[Fiction] Prison Island

[Luffy90]

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Hello. Before i start the first chapter i just want to say a few things about it.

I did write a story on here a few years ago but never finished it. I didn't want to write another one that i might end up not finishing so i have been thinking for a while if i should do it or not. But for this story i already have the basics of the story ready in my head.

It might seem like a slow starter but i just want to build it up that way. I have 9 chapters ready as a backlog so i hope i can keep a steady schedule with 1-2 days between each chapter so that i have time to add more before i run out. I wanted to finish it before i started posting it but i found myself spending too much time thinking about it rather than writing, so i decided to just go ahead and start. Anyway I'll post the first chapter right under this post to get going.

And please if you have any feedback on it, either leave a comment or send me a PM. I would greatly appreciate both positive and negative feedback.

[Luffy90]

Chapter 1

Guilty? She thought to herself, Guilty of what? Every memory before today seemed to have disappeared, she didn’t even remember her name. They said it as they read her verdict but was it really her name?

Ruby, as they called her, had been sentenced to 5 years on a prison located out in international waters this morning. This was the earliest memory she had, and she had no knowledge of any crimes they said she had committed.
　　Confused and scared she had been taken away stripped down to only a red jumpsuit and placed in a bus along with four other girls and two boys who seemed just as confused as she was. They were not allowed to speak to one another and nobody told them how long the ride was going to be.
　　
After what must have been a few hours they arrived at the docks where a large ship that looked like an old cargo ship was waiting for them.
　　On the ship Ruby and the other prisoners had been locked in their own cells while being transported out to the sea. Her mind was spinning as she sat in the corner of her cell, not a single piece of furniture was placed in the cell, just a perfectly square room with white walls and a door. What did we do? What did i do? She thought to herself sitting there. Not being able to figure anything out she just closed her eyes trying to wait out the ride and hope she got her memories back eventually.

“Wake up!” A man shouted, she slowly opened her eyes and tried to get a look at the guard standing in front of her, he was wearing a black coat with matching black pants and he had short dark hair. “Get up missy! Time to get off this ship.”
　　With no sense of time for how long she had been out or even what time of day it was she stood up and rubbed the sleep out of her eyes, the light hitting the bright white walls in the hallways was hard to adjust to.
　　Once Ruby arrived at the deck with the guard she could see others aswell, she thought she recognized a few of the ones from the bus earlier but there were a few new ones that had arrived on the ship aswell, five guys in total and six other girls.
　　
And then, in front of the ship she saw it. The big fences looked like they circled the entire island, probably ten meter high with barbed wire all across it. Watch towers all around with guards manning them and spotlights shining across the prison.
　　Where the hell am i? Was all Ruby could think looking at her new home.

[Luffy90]

Chapter 2

Once the ship that was carrying them had docked at the port they were escorted off in a single line, each of them handcuffed with links holding them all together. The sky was dark and the only sounds coming from the island was the waves hitting the shores. No sounds at all came from inside the prison, you could just see the lights that shone across the courtyard back and forth as the guards kept watch.
　　At the gates they were met by two armed guards who opened the big gate to let them in, after everyone had stepped inside, the gate shut close behind them again.
　　“Don’t stop here, keep moving!” The guard shouted at them as they all stood and watched their surroundings. “Step inside this building and you will get your cell numbers and go through the information briefing.”
　　They just followed him without anyone daring to say anything.
　　
Inside the building they got let loose from the chain that held them all together and they only had their handcuffs left on. They got seated down inside what looked like an old classroom and a woman came in and went to the front of the room, she was tall and had short dark hair pulled behind her head. She wore a tight white shirt along with a long black skirt, she seemed very different from the rest of the guards.

“Thanks officer” She started and the guard raised his hand to his head for a salute and stepped towards the door to keep guard.
　　“Welcome to your new home. I’m going to keep this briefing simple to give you the basic overview of this place. Your first week will be a week of learning, so any questions you still have after this briefing you will get answered within this first week. Understood?”
　　Everyone nodded without speaking.
　　“Good!” She continued with her firm voice. “Now let me introduce myself. I’m Amy, warden of this prison, unless any of you become a problem you won’t see me much, and that would be a good thing for all of us. Each of you will be placed in a cell with another prisoner who have been here for at least a week at minimum, they will be able to answer most of the questions you have at this point. The prison cells are located in two different buildings, one for the men and one for the women.” She looked at everyone to make sure they were still following her.
　　“Starting tomorrow you will be placed in different jobs, a new one everyday for the first week and then we decide along with each of you what to do next, there are some other options available later on but ask your new cellmates for more details on that. Wake up is at 06:00 and from that time you have one hour to eat in the cafeteria. At 07:00 you will be at your cells again until you are picked up by someone responsible for your job that day.” She looked around at everyone before continuing.
　　“Now you will be escorted one by one to your cells, so just sit tight and we will call each of your up and escort you into the cell block”

[issabella]

nice edition cant help wondering whats coming up

[Luffy90]

Chapter 3

As the warden left after her speech, a female guard walked in to the room.
　　"Ruby?" She asked, looking at the prisoners sitting in front of her.
　　Ruby looked at the others before answering. "Here." Still confused about the whole situation.
　　"Come with me."
　　Ruby stood up and followed the guard out of the room.
　　
The guard escorted Ruby out of the old school building, once outside she removed her handcuffs.
　　"Thanks." Ruby said, giving a smile to the guard, trying to make the situation a bit more friendly. "They started to hurt a bit on the wrists."
　　"Next stop is cell block A where you will be placed with the other girls, that's the big building to the left over there, the one to the right is cell block B, where the boys are placed." The guard replied back to Ruby, still with a firm and almost angry tone in her voice.
　　
Ruby walked slowly in front of the guard taking a look at her surroundings as she walked towards the cell block, the courtyard looked almost like a park, it had a basketball court, a running track along the fences, lots of tables to sit at but there was no vegetation except for the grass.

They arrived at cell block A and the guard opened the door and let Ruby inside. Then pointed her to a room just to the right of the entrance.
　　"Step in here so i can register you and get you into your new outfit."
　　Ruby stepped inside and the guard followed and locked the door again behind them.
　　"Stand in the circle at the center of the room there" The guard said before moving to the computer at the end of the room. "Now remove that red jumpsuit and everything else you may have on you and throw it in the basket in the corner, then get back in the circle."
　　Slightly nervous and a bit confused she followed the order, not wanting to get in any trouble. She removed her shoes and unzipped the jumpsuit and stepped out of it leaving her completely naked. Once she had thrown the outfit away she stepped back into the ring, covering herself up the best she could with her hands and looking back at the guard who was busy typing at the computer.
　　"Good." The guard said looking back up at Ruby. "Now state your name please."
　　"Uhm... Ruby, you even said it when you picked me up." She told the guard, still not completely certain that was her real name.
　　"Age?"
　　"I don't..." Ruby started before a number suddenly popped in her head. "19 i think."
　　"Don't worry, most of the prisoners who come here don't remember anything. Just tell me what you do remember and this will be quick. Most of the important memories will return in the next few days, and we can fill in any empty information if needed for those who can't give us everything on day one." The guard answered back.
　　"Why don't we remember anything?" Ruby asked curiously, seeing as the guard seemed to know more of the memory loss she was experiencing.
　　The guard gave no answer to that. "Breast size?" The guard looked at Ruby before adding "Remove your hands so i can see please, keep them straight down your sides."
　　Ruby did as the guard commanded.
"Quite small ones. No need to know the exact size then." The guard said after getting a look at Ruby's chest while she kept typing stuff into the computer.
　　Ruby was embarrassed just having to stand there naked getting eyed on by the guard who kept typing in information about her.
　　"Alright, i think we got most information needed typed in." The guard said as she stood back up. "Please just wait here while i go pick up your stuff."

[jklivin]

Good start and looking forward to more soon.

[Fantage]

Great keep writing!

[Luffy90]

Chapter 8

“Please calm down.” Kate started again after dropping the news on them just a few seconds ago. “most likely none of you will go to the extreme end on your first week, that kind of work usually goes to those who prefers that once the trial week is over and you get placed into different temporary or permanent jobs, but there can be exceptions, just know that. Today however is not that extreme.” She took a small break and continued.
　　“Our job today is short and simple, we work as a service team to guests arriving here. Those who decide to come to this place usually do that for an experience they can’t get anywhere else, wich apparently only this place provides. We get a list of requests from the visitors and we complete those lists. Now today we are pretty lucky and we don’t have many guests, eight to be exact. That means one for each of us and one person gets two. I’m going to take those two today since all of you are new here. Any questions regarding that?” She looked at everyone before ending her look on Ruby, giving her a comforting smile. The girl next to Ruby raised her hand. “Go ahead.” Kate said pointing at her.
　　“What if they force themself on us or something like that?” The girl said with a nervous voice.
　　“They won’t.” Kate said with a clear voice. “The rooms do get recorded and they are in a prison, it would be very stupid of them to do so. And also, they can’t possibly do it in this exact job since they get chained up.” Kate took a small break again before continuing her explanation.
　　“I should have probably specified more, let me explain. Our job involves the guests being locked up, they are taking the roles as prisoners and we have to do a task they requested to experience. The requests can be almost anything you can imagine, so it’s hard for me to tell you what to do before you actually receive your own. Each request given has a set amount of requirements that has to be checked off before your job is complete. Once you are done with your client, you just press the button at the wall next to the door you entered from, you will see that when you go in after this meeting. That button tells the guards that you are done and they can go in and release the client. After that, your work is done and we meet back here for a quick briefing once everyone is finished. Usually everyone does more than one task, but today is apparently a short day for all of you. Any more questions?”
　　“Just one.” Another girl said. “If they are taking the roles as prisoners, do we decide how we do their requests, or can they still give commands?”
　　“They can still decide how they want their requests to be done. The only real way they are considered prisoners is that they are chained up so that they can’t move.” Kate answered. “Any more questions or should we just get started?”
　　
Everybody seemed like they just wanted to get it over with so Kate brought up a box with the requests inside of it and read up the first girls name.

[lkkrdingos022]

We want more, we want more!

[Luffy90]

Chapter 9

"Laura?" Kate said holding up the first note that was inside the box.
　　"Here!" The girl who sat next to Ruby said and stood up and got the note from Kate. She was a tall and skinny girl, she had dark hair that hung loosely down to her shoulders and was wearing a pair of glasses.
　　"You will find the wardrobe in the door on the opposite side of the hall from this room, open your note there and you will figure out the rest, the room number you have to go to after is written in the note in your hand. We have all of this floor to our disposal so you will find your designated rooms by walking through the hallway."
　　Laura left the room with her note and Kate picked up the next one from the box.
　　"Ruby." Kate said looking at her.
　　Ruby stood up and walked over to Kate to get her note. As she received it Kate wished her good luck in a whisper and then she walked out the door to find the wardrobe.
　　
The wardrobe was a small room with a few benches and lockers on each side, it also had a secondary area with showers, which Laura was apparently using.
　　"Laura?" Ruby asked as she sat down at a bench.
　　"Yes?" Laura replied back from the shower room.
　　"Why are you in the shower now?"
　　"Because my note wanted me to be freshly showered. Maybe my client is some cleanliness freak or something, i dunno."
　　"Okay, i was just curious if i got the wrong room somehow, sorry."
　　
Ruby opened up her own note and read it:
"Job description:
Room number: 105
Client name: Jacob
Age: 43
Client wish: The client has requested to get a full body massage.
Checklist to complete for this job is:

• 15 Minutes lying face down, hands and feet tied up.
• End with a happy ending (Hand job) after the 15 minute timer.
• Remember to use massage oil.
• The client will continually request which area to work on during the massage.
• The girl giving the massage must do it naked.
• The client will rate the work with a 1-5 (5 is the best rating.)

- NOTE: All jobs are being recorded for safety reasons, as well as evidence keeping."

Age 43... That’s over twice my age. Ruby thought to herself staring at the note in her hand. And i’m supposed to give him a hand job aswell?!
　　She took off the clothes she had on and put them in a locker where she also found a bathrobe to wear until she got to the room she had her job in.

As Ruby left the wardrobe, another girl was on her way in, she didn’t know her name but it was definitely one of the girls she recognized from the trip to the prison, mostly due to her long red hair.
　　102... 103... 104... 105. She stopped outside the room to quickly read her note again. Naked... Remember to use oil, 15 minutes of massage with a happy ending to finish it off... The thought of it creeped her out, for all she knew it could be her dad in there.
　　Ruby took a deep breath and put on a fake smile and opened the door.

[Luffy90]

Chapter 10

Ruby opened the door and entered. The room was small, maybe twice the size of her cell. On the right side there was a table with different lotions and oils on it, and to the left there were towels hanging on the wall together with some clothes wich had to be the client's. In the center of the room there was a massage bench with a man on it lying face down, both his hands and feet were tied to each corner of the massage bench and he had a towel covering him from the waist down.
　　Just as Ruby closed the door behind her, the man lying on the bench raised his head and looked behind him towards her. He looked quite good for his age and he didn't look 43 at all. "Hello miss." He said, giving Ruby a smile as she came a bit closer to him. "I'd shake your hand but... I'm kinda stuck." He gave off a laugh.
　　"Hello." Ruby answered back in a shy voice, focusing on keeping her smile on. "Sorry if i seem nervous, it's my first day here."
　　"No problem, just hang your robe up and remove my towel when you are ready to start."
　　
She took a deep breath and went for it. She slipped out of the robe wich left her naked and hung it up on the wall before removing the towel covering the naked man lying on the bench. He had a slim but muscular body and Ruby surprised herself by wanting to see the rest of him.
　　"Have you been here before?" She asked him while walking over to get a bottle of massage oil, the nervousness was going away, but she still had the hand job left in the back of her mind, and she was not looking forward to that part.
　　He raised his head again to check her out as he gave her his answer. "I try to come here once a year, it's quite an expensive trip."
　　"I see. Are you ready to start then?" Ruby asked him back, just wanting to get this over with.
　　"Sure thing, just tell me once you start the timer."
　　
Ruby turned the clock back to 15 so it would ring when it was done. "Okay, starting now."
"Alright, just start with my shoulders and whenever i say the next part just move on to that." He said as he put his head back in the hole in the front of the bench.
　　
Ruby walked over to the front of the bench and started applying oil to her hands and his back around the shoulder area. It was a strange feeling standing there massaging this stranger while both of them were naked.
　　
Every few minutes the man on the bench gave her a new area to work on, slowly working her way down his body, ending with his feet.

Then the clock rang, the 15 minutes were up.
　　Ruby went over to the clock to stop the ringing before turning her attention back to him.
　　"Ahhh, that was a great massage." He said looking at her after raising his head again. "Now just get some more oil with you and give me the happy ending before this relaxing feeling goes away."
　　Her nerves were back now, she closed her eyes trying to calm down as she filled her hands with oil. "How do i go about doing that while you are lying face down?" She asked him while walking over to the bench again.
　　"Look underneath."
　　Ruby ducked down to see under the table. Not only were there a hole for the face but there was another one for his cock to go through aswell.
　　"You might have to lower the massage bench to be able to lie underneath and reach up to me, so just click the down arrow that is on the right side of the bench until you find a suitable height." He paused for a second. "Then lie under me so that i can see your pussy while you finish me off."
　　Ruby did as she was asked, slightly creeped out. The bench was lowered and she crept underneath and was now lying face to face with the mans fully erect cock looking straight back down at her.
　　"Perfect... Didn’t know you were allowed to shave in the prison, i have to say you look really cute down there! Spread your legs please, i want to get a good view of you while you go at it." He requested as she was in position under him.
　　“I don’t know if we can shave in here, i only got here yesterday.” Again Ruby did as she was told and spread her legs. Then she rubbed her hands again to spread the oil across both of them. Now the moment of truth. She reached up and took a hold of his cock and started to apply oil from her hands all over it. Ruby started stroking him slowly, hearing the squishy noises of the oil as she went up and down with her hands. Drops of oil fell down on her chest as she kept stroking him faster and faster. She felt him grow harder by the second, something she thought wasn't possible seeing how hard he had felt from the moment she started.
　　She could feel his heavy breath between her legs as she lay there under him. Strangely she started to slightly enjoy it, while at the same time hating herself for it. She didn't want this, deep inside she knew she didn't. But the more she got into it, the more she wanted it to continue.
　　He started to move a lot more now, the little he could move while being tied down on the bench above her. She increased the speed again, the oil kept making sounds every time she did a stroke. She felt herself getting wet, imagining this huge cock entering her slowly, her mind starting to wander off.
　　Stop! She thought to herself, forcing herself to focus. She cleared her head and kept focusing on the current task. Continuing to stroke him faster and faster, his breath growing heavier by the second.
　　Then he shot out a huge load that came in waves hitting her across her chest and neck, just below her face. It kept coming out as she did a few last strokes, he was shaking hard now.
　　"Oh my god... That was... Amazing..." He said almost out of breath.
　　"You're welcome." Ruby answered back as she crept out from under the bench. She felt the warm fluid run down her stomach as she stood up and walked over to grab a towel to wipe herself off with. “Now i just need you to rate this.”
　　"A one to five rating right?" He asked back.
　　"Yup."
　　"I would give you the best rating just for the ending, but since you seemed so nervous for a while there, i have to give you a four out of five. Either way, i hope it's not the last time i come across you!"
　　"Thanks, have a good day then, bye." Ruby said and put on her robe again and headed for the door. She clicked the button that marked that she was done and left the room.

What a crazy experience! She thought to herself heading for the wardrobe to end her work with a shower to clean herself up.