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Chapter 1: Pokeshipping (AshXMisty)

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One day in Pallet Town, Kanto, we find Ash Ketchum currently crying in his room. You see, after his second-place finish in The Kalos League, Ash learned that his mother died of a heart attack. This would leave Ash very, very upset as his tears were flying everywhere. Clemont, Bonnie, and Serena tried cheering him up, but Ash was just too upset about his mother's death. She was there for Ash's support, so to have her gone was very sad for Ash as he was now an orphan when his father, the greatest Pokemon Master, Red, died during a mission when he was trying to take down Team Rocket before Ash was even born.

Ash was grieving so much, it made his heart almost shatter completely. Ash felt like that he couldn't continue his dreams as he was very upset about his mother's death. During these past several weeks, Ash looked like a mess both physically and mentally. His hair was covering up his eyes and ears and he had holes and his tears in his clothes. Ash just wished someone can make him feel better as he was very sad since his mother's death.

Meanwhile, on her way to Pallet Town was the Cerulean City Gym Leader Misty. She went to Pallet Town as she just heard the news from Professor Oak about how Ash was feeling about his mother's death. She gasped as she never thought Ash would not leave his house for several weeks. She couldn't admit it back then, but she gained romantic feelings for Ash when they were travelling through Kanto, the Orange Islands, and Johto. So hearing about how upset her crush was made Misty very worried as she thought Ash might do something he might regret doing. She then decided to visit him in Pallet Town to see if she can cheer him.

It took her a couple of days, but Misty was now in Pallet Town. She now reached Ash's house and realized it was unlocked as Ash forgot to lock it when he returned home from Kalos and went right to his room. Figuring Ash would be in his room, Misty went to his room and knocked on the door. "Ash Ketchum? Are you in there?" asked Misty. She heard some crying, but the door did not open. Misty then opened the door and gasped at Ash's state. She never saw her crush like this before as he was a mess both physically and mentally. Deciding to take a chance, Misty walked into Ash's room. 

"Ash, are you okay?" asked a very worried Misty as she was walking into his room. Hearing a familiar voice, Ash looked towards his doorway and saw Misty Waterflower, the girl that won his heart. "M-Misty?" said a very emotional Ash. "Yes, Ash, it's me. And judging from the way you spoke to me, you must be very upset," said Misty as she starting walking towards him. "Yes, Misty, I have been very sad ever since my mom died from a heart attack," said Ash as tears were coming down his face. "Oh, Ash, I'm very sorry for your loss," said Misty as she sat next to him and started to rub his back. Ash did have fresh breath and even took a shower, so Misty didn't have to worry about Ash smelling bad. 

"Misty, I don't even know if I want to even continue my journey," said Ash. "Don't worry, Ash, I will make you feel better," said Misty as she had some signs of a pretty tone in her voice. "But how will you do that, Misty...," said Ash before he was cut off as Misty kissed him on the lips in a passionate kiss. Ash blushed as Misty kissed him, but he soon returned the kiss. "Ash, what I'm trying to see is that I love you," said Misty as she pulled back from the kiss. "Misty, I love you too," said Ash as for the first time in a long time, he had a happy smile on his face. "Aw, Ash, you love me as well? How loving," said Misty. "Misty, can you help me move on?" said Ash. "Of course, Ash, I will help you move on," said Misty. 

With that, Misty moved to Pallet Town to live with her handsome boyfriend after she gave her Gym Leader title to her oldest sister Daisy to help Ash move on with his life. She gave Ash a haircut with his hairstyle now look like Sir Aaron's, gave him new clothes, and she even gave Ash a Pokedex with unlimited Pokemon slots, meaning Ash could now carry all of his Pokemon with him at once. One night, after Ash took his shower and went to his room, he saw Misty on the bed with just her bra and panties on. "Misty, are you wanting to kick things up a bit?" asked Ash as he was getting undressed. "You bet, Ashy, I want to kick things up a bit," said Misty. By now, Ash was just in his boxers. "You know Misty, you look even cuter without your clothes," teased Ash as his sexy girlfriend was now blushing brightly. "Oh, Ash, you know how to make your beautiful girlfriend happy," said Misty as she was taking off her bra, which would reveal her perky C-Cup breasts. 

Ash smiled as he grabbed Misty's sexy breasts and started to knead them. This would make Misty moan in pleasure as she loved her breasts being kneaded by hands. Ash then put Misty's right breast to his mouth and began to suck on her nipple, allowing Misty's breastmilk to flow into his mouth. He then did the same thing to Misty's left breast as his hand was now kneading her right breast. Pretty soon, Misty screamed in pleasure as she had an orgasm that wet her panties. "Wow, Misty, even your screams and moans are beautiful," said Ash. Misty blushed in embarrassment as Ash started to remove his boxers while she started to remove her panties, revealing Misty's shaven wet pussy. 

When Misty saw Ash's member, she thought, "Dear Arceus, that has to be at least 7-inches long". "Well, Misty, do you want to skip to the main event?" asked Ash. "Yes, Ash, but please be careful. This is my first time after all," said Misty. Ash then nodded as he slowly inserted himself into Misty's wet cunt. Misty moaned as Ash went deeper into her until he reached her barrier. "Misty, this will hurt the first time, so please brace yourself," warned Ash. Misty bit her bottom lip as she understood what Ash was saying. When Ash pulled back and went back in at full force and burst right through her barrier, Misty cried in pain as her virginity was now forever lost.

After Ash gave Misty some French kisses, however, Misty was feeling better as the pain was now gone. Ash then started to thrust in and out of Misty at a slow but increasing pace as he and Misty were now giving each other French-Kisses and Ash was kneading Misty's sexy C-Cup breasts again. "Misty, this is the best thing I ever had since you helped me move on after my mom's passing," said Ash as he enjoyed pounding Misty's tight pussy. "Thank you, Ash, after all, I just couldn't bear it to see you so heartbroken," said Misty as she loved Ash's cock pounding her pussy. During this 15 minute course, both Ash and Misty haven't cum yet, but they knew that they would soon, and they would do it together. 3 minutes later, Ash said, "Misty, I'm going to cum soon". "Me too, Ash, let's cum together," said Misty. Soon, they both orgasmed as Ash's semen filled up Misty's womb. "I love you, Misty Waterflower," said Ash as he pulled himself out of Misty's tight pussy and started to put on his PJs. "I love you too, Ash Ketchum," said Misty as she too started to put on her PJs before the two of them went to sleep together. They both smiled as they knew this wouldn't be the only time they would have sex.

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