Devils Island

19. The Whorehouse

Morning came and the people and animals on the island started their day. A new day also started for poor Tess on the yacht. She had gotten very little sleep and her body ached. Her mouth was dry and her stomach grumbling. She was both mentally and physically exhausted. The last bit of fight and hope had left her sometime during the night, she had resigned herself to a fate worse than hell. When Jack arrived carrying a tray with breakfast, Tess thought her torment was over for the time being. Jack pulled up a small table and put the tray on it. The sight and smell of bacon, eggs, toast, coffee, and juice made her mouth water. Jack pulled up a chair and sat down at the table.

“I thought I would enjoy a little company while I have my breakfast. I see you sucked your new lover to completion. Did it take you long last night?” Jack asked.

“Yes. It was so hard, my jaws are stiff now.”

“Don't worry. With some work after breakfast they will get back into working condition.”

“Please I am hungry and thirsty.” Tess pleaded.

“You can't be hungry after having that giant meal through out the night.”

“Please.”

“If I give you some breakfast. What do I get in return?”

“Anything you want.” Tess hoped Jack wasn't just teasing her with the food.

“I will give you one chance to prove what a good whore you will be and how willing and obedient you are. If you fail, you'll go hungry until you learn.”

“Yes Sir. I promise I will be good.” Tess answered.

Tess was at the point she would agree to anything just to get out of the situation she was in and to get something to eat and drink. Jack released her wrists and thighs. Tess straightened out her body with great difficulty. She removed the weighted clamps from her nipples and felt the blood rush back into them as they came alive again. She waited for Jack's next instruction.

“Get a stool and sit to the left of me by the table. Pull your panties all the way down before you sit.”

“Yes Sir.”

Tess found a stool and pulled down her panties. Sitting down was not pleasant with her ass still sore from the cane. She looked at her breasts, which were very red and swollen from the straps. The feeling had returned in her nipples and they were painful to the touch. She waited patiently next to Jack.

“Spread your legs and show your pussy. Rub your clit until you are wet. You get nothing until you can show me some wet fingers from your hole.” Jack said.

Tess driven by hunger and the smell of the bacon began rubbing her clit with vigor. It didn't take her long before she was wet enough to show Jack what he wanted.

Jack scoped up some food and dumped the plate in her lap. He reached down and removed the catheter. Tess ate eagerly and more than anything, she gulped down her juice and coffee. Jack smiled, Tess would no longer struggle or resist. She still had no idea that, what she had experienced so far, was nothing in comparison to what awaited her at the whorehouse.

“Lets see if you have learned anything or if I need to give you another session on the whore trainer.” Jack grinned.

“No please. Don't put me back there. I will be good.”

“Stand up. Bend over. Get my cock out and suck it hard.”

Tess did exactly what she had been told. She didn't want to be strapped to that horrible contraption again. Her jaw still sore from sucking the dildo for hours, she bent over and gingerly took his cock in her mouth. Even bending over was strenuous, her muscles aching.

“Keep yourself wet and make sure I have a good view of you rubbing your clit. The customers want a good show as well as an excellent fuck.”

Tess pulled her skirt up and began to rub her clit. She knew that if she didn't stay wet, Jack would probably put her back on the contraption again. Jack was getting rock hard and erect from her efforts.

“Now get your pussy on that cock and get to work.” Jack commanded.

“Ok.”

“No. You stupid whore, you have to be more pleasing than that.“

“Oh Yes fuck me honey.” Tess tried.

“That's better but you have to sound like you mean it.”

“Yes, honey I would love for you to fuck my wet pussy.” Tess said in her sexiest voice.

“That is more like it now get to work and wiggle your tits when you say that next time.”

Tess straddled Jack and began to lower herself on to his cock.

“No. No. You always face the customer when your are on top, so he can squeeze your tits and suck your nipples.”

Tess turned around and Jack grabbed her sore tits pulling her down on his cock. He continued to squeeze and pinch her while she moved up and down as fast as she could on the cock. It didn't take him long before his semen shot up deep in her pussy. Tess sat still not sure if she should get off or stay were she was.

“As soon as a customer unloads, you get off him and get his cock put away. You need to get him out of your room so you can get the next one in. The more customers you take care off the more money we make off you and then Sanchez won't have to beat you. Got the picture?”

“Yes. I get the picture.” Tess answered a little subdued.

“Good. Get yourself cleaned up, shower, change into the new outfit, and get fresh make up on. You have an hour before I come back. When I do, I want you to be ready and in your cell waiting. If you are not, then back on the whore trainer you go for another long session.”

“I don't want to be a whore. Please let me stay with you.” Tess pleaded.

“Just do what I tell you. No more nonsense.”

“Please.”

“One more word and you are back on the trainer.”

Tess didn't dare say anything else and when Jack left, she undressed and went to take a shower. The warm water felt good on her aching body. She stayed in the shower, washing her hair, and cleansing her pussy and ass. She emptied her bladder as well to be on the safe side. She wasn't sure how long she had been in the shower and she began to worry that time was running out and she wouldn't be ready. She quickly dried herself and applied her make up. She did her make up very heavy and hoped that it wasn't too much but she figured too little would not be accepted. With her make up complete and nails painted bright red, she began to dress. The black half-cup bra felt a little small and her breast were pushed up more than she would have liked. The rest of the outfit was pretty much the same as before. The high-heeled shoes were just as uncomfortable as the last pair she had been wearing. She took one quick look in the make up mirror and hardly recognized herself. She had been transformed from a run away in jeans and T-shirt to a sleazy looking whore.

She felt the tears welling up and tried her best to hold them back. She couldn't ruin her make up now. Tess was very unhappy but also scared. This was not what she had in mind when she and Jane ran away from home. She entered her cell and sat down to wait for Jack. She wondered if this was the way people on death row felt.

On deck, Jack swore slightly. The trip had not taken as long as he had thought and when the yacht approached the isolated dock, there were two men and a car waiting. Master had clearly alerted Sanchez and he was on the dock waiting for his new whore. Jack had planned to hold on to Tess over night and teach her a few more tricks and get a little bit more enjoyment out of her but that would not be happening now. Jack was a little disappointed but it soon passed when he thought of the money this whore would bring him. Jack docked and waved to Sanchez to come onboard.

“Hello Sanchez.”

“Hey Jack. Any trouble on your trip?”

“No. Sadly Jason had a little accident and I had to bury him at sea.”

“So I heard.” Sanchez replied with a wide grin.

“Very sad.” Jack smiled back at him.

“Where is the whore? Is she any good?”

“She is below getting ready for her new adventure. She is ok, not great but she has potential.”

“Is she broken?”

“Not really, so you need to encourage her in the beginning. She still thinks this isn't real. I put her on the whore trainer overnight.”

“The full version?”

“Nah. Just the sucking pole and she got her tits worked over.”

“At least she has the basic idea then.”

“Yes but I haven't told her the full story of what to expect at the house.” Jack said.

“No matter, she will learn that soon enough. Go get her, I am in a bit of a rush, it is a busy night, and I need every available whore working.”

“Ok. I'll bring her up.”

Jack went below and found Tess in her cell. He motioned her to stand up and follow him. Jack didn't secure her in any way; there was no need for that. Tess followed him up on deck and spotted the two men. She didn't like the look of either of them. The shorter a greasy slightly fat man and the other was a giant with big muscles.

The greasy one spoke.

“What's your name?” Sanchez asked her.

“Tess.”

“That's too boring. We have to find a better name for you.”

“Get in the car. I don't have all day.”

“Please, Jack I don't want to go.”

“Get in the car now whore or Ed here will pick you up and throw you in the trunk.”

Ed grabbed her by the arm and led her toward the car. Sanchez followed. Jack said nothing and just looked on as Tess was pushed into the back seat of the car, followed by first Ed and then Sanchez. Jack didn't stay on deck to wait for the car to leave; instead, he went down to his cabin and poured himself a stiff drink. Funny he thought, in a strange way I'll miss the whore. Tess wouldn't exactly miss Jack but there would be many times she wished he had kept her on the yacht instead of handing her over to Sanchez. She was sitting between Sanchez and Ed in the back seat of the car. When the car started moving she felt like this was the beginning of a journey to hell. Sanchez words didn't alleviate that feeling.

“Listen up whore. I will only tell you this once. You either pay attention now and learn or you'll learn by the way of the ant farm. I don't use the cane much since it damages the whore. First, you are a whore and you will remain my whore until I get rid of you. You mean nothing to me except for how much money you bring in. The whores that work hard get a few benefits, the ones that don't I get rid of, one-way or the other. You will work every day. There is no time off. When things are slow, you get to eat and sleep but if a customer comes in and asks for you we wake you up. You will perform according to the customer's wishes. They don't pay for specific acts; they pay for time with you during which they can have what they want. That means if they want to fuck your ass, pee in your mouth, have you lick their ass holes or anything else, you do it. Do you understand?”

“Yeees.” Tess stammered.

“If a customer complains or you refuse to perform, then I will deal with you harshly. I don't like loosing money because a whore like you won't lick an ass hole. Many times the customers come in pairs or groups. Gang banging is common at the house. Your job is to get them off as quickly as possible, even if they paid for an hour. Usually they will leave when they are done and you can get new customers in your holes. You need to service at least 25 customers a day to meet your quota. The quicker you meet your quota the more rest and sleep you get.” Sanchez continued.

“Any questions so far?”

“What is the ant farm?” Tess asked fighting back her tears.

“We smear a little honey in your pussy and dump a jar of red ants in there. Your pussy is clamped and we leave you for a couple of hours with the ants inside. They will bite you and your pussy will swell from the irritant they inject. Then you go back to work. Only difference is that fucking a finger would be painful and getting cock in there will be pure hell, that's how swollen you will be. Any more questions?”

“No” Tess replied sniffling.

“So work hard, fuck hard and things will be much easier for you. Do you know how to check for VD?”

“No”

“One of the other whores will show you. If you suspect a client have VD you tell the bouncers and they will deal with it. I don't care if you are knocked up. Many clients like to fuck a pregnant whore and suck milk from their tits. When you drop the brat, we sell it for adoption and you go back to work. No time off for that.” Sanchez smiled.

He loved the initial speech to a new whore. They always looked totally defeated and horrified. Tess was no different. She was fighting back her tears.

“Pull down your panties and get your tits out so I can inspect you.”

Tess determined to not start out on the ant farm, did was she was told. Sanchez squeezed her tits, stuck several fingers in her pussy and ass. He rubbed her clit and tugged at her pubic hair. His hands went all over her groping and squeezing.

“Get on the floor, get our cocks out, and show us what you can do with your mouth.” Ed spoke for the first time.

Tess slid down as best she could; undoing the zippers in their pants and with a worried look took them in her mouth. Ed was not only long but also thick. Tess couldn't get both of them in her mouth at the same time, so she went back and forth between the two cocks. Sanchez stretched out on the back seat and pulled Tess up on top himself. He shoved his cock in her pussy and pulled her towards his chest by her tits. Ed spit in her ass hole and drove his monster home. Tess screamed. Both her holes were being stretched tremendously. The raw burning pain was unbearable.

“Work your ass whore. Lets see what you can do.”

Tess tried to move up and down on the cocks as fast as she could, praying they would finish quickly. She was in luck, after about 10 minutes both men unloaded inside her. Sanchez pushed her back down on the floor.

“Pull your panties back on and get your bra on. You need to get ready for your next clients, not sit there half naked like a dumb whore.”

Tess pulled her panties up and put the rest of her clothes on. She resumed her place between the two men.

“One final thing. When we get to the house, Ed here will mark you. All whores are tattooed with Belongs to Sanchez.”

The car continued toward the house, taking Tess to her new life. She would never see Jack or go back to the island. Her fate was sealed.