A/N: So I've been rewatching Pokémon lately because I don't have a life. :P Anyway, this came to me when I was watching the last episode of the Johto seasons. I've never dabbled in Pokémon before; so let me know what you think!

Disclaimer: Nothing is mine except the plot and the original characters.

Pokémon: The Next Generation

Prolog: Sixteen Years Before

Ash Ketchum approached Misty Waterflower's apartment slowly. "I've never been so excited and nervous in my whole life," he said to Pikachu, who was sitting on his shoulder, he played with the velvet box that he was holding in his hand. "Misty's in for the shock of her life. She said that she wanted to talk to me about something, so I figured that this would be as good a time as any."

"Pipikachu!" the yellow mouse Pokémon said, smiling at its best friend.

Inside her home, Misty Waterflower hugged herself tight. It was really going to pain her to do this. She loved Ash, she truly did. But he wanted to be the best Pokémon Master that there ever was, and right now, she would just hold him back.

"This is it Pikachu," he said as he knocked on Misty's door, "I can't wait to she the look on her face."

Pikachu gave Ash a smile and a thumbs up, "Pikachu!"

Misty gathered all of her courage and opened the door, "Hey Ash," she said with a shy, sheepish, smile.

"Misty," he said, cupping her face in his hands and kissing her. "I'm so glad to see you."

Misty fought back tears, "Ash," she said, her voice wavering, "There's something I need to tell you."

Ash took her hands in his, "Okay, you first then."

"This relationship," she said, trying to find her footing, "Isn't going to work. I'm afraid there's just to many conflicts, with me being a gym leader and you traveling all the time."

Ash dropped her hands and took a step backwards, "What do you mean Misty, we've been dating for three years."

"I know and it got me thinking, that well I," her heart was cracking in two, she didn't want to do this, but what choice did she have. "I'm sick of this arrangement, you're always off traveling the world in some competition or helping Gary on his research. I'm tired of waiting around and hardly ever seeing you," her shoulders shook and she could hear her voice cracking, "In fact I never want to see you again."

"Misty…. I don't understand…."

"I'm telling you to go away Ash Ketchum!" the words came off of her lips like heavy steel, "I... Hate You!"

Ash didn't know what to say, how could she say something like this? "But Misty, please, tell me what's wrong…"

"Just leave me alone!" Misty slammed the door in his face. The second her back was turned to the door, and burst in tears.

Ash had become pretty good at concealing his emotions over the years, but this was like a stab in his heart. "Why?" he said aloud opening the box that contained the diamond engagement ring that he was going to give to Misty. "I was going to give it all up for her. Only for her, Pikachu," he said as the tears slowly came down his face.

Pikachu gave his partner a pat on back, "Pikapika."

Inside her home, Misty walked over to her couch and crawled up into a ball, "If only he knew," she said. "I would just be holding him back if he knew."

A/N: Stopping there. I let you all figure it out.