Disclaimer: This is my first Pokémon fanfiction. I do not own Pokémon or any of its characters or moves. If I owned Pokémon then Ash and May would be together.
This takes place during the Wallace Cup episode of Pokémon Diamond and Pearl
Chapter 1: Confession
It was the night before the Wallace Cup and on a hotel balcony stood two 14 year olds, an 18 year old and one ten year old. The 14 year olds were Ash Ketchum whose dream is to be a Pokémon Master and May Maple whose dream is to be a Top Coordinator. The 18 year old was Brock whose dream is to be the world's best Pokémon breeder and the 10 year old was Dawn whose dream is to follow in her mother's footsteps and become a Top Coordinator.
All four of the friends were looking at the Wallace Cup building. May was in shock because Ash just told her that Wallace himself told Ash that he should enter the Wallace Cup.
May got out of her shock then spoke, "Wait, Ash are you saying that you met Wallace himself."
"Yeah I did, he's a pretty nice guy and a tough battler," Ash said while he looked at her
"Wow," May said as she stared at Ash
"I know, right, it was so cool, if you want I can tell you all about it May, May, Maaaay" Dawn said. But it was no use May was completely mesmerized by Ash and vice versa. "May," Dawn yelled, breaking both Ash and May out of their trances.
"Huh, umm yeah sounds great Dawn," May said, she and Ash looked away from each other blushing.
Dawn was oblivious to why Ash and May were suddenly unresponsive but Brock knew exactly why, 'So it appears that those two still have feelings for each other, well let's hope they confess tonight, that way they both can be happy and I can see a real smile on Ash's face, he just hasn't been the same since he separated from May,' thought Brock. He then looked at Dawn and spoke, "Come on Dawn, time to go."
Dawn looked at Brock confused, "Go, go where," asked Dawn
"I have some errands I need to take care of and I need your help, you too Pikachu" Brock lied, grabbing Dawn's hand and Pikachu dragging them off the balcony, "We'll see you guys later."
"Umm, Ok," Ash said looking confused
"See you guys later," May said just as confused
Ash and May were now the only ones on the balcony, they turned to look at the building that was holding the Pokémon contest. It was silent between the two friends, it was a comfortable silence but both Pokémon trainer and coordinator did not notice because they were consumed in their own thoughts.
'Come on say something to her this is your chance that you have been waiting for,' Ash thought
'Come on May say something this is the whole reason why you're here, to tell Ash how you feel,' May thought
'But what if May got together with Drew, he has always been interested in May, everyone could tell that, not to mention he is a coordinator, that something they have in common. No I can't let that discourage me, I need to tell May how I feel,' Ash thought
'What if Ash got together with Misty, after all they have known each other longer and they seemed really friendly towards one another when we met up with her twice. Then theirs Dawn she seems like a nice girl and age isn't everything, she seems to be close to Ash as well, he could be with either of them. Maybe, I should give up. No! I can't give up, I told myself that when I got here that I would tell Ash how I feel,' May thought
"I have something to," Ash and May said together. They both laughed.
"Well as the old saying goes, ladies first," Ash said
"Alright," May said, there was a pause and May suddenly found herself gazing at the floor, then she spoke again, "I have a confession, Ash I love you, since the day we met I loved you, it wasn't love at first sight, I remember that it was after team rocket attacked I was angry about my bike being fried, I decided to barge in your room and give you a piece of my mind but right when I opened the door, I saw you sleeping right by Pikachu's side and I heard you say "Pikachu, please be ok", Pikachu then woke up and rubbed his cheek against yours you then woke up and you and Pikachu hugged, I could tell how happy you were. When I saw this I couldn't help but feel warm inside and that's when I knew that I was in love with you," May then looked up to look at Ash and continued to speak, "I was in love with someone who I just met and who's Pikachu fried my bike. I knew that I wanted to travel with you, get to know you more, I hoped that it would just be me and you, but then Max came along then Brock joined us. I had nothing against them in fact I had fun but it's because that they were always with us, that we never had a lot of alone time. I wanted to tell you how I felt so much for so long but I always lost my nerve. Ash you mean so much to me, and you helped me through our journey, you were my teacher, my friend, and my love. I came to Sinnoh, not for the Wallace Cup no that was just a cover story, the real reason why I came was to tell you how I felt to tell you how much I truly love you."
Ash was shocked to hear this, he couldn't believe this was happening, "May," he whispered
"And I know you probably don't feel the same way after all why would you, you're a hero and I'm nothing but a damsel, I'm not strong or anything like that I'm always going to need saving," Mays voice started to crack and she started crying, she was looking at the ground again hoping to hide her tears from Ash.
"Don't say that," Ash said. May looked up at Ash to see that he had on a serious face, "Listen May, you are a very strong person and an amazing coordinator, I've seen every one of your contests and you've done great in each of them," Ash said
May was surprised at hearing this, "You've watched my contests," she asked
"Of course, the Pokémon center has a lot of channels and I always put it on the contests in Johto," Ash said. "Listen May I cannot tell you happy I am to hear you say that you love me because I love you to."
"Really," May asked
"Really, it took me a little longer to figure out that I loved you though, I'd say that I fell in love with you our first night together in Oldale Town, when we saw the ancient Pokémon Relicanth, when I found out I loved you I told myself that I would protect you with my life," Ash said
"Do you mean it Ash because I just pored my heart out to you and I don't want any tricks being pulled on me," May said still quite emotional
Ash just smiled, "How about I show you," Ash said, before May could ask him what he met, Ash walked closer to May put his right hand on her cheek and kissed her on the lips. May tensed at first but then she relaxed and kissed back. When they separated for some air, Ash asked, "So believe me now."
All May did was nod then she surprised Ash by kissing him, however after he got over the surprise he kissed back. Ash put his arms around May's waist while May wrapped her arms around Ash's neck. The kiss then started to get heated up, May jumped on Ash and wrapped her legs around him, while Ash moved his hands from her waist to holding her let's to help support her. Ash moved his tongue and was pushing it towards Mays mouth asking for entrance. May smiled at this, 'Well someone is getting bold, the question is how bold is he willing to be,' May thought, she instantly complied and opened her mouth giving Ash access. Ash and May explore each other's mouths and tongue wrestled seeing who is the dominant one.
Finally Ash walked him and May to the bedroom and just dropped both of them on the bed. Ash then broke his and May's kiss and then started to trail kisses from May's cheek to her jaw all the way to her neck, May gasped when he started to kiss her neck and then started to moan in pleasure. May's eyes rolled to the back of her head, she could feel herself losing all sense of the world around her. The same thing was happening towards Ash as well all he was focusing on was kissing the girl of his dreams.
May found her arms snake towards Ash's vest and with great haste unzipped it and threw his vest off. Ash found his hands at the hem of May's shirt and was pulling it up May when suddenly he started to think rationally again, 'Wait what are we doing, we're fourteen. We're too young to be doing this.' With that thought Ash put May's shirt back down and stopped kissing her neck.
May felt her shirt was put back down and the kisses stop, she opened her eyes to look at Ash puzzled yet frustrated. "Ash, why'd you stop," May asked, frustration clearly in her voice.
"Sorry May, it's just that don't you think we're too young to be doing this," Ash asked
"No, I don't think we're too young, I think we are at the right age to be doing this," she answered
"May we're fourteen," Ash said
"So, I believe that as long as you love the person then you should be able to make love to them," May said, "Now why not make love to me," she said in a seductive voice. May then brought Ash in a deep kiss but before they went any further he broke it and looked May in the eyes. He then got up into a sitting position and May did the same.
"I just think we're too young, not to mention the risks we are taking, May you could get pregnant," Ash said
"I've been on the pill since I was thirteen, I won't get pregnant, now come on Ash, I know you want to, don't fight it," May said as she scooted close enough to him where they were only inches apart.
"I just can't help but remember what me and your dad talked about a couple of days ago," Ash said
"Wait, what," May said in confusion, she forgot about the sex situation for a bit and was now wandering when and why her dad and new boyfriend talked to each other. "Since when do you and my dad talk," she asked.
"It actually started right after we left Petalburg City and we ran into Brock. You remember when we were at the Pokémon center and I got a call and then ten minutes later I came back with a weird look on my face," Ash said
May looked up in thought and put her figure on her chin. "Oh yeah, I remember that, I ended up asking you what was wrong and who called you, and you said that you just had a strange conversation with no one important," May said. She then looked at Ash, "That was my dad, why did he call?"
"It started out like this," Ash said
Flashback Two and a half years ago
Rustboro City Pokémon Center
Ash, May, Brock and Max were all eating lunch at the cafeteria, well Max, Brock and Pikachu were. Ash and May were devouring their lunch. Everyone in the cafeteria were looking at the duo in both disgust and amazement, even Max, Brock and Pikachu but they were just amazed, for different reasons than the people. Brock and Pikachu were amazed that there was someone out there who could match their friends' appetite and Max couldn't believe there was actually one person who could match his sisters' appetite.
"This is really good food," Ash said while he was eating
"You said it I think I'm going for seconds and later thirds," May said while she was eating.
"I never thought that there was actually someone out there who could match Ash's appetite," Brock said
"Same here, I thought that May was probably going to stay single for the rest of her life because of that appetite of hers'," Max said
"You know I once thought that Ash was meant to be with Misty but now seeing this I think I just found your soulmate Ash," Brock said
Hearing this both Ash and May choked on their food, they both took their waters and drank them to wash the food down.
"WHAT," they both yelled simultaneously, and blushing about what their older companion said
"Whoa Brock, me and May barely know each other and you say that," Ash said
"Yeah I mean we've only known each other for a few days," May said still blushing, then she thought of something. "Hey who's Misty," May asked with jealousy in her voice.
Ash was about to explain who Misty was until Nurse Joy's voice came from the intercom that was set up in the cafeteria. "Will Ash Ketchum please come to the main lobby, there is a call for you."
"A call for me," Ash asked
"Who do you think it is," asked Brock
"Don't know, maybe my mom, I haven't spoken to her since I left Pallet town for Hoenn, and you know how worried she can get," Ash said
"You're right I remember when she found out about that giant Gengar, she spoke one hundred words a minute and gave you one bone crushing hug I swear I thought you were going to die then and there," Brock said
Both May and Max looked at Brock curiously, "When was this," Max asked
"A couple of months before the Indigo League started, Ash was supposed to be training but we ended up helping in an archeological dig instead," Brock said
"All thanks to Brock volunteering us to help out because he thought the lead professor was cute. Anyway I should get to that call, I'll be right back," Ash said
With that Ash got up from his chair, put his arm down so that Pikachu who was on the ground eating his ketchup could climb on his shoulder. They both then exited the cafeteria and headed toward the main lobby.
MAIN LOBBY
"Hello Nurse Joy, you said there's a call for me," Ash asked the Nurse
"Are you Ash Ketchum," Nurse Joy asked
"That's me," Ash said
"Then come this way please," Nurse Joy said as she led him to the videophones
Ash sat down in one of the booths and turned on the screen, who he saw on the screen was the last person that he would expect, "Norman," Ash said. On the screen was none other than Norman Maple the Petalburg City gym leader and May and Max's father.
"Hello Ash," Norman greeted, "How are you doing?"
"I'm doing fine, thank you," Ash said
"That's good," Norman said
"So Norman do you want me to get May and Max so they can talk to you," Ash said
"Actually Ash, I called to talk to you," Norman said
"Really, why," Ash asked
"Well, I thought that I should get to know the boy who is taking care of my children," Norman said
"Oh, ok, so what do you want to know," Ash asked
"Not much, let's start with the leagues you've been in," Norman said
"Ok, well I was in the Indigo League where I got top sixteen, the Orange League where I became champion and the Silver Conference where I made it to the top eight," Ash said
"Wow those are some great accomplishments Ash," said Norman
"Gee thanks Norman," Ash said sheepishly with Pikachu who looked just as sheepish.
"You're welcome, now here's my next question, was Pikachu your first Pokémon," Norman asked
"Yes, he is and he's one of my strongest at that," Ash said as he scratched Pikachu under his chin, getting a satisfied 'cha' from the mouse.
"I see, well last question have you traveled with people before," Norman said
"Of course I have, I traveled with Misty the Curilian City gym leader, Brock the Pewter City gym leader and Tracey a Pokémon watcher and now Professor Oak's assistant," Ash said
"Wow, you've traveled with a bunch of interesting people," Norman said
"Yeah, actually we just ran into Brock in Petalburg woods not too long ago," Ash said
"I see, well I better be going now, it was nice talking to you Ash and if you ever need any advice or just to talk don't hesitate to call," Norman said
"Thanks Norman, I'll see you later," Ash said
"See you Ash," Norman said
The screen went black and Ash got up and went back to the others
End Flashback
"Ever since then, Norman and I kept in touch, he gave me tons advice whether it was about battling or other stuff," Ash said
"What other stuff," May said
"Um, you know stuff," Ash said
May raised her eye brow now she was curious, "Come on Ash tell me, I'm your girlfriend now you can tell me anything," May said. "Was it about me," she asked.
Ash looked hesitant to tell, "It was wasn't it," May asked
Ash sighed, "Yes it was, your dad tried to help me get together with you," ash said
"My dad tried to help you get together with me," May asked skeptically. She was having a hard time to believe this considering every time she talked about getting a boyfriend, her dad would always shoot it down and say that he would chase the boy away before they would even go on their first date and now her boyfriend is telling her that her father tried to help him get together with her.
"Well actually he tried to help me gain the courage to tell you how I felt about you but I was always unsure of whether I should have or not," Ash said
"Oh, so when was the last time that you two spoke to one another," May asked curiously
"About two days before you called and told us that you were coming to visit, man you should have seen me I was in shock when your dad told me," Ash said
Start Flashback
Pokémon Center
Ash was at the video phone looking at the person who was on the screen with shock, "I'm sorry but could you repeat that Norman," Ash asked
The person that was on the screen was Norman Maple, who was smiling ear to ear at the young Pokémon trainer's reaction, it was just the reaction that he would expect from Ash and he was glad to repeat himself.
"Gladly, May is coming to Sinnoh to visit," Norman asked
"When," asked Ash half excited and half nervous about his best friend and love of his life coming to visit.
"Don't know, she didn't tell me, but she did tell me that she would call you in two days to tell you," Norman said
"That's great," Ash said happily
"Yeah it is and now you can tell her how you feel," Norman said
And just like that Ash's mood went from excited and nervous to scared, "W-what do you mean," Ash asked, knowing very well what his mentor figure meant.
And just as quickly as Ash's mood changed, so did Norman's as he went from happy too serious. "You know very well what I mean Ash, it's about time that you confess to her, it's been nearly three years and yet you still haven't told May how you feel," he said
Ash looked down, "But what if she rejects me, I mean why an amazing girl like your daughter would be with a guy like me, I mean I haven't even won a Pokémon League yet," Ash said
"Ash Ketchum, you take that back about yourself right now," Norman yelled angrily. He hated it when Ash was down on himself, one of the reasons why he liked Ash was because he was confident in his abilities and in himself. "You are a great Pokémon trainer Ash, so what that you haven't won a Pokémon League, what you accomplished in them are still very impressive, you made it in the top sixteen in the Indigo League, won the Orange League, made top eight in the Johto League, top eight in the Hoenn League, you won the Battle Frontier and let's not forget that you saved the world how many times," he said.
Ash looked up, "I guess I never thought of it that way," ash said
Norman's face softened, "Listen Ash, normally a father would tell the boy that they would be lucky to have a girlfriend like them, but I'm saying this instead, my daughter would be the luckiest girl in the world to have you as her boyfriend because you would take care of her, love her and protect her, there are few boys out there who see my daughter not as the princess of Hoenn and not the daughter of a gym leader but as May Maple a girl who has dreams," Norman said. "Boys only like her because they think she's hot, and would love to get her in bed with them. I know you're not one of those boys Ash, you love May for who she is and that's what matters to me," he said
"Wow thanks Norman, you know what I'm gonna tell May how I feel when she comes to Sinnoh," Ash said with determination.
"That's the spirit, and trust me she'll return your feelings," Norman said
"Right, thanks Norman," Ash said
"No problem Ash and before you go I have to say this," Norman said
Ash raised his eyebrow, "And what's that," he asked
"Please don't have sex with my daughter while she's visiting," Norman said bluntly
When Norman said this, Ash blushed furiously and Pikachu was trying but not succeeding to hold down his laughter. "W-what, d-didn't you just say that, you knew that I wasn't one of the boys who didn't want to get her in bed with them," Ash said
Norman nodded, "Yes I did say that, but there are always those teenage hormones that can take over even the purest person and make them do something that they never thought they'd do in their life, I trust you Ash but just do me a favor and if you and May are in a situation where you are about to have sex, thinks about this, is it really worth the risk, I know you'll make the decision that you find is right for the both of you," Norman said
"Alright, I'll try my best, thanks Norman, I'll see you later," Ash said
"See you Ash and make sure you call when you two get together," Norman said
"Ok, bye," Ash said
"Pika," Pikachu said while waving
"See ya," Norman said, then the screen went black.
End Flashback
"So it was my dad, who told you that we shouldn't have sex," May said
Ash nodded, "Pretty much," he said
"I'll kill him," May muttered
"Your dad is just looking out for us," Ash said
"Yeah, but there is no risk, like I said I'm on the pill, I can't get pregnant," May said, now fully back on the sex subject.
"May, we're too young, come on please," Ash said
May wanted to argue more and try to get what she wanted but when she saw the look on Ash's face she conceded, she sighed, "Fine, I'll stop, for now anyway," May said
"For now," Ash asked
"That's what you're getting take it or leave it," May said, smirking
Ash sighed, "Fine, I'll take it," he said. May looked down, Ash could tell that she wasn't happy. He put his arm around her shoulder, "Hey just because we can't have sex doesn't mean we still can't have fun."
May looked up at Ash after he said that, "Oh and what kind of fun can we have exactly," she asked
Ash got up from the bed and spoke, "What do you say that we actually act our age for once."
May looked at Ash curiously, "What do you mean by that," she asked
"A date," Ash said
"A date," May repeated
"Yeah we can go back to the carnival and we can stay out as long as we want, after all there's no one here to tell us that we can't right," Ash said
"R-really," May asked with a smile
"Yeah, unless there's something else-," Ash said before being pulled by May out the door.
"Come on, let's go," May said with excitement as they ran down the hall
"May hang on a second at least let me get my vest," Ash said struggling to get in pace with the Hoenn girl.
In the hall with Brock, Dawn and Pikachu
"So explain to me why we had to go out shopping when we already had supplies," Dawn said
Brock sighed, "Listen Dawn, the reason why I dragged you and Pikachu away was so that we could give Ash and May some alone time," Brock said
Dawn felt jealous when she heard that they gave Ash and May alone time, "Alone time," Dawn said
"Yes, alone time, look Dawn I know you have a crush on Ash," Brock said
"Y-you do, how," Dawn asked
"It's not that hard to tell, you are the third girl who has fallen for Ash over his journey, that has traveled with him," Brock said
"Really third, who were the other two," Dawn asked curiously
"The first one was Ash's first traveling partner, Misty, at first she traveled with him because, Ash ruined her bike and owed her a new one, but later on she fell in love with Ash, the second person is up on the balcony with Ash," Brock said
"Wait, you mean May," Dawn asked
Brock nodded, "Yep, May fell in love with Ash also, I don't know when but I do know that she loves him dearly," Brock said
Dawn then stopped walking and so did Brock, "Wow," she said
"Yeah and out of you three girls I can tell you who Ash is in love with," Brock said
"Really, who is it, is it me," Dawn asked
Brock shook his head, "I'm sorry Dawn but it isn't and it's not Misty either, it's May, she's the one who Ash loves," He said
And just like that Dawn felt her heart shatter into a million pieces, "No, that can't be," Dawn said
"I'm sorry Dawn but it's the truth, Ash told me himself and I've also noticed that Ash really isn't as happy here as he was in Kanto and Hoenn, this just proves that Ash is in love with May," Brock said
Dawn looked down, "I can't believe it," she said sadly
"I'm sorry Dawn, but it's the truth," Brock said, he then looked at her and saw her head down, he could not make out her face, "Dawn are you ok," he asked
Dawn then looked at Brock with tears in her eyes, "I'm fine Brock, as long as May makes Ash happy then I'm happy, I'll just have to move on to someone else," she said then smiled a sad smile.
"Wow, that's very mature of you Dawn, I'm proud of you," Brock said
"Pika pika," Pikachu said
"Thanks Brock," Dawn said
"Come on lets go spy on those two," Brock said
"Ok," Dawn said
They were just about to make their way to May's room when two people ran passed them almost making them fall. Brock and Dawn look to see who almost made them fall over. They saw that it was an overly joyed May pulling on Ash.
"Hey May, where are you going," Brock asked
May looked back, "Oh hey guys, sorry can't talk now, me and Ash are going on our first date," May said as she continued running.
"Well, it looks like they're a couple now," Brock said as he saw the couple exit the hotel, Dawn just nodded her head.
"Pika," Pikachu said in agreement.
End Chapter
So what do you think? I may continue this series, it all depends on what you readers think. Review please, creative criticism welcome, regular criticism isn't.