Who should I choose? May version

By: Sheltie

Don't own Pokémon at all

A/N: this is like Who should I choose? Ash version But it's May's version and isn't connect in anyway to Ash's version whatsoever.

Chapter 1

May let out a sigh as she looked between two pictures she had in front of her. One had her and a boy with unruly black hair covered by a hat, Ash Ketchum. Ash was her first friend when she started her journey and soon became her mentor and best friend. Whenever she needed a laugh or guidance he was there for her. He helped her become the coordinator that she is today.

The other picture had her and another boy with his perfect green hair and a confident smirk on his face, Drew. He was different from Ash. Drew was always cool and calm never irrational like her best friend. He also oozed charm and flirted effortlessly. Though he was kind when he wanted to be, but mostly he was aloof and almost uncaring, totally from Ash.

What was she to do? She has two great guys in her life that helped so much and she didn't know whom to choose.

Why do I have to chose between them? May thought as she set aside the two pictures subconsciously making sure the picture of Ash was closer to her

It's been a few weeks since she traveled through the Jhoto region with Drew and now she is at home taking a break from her travels. But when she got home she found a problem. She got a letter from Ash asking her to join him on his new journey, which she'd jump aboard in a second if it wasn't for Drew offering her the same thing. She tried to figured out this problem herself, but she couldn't make up her mind and was now waiting for someone to help her.

A knock at her door signaled that the person she was waiting for is here. She opened the door and let her friend in.

"Thanks for coming I didn't know who else to call" May said to her friend

"It's no trouble I needed to get away for awhile anyway" the friend said waiting for May to tell her why she wanted her help since she was so vague over the phone.

"Well, I got a letter from Ash inviting me to accompany him in his next journey" May said

"Well, that's great I know you've missed traveling with him" said the friend with a smile

"Yeah, I've wanted to travel with Ash again for awhile, but about the same time I got a call from Drew asking me to come travel with him" May said with a frown on her face

"I see, so you don't know who to go with, huh?" said the friend

May nodded

"Well, I think I can help you out?" said the friend tapping their chin

"Really?" May said looking up with hope in her eyes

The friend nodded and smiled, "of course that's what friends do for each other I thought you'd have known that by now"

"I do, it's just with our past history I didn't know how willing you'd be" May said

The friend smiled again, "you don't have to worry about that anymore it's in the past now"

"Okay, what should we do first?" May asked

"Well I think you should tell me more about your travel with Drew so I can get a better picture" the friend said

"Well when I traveled with Drew we didn't really stop many places like I did with Ash and though I learned a lot with Drew I missed the carefree fun that I had with Ash. Drew was pretty much to the next contest kind of guy. I didn't get to see much either with Drew and I didn't have the support structure that I had before, which was different and took some getting used to and I got the hang of it though I missed it. Whenever I loss a contest I had Ash there helping cheer me up and then helping me fix my mistakes. I didn't have that with Drew, really. Sure he helped me a little, but he expected me to do my own training, really. And though Drew can be arrogant he can also be very nice too, it just that he doesn't show that nice side very often" May said ending with a sigh

Her friend listened to all this and nodded her head in thought. May waited patiently for her friend's response hoping it will help her.

"This info helps a lot May now I need you to tell me about your travels with Ash to help me" the friend said after some silence

"Wh-what, but you also traveled with him also so why would you need to know that?" May said

"Because there's my traveling with Ash then there's yours, we have two different versions of the same person" the friend said

May sighed in defeat making her friend smile

"Well with Ash, he's always been nice to me and helpful and I have to say without him I probably wouldn't like Pokémon as I do now. He showed me how to like Pokémon because before I didn't even like Pokémon. Then I met Ash and my outlook changed drastically. When I saw him win his first gym battle I was blown away I've never seen a gym battle before since dad never let Max or I watch because he didn't want his opponent distracted. But I really got into Pokémon when I decide to be a coordinator instead of a trainer and Ash was the first to congratulate me in my decision. And like I said before he always cheered me up when I loss and helped me get better and whenever we were in danger of some kind Ash was there to protect me, he never let me fall" May said with a slight blush on her cheeks

The friend smiled at this, but knew that what she was about to tell May would shock the girl to the core. A knock on the door disturbed their discussion and May called them in. It was her mom telling them that it was time for dinner. They got up and went down for dinner.

--

After dinner they went back to May's room to continue their talk.

"Well, May I figure something out" the friend said grinning

"You have?!" May said

"Yes though I had my suspicions before you gave me the proof I needed" the friend said

"Well, what is it?" May asked eagerly

"You're in love with Ash" the friend stated

"WHAT!!" May shouted knock her friend over

As her friend got up May started to pace, "there is no way that I'm in love with Ash there is no possible way you gotta be wrong, you just gotta be wrong"

"I'm not wrong on this, I just didn't have proof of it until today" her friend said firmly

"There is no way that I'm in love with Ash Ketchum, Misty Waterflower" May stated

Misty Waterflower, May's friend sighed and shook her head and muttered something about denial isn't just a river while May muttered something about Misty being crazy, a wacko.

"Well, if I'm a nutcase then let me ask you a few questions and if you give me any of evidence that proves me wrong than I'll take it back, okay?" Misty said

Okay, I'll do anything just to prove you wrong" May said still a little steamed

"Whatever, okay question one before you sleep what picture do you look at?" Misty asked spotting the two pictures on May's desk

"What does that have to do with anything?" May asked confused

"Just answer" Misty said rolling her eyes

"Well, I look at Ash's" May stated

"Okay, next question what picture do you look at when you wake?" Misty asked

"Um I look at Ash's" May stated, "and I say good morning to him" she added blushing

"Very interesting" Misty said with a small smile

"But what's that got to do with anything?" May asked feeling a bit exasperated

"Just a few more questions and I'll tell you" Misty said

May waved her hand as a sign for Misty to continue

If I do this right I'll have Ash and May together in no time Misty thought

"Okay question three when you traveled with Ash, how did you feel?" Misty asked

May looked at Misty for a second about to ask her why she was asking this question, but decided against it.

"When I traveled with Ash I felt," May paused to collect her thoughts, "I felt protected and cared for, he was always by my side making sure I was alright and if I was sad in any way he did his best to cheer me up."

Misty smiled at this, "okay now with Drew how'd you feel with him?"

"Well, with Drew he was an okay companion to have he can be pretty nice when he feels like it. But usually he was distant and I don't think he was used to have someone traveling with him. When I loss a contest Drew would tell me to get over it well, he didn't actually say that though it was implied. He never trained with me like Ash did and his reason was that he works better alone. But he does know how to charm a girl he'd take me out dinner sometimes and I have to say that it was quite enjoyable" May said

"Okay now I think we should stop for tonight I'm little tired from my trip" Misty said stretching

"Alright, but we're going to finish this tomorrow" May said

--

The next day May was waiting patiently for Misty to continue what they were discussing yesterday. But Misty wanted to stretch it out as long as she could to make May uneasy and make her think some more.

"Misty?"

Misty looked up from the book she was reading and at the young brunette standing in front of her

"I was wondering if we could continue the talk we were having yesterday?" May asked nervously

"Sure, just a second let me finish this page" Misty said

After she was done she put her book away and adjusted herself to get comfortable

"Okay, now where were we?" Misty asked

"Well I just told you about my feelings about Drew and you were going to tell me your thoughts" May said

"Right well let's see, hmm" Misty tapped her chin in thought, "I think you have a crush on Drew"

"A crush on Drew?!" May exclaimed

"Yes it's not that unbelievable, you know" Misty said with a shrug

"But how could I be in love with Ash as you say and have a crush on Drew at the same time?" May asked stunned

"Quite simple, really you first started off having a crush on Ash and while that was happening you were subconsciously figuring out you're feelings for Drew. It was during your traveling in the Jhoto Region is when your crush on Ash turn to love because you missed him though you never admitted it. As for Drew he showed a side of himself that not many see and that made you develop a crush on him," Misty explained

May blinked a couple times trying hard to understand Misty's logic

The phone interrupted her thoughts and thankfully her mom was home because she didn't think she was in a state to talk to anyone

A knock on her door furthered the interruption

"Sorry to disrupt girls, but Misty you've got a call downstairs" Caroline said peeking her head inside May's room

"Thanks Caroline" Misty said getting up and leaving May to her thoughts

--

Misty picked up the videophone and smiled as she saw who it was

"Your sisters told me that you'd be here," the person said smiling back at her

"Yeah, May asked if I could visit and I needed a break from them" Misty said

"I know what you mean I was there at the gym to visit you when they told me" the person said

"You were going to see me?" Misty said shocked

"Yeah, I was going to ask you if you could come and travel with me again, you know like old times" the person said

"Tempting offer, Mr. Ketchum" Misty said with a smile

"Well I thought you could use a well-deserved, long break from your sisters" Ash said laughing

"I could possibly get away, but I think you could have a better traveling partner besides me" Misty said slyly

"What do you mean?" Ash asked a little confused

"A certain brown haired blue eyed girl you met after I had to run the gym" Misty said hinting

"Oh May, well I sent her a letter some time ago, but I haven't gotten a reply yet" Ash said shrugging

"She's working on that, in fact I'm helping her with it right now" Misty said hoping Ash won't pry

"Why would she need help with figuring out if she wants to travel with me, unless…" Ash trailed

Misty hoped that Ash didn't figure out why May hasn't made up her mind, but she knew that Ash has gotten a lot smarter since she first met him, which still shocked her to end.

"Drew asked her to travel with him, didn't he?" Ash asked looking Misty right in the eye

Misty looked uncomfortable and avoided looking at her best friend

"I was wondering why she was taking her time? Oh well, ask her to come down I want to talk to her" Ash said

"Ash? I don't think that's a good idea" Misty said

"Don't worry Mist I had feeling that this might happen" Ash said sensing Misty uneasiness

Misty nodded and told Ash to hold and then she went to go get May

--

Is Misty right? Am I in love with Ash and have a crush on Drew at the same time? It's too crazy to be true, right? This is really confusing I kind of wishing Dawn was here so I could get a second opinion, but she's in Jhoto with Paul. Like she could help she doesn't know Ash like I do or like Misty does either. What does Ash think of- her thoughts were cut off when there was a knock on the door

"Come in" she called

Misty came in with a nervous smile

"So, who was on the phone?" May asked

"Ash"

That one name made her flush and wonder why in the world was he calling here totally forgetting about Misty.

"What did he want?" May asked keeping her stutter in control

"Well, actually he's still on the line and wants to talk to you" Misty said nervously

"H-he d-does?" May asked stutter now apparent

Misty nodded and took May by the hand and led downstairs to the phone. She sat her down and went to sit on the couch to wait and listen.

"May, it's been a while, huh?" Ash asked smiling

"Hey Ash how are you?" May asked pulling herself together

"I'm doing good though I'm getting a little restless around here at home" Ash said with a chuckle

May smiled wondering how Ash could always make her smile and feel better no matter what

"So, what did you want to talk about?" May asked

"I know that Drew asked you to join him" Ash said simply

May looked stunned and quickly turn to Misty who mouthed 'I had nothing to do about it.' She turned back to Ash who was waiting patiently for her.

"Yeah, he did ask me to join him" May said with her head down

"It's okay May" Ash said softly

May looked up at Ash, "You won't be mad if I travel with Drew?"

"Of course not I'll be a little upset, but I'll bet we'll see each other" Ash said hoping to cheer his friend up

"Thanks Ash" May said a smile now on her face

"No problem May" Ash said smiling at the girl

"So was that all you wanted to talk to me about?" May asked as she hoped it wasn't the case

"Well, I was wondering how you did in Jhoto, but I don't want to run up a bill for your parents" Ash said

"Well how 'bout we just come there to make it easier" Misty said popping up next to May, who jumped at her voice

"That sounds good what do you say, May?" Ash said turning to the brunette

"That's sounds great" May said

"Excellent I'll be waiting for you two, bye" Ash said

Both girls said bye

"Why did you do that?" May asked the orange haired girl next to her

"Because you want to see Ash and don't deny it because you do" Misty said in a smug tone

"Yeah I want to see Ash, but I want to figure out these feelings first" May said

"Oh don't worry we can talk along the way" Misty said

"Okay, well I better start packing" May said getting up

"You should probably tell your parents first"

"Right, I almost forgot" May said heading to the kitchen, where her mom was

--

"Hey mom" May called

"Hello honey are you and Misty going to see Ash?" Caroline asked

"Yeah, but how did you know?" May asked perplexed

"A mother knows these things, honey" Caroline said simply

May just blinked not knowing what to say when her mom looked at her, "well, aren't you going to go and pack?"

"Oh right"

May rushed out of the kitchen to her room to pack as Misty walked in.

"It's done, I'm glad you told me why she's been so moody lately whenever I tried to get her to talk she told me that she was fine and not to worry" Caroline said

"No problem Caroline sometimes a friend can get through better than a parent" Misty said

Caroline smiled

"Are you sure that this will help May?" Caroline asked

"I'm sure of it" Misty said confidently

Caroline just nodded putting all her trust into Misty

--

The two girls were waiting for the ferry in New Bark Town to come so they could get to Kanto.

"I must be out of my mind doing this" May said breaking the silence

"You've been saying that for a while now will you just cut it out" Misty said a little annoyed at the brunette

May remained silent and began to wonder why in the world did she agree to this.

When the ferry arrived and they got on and situated in their cabin after that the two decided check out the rest of the ship.

"This is a nice ship I wonder if this is the same one Ash was on?" May said

"Maybe" Misty said shrugging her shoulders

The two girl sat down beside the pool in the lounge chairs

May sighed and looked around trying to figure out her feelings, but whenever she felt like she had them figured out she then shook her head and started over again.

Misty watched this internal struggle with a sigh since she went through the same thing with Ash and Tracey, but she figured out her dilemma with little to no difficulty since she had her three sisters to help her. But May didn't have that and even though she had her mom she didn't go to her.

"May"

May snapped out of her thoughts and turned to Misty

"What?"

"You don't have to decide anything now and I'm sorry if I put any pressure on you that wasn't my intention" Misty said shaking her head

"That's alright Misty I just never thought this would happen" May said sighing

"I know what you mean," Misty said smiling at the brunette, "so let's enjoy the trip and not think about choosing"

"You're right let's do that" May said stretching out

--

A few days later and the two travelers were close to Pallet Town

"I can't believe we're almost there is there any way to delay?" May half-asked, half-whined

"No, I called Ash and told him we be at his house today" Misty said sternly

"I don't know what to do? I don't think I can face him" May said wringing her hands

"May, snap out of it honestly this is Ash you're talking about he'll understand" Misty said exasperatedly

"But what if-" May was cut off

"No 'what if's' May. Ash will understand he may not be the brightest guy I know, but he cares about his friends and wants what's best for them," Misty said

"Gee thanks Mist, I'm glad I can rely on you for giving me compliments" a voice said

Both girls jumped at the voice and turned to see Ash standing in front of them smiling

"Ash!" they both cried

"That's me, now how about a hug?" Ash asked extending his arms

Both May and Misty accepted and hugged Ash

"It's great to see you two now let's get to my house" Ash said

Both girls nodded

"Ash what were doing out on the road?" Misty asked

"Bianca wanted to know if you were getting close so I decided to take watch on the road" Ash said

(A/N: Yes I added in Bianca from the fifth Pokémon movie.)

"Bianca decide to visit? That's nice" Misty said smiling

"Yeah she saw my match at the Sinnoh league and decided to visit funny, huh" Ash said smiling

"Who's this Bianca?" May asked curiously

"She's someone we met in a town called Altomare" Ash said nonchalantly

"Okay"

Ash smiled at her and continued to walk

When they got to his house a girl was waiting for them she had brown hair and wore a white hat on top of her head.

"Ash, I see you found them" Bianca said walking up to them

"Yes I did. Bianca I'd like you to meet May, May this Bianca" Ash introduced

"It's nice to meet you Ash told me a lot about you" Bianca said smiling and shaking her hand

"It's nice to meet you too" May said smiling

"Misty, it's good to see you again it's been too long" Bianca said hugging the orange haired girl

"It's nice to see you too Bianca how's Lorenzo?" Misty asked returning the hug

"He's doing good" Bianca said

Ash led the three girls into his house smiling and chatting away

"Misty, May it's nice to see you two again" Mrs. Ketchum said

"It's nice to see you too, Mrs. Ketchum" May said

"So May how have you've been, keeping up on your training?" Ash said sitting down

"Why, you think I'm slacking off?" May asked quirking her eyebrow

"You never know May" Ash said smiling

"I hope not" a voice said

The group spun around and found Drew in the doorway smirking

"Drew, what are you doing here?" May asked shocked

"I had a feeling that you'd be here" Drew said shrugging

"Oh, so this must be the smug bastard that you've told me about Ash" Bianca said getting a good look at the green haired boy

Drew looked at Bianca with a strange look then turned to Ash

"What have you've been telling people, Ketchum?" Drew growled

"Just the truth" Ash said glaring at the green haired boy

"Really then" Drew said walking up to Bianca and handing her a rose, "for you my dear"

"Thank you, but I like Daisies not roses" Bianca said declining the rose

Drew frowned and turned to Misty and presented her with the same rose

Misty looked at Drew with a 'you've to be kidding' look, which made Drew withdraw the rose from her.

"So, May have you given any thought of traveling with me?" Drew asked turning his focus

"Well, that's why I'm here really, I needed to get away and think" May said nervously

"You picked here to get away?" Drew asked dubiously

"Well yeah, Ash said that if I ever need to get away that I'm always welcome here and his mom told me the same thing" May said knowingly

Drew looked like he didn't believe it, but shrugged his shoulders

"Ash lunch is ready, oh I didn't know you invited another friend?" Mrs. Ketchum said entering the living room

"I didn't, this is Drew, mom" Ash said trying to keep his anger under control

"Its nice to meet you" Mrs. Ketchum said smiling though she heard the tone in her son's voice to know that he didn't like Drew at all, but was being polite

"Well okay, it's nice to meet you Drew would you like to stay for lunch?" Mrs. Ketchum asked politely

"Thank you Mrs. Ketchum I would love to" Drew said offering her a rose

Mrs. Ketchum smiled and took the rose and went to put it into a small vase

"Come on guys let's go eat" Bianca said hoping to break the tension

--

"This is really great Mrs. Ketchum" Bianca said taking another helping

"Why thank you Bianca I made it because I knew I had two big appetites here" Mrs. Ketchum said looking at Ash and May who blushed

"Thank you for the meal Mrs. Ketchum" Drew said bowing

"You're very welcome Drew" Mrs. Ketchum said smiling

Ash sighed and got up without a word left the table

"That's odd Ash isn't normally the first to leave the table" Mrs. Ketchum said confused with her son's behavior

"I think I better talk to Ash to see if he's alright" Misty said getting up

Misty left the table and began her search for the aspiring Pokémon master.

--

"So this is your hiding spot" Misty said when she finally found Ash

Ash looked up and nodded his head and then went back staring into the water. Misty sits down next to him without a word.

"You know, Ash, she not going to decided to go with him just because he is here," Misty said breaking the silence

Ash nodded

Misty put a hand on Ash's shoulder in trying to comfort him

--

Meanwhile back at the house Drew is trying to convince May to travel with him again with Bianca watching the whole thing.

"Come on May travel with me again and I'll show things Ketchum can't" Drew said trying to convince the young brunette

Bianca snorted at this

Drew turned his head at this and gave her a glare, which she just rolled her eyes in response

"Drew, I'm not going to make a decision right now I'm here to relax and visit" May said a little tired of Drew's pushing

Drew was about speak when Bianca jumped in, "so May, you're a coordinator that's gotta be pretty cool"

"Yes it is" May said turning her attention to the other girl

"Ash has told me about your contests" Bianca said

"He has" May said blushing a bit

"Yeah he told me you are the best coordinator he knows" Bianca said smiling

May blushed at this

Drew rolled his eyes

"He's told me a lot about you, actually" Bianca said smiling now

May didn't know how to respond to this so she just smiled as best as she could and tried to keep the redness on her cheeks to a minimum

"What exactly has Ash told you about me?" May asked curiously

"I told her that I admire you for making a choice and becoming a coordinator and you stuck with it even when you were having trouble" Ash said making May jump

"Ash!?"

Ash smiled at the reaction that May made and sat down next to Bianca

"So, what have you girls been talking about?" Ash asked acting like he didn't interrupt anything

"Oh we've been talking about you, right May" Bianca said smirking

May however just blushed and turned away

"Quit teasing the poor girl Bianca" Misty said sitting down next to May

"Oh fine, you're no fun you know that Misty" Bianca huffed though a small smile was on her lips

Misty shared that smile also

"You two are mean make them stop, Ash" May whined

Ash just sighed

"Now you two it's not nice to gang up on May just because it's easy" Ash said smirking

May hit Ash for saying that and pouted

Ash, Misty, and Bianca laughed at this

"You guys are terrible I don't know why I came" she pouted

"Because you love us May" Ash said smiling

"I'm not sure if I do Ketchum" May mumbled

"Ah come on May you know you can't live without me" Ash said smugly

May blushed at this and hid her face making the other two girls giggle

Drew on the other hand wasn't happy where this was going and decided to make a move to get May attention

"May would you like to have dinner with me tonight?" Drew asked out of the blue

To be continued…

A/N: What do you guys think review and let me know