are there any questions?"
"Judge I'm worried about him being assaulted on the inside." Stevie added.
The judge looked Jan up and down as if seeing him for the first time. Even in his current state she could see how beautiful he was and what that could mean for him inside of prison walls.
"I'm worried about him as well Ms. Brewer. That was why I let him off so easily on his two prior offenses. I had hoped that would wake him up."
On the way home...
"Stevie? Can we stop by the liquor store?"
"The liquor store? I... I really don't believe you Jan. You want liquor right now? The same liquor that's going to cost you probably most of your money in a settlement? The same liquor that has you about to go to prison and become bubba's bitch?" His flabbergasted sister asked him.
"Come on Stevie. She was just trying to scare me."
"No Jan, the first time it happened yes. Even the second time. This time though? I think you should be scared.
The policeman that I originally spoke with told me that you were in a stall with your pants down around your ankles when your would be assailant entered.
Was he really there to assault you or where you a willing participant who got cold feet at the wrong time?"
"I was drunk Stevie. Very drunk. But what does this have to do with me in prison?"
"If you can almost be assaulted in public, how easy will it be to assault you in prison?"
"Jesus!" He said as realization set in. "What do you think I should do?"
"Give in."
"What?"
"You're not exactly a tough guy Jan. How are you going to stop some monster with a 10 inch dick from ramming it up your ass?"
"10 inches? Come on Stevie, nobody has a dick that big."
"Have you ever watched a porno? Have you ever seen John Holmes, Ramon's or Sean Michaels' cocks? Yes little brother, there are definitely men out there with 10 inch dicks and even bigger, you'd better hope they are all in the porn industry and not in the California D-Unit."
"Pull into that strip mall."
Stevie does as he asked and then looked at him and said, "ok, what now?"
"Stevie I'd like to ask you to do me one last favor. Go into the store and buy me a 1.75 bottle of Don Julio Tequila, and the same size bottle of Makers Mark bourbon."
"Jan..."
"Please Stevie..."
"And why can't you do it yourself?"
"I uh, need to get something out of the Adam and Eve store next door.
Don't ask."
"I don't want to know." She said as she exited the car.
At home.
"Hey sis do you have a minute?"
"Depends on what you need. If you want to talk, then yes; if you want me to fix you another drink then the answer is definitely not."
"I can fix my own drink Stevie. Can you please come here? I need a favor."
Stevie reluctantly enters her brother's bedroom and immediately gasps at the half empty bottles of tequila and bourbon sitting on his nightstand while he sipped on a cocktail while wearing a somewhat flamboyant red bathrobe.
"Bravo Jan... bravo." Stevie said as she mock clapped. "It looks like you've finally realized that the best place to get wasted is in the comfort of your own home where you can't hurt anyone but yourself.
Too bad you didn't realize it before you totaled your car, injured a senior citizen, and earned yourself a four year stay in club dread."
Jan ignored her biting comments. "I need you to help me prepare for prison."
"Prepare for prison? Is that all? Well Hell's Bells with my "long rap sheet" I should be able to get you ready for the big house in no time." Stevie responded sarcastically.
"Not "prepare" in that way Stevie. Help me to prepare like this." Jan said as he produced a 12 inch black strap on dildo and tossed it to his sister.
"Ok now I'm really confused. How the hell is this supposed to help me help you to... Oh Hell No!"
"There's no one else I can ask Stevie."
"Jan I'm your sister."
"You're also all I have."
"I'm not taking my clothes off, nor am I touching your private parts."
"I wouldn't have it any other way. In fact..." He said as he disrobed and showed his sister that he was wearing a jock strap, "You wont even see my private parts."
"Alright already. I'll do it." Stevie said as she relented to her brother's uncanny request. "How do I put this thing on anyway?"
"Wrap it around your groin area like a belt."
"And you know this how?"
"I you-tubed it."
After the rubber prosthesis protruded from her body...
"What now?"
"Now I get on all fours, and you peg me."
"Peg? I thought I was just going to fuck you in the ass?"
"That's what it's called when the girl does it to the guy."
"YouTube?"
"Pornhub."
"Ready or not here I come." Stevie said as she guided the rigid cock toward her brother's exposed asshole.
"Wait aren't you going to lube it up?"
"Do you think Bubba is going to lube up?"
"Please?"
"Alright you big baby." She said to him as she grabbed the tube of lube that he had also got from Adam and Eve and rubbed it librelly onto the fake plastic cock. "It's now lubed and slippery. Happy now?"
"Beside myself."
Stevie sat the KY lube back onto the bed and slowly guides the cock into Jan's quivering ass. She gets one inch in when he puts his hand on her thigh.
"What's wrong?" She asked.
"It's bigger than I thought."
"You want to stop?"
"No. Keep going. I can take it." He grunted.
Stevie pushed even further. After she got four inches in, he stopped her again.
"What's wrong now?" She asked.
"I don't know. I used the bathroom before we started but I now feel like I need to take a shit."
"You don't. That's just what a dick feels like when it's in your ass. It's the same feeling."
"And how would you know? When have you ever had a big black dick in your ass?"
"One dick? She said with a scoff. "I've had five at the same time."
"Unnngh! What did you say?"
"It's not important." She told him as she continued to push the cock further into his rectum.
"You fucked a black guy?"
"5 little brother. Not 1... 5."
Stevie noticed that for whatever reason this new information was taking Jan's mind off his anal discomfort.
"Would you like to hear more, Jan? Would you like to hear about how your older sister got gangbanged by five black studs?"
"Unnngh! Fuck yeah I want to hear it."
"Do you remember my friend Ray from college?" She, asked.
"Yes."
"Did you know that Ray wasn't only my friend, but we were secretly friends with benefits?" She admitted as she drove the dildo as far as it would go into her brother's virgin asshole as Jan envisioned his sister riding Ray's huge black dick.
"Fuck me Stevie! And keep telling me about you and Ray." Jan pleaded as he now had to free his own rigid cock from the jock strap that it threatened to burst right through.
"It was one Saturday and I was feeling extra horny. My then boyfriend Scott and I had called it quits the day before for reasons unrelated to my secret relationship with Ray and I was in serious need of some of what he called his "Alabama Black Snake".
So I threw on a skimpy pair of tight cutoff shorts, a wife beater, and some black flip flops and made my way to his dorm, eager for some hard black dick.
But when I get there I realized that he had four of his friends over watching MMA. My pussy throbbed at the sight of these five dark chocolatey handsome and muscular studs.
But I needed to be alone with Ray and for that to happen I needed them gone, but Ray wasn't interested in shooing his friends away. But Ray and I weren't exclusive, so for some reason, I mustered up the courage to pull a stunt I never thought I'd pull.
I went into the bathroom and got completely undressed except for my flip flops and I walked back out into his common area and stood in front of the TV and declared, "anyone that's not completely naked in the next 15 seconds will have to settle for a hand job only. 15...14",
They were all naked by the count of 7."
"Oh God! Fuck me harder Stevie! It feels so good to have that big black cock inside of me."
"That's what I said after a few minutes too. I got on my knees and they all gathered around me with their now hard cocks in my face. I to this day wouldn't know any of them if I saw them on the streets, but I will remember those enormous dicks they sported for the rest of my days.
"I heard that you were the throat goat." One of them said to me as I took hold of his dick.
"You know what they say about us white girls don't you?" I responded as I gave him head that he wouldn't soon forget. Unfortunately, he quickly succumbed to the "throat goat" and blew his load with a quickness. I swallowed every delicious drop.
Hearing him voice his orgasm in the way it did caused me to have one. There I was, surrounded by dicks that needed servicing, and I came without my pussy even being touched.
How are you doing little brother?"
"Loving the idea that my sister is such a slut."
"Oooooo. I'm really going to punish you for that." Stevie told him as she jack hammered the dildo in and out of Jan's ass in rapid succession.
"I've been such a bad boy. Punish me Stevie."
Stevie, for her part had forgotten all about her "no touch" rule in the heat of passion and slapped her brother's bare ass with her hand and reached around and fondled his cock.
"Stevie no! You're going to make me cum! I wanted to hear you finish the story."
"I'm punishing you like you begged me to do. But don't fret Jan, we have six days left for you to hear all about the time I got "blacked".
And with those words, Jan let out an ear piercing howl as his cock exploded and endorphins flooded his body. Stevie, just like before, upon hearing her brother's orgasmic cry, also had a deep and shuddering orgasm. But she also remembered that they lived in a townhouse with paper thin walls and could only think of one way to contain both hers and his simultaneous screams of pleasure.
She reached down and covered his mouth with hers and stuck her tongue in his mouth. This even shocked Jan for a second but he knew that nearly all lines had been crossed this night and whatever his relationship with his sister had blossomed into, he was here for it.
The two siblings fell over onto their sides, the dildo still firmly embedded in Jan's cornhole. Stevie had actually fallen asleep by the time their bodies hit the bed and Jan wasn't far behind her.
He slept with the 12 inch cock still deep in his hole. If this experience didn't prepare him for prison, then nothing would.
Chap 3 First day inside.
Dear Diary,
Today was my first day of the next four years of my life. I would no longer be Jan Vincent Brewer, but rather inmate 974638.
My sister Stevie and I cried as we said our goodbyes at the prison gate. So much had transpired between us over the past week. She had fucked me daily with the dildo while she told me the rest of the story about her and Ray and his buddies. I could never get through the story before she got to the end without cumming all over myself!
We had even decided that we were going to cross the last remaining line. The night before I leave, Stevie and I were going to make mad passionate incestuous love.
It didn't happen though. Her period started the morning of. But to make up for it she actually blew me that night! My own sister had swallowed my cum!
But she had did so much more than that. She had prepared me for my prison stay. I was confident that I could take on any man in here regardless of his dick size.
I wasn't too worried though, most of the men in Southern California with huge dicks worked in the porn industry. I didn't think I'd run into many in the D-Unit.
As I walked in between the two guards or C. O's as they are called, one of them said to me, "they are going to love you on the inside. That asshole of yours is going to be working overtime."
"But you can always get with us and we will protect you." The other one said.
"How?" I asked.
"Well "pretty lady", give us that ass and we will make sure that the inmates are hands off."
"I couldn't believe it! Even the guards weren't averse to sticking their dicks in another man's ass if the man possessed feminine qualities.
"So I either hook up with you guys and get fucked by you and the other guards, or I get with the inmates and get fucked by them?"
"Pretty much."
"I'm not seeing the upside for me. How is this protection?"
"There are way more inmates than there are CO's."
"Maybe, but I only have one hole. So if I'm recycling 20 or recycling 100 it still only amount to one dick at a time."
"Choice is yours. But let's hope the word doesn't get out around the yard that your name is really Jan."
"Sigh, can I think about it?"
"Think about it when you go see Dr. Babcock. Because that's your first stop after you shower and change.
Dr. Brian Babcock was the prison physician; a tall handsome, well-built darkhaired Caucasian man who also possessed a very massive cock. But I'm getting a bit ahead of myself so allow me to slow down a bit.
Diary, let me say this, everyone in the entire prison was born male, there were no "cis" women in this facility at all. None of the cooks, medical staff, guards, there were no women period.
And when I went into the doctor's office and saw his inmate Asian receptionist, I initially took the petite darkhaired beauty with caked on makeup sitting behind the reception desk as a woman only to hear "her" speak and realize my mistake.
"Everyone calls me Thai." She said to me. "Dr. Babcock is expecting you. I'll buzz you in and then go down two doors on the right. So, how was your shower?" She asked with what I perceived to be a knowing smile.
And since I figured she already knew, I just told her the truth.
"It was fine even with the guards pretending to search me as soon as I exited before I could even towel off."
"Men..." She said with mock disgust. "Oh don't mind them. They are just like every other man in this place, a complete horndog.
Trust me girl, this is your last day shitting and or walking straight. Uh, you are gay aren't you?"
"Lets just say that I can play the role I need to play."
"OMG! We are going to get along so well! Once I rotate back into Gen Pop, I'm going to be with the A. B. s but I'm sure that we will be able to hang out a bit."
"The A. B. s?"
"The Aryan Brotherhood. They are one of the three gangs that runs this place. Maybe you can help me out when they decide that they want to gang fuck me. Take a little of the pressure off of my tight little ass."
"I'll see what can do. Nice meeting you Thai."
"Oh, yeah, we also have a beauty pageant coming up. Real trans models from the outside come in and do our hair and nails and makeup, I won last time but if you entered, I'd have some stiff competition."
"Really?"
"Yes, Amanda almost beat me but I got more votes than she did from the crowd."
"Amanda must be pretty like you."
"You'll see for yourself. Dr. Babcock currently has her on the examination table.
Also, a word to the wise; Babcock's like a freight train."
Given the overall atmosphere of this place, I had a feeling that I knew what "being on the examination table" would mean even if I wasn't sure about her "freight train" remark.
I wasn't wrong.
"Hi, Uh, I'm here to see Dr. Babcock." I said as I walked into the unlocked office door and found a tall muscular white man pounding the ass of an equally tall Latino male as he bent over the exam table.
"Unngh. I'm Dr. Babcock. "I'm just finishing up an anal probe exam. Are you Jan Brewer?" He asked without once breaking stride.
"Yes. Uh, should I wait in the hall until you finish... your exam?"
"By all means no. You just hang out right there and I'll be with you shortly." He said cooly. "But how rude of me. Amanda? Aren't you going to introduce yourself?"
"You just did Dr. Babcock. But anyway, I'm Amanda, and your name is Jan? OMG! I love it. What was your other name? Mine was Armando."
"Pleased to meet you Amanda. But Jan is my name. It's not due to a name change."
I guess this was all normal to them. Doctor Babcock and Amanda were giving me the rundown of how things worked on the D-Unit all while in the middle of having sex.
Amanda was very passable, the only thing that might give her away were her hands, other wise she had a nice blonde bob haircut, a full face, some perky breasts, and some very shapely legs. I couldn't tell how her ass looked as Dr. Babcock had that view blocked, but as I got close to shake her hand I realized that she wasn't as tall as I initially thought.
She was wearing a pair of six inch wedgie flip flops.
"Dr. Babcock? Are you about ready to conclude your... examination?" She purred to him, as she urged him to finish.
"Cumming in for a landing right... about... now." He said as his ass muscles twitched as he flooded Amanda's bowels with semen. This caused Amanda to cry out loudly. It amazed me how she never once broke character and sounded like a male.
Her femininity was completely in the driver's seat, even during involuntary bodily functions.
"Muffle her please." Dr. Babcock ordered.
"How?" I asked.
"How else? Kiss her."
Without debate, I planted my lips onto hers and drew her tongue into my mouth. Once I was satisfied that her vocal outburst had been contained, I came up for air.
"No don't stop." She said weakly. "He's still cumming."
"What? Noway."
"But then I looked up at him and confirmed that Amanda was spot on. His facial expression was that of a man that was still pumping his seed into his intended target.
How was this possible? Who was this guy? The "Sperminator"?
"He has huge balls." Amanda explained.
Dr. Babcock, who seemed generally unaware of our sidebar; had finally "emptied his balls" into Amanda's ass. Once this happened, she stopped screaming and he extracted his thick cock from her butt hole.
She breathed a deep sigh of relief as his dick as well as a significant amount of his seed exited her thick Latina booty.
I almost nutted just from watching them but that was info that they didn't need to have right then.
I expected to witness some crazy shit over my four year stay: I mean fuck, it's prison, but I never figured on my baptism by fire being day 1, watching the prison doctor ass fuck an inmate.
But I also had to remember that "Day 1" for me, could be day 5,617 for someone else; it was all about perspective.
"Toss me... toss me those baby wipes on my desk." A now out of breath Dr. Babcock said to me.
"Thank you Jan." He replied after he tore open the package, took out a hand full of wet wipes, cleaned off his cock and handed the package back to me.
"Go and clean up Amanda." He told me as Amanda still laid stomach down on the examination table with her freshly fucked ass still exposed for all to see.
"Brucie." She purred. "I can wipe my own ass, you know."
"Shhh. Ixnay on the "Brucie" stuff in mixed company."
"I'll bet you wouldn't have cared about me calling you Brucie in front of "mixed company" while you were busy cumming in my booty hole. You were knee deep in my ass in front of Jan but somehow me calling you a name of affection is the bridge too far?"
Without thinking I blurted out, "Well he... I mean she does have a point Dr. Babcock."
"Thank you dear." Amanda said to me after I finished wiping her ass clean of cum. "Thank you for that too. I'm certain I'll get to return the favor very soon."
Once Amanda stood up, I realized that it really was the heels that made her look so much taller. In fact, she and I were roughly the same height and build.
Her breasts looked really good and proportionate to the rest of her body. But what really got my attention was her dick as it dripped cum all over the floor.
"How did you... I mean, I never even saw you touch yourself."
Amanda looked at me with a bit of confusion, " You've never had a prostrate orgasm?"
"Uh, I think I might have, but I'm not sure if..."
"You'd know it. Trust me. It's the most intense ejaculation you can have. Why do you think I screamed the entire time while Brucie... Dr. Babcock was getting his own rocks off. Having a dick in your ass directly stimulates the prostrate."
"Thank you for the science lesson, Amanda. Now I'd like to talk to Jan about my plans for... what ARE your pronouns?"
"My pronouns? I don't understand the..."
"Do you consider yourself a he/him, or a she/her, or a they/them?"
I was unsure of how to respond to this. It was easy to call Amanda a "she" because it was clear that "Armando" was very much in her rearview mirror the same as whatever name Thai was originally born with.
Also, both of them have done something that I've yet to do; have sex with a man. Was I gay? I couldn't really say for sure anymore. I knew that sex with a man was pretty much a foregone conclusion for me at this point given my current circumstances, but people did things like this all the time right? Aren't there porn stars that participate in adult films with members of the same sex for compensation? "Gay for pay" it's called.
"She/her." I told him. "My pronouns are She/her." I finally said. Shit! There was no turning back now. With this full throated declaration, I had just placed a giant target on my back.
Or to put it more accurately, I had just placed a giant target on my ass.
"Well, that's wonderful news! And now that we have that little bit of business out of the way; I have an offer I'd like to make to you. I'd like to offer you the position of my personal secretary."
"Your secretary?" I responded. "Thai's job?"
"Thai is the receptionist. I'm the secretary." Amanda said.
"You're the... Oh no Dr. Babcock. I couldn't possibly..."
"Its ok Chica. We rotate out every three months. I'll just go to Thai's job and Thai will rotate back into Gen Pop. We do it this way to keep Brucie here from getting bored by only having one ass to screw.
Plus it gives us a chance to recover from the daily pounding that Brucie here inflicts upon his "secretary." Amanda explained.
"Daily? You guys do this everyday?"
"And twice on Sunday." Thai gleefully chimed in.
"And they love every minute of their "secretarial duties". Dr. Babcock said. "From the daily poundings to the added perks."
"Like what?" I asked.
"Shopping trips disguised as outside medical check ups. Why do you think we look so fly with our hair and nails done up all nice and professional? We have Brucie here to thank for it."
"Movies, nice restaurants, spa treatments, massages...
A small price to pay for getting that ass filled with dick once a day." Thai added.
"So, what do you think Jan? You've heard the elevator pitch. Are you interested in taking your turn at bat?" Babcock asked me directly.
"Uh, can I think about it?" I asked. I was a bit unsure as to if I could stand up to getting my low milage asshole fucked everyday by a man with such a massive dick as the one he had.
"Don't take too long. This position is highly coveted and goes pretty fast. Let me know by tomorrow at noon and no later." He said to me. He seemed a bit disappointed by my apprehension. It was clear that he was looking for a fresh new booty and he had hoped that I'd simply play along.
I wondered if perhaps I should have simply said "yes" and been done with it?
It's a good thing that he's going to hold it until tomorrow, maybe by then I'll have gotten my head out of my ass and taken the position.
"Come with me Jan, I'll show you where your quarters are." Amanda said to me.
"Remember, tomorrow by noon Jan. Not 12:01, noon." Babcock repeated.
"Yes doctor. I'll let you know by noon. No later." I assured him.
"Thai? You coming with us?" Amanda asked.
"No. We still have some actual patients to see. So I'll meet you back on "Queens Row" at 4pm."
"Ok girl. Love you. Muah."
"Love you too sissy." Thai replied and returned the air kiss to Amanda.
"Queens row?" I asked as we left the doctor's office and started down a long corridor.
"It's our own special place. It's where all the girls like us live."
"Girls?"
"Trans girls and gay men. We are our own tight knit group, just like the black gang, the A. Bs and the Chicanos."
"And everyone gets along with each other?"
"After the gang summit five years ago, things have been very peaceful. No one gets raped anymore. Guys aren't shanking each other out in the yard."
"I was worried about that."
"Worried about what? The raping or the shanking?"
"The former."
"Meaning...?"
"I was worried about getting raped."
"I was raped about 8 years ago. Around the same time that my man got...
So, what are you in here for? Did you write some bad checks?" Amanda asked as she abruptly changed the subject.
"Bad checks? Noone uses checks anymore." I said with a giggle that Amanda didn't find particularly amusing. "Uh, I'm on my third DUI, and I caused an accident."
"Chica, I'm going to give you the best advice I can muster. NEVER repeat what you just said while you're here. If Sundance found out that you're here for drunk driving he'd..."
"Sundance?"
"He's the leader of the black gang and he sits at the head of "The "Conference."
"The conference? What's that?"
"Have you ever heard of the mafia commission?"
"Yes."
"Well, The Conference is the D-unit version of it. All three gangs plus the guards, plus the warden. They discuss disputes, hear complaints and resolve issues when they can, and always without violence, and vote on proposals. We on Queens Row get a vote, but we normally just proxy with Sundance. He's always looked out for us.
In fact, he's the one who proposed and got the rule passed that rape is not to be tolerated inside of D-Unit by any guards or inmates."
"That sounds nice but, why does this Sundance hate drunk drivers so much?"
Amanda let out a deep sigh... "You know Chica? I probably shouldn't be sharing this with you right now; When Sundance graduated from high school, he had received a full ride scholarship to M. I. T; one day while he and his parents were out getting things for his dorm room prior to his first day of college, their car was struck by a man so drunk, the cops wondered how he was even alive let alone capable of even starting a car.
The impact killed his parents and landed him in the hospital for a month. After he got out and healed up, the pretrial of the man who had done this to him and his family was getting ready to start.
Unfortunately, the man who had killed his parents wasn't just some nobody. He was the pastor for a very prominent mega church in Los Angeles. He also was going before a very liberal judge with a reputation for being soft on even repeat offenders."
"Was her name Judge Barksdale?"
"Damn Chica! I think it was."
"Sigh. Go on."
"So, Sundance feared that he might get off with just a slap on the wrist, so he decided to take matters into his own hands. One night, he followed the preacher to a bar and cozied up to him and bought him drinks all night.
After the man was too drunk to drive, Sundance offered to give him a ride home. But instead of taking him to the preacher's home, he took him to his own house where he tied the man up and beat and tortured him for a solid week in his garage.
He even cut out the man's tongue. When asked by the police why he did that, he explained that he didn't want him to "repent" of his sins.
Afterwards he lit him on fire alive and watched him burn. Afterwards, he called 9-11 and confessed the crime to the operator and waited outside on his porch to be arrested.
Now, he was facing both kidnapping and murder, and the death penalty was on the table. He agreed to a life without parole plea and that's what brought him here.
He's smart, tough, drop dead handsome and we on Queens Row just love him to death."
"Don't mention drunk driving. Check." I said to Amanda as I gasped at the idea of being locked up with a man capable of such heinous acts against another human being.
"OK, Chica, lets get you made over."
"Made over?"
"Dolled up. Come on Jan. You don't really think you're going to be walking around in that god awful prison issue for the next four years do you?"
"I didn't really consider..."
"Sigh, come on, allow me to introduce you to the other queens."
Once upon a time, Stevie and I had went to New Orleans for Mardi Gras. Prior to, I had no idea of how large and diverse the Trans scene was in that town. You had some of the trans women that were very passable, you also had some that couldn't pass at all. There were white ones, black ones, Latino's, Asians, Indians from India for clarification, and middle easterners. Fat, skinny, tall, short, beautiful to the not attractive at all.
But the one thing they all had in common was that they appeared to be completely comfortable within their own skin. They danced they drank; they partied and I'm for certain that more than a few "straight" guys ended up sharing a bed with some of them that night.
When I walked into "Queens row" and beheld the "Queens", it was as if I was back on Bourbon Street. The same level of diversity, the same level of attractiveness or not, and the same level of comfort.
I felt that I was going to get along well with everyone. I had to admit, if my next 3 years and 364 days was going to be like my first day, I could do time standing on my head.
"Hey you bitches! We've got some fresh meat." Amanda announced as we entered the room.
"Oooooo! Some fresh white meat." One of the other girls said.
We noticed that a large crowd had gathered in a corner of the room and appeared to be watching something unfold. A fight maybe? Naw... that didn't seem plausible. But Amanda noticed my curiosity and escorted me over so that we could see.
"It's probably someone's birthday." She explained casually.
And when we got to the crowd, it was a true B-day celebration featuring a handsome Latino male jamming his thick cock in and out of the asshole of a petite ebony ladyboy who was bent over a table while a rather huge and muscular white Caucasian trans woman sat on the ground underneath them and licked and massaged the Latino guy's balls.
"I was right. It's Abraham's birthday today." Amanda whispered to me.
"Abraham", if you took away the greasy hair, and the prison and gang tats that covered at least 95% of his body was really a good-looking guy. On another plane of existence, this dark haired cutie could have also been an underwear model like myself. Wait, did I just call him a dark haired cutie? Sigh, when in Rome I suppose.
Suddenly one of the other "girls" shouted "Ten seconds", to which the crowd responded with 9,8,7... all the way to 1 at which time Abraham abruptly pulled his cock from the ass that he had been screwing and struck a triumph front biceps pose.
"That's four down bitches! Who's next to step in the box with ole Abe?"
"What we do for the inmates we like, the ones that really look out for us; we give them birthday celebrations. And we play this game with them. For three minutes he gets to fuck the girl of his choice and if he can last in her ass without cumming for three solid minutes then he fucks the next in line."
"Wow! And this goes on for how long?"
"Until he cums or he fucks everyone that's playing that day."
"Has anyone ever made it all the way through? You know, without cumming?"
"Sundance has. But he's a different breed. Abraham or "Ole Abe" as he calls himself is about to fall. Especially if he's about to face who I think he is."
"And whom might that be?"
"The one licking his balls. Belinda. She was a trans pornstar before she got locked up. A true bottom bitch through and through. Abe doesn't stand a chance now."
"I'm next Abe. And I don't think you're ready for this jelly." Belinda said as she stood up and twerked her huge enhanced ass cheeks and made them clap loudly several times.
"Oh come on Belinda. Let me hit a few more of the newbies before I get to you." Abraham whined.
"I'm next in line. Now get in this ass right now." She told him as she bent over the table. "And Timer, set the clock for a minute and a half." She ordered as Abe slowly stuck his stiff cock into her booty.
"90 seconds? You sure Belinda?" The Timer asked.
"This wuss won't last 30." She joked.
"Challenge accepted Chica! I'm letting you know now, I'm not stopping at 90 seconds. You aint going to be able to shit right for a month when I'm through with that ass of yours."
"You gonna brag or fuck?" She asked as she reached back with her hands and parted her butt cheeks as far as they'd go.
Belinda's former adult film star status gave a lot of context for why she looked the way she did. She stood around 5 foot 9 and if I had to guess her measurements I'd have put her at around a 34DD-24-40. She wore her waist length hair completely white like she might have been a Targaryen in a previous life; how she looked before she transitioned, I don't know but one thing for sure, if not for the muscles ripping from everywhere on her body especially as she's being sodomized, she'd pass easily.
Abraham attempted to go very slow in an effort to beat out the clock, but you could look in his eyes and tell that he was already cooked.
"Time?" Belinda asked.
"It's been 15 seconds."
"Well Chica. It appears that you shit the bed with that "30 second" bullshit." Abraham said as he tried to appear confident while still very slowly and carefully fucking Belinda's asshole.
"Sigh... some people... ok. Count me down ladies. She said as she began to "assclap" on Abraham's cock.
"10...9...8..."
"He gave up the ghost before they reached seven."
"God damn this ass!" He shouted as he emptied his balls into Belinda's thick booty.
Belinda pulled the still cumming man close to her and kissed him deeply. "Happy birthday love." She said to him as they broke lip lock.
"And that bitches, is why my girl Belinda is the GOAT!" Amanda shouted triumphantly as if she was the one on the receiving end of that intense anal pounding.
"Thanks ladies. Now if you'll excuse me. I have some business to attend to." Abraham said as he wiped himself off, kissed Belinda on the forehead, dressed and departed.
"That's it Abe. Fuck and run." Belinda said as she wiped her ass with a baby wipe. "Who is the newbie?" She then asked as she pointed toward me.
"Hi, I'm Jan I said as I extended my hand to her. She quickly pulled her panties up before standing fully and acknowledging me with a handshake.
"Jan". She said as she gave me a grip that felt like iron. "I like that name. Is it close to your government name somehow?"
"It uh, is her government name." Amanda added.
"Really? Your mom must have been a bit prophetic."
"Naw, just weird as hell." I countered with a smile.
"Jan here is in desperate need of a change in attire and a complete makeover. Pebbles? Can you handle that for us?"
"Of course I can Amanda. Abraham brought us in a shipment this morning."
"I noticed that "Pebbles" had been the honey skinned ladyboy that Abraham was first fucking when Amanda and I had walked in. I was just shocked at how completely normal all of this seemed. None of this seemed like two men engaged in gay sex. When Babcock fucked Amanda's ass and she playfully and affectionately called him "Brucie" it all seemed so normal, so... right.
To say that Pebbles was "petite" sounded like the understatement of the century. "Small Sue" or "Tiny Tara" would have been more descriptive names. She stood no more than 5 ft on the dot and probably barely weighed 95 pounds. She was flat chested and wore her hair close cropped with multiple rainbow colors blended in.
I had once seen stand up comedian Adele Givens in concert at the "Laff factory" and she had the biggest lips I had ever saw on a woman. They were so big that she incorporated them into her standup routine.
Pebbles had those same, big, full luscious lips that looked perfect for dick sucking. Something I was certain that she engaged in often.
I followed her into an adjoining room that was filled with clothes, shoes and costumes. I had a feeling that this was the aforementioned "shipment" that Abraham had earlier delivered to this group.
"Jan? Have you ever walked in heels?" She asked as she rummaged through a box of shoes.
"No. I can't say that I have." I replied.
"Here. Try these on." She said as she tossed me a pair of black rubber wedgie sandals.
I slid them onto my feet and realized that somehow she had deduced my right size just by looking at me. I was definitely impressed.
"They fit perfectly." I said to her.
"Standup and let me see you walk in them."
I did as she asked and immediately crashed and burned as I hit the floor with a dull thud.
"Don't worry Love. It takes practice. But you'll get there. You have beautiful feet. Had you ever considered being a foot model?"
"I used to model men's underwear."
"Really? Turn around and let me see that ass of yours."
I did as she asked. But I didn't fully understand what she really wanted.
"No Jan. I want to see your ass. Your naked ass. Drop the pants."
After I did. She remarked out of sheer astonishment.
"Oooo. You have a real nice bubble butt. You know Jan?" She said as she moved closer to me. "We don't only service the men in here. We also service each other." She said as she ran her hand over my crotch. "I want to fuck you and I'd like for you to fuck me in return. What do you say? Are you down?"
Was I "down?" I guess the rubber was now meeting the road. I knew this was inevitable. Sooner or later I knew I'd have a real cock jammed up my ass and not the dildo that Stevie had fucked me with.
Better to pop my cherry with a small fry like Pebbles, than a man with a king sized cock like Dr. Babcock's.
"Right here?" I asked.
"Right here. Have you eaten and pooped today?"
"I haven't eaten anything yet. And I did use the bathroom earlier." I assured her.
"Good. Bend over while I lube up. A minute later..."Ready?"
"As I'll ever be." I said as I tried to steady my heart beat and allow my sphincter to relax.
She slowly began to push her cock inside of me. I had made the mistake of not looking to see what Pebbles was working with in the dick dept and was met with a rather shocking surprise.
"Ow! Fuck! How big are you?" I asked as she slowly and painfully opened me up.
"Bigger than some, not as big as others." She casually said as she kept the slow and steady "push" going.
"I need a minute." I told her.
"Sure. But it won't help. My cock isn't going to suddenly shrink nor is your asshole going to magically expand. Trust me, I've been on the receiving end of a humongous dick that belonged nowhere near my asshole and I just made the best of it."
"Was it Belinda's? She looks like she's really packing."
"Belinda? Girl please. Belinda has a micro penis. That's what makes her a true bottom."
"Uh Pebbles? What exactly is a bottom?"
"You don't know what a bottom is Jan?"
"Just between us? No."
"Speaking of "between us", did you recognize that I had closed the gap between us while we focused on something else? I'm now all the way in while we talked about bottoms, micro penises and Belinda.
That's what I meant by, "making the best of it."
Damn it she was right! Just like it happened with my sister. Stevie distracted me while she fucked me with the dildo by telling me about her interracial gangbang, and now Pebbles had accomplished the same feat.
"How is it now?" She asked me.
"It's fine. Can you just take it a bit slow?"
"I can. But you need to keep it in mind. There's no rule in here that says that once a man is in your ass, he has to "go slow", once he has your consent, all bets are off."
"Well, that's scary."
"Unngh. But look at it like this." She said as she slow fucked my ass per my request. "If you tell him to slow down and he doesn't then you can simply deny him entry next time.
He'll already know that this is possible and govern himself accordingly."
"I sure hope so."
"Any of our queens that you'd like to sample?"
"You, of course. Amanda, Thai, and Belinda."
"Amanda and Thai will be easy. But Belinda normally only participates in birthday celebrations, other than that, she's in love with Sundance and only gives up the goods to him and his top men at his urging.
"Her and Sundance? Wow."
"Sundance also has Monica. She's his other main "lady". But She's currently in the hospital having her anus repaired."
"Whoa! What happened to her?"
"She took a dare that she could handle two dicks at the same time. It didn't... work out."
"Why... why did she think she'd be able to do something like that?"
"Girl was trying to compete with Belinda. Belinda did it in a porno once. But the guys both had avg sized dicks at best. But this bitch? This bitch decided to take on Sundance and Jr at the same time. They literally "tore her a new asshole"; Jr. is Sundance's second in command or "underboss" like they say in the mafia."
"Are you getting close?" I asked as Pebbles kept the slow and steady cock pressure going inside of me.
"At this pace? Not really. But I can speed up and finish a bit faster. You know the whole six in one hand half a dozen in the other?"
Yeah, I know what she's saying. If she fucks me faster it's going to hurt more, but if she continues to fuck me slowly, it's going to hurt less but hurt longer.
"Go ahead and speed it up and cum Pebbles. I'm "braced for impact." I told her.
I wasn't as "braced" as I had indicated, for when Pebbles began to really hammer my ass, I screamed bloody murder. I thought that I was going to need anal repair surgery myself.
I could think of only one thing to do in order to give myself at least some relief.
"Talk dirty to me Pebbles." I managed to eke out.
"Sure. What do you want me to say?"
Is this sissy bitch for real? Did she never talk dirty to a woman when she still pretended to be a straight male?
"Tell me about how much you like fucking my tight white ass with that big ass black dick of yours."
"Fuck! Unnngh! I'm gonna cum!" She announced.
"Well at least you got to enjoy the "talking dirty" part" and... "Fuck!" I suddenly shouted as I experienced my very first handsfree prostrate orgasm.
Amanda wasn't half right when she labeled it as "intense". There's intense and then there's downright debilitating. I couldn't have reciprocated the fuck that Pebbles had just put on me for a million dollars.
Her asshole wouldn't get the second fucking she craved on this night. At least not from me and my own spent and softening dick
And now I could use a good shower and I can't help but to feel a slight bit of anticipation for what tomorrow might bring in D-Block.
Chapter 4 A lovely night to dance in the sun.
On the other side of the prison from Queens Row, and lightyears from the D-Block general prison population sat a private suite. Inside of the suite was a couch, a flat screen wall mounted 72 inch TV. A king sized bed with a Sleep number mattress, a desk with a reading light, a stove, oven, microwave, refrigerator, private bathroom garden tub and shower, all tokens of appreciation from a grateful warden who gets the credit for transforming one of the most dangerous penitentiaries on earth into arguably the safest correctional institute that the world has ever known, the suite was the living space of one Richard "Sonny" Danville, or as he is more widely known, "Sundance".
"You're playing scared Boss."
"If you say so Jr."
"I'm telling you; that's what it is. I can see it with every move you make."
"And I'm telling you; you have a very bad vantage point."
"Think so huh? Check. Boss."
"You're too eager Jr. You hit your NOS button way too soon. Check and Mate, my good sir."
"Fuck! Damn Sundance, how'd you pull that off?"
"Simple, in your rush to claim victory, you never noticed that I had moved my queen away from her protective role just to feint going on offense; you took the bait and moved in for the kill, and thereby left me a clean route to your king from my knight."
"Fucking Satanic Black Magic. Sick shit."
"Cry me a river Paulie Walnuts. In the meantime, how are things on the yard?"
"All quiet as usual; everyone is following the rules."
"Even Hector's bunch?"
"Even Hector. He knows better than to cross you."
"See that it stays that way." Sundance said to the one called "Jr" whose real name was Donald Bailey the second.
"Also, had you scoped out that nice piece of ass that just made her way to Queen's Row?"
"That pretty little white one with the fat ass? Fuck yeah!"
"I'm going to get Belinda to arrange it for me so that I accidently bump into her tonight in the shower. Also, get Belinda and Pebbles to make her over.
"You gonna also accidently bust that ass wide open?"
"Only is she allows me to Donald. Only if."
"Belinda isn't going to be too happy about having to train her replacement. That big bitch would kill for you."
"I'm not replacing Belinda. I'm replacing Monica."
"Monica? Oh shit! It's about to all hit the fan and go flying everywhere."
Sundance brushed him off. "Monica is entirely too much trouble. Anytime she leaves this suite, I have to hold five conferences to fix whatever shit she's stirred up.
Now don't get me wrong as im sure that you already know, that Amazonian ass of hers will have you drinking her bathwater.
But as the saying goes, for every beautiful and sexy woman in the word, there's some guy somewhere who is sick of her shit. Monica is going back to Queens row for the duration."
"Speaking of conferences Boss, Hector is requesting a meeting ASAP."
"Hector? We conference in two days; what's so critical that we must meet now?"
"He didn't say."
"Hector's not even supposed to be discussing Conference Business with anyone not on the Conference. He knows this."
"No boss. I misspoke. Hector didn't tell me this. Abraham did."
"His underboss? Since when is he a messenger?"
"I was helping him take some supplies onto Queens Row and he passed the info to me and asked me to get with you on it."
"And that was it?"
"That was it. He was eager to get to the birthday celebration that the girls were throwing for him."
"Birthday. Do you know if Belinda participated?"
"She was the one who broke him down. In less than 30 seconds."
Sundance laughed. "That's my girl! I hope she wasn't up first or that was one short celebration."
"Naw. He had went pretty deep before he got to Belinda. Speaking of which. I think that I'm going to invite Pebbles to spend the night. I haven't had that sweet little ass of hers in a while."
"Just make sure that she's currently a free agent. We don't need any shit out of the Aryan Brotherhood or Hector's outfit."
"She's with us."
"Oh shit. I need a damn scorecard to keep up. Well, report back to Abraham and tell him that unless this is to save or take a life, Hector's issue will have to wait until conference time.
In the meantime, you mentioned "going deep", so I'm going to make my arrangements and if things work out like I'm calculating, I'll be going deep in some tight white ass later on."
The Shower.
Jan found the shower unoccupied and felt it the perfect time to "practice" her ass clapping. She was careful not to mess up the makeup job that Belinda had given her.
She admired her newly painted toenails as she stood naked in the shower except for her newly acquired shower shoes, a pair of rubber soled platform flip flops.
"Here we go. Just like Belinda had shown me. 1,2,1,2,3..." Clap, clap, clap. Was the sound her ass made as she twerked it up and down.
"Oh my god!" She shouted triumphantly. "I can't wait to show them when I get back."
"I don't know who "them" are, but I know that I'd love to see you do that again." A commanding and sexy voice said behind her.
Jan instantly did a 180 and came face to face the tall well built and extremely well endowed towel wearing black man standing before her. She could tell a little about the size of his dick by the way the towel stuck out in front of him.
He was also quite the face man. He wore his hair in twist that hung down just below his neck; his eyes were green and marbly. His smile was like something you'd see in a toothpaste commercial.
His presence here at this time seemed more than coincidence. The empty shower with 12 shower heads on each side with the notable exception of just the her and this dark skinned adonis suggested that.
Her heart skipped what had to be five beats as he took off his towel and allowed his long, hard and very thick cock to roam freely unencumbered by cloth.
"You can't make this up. It's bigger than the damn dildo!" Jan thought to herself. "I guess not all of the footlong African American guys are in Chatsworth being filmed in "Blacked" porn movies afterall."
The closer he moved to Jan the more she both dreaded and eagerly awaited what would happen next. Once he stood only inches away from her, 12 inches to be exact; she found her voice and spoke.
"I... I know what you're about to do to me and I know that I can't really stop you. Would you do me one small favor and go easy on me if you can? I've never had a dick this big before." Jan said as she reached out and took hold of his dick, while her own now hard penis looked like a pinky finger in comparison.
"Why did you say that you can't stop me?"
"Because if I resist, you'll just rape me. It doesn't take a rocket scientist to figure that out."
"I've often wondered why people use that analogy, when being a rocket scientist tells you very little about the human psyche. But you've got it all wrong. I'm not here to rape you. I want to fuck you for sure. But if you're not ready or just flat out aren't interested then I won't force the issue. What type of leader would Sundance be if I went around violating my own edicts? One of which outlaws rape inside of D-Unit."
"Wait. You're Sundance?" Jan asked as she realized that in the few moments since he arrived, she had forgotten all about the "no rape" rule.
"I am and, you're smiling now; I guess that means that you have heard good things about me?"
"Nothing but." She said, leaving the thought of the torture and murder of the killer of his parents perpetuated by him, out of her "nothing but".
"So. Do you want me to leave you be?" He asked.
Jan decided to take the initiative and reached over and kissed him while still fondling his dick and balls. Sundance, to her surprise returned the favor as he massaged her cock and nuts also.
"That's my answer. Now, do have any lube by chance?" She asked.
"I'm a former Eagle Scout missy. I'm always prepared. Look inside of my towel, you'll find some there."
Jan sashayed over to the towel rack and just as Sundance had said, found some KY lube in a pocket on the towel. She then playfully dropped it only to bend over giving the man a full view of her ass-ets.
She found that she was really enjoying herself, and really was excited for what was next to come.
"It's so big. I don't think it's all going to fit." She told him as she applied the lube to his cock while he applied it to her asshole's opening.
"Tap the wall twice when it's too deep. I'll pullback to where it's tolerable. By the way... how much time do you have?"
"At least four years. Unless the D. A. hits me with more charges."
"What did you do?"
"Uh, Bad checks." She quickly responded.
"Four years for hot checks? You must've written a shit ton of them."
"All over L. A. County."
"Well none of that matters here. Before these four years are up you'll be able to accommodate any man in here, regardless of size."
"And what if I only want to accommodate you?" She asked as she kissed him again.
"It doesn't work like that. We have rules in here that we all must abide by. The same rules that forbid rape also forbid me from keeping you to myself forever."
"That seems a bit contradictory."
"We can talk philosophy tomorrow. Right now, I'd like to fuck." He told her as he positioned her against the wall with her ass facing him.
"I would also." She said as she reached with one hand and spread her asscheeks.
"Here comes the pain! Just kidding." He said as he slowly started to enter Jan's puckered booty hole.
Jan grimaced and tensed at the pressure Sundance was putting on her entire body, but to her credit she did her level best to "ride it out".
"Breathe baby. You're holding your breath; that won't help at all. You have to relax and allow me to work my way to your prostrate, and it'll then be enjoyable for both of us." He said as he got a fourth of the way in.
Only thing was "a fourth" with Sundance's massive dong felt further than Stevie had went with the dildo, or Pebbles had went with her cock two hours earlier.
Jan desperately wanted to tap but realized that he wouldn't reach her "spot" if she did so at this moment. Luckily, he reached it at the halfway mark and she let him know with the two taps.
"You're doing great for an amateur. Thai tapped at the third inch." He told her which made her wonder if Sundance had fucked everyone on Queen's Row at one point or another. "How does it feel now?" He asked.
"It feels good. You can really fuck me now." Jan told him.
"You sure? I don't want to hurt you."
From out of nowhere, Jan's "inner slut" emerged. "Treat me as if I was any other bitch on Queen's Row. Give me all of this big black cock."
Sundance almost lost it and creamed right then and there. This seemingly alternate persona that Jan was now displaying out of nowhere had mind-fucked him.
This newbie had him thinking of reconsidering the rules and keeping her all to himself as she had asked.
"You asked for it bitch." He told her as he rammed his entire length into her ass and started pounding her mercilessly.
"That all you got bigboy? Is that it? It can't be. Fuck my sissy white ass Sundance. Make me feel your BBC."
"Who the fuck are you? And what did you do with the other girl?" Sundance asked as he realized that Jan was no longer in the driver's seat.
"Call me Lilly." She told him. I've been inside of this bitch all my life just waiting for the right moment to emerge. I came out one night with this huge marine. But Jan took back over at the wrong time."
"So what are you saying? Surely you're not about to run some type of "gay spirit" bullshit on me are you?"
"Fuck no! Jan has embraced who she really is without me and bravo for that. Some straight people have alters also; I'm certain that a man as astute as you appear to be already knew this.
Now you told her that you didn't want to do philosophy right now and that you only wanted to fuck. So figure it out later and just enjoy the ride for now."
Sundance... a man who took down half of Queen's Row on his birthday a few years back, now found that he couldn't hold on and was on the verge of exploding; "Lilly" sensed this and started to "ass-clap" on his cock with perfection.
"Cum inside of me baby. Bust all inside of this ass!"
He did as she had asked and both came within seconds of each other. Lilly erupted with a second powerful hands free climax as she sprayed the shower wall with her jizz just as her lover flooded her bowels with his own seed.
"Now THAT'S how you fuck an ass! If you're ever asked, THAT'S how you fuck an ass!" Lilly said to Sundance. "See you soon big boy." She winked as Jan remerged.
Sundance still had his dick embedded in Jan's ass. He held her tightly around the waist unsure of how to approach what he had just witnessed.
"Uh, is Jan your real name?"
"Yes. Jan is my government name."
"Would you like to stay with me tonight?" He asked.
"I'd love to stay with you every night. But I know, there are rules."
"Fuck the rules. I'll figure something out."
"You sure?"
"Baby, I'm the shot caller around here. The most powerful man in this prison. I'm also one hell of a negotiator. I'll find a way to make it happen.
For now though, I'll send someone to gather your things from Queen's row."
"Do you have a nice cell?"
"A cell? I haven't been in a cell in 6 years baby. You're about to witness a whole different side to prison life Jan; the side that you won't see on a show like "Oz."
Chapter 5 Dear Stevie
Stevie_brewer3749572@mmail. com attachments 10
Dear Stevie
How is my big sister doing today? It's only been three days but I miss you like crazy! I have so much to share with you about me and my whirlwind "transition".
So just sit back and relax while I, "spill the tea."
First off, I don't know if I can call myself your "brother" anymore with a straight face. And speaking of "straight", I no longer consider myself to be straight nor am I walking straight any longer, lol.
Maybe mom wasn't as crazy as we thought at how she named us after all. When you click on the attached images of me in my new style of dress complete with makeup, cutoff denim shorts, lace panty hose, and "come fuck me" mules, you'll see just why the name "Jan" fits me so appropriately.
Also, you don't have to worry about my safety. This facility is safer than any street you can name in all of California. The inmates have even outlawed rape! No fights, no stabbings or "shanks", just guys doing their time and trying to make the best out of their incarceration's.
And you'll never guess who I hooked up with on my first night in here! I met the jailhouse version of the BMOC. A very tough, smart and sexy black man called Sundance.
He's the reason why this prison runs so smoothly. He's also the reason why I'm able to send you an email so easily using his laptop and wifi connections while I lounge around in his quarters in a sheer night gown while another inmate prepares us a private breakfast.
He's also African American, so your little sister has also become a black cock slut. And when I said that he was smart... I wasn't just talking out of my ass. The man teaches classes here, preparing other inmates to get their GEDs as well as teaching an advanced philosophy class.
After an all night conversation with him(between the fucking and sucking lol), I wish that he had ran into a judge like Judge Barksdale for his trial and sentencing, and maybe she could have given him another shot at life because talent like his belongs in the boardroom or in a lab coat, not rotting away in prison; even if the prison resembles a makeshift version of a country club or resort.
But I suppose that if he wasn't here, then all our shared fears regarding prison life would be reality right now and it'd probably be weeks before you learned through snail mail that I was in here being beaten and or passed around and being sodomized against my will repeatedly.
Do you want to hear something wild as fuck? Evidently I have some type of alternate personality that manifested for the first time last night while Sundance was fucking me in the shower; she even has a name..."Lilly".
While I'm not exactly brushed up on how the brain really works and from the looks of things, Sundance wasn't either; I was fully aware of everything going on around me but I wasn't in the driver's seat.
I wasn't making any decisions; I wasn't in control in anyway and the deeper Sundance went in my ass, the more I felt control slipping away.
But as crazy as it sounds, I welcomed the invasion; she(Lilly) made it possible for me to deal with such a sexually powerful and relentless man like my new lover and I have the sore ass this morning to prove it, lol.
I'm supposed to go later on today and meet with the prison doctor, a man named Dr. Babcock of course. And of course the good doctor, who just happens to be an older but very sexy and handsome white man with a big dick is just as horny for ass as any other inmate or guard in this place.
So right now I'm suspecting that my sore ass isn't going to recover anytime soon. Sundance had a meeting scheduled for tomorrow but it seems that at the urging of the warden it's been rescheduled for today so he's already gone, both him and his "body guard" a former blonde trans porn star who goes by Belinda.
Now she's a whole different story; she's drop dead gorgeous, and built like a brick shit house. I think that she could probably take on most of the men in here in a physical altercation and she is 100% devoted to Sundance. I think that she would normally have shared a bed with us last night only Sundance wanted some privacy with me.
I think he calls these meetings "conferences" where he sits down with the other leaders in here and works on ways to keep the peace. All I know is that I'm very thankful to Judge Barksdale for sending me to such a nice place.
So don't you worry none about your little brother/sister. This will be by far the best thing that's happened to me in a long time. When you respond, please tell me how are things going on the outside? Any word about a lawsuit?
Are you still financially going to be ok with my not being there modeling?
Have you heard from Claypool as to if further charges are going to be filed?
Have you participated in anymore black guy gangbangs? LOL.
And what do you think about me and this "alternative personality" thing?
Anyway, hit me back at your earliest. Hugs and kisses. Love you Stevie.
Chapter 6 The conference.
Have you ever wondered how Vito Corleone knew that it was "Barzini all along?" Or more to the point, what gave him his first hint that the rival Mafia Don was really behind his shooting as well as the killing of Vito's eldest son Santino "Sonny" Corleone and not the pimp Phillip Tattaglia?
When the full Mafia commission met at Vito's urging, Barzini had positioned himself at the head of the table; essentially declaring himself the new head of the commission thereby usurping the position from a weakened Vito whose family had been sorely taxed by fighting a war on four different fronts. Barzini used words like "Don Corleone MUST" do this or that, in fact he spoke more than anyone in the meeting maybe outside of the great Don Vito himself.
In those few moments, Vito realized what not even his own Consigliere Tom Hagan had picked upon, that it had been Barzini pulling all the strings from the beginning.
In the D-Block penitentiary, no one dared to sit at the head of the table but one man, not the warden, nor any of the C. O's, nor the inmates.
A conference meeting had one head and one head only. And that head was the man called Sundance.
"When I first got to D-block, this place was probably the closest thing to Hell here on earth. Riots, race wars, fools lighting toilet paper on fire, rapes occurring right in front of C. O's who were too frightened of the inmates to stop it; several murders back then as I recall.
In a year, I had transformed this place into something like an all inclusive resort in the Caribbean. I convinced both Hector here and you as well Animal, that we are here probably for the rest of our lives, why do we have to do hard time, let's instead make it easy on us and everyone else.
Look at us now. Fat, full, happy, high, and even able to get our rocks off with beautiful women like my Belinda standing behind me. Now I ask you gentlemen, is this hell? Or have we breached the first layer of Heaven?"
"I'm sorry Sundance but is there a point to this?" An impatient Hector Alvarez, the head of the Chicanos and the man who insisted on holding the meeting a day early said in reply to Sundance's opening statement.
"He's wondering why you aren't Happy Hector. That's the point." The hulking Randy "Animal" McMichaels who was the head of the Aryan Brotherhood and a former motorcycle gang leader said to his Latin counterpart.
"Yes, what are you after here Hector? What are you sooooo discontent about?" Sundance asked.
"It's not fair that you control Queens Row in the way that you do. How do you know that neither myself or Animal wanted a piece of that newest cute white ass that you tapped last night?"
So that's what this is about? Who I'm sticking my dick into? Sundance thought to himself.
"Hector, you had all day to meet and greet with Jan. If it was that important to you, then why didn't you take some initiative?"
"Because me and my people were busy as usual doing all of the heavy lifting. We were busy unloading TV's, computers, clothes, food supplies, you know Sundance, all the things that make this place seem like Heaven on earth. The things that we Chicanos bring to the table."
Sundance motioned for Belinda to refill his coffee cup while he stared intently at Hector with a bit of a smirk. The mute warden as well as the tense guards waited on single ass cheeks as they wondered if today would be the day that the peace is broken.
"Hector when we sat down in the beginning to draw up boundaries and responsibilities you wanted nothing to do with what we now call Queens Row. What was it you said? Oh yeah..."Why the fuck would I want to manage a group of faggots"?
But I understood, back then the row consisted of a bunch of hard heads in shirts tied at their belly buttons with scarfs on their heads and terrible cheap makeup if any.
But now what do we have? A stable of trans women that could stand toe to toe with some of the most gorgeous women on the planet. Trans women who are completely passable, fit, feminine and cooperative.
Tell me Hector... I know that you love fucking both Thai and Pebbles, and when you slide your dick up either of their asses, do you even feel like you're really fucking a man? Or do you see two very beautiful women who exist only to serve men like yourself?
You wanted to handle the swag, Animal agreed to handle drugs and alcohol and I agreed to turn Queens Row into something desirable.
And now here you come, years later pulling a Marlo Stansfield and trying to take the block that I built up? I just have three questions... do I look like Bodie to you? Are you out of your fucking mind Hector? Do you really expect me to just rollover and give Queens Row to you?"
Time stopped in that moment...
Hector, whom it has been said is supposed to be very good with the knife but only in some sort of reasonable dispute, slammed his fist onto the solid oak table hard enough to spill coffee out of the cups of those in closest proximity to him.
Belinda made ready to defend her boss and the man she loved so dearly at all costs; anyone stupid enough to go after Sundance would leave this room this day feet first and on his back.
The C. O's made themselves ready to evac the warden who had been silent up until this point like mostly everyone else and just watching events play out.
"We all need to calm..." Warden Lake started to say but Sundance waved him off.
Sundance fixated his gaze onto a still seething Hector. This was a rare sign of aggression being displayed by the prison shot caller. Hector, as if in a trance just sat there immobile. He never once made eye contact with Sundance or anyone else in the room.
And then suddenly, after a few uncomfortable seconds...
"Ha, Ha, Ha, Ha, Ha, Ha,..." Hector laughed uncontrollably. "You should see your faces right now! I had all of y'all going!"
"What the fuck are you yammering about now Hector?" Sundance asked after he had calmed down a bit.
"It was a joke man. I was just fucking with you." Hector explained as he attempted to tone done the laugh frenzy that he had worked himself into.
"Da fuck is this? Grade school? Amateur night at the comedy club? These meetings are about keeping order in this place and not showing off our Richard Pryor skills." Animal added.
"Ahem... with the Chair's permission, I'd like to segway to something more important." Warden Chace Lake said. "The state has alerted me to the fact that the media wants to gain access and report on the conditions on the inside of D-Block. Why it runs so good, our lack of violence and so on.
We can handpick people for them to interview like Sundance, Animal and Hector. We would have to place you back in regular cells during the visit also. We can do this easy enough but there's still one major problem that I don't have an easy solution to."
"Queens Row." Sundance guessed.
"100 percent. We can explain a safe space for a bunch of gay men. But how the hell do we explain a cell block full of beautiful Trans women?
Beautiful and passable women like your beloved Belinda here."
"Can't Babcock take them out for the day?" Animal suggested.
"Prison buses filled with over 200 inmates in weaves, wigs and dresses from an all male prison unit? It would never work. The security risk of it alone would be too much for the doctor even with a few guards accompanying the convoy." Sundance explained.
"How about if we just tell who the fuck ever that the gay men in here don't wish to speak to the media and thereby outing themselves to unsuspecting friends and family on the outside?" Hector said proudly as if he had just figured out the cure for cancer.
An already annoyed Sundance looked over at Hector and said, "Jesus fucking Christ Hector, that's about the... damn... that's about the best idea I've heard." He said as he realized that even a broke clock can be right twice a day. "Warden Lake? Can we do this?"
"Restrict certain areas for the reasons Hector laid out? Absolutely."
"Looks like we are ready to end this with a vote. All in favor of Hector's plan say "Aye".
"Aye."
"Any opposed?"
"Looks like the Aye's have it." Sundance said. "Now if you all will excuse me, I'd like to adjourn this meeting and get on with the rest of my day.
Belinda?"
"Right here my love."
"Lets go fix some brunch."
As the two exit the conference room, Belinda wraps her arm around Sundance's and lays her head on his bicep as they walk back to his quarters.
"You're not happy with what happened in there." Sundance says to her in the form of a statement as opposed to asking a question.
"Why do you say that?"
"Because anytime I do something that you're not happy with, you cling to me even tighter. Honey, there's simply no way to justify Queens Row to the world.
Even in a state like California which is a bastion of liberalism, the public is not going to go for their tax dollars paying for hormone treatments and clothing and accessories for inmates. Incarceration is supposed to be punitive; tell me Belinda, do you feel as though you're being punished?"
"Only every time you give me that massive black cock up my bung hole and then not cum for a good hour or so."
"Don't threaten me with a good time."
"But really Sundance, I just don't like the idea of being forced to hide and I'm fairly certain that the other girls are going to share my concerns. We are good enough to fuck but not good enough to be seen with in public?"
"Belinda, look at you. Long white flowing hair, tight jean booty shorts that barely cover your 40 plus inch ass, full 36 sized breasts, thigh high lace white socks, mules... how would we justify any of this?
Baby, I'm going to need your help to sell this to the other girls."
"I understand what's at stake Sundance, and I'll... do what I can."
"That's all I ask. Any other concerns?"
"Hector. He thinks you're afraid of him."
"I'm not taking that bait. Hector ultimately to overthrow me, but he can't challenge me unless he can somehow get Animal and the brotherhood to stand with him.
Animal isn't there yet so Hector's intention is to undermine me just enough to make that happen or to cause Warden Lake to lose confidence in my ability to control D-Block."
"Warden Lake? But he loves how you've transformed this prison into what it is today. Surely he'd never..."
"You're extremely intelligent Belinda; almost as intelligent as you are beautiful. At the end of the day, Warden Lake is a business man, and if he begins to feel like Hector is the best choice to keep his gravy train from derailing then that's whom he's going to back."
"But I just can't see how... Oh! Do you hear that? Dr. Babcock is giving someone the business." Belinda suddenly said as she and Sundance walked by the prison clinic where screams of both anal pleasure and pain could be heard out in the hallway.
Sundance cooly looked down at his watch and replied, "that would be Jan. Sounds like she's going to be his new secretary."
"But I don't get it. You're bigger than Babcock, why does it sound like she's struggling so hard to take him when everything indicates that she handled you just fine?"
"First off, I was extremely gentle with her, Babcock won't be. Secondly and perhaps most importantly, she didn't actually handle me, that would have been Lilly."
"Who?"
Sundance gave a synapsis of what he had witnessed the night before in the shower as Jan's alter "Lilly" emerged during sex.
"Wow!" A flabbergasted Belinda exclaimed. "Sounds like she could use "Lilly" right about now."
"It sure does."
"My love." Belinda suddenly said in a tender voice. "Does it ever bother you to have to share with so many others?"
"Share? Can you elaborate?"
"Myself, Monica, even Jan now. Not everyone on Queens Row get's invited up to your private quarters despite the fact that you've probably been with every "woman" on the Row.
I kinda feel like the three of us might hold some significance in your heart yet we still have to make ourselves available by the rules to other men in D-block.
Sometimes. I'll admit that I get a little jealous over the idea of you fucking other women but it never seems to bother you when I get fucked by other men.
I guess I'm wondering if you feel as strongly about us as we feel about you?"
After a few seconds in thought, the prison shot caller let out a sigh and took Belinda's hand in his and began to explain.
"How much more time do you have before you become eligible for parole Belinda?"
"2 and a half years."
"And Jan?"
"4 years I think."
"And Monica?"
"At least 8."
"And myself?"
"Sundance... honey please don't..."
"Just answer the question, Belinda. How much time do I have to do before I'm eligible for parole?"
"You're not ever getting paroled." She replied regretfully. How she now wished that she could take all of this back.
"That's right I'm not. In two years, I'm never going to see you again. You'll promise to write, and maybe you will for a few months. But then life will start "lifing" and you'll be forced to move on with yours.
Maybe you'll go back to doing trans porn, or escorting or something to pay the bills. Maybe you'll meet some hardcore fan with a huge bank account who still jerks himself to your old movies and want's to move you into his mansion in Simi Valley or something.
Either way, I'm going to lose you, Monica and even Jan one day. That is what keeps me from being jealous over which prisoner has his dick shoved up any of your asses at any given moment in this place.
"Do I love you Belinda? The answer is yes. Would I love being able to call you my wife for the rest of our lives? You bet. But it's not reality, my love. It's just not.
Thirty years from now, I'll be right here. But you won't be."
A thousand thoughts rushed through her mind as she pondered an appropriate reply. Couldn't she commit some act of violence and get time added to her sentence? After all there were not many men inside of D-Block that she couldn't physically best in a fight but therein lie the catch-22. If she did get into a fight, there was the possibility that she might get time added onto her sentence but also she'd be immediately transferred to a new facility given D-Blocks zero tolerance for violence.
"I... I just want to enjoy the time we have Sundance. And right now, I'm so damn horny and I really need my prostate tickled as only your big black dick can do. Can we get away and go fuck for a few hours?" She asked hopefully.
"I wish. I'm teaching a GED prep class in less than 5 minutes. You're welcome to attend with me if you like."
"Baby anywhere you are, is where I want to be."
"That's my girl. Afterwards, we can see what's on the lunch menu in the faculty dining hall, or I can tickle your prostrate instead."
"A choice between those two? Who the hell can think about food at a time like that? I want to be split in two by you big man."
"Be careful what you wish for my vanilla princess, the last woman who wished to be split in two ended up in the hospital, split in two."
Chapter 7 Dear Jan.
janmbrewer@mmail. com
title: I'm so jealous
"Dear Jan. Wow! Just Wow! It sounds like you're adjusting well to your time behind bars. I fully expected this change in you, I just didn't think that it would happen on day 1. Yet here you are, all dolled up and transformed into such a beautiful and sexy slut lol.
But seriously, those pics of you are amazing. Maybe when you get home you can become a trans model. There's a huge market for the pretty ones like yourself.
Sundance sounds hot as fuck and I'm so happy to know that he's going to keep you safe while you're there.
So... your "other" has emerged. Notice if you will that there wasn't a question mark after the word "emerged". Sigh brace yourself little "sis"; I'm about to clue you in on a never touched on Brewer family trait.
I can't believe that you have never met any of mom's alters. I know that I have, several times. Two in particular really stand out in my mind; one was named Stevie, and as you may now can guess, the other notable one was named Jan.
They couldn't have been more different, an almost night and day like contrast between the two personalities. Stevie was... belligerent, foul mouthed, hard drinking, almost like the stereotype given to sailors of old.
Stevie was particularly emergent in response to some difficulty, car blows a head gasket, out pops Stevie. AC goes out at home, out pops Stevie, bad breakup, out pops Stevie.
Jan however, was demure, loving, gentle, almost feminine to a fault. She would emerge when mom was in a very blissful state; a hell of a lot easier to deal with than the Stevie persona, that much was true, but she often made poor choices in this state.
My... own emerged one night during sex with Ray; it was somewhere between my third and fourth orgasm that this happened. And before you ask, no it has nothing to do with engaging in interracial lovemaking, mom never dated a black guy and still dealt with alternative personalities, so I'd argue that mine emerging with Ray and yours emerging with Sundance were both just coincidences.
Besides, I really think that yours first emerged the night you almost got raped in the bathroom stall at that bar. Now, correct me if I'm wrong, but wasn't that guy white that you were with that night?
And how much of that encounter can you even recall?
Well, at any rate, we will discuss all of this more in depth when I come up next month for a visit; maybe by then, I'll have some news on whether or not you'll face any additional charges or not and just maybe I'll get a chance to meet your "lover" Sundance.
Can't wait to hear more of your juicy encounters.
Love always
Stevie.
Jan clicked off the computer and sighed in disbelief.
Multiple personality disorder ran in their family?
What a fucking blow!
Jan had long ago deduced that their mother suffered from some form of mental illness but it was always assumed that she was stricken with bi-polar disorder, with Jan "diagnosing" her as an armchair psychologist.
But to find out that those sudden shifts from mom being mean and at times verbally abusive to her morphing into this sweet, loving. and kind woman who wouldn't hurt a fly were actually different people inside of her head, was quite the revelation.
Sundance was a brilliant man, maybe she could get his insight into this also.
And Stevie was wrong, Jan's alter, "Lilly" manifested due to her being with Sundance sexually. It has to be about him, because she sure as shit didn't come out when Dr. Babcock was busy ravishing her asshole.
"Babcock's like a freight train".
"Those words that Thai had spoken to her now made all the sense in the world after having spent time on Babcock's examination table. Perhaps she had misjudged which of the two had the bigger wang, Babcock or Sundance.
Afterall, aside from a brief viewing in the shower, she couldn't be sure as to which one had the bigger cock. But she had also taken the doctor's dick down her throat and continually gagged on it.
But Babcock had touched places inside of her that Sundance never reached, and while he wasn't being mean or sadistic while he fucked her, he was relentless, fast moving, unyielding... like a freight train.
Hopefully, Sundance wouldn't want sex tonight or at the very least sympathize with her as to why her tiny little bung hole needed time to get back to 100%.
Perhaps she could suck him off to completion now that she knew how to suck a dick, but he didn't really strike her as the blowjob type. Sundance liked ass... tight white ass.
"Bitch, what the fuck are you doing in here?" A voice that was trying hard to sound feminine and failing miserably at it demanded as Jan felt herself being forcibly jerked out of Sundance's bed and thrown to the floor.
"Holy fuck!" Jan declared as she sized up her attacker. She stood at around six feet while looking like she surpassed even Belinda in terms of muscularity with features that appeared even more manly than those of Sundance including a square jaw, and brow overhang.
In fact, the only true signs of femininity that the black woman standing before her had was the ill fighting blonde wig that sat haphazardly atop her head.
"Perhaps you haven't heard of me. I'm Monica and I'm Sundance's main lady. I've been away for a while but now I'm back and you'd better have a real good excuse for why you're in his suite, otherwise, I'm going to beat your ass until your distant relatives cry out in pain."
Epilogue The domain of Animal and the A. B. s
"First day huh?" Animal says to the tall bald muscular white man that stood before him.
"Yeah. I had been given a few weeks to report after my parole violation. But today was the day of reckoning."
"What's your name brother?"
"Jason. Jason Baxter."
Animal studied the hulking mammoth standing before him. And when he thought of his bunch and the outfits of both Sundance and Hector, one glaring thought came to mind when he looked at Jason Baxter.
"Game changer."
"I recognize the USMC tat. Philippines?"
"Russia actually. Embassy duty." Baxter said proudly. "Did you serve?"
"US Army. Airborne Ranger."
"You know what we call an Army Airborne Ranger in the Marines right?"
"Why don't you tell me."
"A marine with the balls to jump out of a perfectly good aircraft."
"Bravo. Sounds like you made that one up."
"I did indeed. Now, what did you summon me here for?"
"Summon you? I figured that you'd want to hook up with us."
"With a bunch of Nazi motherfuckers? Not in this lifetime."
"We aren't Nazis. We've just banded together as like minded individuals in order to make prison life a bit more... pleasant."
"Pleasant, how? Can I fuck a beautiful woman inside of these prison walls?"
"Sure, as long as you don't mind her having a cock and balls."
"Do I mind? Hell, I tried to fuck a cute little femboy in a public restroom stall recently after I got his ass good and wasted until the bartender decided to cock block.
If I ever see that little cutie again when I get out of here, I'm taking that ass."
"Well, happy hunting. But in the meantime... Thai! Come here for a second or two."
The beautiful Asian trans-girl walks over seductively wearing no more than a t-shirt and black heels.
"Yes, Animal. What can I do for you?"
"Thai here, is what we call "house pussy", she'll be hanging out with us for the next month or so. Tell me Thai, how many A. B. dicks have you had up that sweet Oriental ass of your today?"
Without hesitation, Thai smiles and blushes slightly and says "5".
"Well let's make our new guy Jason here, number 6. Jason after you get your rocks off, I want you to get some chow and a stiff cocktail from our bar area, and then you and I are going to sit down and discuss some hierarchy changes that I'd like to make around here."
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