Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
Click here
Syd fucked her face slowly, pulling out enough to let her breathe then pushing back in. Syd loved seeing a woman like this, bound and helpless to whatever he wanted to do to her. She was beautiful, her body exquisite. He was tempted just to take her and run away, but then he would have both Bill and Hunter after him and that would be suicide. He contented himself with using her for tonight. "You are going to be sold, slave," Syd informed her bluntly. "Someone will buy you and own you, just like the piece of meat you are."
Elaine did not want to be sold. She wanted to be with Roy, her Owner and Master. How could he just come in and steal her? Did he have any right to her? She doubted it, otherwise he would not have taken her the way he did. Admittedly, bound on her knees with his cock in her mouth it was all academic at the moment, but she was determined to escape if she could.
"Oh, yeah," Syd moaned as he pushed Elaine's face into his pubic hair and held her there. "Maybe, if you beg real nice, I'll let you cum tonight. If you're a good slave, that is. If you're not, then I'll just stick to your mouth and ass and leave that nice little snatch alone."
Elaine moaned in disappointment. She was going to get fucked and abused and probably not cum, although she came when getting her ass pounded sometimes. Maybe, she thought. She realized her hands, while secured, were in front of her. She moved them down, between her legs. She could reach her pussy, maybe she could masturbate and cum while he fucked her face and ass. She rarely dared to do that, she did not want to anger her master, or whoever was using her at the time, by cumming without permission, but she did not feel any particular obligation to this man. If she could not escape, she might as well have some enjoyment.
She was about to start when he pulled out of her mouth. Elaine was about to beg to be allowed to cum when he stuck the ball gag back in.
"There we go," he taunted her, "plugged top and bottom. For now, at least."
He pushed her face down onto the floor and pulled her up on her knees. He unhooked her ankles and spread her legs wide. Elaine knew what she looked like, open and ready for use.
"God, you are a beautiful slave," Syd said and caressed her bottom and legs. "I'm not sure I've ever seen as ass like this."
Elaine winced as he tugged on the buttplug and popped it out of her. It had been in for hours and she suddenly felt very empty. That feeling did not last long as Syd put the tip of his cock against her little brown hole and pushed his way inside her ass. Elaine tensed, the plug had helped stretch and lube her, but he was bigger than the plug and as he pushed deeper and deeper into her she felt the familiar painful, stretching and burning sensation.
"Oh, yeah," Syd said, "that's nice, real nice." He ran his hands down her sides and under to fondle her breasts. The clamps pinched painfully as he kneaded her sensitive breasts. Elaine bit down on the gag and tried to adjust to him being inside her.
Syd tugged down on the chain between the clamps then slammed roughly into Elaine's ass. She yelled into the gag as this unknown stranger plundered her ass. He was rough and gave the chain a little tug with each hard thrust. Elaine was lost in the pain of being fucked, but still remembered she wanted to cum. She reached her bound hands between her thighs and found her pussy and clit. One hand was ready to play with her wet pussy while the other was on her clit when Syd noticed.
"Oh, my," he taunted, "you are a dirty little slave, aren't you? And disobedient, too" He abruptly pulled out of her and slapped her ass. "No cumming unless I say so. If you're good, you can beg me and I'll let you play with yourself later." He slapped her ass again and pulled her up on her knees. "Since you cannot be trusted, we'll have to fix things."
Syd unhooked her hands. As soon as her hands were free, Elaine took a wild swing. She was determined to fight, to make him earn her and maybe, just maybe, get away. She had no delusions about escaping, but she also knew that if he was going to fuck her ass all night she was going to be in agony. She had the satisfaction of feeling a meaty thump as she connected with him. She flailed wildly and hit him a few more times. If she could get in the water, she might be able to get to shore, she was a good swimmer. Maybe, somehow she could find Hunter or Roy. It was a long shot, but better than what Syd had offered her.
Elaine pulled off her blindfold. She was in the living room of a houseboat. Syd was knocked back, looking rather shocked. She remembered him now as the guy sitting alone back in the corner of the bar. He was young, in his mid-twenties with short black hair and a lean, muscular build. His brown eyes glared at her. But that was not her immediate concern. Syd lunged for her, but Elaine pulled her legs back and kicked him with both feet square in the chest. He fell back. Elaine quickly unhooked her leash and tossed it aside.
Elaine stood up and promptly fell over. She had been tied up so long that the circulation in her legs was gone. Syd rolled over and struggled to get to his feet. Her legs were wooden, but she was determined. She stood again and stumbled to the door. She cried as she found it was locked. There was a lock, but she could unlatch it, if Syd would give her enough time.
Syd did not. Elaine was just starting to turn the latch when he grabbed her by the hair. Elaine tried to hold onto the door latch while Syd pulled her back into the middle of the room. He was stronger and Elaine had to let go.
"So you want to do this the hard way," Syd sneered as he dragged her around the room by her hair. "That's fine with me." He was happy she was going to put up a fight, he liked overpowering women. When they just submitted without a struggle the whole thing lost some of the thrill. He had no doubt about the outcome; there was no way she was going to get away.
Elaine swung wildly at Syd again. She wished she had learned how to fight, but she never had. Her parents refused to let her brother fight with her and after that she had just never got around to learning. Truth be told, she would have generally preferred to lose most fights, but not this one.
Syd caught Elaine's wrist as she swung at him again. He let go of her hair, but kept a grip on her wrist. He twisted her arm behind her back and pressed her against the wall. His body held her against the wall of the boat; she could feel his hard cock pressed against her back. He snared her other wrist and pulled behind her back, too. In a second he had her wrists cuffed back together again.
"Now," Syd said and pushed Elaine's face against the wall, "where was I?" He kicked her legs apart then rammed his big cock back into Elaine's ass. "Oh, yeah. I was pounding your ass."
Elaine cried into the gag while Syd brutalized her. He was fast and hard, never slowing and lasting longer than she imagined. Each thrust lifted her off her feet and into the wall, she could even feel the big boat begin to rock in rhythm with her violation. He taunted her as he fucked her, mocking her escape attempt and reminding her that she existed to please men. Eventually her ordeal ended and with a few last hard thrusts he came in her battered ass.
"Yeah, that's a nice start, slave," Syd said. He kissed her neck and grabbed her breasts. "You are one fine piece of ass, and we've got all night."
Elaine cried softly, she had been beaten again.
Syd reached up and removed the gag from Elaine's mouth.
"I hope we understand each other, slave," Syd said into her ear and gave the chain on the nipple clamps a tug. "We're not going to have any more problems, are we?"
Elaine shook her head.
Syd yanked on the chain again.
"Say it," Syd ordered.
"No, sir," Elaine said softly.
Syd yanked the chain again and Elaine yelped.
"'No, sir' what?" He said.
"No, sir, we are not going to have any problems," Elaine said. "I will be a good slave. I will obey you."
"Good," Syd said. He let his cock slide out of her ass and let go of her. "Now, get on your knees and pick up your leash. In your mouth, and bring it to me."
"Yes, sir," Elaine turned around and dropped to her knees. She walked on her knees to where she had tossed the leash. Aware of her battered ass and the cum starting to leak out of it, she bent down and picked it up in her mouth. She straightened back up and ventured a look at Syd. His cock was starting to stiffen again (it was big, Elaine noted, really big) and despite herself, Elaine was wet. She crawled to him and offered him the leash.
"Nice, slave," Syd said. He took the leash and hooked it on her collar. "Now, let's go to the bedroom." He gave it a pull and Elaine followed behind him to her next violation.
Life was good, Syd thought to himself. Back in his younger days, well, not too much younger he wasn't that old, doing something like this had the potential to get him arrested, expelled, discharged or any number of unpleasant things. Now, not only did he not have to worry about any troubles, Bill was paying him to do this. He felt his cock coming back to life as he pulled on the leash; he was going to really enjoy this one. He had all night and she was not going to cause any more problems. If she did, well, he could deal with her.
-----------------
Most people who met Doug thought he was a loser. That was fine with him, he preferred to keep a low profile and, as they said in one of his previous jobs, fly below the radar. He was tall, 6'4" with a medium build, thinning brown hair and a full beard. His features were somewhat plain, if you only caught a brief glance of him you probably would not be able to describe him later. Even after a good look, all you could really say was that he was tall and bearded. That was the way he wanted it, Doug did not want to stand out; he wanted to fade into the background. It was easier to work that way.
Doug lived out of an old Winnebago. It was tidy, but a little old and rundown. He had more than enough money saved away to buy a brand new one, but the one he had was more non-descript. He liked being able to move with the seasons and stay ahead of anyone who might be looking for him. People who wanted to contact him could, it was easy to keep a couple of e-mail accounts. Once they contacted him there, if he chose to, he would use some of the more sophisticated equipment he had hidden in the Winnebago. Or he would just find one of the increasingly rare pay phones and call.
Lots of people wanted to find Doug. He had very specialized skills that came in handy and commanded a high price. Doug was one of the best at getting into places that no one else could. Back in his working days he had worked for "them". In the early days, it had been about breaking into embassies and consulates and stealing or copying code books. That had been challenging, but fairly easy, once you knew how to do it. Around the turn of the century, his job had changed a bit. After the Shadow War started in 2001, his job was more about breaking into places and coming back out with a person. He was still gathering intelligence, but people instead of paper. He adapted to this with only a slight change of tactics and a little more training about ways to make a person compliant.
He had officially retired about five years ago and gone into "consulting". He did the same work now, just not as often and for cash rather than duty. His old employers still called him now and then, but what they paid now made him realize how much they had lowballed him when he was on the payroll. When he was ready to "retire retire", he had more than enough money in offshore accounts to live comfortably as an expatriate somewhere warm. For now, he enjoyed the work too much to stay idle and he had to keep in practice.
When he was working for "them" he had met Hunter and Hunter in turn introduced him to the Association. He had done some work for Association members and some work that went against the interests of the Association. So far, the Association had tolerated him, though some of his clients disappeared. They knew he was a valuable resource and were not about to rid themselves of one who could be useful.
Doug was amused at the moment. He had been out of touch for a few weeks, doing some hiking and fishing in the Sierras. When he checked his e-mail, he found that he had three offers for work. What was funny to him was that they were all for the same woman, some slave named Elaine in Las Vegas. He was intrigued, but which offer to take? He did some research and found that he had a few common contacts, he might have to cross Hunter, but that was just one of the risks. One of the e-mails was more of an offer of a partnership from an old friend. Doug knew he was going to need some help, at least someone to help him plan. He had arranged a meeting.
There was something depressing about Reno on a Wednesday night. It was a little past its prime, a little dated and had lost most of its glamour to Las Vegas. There were still the hotels and casinos, the capacity for people, there were just not that many people. A few panhandlers accosted Doug as he entered the seedy Cal-Neva and made his way to the back of the casino bar to meet his contact. He ordered a bottled beer (one lesson he learned: they can't water down a bottle of beer), lit up a cigarette and waited.
In a few minutes, punctual as ever, his contact arrived.
"Why must you pick such a filthy, stinky place?" she said as she brushed aside a cloud of smoke.
"Nice to see you, too, Anna," Doug said and rose to greet the blonde German.
"Let's get to business, Doug," she said tersely and sat down opposite him, "or move to a nicer place if we are going to be social."
Doug slid a picture of Elaine across to Anna. "This is her," Doug said. "I've gotten two more offers for her if I can get her."
"Ah, yes, that one, she is a work of art," she said. "Tell me more."
"Two offers for her, all pretty much standard rates," Doug shrugged. "There is obviously some demand for this one."
"You have no idea,"Anna purred. "Who made the offers?"
"Anonymous at the moment," Doug frowned a bit. "I'm not too keen for working for someone I've never seen. I've done it before, but there is always an additional risk I would rather avoid."
"Have you accepted either?" Anna asked.
"Of course not," Doug sounded slightly insulted.
"Well, then," Anna smiled, "I think we have a golden opportunity."
I know why you had the double quotes, but it just looked a little off. I think you will achieve the same meaning from one set of them... at least assuming the person reading isn't an idiot. "We?" Doug smiled.
"Yes, 'we'," Anna took one of Doug's cigarettes, "I can get you to her. I'm not sure where she will be when we get there, but I can find her. We take her and see who bids the highest. I don't think we need to hurry on getting rid of her either."
"You know I don't like keeping merchandise on hand, it's dangerous," Doug looked at her. Anna was intriguing him.
"This one will be worth the time," Anna assured him. She smiled thinking of what she would have the little slave do.
"We might need some more muscle," Doug said thoughtfully. "Nothing against your skills, Anna, but you know what I mean."
Anna waved her hand, dismissing any possible slight. "Understood. I prefer people don't think of me that way until needed. I have a man. He'll meet us in Las Vegas."
Doug took a long pull off his bottle. "Fine, let's do it. Split the money three ways?"
"Minus expenses," Anna said automatically.
"Of course. Who is this man?" Doug asked.
"An old frenemy, I think that's the term. His name is J.J.," Anna smiled.
-----------------
Elaine had never been on a houseboat before, so she wasn't quite sure what to expect. She was pretty sure, though, that most houseboats did not feature rings situated strategically around the bed in the bedroom nor did they have a rack on the wall full of various restraints and whips. This was a houseboat that had seen its share of slaves. There was a sliding glass door that opened to the deck in the front of the boat, Elaine gazed at it longingly knowing that freedom, or at least escape was just past those doors, and she knew she would never get there.
Syd lifted Elaine by the waist and set her on her knees on the bed. His hands were strong on her small body and she was reminded of how much in his power she was. His cock was already hard again, Elaine knew it was just a matter of time before he was inside her again and the thought made her hot.
Syd stepped behind her and took off her nipple clamps. "There," he said and began playing with her tender nipples, "that's better access."
Elaine closed her eyes and lost herself in his touch. His hands explored her, going from her small, sensitive breasts to her flat stomach, down her arms to her bound hands and onto her silky thighs. The only place his hands did not explore was her aching pussy. He brushed her hair aside and began kissing her neck. Elaine turned her head slightly, offering him her mouth to kiss. He reached up and put a hand on her neck, a firm grip but not choking and kissed her. Elaine was a slave, she reminded herself, and this is what slaves did.
Syd kissed her for a minute while his hands continued exploring her. When his hand rested on her thigh, Elaine tried to push her pussy against him, but he moved his hand away. Elaine tried to remind herself that this was the man who had stolen her away, who had already shoved his cock in her mouth, hurt her and raped her ass, but all she wanted was for him to fuck her.
Syd stopped kissing Elaine and crawled to the middle of the bed. He lay down on his back, his big cock sticking up like a flagpole. He smiled at Elaine then grabbed a tube of lube from the night stand. (Elaine wondered if every place she was taken had a tube of lube in the night stand?) He tossed it to her.
"Get me ready, slave," Syd ordered. "Do a good job, that cock is going to be buried in your ass soon."
"Yes, sir," Elaine replied.
Elaine took the tube in her bound hands. She squirted some on the tip of his shaft and began to rub it on. She was trembling slightly as she did, this was the hard piece of flesh that had already plundered her body, which had hurt her and subdued her. Now she was being told to get it ready to be used on her again. Still, she thought, it was a beautiful cock. She squirted some more lube on and slowly rubbed it over his shaft, noting the length and girth of it, the ridge of the tip and the veins and tried not to think of how it was going to make her suffer.
Syd tugged on the leash. "That's enough, slave," he said. "Lube it; don't give me a hand job."
