Riiip!
James made the final touch to Jessie's outfit by tearing one last piece of her top, leaving her in an tattered outfit that looked like she had been in some struggle. Of course, just tearing her clothes wasn't going to be enough for their plan. She lifted up her white crop top and black undershirt enough to reveal a good amount of her breasts- one of her nipples being exposed with the other having some areola peeking out. Her black-gloved hands lifted her white skirt up a bit as she looked over herself, her sweaty, curvy figure being the perfect bait for their idea. "Yes... Now, tie me up, James- we're getting that brat's Pikachu this time, for sure!"
In now just about the most vulnerable position possible, Jessie squirmed a bit, making sure the ropes that James used were good enough. She had been tied whilst on her back with her thigh-high-clad legs turned up, her feet bound behind her head. Her hands were also bound in that same position, leaving her in a position that showed off her breasts, her pussy- barely covered by her white panties, and her asshole, covered even less. James looked the lewd sight up and down before he shot her a thumbs up, the two sharing a mischievous grin. They knew that Ash Ketchum would be wandering the humid Alolan region, now it was only a matter of time until he showed up.
"Heeelp~ Heeelp! I've been beaten and tied up be a complete WEIRDO! Oh, I can't move my body AT ALL, somebody please help!" Jessie cried out in a voice as lewd and defenseless as she could muster. 'Fufu... This is my most brilliant plan yet. With that little runt confused and distracted by this shameful display, James should have no issue nabbing that rodent!' she thought to herself, a smirk growing on her face. And, just as expected, a certain 10-year-old boy had rounded the corner of the bush that Jessie was set up in. Ash's eyes widened as he saw the display, the Pikachu on his shoulder narrowing his eyes cautiously.
Jessie's eyes lit up in delight as she saw the boy's concerned look, that mischievous smirk returning before she said, "Oh, twer- I-I mean, Ash, how convenient to see you hear! I've been caught in.. quite the situation... Could you be a dear and help a lady out?" Despite her attempts at sounding as innocent and vulnerable as possible, Ash's eyes took their time looking up and down the Team Rocket member's exposed body. The young trainer's gaze lingered on her tits for too long before his eyes moved to her crotch, lingering there for another few seconds before moving back to her chest.
Jessie blushed lightly before she said, "W-Well don't just stand there, help me..! ...Please?" That same mischievous-looking smirk that Jessie had previously had now grown on Ash's face. He set his backpack down, his Pikachu hopping off of his shoulder and standing next to him as Ash approached. That look in the boy's eye was starting to fill Jessie with worry. As the boy stopped, standing mere inches from her, he suddenly dropped his shorts, revealing his big, thick cock- which looked to be already semi-hard. The bound lady's eyes widened as she saw his dick. "W-W-Wha?! What do you think you're doing, brat?!" Ash didn't say anything in response, instead kicking his shorts off to the side. He straddled the lady, looking into her now-worried eyes as his member lined up with her asshole. "H-Hah, you're not serious, are you..?" Jessie asked nervously. Ash's only response to her question was