Chapter 2

*Timeskip 2 years*

"Zorua, use tackle..... I probably don't even have to tell you now do I?" Jack said in a bored tone while Zorua defeated a wild Lillipup.

He looked at the screen before him and sighed "No change even after defeating a Pokemon more than 1000 times. What is wrong with this system?

Even if it wouldn't help my Pokemon, it would have increased atleast 10 levels on its own. But this stupid system not only decided to not help me level up, it was also hindering the development of my Zorua." Jack cried out as he sat near a tree.

Zorua came running towards him and jumped at him. With the look in Zorua's eyes, Jack could already tell what the Pokemon was thinking.

Jack said "No Zorua, it isn't your fault. It is completely my fault. Don't worry about it." He called Zorua with its name because he sucked at naming stuff and decided not to embarrass himself and his first Pokemon companion.

From behind, Courtney said to Jack "Master, your food is served."

Jack got up and sat on a picnic cloth spread by Courtney under the same tree.She finished unpacking the sandwiches she made at home and also served Zorua his special Pokemon food.

Jack turned to Courtney as he was enjoying the tasty sandwiches and asked her "Courtney, you know you don't have to come to the forest with us. It is pretty dangerous and you aren't even a trainer."

"First, we both are just give years old. So, you saying that it is dangerous, is funny. Second, I am here on my own free will because.....I.... L...." Courtney looked down and her face was completely red.

Jack moved towards her and said "Courtney, I always knew how you felt towards me, but I always thought that it was out of gratitude, but your care towards me proved me wrong. I feel like an idiot for kept a cute girl like you waiting."

(Even if you think this is too early in the story. They stayed together for two years where they were together almost all the time. I don't think you need more time, reasons and incidents for their relationship to move forward.)

Now, Jack wasn't into young girls, but knowing that he was the same age as her and his feelings for her, he brushed off the fact that he was already an adult in his previous life.

They both moved towards each other and Courtney was in tears. Both slowly closed their eyes and their lips locked.

Both were doing this for the first time and didn't know how to do it. Just when Jack's head was going blank with the embarassment, a screen popped up before him which read "Your Pokemon gained 2000 exp."

He immediately broke the kiss and turned to look at Zorua, who was also shocked with what was happening with his body.

He looked at Jack and was happy, as he felt stronger, way stronger.

Courtney asked "Jack, is something wrong?" and Jack smiled at her and said "Thank you Courtney, you just made my life bright again." and kissed her again.

When he kissed her again, the screen appeared again and said "Your Pokemon gained 30 exp"

He kept kissing her again and again, and the messages kept coming.

Zorua was just standing there feeling himself grow stronger as his master did a lot of indecent things with his maid.

He touched her in various places and noticed that the amount of experience varied.

He experimented with Courtney for an hour, but he still didn't get too intense thought, just touching.

"So, the amount of exp I receive will depend on how much happiness or pleasure she receives.

No wonder the rom hack was rated 18+, but this just made my life in this world a lot more interesting." he said to himself.

Courtney was in her own world with what Jack had done and Zorua was also happy to see that he was stronger, but felt it strange that he suddenly knew two more moves, Fury swipes and Scary face.

Jack opened the Pokemon page and noticed that it jumped from 5 to 20.

Jack was satisfied for the day and wanted to return, but looking at Zorua and Courtney, he decided to wait till they returned back to normal.

He peacefully ate the sandwiches while Courtney slowly got up and fixed her maid outfit. She then moved to Jack and sat beside him, while hugging his arm and placing her head on his shoulders.

Jack didn't say anything and just stayed like that. They returned home after a while and Courtney didn't let go of his arm.

When they entered the mansion, Aria looked at them and laughed while covering her mouth "Huhuhuh... my my kids these days are too fast."

Jack decided to ignore her and went to his room, with Courtney still refusing to let go of his arm.

This continued on for years, with Courtney getting more and more clingy. At first, Jack felt uncomfortable with her sudden change in behaviour, but slowly got used to it.

She would use her puppy face and ask with a cute face "Am I doing something wrong?" and Jack couldn't reply to that seeing her cute face.

Slowly, he started enjoying her behaviour. They both slept together, bath together and even feed each other.

Everyone knew that they both loved each other a lot and just enjoyed the two tiny love birds brightening the mansion.

Juniper also gifted Courtney a Snivy and both Jack and Courtney trained together. While training, he also learnt that the system accumulates all the exp Zorua earns and it would give it to Zorua only when I pleasured Courtney again.

So, it was a fun and happy filled life until they turned 13.

Both Jack and Courtney were in the forest as usual, but they weren't training their Pokemon. Courtney was in Jack's lap, facing him.

They both got closer to each other and kissed while Zoroark and Serperior were eating their Poke snacks.

Jack and Courtney both looked at each other after the kiss and both could tell what was on the other person's mind.

Courtney was wearing a normal white tshirt and blue jeans. Jack slowly slipped his hands under her tshirt while Courtney locked her arms around his neck.

He grabbed her boobs, which were still developing, and slowly massaged them. "Mmm..." Courtney moaned as she started kissing Jack's neck.

Jack slowly moved to her nipples and pulled them slightly. Courtney moaned loudly and left a hickey on his neck.

Jack removed her tshirt and started sucking on her nipples while Courtney left hickies all over his neck and chest.

Courtney also removed his shirt and moved her arms over his body, which wasn't developed. It was same as a normal teenager.

They both touched each other and Jack kept playing with her boobs, while occasionally kissing her.

After a while, they both looked into each other's eyes and Jack asked "Are you ready?" and she replied with a nod, along with a bright smile on her face.

Courtney got up and stood before Jack as he took out his little brother from his pants.

While Jack was fast with the reveal, Courtney decided to get Jack ready. So, she slowly unbuttoned her pants and slowly moved them down, revealing her smooth white legs.

After she was done with her jeans, there was just one piece of clothing on her, her white underwear, which was already wet from the foreplay.

She moved it down, slowly revealing her glorious pink cave, with some hair above it.

Since Jack was sitting, it was right in front of his face. He moved forward and begin to lick the entrance.

As soon as he touched the entrance with his tongue, her body jolted. Jack continued on, sending his tongue to explore her cave.

She pressed his head and moaned continuously.

"Mmm...aaahh..." her moans were music to his ears and he continued.

After a while, she felt something down and understood that she was about to climax. So, she stopped Jack and said "We both have to do it together." and moved away from him.

Jack leaned against a tree while sitting down, with his little brother ready to go to battle.

Courtney also was ready and she lowered herself until Jack's rod was touching the entrance of her cave.

She slowly lowered down, taking it inside her. Both were having a new experience.

Jack said in his head "If any otaku from earth felt the insides of a woman, he would stop using his hands."

As she moved down, she felt that the pain was increasing. Seeing her pained expression, Jack caught her and held her in place.

He kissed her and rubbed her back to relieve her of the pain. After she got used to it, she moved down and finally, tore through the wall that proved her virginity.

Immediately when this happened, both Jack and Courtney blew their load.

As their breathing became heavier, they looked at each other and Jack slowly started moving.

Since both of them just blew their load, they were extremely sensitive. So, with each movement, it sent a current through their bodies.

Both of them were loosing themselves to the pleasure and feeling it brought.

Courtney also started moving and her breasts moved up and down. Jack caught them and was playing with them when Courtney said "Jack, I love you"

He looked at her and said "I love you too" even though they both said this almost everyday, this time there was a different feel to it.

Their movements got faster and after a while, Jack said "I am almost there" and Courtney said " Me too..... together... let's do it together....." she said between her moans.

They both increased their speeds and finally blew their loads inside the other.

Courtney fell on Jack's chest while breathing heavily. Their bodies covered in sweat were shining in the forest.

"That was crazy" Courtney said and Jack also agreed.

In the peaceful and happy moment suddenly, a white dust started spreading around them.

Jack recognised it, as it was a move used by Pokemon 'Sleep Powder', but before he could react, he felt that he was loosing strength and was getting drowsy.

He lost consciousness before he could do anything. Courtney, Zoruark and Serperior also lost consciousness without doing anything.

Then three men with gas masks came out of the woods and looked at the naked bodies of Jack and Courtney.

One man looked at Courtney and said "She looks beautiful. I want to do her once."

Before he even got closer to her, he heard a voice from the earpiece say "Touch even a single strand of hair on her and you, along with your family would wish you were dead."

The man with the gas mask immediately stopped in his tracks. Then a woman with red hair walked to Courtney and dressed her up before taking her to a van, while the other three handled Jack, Zoroark and Serperior.

Jack felt that he was slowly gaining consciousness. He slowly opened his eyes, to find Courtney strapped to a table.

He said "Courtney, what happened? Hey Courtney, wake up" and tried to get up when he noticed that he was also strapped to a green table.

He tried to free himself, but it did nothing. He then heard a voice say "No use trying Jack. You will only end up wasting your energy."

"Who are you? What do you want with us?" Jack shouted and the owner of the voice came closer to the table.

He bent over to show his face, which caused Jack to open his eyes wide with shock as he recognised the face.

"Aren't you supposed to be my dad? What are you doing? What is happening here?" Jack asked and he replied "Well Jack, your father has been working on something important all his life and I believe that you are the only person who can help me complete it."