Chapter 18: The Yacht

After having disposed of Jason’s body, Jack resumed his solo sailing adventure toward the coast. Tess was securely locked in her cell below deck and would not cause him any problems. Jack was proud of himself, Jason had never suspected that he would betray him if the opportunity presented itself. Jack had been the one that had kept a close eye on the slaving operation and unknown to Jason reported every move made to the Master. He had in fact worked for the Master long before he met Jason. Master was also responsible for Jack being released from prison early, even though Jack had been convicted on a totally unrelated charge. Jack set the course for the coastline and switched on the autopilot. He had at least 18 hours before he would reach the mainland, maybe longer if the weather didn’t hold. It was time for some rest and recreation and to put the “crew” below to work. Jack’s bonus for long and loyal service was Tess. He could keep her on the yacht until the end of the week before he had to deliver her to Sanchez at the whorehouse. Jack would also get a percentage of the money Tess would bring in as a whore. After Sanchez and the Master had taken their cuts, Jack calculated he would still receive anywhere from 300 to 500 dollars a week. If Tess lasted 2 years at the whorehouse, Jack would make somewhere in the neighborhood of 50,000. Far less than the Master or Sanchez but for doing nothing, it was good money. Jack would still make the pickup runs of new girls for the island but he would not be involved in the abductions anymore. He would just pick up the cargo and deliver it to the island. He could handle that without hiring any additional crew and therefore he would not have to split the profit with anybody else. Jack reached the cell that housed Tess. He stood there for a moment just looking at her while he was trying to decide what kind of recreation he was in the mood for.

“Where are to taking me? What is going to happen to me?” Tess asked somewhat subdued and fearful.

“Do you really want to know?”

“Yes. Please just let me go. I won’t say anything to anybody.”

“I have heard that one before. I’m not that stupid.” Jack replied.

“You will do what I tell you to do and go where I tell you to.” He continued.

“Please. I will make it worth your while, if you just let me go.”

“When did you become rich? You are nothing more than a runaway that nobody will miss.” Jack laughed.

“Maybe I could make it up to you in another way?” Tess tried.

“What way would that be?”

“Hmmm. I could help out on the boat, cook maybe?”

“I don’t need a cook. You’ll have to come up with something better than that.” Jack answered.

Tess got the distinct feeling there would be only one offer that would even be considered by Jack. She really didn’t want to offer any sexual favors, but she remembered the treatment the girl called Penny had received onboard so maybe that was the answer, if she willingly offered to fuck these men. Tess didn’t know that Jack was the only one left onboard now.

“I’ll let you fuck me.” She said reluctantly.

Jack burst out laughing. He shook his head in amusement.

“You are not a very bright whore. I can fuck you as much as I like and as often as I like and there isn’t anything you can do to stop me.”

“Look around you. You are in a cell onboard a boat in the middle of the ocean. What would stop me from fucking you?”

“Nothing I guess.” Tess replied in a defeated tone of voice.

“Your right about that.”

“So, what do you want in return for letting me go?”

“Nothing. I do not intend to let you go.” Jack said with a laugh.

“Well. That’s not quite true. I will hand you over to the whorehouse owner eventually.” Jack corrected himself.

“Please no. I am not a whore.” Tess was frightened.

“You are right. You are only a wannabee whore at the moment but after I get done with you, you will be a whore trainee, even if you won’t be a full-fledged whore by the time we reach the mainland.”

“At least you will have completed your basic training.”

“Please you can’t do this to me.” Tess was sounding desperate now.

“Sure, I can. You mean nothing to me. You are just a piece of meat for my enjoyment and profit.”

“Enough of this chit chat. I am in the mood to play.” Jack said.

Jack unlocked the cell door and entered the cell. Tess in a desperate attempt to escape swung her clenched fist against Jack’s jaw. Jack ducked and took a step to the side. Before Tess could swing again, Jack landed a powerful punch right in her stomach, knocking the air out of Tess. She dropped to her knees gasping for air.

Jack kicked her right between her legs just to cause her more pain and make sure she got the message that such behavior would not be tolerated. Jack bent down, grabbed her by her hair, and pulled her along toward a contraption in the center of the cell deck area.

“Ouch, that hurts. Let go of my hair.” Tess cried out.

“Don’t be such a baby. Whores need to learn to enjoy some pain and rough treatment.”

Jack stopped in front of the device he intended to secure Tess to. She struggled to her feet with Jack firmly holding on to her hair. Tess couldn’t figure out what she was looking at or what Jack had in mind. Jack pushed her forward until her thighs pressed against the closest T-bar. With his free hand, he reached in between her legs and pulled the first strap around her right thigh. The strap was secured to the bar, and with the help off a knob on the bar, it was pulled very tight. He repeated the procedure with the second strap around her left thigh. Tess felt the straps biting into her thighs and tried to reach the knobs with her hands to get free. Jack let go of her hair and grabbed her right arm, pulling it forward. Her wrist was secured to the front T-bar with a steel cuff that was welded on top of the bar. Tess did manage to loosen the left thigh strap somewhat before Jack grabbed her left arm and locked that in place. Jack tightened the thigh strap again. Tess was now firmly attached to the double T-bar device. With her arms straight out in front of her and her thighs pressing against the bar, she was forced to bend forward in a horizontal position. Jack pressed a pedal on the floor and the two T-bars began moving further apart stretching Tess between them. When Tess shoulders were about to pop, Jack stopped the machinery.

“I won’t pull your shoulders out of their sockets unless you misbehave.” Jack warned her.

“Ahhhh. It hurts.”

“Just wait. You are not done yet. There are a few other and more interesting features to the whore trainer.”

“Please. No.”

Jack stepped back to admire the view of the still dressed but stretched out Tess. Jack smiled he was pleased with his handy work. He scratched his chin while he contemplated what additions he should make, so that Tess would be even more “comfortable”. He disappeared for a few moment and Tess could hear him shuffling a few things around. When he returned he was carrying what looked to Tess as two wheels with a number of straps attached. The straps where fairly wide but not very long, still they were long enough to reach the base of her tits. Jack bent down and placed the wheels right under her breasts.

“This is a fun addition. Once I get them in place and the wheels start turning, the straps with fly around and beat your tits at a steady pace. The wheels will turn in different direction to spread the blows evenly on you tits.” Jack explained.

“Please don’t hurt me like that. I will let you fuck me any way you want.” Tess begged.

Jack laughed.

“You silly whore. I can do whatever I want to you at any time. I would have thought you had gotten the picture by now. You are not very bright, are you?”

Jack bent down and reached under Tess. With one powerful pull, he ripped her top off. He unhooked her bra and pushed it down along her arms, Tess tits hung straight down. Not satisfied with that, he added a clamp with a heavy weight attached to each nipple, effectively stretching her nipples and breasts toward the deck. Tess groaned as the clamps bit into her nipples and stretched her breasts.

“That is better. Now your tits will get a nice and firm beating when I start the wheels, without bouncing around too much.”

“Please No.”

Jack adjusted the speed on the wheels and then with a smile flicked the switch to set the wheels in motion. Tess reaction was immediate as the first strap flew around and hit the outside of her right tit. This was quickly followed by another strap from the second wheel landing on the outside of her left tit. The pace of the wheels was steady as alternate blows landed on her weighted down tits.

“Aaaaaarrrrrrrrrggggghh” Tess let out a series of groans and screams.

“I just love the way your whore tits move around. Once we really get into it, I will increase the speed and that will make the blows harder.” Jack snickered.

Jack moved behind Tess and pushed her skirt up around her waist. Slowly he pulled down her panties until her openings were exposed and available. Tess felt something thick and sticky being poured on her ass checks. Jack proceeded to rub in the sticky mess all over her cheeks. Massaging and squeezing her buttocks, he worked the paste into her skin. It didn’t take long before Tess felt the warm almost burning heat.