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Alphabet Challenge: Take Two	By : campfiresongsong Category: Pokemon > General Views: 19941 -:- Recommendations : 0 -:- Currently Reading : 1
Disclaimer: I do not own Pokemon, nor the characters, and I do not profit from this work

Chapter List
- 1-Alphabet Challenge: Take Two
- 2-Blondes
- 3-Cheating
- 4-Doctor
- 5-Ego
- 6-Flying
- 7-Genuine
- 8-Horny
- 9-Idol
- 10-Jealousy
- 11-Keeper
- 12-Lesbian
- 13-Mercy
- 14-Neighbors
- 15-Objective
- 16-Player
- 10
- 11
- 12
“Alright, what do you have for me?” Giovanni asked in an exasperated tone
“Well you see, sir,” Jessie started nervously, “we don’t have any Pokémon at this time, but we’ve made some real progress!”
“Again?!” He roared, “You’re reporting to me emptyhanded again?!”
“I’m sorry sir,” She said bowing her head.
“Bend over,” He commanded with a dismissive wave of the hand.
This marked the tenth straight time that Jessie had reported for her squad’s monthly report without anything to show to the boss. After the fifth time, he had started implementing some physical punishment to try and remedy the issue. Clearly though, no positive results had sprung from the process yet.
Typically, he went with his bare hands, a paddle, or even a flogger, but the message needed to get across stronger. This time, he pulled out a two-foot long, half-inch thick rattan cane out from his drawer of pain. Yanking down her skirt and underwear to expose her bare bottom, he struck her for the first time.
“Ow!” Jessie hollered as her body straightened up in surprise.
Her back had been to him as he picked out his item, so the sting of the cane really shocked her when all she expected was a paddle. She could still feel the sting in her butt cheek plenty of seconds after it had hit her. Bending back over though, she prepared for more. Bracing a little more for the hit this time, it was not quite as bad.
Still though, it hurt quite a bit more than any of his previous instruments had. In a moment of self-pity, as the caning continued, she wondered why it was always her who had to report to the boss. Why did James never suck it up and feel Giovani’s wrath? After all, she was not solely responsible for the group’s failures.
“I’ve had it with you guys not producing for me!” Giovani angrily exclaimed as he caned her again.
“Why should I pay you when I get nothing in return?” He asked rhetorically.
Not only was he infuriated with the particular group of Jessie, James, and Meowth, but with the company as a whole. His business had been falling across the board, and he knew layoffs were eminent if his income of money continued to decrease like it had been. At its current rate, Team Rocket as a whole would cease to exist within a couple years.
For the first time in many years, he was beginning to feel powerless. There was not much he could do to turn things around, except hope that his employees would come through for him. His desire to exert control was starting to come out Jessie now, as he continued to strike her butt, changing her skin tone there from white, to pink, to even red.
Jessie had to grit her teeth mightily as the blows kept coming. At this point she had counted up to 23, and then another one cracked down on her. She knew she would be feeling this in the morning, and probably for a couple mornings after that even. Finally, he struck her for the 25^th and final time.
Her now bright red ass stung mightily after receiving the last blow. She clenched her jaw and restrained from crying, relieved to have everything over with. Now that she had absorbed the consequences, she could walk out and everything would return to normal. As she attempted to leave though, she was stopped.
“Oh that’s not all this time,” Her boss barked.
“What else is there?” She asked.
“You’ll have to do what you did to get your job in the first place,” He informed her with a devilish smile.
“Sir, are you serious?”
Many years ago, when Jessie was desperate to get into Team Rocket, she had performed some special tasks for Giovani. After she allowed him to use her body for a night, he agreed to give her a spot on the team. Since then, in all the years in between, they had never done anything of the sort. The closest they got to it was the physical punishments she would receive.
“On your knees, whore.” He commanded angrily.
Scared, but obedient, Jessie dropped onto her knees. In very predictable fashion, Giovani’s pants fell down, followed by his underwear. His dick was hard, and every bit as magnificent as she remembered. Stepping towards her, she opened her mouth, preparing for what she knew that he wanted.
He slid his meat into her warm mouth, and continued pushing forward until he was stopped by her throat. From there Jessie attempted to take control, moving her head along his rod and giving him a blowjob. While it certainly did feel good, it was not exactly what Giovani was looking for today.
Grabbing the back of her head, he forced her to go all the way down on him. Relieving the applied pressure to let her head start to bounce back up, she quickly shoved her back down. Jessie choked as her throat was repeatedly violated, trying to find a way to breathe while her mouth was forcefully stuffed with cock.
“Suck it, bitch,” He growled.
After about half of a minute of that, he actually let her head up so that she could take a big gulp of air, and spit out the collection of precum that had built up in her mouth. Before she could even begin to enjoy her brief freedom, he grabbed her again and began to force her along the same process.
This time he began to thrust his hips as well, so he could get even further within her. As her head came crashing down, and his dick came thrusting forward, he was able to send his rod halfway down her throat with each shove. Jessie gagged loudly, but her pitiful sounds of suffering were not heard by her oppressor.
Giovani was so enraptured by his total control that he blocked everything else out. He was dominating, and he was in charge, just like how things should be. He felt no pity for his employee, making her choke and cough as he abused her wet hole for his pleasure. All he cared about was how fantastic it felt for him.
“This is all you’re good for isn’t it?”
Giovani pumped his hips wildly, losing any control. He drove his full package down Jessie’s throat, listening to her gag and choke on his meat. Jessie felt herself getting a little bit lightheaded, since all she was breathing in was cock. Never had she witnessed her boss so aggressive, and it made her feel scared, yet horny, at the same time.
For a few moments, he exerted great energy to skullfuck her with everything that he had. He blasted out a large load of semen, depositing it right into her windpipe, making her cough the unwanted liquid up in a choking manner. Even with an orgasm, he did not pull his rod out from her mouth.
He kept pressing against the back of her head to keep her down, despite her best attempts to free herself. Her head wiggled, but his strength reigned supreme as he made her choke on his meat a little while longer. Once his orgasm was finished and he felt satisfied, he finally let go, letting Jessie spring back and breathe in as much air as she could.
Meanwhile, he cleared all the files and things off his desk with one shove, demanding Jessie to stand up. She did, and then he approached her, tearing off every last bit of clothing he could, not caring that he ripped up a team rocket uniform that he had to pay for himself. Once she was fully nude he shoved her over the desk.
She expected penetration, but it did not come. Instead he dug into one of his drawers, taking a few moments to find what he was looking for. When he pulled out a large handful of rope, she began to realize what she was in for. She was thrown back-first onto the mahogany wood desk, with her body taking up about the whole thing.
Grabbing her arms, he spread them out as far as they could go, and then tied her wrists down tight enough to only let her wiggle her fingers. Then, he took her legs, and spread them out as far as they could go, and tied her ankles down so that both of her holes were exposed at one end of the table. For a final touch, he gagged her mouth, lest she try to scream while he attended his meeting.
“I’ll be back,” He told her, after redressing himself, as he left her alone.
XXX
Without any success, Jessie squirmed and struggled for hours, unable to move anywhere. Finally, the door to the office opened and shut quickly. Giovani was back and he stripped out of his fancy attire as quickly as he could. His dick was flaccid at the moment, but he had an idea of how to fix that.
Taking her gag out, he tilted her head back enough so that it fully hung off that table, and he stuck his dick back in it. The cool feeling of her captive tongue had him hard in no time, and he began to slide more of his meat in her mouth. With her head flipped upside down, it gave him a slightly better angle to deep throat her.
Taking advantage of this, he drove his full length into her mouth, enjoying how much of it managed to reach her throat. She gagged, greatly uncomfortable in her predicament. Her natural reaction was to stop the action with her arms, but flailing them got her nowhere thanks to the expertly tied knots Giovani had used.
“Struggle all you want slut,” Giovani barked happily.
He continued to pump his dick in and out of her as she moaned pitifully, unable to make too much sound. Her body wiggled around a little as she tried to create some movement, but ultimately her efforts did not amount to much. He enjoyed watching her helpless motions, as it again made him feel in charge and superior.
Keeping his meat lodged in her windpipe for quite some time, he only completely pulled out when he thought she was ready to pass out. Not that he would have felt bad about it, but she would not have been as much fun if she was not conscious. She sucked loudly, wanting to refuel her body with oxygen.
Still taking in a deep breath, Giovani sent his rod right back until her mouth, and he only stopped pushing when he balls slapped against her lips, preventing him from going deeper. Jessie coughed and gagged uncontrollably as her body did everything it knew how to get the large package stuck in her to leave.
Unfortunately for her, he would only leave when he pleased. With some short, quick, pumps he made her choke excessively, to the point where she was drooling like a baby. Mixed with her stream of drool dripping out was some of his precum, which continued to exit his penis while he throatfucked her.
Before he deposited another orgasm though, Giovani wanted to change holes. He pulled out of her mouth, letting Jessie loudly regain her steady influx of air. Then he moved to the other end of the table, where he had strategically left her other holes open for penetration. Rubbing her pussy for good measure, he found her abundantly wet as he prepped his cock for entrance.
“Please, sir,” Jessie begged.
Giovani was unsure whether she was begging for penetration, as evidenced by how wet she was, or if she did not want to take part in this. Either way, he did not care. He was going to give it to her, regardless of her desires. He was the boss of this organization, so his wants trumped anyone else’s.
Pressing the head of his dick in, he moaned at how soothing it felt. Her mouth and throat had pleased him before, but they paled in comparison to the ever warmer hug that her vaginal walls provided him. Wanting more, he continued to slide in his rod, enjoying it felt even tighter and even better as he filled her up more.
“Oh, god!” Jessie’s eyes bulged as her body expanded.
She and James had gotten at it plenty of times while on the road, but he hadn’t exactly set a high bar for his competition. Now she had to stretch herself far past her normal levels, and she felt the pain of it too. There was no use in asking for him to go easy on her though; she knew exactly what she was in for.
He began to pump his hips strongly, shaking her body and the table ever so slightly as he penetrated her. Her restraints kept her body in position pretty, but even they could not hold her from moving in recoil just a little bit. Giovanni had a fair amount of power, and was unleashing it on her now.
“AH! AH! AH!” Jessie screamed.
He paid no minds to her slight pains, for he only cared about his pleasure right now. Driving his cock deep into her tight hole made his whole body feel light and free, which was a beautiful contrast to how he felt under all the stress he’d been having. He knew he was not the only one enjoying though, despite the struggles of his partner.
She was experiencing some pain, and of course was tied down, but she could not help but squirt out orgasms. He was pounding into her g-spot with each deep thrust he made, and her body naturally orgasmed after enough repetitions. The extreme pleasure derived from these orgasms helped mask the pain of overextending parts of her body.
“OH MY GOD!” She yelled after her latest orgasm.
Upset with the loud raucous she was creating, Giovanni ceased his thrusting to pick up the ball gag that had been resting on the table from earlier. Opening her mouth back up, he stuffed the large red sphere between her sets of teeth to mute her, tying the strand around the back of her head to keep in it place.
He tied it uncomfortably tight for Jessie, but drooling on the plastic ball was a big improvement from choking on his dick, like she had been earlier. Giovanni walked back to the other side of the table, and Jessie prepared to spread her vagina out for him once more, but what came next was a bit of a surprise from her.
She felt him pressing the head of his dick against her asshole, wiggling its way into such tight confines. If she thought her pussy had to stretch way wider than usual for him, then this was going to be another step up. He struggled a little just to fit his meat in, but with brute force of pushing forward, the angles eventually worked out.
“Ghgh,” Jessie gurgled out a strange, muffled noise as she wiggled in discomfort.
With just half his rod in, it already caused her a fair bit of distress, which only worsened as he continued to slide in more of his member. She tried to yell something to get him to stop, but any noise that escaped from her was unintelligible, and even if she could be heard, she likely would have been ignored.
Once he worked in about three-quarters of his cock, he really could not push forward anymore. Instead, he held his ground, making her body adapt to his presence. It was such a tight squeeze for him that it squeezed out a little of his pre-cum already, but he had no need to worry about it since he was now in her butt.
Slowly, he began to pump his dick in and out, letting her body ease into the process. His patience and sympathy only lasted for so long though, as just a minute or so later, he started move his hips a lot more. She was barely able to take in such a large object, and it only became worse once that object went in motion.
It did not take him long to build pack up to the pace he had used while in her pussy, as he began to pump his hips quickly. He could not penetrate her quite as deep this way, but it was even tighter. She moaned miserable into her gag, and he found the indistinguishable sounds of her displeasure very attractive.
He continued to increase the speed and power of his thrusts naturally as his body got more and more excited. His own grunts began to tune out the muffled cries for mercy from his tied-down employee. Finally, he went into one last spree of pumping his hips about as rapidly as he could as his orgasm approached.
“Oh, yes!” He roared out as he finally hit his climax.
His large load sprayed right into her asshole, lasting for several pleasurable moments for him. Finally, he pulled out, gassed of almost all his physical energy. He was spent, and he imagined Jessie was too. She had taken everything a lot better than he anticipated, and in a way to him, that proved her worth.
He knew that firings were due to come within his business, but with Jessie, he knew he had a keeper.
- 10
- 11
- 12
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Alphabet Challenge: Take Two