A/N; So, it has been a while since I have written a pokemon fanfic. This story will include more than Handymanshipping. I will incorporate some Eldershipping, Rocketshipping, and Pokeshipping. Feel free to tell me how I can improve since I may mess up the characterization. So enjoy the first chapter.

Tracey Sketchit fiddled with the square baby blue velvet box in his red cargo shorts. He felt as if the box was a miniature anvil that he had carried around for a year. He had only purchased the ring a mere two weeks earlier. Tomorrow would be his and Daisy Waterflower's two year anniversary. Assuming his nerves didn't get the best of him, he planned to propose to her.

Professor Samuel Oak looked outside the window of his labatory. He noticed the young man sitting in the grass and watching the grass pokemon play in the field. The bellsprout, tangela, oddish, and bulbasaur romped around Tracey. Normally, Tracey would be drawing the pokemon or making notes about their behavior, but his sketchbook and pencil lay near his feet. The professor decided to check on the young man and walked outside.

"Tracey, is everything all right? I've never seen you put down your sketchbook for more than ten minutes at a time." Professor Oak asked.

Tracey pulled the velvet box from his pocket and showed it to the professor. He opened the box to reveal a ring with a silver band with three stones. The middle was a diamond and the surrounding stones were two smaller sapphires. He said, "I'm going to propose to Daisy Waterflower tomorrow."

"Well, it's a beautiful ring, I'm sure she will love it," Professor Oak replied.

"Picking out the ring was the easy part," Tracey said softly.

"Why's that?"

"I don't know what I am going to say. I have thought it over a million times, professor. Everything I come up with is extremely awkward, and she writes and performs mega romantic underwater ballets," Tracey explained. As he spoke, a butterfree flew over his head. He sighed as he remembered watching her write. Daisy sat by the pool, and her toes were tipped in the cool pool water. Her blue eyes were focused on the lines of the notebook paper. There was a column of pokemon that could be used for the performance, her sisters, and a possible male lead. She muttered the words as the words appeared on the page. Every so often, Daisy would change her voice to fit the character's dialogue.

Professor Oak smiled and said, "You're a smart guy. I am sure you can figure out something."

"You haven't met her. She writes and directs the Cerulean City underwater ballets and includes the pokemon. She is probably expecting this beautiful monologue, and I would have trouble stringing the words 'will you marry me' together," Tracey said.

Professor Oak sighed as he thought of Delia Ketchum. He had so many things that he was dying to tell her. He wanted to run his fingers through her auburn hair or look lovingly into her chocolate brown eyes. Every day that passed gnawed at him, but he was certain she would not be interested in a male that was ten years older than she. He was certain that Ash and Gary would be disgusted. He believed some things were better left unsaid; however, he couldn't bear the idea of Tracey without the chance of true happiness. If his assistant had a chance with the love of his life, mere words should not stand in his way.

"Tracey," the professor said, "It doesn't matter what you say to her. She loves you. Just speak from the heart, and don't let fear get in your way."

"Thanks Professor Oak."

The next day, Tracey pulled on a white button down shirt and put on a green tie. His black slacks felt odd against his legs since he normally wore shorts. He had never been so dressed up for a female. He clutched the bouquet of daisies in his hand. When he arrived at the Cerulean city gym, he saw Misty in the lobby. Daisy's younger sister grinned, "Hey Tracey. You look nice."

He shifted uncomfortably in his blue sneakers and replied "Thanks."

"All this for my sister?" Misty asked impressed.

"Are you talking about me?" Daisy asked as she came downstairs. Her white sundress flounced as she walked. She grinned at her boyfriend. "Wow, Tracey, you look like really good."

"Thank you," he replied. "You look gorgeous."

"Well, I am a model/ actress," she replied. Tracey handed her the flowers as she kissed him on the cheek. "So where are we going today?"

"If I told you, it wouldn't be a surprised," he said.

"Tracey, please," she pleaded with a pout.

"Nope," he responded teasingly.

"You're like no fun," she replied as she inched closer to him. He wrapped his tan muscular arms around her waist before lightly kissing her forehead.

Misty shook her head in disgust. Even though her older sister and her best friend had dated for two years, their romantic gestures still managed to nauseate her.

"You just have to trust me," Tracey said to Daisy.

"And I trust you two will get going soon," Misty said. "People will stop thinking this a pokemon gym and start thinking this is a fountain of love."

Tracey and Daisy glanced at one another and sighed. Daisy broke away from her boyfriend and wrapped a sisterly arm around Misty's shoulder. "Misty, you're like a totally cool girl. One day, you will have a boyfriend, and you will understand why love is such like a beautiful thing, " Daisy replied. "By the way, you gave me a great idea."

"Oh no," Misty groaned.

"Oh yes," Daisy replied, "but we'll see you later, Misty."

Tracey took Daisy to a small restaurant with a patio that overlooked the lake. The sun was beginning to set, and pidgeys and spearows could be heard chirping in the trees. Daisy looked around and said in awe, "Tracey, this place is like beautiful. How did you find this place?"

Tracey pulled the seat out for her. "Being Professor Oak's assistant has its perks, " he said before sitting down. They ordered their food and began talking about their projects. Daisy was in the middle of another "High Speed Hannah" movie and Tracey was learning more about Sinnoh pokemon. The conversation gradually shifted to their relationship.

"I remember when we first met, and you begged me to stay behind and help clean the gym," Tracey said as he took Daisy's hand.

She grinned and looked into his eyes. "It took you like forever to realize I called you to like help out so I could get to know you better. Like you were too cute and too sweet to totally ignore," she said.

Tracey smiled. Only Daisy could get away with making a man clean and fix a pokemon gym and get the male to take her out to dinner.

Tracey got on one knee and opened the blue box. He slid the ring onto her finger. He gulped and said, "When we first met, I thought you were special. Now that we've been together two years, I realize that you are the most gorgeous, talented, creative and caring woman that I have ever met. I love you. Will you be my mermaid princess and marry me?"

Daisy wrapped her arms around him and kissed him fiercely. "Like totally," she replied.