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Spring Break Slaves 2: Reporting from Pirate Cay

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CHAPTER EIGHTEEN


“Do you really think that was Barb’s first time, Dee?” Tara Malone asked her friend and former Pitcher College roommate, Delia Ortiz as they waited inside the exercise room for their daily workout under the strict supervision of their personal trainer, former Providencia Marines Drill Sergeant and Pirate Cay’s resident disciplinarian, Robert. They were clad in string bikini tops, shorts that barely dipped below their lower cheeks and sneakers.

“Well, Big Fred said she was certifiably a virgin.”

“What the fuck does that mean?”

“I assume it means that the doctor examined her the way she did with us when we first arrived. You know, the full pelvic. I guess Barb was intact. I don’t think he’d lie to the Senator.”

“I guess so,” Tara replied. “He never tried to pass us off as virgins.”

Delia laughed. “Good luck with that, girlfriend! In my neighborhood they’re few and far between."

Tara laughed also. “Yeah, most of the girls in the trailer park got started pretty early. Who was your first?”

“Some friend of my older brother’s. Yours?”

“A guy in high school.”

“Anything beats the Senator, I’m sure.”

“You’re not kidding, Dee. That guy is a pig and I bet we haven’t even seen the worst of him yet.”

“Yeah, poor Barb. Though she actually seemed to get into it after a while.”

“She did, didn’t she? That’s Pirate Cay for you. Once you give in and go with the flow, you can actually have an OK time.”

“I wonder if she’s gay?” Delia suggested. “That would explain not having done it with a guy.”

“Well, I’ll bet Kelly is checking that out very carefully.”

Delia laughed. “Count on that, Tara!” she replied. “It’s just another rite of passage down here.”

“Well, Kelly is very…skilled,” Tara said.

“I can’t stand the bitch, but, yeah, she is. So maybe Barb will get into that, too.”

“Maybe,” Tara allowed. “We’ll see if she wants to join us some time. But I’m pretty sure the boss won’t let her get away without giving the Senator that b.j. I don’t get why she makes such a big deal out of it. It’s just one of those things guys want, so you do it.”

Delia shook her head. “Hard to figure, but you know who’s going to win any test of wills. His island, his rules.”

“Yep, she can do it the easy way or the hard way, but do it she will.” Glancing up, Tara saw Robert’s muscular figure entering the gym.

“Alright, you two!” he announced, his voice authoritative despite the soft island lilt. “Your classmate didn’t join you?” he asked.

“I think she’s down at the sea with Kelly,” Tara replied, rolling her eyes.

“I’ll speak to the boss and see if she will be joining you tomorrow. Now drop and give me thirty.”

The two students looked at each other. “Thirty?” Delia asked nervously. “I thought we were supposed to do twenty.”

“You’ve done twenty, now we have to step it up,” he replied. “That’s how a training regimen works. Always more. Now, down we go.”

Reluctantly, Tara and Delia got down on the floor. Robert pulled out his phone and reset the stopwatch. “Ninety seconds, let’s go!” he ordered.

The two women pushed their upper bodies up, straightening their arms, then let gravity lower their torsos back to the prone position. Then up again, and down, each counting in their heads, focusing on breathing as Robert had taught them.

They were on seventeen when Robert called “Sixty seconds!”

‘Shit!’ Delia thought. ‘There’s no way I can do thirteen in the remaining thirty seconds.’ Yet, she knew that failure would almost certainly have a price, so she pushed harder, gasping for breath, her heart pounding, sweat covering her skin.

“Time!” Robert called all too soon. “That’s twenty four for Tara, twenty three for Delia. He will be disappointed.” Tara knew it wasn’t good to disappoint him.

After a brief rest, Robert ran them through their treadmill routine-up and down imaginary hills. Robert’s eyes were glued on Delia’s tits, which were bouncing furiously as her legs worked. Finally he announced “OK! That’s enough. You can go cool off in the ocean. After lunch, you are to report poolside. You got that?”

“Yes, sir,” they both replied.

The beach was deserted when they got there. They quickly took their shoes off and headed into the water, feeling the buoyancy easing their sore muscles. “What do you think this poolside after lunch is all about?” Tara asked.

“I don’t know, “Delia replied, “But this is Pirate Cay, so you can bet that Barb will find herself faced with a tough decision.”

“Better her than us,” Tara said.

***​

Tara gasped as she and Delia entered the pool enclosure after lunch. She had never seen anything quite like the heavy wooden structure that stood on the concrete deck near the deep end of the pool.

“What the fuck is that?” Delia muttered.

As they approached, Tara could see that there were thick leather straps attached to the base of two of the upright pieces and to one of the crossbars. She reached out a hand to push against one of the uprights. It didn’t budge. This wasn’t surprising, since the bottom of each of the wooden uprights ended in a bracket that was screwed onto a bracket that was firmly set into the concrete.

Tara shook her head. “Whatever they plan to do with this is not going to be good.”

“I hear that, girlfriend,” Delia added. And, hearing the voices of their employer and the Senator approaching, she added, “I don’t think we’re going to have to wait too long to find out either.”

The two men entered the pool enclosure, trailed by Kelly and, behind her, by Robert, who was carrying a duffle bag, which he set down next to the wooden frame. They sat on deck chairs under a large canopy that shaded them from the harsh tropical sun, facing the apparatus, which was in full sun.

“Don’t be shy, you two, come and join us” he said, beckoning Tara and Delia over. He took hold of Tara’s arm, pulling her onto his lap. The Senator did the same with Delia, untying and removing her top as soon as she sat, and pawing her large breasts.

“Where is little Miss Too Good to Give Blow Jobs?” the Senator asked.

“Would you please go get Barb?” the billionaire asked.

Robert and Kelly left, returning in a few minutes with a completely naked Barb between them, each of them holding firmly on to one of her arms. She was biting her lip trying hard to look brave and determined, but Tara could tell she was scared shitless. Her eyes darted back and forth between the two men and the intimidating wooden frame.

“Barbara,” he began. “You came down here to Pirate Cay of your own free will, did you not?”

She looked down at her feet, then up at him. “Yes, sir, but…”

He shook his head. “I flew you down here, provided you with a nice room, did I not? You have shared my food at my table.”

“Yes, sir, that’s true.”

“You just had a most enjoyable swim with Kelly, I am told.”

Tara could see that Barb looked very uncomfortable at the mention of that. She didn’t know exactly what had happened between Kelly and Barb, though she had a pretty good idea.

“Yes, sir,” Barb replied shifting her weight from foot to foot.

“You have been promised a large sum of money with the possibility of bonuses for good performance, haven’t you?”

Barb nodded.

“And what is asked of you? That you provide companionship for me and my guests. That is how business works, by a mutual exchange of things of value.”

“The Senator is my guest. He requested a favor from you, something that women do for men every day all over the world. And you refused.”

Barb looked like she was about to speak, but he glared at her and she held her tongue. “The Senator was, to be very frank, displeased by your refusal. I don’t like my guests to be unhappy. Nevertheless, we realize that you are innocent and all this is new to you. You were whipped for the first time and lost your virginity yesterday. The Senator understands this. And he is willing to give you a second chance, Barbara, in the spirit of generosity that guides us at Pirate Cay.”

“I’m sorry,” Barb replied. And Tara had to admit that she did look sorry.

“That’s good Barb. Sorry is a start. Now I want you to get down on your knees and crawl over to the Senator and provide him the pleasure he deserves.” Delia started to get up so that the Senator could receive his tribute from Barb.

“I’m sorry, but I can’t,” Barb said.

“What the fuck did you say?” the Senator demanded. “What do you mean can’t you little bitch?”

“I don’t mean any disrespect, but it’s gross and I can’t do it.”

“Barb, what did we talk about just a little while ago?” Kelly asked her. “You have to.”

Barb shook her head.

“Well, now I’m sorry,” he said. “In business and in life one doesn’t get an infinite number of chances. Put her on the frame.”

“No!” Barb protested. “You can’t!” This is outrageous!” She tried to break free, but Robert had an unshakable grip on her left arm and Kelly, despite being slim, was stronger than she looked and had Barb’s right arm immobilized.

Barb tried kicking out at Kelly who dodged the attempt with practiced skill. They dragged the protesting, wriggling student over to the frame. Robert used his considerable bulk to pin the squirming naked Barb against the crossbar on the far side, while Kelly knelt and fed the straps attached to the uprights around each of Barb’s ankles and pulled them tight.

Then Kelly went around to the other side. Robert pressed down on the small of Barb’s back, bending her waist at a ninety degree angle. Kelly strapped her wrists to the cross bar on the far end. Barb was now more or less immobilized.

Barb’s struggles and the way she had been forced to submit to the superior force had made the boss quite aroused. Tara could feel his erection pressing into her ass.

Tara watched Robert open his duffle bag and remove a fearsome looking cane, as thick as his smallest finger, though small was a relative term in his case, and a bit longer than his arm. He swished it around. The sound sent a chill down her spine. She could only imagine how it must sound to Barb, who was completely vulnerable to its bite.

Robert brought the cane close to Barb’s face. Her eyes were fixed on the concrete, trying hard not to look at the instrument that would soon be used to break her will, but she couldn’t resist giving it a quick glance.

“Look at this cane, girlie,” Robert ordered. “When I was in the Providencia Marines, we used to use this now and then on misbehaving recruits. Grown men, and they would howl and cry. After that, no more trouble from them. Now imagine how this will feel when it bites into that tight little ass of yours.”

Barb looked up at the cane for a moment, her eyes wild with fear. She stared at Tara and Delia, hoping, perhaps for their help, but what could they do? Tara was just glad not to be facing that awful cane herself.

“Let me up Delia,” the Senator said. He lowered his shorts and underpants and stepped out of them. He was semi-erect. He walked over to stand in front of Barb. His crotch was at the level of her face. “Last chance, cunt,” he said.

Barb shook her head.

“Don’t be a fool, Barb,” Kelly advised, but it was too late.

“Give her a taste, Robert,” their employer ordered.

“It will be my pleasure, boss,” Robert replied, striding purposefully behind Barb. He tapped the cane a few times against her buttock cheeks to find his range. Then, he took a step back, drew the cane behind him and lunged forward, his arm driving the implement of punishment in a vicious arc towards the target.

Tara heard the “Whoosh” as the rattan sliced through the air and the crack, like a pistol shot as it struck the soft flesh. Barb’s head shot up. Her eyes were wild with pain and fear.

Tara could hear Barb’s sharp intake of breath and then the deep throated cry of shock and protest. “Owwww! Fuck!” Barb yelled.

“Give her another one,” he ordered.

“Yeah, make the bitch pay for her insolence,” the Senator seconded the motion.

Robert struck again. “Oh, god! Ohhhh!” Barb cried.

The Senator moved in, his penis now fully erect, the tip just an inch or two from Barb’s face. He reached down and grasped her hair, pulling her face up. Tara could see tears rolling down Barb’s cheeks.

“Come on, girl, do your job,” the Senator ordered.

“Barb, just do it,” Kelly urged. “They won’t stop until you do. Why prolong your suffering?”

Barb shook her head.

The Senator nodded at Robert, who wound up and struck again, provoking a spate of wordless howls from poor Barb.

Tara could feel her employer’s cock pressing into her ass even more insistently. “I want you, Tara,” he said. She stood and stepped out of her shorts as he did the same, then sat back down in the chair. Tara got back on his lap and slipped his penis inside of her. She was very wet and it slid in quite easily.

He beckoned Delia over. She stood next to them. He nuzzled her breasts as Tara rode him up and down.

Robert struck again, three more times without a pause, each one eliciting a shriek of pain that finally fell to a soft moan. “Please stop, please,” Barb begged, her voice hoarse from screaming.

“Oh, you want him to stop, cunt, do you?” the Senator said, yanking hard on Barb’s hair to raise her head. He thrust his pelvis forward so that the tip of his rock hard penis was against her lips. “All you have to do is take it in. Otherwise, he’ll keep going.”

“Barb, the decision is yours,” their employer added, his voice strained with trying to hold back his pleasure as Tara rose and fell on his lap. “In business, sometimes you have to cut your losses.”

Barb kept her lips closed. Robert struck again, then once more. Tara was feeling very good riding the hard cock that pressed against her cervix each time she slid down onto his lap, before rising again.

With the next lash, the dam broke. “Oh, God, it’s too much! I can’t take any more!” Barb cried. The Senator slid his erection into her open mouth. She didn’t resist.

“Now you’re finally getting smart, you little slut,” the Senator cried. “Take that all the way in!”

Tara felt her employer thrusting his hips against her ass, and, then, as he moaned her name, she felt the wetness inside of her. She went over the edge, too, shivering with pleasure. She idly wondered if this would be the moment when his heir was being conceived.

As Tara came down from her orgasm, she watched the Senator slowly fuck Barb’s mouth. “Swirl that tongue around the head,” he panted. “That’s a good little whore.”

Soon, the Senator announced, “Get ready. I’m going to cum. And you better swallow every goddamn drop if you know what’s good for you.” His body went rigid and he shouted. “Fuck!” and pulled Barb’s head tightly against his crotch, holding it there for several seconds before he finally relaxed.

Tara couldn’t tell whether Barb really did swallow every drop. It seemed to her that quite a bit dripped down her chin onto the concrete below.

But the Senator didn’t seem to notice. He seemed happy, at least for the moment, that he had forced her submission. He came over to his host and high fived him in triumph. “Goddamn, that little slut has a nice mouth! Now that she knows what it’s good for, she’ll make some man very happy!” he crowed.

Meanwhile, Robert glanced over at the boss, who nodded wordlessly. Tara watched him strip off, his body gleaming with sweat from his exertions in the sun. His cock was pointing up, large and hard.

Robert moved in front of Barb to the spot where the Senator had stood moments before. Wordlessly, he slipped his erection into Barb’s mouth and began thrusting. “That’s it, Barb, thank Robert for teaching you the error of your ways,” Kelly said.

Tara watched as Robert used Barb’s mouth like one of those sex dolls, caring only for his own rising pleasure. Soon he groaned loudly, pulled out and emptied his balls all over the poor student’s face, before collapsing into one of the pool chairs for a well-deserved rest.

“Wow! That was hot!” Kelly exclaimed.

“Feel free to take advantage, Kelly,” their host exclaimed. “Barb’s job is to satisfy. Man or woman, we’re all friends here.”

Kelly quickly stripped off. Naked, she placed herself in front of Barb where the two men had stood. Being shorter than them, she had to stand on tiptoes to have her crotch at the level of Barb’s face. “Go on,” she urged. “You know what to do.”

And it appeared Barb did, as she let her tongue out of her mouth to lap at Kelly’s slit. Soon, Kelly was bouncing up and down on her toes, rhythmically, chanting, “That’s it, Barb, that’s a good little slut.”

The rampant nature of Kelly’s pleasure had made the billionaire and the Senator hard again-a tribute to the doctor and the wonders of modern pharmaceuticals. “Get down on all fours, Tara,” he ordered. “You, too, Delia.”

Quickly he slid into Tara, while the Senator entered Delia. The sounds of their pleasure mingled with Kelly’s as she pressed her crotch hard against Barb’s face.

Later, after pitchers of iced tea and margaritas were brought out for the thirsty participants-all except Barb, that is-their host asked Robert, “How are these two doing by the way?” indicating Tara and Delia.

“Some progress, boss, but they came up short of thirty push-ups today.”

“Well, let’s see how they do tomorrow, Robert. But leave the caning frame there as an inducement to try harder.”
Wow what a chapter - poor old Barb is really getting into the swing of things. I found myself saying to the screen "Just freaking well suck him off Barb!" - Very hot Windy ...
 
CHAPTER NINETEEN

Barb lay stretched out full length on the bed in her Companion room. She was on her tummy. Despite the application, now hours ago, of copious amounts of the doc’s wondrously effective salves and creams, her butt was still smarting from the hard caning she had received by the pool that afternoon. She was naked. The thought of sitting, let alone the touch of clothing, was still more than she could contemplate.

Her stinging bottom was not the only thing she had to be rueful about. She had submitted ... given in, really, under the unbearable pain of muscle-bound Robert’s application of cane on flesh ... to something she had vowed never to do: acquiesce to the disgusting act of taking some guy’s dick in her mouth. But she had been forced to do it, not once but twice ... first the Senator’s and then Robert’s. The thought of their filthy spunk filling her mouth and running down her chin caused her to shudder and grimace with revulsion. It had been all she could do to avoid swallowing any of it. ... well most of it, that is.

And then, as though she hadn’t been humiliated enough, she had been compelled to lick and suck Kelly’s pussy while everyone watched. Despite the sensual pleasures of what had happened that morning between the two of them while they had been together out in the water, Barb was still not certain that she was comfortable with what she and Kelly had done. But what she was certain of was that Kelly could not be trusted. That Kelly worked for the boss was an irrefutable fact, and that the boss was bent on exploiting Barb in ways that were unacceptable was a given. Therefore, Barb resolved that any further claims on Kelly’s part to be protective of her and working in her best interest were to be henceforth treated with deep suspicion.

Yet, she had something else to worry about as well, for during the time she had lain that afternoon on the cot in the doc’s little clinic room she couldn’t help but have overheard some very unsettling snippets of conversation wafting in on the breeze through the clinic’s half open window. She had recognized the voices of the boss, the Senator and the one they called Big Fred. And she imagined that Robert and Kelly may have been there as well, though she hadn’t heard either of them speak. The people she had heard speaking had presumably been out by the pool having drinks before dinner, and the pool was quite some distance away.

Since only disjointed bits of the conversation could be heard, she wasn’t quite sure, but it had sounded as though they were planning some kind of festive activity for the morrow that they all deemed an exciting prospect. She hadn’t been able to grasp exactly what it was they had been planning, but it had sounded like some kind of competition involving her and the other two companions. And she could have sworn that she had heard the word ‘whipping’ mentioned more than once. The whole thing reminded her of something she had heard not long after she arrived on Pirate Cay about a competitive cart race.

Whatever it was that those people were planning, Barb was certain she wasn’t going to like it. She needed to think, so she reached into her bag to fetch her legal pad, knowing that clear thinking was often aided by noting things down on paper. But after rummaging about a bit without locating it, she came to the unsettling realization that the legal pad was gone. Someone had filched it while she was out of the room.

“Shit!” she groaned, suddenly feeling very uneasy. What did they know? And what would they do to her now that they knew?

She was rapidly descending into a complete state of panic when she was startled by the familiar metallic clunk made by the release of the locking bolts on the door of her room. She stared at the door, fearful of who might enter.

It turned out to be Kelly, who slipped in, closed the door quickly behind her, and held a finger to her mouth in a hushing gesture. Beckoning with her hand, she drew Barb into a corner of the room not covered by the remote camera lens built into the reading light over the bed.

When Barb had joined her there, Kelly pulled Barb’s legal pad out from under her tee shirt and began to write on it. Waiting patiently to see what the message might be, Barb noticed that the top three pages on which Barb had made notes were missing. Obviously Kelly was the one who had pilfered the legal pad when Barb was out, and had undoubtedly both read and destroyed the missing pages.

Kelly finished writing and turned the pad so Barb could see what she had written: “Sorry about this afternoon. You had no choice. Glad you gave in, but you shouldn’t have waited as long as you did.”

Grabbing the pad and pen, Barb wrote: “Fuck You!!!!”

Kelly grabbed it back to write: “Knock it off. I’m here to help.”

Barb shook her head vehemently. She’d heard that before.

Kelly brushed past her to enter the bathroom where she turned on the hot water in both the shower and the sink basin. Turning about, she marched back to the bathroom door, grabbed Barb by the arm, and pulled her into the room, which was rapidly steaming up. Shoving Barb up against the wall Kelly squeezed past her and closed the door.

Returning to the legal pad, she wrote: “Soon the steam will fog the camera and the running water should neutralize the mic. Then we talk, but keep it low.”

While they waited, Barb took a towel from the towel rack and wrapped it around herself. She was in no mood to be naked in front of Kelly while they had that conversation.

Finally Kelly spoke, “Should be okay now. Yes I found and stole you legal pad. Don’t worry, I destroyed what you had written. But now I know what you’ve been up to, Barb. By rights I should tell the boss. But, you know what, Barb? I won’t. Want to know why? It’s because what you wrote on that pad and what you are up to here is as big a problem for you as it is for me. If he finds out the truth, you’ll never get off this island alive, and I will be in real trouble as well because he’ll know that I screwed up when I recruited you! We’ll both be in deep shit!”

“Serves you right! How many innocents have you lured down here, Kelly? How many have you invited for a nude swim and then ... well, you know! And how many have suffered under the whip, the cane, and God only knows what other fiendish torments?”

“There have been quite a few Barb. I won’t deny it. But part of what I told you is true. They’ve all been handsomely compensated for their ... uh ... services. And as for me, you might say I’ve gotten in over my head, and at this point I want out. And so do you. But neither of us can do it alone, which is why I’m here. Our only chance is to work together.”

“Which means I get whipped and caned and raped and probably worse while you stand by and watch?”

“Barb, I can’t protect you from everything he and his pals dream up to do to you. If my cover is blown, it won’t do us any good as we plan a way out of here ... and that’s going to take some time. Patience and some sacrifice is needed. He can’t be allowed to suspect that anything is amiss.”

A standoff ensued with Barb silently eyeing Kelly, arms folded defiantly across her chest, and Kelly waiting patiently for a response. Neither blinked. The only sound was the rush of hot water in the shower and sink.

“Well say something, Barb!” said Kelly, finally breaking the silence.

Barb opened her mouth as though to speak, and then stopped short.

“God, the humidity and heat is almost unbearable in here,” sighed Kelly, suddenly reaching for and removing her tee shirt over her head, and then quickly wriggling out of her shorts and panties.

Barb gazed at Kelly’s nakedness for a long moment then abruptly turned her back on her.

Seeing an opening, Kelly stepped up behind Barb, pulled the towel away from her body, wrapped her arms around the girl’s shoulders in a tight hug, and began to nibble seductively at her neck, and then at her ear.

Barb turned her head away as Kelly’s hot mouth closing on her earlobe sent a sudden shiver through her body.

“No, Kelly! Please don’t.” she breathed, but things were moving too fast, spinning out of control as Kelly’s hands were now cupping and crushing Barb’s breasts. And she had begun to tweak Barb’s always sensitive nipples with her thumbs ... something Barb knew would break down her defenses quickly.

“We shouldn’t be doing this, Kelly! It’s not right,” she cried.

“Yes, we should, Barb. You know you want it. You want it bad. And so do I.”

“No, I really don’t, Kelly.”

But the sound of Barb’s voice had gone throaty, signaling a crumbling of resistance.

Spinning her around, Kelly embraced her and kissed her full on the lips, and then pulled her down until they were both kneeling face to face on the wet tiled flooring.

“Kelly! We shouldn’t,” were Barb’s last words, as they reclined, with Barb on her back, legs parted, and Kelly on top, one thigh pressed hard against Barb’s pussy. Moments later they had shifted position, so that they were scissored, wet hot crotches pressed together, rubbing wildly and furiously up and down and from side to side, bucking, gasping and moaning, ascending that sensual arc to a screaming climax, and then falling limp as the aftershocks of pleasure rippled repeatedly, one after another, through their bodies.

“Shit!” said Barb, finally, her voice husky sounding. “That wasn’t supposed to happen.”

“It was inevitable, Barb,” replied Kelly as she shifted around on the floor to lie on her back alongside Barb. “You knew it and so did I.”

“So what happens later today?” said Barb after a long silence spent dreamily staring up at the billowing clouds of steam overhead. “I overheard some talk yesterday afternoon, only bits of it, but enough to know that something is going down.”

“There is, but I have no details to share. The discussion was out by the pool, but I was away at the time ... rifling through your room, if you’re wondering where. That’s when I came came across your legal pad. So, I really don’t know what they were planning, but I can tell you from experience it’s probably some kind of game ... a competition designed to give them the kicks they enjoy.”

“In other words more humiliation, pain and forced sex for me,” observed Barb drily.

“You and others, most likely. You know ... winners and losers sort of thing. You’ll be given no choice as usual, and I really won’t be able to do anything to make it easier on you.”

“Yes, I’m beginning to see that. Well, Kelly, if we are going to work together, let’s talk about how we might escape this place.”

“Right. There are only three ways off the island, each of which present problems. First, there’s the helicopter, but neither of us know how to fly it even if we could get our hands on it. Second, one could swim to one of the larger islands, but it’s a long distance, and you tell me you don’t swim. Besides, there’s the matter of sharks. And third there’s the yacht, but again you don’t swim so we’d have to get hold of the dingy and row out to it, and we’d almost certainly be spotted by someone.”

“Well, despite the risks, the third sounds more feasible than the others. And, here’s another idea. What if we call out to some authority ... the FBI, CIA, DEA, Coast Guard ... somebody, anybody, and report what goes on here and demand an investigation?”

“Risky, Barb. Everything is monitored. That’s why we’re lying on the floor in a steam-filled bathroom right now. Besides, Pirate Cay is not part of the U.S.. It’s part of Providencia, a sovereign country. And the Prime Minister, Big Fred, is in on it. Plus, the Senator is pretty important in Washington.”

“I’ve heard that’s never deterred the CIA in the past.”


“Look, as I said earlier ... this is going to take time. For now, I’d better get back before I’m missed. And you need to get ready for whatever they have planned for the afternoon. Oh, and by the way, I left a jar of the doc’s miracle cream just inside the door. Use it on your butt. I guarantee you’ll feel like new back there by noon.”
 
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She had submitted ... given in, really, under the unbearable pain of muscle-bound Robert’s application of cane on flesh ... to something she had vowed never to do: acquiesce to the disgusting act of taking some guy’s dick in her mouth. But she had been forced to do it, not once but twice ... first the Senator’s and then Robert’s. The thought of their filthy spunk filling her mouth and running down her chin caused her to shudder and grimace with revulsion. It had been all she could do to avoid swallowing any of it. ... well most of it, that is.
Finally, she is learning and making sound decisions! But waste not, want not...
 
CHAPTER NINETEEN

Barb lay stretched out full length on the bed in her Companion room. She was on her tummy. Despite the application, now hours ago, of copious amounts of the doc’s wondrously effective salves and creams, her butt was still smarting from the hard caning she had received by the pool that afternoon. She was naked. The thought of sitting, let alone the touch of clothing, was still more than she could contemplate.

Her stinging bottom was not the only thing she had to be rueful about. She had submitted ... given in, really, under the unbearable pain of muscle-bound Robert’s application of cane on flesh ... to something she had vowed never to do: acquiesce to the disgusting act of taking some guy’s dick in her mouth. But she had been forced to do it, not once but twice ... first the Senator’s and then Robert’s. The thought of their filthy spunk filling her mouth and running down her chin caused her to shudder and grimace with revulsion. It had been all she could do to avoid swallowing any of it. ... well most of it, that is.

And then, as though she hadn’t been humiliated enough, she had been compelled to lick and suck Kelly’s pussy while everyone watched. Despite the sensual pleasures of what had happened that morning between the two of them while they had been together out in the water, Barb was still not certain that she was comfortable with what she and Kelly had done. But what she was certain of was that Kelly could not be trusted. That Kelly worked for the boss was an irrefutable fact, and that the boss was bent on exploiting Barb in ways that were unacceptable was a given. Therefore, Barb resolved that any further claims on Kelly’s part to be protective of her and working in her best interest were to be henceforth treated with deep suspicion.

Yet, she had something else to worry about as well, for during the time she had lain that afternoon on the cot in the doc’s little clinic room she couldn’t help but have overheard some very unsettling snippets of conversation wafting in on the breeze through the clinic’s half open window. She had recognized the voices of the boss, the Senator and the one they called Big Fred. And she imagined that Robert and Kelly may have been there as well, though she hadn’t heard either of them speak. The people she had heard speaking had presumably been out by the pool having drinks before dinner, and the pool was quite some distance away.

Since only disjointed bits of the conversation could be heard, she wasn’t quite sure, but it had sounded as though they were planning some kind of festive activity for the morrow that they all deemed an exciting prospect. She hadn’t been able to grasp exactly what it was they had been planning, but it had sounded like some kind of competition involving her and the other two companions. And she could have sworn that she had heard the word ‘whipping’ mentioned more than once. The whole thing reminded her of something she had heard not long after she arrived on Pirate Cay about a competitive cart race.

Whatever it was that those people were planning, Barb was certain she wasn’t going to like it. She needed to think, so she reached into her bag to fetch her legal pad, knowing that clear thinking was often aided by noting things down on paper. But after rummaging about a bit without locating it, she came to the unsettling realization that the legal pad was gone. Someone had filched it while she was out of the room.

“Shit!” she groaned, suddenly feeling very uneasy. What did they know? And what would they do to her now that they knew?

She was rapidly descending into a complete state of panic when she was startled by the familiar metallic clunk made by the release of the locking bolts on the door of her room. She stared at the door, fearful of who might enter.

It turned out to be Kelly, who slipped in, closed the door quickly behind her, and held a finger to her mouth in a hushing gesture. Beckoning with her hand, she drew Barb into a corner of the room not covered by the remote camera lens built into the reading light over the bed.

When Barb had joined her there, Kelly pulled Barb’s legal pad out from under her tee shirt and began to write on it. Waiting patiently to see what the message might be, Barb noticed that the top three pages on which Barb had made notes were missing. Obviously Kelly was the one who had pilfered the legal pad when Barb was out, and had undoubtedly both read and destroyed the missing pages.

Kelly finished writing and turned the pad so Barb could see what she had written: “Sorry about this afternoon. You had no choice. Glad you gave in, but you shouldn’t have waited as long as you did.”

Grabbing the pad and pen, Barb wrote: “Fuck You!!!!”

Kelly grabbed it back to write: “Knock it off. I’m here to help.”

Barb shook her head vehemently. She’d heard that before.

Kelly brushed past her to enter the bathroom where she turned on the hot water in both the shower and the sink basin. Turning about, she marched back to the bathroom door, grabbed Barb by the arm, and pulled her into the room, which was rapidly steaming up. Shoving Barb up against the wall Kelly squeezed past her and closed the door.

Returning to the legal pad, she wrote: “Soon the steam will fog the camera and the running water should neutralize the mic. Then we talk, but keep it low.”

While they waited, Barb took a towel from the towel rack and wrapped it around herself. She was in no mood to be naked in front of Kelly while they had that conversation.

Finally Kelly spoke, “Should be okay now. Yes I found and stole you legal pad. Don’t worry, I destroyed what you had written. But now I know what you’ve been up to, Barb. By rights I should tell the boss. But, you know what, Barb? I won’t. Want to know why? It’s because what you wrote on that pad and what you are up to here is as big a problem for you as it is for me. If he finds out the truth, you’ll never get off this island alive, and I will be in real trouble as well because he’ll know that I screwed up when I recruited you! We’ll both be in deep shit!”

“Serves you right! How many innocents have you lured down here, Kelly? How many have you invited for a nude swim and then ... well, you know! And how many have suffered under the whip, the cane, and God only knows what other fiendish torments?”

“There have been quite a few Barb. I won’t deny it. But part of what I told you is true. They’ve all been handsomely compensated for their ... uh ... services. And as for me, you might say I’ve gotten in over my head, and at this point I want out. And so do you. But neither of us can do it alone, which is why I’m here. Our only chance is to work together.”

“Which means I get whipped and caned and raped and probably worse while you stand by and watch?”

“Barb, I can’t protect you from everything he and his pals dream up to do to you. If my cover is blown, it won’t do us any good as we plan a way out of here ... and that’s going to take some time. Patience and some sacrifice is needed. He can’t be allowed to suspect that anything is amiss.”

A standoff ensued with Barb silently eyeing Kelly, arms folded defiantly across her chest, and Kelly waiting patiently for a response. Neither blinked. The only sound was the rush of hot water in the shower and sink.

“Well say something, Barb!” said Kelly, finally breaking the silence.

Barb opened her mouth as though to speak, and then stopped short.

“God, the humidity and heat is almost unbearable in here,” sighed Kelly, suddenly reaching for and removing her tee shirt over her head, and then quickly wriggling out of her shorts and panties.

Barb gazed at Kelly’s nakedness for a long moment then abruptly turned her back on her.

Seeing an opening, Kelly stepped up behind Barb, pulled the towel away from her body, wrapped her arms around the girl’s shoulders in a tight hug, and began to nibble seductively at her neck, and then at her ear.

Barb turned her head away as Kelly’s hot mouth closing on her earlobe sent a sudden shiver through her body.

“No, Kelly! Please don’t.” she breathed, but things were moving too fast, spinning out of control as Kelly’s hands were now cupping and crushing Barb’s breasts. And she had begun to tweak Barb’s always sensitive nipples with her thumbs ... something Barb knew would break down her defenses quickly.

“We shouldn’t be doing this, Kelly! It’s not right,” she cried.

“Yes, we should, Barb. You know you want it. You want it bad. And so do I.”

“No, I really don’t, Kelly.”

But the sound of Barb’s voice had gone throaty, signaling a crumbling of resistance.

Spinning her around, Kelly embraced her and kissed her full on the lips, and then pulled her down until they were both kneeling face to face on the wet tiled flooring.

“Kelly! We shouldn’t,” were Barb’s last words, as they reclined, with Barb on her back, legs parted, and Kelly on top, one thigh pressed hard against Barb’s pussy. Moments later they had shifted position, so that they were scissored, wet hot crotches pressed together, rubbing wildly and furiously up and down and from side to side, bucking, gasping and moaning, ascending that sensual arc to a screaming climax, and then falling limp as the aftershocks of pleasure rippled repeatedly, one after another, through their bodies.

“Shit!” said Barb, finally, her voice husky sounding. “That wasn’t supposed to happen.”

“It was inevitable, Barb,” replied Kelly as she shifted around on the floor to lie on her back alongside Barb. “You knew it and so did I.”

“So what happens later today?” said Barb after a long silence spent dreamily staring up at the billowing clouds of steam overhead. “I overheard some talk yesterday afternoon, only bits of it, but enough to know that something is going down.”

“There is, but I have no details to share. The discussion was out by the pool, but I was away at the time ... rifling through your room, if you’re wondering where. That’s when I came came across your legal pad. So, I really don’t know what they were planning, but I can tell you from experience it’s probably some kind of game ... a competition designed to give them the kicks they enjoy.”

“In other words more humiliation, pain and forced sex for me,” observed Barb drily.

“You and others, most likely. You know ... winners and losers sort of thing. You’ll be given no choice as usual, and I really won’t be able to do anything to make it easier on you.”

“Yes, I’m beginning to see that. Well, Kelly, if we are going to work together, let’s talk about how we might escape this place.”

“Right. There are only three ways off the island, each of which present problems. First, there’s the helicopter, but neither of us know how to fly it even if we could get our hands on it. Second, one could swim to one of the larger islands, but it’s a long distance, and you tell me you don’t swim. Besides, there’s the matter of sharks. And third there’s the yacht, but again you don’t swim so we’d have to get hold of the dingy and row out to it, and we’d almost certainly be spotted by someone.”

“Well, despite the risks, the third sounds more feasible than the others. And, here’s another idea. What if we call out to some authority ... the FBI, CIA, DEA, Coast Guard ... somebody, anybody, and report what goes on here and demand an investigation?”

“Risky, Barb. Everything is monitored. That’s why we’re lying on the floor in a steam-filled bathroom right now. Besides, Pirate Cay is not part of the U.S.. It’s part of Providencia, a sovereign country. And the Prime Minister, Big Fred, is in on it. Plus, the Senator is pretty important in Washington.”

“I’ve heard that’s never deterred the CIA in the past.”


“Look, as I said earlier ... this is going to take time. For now, I’d better get back before I’m missed. And you need to get ready for whatever they have planned for the afternoon. Oh, and by the way, I left a jar of the doc’s miracle cream just inside the door. Use it on your butt. I guarantee you’ll feel like new back there by noon.”
The contrast between the rather cultured, convivial atmosphere ... by the pool having drinks before dinner ... and the brutality of the sexual violence which underpins the essence of the island, is just perfect...

Also, it looks like our Barb leans to the gay, or at least the bi, side of sexual desire. Probably why the thought of swallowing reviles her ...

Excellent chapter ...
 
CHAPTER NINETEEN

Barb lay stretched out full length on the bed in her Companion room. She was on her tummy. Despite the application, now hours ago, of copious amounts of the doc’s wondrously effective salves and creams, her butt was still smarting from the hard caning she had received by the pool that afternoon. She was naked. The thought of sitting, let alone the touch of clothing, was still more than she could contemplate.

Her stinging bottom was not the only thing she had to be rueful about. She had submitted ... given in, really, under the unbearable pain of muscle-bound Robert’s application of cane on flesh ... to something she had vowed never to do: acquiesce to the disgusting act of taking some guy’s dick in her mouth. But she had been forced to do it, not once but twice ... first the Senator’s and then Robert’s. The thought of their filthy spunk filling her mouth and running down her chin caused her to shudder and grimace with revulsion. It had been all she could do to avoid swallowing any of it. ... well most of it, that is.

And then, as though she hadn’t been humiliated enough, she had been compelled to lick and suck Kelly’s pussy while everyone watched. Despite the sensual pleasures of what had happened that morning between the two of them while they had been together out in the water, Barb was still not certain that she was comfortable with what she and Kelly had done. But what she was certain of was that Kelly could not be trusted. That Kelly worked for the boss was an irrefutable fact, and that the boss was bent on exploiting Barb in ways that were unacceptable was a given. Therefore, Barb resolved that any further claims on Kelly’s part to be protective of her and working in her best interest were to be henceforth treated with deep suspicion.

Yet, she had something else to worry about as well, for during the time she had lain that afternoon on the cot in the doc’s little clinic room she couldn’t help but have overheard some very unsettling snippets of conversation wafting in on the breeze through the clinic’s half open window. She had recognized the voices of the boss, the Senator and the one they called Big Fred. And she imagined that Robert and Kelly may have been there as well, though she hadn’t heard either of them speak. The people she had heard speaking had presumably been out by the pool having drinks before dinner, and the pool was quite some distance away.

Since only disjointed bits of the conversation could be heard, she wasn’t quite sure, but it had sounded as though they were planning some kind of festive activity for the morrow that they all deemed an exciting prospect. She hadn’t been able to grasp exactly what it was they had been planning, but it had sounded like some kind of competition involving her and the other two companions. And she could have sworn that she had heard the word ‘whipping’ mentioned more than once. The whole thing reminded her of something she had heard not long after she arrived on Pirate Cay about a competitive cart race.

Whatever it was that those people were planning, Barb was certain she wasn’t going to like it. She needed to think, so she reached into her bag to fetch her legal pad, knowing that clear thinking was often aided by noting things down on paper. But after rummaging about a bit without locating it, she came to the unsettling realization that the legal pad was gone. Someone had filched it while she was out of the room.

“Shit!” she groaned, suddenly feeling very uneasy. What did they know? And what would they do to her now that they knew?

She was rapidly descending into a complete state of panic when she was startled by the familiar metallic clunk made by the release of the locking bolts on the door of her room. She stared at the door, fearful of who might enter.

It turned out to be Kelly, who slipped in, closed the door quickly behind her, and held a finger to her mouth in a hushing gesture. Beckoning with her hand, she drew Barb into a corner of the room not covered by the remote camera lens built into the reading light over the bed.

When Barb had joined her there, Kelly pulled Barb’s legal pad out from under her tee shirt and began to write on it. Waiting patiently to see what the message might be, Barb noticed that the top three pages on which Barb had made notes were missing. Obviously Kelly was the one who had pilfered the legal pad when Barb was out, and had undoubtedly both read and destroyed the missing pages.

Kelly finished writing and turned the pad so Barb could see what she had written: “Sorry about this afternoon. You had no choice. Glad you gave in, but you shouldn’t have waited as long as you did.”

Grabbing the pad and pen, Barb wrote: “Fuck You!!!!”

Kelly grabbed it back to write: “Knock it off. I’m here to help.”

Barb shook her head vehemently. She’d heard that before.

Kelly brushed past her to enter the bathroom where she turned on the hot water in both the shower and the sink basin. Turning about, she marched back to the bathroom door, grabbed Barb by the arm, and pulled her into the room, which was rapidly steaming up. Shoving Barb up against the wall Kelly squeezed past her and closed the door.

Returning to the legal pad, she wrote: “Soon the steam will fog the camera and the running water should neutralize the mic. Then we talk, but keep it low.”

While they waited, Barb took a towel from the towel rack and wrapped it around herself. She was in no mood to be naked in front of Kelly while they had that conversation.

Finally Kelly spoke, “Should be okay now. Yes I found and stole you legal pad. Don’t worry, I destroyed what you had written. But now I know what you’ve been up to, Barb. By rights I should tell the boss. But, you know what, Barb? I won’t. Want to know why? It’s because what you wrote on that pad and what you are up to here is as big a problem for you as it is for me. If he finds out the truth, you’ll never get off this island alive, and I will be in real trouble as well because he’ll know that I screwed up when I recruited you! We’ll both be in deep shit!”

“Serves you right! How many innocents have you lured down here, Kelly? How many have you invited for a nude swim and then ... well, you know! And how many have suffered under the whip, the cane, and God only knows what other fiendish torments?”

“There have been quite a few Barb. I won’t deny it. But part of what I told you is true. They’ve all been handsomely compensated for their ... uh ... services. And as for me, you might say I’ve gotten in over my head, and at this point I want out. And so do you. But neither of us can do it alone, which is why I’m here. Our only chance is to work together.”

“Which means I get whipped and caned and raped and probably worse while you stand by and watch?”

“Barb, I can’t protect you from everything he and his pals dream up to do to you. If my cover is blown, it won’t do us any good as we plan a way out of here ... and that’s going to take some time. Patience and some sacrifice is needed. He can’t be allowed to suspect that anything is amiss.”

A standoff ensued with Barb silently eyeing Kelly, arms folded defiantly across her chest, and Kelly waiting patiently for a response. Neither blinked. The only sound was the rush of hot water in the shower and sink.

“Well say something, Barb!” said Kelly, finally breaking the silence.

Barb opened her mouth as though to speak, and then stopped short.

“God, the humidity and heat is almost unbearable in here,” sighed Kelly, suddenly reaching for and removing her tee shirt over her head, and then quickly wriggling out of her shorts and panties.

Barb gazed at Kelly’s nakedness for a long moment then abruptly turned her back on her.

Seeing an opening, Kelly stepped up behind Barb, pulled the towel away from her body, wrapped her arms around the girl’s shoulders in a tight hug, and began to nibble seductively at her neck, and then at her ear.

Barb turned her head away as Kelly’s hot mouth closing on her earlobe sent a sudden shiver through her body.

“No, Kelly! Please don’t.” she breathed, but things were moving too fast, spinning out of control as Kelly’s hands were now cupping and crushing Barb’s breasts. And she had begun to tweak Barb’s always sensitive nipples with her thumbs ... something Barb knew would break down her defenses quickly.

“We shouldn’t be doing this, Kelly! It’s not right,” she cried.

“Yes, we should, Barb. You know you want it. You want it bad. And so do I.”

“No, I really don’t, Kelly.”

But the sound of Barb’s voice had gone throaty, signaling a crumbling of resistance.

Spinning her around, Kelly embraced her and kissed her full on the lips, and then pulled her down until they were both kneeling face to face on the wet tiled flooring.

“Kelly! We shouldn’t,” were Barb’s last words, as they reclined, with Barb on her back, legs parted, and Kelly on top, one thigh pressed hard against Barb’s pussy. Moments later they had shifted position, so that they were scissored, wet hot crotches pressed together, rubbing wildly and furiously up and down and from side to side, bucking, gasping and moaning, ascending that sensual arc to a screaming climax, and then falling limp as the aftershocks of pleasure rippled repeatedly, one after another, through their bodies.

“Shit!” said Barb, finally, her voice husky sounding. “That wasn’t supposed to happen.”

“It was inevitable, Barb,” replied Kelly as she shifted around on the floor to lie on her back alongside Barb. “You knew it and so did I.”

“So what happens later today?” said Barb after a long silence spent dreamily staring up at the billowing clouds of steam overhead. “I overheard some talk yesterday afternoon, only bits of it, but enough to know that something is going down.”

“There is, but I have no details to share. The discussion was out by the pool, but I was away at the time ... rifling through your room, if you’re wondering where. That’s when I came came across your legal pad. So, I really don’t know what they were planning, but I can tell you from experience it’s probably some kind of game ... a competition designed to give them the kicks they enjoy.”

“In other words more humiliation, pain and forced sex for me,” observed Barb drily.

“You and others, most likely. You know ... winners and losers sort of thing. You’ll be given no choice as usual, and I really won’t be able to do anything to make it easier on you.”

“Yes, I’m beginning to see that. Well, Kelly, if we are going to work together, let’s talk about how we might escape this place.”

“Right. There are only three ways off the island, each of which present problems. First, there’s the helicopter, but neither of us know how to fly it even if we could get our hands on it. Second, one could swim to one of the larger islands, but it’s a long distance, and you tell me you don’t swim. Besides, there’s the matter of sharks. And third there’s the yacht, but again you don’t swim so we’d have to get hold of the dingy and row out to it, and we’d almost certainly be spotted by someone.”

“Well, despite the risks, the third sounds more feasible than the others. And, here’s another idea. What if we call out to some authority ... the FBI, CIA, DEA, Coast Guard ... somebody, anybody, and report what goes on here and demand an investigation?”

“Risky, Barb. Everything is monitored. That’s why we’re lying on the floor in a steam-filled bathroom right now. Besides, Pirate Cay is not part of the U.S.. It’s part of Providencia, a sovereign country. And the Prime Minister, Big Fred, is in on it. Plus, the Senator is pretty important in Washington.”

“I’ve heard that’s never deterred the CIA in the past.”


“Look, as I said earlier ... this is going to take time. For now, I’d better get back before I’m missed. And you need to get ready for whatever they have planned for the afternoon. Oh, and by the way, I left a jar of the doc’s miracle cream just inside the door. Use it on your butt. I guarantee you’ll feel like new back there by noon.”
Just had a re-read (yes it's that good!) And the shenanigans between Barb n Kelly in the bathroom is so 'espionage ' like - sounds like they're taking a leaf out of Special Agent Ekaterina Novikova's training manual!
 
But after rummaging about a bit without locating it, she came to the unsettling realization that the legal pad was gone. Someone had filched it while she was out of the room.
Big surprise, Barb. Excellent under-cover reporting. Actually, you'll do it above the covers - and anywhere else.
Say, what kind of shit-hole country is this, where they don’t have a fully stocked drinks bar in the shower? :eek:
In fact, I just installed a bar in my shower on my doctor's advice.

Very interesting new ideas and possibilities have been revealed. Can Barb survive long enough to get away?
 
CHAPTER TWENTY

“Shit!” Kelly had exclaimed when she had read the notes that Barb had written on the yellow legal pad that she had clumsily tried to hide in her suitcase. The little minx had lied to her about her reasons for coming down here.

Unlike the others who had ventured down to Pirate Cay, she wasn’t doing it for the money, or at least that wasn’t her main reason. No, she saw herself as a budding investigative reporter. The words “Pulitzer Prize???” were right there on paper, written in her own hand.

Sure, Kelly had lied to her about the arrangements here on Pirate Cay, as she had lied to all the others to get them to come. But that wouldn’t excuse Barb lying to him. Not in his books.

And that wouldn’t excuse Kelly in his eyes for having screwed up by not having properly vetted Barb. Yes, Spring Break had been over when Kelly had gone up to Pitcher the last time, so students were less likely to answer an ad for a job that would take them away from campus. In fact, Barb had been the only one to respond to the latest placement.

And Kelly was not the type to want to come back with her tail between her legs, admitting defeat. They needed bodies to entertain the Senator, especially with Tara off limits to anyone but him. Kelly had found Barb very attractive, and knew he and the Senator would, too.

That innocence, so ready to be despoiled, had been quite irresistible. Kelly had sensed that Barb might be a virgin from some of her comments and to have it confirmed by the doctor had been quite gratifying.

But the written notes left Kelly with a dilemma. Should she show them to him and risk his displeasure? He hadn’t punished Kelly in a long time, but she was his employee and he could if he chose to. But as much as any punishment he would impose, the loss of his trust in her would be more painful.

For, the truth was, he had been more or less her life for the past several years, her hours occupied with his affairs, his wants and his needs. Perhaps to call it love in the traditional sense would be a bit misplaced, but it was something akin to that. Even his choosing Tara to bear his heir, as much as that had hurt Kelly, couldn’t change that.

No, she couldn’t face that. And, given how much he donated to Pitcher College and how much the Administration there wanted to remain in his good graces, chances were good that he knew anyway and was simply stringing Barb along, waiting for the best time to confront her and make her pay a price.

Kelly considered simply returning the yellow pad to where she had found it in Barb’s room, but she wanted Barb to know that someone was onto her little game. So she had taken it and run it through the paper shredder in the little room of hers adjoining his office.

Messing with the girl’s head was part of the fun, Kelly thought, just as much as messing with her body. Make her feel like Kelly was on her side. Be the wise older sister, schooling her in the ways of men. Watching her being transformed from the innocent virgin to the plaything of rich and powerful men was, for Kelly, like heroin for an addict.

Seeing her whipped and deflowered had been wonderful. Seeing her forced by the searing pain of the cane biting into her flesh to perform the act she detested was even better. And there was so much more yet to do with her to turn her into a completely submissive slave. At bottom, even though her reason for coming here were different, she would end up like all the rest.

In the meantime, Kelly enjoyed their little trysts, like that romp they had just had in the bathroom. And she could tell that Barb had enjoyed it, too. Kelly chuckled at how easily she had overcome Barb’s inhibitions.

And tempting Barb to try some boneheaded escape plan, one that was certainly doomed to failure, could be quite a bit of fun, Kelly thought. Especially the punishment that would surely follow when she was caught.

Of course Kelly wasn’t interested in some elaborate escape. She went back and forth to colleges recruiting new Companions and, if she had wanted out, she would simply not have come back from one of those. But she knew her life would be pretty dull without seeing the look on the face of girls like Barb the first time they were whipped for failure to perform an act on some dirty old man who disgusted them. And the look on their faces when they finally, inevitably, submitted and did perform those acts.

Kelly’s heart jumped when her pager buzzed. Without regular cell service on the island they resorted to older technologies, which brought back memories of when it had been just her and him. “Could he have found out about her shredding Barb’s notes?’ she wondered. It seemed unlikely, but little on the island escaped his attention. ‘Well, better go find out,’ Kelly mused.

Entering his office, everything, including him, seemed normal. “I’ve invited another guest down for a visit,” he confided.

“May I ask who it is?”

“You may always ask, Kelly, but I want this to be a surprise.” Kelly found this answer a bit disturbing. He usually reveled in sharing the anticipation of upcoming activities with her. But she knew enough not to pry further.

“When is he coming?”

“As soon as he gets here,” he replied. Kelly had to think for a moment before she got the joke and burst out laughing. “Not until the weekend,” he continued. ”It’s his busy season right now and he can only get away for a long weekend.”

“Will he be overlapping with the Senator?” she asked.

“Yes. The Senate likes to take long breaks.”

“Should be a busy time, entertaining them,” Kelly replied. “Lots of fun.”

“No doubt,” he said. “Listen, regarding tonight’s competition, we decided it should be a team event. With an odd number of girls, we need you to take part. You don’t mind, do you?”

Kelly felt butterflies in the pit of her stomach. This wasn’t usual that she was asked to participate in the games rather than supervise them. The request gave her the nagging sense that he knew about her screw-up with failing to vet Barb.

“Uh, sure, I guess,” she replied.

“Good. I want you to pair with Barb. Help show her the ropes.” This worried Kelly. On the few occasions where she had been asked to participate in games, things had been rigged so that her side won. But with Tara central to his project, Kelly couldn’t be sure that would happen this time.

As if to validate her fears, he continued. “Please find Tara and send her in here. I don’t want her fertile period to go to waste.”
 
CHAPTER TWENTY

“Shit!” Kelly had exclaimed when she had read the notes that Barb had written on the yellow legal pad that she had clumsily tried to hide in her suitcase. The little minx had lied to her about her reasons for coming down here.

Unlike the others who had ventured down to Pirate Cay, she wasn’t doing it for the money, or at least that wasn’t her main reason. No, she saw herself as a budding investigative reporter. The words “Pulitzer Prize???” were right there on paper, written in her own hand.

Sure, Kelly had lied to her about the arrangements here on Pirate Cay, as she had lied to all the others to get them to come. But that wouldn’t excuse Barb lying to him. Not in his books.

And that wouldn’t excuse Kelly in his eyes for having screwed up by not having properly vetted Barb. Yes, Spring Break had been over when Kelly had gone up to Pitcher the last time, so students were less likely to answer an ad for a job that would take them away from campus. In fact, Barb had been the only one to respond to the latest placement.

And Kelly was not the type to want to come back with her tail between her legs, admitting defeat. They needed bodies to entertain the Senator, especially with Tara off limits to anyone but him. Kelly had found Barb very attractive, and knew he and the Senator would, too.

That innocence, so ready to be despoiled, had been quite irresistible. Kelly had sensed that Barb might be a virgin from some of her comments and to have it confirmed by the doctor had been quite gratifying.

But the written notes left Kelly with a dilemma. Should she show them to him and risk his displeasure? He hadn’t punished Kelly in a long time, but she was his employee and he could if he chose to. But as much as any punishment he would impose, the loss of his trust in her would be more painful.

For, the truth was, he had been more or less her life for the past several years, her hours occupied with his affairs, his wants and his needs. Perhaps to call it love in the traditional sense would be a bit misplaced, but it was something akin to that. Even his choosing Tara to bear his heir, as much as that had hurt Kelly, couldn’t change that.

No, she couldn’t face that. And, given how much he donated to Pitcher College and how much the Administration there wanted to remain in his good graces, chances were good that he knew anyway and was simply stringing Barb along, waiting for the best time to confront her and make her pay a price.

Kelly considered simply returning the yellow pad to where she had found it in Barb’s room, but she wanted Barb to know that someone was onto her little game. So she had taken it and run it through the paper shredder in the little room of hers adjoining his office.

Messing with the girl’s head was part of the fun, Kelly thought, just as much as messing with her body. Make her feel like Kelly was on her side. Be the wise older sister, schooling her in the ways of men. Watching her being transformed from the innocent virgin to the plaything of rich and powerful men was, for Kelly, like heroin for an addict.

Seeing her whipped and deflowered had been wonderful. Seeing her forced by the searing pain of the cane biting into her flesh to perform the act she detested was even better. And there was so much more yet to do with her to turn her into a completely submissive slave. At bottom, even though her reason for coming here were different, she would end up like all the rest.

In the meantime, Kelly enjoyed their little trysts, like that romp they had just had in the bathroom. And she could tell that Barb had enjoyed it, too. Kelly chuckled at how easily she had overcome Barb’s inhibitions.

And tempting Barb to try some boneheaded escape plan, one that was certainly doomed to failure, could be quite a bit of fun, Kelly thought. Especially the punishment that would surely follow when she was caught.

Of course Kelly wasn’t interested in some elaborate escape. She went back and forth to colleges recruiting new Companions and, if she had wanted out, she would simply not have come back from one of those. But she knew her life would be pretty dull without seeing the look on the face of girls like Barb the first time they were whipped for failure to perform an act on some dirty old man who disgusted them. And the look on their faces when they finally, inevitably, submitted and did perform those acts.

Kelly’s heart jumped when her pager buzzed. Without regular cell service on the island they resorted to older technologies, which brought back memories of when it had been just her and him. “Could he have found out about her shredding Barb’s notes?’ she wondered. It seemed unlikely, but little on the island escaped his attention. ‘Well, better go find out,’ Kelly mused.

Entering his office, everything, including him, seemed normal. “I’ve invited another guest down for a visit,” he confided.

“May I ask who it is?”

“You may always ask, Kelly, but I want this to be a surprise.” Kelly found this answer a bit disturbing. He usually reveled in sharing the anticipation of upcoming activities with her. But she knew enough not to pry further.

“When is he coming?”

“As soon as he gets here,” he replied. Kelly had to think for a moment before she got the joke and burst out laughing. “Not until the weekend,” he continued. ”It’s his busy season right now and he can only get away for a long weekend.”

“Will he be overlapping with the Senator?” she asked.

“Yes. The Senate likes to take long breaks.”

“Should be a busy time, entertaining them,” Kelly replied. “Lots of fun.”

“No doubt,” he said. “Listen, regarding tonight’s competition, we decided it should be a team event. With an odd number of girls, we need you to take part. You don’t mind, do you?”

Kelly felt butterflies in the pit of her stomach. This wasn’t usual that she was asked to participate in the games rather than supervise them. The request gave her the nagging sense that he knew about her screw-up with failing to vet Barb.

“Uh, sure, I guess,” she replied.

“Good. I want you to pair with Barb. Help show her the ropes.” This worried Kelly. On the few occasions where she had been asked to participate in games, things had been rigged so that her side won. But with Tara central to his project, Kelly couldn’t be sure that would happen this time.

As if to validate her fears, he continued. “Please find Tara and send her in here. I don’t want her fertile period to go to waste.”
Which way is Kelly swinging? Helping poor Barb or setting her up? Exciting stuff...
 
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