CHAPTER EIGHT
From his office, he watched the helicopter descend slowly towards the landing pad, the blur of the rotors slowly resolving itself into individual blades before stopping. After a few moments, the hatch opened and two figures descended. One was Kelly and the other would have to be the new recruit, Barbara Moore. Kelly led her into the house and out of sight.
Even after all this time, the sight of a new recruit gave him a little thrill. Thinking of how they would find out that things here weren’t quite as Kelly had promised, what they were expected to do and the consequences of refusing or even resisting gave him a tingle in his groin.
Seeing their reaction the first time they watched someone being whipped or subjected to some other painful treatment, the first time they experienced it for themselves, the first time they were ordered to have sex with someone they would never have agreed to have anything to do with in their previous lives was a moment he savored.
He particularly liked when they were students at his alma mater, Pitcher College. Back when he had attended there, he had been a shy nerd, easily rejected by the few girls he had screwed up enough courage to ask out. He hadn’t done much better after graduating, working at a few places making a modest salary.
Then, he had started dipping his toe in the markets, studying the charts, reading the financial press, and found that he had an aptitude for picking winning strategies. As the few dollars he could spare doubled and then doubled again, he could take bigger risks and make bigger profits. Soon, he was doing that full time.
He could have found a woman and settled down like most people did. A man as wealthy as he could always find someone who’d be happy to marry them, even guys much less good-looking than he was. He’d even considered doing that with Kelly. But he knew he’d miss the thrill of seeing the expression on faces like Barbara Moore’s when what she had signed up for hit her.
And this would be very special because he would be sharing it with the Senator, who was also a Pitcher alum, though from a class a few years ahead of his. The Senator could only come down to Pirate Cay very occasionally because of his busy schedule and his fear of some nosy reporter digging into his comings and goings, but when he could make it down, he liked to play hard.
He had forwarded the photo of Barbara Moore that Kelly had taken to the Senator as soon as he’d had received it last night. The Senator had liked what he saw and would be arriving tomorrow bright and early.
In the meantime, he would let Kelly show the girl to her room and let her settle in. He’d see her in the flesh soon enough. First, it was time for a good workout and a shower.
***
He sat back in his chair, clad only in a terry robe after his shower, staring out through the plate glass window at the palm-fringed beach and the blue-green sea beyond. He never got tired of that view.
There was a knock at the door. “Come in!” he said.
Kelly came in first. Behind her was Barbara. Kelly had dressed her conservatively, or at least conservatively for Pirate Cay, in a low cut T-shirt that covered most of her belly, showing just enough of her breasts to tantalize, shorts that went at least a few inches down her long, shapely legs, and flip-flops, nothing that would look too out of place at any of the beach resorts on the nearby islands.
Barbara stared, open mouthed, first at the view, then at him. She stopped, frozen in her tracks, but Kelly took her arm and led her firmly but gently towards the desk. “I’d like you to meet Barbara Moore.”
He stood, smiling warmly. She looked every bit as delectable as she had in the photo, only more so, clad in clothes that revealed more of her body than what she had worn to dinner with Kelly in the cold climes of Pitcher College.
“I’m very glad to meet you, Ms Moore,” he said, standing. “What do your friends call you? Barbara? Barb?”
“Uhh…Uhh...Barb,” she stammered, staring at him. The robe he wore covered his crotch, so he was decent, at least for the moment.
“Well, Barb, we’re all friends here, so that’s what I’ll call you if that’s OK.”
“Yes, sir, Barb is OK,” she replied, though it was clear she didn’t find the whole situation or his attire OK.
“Kelly, would you bring over a couple of chairs, please?” he asked. Kelly brought them and placed them in front of the desk. “Please, sit down.”
They sat, Barb, looking as though there might be a scorpion on the chair. He walked over and perched on the front of the desk, a few feet in front of them. “You’ll excuse the way I’m dressed, I hope. We’re very casual and open here on Pirate Cay and I just got out of the shower after my workout.” Barb looked down at the floor. “How was your flight down?”
She looked up. “It was very comfortable, sir.”
“Have you ever been on a private jet before?”
“No sir. It was much more luxurious than the airlines.”
He laughed. “Yes, they really pack them in like sardines these days, don’ they?” He continued, switching gears, “Kelly tells me you’re a freshman at Pitcher, majoring in business, is that right?”
“Yes, sir.”
“And how do you like it?”
“It’s fine, sir,” she replied. “The professors are good and I feel I’m learning a lot.”
“No doubt, you are, Barb. I went there as Kelly probably told you.” Barb nodded. “But I can assure you, you will learn more about business, how the world really works, here than you will there. Not that you shouldn’t go back and get the piece of paper.”
“That’s my plan, sir. I’m eager to learn.”
“That’s wonderful, Barb. You should be open to new experiences. That’s how you grow, both professionally and personally. I’m eager to teach you whatever you’re open to learning. I’ve done well in life as you can see and I like to give back.”
“Of course, I donate generously to many good causes, Pitcher being high on the list, but I like to also do so in a more personal way as well, by mentoring young people. Two of your fellow students, Tara Malone and Delia Ortiz, came down during spring break and enjoyed things so much that they have agreed to stay on for a while. I believe you know them.”
“I know both of them casually. We aren’t good friends or anything, but they were in my Psych class. I knew that if they came here, it must be a great place.”
He smiled. “You’re a very smart young woman, Barb. I can see that.” Barb smiled.
“Now, Kelly, I trust you’ve explained to Barb how things work down here on Pirate Cay. How the more she is willing to accommodate the needs of others, the more money she can make and the more mentoring she can benefit from.”
“Certainly,” Kelly replied, and, choosing her words carefully, she elaborated by saying, “We spoke about it generally at dinner and a bit on the plane down. Barb is aware that working hard and learning from you will please you greatly, and is something for which she can expect to be handsomely rewarded.”
“And, Barb, being a smart young woman, you want to get the most that you can from your time here, I should think.”
“Yes, sir, I do, but perhaps I need some time to get used to this place. This is all very new for me.”
“I understand perfectly. Many of your fellow students who come down here feel that way. That’s why we always start slowly and ease into things, right, Kelly.”
“Sure,” Kelly responded. “Absolutely.”
“Umm…that’s good, I guess,” Barb replied.
“So if I were to tell you that I’ve been occupied in some very important business and then a vigorous exercise session and could use some relaxation, what would you say, Barb?”
“Uh, I think you certainly should relax, then, sir. All work and no play makes Jack a dull boy, right?”
“Exactly. And since I sent my private plane for you and flew you down to this beautiful spot, surely you wouldn’t deny me a little help in relaxing.”
Barb looked taken aback. “I’m not sure I get what you mean, sir.”
“Like if I were to lie down on that massage table by the French doors and you were to give me a back rub. Just a nice back rub, like you’ve probably done with friends. That wouldn’t be too much to ask, would it?”
“Uhh, I really don’t think that’s appropriate. I suspect you’re naked under that robe and I really don’t think that’s something I’m prepared to do.”
He validated Barb’s suspicions by shifting his body so that the lower flaps of his robe drew open. He was semi-erect. Barb stared at him open-mouthed.
She started to stand. “Really! That isn’t what I came here to do. I’m sorry, but, no, I can’t. I mean, I won’t.”
He pulled the robe closed. “That’s fine, Barb, we’re all friends here and I considered that something that friends would do for each other. We’re very open about nudity and sex here, as you will see. None of those inhibitions that keep people back in the States from enjoying life.”
“But no one is forced here. Everyone is offered a choice. One can do what’s asked and be rewarded or refuse and see what happens. Think about it, Barb. It’s never too late to say ‘Yes’”.
Barb shook her head and turned towards the door.
“Kelly, why don’t you take Barb to see her classmates, Tara and Delia? The three of them can have a nice chat and they can explain things to Barb and she can think about what they have to say and maybe come back and see me later.” Kelly hurried towards the door to catch up with Barb.