A multi-chappy! So I woke up with this idea coming from my head. Must be from last night because I had some chocolate before I went to bed and I was a candy rushed^^ Anyway, this long-shot is put in this account for a reason. Because Cross helped me with the title and like Mistaken Love, it's a little collab with her ideas flowing in. So read, enjoy and review!

Summary: Drew and May have been dating for three months now. He loves her but can't seem to tell her while May faces the same problem. How do they solve this little problem? With their friends help of course! Mainly Contestshipping. Slightly Oldrival, Poke, and Ikari.

Disclaimer: I do not own the Pokémon characters.

~(:

Holding Back

Chapter 1: Interfering

Normal POV

"You can do this Drew. All you have to do it tell her you love her. How hard can that be?" Drew asked himself as he looked at the mirror in front of him.

He tried focusing, that is until he heard the doorbell ring. He went downstairs heading for the door only to find his three close friends outside, Gary Oak, Ash Ketchum, and Paul Shinji. Drew had no idea why they were there, "What are you guys doing here? Shouldn't you be with your girlfriends?" he asked annoyed.

Gary walked in and flopped down the couch and turned on the television, "Your girlfriend called an emergency girls meeting, so we're left out." He explained.

"But why are you here?" Drew asked confused.

"Because you have entertainment here." Gary started.

Then Ash popped behind him, "And because you have food here. Plus chef's that make pretty good food." he added.

"I was dragged here by those two idiots." Paul simply stated.

Drew rolled his eyes, annoyed that two of his friends came over just to use his things, "Remind me again how I'm friends with you guys." He asked narrowing his eyes at Gary and Ash. He was alright with Paul seeing Paul could care less if they were friends or not.

Gary sat up with a 'Are you serious?' face, "Did you forget? It was because of us you and May became an item." He stated.

"Didn't the girls do most of the work?" Drew asked raising an eyebrow.

"We still helped." Gary argued back, "Why are you so cranky anyway? Trouble in paradise?" he asked mockingly.

Paul smirked, "Probably mad he can't tell May he loves her."

"How did you know?" Drew asked with a puzzled look.

"Dawn told me. Every time you finish your date with May, the girls always asked if you told her yet. Then she complains to me asking why you won't say it." Paul answered.

Ash came out of the kitchen with a plate of hamburgers and hot dogs with a can of Coke, "It's true. Misty tells me the same thing."

"Yeah. You better tell her, or we'll have to deal with the complaining." Gary said.

Drew sighed, "How do you expect me to do that? I can't just tell her that. I mean we argue everyday so how do you expect me to tell her out of the blue?" he questioned his friends.

"How hard can it be? I told Leaf I loved her after the first month." Gary stated.

Drew let out a groan, "Easy for you to say. You were a player before you met her, so you had practice with that."

"Hey! For your information, I never had practice. It's called being bold."

Drew smirked, "Whatever you want to be called, I call it practice. Well, if you guys aren't going to help then leave or stay quiet while I try to find a way to tell her." He said heading upstairs.

"That means we can help ourselves for more food right?" Ash asked with food in his mouth.

"Sure, whatever."

"And we can use your game systems?" Gary asked looking for a game.

"Just don't break it."

With that, Drew shut his room door and went back to practicing leaving his friends downstairs smirking to themselves, "You thinking what I'm thinking?" Gary asked.

Ash looked up from his food, "What are you thinking of?" he asked making Gary face-palm.

"Don't even think about interfering. You know how he is, remember the last time you interfered?" Paul asked trying to not get sucked into Gary's crazy schemes.

Gary's smirk widened, "Yeah and he and May got together afterwards. Beside he won't have to know. Plus, it may even stop Dawn from complaining..." he said with a mocking tone at the last part.

Paul grunted, "Fine, I'm in."

"In on what?" Ash asked.

He received a smack at his head from Gary, "Idiot. Okay, listen closely..."

With the Girls~

"What's wrong May?" Misty Waterflower asked urgently.

"Did Drew finally say it?" Dawn Berlitz and Leaf Green asked with hope in their eyes.

May shook her head slowly, "No and what if he plans to break up with me?" she asked freaking out.

"Then you tell him first." Leaf suggested.

May's eyes widened, "Are you kidding me? I'm going to get lost in those eyes and his smirk is going to make my heart beat so fast..."

"You're already in love with him. You can say it easily." Misty encouraged.

"I can't. What if he doesn't feel the same way?"

Dawn looked at May's wrist and pointed at it, "Then why would he give a home made gift?" she asked. It was beaded in red and green beads and in the center had her initials with Drew's. She received it just last week and kept it on since then.

"His feelings might have change." May answered.

Leaf smirked, "Then maybe you two need a little help..." Leaf suggested. Misty and Dawn smirked along with her after realizing what she was thinking.

May then realized why they were smirking, "No, don't even interfere."

"But why! The last time we did that, you and Drew became a couple." Leaf complained.

"That's a good point, but you guys already helped enough. I want to do this myself." May defended.

Leaf pouted, "Fine then. Have it your way..."

May rolled her eyes playfully, "I love how you guys want to help though. Hey, let's go out to get something to eat." She suggested. The girls agreed, "Just let me change first."

Leaf, Misty, and Dawn went downstairs to wait for May with Leaf smirking. "We're interfering, aren't we?" Dawn asked.

"Why do I have a feeling this is a bad idea?" Misty asked herself.

"Here's what we do..."

~(:

So what did you think? So it was originally planned as a one-shot, but then Cross came up with ideas so now its a long-shot. So, Cross is doing the next chapter so look forward to it! Until then, leave a review and tell us how you liked it! Reading your opinions are always a joy to read so have a heart and leave one.

Oh and I, LeafxGreenx3, am planning on doing a Christmas one-shot so look forward to it^^ Again, leave a review!