Ash's feelings toward May began to show. And he knew, without hesitation, that he should ask her to be his girlfriend.
This all started after the whole battle frontier thing was over. With Pikachu, Sceptile, Donphan, Aipom, and Swellow, he headed back to the town of pallet. His feelings started to overwhelm him, but this is not when it started.
He, May, Brock, and Max had just finished their adventure in the sea temple. He started to fall for May when he realized that the love she showed to the legendary Pokémon Manaphy was enormous. That's when he started to try and spend time with her. He loved her. He tried to show it in any way possible. She didn't give any signs that she liked him, but he still wasn't sure if it would be a yes or a no. But when all boys started to like her, he couldn't just stand there, letting the beautiful, talented, and most of all caring and loving girl of his dreams get away. So the night before they went to pallet, he and May had a talk…
"Hey Ash, so you wanted to talk?" May said, not knowing the strange events that were going to occur.
As Ash stared into her Emerald eyes, he said "Yeah…well…you see…sorry this is hard to explain." He said with concern in his voice.
"Come on Ash, whenever you have something to say you don't keep it in. Spill it." She said.
"May…I have feelings for you…I like you, but more than just a friend. I've had these feelings ever since we met Manaphy and…I think I'm in love with you…" He finished. The statement itself wasn't exactly hard to say…however, what Ash was afraid of was the reaction.
"I…I don't know what to say…I've…this is a lot to take in and I think I might be in love with you too." She said.
"So, what does that mean for us?" He said. He knew the answer wouldn't be easy, especially she had to take in the account of her parents and her brother who, unfortunately, had a say in this too.
"I want to date you…but I can't until I talk to Max. Even though we both know how each of us feels toward each other, I need to take his opinion into account." She loved Ash, and she really hoped that everybody would approve of this. Little did she know, someone would come to ruin everything…or, make everything so much better, depending on the perspective.
"That's OK. I just hope everyone is going to be OK with this, because if they're not, then who knows where this could end up going."
She gave him a kiss on the cheek. Ash blushed and thought of it as a "Just in case they don't approve" kind of kiss. He thought things were going his way…but things were going to go a whole other direction in just a few hours.
"Oh boy" he thought. "If she really does love me, then nobody should get in the way right?"
Wrong. Unfortunately for Ash, someone had just arrived in viridian city, where they are. Someone that would ruin everything for Ash and May… someone who also loved May…
"Hey Max." May said. She didn't sound like herself, she sounded like…like she had a secret…
"Yeah May? Is there something wrong?" he asked. Funny how she needed her little brothers opinion on her love life.
"Well...Ash and I were talking and…we…discovered something." The emphasis on discover was a bit…strange.
"Discovered what? You seem a bit weirded out." Now he knew something was up. Something had to be up.
"Well, we found out that we both love each other." She did it. She got it out.
"Oh, so you guys are dating, right?" The question hit her like one of Pikachu's thunderbolts. She was totally unprepared.
What do I say? She thought. Do I say yes? Do I say it's complicated? Do I say no? Oh no, he's expecting an ans1wer right now! I'll just say…
"YES! Yes we are! I mean… it's complicated, I mean…ugh"
"Ugh? What is that supposed to mean? You are probably going to kiss him after this after this conversation, huh? You totally are."
She blushed. And when she did, it wasn't a slight red, her face turned into a volcano. She didn't know why this bothered her so much, but she just thought she didn't like anyone insulting her and Ash.
"WHAT?!" said a young boy standing at the doorway.
"DREW! What are you doing here?" said a very displeased May. Why, of all the times in the world, did he have to come today? She thought to herself. This might've been the worst possible time to come!
"I was in a battle and my Pokémon were hurt. What are you doing here, and what's this I hear about kissing Ash?" He sounded hurt…as if he too had feelings for May.
"Oh…um…we were just saying how if we were ever in a volcano, I would kiss ash, as in dust."
"How does that make sense in anyway?" Drew asked. He knew what was going on. He knew he had to get to May before Ash would.
"You're…right. Me and Ash might have a thing. But we don't know yet."
"Well in that case" Drew started, "Then how about a little of this…"
He walked up and, without hesitation, kissed May.
"EWWWWWWWWWWWW!" Said the young and disgusted Max.
"W…what is…?" Said a confused Ash, standing at the end of the long hallway In the Pokémon center.
"ASH! It's not what it looks like…" May exclaimed.
"Actually," Drew started "It's exactly what it looks like."
"NO IT'S NOT!" May shouted.
"You know May… a simple no would've worked…" Ash said as he and his Pokémon walked out the front doors of the Pokémon center.
"ASH WAIT!" May said as she dashed out of the Pokémon center to catch up with the boy of her dreams, with Drew, Max, and Brock (who had just come out of the bathroom) right behind her.
