Hey guys! This Is PokemonShipUltima here with my first ever fanfiction and this whole account will mainly be for AshxMay. Please leave comments below on what I can do to improve and let's get the story going! Pikachu! Take it away!

DISCLAIMER: I DON'T OWN POKEMON AND IF I DID ASH AND MAY WOULD HAVE BEEN DATING!

"If you think we pokemon can't help out with love, you're sadly mistaken. For example, Ash and May. I put those two together easy as a bottle of ketchup." Pikachu said as the flashback began.

Ash, May, Brock and Max were staying at the local Pokemon center of Petalburg for the night as the gym leader, Norman, wouldn't be showing up for a few days.

"Hey guys?", Ash asked.

"Yeah Ash, is there some kind of problem?", May and Brock asked in unison.

"Well, remember how I lost all those battles against Drew repetitively after those creepy camera guys from Cartoon Network left?", Ash asked.

"Yeah what about it Ash? I mean if you are still upset about that you shouldn't be. You're a great trainer and we all know that.", Max replied.

"Well, I don't have enough money to pay for my room, that stupid Drew got all my money in those battles. You guys don't have enough to pay for an extra room and you're sharing the bunk in Brock's room Max and they strangely won't let anyone under 13 sleep on the floor. So I can't really stay anywhere tonight.", Ash stated.

"Hey Ash, maybe you ca-", May was about to ask until she was cut off.

"What about your tent Ash?"-Brock inquired.

"WE PROMISED NEVER TO BRING UP THAT TENT AGAIN! IT'S GONE FOREVER! (stupid fire...)", Ash exclaimed.

"Oh yeah... sorry about that.", Brock apologized.

"Pfft... rude.", May mumbled.

"Yeah May, you had a suggestion?", Ash asked

"Never mind, I just realized how stupid the idea was.", May complained.

She was really hoping for a chance to spend some time alone with the special someone she's been traveling with for the past 6 months. The guy with the perfect brown eyes, adorable hair, and extreme innocence. Ash...

"Oh come on! May, you haven't had one bad idea this whole journey, well except for when you fought that Squirtle with Torchic... but that's off the topic, just give me the idea. Anything is better than not sleeping before a huge gym battle."

(You guys can probably tell who's saying what by now)

"Pikaaaaaaaa! (Oh come on May, just trust Ash, after all, don't forget that thing you told me before about him. Don't mess this one up.)" The little electric rodent popped out of Ash's backpack and squealed.

"Yeah yeah I get it Pikachu." (May was communicating with Pikachu telepathically due to the fact that her eevee had evolved into an espeon.) "Ok, but not with anyone else around... It's just that if anyone's gonna laugh at me, it should only be the person who shoots down the idea."

"Then I guess we should leave then?" Brock asked.

"Yes please, that would be nice." May answered.

Brock and Max then left the room and when they turned the corner they started walking in place for a little to make them think that they were gone. They had a feeling something might happen and they didn't want to miss it.

"Ash, meet in my room. HEY I KNOW YOU GUYS ARE LISTENING!" May told Ash and then yelled at the others.

"Shoot!" Max yelled. "I really thought this plan would work."

After stepping in May's room Ash was awestruck by the fact that it was decorated so nicely for the few days they had been there. The only reason Ash doesn't have a room now is because he ran out of money to pay the rent. There were posters everywhere of the contests she had won. A nice little clothes rack, a fold up table with a cloth on it next to the king sized bed. May had decided to pay for furnishings herself instead of one of the already set up rooms.

"WOAH WOAH WOAH! When did you have time to get all of this?" Ash asked.

"Well remember when we stopped in Lilycove and you guys thought i came out with nothing? Yeah, I did get all of this and store in in my pc."

"Well that makes sense. So what was your idea May?"

"I was thinking that maybe you could sleep with me tonight." The words rushed out of May's mouth before she could get a clear realization of the things Ash could say about this.

"Wait a second, May... I can't sleep with you and you should know it. I mean I'm a guy and you're a girl and were both like 13. I don't think that's a good idea."

"I know but it's not like anything will happen. Just a friendly gesture is all. Plus it's a king sized bed. Why would there even be a need to get that close?"

May was now trying to make excuses to make sure Ash wouldn't think of her as either weird or catch onto her massive crush on him. Lucky her she hid that photograph of him with all the lipstick marks in her beside drawer before he came in. May blushing violently now. Her hair flipped over most of her face to cover it up.

"Well yeah, that fixes that problem. However, there's a much bigger problem too. There's no closet or privacy curtains or anything so getting dressed in the morning is a problem."

"Couldn't one of us just step out of the room while the other changes and then those two could switch out when the first is done."

"Well ok then..." Ash said unsurely.

So they got into their pajamas and got tucked in bed, Ash and May turned back to back as far away from each other as possible. Both blushing violently. Ash realizing that Pikachu was still awake, realized that espeon was on the floor awake trying to get Ash and Pikachu to talk telepathically.

"Hey Ash?" Pikachu asked.

"Yeah bud?"

"Well, why did you accept May's offer anyway? You know this isn't right. It's not like you have feelings for her or anythi- WAIT A SECOND! You don't actually.. Do you? SAYWHAAAAA?" A huge grin cracked across Pikachu's face.

"Ok fine, you got me Pikachu. I'm desperately in love with May and I know that she's just too amazing. She would never say yes if I asked her out or anything."

"Ash, believe in yourself and you can build up the courage to ask her out. Believe in your talking electric mouse who talks in your head and you can make sure she says yes."

"Yeah, ok then what's the plan?"

"You still got those roses from you pack that your mom gave you for if you ever ran into that special someone?"

"Oh, you're right Pikachu, I completely forgot about those. At first I thought mom was just crazy, but now it seems her words echo in my head saying 'There's a time and place for everything, that's right now!'"

"Now phase two is..."

"WHAT!"

"IS..."

"STOP STALLING! THE SUSPENSE IS KILLING ME!"

"Just plainly ask her out and give her those roses man. No need to make it fancy. She's a simple girl who likes it simple. Just ease your way into it and ask her"

"Ok dude, she's going to say no. We don't even know if she likes me back."

"Oh you don't know, but I do!"

"Wait how do you know this?"

"Remember that time team rocket shot May and I out into the woods? Well, we almost died so we shared confessions. I told her about that thing I won't tell anyone else, but you. I won't mention it because Espeon is listening. Also, she told me about how she was desperately in love with you and if we ever made it out alive that she asked me to hook her up with you."

"Dang, thanks for that Pikachu!"

"So how should I ask."

"Let's get to it. So I don't know much about how to ask, but I know a lot about love. How else do you think that all your other pokemon found their mates? I told them what to do and they chose how to do it. It's no different with people. That's why Brock also got that date with officer Jenny about a week ago week ago! Ok sorry, I watch to much Poketube."

"Well this sounds like it'll work, but I still am out of ideas entirely. I can't think of how to ask out a girl so beautiful without either stuttering or fainting."

"Leave that to your team. I would say Sceptile is your best bet at getting good ideas. He's wise and when he asked his girl out it was the most heartfelt thing ever. Trust me."

So throughout that night Pikachu, Ash and Espeon went outside. Ash sent out Sceptile and asked him about how to ask may out after explaining that he liked May in the first place. Then after a warm heartfelt speech about love and some advice, they all went back to May's room. Sceptile retreated to it's pokeball, and they went to sleep.