The bosses prey (closed for cybal)

[cybal]

"Jesus Ray!" she gasped as she willingly took the submissive position. She tried to relax sensing Ray was not finished. She could feel his cum running down her leg and her body was in overdrive. She relaxed enough and his weight opened her in a way she had not felt in a long time.

"Oh fuck Ray" she cried as she reached down and rubbed her clit.

"Does it feel good Ray?" she hissed as her hand vibrated qucikly over the swollen clit.

"Want to cum in my ass too? Think that cock is too big for my little ass?" she chided him.

"Fuck Ray I am close!" she hissed arching her back for him and her own pleasure.

Her hands clawed the fine leather couch as she braced herself against his weight. "I guess I still have it" she said with a laugh before grunting with another of his thrusts.

 

[jc199123]

“I told you I was going to fill every fuckable hole and I meant it” he said as his thrusts got harder and deeper in her. He could hear their flesh smack together as he fucked her ass.

He could feel when was close to cumming again good thing she was as well. He shot yet another load into her. He could feel it his cum seep out around his still hard cock. He lets his cock soften inside her so if in fact it was too big he wouldn’t hurt her on the way out.

After he was out he gave her a smack on the ass and said “If you think it’s too tight we could always start you on some anal training butt plugs.” He sets on the couch beside of her pulling her on top of him and kisses her deeply letting their tongues dance once more. He looks at her and says “Still think we are going to have a fun summer? I can’t wait to do this again.”

 

[cybal]

She smiled with her arms around his neck and kissed him as she sat in his lap. His cum covered them both at this point.

"Ray I like you but this macho bullshit needs to be toned down. I like a man to fuck me hard but remember I am the boss here. I am all for equal but full time dominant just won't cut it. Tomorrow is pay day and if you get a check then your keycard will work Monday, if not, you will know you played it a little too hard" she said, maintaining her position. His expression was priceless as she got up and gathered her things with a chuckle.

"You did give me quite a workout stud" she said as she stretched her lean mature naked body seductively as she picked up her clothes strewn across the floor. She tossed him his pants and said "Time to go Mr Richards."

 

[jc199123]

“I wasn’t trying to be macho with that comment I was trying to suggest doing it so I would be more enjoyable instead of hurt at first… and I’m sorry for being overzealous I’ll be sure to tone it down with my dominating nature next time if there is a next time. ” he said as he put on his pants.

He final gets ready he looks over at her and says “I loved having sex with you I hope my keycard will work tomorrow so we can continue the fun we had today only toned down a bit.”

He walks out of her office seeing how it was the end of his work day he hoped he hadn’t messed up and destroyed his chance at two fantasies he had one to fuck an older lady and two to fuck is boss

 

[cybal]

As Ray reached the street his phone buzzed. There was a text from "BigBossLady71", "Respect, I don't care about anything but respect. Can you respect a woman who likes to let her men fuck her in the ass because she respects their pleasure?"

It was a question to keep you up at night if you are a strong egotistical male, if not it may be easier.

 

[jc199123]

He reads her text and send this back “RR1997- Yes I can respect you I thoroughly enjoyed every aspect of pleasure you gave me or let me do if I didn’t respect you do you think I would have cum as may times as I did or stayed after you told me to get out? No I wouldn’t have I don’t have respect for women who lead people on then tell them to leave when that person is willing to go as far as she was leading on. I also understand you are still my boss and I will remember that the next time trust me.”

He takes a deep breath then sends her the txt back hoping that it has answered her question.

 

[cybal]

The security desk turns green when you pass your ID over it, as a wave of relief runs through you. The security guard looks up at Ray and said "Room 1610" with nothing further.

You enter the elevator his press 16 as the elevator fills. Everyone has exited the elevator by the time the sixteenth floor is reached. The doors open to a non-descript hallway with beige walls and plain doors all labeled with simple numbers painted above small keypads. It is as odd hall unlike the rest of the building.

Sixteen ten opens when you pass your id over the keypad next to the door. Inside there is a desk and a chair with a computer on the desk. There is no window or anything else on the wall. There is a security camera with a red light on in the upper corner of the room facing you standing in the door.

As you sit and press the keyboard the monitor comes on with a fairly standard desktop. A window opens without prompting and you see Mrs Crenshaw.

"Hello Ray. Good Morning. Your job is going to be different from what you did in the past. I want you to monitor the network traffic and find someone using the network inappropriately for something sexual. When you find it capture it and let me know. You have until the end of the day."

The window disappeared and Ray is left with his new task.

 

[jc199123]

Ray opens a few programs that were already loaded on to the PC for data tracking on the networks. He scanned for major data usage first not excluding the executive suits. He opened up his phone to look at some of the questionable websites, not giving her a chance to fire him he kept everything he did on his phone off the office network only using his data plan, and turning on some music seeing how he was shut off from the outside world plus the heavy metal music kept him focused on the task at hand. He hoped that it secretly annoyed the person watching him on the monitor.

He started to wonder if doing this was a ploy to tease him all day or if she really was worried that some people where using the network for sexual things. He found someone with in an hour of starting he opened up his email program and wrote all the info down like log in credentials, Wed site URL, time discovered, and the MAC of the NIC in the computer so they could pin point the computer they used. After writing it all down Ray sends it to Mrs. Crenshaw.

He still patrolled the network looking for people who were just goofing off and telnet into their computers sending a command to exit off their web browsers. Seeing how she didn’t tell him to report on anyone but the people using the network for smut he didn’t bother reporting them. His favorite show’s theme song came up on his playlist. It was the full version of This Life he began to half sing along.

He didn’t know what to really do now seeing how his task was already done for the day so he set up two windows on his pc one was to look up new technology, computer parts, networking ideas, All around tech news the other was so he could monitor the network some more. He wondered if Mrs. Crenshaw would give him another task or if he could get something else seeing how he has already done his task.

 

[cybal]

The little alert on his screen popped up. When he clicked the message read.

"Dear Ray,

This is a reasonably dry report. I want you to tell me the story, the who, the what, the freaky about people I am paying. I don't care, I am not firing anyone. I know people have needs and interests and to be honest most of the people would not be happy sitting here doing what they do without something to distract themselves.

You can stop using your phone to look things up. If I want to fire you I will.

I want to see what gets you hard. Show me. Make me wet and maybe I will request your presence and let you out of your little room.

PS I like your music."

 

[jc199123]

Ray looks at the screen and says “What if I find a video I like and want to download it I’m not using the company’s network to do so it will take to long.”

He dives back into what he was told to do again. After about two hours of diving he found something. It was a video of what looked like office boss/workers domination where the woman was in control. The woman was wearing a corset that only came up to her breasts not covering them and was wearing a matching black thong with thigh high nylon stocking. He began to harden from just the woman’s outfit. He kept watching and it had a woman in nothing but a collar and cuffs on all fours then a man with the same things on crawl in front of the dominatrix boss. It looked like the only thing the boss did was finger herself, spank or punish them if they did something she didn’t like the normal thing dominatrix did, and if the man asked to cum she would finish him off and snowball either the man or woman giving them cum laden tongue kisses. It also looked like the man had something around his cock and balls He was now fully erect and didn’t why the only thing he would have been interested in was either the snowballing because he often wondered what it would be like to have both juices in his mouth or the thing around his junk because the woman he was fucking was going wild and pretty much worshiped his cock not wanting him to ever stop.

He again writes down the login and the details for her this time. He sends her a PS stating “I’m sorry I can’t send you who yet given the fact I don’t know where you store the login info but I can defiantly give what and the freak.” He adjusts his self not wanting to be uncomfortable and noticeable in case someone came in to get him.

 

[cybal]

An almost instant response came back.

"I see this is making it awkward for you, perhaps you want to make yourself more comfortable. Perhaps you would like to tell me, remember I can hear you, what it is that is making it uncomfortable in your chair..."

"You will need to do better Ray. I need an IT guy who can easily find me dirt, filthy, erotic yearnings in people nobody would ever guess. For example, would it surprise you my assistant pursues women in their seventies for him and his boyfriend to make out in front of. These are the kind of things I want to know, If you cannot deliver names and interests I should give your chair to someone else..."

 

[jc199123]

Ray decides that instead of telling her what was making him uncomfortable he would show her. He unzips his pants and fishes out his cock and begins to slowly stroke it making sure that she could see him. He puts it back after a while if she wants more she will have to come and get him to see more.

He searched through the pc for any type of file what would have login info and the names associated with it he found it after thirty minutes of him digging around. He redoes his playlist to include much heavier metal. He puts up his feet on the desk and moves the key board closer to where his hands can reach now. He knows that his hard on is on full display and doesn’t care anymore.

He finds another person looking up some sexual stuff. Her name is Jennifer he types that down on an already open reply. He does some research and finds out she is in the accounting part of the house appears to be manager. He opens a program that will let him view what she is seeing on her screen. He watches as she watches some porn where the older woman catches and show the younger woman how to please her man and eventually lets her join in on the fun. He does some more digging on this person to find out she wants to be the older person in the situation. She also likes to be gang banged by lesbians with strap ons. She also likes voyeurism as well. While he watch some of the older footage of her screen he comes across a craigslist posting of hers looking for a couple that is willing to let the man fuck her in front of the other woman. He uncontrollable moves his hands to his pants and starts to rub him thinking about what he was seeing. He seen on her screen now that she also likes to role-play over her IM that she is someone’s fuck toy to be used to by the other person anyway they want.

He sends this message back:

Jennifer the accounts manager loves to watch porn where there is a young couple starting to fuck but get caught by an older lady, a cougar, she makes the young lady get off of the man and shows her how to pleasure him better then eventual allows the other woman to join them to have a threesome. She has a fantasy of being the older woman in the situation. She has also put up ads on craigslist to find some young couple to be able to hash out her fantasy with. She also IM role plays were she is someone’s slutty fuck toys to be used in any way they see fit.

 

[cybal]

TO: Jennifer
BCC: Ray

Jenn,

Please go to room 1610 as soon as possible. You are needed for a personal evaluation.

The Boss

This is the email that Ray receives minutes after his report is dispatched.

 

[jc199123]

He sends her a message back:

Boss,
What am I supposed to do with her I never given anyone an evaluation before so please get back to me before she gets here

Ray

He send the message not sure what he was to do with Jennifer at this point he never had to give evaluations before and he had no clue what she meant by personal evaluations. He nervously waited for her reply

 

[cybal]

Mr Richards,

You know Jennifer's secrets, Do you think her husband and kids should know sweet Jenny's taste in porn? Do you want her to possibly exchange that privacy for releif of that awkwardness this little hunt had brought on to you?

 

[jc199123]

He gets the message just as he heard a Knock on the door. "That must be Jennifer now" he thinks to himself.

He wonders if Boss lady is going to watch through her camera and pleasure herself. He wondered if he could or should try the what she mentioned trying seeing how he doesn't have the same power as she did.

 

[cybal]

Ray watched as the door clicked with the pass of her keycard over the pad on the wall outside.

"Hello?" he heard her say as she pushed the door open. "I was told to report here?" she said as she stepped into the room.

In person Jennifer, or Jenn as her friends called her, was striking. She looked to be in her mid thirties although her personnel report claimed she was forty six. She had long brown hair parted down the middle and coming past the middle of her back. She wore a pink dress, tailored to her slender figure. She was married but no dependents. She wore fashionable red glasses, the narrow type that are all the rage. Her make up was tasteful but not over done. Her nails were short with a french manicure. She wore practical shoes with a slight heel keeping her calves toned as she stood with her dress ending just below her knee.

"I am not sure what this is about?" she said sounding annoyed, especially since Ray was so much younger and "he better not be my new boss" she thought to herself.

 

[jc199123]

Ray took a deep breath before she got in and said hello back to her. He thought to himself “this is the woman behind the internet stuff” he found it hard to believe that this woman was such a horny little woman.

He figured that he should just tell him what he found on his mission. “This is about your internet usage I was tasked to find someone who was using the network for their sexual desires instead of work and you just happened to be the one I found. I sent my finding to my boss and she wanted to fire you but I convinced her to let me give you a personal evaluation.” He said moving so she could see his erection through his pants. “We can do this one of two ways you can consider this as an answer to your craigslist ad for a man to use you as a personal sex toy or you could leave now disgusted and not have a job which means my boss will call your home and ask your husband about all the stuff I found…. What will it be will you be my fuck toy or are you willing to see if what I said is going to happen? As a bonus if we have sex that camera feeds into my lovers office you can have you other fetish as well the one with the older lady teaching the young man’s lover how to please him.”

He types a quick message to the boss:
Sorry for the last part wanted to see if that would tip the scales in my favor.

 

[cybal]

"oh" Jennifer says oddly. She seems to be pondering what she has just heard. Her eyes are mostly on the floor periodically moving to the camera in the corner of the room and Ray's bulging pants.

"I don't think you have the right person" she finally offers up. "I have been in Utah all week. I just walked into the office ten minutes ago. Check the logs." Her voice is distant and confused as one might imagine.

"Although you offer is tempting I doubt my husband would be too pleased. But I think the person you are interested in is my intern, Olivia." she says. The older woman is clearly thinking very hard about what has been said. "Although it is surprising to here she was looking at stuff like that. She is a very quiet Japanese woman who barely speaks English. She is an analyst, and a very good one. She is in her first year at university. I fear what confronting her with this will do, but I would never have imagined she would have done this to start with so," she stopped talking and looked at Ray.

 

[jc199123]

Ray types this message while she explained it to him or lied to him:

Boss

Jennifer claims it was Olivia who done everything I reported lets bring her in for questioning.

He made sure not to hide the fact he was typing the message. “If in fact it was you your husband will never know about our little meeting at all but if you say it your assistant we can call her in. Now are you sure it was your assistant who done all of this you would hate for her to come in here get questioned to find out it was you and your privacy is gone…. Plus my boss may motion to have both of you fired as well you would hate for that to happen for either you doing it or you hiding it and her using your credentials to look up porn at work.” He said with his finger hovering over the enter button on his keyboard.

“Now I’m giving you one last chance to confess and save your job like I said your husband will never know about what we do in this room today. I’m sure he would hate to find out what you do at work when he isn’t around if in fact it was you” he said giving her one last chance to confess and not lose her privacy on the matter.

 

[cybal]

"Look" Jen said in a serious tone. "I don't want Olivia to get in trouble. Maybe we can work something out?" she continued her tone softening. Her eyes moving over Ray. "What are we talking about here?" she asks stepping forward towards Ray, glancing up at the camera. "Well?" she said loudly looking up at the camera, blankly staring back with red light on.

"You want me to undress or just suck you cock?" her tone was somewhere between annoyed and excited. She steps closer to the desk. "You want some of this boy?" she says cupping her breasts seductively. "You want some of this woman old enough to be your momma?" her tone deepening into a breathy groan. Her perfume fills your head as she stands and crosses her arms.

"Better ask your boss what you should do big boy," she said glancing at the camera.

 

[jc199123]

Ray looks at her and says to her “I don’t need to ask my boss what to do I have this under control” as he gets up from his chair his cock standing at full attention. He moves behind her pulling her close to him his cock pressed against her.

“I don’t just want some I want all of you…you can’t be any older than twenty” he whispered in her ear letting his breath brush across her skin while he ran his finger parallel with her waist band on her dress.

He grinds his hard cock against her ass while saying “I never disappointed a lady when it comes to sex I tend to make them cum multiple times…. So you won’t regret doing this.” He unbuttons her dress running his hand down under her panties feeling her warm bare skin against his hands. HE begins to kiss her neck while pressing her hips harder against his hard cock.

“I want to fill all of you up with my cock I want to make your juices run down your legs plus my cum drip from your chin onto your breasts." hesaid moving his hands up and down her body.

 

[cybal]

"You sound like the kind of man who takes what he wants" she hisses as he gropes her body. It reacts to his grabs and pinches and grinds. "Don't think I am going to enjoy this," she says trying to resist the urge to completely give in to this guy, this kid half her age. But she wants it so much. Her eyes keep looking up at the camera as she licks her lips. She knows who the boss is and has imagined her in a few situations.

"Did you fuck her yet?" she asks looking straight at the camera as he humps her ass like a puppy on a leg.

Her nipples are achingly hard as she feels her panties wet against her as this stranger is molesting her.

"Do you want to perform well for her so she will let you back into her office?" she asks her heart pounding uncontrollably her hands shaking before she pushes her palms to the table.

 

[jc199123]

"Yes I fucked her and I'll perform well no matter if she lets me out or not" he said moving his hands lower.

"What do you mean you not going to enjoy this your panties are already soaking wet" he said giving her pussy a teasing rub before moving to remove her dress. "I can tell by the way your body is reacting to my touch you want me to fuck you" he said as her dress said past her hips.

He unbutton her blouse and began to pleasure her nipples. "What I want you to do for now is lay on my desk as I pleasure you with my tongue and fingers" he said removing her blouse and panties.

 

[cybal]

"I guess I have no choice" she said glaring at the camera. She let him undress her and sloped onto the desk and spread her legs for him standing over her. She was not self conscious as she looked amazing.

"Well?" she asked as he took her in. "Am I too hot to eat?" she said sarcastically as her hands began to massage her tits. She raised her feet to his chest. "You sure you don't want my little asian assistant?" her voice confident and seeing how he was riveted to her, there was no chance of any change in the lineup.