The Assignment (Closed)

Scott headed up stairs and went to sleep, he felt like they had made some progress but he knew that they still had plenty to work on with Ryan. He let her sleep for 8 hrs before he decided she needed to get up. He headed down stairs and into her room, he opened the door and saw her curled up in the blanket.

"That collar shouldn't be to uncomfortable" he said as he noticed her trying to adjust it.

He shook her "Time to get up" he said as he went and sat in the chair. He watched as she roused "So your supposed to be some big time singer" he said as he watched her. "From what I could tell you had a pretty decent rise to fame" he continued as he watched her. "You moved from local contests, to getting paid for small gigs and then eventually ended up with a band and got a record deal" he said pulling what he could from memory.

"So sing something for me" he said "put on a show" he said as he smirked at her.
 
She was woken by Scott shaking her- automatically not putting her in the best of moods. She scowled as she had to get up out of the blanket. She was still tired. We stomach still rolled. She still had a massive headache. She was still naked and still had a collar on her neck.

"This collar is bullshit" she said as she pulled on it. He asked her to song and she laughed out loud.

"I'm going through withdrawal, I feel like shit and I'm naked. No. I am not going to sing for you right now".

Her attitude was sour. She wanted him gone regardless of how nice he had been earlier. This whole situation was completely fucked up and she refused to play into it. He couldn't keep her locked up forever. She would get out soon enough and get some coke and liquor. It wouldn't be long. She was sure.
 
Scott shook his head disappointingly at her, it seemed like she hadn't learned quite a bit as he had thought. He moved quickly crossing the room to her, his hands pinning her against the wall "Well I guess it seems to you need a reminder of who is in charge here" he said as grabbed her face and forced her to look at him. "You will learn that you belong to me and that you will do everything I ask for" he growled as his hand held her. He pulled the chain off of the wall and dragged her out of the room.

He led her back onto the large open room, he pulled her over to a kneeling bench. Using the chain he pulled her forcing her onto it. He moved quickly around her securing her ankles to the bench and then secured the chain. He pulled it tight so her face was forced much lower than her ass, which was up in the air and presented quite nicely for him. He left her hands free, he figured that he would see what she did with them this time.

"It seems that we still need a lesson in respect" he said as he walked around her, he looked at her spread ass and with her forced forward he had a nice view of her pussy from where he was standing. He smiled, she was a very attractive woman and she had a very impressive figure.

He went to the wall and came back a few moments later "I bet you had plenty of groupies" he said "I bet those boys would do anything you asked for" he teased.

He took the bottle of lubricant he had and flipped the lid, he squired a generous amount on her anus, he watched as she reacted to the cold gel.

"Now sing" he ordered, he waited for a moment to see if she would comply, hearing nothing he took the anal beads in his and rubbed the first one around her anus getting it coated with gel, then he pressed it into her. He watched as her back tensed as it entered her body.

He waited again allowing her to realize what she was in for "Sing" he commanded once more, she swore at him, he pressed the next bead into her ass. Once it was in he raised his hand and slapped her ass hard, a pink hand print appeared almost instantly on her skin.

"Sing" he said again, once more she refused and he took the next bead and forced it into her ass, they were getting larger as he went and he watched her body tensing up. He slapped her ass again this time on the other cheek.

"I bet you never let any of those little boys fuck your pretty little ass" he teased.
 
When he first bent her over, Ryan could feel the cool room air on her tiny little rosebud of an anus. She immediately thought there was no way he would go there. She had never before had ANYTHING in her ass an she didn't want to start now. But she refused to give in.

She felt him drop cold gel on her ass and she stiffened. He was going to. She squeezed her eyes closed and tried to force herself to relax like she had heard people did. It was nearly impossible when she had no idea what was about to happen.

Then he pressed something against her and it popped inside. Ryan winced but thought it hadn't been too bad. She could handle that. He told her to song again and she remained mute. Something else was shoved into her ass and she winced. That had been worse.

Another question. Another non-answer.

Another something. This time Ryan whimpered softly as whatever this was seemed to be getting bigger. It dawned on her then. It was anal beads. She knew how big they could potentially get. She didn't know if she could stand it. But she still remained silent.

His words about fans registered as she prayed silently that he wasnt planning on that.

He commanded her to sing again and she shook her head. She would not give in. She was adamant.
 
Scott slapped her ass again, he was very curious as to just how stubborn she was going to be with this request. "Sing" he said again watching to see just how she would react, after nothing he forced another anal bead into her ass. They continued to get larger the more he went.

He looked down, he had inserted all but one bead into her ass, he gave her a hard smack on her ass again, it was now quite red. "Sing" he said one more time, and waited.

Nothing, he raised an eye brow, quite stubborn, he thought as he reached out and grabbed her hair "You really don't want to make this easy do you" he said as he took the last bead and slowly slipped it into her ass. He watched as her back tensed up at the invasion of her body. He smiled, he was going to have to come up with something a little more intense apparently to get what he wanted out of her.

He laced his fingers into her hair and pulled hard forcing her head up "Well lets see how this feels" he said as he started to pull the beads out of her ass, they popped out of her small bud as he slowly extracted them from her.

Once he had them all out he dropped them on the floor, it looked like this was going to take something a little more intense to break her.

He grabbed the lube and squeezed some more out onto her "Well you didn't seem to bothered by the beads in your ass" he said with a laugh. "I wonder how tight its going to feel when I fuck it" he said as he stood behind her. He took of his belt and unzipped his pants. "You really do have quite a nice ass Ryan" he said as he moved in behind her. He traced his finger around her anus "I bet its going to feel quite nice sliding my cock into it" he said as he positioned himself.

Taking his hard cock in his hand he started to rub it around in the lube. "Sing" he said as he started to push the head against her "or I am going to make you scream".
 
Ryan felt him grab her hair and yank her head back. She winced but remained silent at his questions. He smacked her now stinging ass again and forced the last bead. She stiffened and wanted to cry out but didn't.

And then he pulled them back out. Ryan couldn't contain the whimper that came from her throat. Once they were gone she felt an extreme sense of relief and her body seemed to go limp from it.

Until she felt him pressing his cock against her. "DON'T!" She screamed, her realm of silence over. She fought against the restraints but to no avail. "I don't want to sing!! But please don't!!! Please!!!!"

"Get the fuck off my ass!! I don't want you to fuck it!!"

She was on the verge of panic now. Her blah trembled beneath his grasp. Her stomach churned and she struggled.

But she still didn't sing.
 
Scott watcher her as she struggled trying to move away from him, his grip intensified on her as he used his weight to hold her down. "I'm going to enjoy this" he said as he guided his cock to her ass and started to push it in. He grunted as he slipped the head into her, he was thicker than the beads and they had helped to stretch her out some, but not enough.

He had to lean forward to push himself into her, her ass was so tight. I wonder if this is her first time doing anal, he thought as he pulled the head out of her ass. "Your a tight little bitch aren't you" he teased. "I bet you don't give this up often" he said as he started to push the head into her again. "Is this your first time having your ass fucked" he asked as he used her hair to pull a little more of himself into her.

He had to go slow, she was extremely tight and it was even painful for him to go into her ass. "I cant wait to hear you sing for me while im fucking your ass" he said as he raised a hand and slapped her cheek hard.
 
Ryan screamed as the head of his cock popped into her ass. Her eyes tested up as she squeezed them closed. He asked if she had ever had someone fuck her before in the ass and she shook her head no.

"Please stop!" She cried as he began to move farther in. Pain screamed through her body and yet at the same time she could feel the tiniest hint of pleasure. He was moving slow but it was still too much.

"I'll sing!" She cried out. "I will song for you. Just please. Please stop!"

She was willing to do what he wanted her to do if it meant the pain would stop. "As soon as you pull your dick out I'll sing. I swear I will".

She turned and gazed at him with large pleading eyes. "Please!"
 
Scott wasn't surprised as she said that she had not had her ass fucked before, he could tell by how tight it was and how she was reacting to all of this. He slowed is forward progress and looked at her face. He nodded at her plea and started to slowly pull back. He stood up as he cock slipped out of her ass, he left the head of his cock on her anus as he let go of her hair.

"Alright, lets here you sing" he said as he watched her body. His hands moved her her hips, he held her there for a moment before he let them trail down her thighs. He slowly stroked them as he watched her. He had no doubt that he could get her to do what he wanted, he just was having to learn what pressure he needed to apply to get her to comply.

"You know I most certainly do not mind fucking your ass till you scream for me, but if you wish to make things easier then by all means please lets here what you got" he said as he slapped her ass.
 
Ryan whimpered in relief as his cock popped from within her body. She took several deep breaths to try and calm herself and glanced back at him as he stood with the head of his cock pressed against her anus. She was beginning to wonder if maybe it would be easier to just do as he asked.

It was certainly cause her less pain. And yet it went against every grain in her body to bend to his will. Taking another deep breath she began to sing.

It was a slow, sultry number, that she had written as a teenager while laying in her bed late one nigh. Even then she had shown great talent. She had won local competitions as well as written many songs while just sitting in her bedroom for hours on end.

This one in particular had been her second number one hit, written after a breakup, and had emotions poured throughout it. Her voice was deep and sexy when she sang it and her rhythm slow. It was one of her favorites to sing acapella.

She sang through the entire thing and then just sat there quietly, waiting for him to say something. Anything.
 
Scott watched her and listened as she started to sing, he kept the head of his cock pressed against her as he let her finish her number. He was very impressed, she had a nice voice and was able to sound decent even through the circumstances. Her voice sounded strong, something he wouldn't have guessed. He stood up as she finished "Very good" he said with a smile. He placed his hand on her ass and softly rubbed it, his fingers caressing her skin. "Well perhaps we can save this for another time" he said as he let his finger trace around her anus, he circled it slowly "I bet we could even make it pleasurable for you" he said with a laugh as his hand went to her pussy.

He cupped her gently and softly massaged her. He let his hand press into her as he stroked her back and forth. "So what would you like to eat" he asked as he took his hand away from her. He went and unchained her ankles and then went to her head.

He ran a hand through her hair, it was greasy and starting to tangle. He loosened the chain around her neck and let her up. He helped her stand up.

"Alright lets get you cleaned up" he said as he pulled her over towards a door. He opened it revealing a basic bathroom "Get a shower" he said as he locked the chain to the wall, but left enough slack so she could move around the room as she needed.
 
Ryan felt him pull his cock away from her completely and she moaned in relief. He continued to stroke her ass and then pussy slowly, almost caressing her. The way he shifted moods kept her head spinning.

Suddenly she wanted a drink but the thought was pushed away when he mentioned a shower. He had unchained her from the wall and helped her stand very l by by then. She looked at him as they walked to a bathroom.

"Really?" She asked incredulously. "You aren't gonna come in with me?"

Now those words surprised even her. Did she want him to come? Apparently. But why? He was a cruel man who apparently liked people. And yet he could be so nice ... She awaited his answer quietly.
 
Scott stood at the doorway and watched her for a moment before he nodded "Sure I can help you with that" he said as he reached for the bottom of his shirt. He pulled it up over his head exposing his decently defined chest, he spent a good amount of time keeping in shape and had kept up with his physical training after leaving the service. He was surprised that she was actually asking him to stay with her. He was some what wary of her request, but he decided to go ahead and see how she would react.

He reached in and turned on the water, he stretched out his hand and felt the temperature. He loosened his belt and dropped his pants as he walked into the room with her. He grabbed the soap off of the wall and squeezed some into his hand as he handed her the bottle. He worked up a decent lather and started to rub it on her shoulders and back as they both moved under the warm water.

The warmth felt good, this time of year was very chilly in this country. Even with the heater going in this place you could still feel the coolness radiating through the walls. He ran his hands down her back moving down to her hips. "So why did you want me to help you shower" he asked.
 
Ryan stepped directly under the warm water and growled softly. It felt amazing after days on hard floors and attached to chains. She merely stood there for several seconds. She realized that at that point in time a shower was better than any alcohol or coke ever which surprised her.

Scott joined her and immediately began to cleaning her back which was even more heavenly. He asked her a question and she almost missed it she was so lost in pleasure.

"Hmm?" She moaned softly. "Oh..." She snapped out of her daze. "I... I don't know." She said honestly. "I've just kind of gotten used to you being around and I just asked you would be joining me... You didn't have to you know... Sorry if you didn't want to".

Her voice trailed off. Why HAD she wanted him in there? He was truly cruel to get... And yet wasn't he trying to help her in the long run? Her mind was getting a little clearer.

"Why do you do this for people?" She asked suddenly. "Is it all for the money?"
 
Scott let his hands move around her hips as he placed his body behind her, he pulled her towards him as he leaned into her. "Well I am glad that things are starting to change for you" he said as as he looked at her. He leaned in and ran his hand around her stomach and pulled her to him, her body pressed into his chest. "Oh no I wanted to" he said as his hand moved up to her breasts, he softly caressed and massage them. "You are a beautiful woman Ryan" he said "and you have a very impressive inner strength" he said as he cupped her breasts.

"I had expected to find that you were nothing more than a pretty face and voice, but it seems like there is much more to you than that" he said as he moved his hand to her neck. He softly stroked her neck moving up to her chin.

He leaned his head down and gently kissed her neck "Your the first person that I have done this with" he said. "In the service I was trained to get information out of people, but we were under severe time constraints and those ways were much less civil" he said almost with a laugh. "Your uncle felt like he was out of options for your safety" he said "I decided to help him out, and it seemed like a very interesting challenge" he said.

"How do you feel" he asked her as he nuzzled her shoulder.
 
How did she feel? Like she could melt into a puddle at his feet, that's how. The way he was kissing her, stroking her body, nuzzling against her. It was like he cared about her. She hadn't had anyone act that way about her in years. For people now it was all about her sex appeal or her money. Nobody cared about her anymore it seemed.

"I feel on top of the world right this second" she said softly as she leaned back into his embrace. She let get head fall back against his shoulder. "I'm tired but my headache is dull in comparison to what it was. And I can actually think halfway straight..." She smiled up at him but then frowned. "I .... I haven't been sober in years, Scott".

"Don't get me wrong... Id still love a drink or some coke but this feels good too.. And you... Was all of this in your job description?"
 
Scott held Ryan as he nodded, glad to hear that she was responding this way to him. He wan't sure if she would ever develop an affection for him, not after the things that he had done to her. "Well that's good that your head is feeling clearer" he said as he reached over and turned off the shower. He handed her a towel "That means that your starting to work through all of that stuff" he said.

He smiled at her "Well that is what we are here to do, get you clean and sober and make sure that you stay that way" he said as wrapped the towel around his waist. "No I was just asked to get you clean" he said "and that's what I intend to make sure we do here" he said. "When you leave you need to be able to resist the temptation of the drugs and alcohol" he said.

"Now how about something to eat" He asked "What are you in the mood for?". He loosened the chain from the wall and let it go free. He thought for a few moments and decided not to lock it down some where. He wanted to give her a chance and see how she reacted to this. "There wasn't much in the way of grocieries here, but I can make a grilled cheese" He offered.
 
Ryan began drying herself off and nodded at his suggestion of food. She was surprised to find she was hungry. She hadn't been for days. She watched quietly as he let her chains go. She glanced curiously at him.

Was he letting her go? No. She knew better. She shrugged and followed along behind him like a meek puppy. "Grilled cheese actually sounds fantastic" she told him.

"Can I help in any way?"

She glanced around her surroundings and noted she could probably too run if she wanted to. But she found she really didn't want to which was strange.

She should be itching to leave but for some reason.. And she had an idea that reason was Scott... She Had no desire to leave him then. Not even for booze or coke
 
Scott led her up out of the lower basement up one level, there was a small kitchen here and the rooms were a tad nicer that the cells that were down stairs. "Sure get some plates, and some drinks" he said as he motioned to cabinet and fridge. He went to work getting the bread and things together while the pan heated on the stove. He cooked up a couple of grilled cheeses and set them on the plates.

He took them over to the table where she was sitting and placed them down. He took the seat across from her as he cut his sandwich apart. "So from what I know of the withdraw process you should be on the tail end of that, then its just going to be working through the basic addition part" he said. "Depending on how you do with that will depend on how long we have to stay here" he said.

He watched her as she ate "You know your life style is going to have to change dramatically when we get back don't you" he said starting to work her through some of the logistical things she would have to deal with. "You can't have that same life style" he continued as he watched her.
 
Ryan watched as Scott worked in the kitchen. She poured them each a glass of tea to go with their meal. Her eyes followed him around the kitchen. He really was sexy...

He sat down beside her and they began eating. His question made her think.

"I did think of that" she admitted. "I'm kind of over the s start life anyway... I may quit... I had considered it anyway... I just don't know what I'll do. I don't need To work but then I'd get bored which would be bad... I've considered it for a while. Don't tell anyone though" she pleaded. "I don't know what to do..."
 
Scott nodded as he listened to her, he chewed his food as he watched her and nodded. Yeah that life style would be hard to keep up with and would lead to a burnout eventually.

"So had you given any thought to what you would do past singing" he asked, he knew that had been tough for him post service. He had found it hard to find a purpose to his work, it didn't seem to have the same punch that he was used to. He assumed it would be similar to her, something would have to replace the rush that she got from going out on stage, and feeling that thrill. She would need to find something that fulfilled her.

"Thats fine I won't tell anyone" he said as he gave her a smile. "Well you will have some time to think about it before we leave here" he said.

He finished his food and stood up. "I'm glad things have turned this way" he said with a smile. "But we still have some work to do" he said his smile turning mischievous. "Lets head back down stairs" he said extending his hand to her.
 
Ryan finished eating and explained she wasn't sure what she wanted to do past singing. She hadn't thought about it enough. It would have to be something dramatic and interesting or she would grow bored... And if she grew bored she might do something stupid like turn back to alcohol or drugs again.

Over they were both finished Scott held out his hand and told her they had more to do. Her heart began to race again. She saw his smile and smiled back veggie extending her hand-and in essence he trust- to him.

She followed his back downstairs to and stood in the middle of the room he led her to, waiting for his instructions.
 
Scott led her down to the bottom of the basement and had her stand in the middle of the room. He pulled the towel away from her revealing her naked body to him once more. He took a good long look at her, enjoying her feminine figure. He left her there and came back with a set of nipple clamps.

"Now these are going to cause you pain" he said holding them up showing them to her, "but I want you to focus on my voice". He said as he walked closer to her. He took her arms and moved them behind her back, he was very surprised at how compliant she was being this time. He linked the wrist restraints to each other. Once he had them secure, he returned to her front. He opened the clamps and gently attached each of them to her nipples. He adjusted them so that they were tight, and he could tell that they were causing her some discomfort.

"Now spread your legs" he said as he moved behind her and tapped her feet spreading her legs open for him. His hand moved to cup her pussy, he slowly started to massage it. "Focus on my voice Ryan" he said "focus on my hand" he said softly his face near her ear.
 
Ryan's heart gave a nervous flutter as she saw the nipple clamps. She knew what they were. Even though she was worried about the pain she was also surprised to find that her nipples grew hard just looking at the things.

He bound get wrists together behind her back which had the effect of thrusting her breasts forwards. Then he attached the clamps. The pain was instant. All of the little teeth on the clamps biting into her tender flesh. Her eyes watered slightly but she managed to remain quiet.

Once they were attached, Scott asked her to spread her legs and then proceeded to help her. Her nipples were burning, pain radiating from them. then she felt his hand on her hot pussy, and heard his voice in her ear. The voice drew her in, making her almost forget about the pain in her nipples.

Focus on him. That's what he said and so she did. He was rubbing her and she moaned softly. That part felt good and coupled with the pain in her breasts, it took her breath away. She began to pant slightly as he continued his ministrations.
 
Scott's hand continued to stroke her, he pressed his fingers softly into her skin as he rubbed her back and forth. "Very good Ryan" he said as he watched her, he could see her eyes shut as she looked to be concentrating. He could hear her panting as he felt the goosebumps on her skin rise as he continued to play with her.

He took her shoulder and leaned her forward, allowing gravity to pull fully on the clamps that were attached to her nipples. He spread her lips apart and let his finger slip into her as he felt her wetness. He smiled feeling just how much she was enjoying this. His finger found her clit and he started to slowly circle it.

"mmm you are enjoying this aren't you Ryan" he asked as he sped up his movements on her clit. He reached out and took a hold of one her breasts and started to squeeze it and release it. Making the clip bounce up and down and tug at her nipple. "Focus on my hand" he said as he sped up his moment, his finger moving back and forth across her.
 
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