Disclaimer: I don't own Pokemon.
Ash was handcuffed behind a chair and already was free. He was just waiting for the interrogator and will take whoever it is hard.
His mistake of sneaking inside of a Team Rocket facility was not dealing with the cameras and he is paying for it in a large manner. What they forgot to do is to check if he had anything on his pockets or wrists properly. He learned he had handcuffs, which makes his escape easier. He got a small lockpick and freed himself already, but he wanted to have some fun.
Then he saw a woman that was in charge of the place. He smirked as he saw a long blonde/orange haired woman, with a black colored Team Rocket uniform. He can see it does show her curves by how it is hugging her body a little bit.
She walked over to the smirking trainer in question. She knew who this man was, Ash Ketchum, a very dangerous man in the whole Johto region. He stopped Team Rocket's Kanto division and took them out. She knew the risks and was ready to get any information out of him.
The woman took out a whipping crop and smirked.
"You won't be smiling much, Ash. We will get some information about Lance and the League itself."
He smirked.
"Oh I don't know about that. I mean, I have the advantage here."
She then grabbed him by the collar "Oh really?"
"I do. Now, before you begin with whatever you are going to do with me. I want to ask, if anyone can here us in here?"
She shook her head "Not only that, but no cameras here. We don't want the screams to reach outside of this room."
He then smiled widely and showed he was free. "Good."
Her eyes widen and then was pinned on the table. She struggled a bit, but he held her pretty well.
"Hmmm….what do I do with a hot looking Rocket like yourself? I can just knock you out, but I don't like to hit women in the face. No...what can I do?"
"Damn it! Let me go!"
"Oh shush you! You have no power over me. Besides…." His hand began to reach her left breast, as he made a slightly squeeze making her gasp."When was the last time you had a good time."
"F-Fuck you."
"Yeah. I doubt that chain smoker Butch can give it to you."
His hands caresses her abdomen. "I remembered how Jessie was in the same situation as you were….and you wonder why she disappeared."
She then remembered how Jessie was gone and James with Meowth just quit. She wondered about that.
"Well let's just say, she knows better. You are so much like her, flaunting her body around other men, just to get what you want. Now though, you will get it to work."
"N-no."
She tried to move, but then felt stunned for a moment. She then saw his eyes glowed for a bit and was turned on her stomach. He grabbed her whipping crop and smacked her on her butt. She moaned in pain.
"Such a bad girl. Always the spoil girl…" another hit "Wanting things your way. I bet you are the type that will beg for daddy for things or you will throw a tantrum." Another hit.
She moaned in pain, and yet was getting aroused by it. No, how could she. He then went and massages her butt cheek, while she tried not to moan. He then slid under her skirt and he smirked.
"Well, well you are a kinky girl."
"No I'm not!"
Another hit on her butt.
"Don't lie. I can tell how wet you are, just like Jessie."
She then realized that Jessie was with him. She struggled a bit, but something was holding her down. She didn't know what it was but noticed how his eyes glowed. It was power, but unknown to she knew she couldn't escape.
She then was turned around and her top was ripped off along with her bra. He then massages her breasts.
"Do you like it?"
"Yes…"
"Yes, what?"
"Yes….master…"
"Oh you are learning fast. Good, good."
He then began to suck on her breasts. She moaned as he sucked on her breasts more and more.
"Oh gods!"
He began to nibble on them and she was losing this battle already. She wanted to submit to it more as she held on his head. Her tongue was out and was trying not to orgasm early on. She then felt her skirt and panties are off.
He plunged two fingers as he continued sucking on her right breast.
"Ahhh…master."
"Enjoy it my new pet."
He get moving his fingers more and more, as she was in ecstasy. She tried to focus what was going on, but couldn't.
"I'm cumming….I'm cumming…."
"Then go ahead, cum all over the table."
She orgasmed hard as she squirted heavily. He smirked as he furiously fingered her as Cassidy nearly fainted. He tasted her and liked it. He then placed two fingers on her mouth.
"Lick."
She licked her own juices and looked at Ash. He smirked as he began to take off his pants. He got on top of her, placing his dick between her large breasts. He squeezed her breasts together and began to move his hips.
Cassidy began to lick the tip of it. He groaned. "Keep going."
He moved his hips more as he felt her lips on his whole dick. He kept moving, going faster and faster.
She sucked earnestly, wanting to know how much is he holding up. She then felt him twitch and she began to taste his seed. So much was coming out as her eyes widen. She swallowed as much as she could, and she pulled out. A large mount of it was hitting her face. She licked his still harden dick as she smirked.
"Mmm...tasty."
"We aren't finished."
He got her up and placed her in all fours on the table. He then slapped it, as she moaned.
"Let's see how tight are you."
She tried to hold her moan as he slowly pushed his large manhood inside of her. She began feel inch by inch going inside of her. She kept moaning until she felt a thrust going all the way in.
"Ahhh!"
"That's it, scream for me."
He just couldn't wait and began to slam inside of her. He held on to her hips and kept moving his hips fast.
"You're so tight!"
All she could responds are moans. She then felt her breasts being grabbed and squeezed. This caused her moans to be louder. She then felt her nipples pinched as she moaned loudly.
"Ahhh!"
"Are you enjoying, pet?!"
"Yes! More! Keep pinching them!"
He pinches them again as he went faster and faster. She kept getting wetter and wetter.
All she could do is get lost in this wave of pleasure and just hang on.
After minutes, after minutes, he was getting close as so was Cassidy. He kept going faster and faster until they both came hard.
"Shit!"
She then felt his load inside of her womb. She moaned as she felt it being overfilled. Some of it spilled out of her womanhood as Ash smirked.
"Good girl."
He caresses her back and butt. He then pulled out and saw his work as Cassidy was lost in her satisfaction.
"I do hope you do come live with me. You will have all what you want and more."
All she could do is nod and he puts his pants up. He then kisses her and leaves her on the table.
Ash went to take out the Rockets and begin to purge the people in charge of the place.
Two years later….
Ash arrived home as he smelled the delicious cooking. He went over to the kitchen and saw both Cassidy and Jessie finishing up. He went over and kisses the neck of Cassidy and then Jessie.
"Hey there."
They both smiled as they turn off the stove.
"How are my beautiful pets doing?"
Cassidy spoke "Doing well, Billy is asleep after running around a lot. Who knew he would have as much energy as his father."
Jessie added "You already know how little Sally is mischievous but she is asleep as well after playing a lot with Pikachu."
Who knew having two women would be the best. He was making a lot of money already and taking care of his two lovers and two children are too easy for him. He then grabbed one of each of their breasts and squeezed them.
"They do seem somewhat lonely. Maybe a little brother and sister would suffice?"
They moaned happily.
"Aren't you hungry though?"
Ash gave a sly smirk "How about we skip this meal and I would have both of you."
He then kisses Cassidy first as Jessie went on her knees to take off his pants.
Yep, life was good for Ash Ketchum.
End.
A/N: Well hope you guys and gals like that. The next person would most likely be Sabrina, on a what if story. I will continue to look through other characters and I doubt I will run out of women here. So many of them so little time. Until then take care guys and I apologize for the shortness of this chapter.