Office Manager Trained as Slave - Copied
#8
Looking at Joe stroking his rock hard cock, Vicki could swear that it had gotten bigger since yesterday. She was silently thankful that she had put the gag in as she knew that it was going to be extremely painful for Kathy. Not saying a word, she silently gestured to Joe, pointing to the opened jar of Vaseline she had placed on the desk next to Kathy.


Reaching in, Joe took a large dollop of the lubricant and liberally applied it to his erection. Once sufficiently greased, he reached up, and grasping the base of the plug, began pulling it slowly out of her asshole. With a plop, the fattest part of the plug slipped past her sphincter and the rest of the plug slid quickly out. Wasting no time, Joe set the plug aside and stepped up to Kathy's ass placing the tip of his greased cock against her asshole.

When Kathy realized that the man was trying to stick his cock up her ass and not in her pussy, she began to panic and starting struggling against her bonds, screaming her protest around the ball gag. 

Knowing this was going to happen, Vicki had been prepared and was standing to one side with the ruler in hand. Motioning for Joe to step back, she quickly brought the ruler down hard directly onto Kathy's exposed anus.

-CRACK-

A prolonged scream of agony, muffled by the gag, resonated about the room. "Settle down slut," Vicki hollered.

-CRACK-

Another direct hit, this one on Kathy's bare pussy. Another agonizing scream followed. 

"I can keep this up all day if you want. Now stop moving whore," Vicki instructed. 

When Kathy finally stopped struggling against her bonds and was just whimpering and mewling behind her gag, Vicki walked around to the other side of the desk and grabbed a handful of Kathy's hair. Bending close she spoke directly into Kathy's ear, "Now listen closely whore. You are going to take that cock up your ass whether you want to or not. The only choice you're going to get is whether you want me to beat your asshole and cunt raw with the ruler first, and then force the cock up your ass, or if you want to try and take the cock up your ass without me beating it first." Releasing her hair, Vicki continued, "Now nod your head yes or no to make your choice. Do you want me to beat that cunt and ass of your first before you take the cock up your ass?" Vicki asked. 

Kathy slowly shook her head side to side.

"Do you want to take the cock up your ass without me having to beat it first?"

Kathy hesitated, but realizing that she was defeated and really had no choice in the matter, slowly nodded her head up and down.

Patting her head condescendingly, Vicki replied, "That's a good little slut. Now get ready, because here it comes."

Hearing his cue Joe stepped forward again, and placing the tip against her asshole, began pushing it in. He had never had anal sex before, and did not fully realize how tight it was going to be. As he pushed futilely against the muscles of her sphincter without success, Joe began to have his doubts whether he would be able to get his cock in there.

Sensing Joe's hesitance, Vicki began encouraging him to continue, "Come on, ram that cock up this worthless whore's ass. The rougher it is, the more turned on she gets. Feel her pussy, I bet its dripping wet already."

Reaching down, Joe dipped a finger into Kathy's spread open pussy and was amazed to feel it soaking wet. From his vantage point, it looked like all it took to get Kathy turned on was a few hard slaps to her asshole and pussy and then to be threatened with having a big cock stuck up her ass. Starting to believe Vicki, Joe ignored Kathy's muffled pleas, and renewed his efforts on her asshole. Applying more Vaseline to the tip of his cock, Joe began pushing harder, trying to push past the sphincter. 

Kathy began to wail in earnest now as Joe slowly started to make headway. With a death grip on Kathy's hips, Joe pushed and thrust as hard as he could. Slowly her asshole began to open and more and more of the tip slipped in. When he finally had about two inches buried in her ass, Joe stopped to catch his breath and apply more lubricant to his shaft. Without realizing it, Joe had been holding his breath as tried to force his cock into Kathy's ass, and was starting to feel slightly light headed from the lack of oxygen.

Seeing Joe stop, and worrying that he was going to quit, Vicki began egging him on again, "Now don't stop. Bury that cock in that ass. Listen to the whore. She's practically begging you to keep going." 

Unintelligible noises and sounds were coming from Kathy's gagged mouth. 

Joe knew that Kathy didn't want this, but he was too excited now to even consider stopping. With a thumbs up sign, Joe grabbed hold of Kathy's hips again, and thrust as hard as he could. With an obvious howl of agony from Kathy, Joe managed to bury 2 more inches in before stopping and giving Kathy time to adjust. For Joe, it felt like his cock was being squeezed by an ever-tightening vice.

Kathy was now beside herself with agony. Her asshole felt like it was being torn in two. Even the largest of the plugs had not even begun to prepare her for the pain she was experiencing now. This pain was almost on par with the pain she had felt on that first day when Vicki had beat her breasts, ass and pussy with the dreaded ruler. And even though the pain was slightly less, the humiliation of being violated like this just made it that much worse. 

As Kathy struggled to cope with the pressure in her ass, she began to feel that familiar stirring begin deep within her loins. Despite all of the pain and humiliation she was feeling, her body betrayed her once more and was getting turned on from all of the abuse. Trying desperately to fight her inner demon, Kathy struggled to keep her lust in check, but was soon overwhelmed by her need to orgasm. Once that battle was fought and lost, Kathy's body took over and her sphincter began to relax to accommodate the monster at its door.

As Joe stood there motionless, giving Kathy a chance to get used to his cock, he could feel the change as it occurred in Kathy's body. The painful pressure on his cock lessened slightly, and with a pathetic whimpering, Kathy began to thrust back slowly against his cock. Seeing that as his cue, Joe began to thrust his cock slowly in and out of her ass, trying to get a little more of his cock in with each thrust.

Kathy's muffled screams and cries slowly changed to grunts and moans as her asshole continued to loosen and stretch as more and more of the monster cock got buried in her ass. After several minutes of slow thrusting, Joe finally managed to bury the entire length up her ass. With a big grin, Joe quickened the pace and lengthened the depths of his thrusts. 

Within a few more minutes, Kathy had completely adjusted to her anal invader, and was now completely lost within her own world of pleasure. All she could think about was how desperately she wanted to cum. That tingling in her loins had built to a steady thrum, and it was now all she could think about. As Joe pounded his cock deep within her bowels, Kathy began to moan and shout behind her gag, sticking her ass out as much as she could to meet each thrust.

Watching all of this, Vicki's fingers had once again found its way into her own panties and she was quickly frigging her own pussy, trying to time her climax to Kathy's. When she sensed that Kathy was close to orgasming, she began to yell, "Are you my worthless whore?"

Kathy could only scream some unintelligible words as she quickly nodded her head yes.

"And do you deserve to be punished?" Vicki continued.

More vigorous nodding of her head.

"And do you get turned on by being humiliated and abused?" Vicki finally asked.

Grunts followed by more rapid nodding of the head. 

The only other sounds in the office were of Joe's thighs slapping noisily against Kathy's abused ass each time he bottomed out in her. 

When Kathy's orgasm was about to peak, Vicki leaned down close to Kathy's right ear and whispered, "Oh by the way, that's not some stranger fucking you in the ass right now. That's Joe Greeley from accounting." 

Kathy's entire body went rigid, and when the humiliation of those words hit home, Kathy exploded in her most powerful orgasm ever. A long and loud wail came from behind the gag, as Kathy's body convulsed and shook on the table. Vicki's own orgasm overtook her as she watched Kathy's body writhe and contort on the table.

Watching Vicki cum and feeling Kathy's body writhing beneath him was too much for Joe to handle. As the orgasm pulsed through Kathy's body, it felt like someone with a pair of vice grips was simultaneously trying to milk and tear his cock from his body. The sensations quickly sent him over the edge and he began shooting load after load of cum into her asshole.

Even after Kathy began to come down from her earth shattering orgasm, Joe continued to pump his sperm into her. He couldn't recall ever cumming this much in his entire sexual life. When he was finally spent and his cock began to soften, he slowly withdrew from Kathy's asshole. Kathy's ass had been filled with so much cum, that it was seeping out and dripping into her pussy.

Fixing her own clothes Vicki asked, "Joe, be a dear and stick that plug back up her ass. We don't want any of that precious cum getting out now do we?" she asked rhetorically. 

With a smile, Joe grabbed the plug from the desk and easily placed it back in the now loosened and heavily lubricated ass. Without another word, Joe quickly dressed and left the office.

Removing the blindfold and gag from Kathy's head, Vicki whispered quietly in her ear as she softly stroked the hair on Kathy's head, "You did very well today whore. I'm very proud of you. You've become a good little slut. Now I want you to leave that plug and cum in your ass until you get home from work today. Once there you can take the plug out and wash the cum out of your ass."

Without waiting for a response, and still stroking Kathy's hair, Vicki began kissing Kathy on the lips. Kathy immediately responded and kissed Vicki back with passion sucking eagerly upon Vicki's thrusting tongue. After a minute of passionate kissing, Vicki pulled away and began untying her personal whore.

Vicki was a bit confused about the kiss. She had certainly not planned that and had never dreamed that she would ever kiss another woman, yet she found herself strangely drawn to Kathy in a very sexual way. Her intense desire to abuse and humiliate Kathy hadn't abated any, but there was also a very strong sexual energy between them as well. She was a little frightened by it, but intended on exploring it further in the weeks to come.

Once everything was put back into the bag, Vicki gave Kathy a final pat on the ass and then walked out of the office, leaving her still lying across her desk. As Vicki settled into her own desk to eat her lunch, she contemplated the last five days and the direction Kathy's training had taken. It had been a very aggressive and forceful training regimen, but Kathy had responded to it better than she had ever dreamed. She had prepared herself for much more resistance and hadn't expected to be as far into the program as she was.

With a dreamy smile on her face, Vicki leaned back in her chair and began to plan next weeks training sessions. 'If Kathy thought this week had been bad, just wait till she sees what I've got planned for her next week', Vicki chuckled softly to herself.

THE END
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RE: Office Manager Trained as Slave - Copied - by hirarandi - 27-09-2020, 09:26 PM



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