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Chapter 16 by wraith1113

Black’s turn.

Black: Queen c4>d5

Caitlyn trembled in equal parts fear and excitement in Charles' grasp as he wrapped one arm around her waist and pulled her up onto his lap, tossing his phone to the side with his other hand. The redhead gasped as she was forcefully seated right atop the man's rigid length that was still constrained by the sheer fabric of his suit pants and found herself instinctively rubbing her folds up and down its length through her panties. Caitlyn knew that she should be terrified... and she was! But all she could think of right this instant as she felt the raw heat between them begin to build was how much she wanted to reach down, unzip his pants, grab hold of the base of his cock, and angle it up just in time for her to take him all the way into her. Caitlyn's fantasizing was interrupted, however, as Charles shoved one, then both of his knees between Caitlyn's legs as he slowly, firmly spread them apart as the hand wrapped around her slowly slid from grabbing at her breasts, gliding over her exposed midriff, then pressed more firmly against her skin as the hand slipped under the waistband of her skirt... and then her panties.

The redhead moved to sit up straight, more than ready to speed this up and move things further, but as she made to move she suddenly felt the man's other hand around her neck, freezing her in place. Caitlyn remained frozen for a second, processing her situation more fully. This was really happening. She had been **** from her own home, **** into giving this man head and leaving behind a false letter to ensure her friends wouldn't look for her, and now she was currently being driven off to who knows where, never to be seen again. Some of Caitlyn's family and friends had warned her about stuff like this, they shared all sorts of stories of young women travelling abroad going missing, but at the time she had told them they were overreacting. Now the young redhead was straddling a stranger alone in the back of a blacked out car, one of his hands rubbing enticingly around her mound while the other gripped softly around her neck. She knew she was about to become one of those missing girls from the stories, she had very little hope of avoiding her fate now, but... but... why did it turn her on so much?!

"P-Please, I just wanted to-" Caitlyn stuttered before she was cut off.

"What are you?" Charles asked his captive as he pulled her gently back so she was laying her back against his chest, her legs now propped up wide enough to expose her panties as he held his fingers back from going further.

Caitlyn slowly turned her head to look back and up at the man at first, her hesitation giving way as she felt the man's grip shift to allow her to do so, "My name is Caitlyn Murph-erk!" Caitlyn spoke before being cut off once again, the grip around her throat tightening noticeably.

"Caitlyn Murphy left that apartment and her friends behind never to be seen again. What are you?" Charles asked again with more emphasis.

Caitlyn's bright emerald eyes stared up into the man's own, staring into an abyss as she understood the question, "I am no longer a free woman. I am your property," the redhead answered with her best recollection of what she had been told upon first waking, then quickly added, "and I'm even more fun to ride."

Charles couldn't help but show a very slight grin in response to her answer, his grip on her throat softening again, before correcting her, "Very close, you are property. Who's property will be determined later. For now, you will learn your place and how to serve your owner, not your own desires. Am I clear?"

Caitlyn quickly nodded her head, biting her lip as she turned back to look down towards her legs, wishing her captor would just- "Ohhhhhhh, fffffuuuuu-" Caitlyn gave off a heady moan as Charles slid two of his fingers into the fiery haired slut's already dripping wet pussy. Caitlyn's hips began to move on their own, doing whatever they could to give Charles more access as all rational thought melted away, "Please, Charles, I need more..." she begged.

"You will address me as master or sir, slut," Charles chided her, but did nothing to slow down his stimulation of his new toy.

"Yes, sir! Please I need more... sir!" Caitlyn continued begging, adjusting the way she addressed this man, her cheeks turning a deeper red than her hair, her breath becoming ragged.

Charles kept going until he felt the slut's legs and core just begin to tremble... then stopped.

"H-huh?! W-w-what? W-why'd you s-stop?" Caitlyn asked in exasperation, she'd been so close!

Charles struggled to keep a stern face and demeanor, but it was necessary at this point. He was struggling to remember a single girl of his that had been so pliant and submissive right from the start. She had discipline issues, but what new catch didn't? Still, Charles had to focus on playing this girl even further than he normally would, he had a lot of work to do and not nearly enough time to do it. "Only good girls get to cum, you need to earn it."

"I am a good girl! I'm willing to do whatever you want, please take me, I'm yours~" Caitlyn squirmed in place, desperately attempting to rub her folds against Charles' thick fingers.

"You are already mine, there is nothing left to take. I will do whatever I want with you," Charles responded, taking note of how his last statement got Caitlyn to visibly shudder. He had her right where he wanted her, "We are almost to our stop, I do not have the time for you to learn how to behave. Get down on your knees," Charles commanded, withdrawing both of his hands from the redhead.

In a flash, Caitlyn jolted up and turned to face Charles, immediately going down on her knees and placing a hand on both of Charles' thighs. No hesitation, no restraint, just pure unconstrained lust. Charles wondered how he'd gotten so lucky to find this woman, "Unzip my pants," Charles stated, the command almost unnecessary as Caitlyn ravenously unzipped his suit pants. She almost reached in right there and then but caught herself before looking back up at Charles, "Good, you're learning. Go ahead and take it out. I want you to give me as good head as last time while you listen to me."

Caitlyn's hands were trembling as she reached into the parted clothing and pulled out that familiar girthy cock, admiring it as it stood erect directly in front of her. She wasted no time in licking from the base to its top, repeating much of her motions from last time, one hand holding the base of this enormous cock to keep it steady as she worked, while the other reached down and-

"Keep both hands where I can see them, you will not cum without permission," Charles interjected and reluctantly Caitlyn raised her other hand to rest back on his thigh. As Caitlyn began to go down on her prize, Charles did his best to exploit his position to it's fullest "You will not be rewarded for selfish or rebellious behavior," the sound of Caitlyn sucking and slurping was the only response, "Perhaps tomorrow morning I can train you further. Perhaps then you will deserve a reward," Charles mused, eliciting what sounded like a pitiful whine from Caitlyn, this was working surprisingly well, now to pull the hook and see what she can offer, "You disagree? I can be a generous master, how about you tell me where Emma Anderson went and I'll reconsider," Caitlyn continued to twist and turn her tongue across his cock without pause, but the look in her eyes brought out something he had just now witnessed for the first time from his fiery little toy. Was that defiance? Resistance at the very least. Perhaps he had pushed too far too fast, "Disappointing. Maybe you could tell me about the others that were planning to travel with you to Santolina," Caitlyn bobbed her head up and down his length, the glare from her eyes considerably more soft than before. Charles figured she was much more protective of her roommate than the others, he could work with that, "Give me their names," Charles said coldly, not as a request but as an order.

Caitlyn looked deep into those cold eyes and knew deep down she couldn't refuse. With a -POP- she withdrew her mouth and took a breath before responding, "There were eight of us including myself and Emma in our group, but we were going to meet up with a couple other groups there as well. Emma invited her sorority, all I know is they're arranging their own travel now that Emma got our tickets. There's also my cheerleading squad, the squad captain, her name is Melody Ackerley, is making the arrangements," Caitlyn rattled off, slowly at first but speeding up as she went. She wasn't thinking clearly anymore, just focused on her reward at the end.

At this point, Charles knew he would get what he wanted out of the girl, but he needed to keep up appearances and set expectations going forward. He leaned forward, grabbing Caitlyn by the base of her hair as he pulled her awkwardly up onto the seat to straddle over him on her knees. Once in position, he grabbed her hips on either side tightly and held her in place, "The eight in your group, their names. Now."

Caitlyn gulped, her throat suddenly dry. At some level she knew she shouldn't, but... she knew this was really happening. Her life from here on out would be determined by how she performed for her masters and right now one was making a direct demand of her...

"Ingrid," Caitlyn started, thinking of the incredibly joyful blonde Swedish girl, always walking with a skip in her step. Charles was surprised by this but made a mental note to loop back around after Caitlyn finished. Still, that was useful information that deserved encouragement and Caitlyn found her hips moved slightly lower so that her folds rested just on the tip of her master's cock with only her panties as a barrier.

"Sabine," Caitlyn continued, the image of the Brunette German athlete, always so deliberate and full of poise. Caitlyn felt her master push her backwards before pulling her down, disappointment slightly tempered as her master's length now resting against her skin up to her belly button.

"Myself... and Emma," Caitlyn added, confused if she should skip including herself and her roommate from the eight, but too afraid to not follow the directions precisely. There was no movement, but no chastisement either.

"Jessica," Caitlyn went on, imagining the raven-haired yank, decisive and assertive.

"Take your panties off," Charles ordered, to which Caitlyn quickly complied, moving about and resettling in her prior position.

"Katherine," Caitlyn rattled on, her cheeks almost felt like they were on fire as she listed off the other redhead of the group from Canada. Caitlyn felt her pulled closer, her folds sliding up the length of her master's cock as her body pressed it down against his abdomen.

"Kylie," Caitlyn was getting to the end, one step closer as she gave up her sandy blonde Aussie's name. Caitlyn felt her hips lifted up again and adjusted her knees to support herself. She let out a slight gasp as she felt the head of master's cock part her lips and held itself in place just before it slid into her silky passage.

"Anna," Caitlyn blurted out the last name of her group of the South African brunette. Caitlyn braced herself, expecting the man underneath her to take her swiftly and without mercy... but he remained still.

"I gave you the eight names, sir," Caitlyn said, the pleading in her voice obvious.

"You did, but I have one more question before your reward," Charles stated plainly, "Do you mean Ingrid Langen, the cheery blonde girl?"

Caitlyn froze, the implications obvious as she imagined this man snatching her friend up off the street to share the same fate. But it was too late now, her expression had already given the answer so she simply answered, "Yes."

Charles didn't care anymore, he had enough information to work off of and was sure he could come back to Caitlyn later for more, to say nothing of her phone. This was a marvelous coincidence that he would relish for a bit. Giving a wide grin, Charles explained to Caitlyn, "I guess I was wrong, you have been a very good girl after all. Once we leave this car, your training will begin. Until then, you will show me how much fun of a ride you can be."

And with that, Charles pulled Caitlyn down onto himself.

Caitlyn's vision went blurry at first and her sense of balance shifted as she felt the entirety of the man's girth slide itself into place, aided by how well she had worked herself up since waking up to her new life. As the car started to jostle and bounce and the sound of their skin slapping against each other became more and more intense, Caitlyn was finally rewarded with her first of many climaxes.


Aaron leaned against the trunk of his car, taking a drag of his cigarette, slightly amused by the continued bouncing of his car behind him. He had the girl's chain and collar, as well as a pair of ankle and wrist cuffs each, ready for fitting the moment she stepped out of the car. They'd arrived at the warehouse a while ago, but Charles hadn't gotten out of the back. In fact, shortly after arriving the car began to shake on it's suspension as the sound of a woman's screaming unmistakably grew. The tech worker he'd handed the phone over to had a list of names to search for after briefly poking his head in through the driver side window, but Aaron was waiting for his next job, hoping he could have the same opportunity as Charles did here right now. Otherwise, he'd have to have a go at that Irish gal sometime soon... cash payment was fine, but he also took this job for the benefits as well.

(Link to board: https://lichess.org/editor/rnb1kbnr/pp1p2pp/2p1p3/3q1p2/P2P1B2/4PN2/1P3PPP/RN1QKB1R_bKQkq-_0_1?color=white)

White's turn?

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