Ash was furious. He had just gotten back to the Pokémon center after finding out that the leader of the Mistralton City Gym was not even battling trainers. If there was one thing that rubbed Ash the. wrong way, it was people slacking off on their job. "I can't believe she would do such a thing." the young man growled, nearly punching the wall.
"Ash believe me, I'm just as upset as you are." Cilan spoke up. "in fact, I'm going back over there right now to challenge her for the right to be a gym leader". This seemed to wake Ash up from his rampage.
"I'm going with you." the young man exclaimed.
"I can't wait to see you put her in her place." Iris added. Although she wasn't a gym leader like Cilan, the girl had respect for her elder Drayden and did not want to see his position tarnished by some hussy. The trio of travelers booked several rooms before leaving the Pokémon center and heading back towards the city's gym. The line for the farce known as "Sky Battles".
"Alright that's enough!" yelled Cilan. His voice got everyone in the line to turn their heads towards the man.
"What's going on? Why did everyone stop?" Skyla sounded from the front of the line. Cilan introduced himself as the gym leader of Striaton City and revealed that he was ashamed of Skyla for putting on this farce of battle. "Well if you think you are so tough, why don't you battle me instead of complaining." Skyla retorted.
The crowd of people let out a gasp as Cilan accepted the challenge. Heading away from the crowd, the two gym leaders began their battle. Cilan fought hard, possibly the hardest he had ever fought. However, it was just not enough as Skyla defeated him, leaving the young man fuming at the result. "Just as I said before" Skyla laughed, taunting the man. "You never had a chance at beating me".
"Okay then how about taking me on." Ash came to his friend's defense. Skyla looked over to where his voice was coming from to see who had said that. It was then she noticed exactly who the young man was.
"Oh Shit, that's Ash Ketchum" her mind went haywire. She knew about the youngest Battle Frontier champion and the young man who took down a Darkrai at the recent Sinnoh League. "What is he doing here?" she wondered. Snapping out of her trance, the woman walked over to Ash. "What is a Battle Frontier champion doing all of the way out here?" Skyla asked. Her words seemed to have an effect on Iris who just now realized who she had been traveling with all of this time.
"I'm going to be competing in the Unova league and noticed that you are not doing a good job as a gym leader" the young man bit back.
"I already defeated your friend here" the woman motioned, "What more do I have to do to prove that I know what I am doing"?
Silently Ash removed two pokeballs from his belt and tossed them into the air. Out of them came Serperior, and Krookodile while Pikachu hopped down from his trainer's shoulder and stood next to them. "Go ahead and do one of your little sky battles on them" the trainer said, sarcasm dripping in his voice. Skyla walked over and began examining the trainer's Pokémon.
"They certainly all looked well trained" the woman thought and continued to plan the battle in her head. Eventually she came to the conclusion that she would still be able to win and told Ash as such. The young man let out a patronizing laugh, causing Skyla to look at him in anger.
"You really think you can beat us based off type advantage? Give me a break." he exclaimed.
"You want a battle so bad; you'll get it." She growled. "Tomorrow at noon. Be here". With that Skyla left in a huff and slammed the gym door behind her, leaving a shocked crowd outside.
"Well shows you what kind of person she really is." Ash said aloud. With that the group of three headed to the Pokémon center to book two rooms. On the way there Cilan thanked Ash for sticking up for him after failing to defeat Skyla. Ash accepted the thanks and was about to go into the city's Pokémon center when the group heard a voice calling out to them.
"Hey wait up you three" the voice sounded out causing the group of travelers to turn around. The voice was revealed to be an elderly man, who then bent over to catch his breath. "Thanks for waiting" he wheezed.
"What can we help you with?" Cilan asked.
"I wanted to thank the two of you for fighting the lazy gym leader" the man responded.
"It was no big deal and not to be insensitive but who are you?" asked Ash.
"Oh where are my manners." the elderly man got off the ground and brushed himself off. "My name is Miles and I am Skyla's grandfather", he stuck his hand out.
Ash grabbed the man's hand and shook it, "I assume you are unhappy with your granddaughter's decisions regarding the gym." he reasoned.
Miles laughed and rubbed the back of his head, "Yeah, I used to be the gym leader but had to give it up after my health went downhill. She originally was a hardworking and loved her job but she suddenly stopped all of that". Miles paused and a sad look crept upon his face, "Skyla just got bored with her duties. Nowadays she is much more interested in flying that plane of hers". Miles pointed west and the group saw a red biplane cruising in the air.
"I see." Ash replied. "Maybe beating Skyla will force her to take her training seriously". Miles agreed with Ash and thanked him once more for trying to knock some sense into his granddaughter. With that he left the travelers to their business and began to head back home.
With Skyla
The Gym Leader of Mistralton City was enjoying the thing she liked the most; soaring through the air in her plane gave her such joy that it made her forget about all of the trouble and sadness she was experiencing. It all started about six months ago when her best friend Elesa called her up on the phone and told her that she got engaged. Naturally she had been ecstatic for Elesa, however as the model kept going on and on Skyla became saddened about her own life. While she had met a few men and dated them the Pilot never had a connection to them that her friend did with her soon to be husband. The wedding was still three months away but Skyla had gone into a downward spiral of depression over the situation and the only thing that seemed to help her was flying.
"I wish I found a man like Elesa did" she hummed sadly, banking her plane. The young lady maneuvered the vehicle into position and began her descent towards the ground. Ever the expert, Skyla landed the plane without a hitch and hopped out of the aircraft. As she started to make her way back home the memory of her encounter with the travelers prodded at her mind. "Ash Ketchum, now that is a man." she thought. "Smart, kind, and strong. Even Elesa's fiancé supports him. He is one hell of a catch. Maybe I can ask him out after this ordeal is over with"? Skyla was shaken from her thoughts by her disappointed grandfather who began to reprimand the girl for her behavior earlier in the day. Skyla tuned him out, grabbing her dinner and locking herself in her room. Once inside she ate her meal and began to think about her upcoming battle.
"He is definitely strong. After all he is a Battle Frontier Champion and has defeated multiple legendary Pokémon." Skyla mused. The gym leader knew she had probably her most difficult battle in front of her and needed to be on her A game to even have a chance of winning. "Type advantages will only get me so far in this battle, I need to come up with something more". The woman turned on her desktop and began to research Ash Ketchum some more, after all her pride was on the line. Being a gym leader did come with perks and said perks included access to footage of any league sanctioned event. It didn't take long for Skyla to pull up video of Ash's fights against Paul and Brandon. The woman began taking notes on her opponent's strategies and counters in the hope of having some sort of advantage in the upcoming fight. After nearly two hours of research Skyla decided it was time to go to sleep. After a quick shower the young lady nestled into her bed and began dreaming of finding a husband of her own.
The Next Day
Skyla arrived at the gym about an hour and a half before here battle with Ash She had gone over her strategy for the upcoming clash and came to the conclusion that if Ash could beat her, she would stop her sky battles and go back to being at the gym full-time. However, there was a lingering thought at the back of her mind. "Maybe I could ask him out on a date afterwards"? Skyla was still thinking about Skyla's wedding when the gym door opened to reveal her challenger.
"I'm here Skyla" Ash growled, "you better not back out of this challenge". The gym leader was taken aback by how her challenger had addressed her.
"Is that the way you treat all of the gym leaders you face?" she asked with an angered voice.
"Only those who don't treat their job seriously." the young man bit back. Skyla let out a huff as her referee began explaining the rules of the gym to Ash.
"What is it with him? Why is he so annoying?" the woman wondered.
She was roused from her thoughts by the referee asking her to release her first Pokémon. The gym leader complied and the battle began. Despite fighting the hardest she had ever done, it was clear from the get go that Skyla was outclassed. Ash's Pokémon were too strong, his strategy was superb, and his aggressive battle style made it nearly impossible to the flying-type trainer to get any hits in. It also didn't help that she was distracted by Ash's body. The young man was wearing a tight black shirt that showed the outline of what appeared to be a firm six-pack. Skyla couldn't help but find him attractive. Eventually the battle ended with Ash only losing his Serperior and Skyla having lost all. three of her Pokémon. Ash thanked his Pokémon before making his way over to face the gym leader who had hung her head in both shame and embarrassment.
"So have you learned your lesson?" he the challenger asked, his voice barely above a whisper. Skyla didn't even look up as tears began to fall from her eyes. Crying, the woman pushed past Ash and ran straight out of the arena and into her bedroom. Her grandfather tried to catch up, but was unable to stop Skyla from locking herself in.
"Dammit Skyla let me in, you're making a scene in front of everyone." pleaded Miles. Ash stood where he was in complete shock. He had only ever seen one other gym leader act as immature as Skyla, that being Erika and her reaction to him not liking her perfume. Ash was definitely going to file this in his report and began to walk away until Miles threw himself at the trainer's feet. "Please don't report our gym to the league" the old man begged, wrapping his arms around Ash's legs.
"I'm afraid I'm going to have to. Your granddaughter's behavior has been unacceptable for a person of her standing." Ash retorted. The young man tried to walk out of the gym but was prevented in doing so by Miles holding on for dear life. "This is also un-befitting of a former gym leader." he added, finally shaking Miles off. "I'll make you a deal. Tonight, I will be back and your granddaughter better apologize for the way she's been acting or I will get this gym shut down for good".
Miles sprang up at this news. "Thank you" he bowed his head. With that Ash left the gym, he wanted to enjoy the rest of the day before shit hit the fan.
Later that night
Ash returned to the gym prepared for all of the ass-kissing that the family was going to throw at him so that their gym would not be shut down. He was welcomed by Miles who had brought him over to the gym's kitchen where Skyla was waiting. Then elderly man left the two of them alone to talk, hoping that everything would be all right in the end.
"I'm sorry about everything." she apologized truthfully. "I've just been very depressed lately and have been so lost". Ash sat there analyzing the situation.
"Why do you feel lost?" he asked, unsure about how to really help the girl. The gym leader was unsure if she should tell this stranger about her life but decided to in hopes of saving her gym.
"My best friend's wedding is coming up and I've been depressed over the fact that I haven't found someone like she has." Skyla revealed.
Ash had to hold back shock, "I would think someone as pretty as yourself would have already found a boyfriend." he let out without realizing what he actually said. The woman's head shot up, having heard what Ash had said.
"You mean that" she gasped, "do you really think I'm pretty"?
Ash took a deep breath, "What's not to like about you. Your hair is wonderful, you've got a bubbly personality, and despite your loss today you are a strong trainer". A
sh couldn't stop the words coming out of his mouth as they continued to lavish praise to the young woman. Skyla jumped on the opportunity and kissed Ash with as much strength as she could muster. Ash tried to fight back but his body told him otherwise. Accepting what was happening to him, the young man returned the kiss. They broke apart, leaving both of them gasping for air.
"Ash I'm sorry for what I've done." Skyla truly apologized. "You're the best trainer I've ever had the experience of battling and one of the kindest people I've met".
The young woman approached the trainer and grabbed both of his hands with her own. Ash couldn't move, his heart was beating faster than he ever thought possible and only one solution seemed to lye in front of him. Skyla dragged Ash out of the kitchen and down the hallway to her bed room. Opening the door, Ash was unable to react as Skyla began to kiss him once more. Shutting the door behind her, the gym leader continued her actions. Ash moaned as he was forced towards the bed and onto his back. It was only then that Skyla pulled away.
"Don't you think you're going a little fast?" Ash chuckled.
"I just want to catch up to Elesa." the woman pouted.
"Hold on, Elesa as in the gym leader and model?" the trainer asked, surprised at the revelation.
"Yeah, we've been friends ever since we were small." explained Skyla. Ash took in the situation once more. He was with a very hot woman who seemed to want to go far with him. Despite how she had acted previously, Ash knew that there was more to Skyla than what she had shown him.
"Skyla if you are willing to go this far, then I am willing to do so as well." the young man revealed. The gym leader's expression immediately turned happy and began kissing him once more. This time Ash let his hands roam around the girl's body, feeling her plump ass and giving the cheeks a quick squeeze. Skyla let out a squeak as Ash continued to feel around her body. The duo finally broke apart panting heavily. "We need to get you out of those clothes my dear." the trainer laughed as he began to remove his own. Skyla blushed as Ash's toned chest came into view.
"Arceus, he's so muscular" she thought. Her mouth then dropped at the sight of the bulge beneath his boxers. Once said clothing was removed, she let out a gasp. Ash had to be at least 6 inches when flaccid and the gym leader couldn't even imagine what he must be like when hard.
"Like what you see?" Ash cheekily asked, having stirred the woman from her stupor.
"I uh uh" she began to say before Ash placed a finger on her lips.
"It's okay my dear. Let me get you out of that." he whispered.
Reaching onto the top of her stomach the young man unclipped the harness and began to strip of her extremities. Skyla helped and eventually she was left in her sky-blue panties. Ash pushed Skyla onto the bed and began to attack her nipples, sucking on them gently. The gym leader threw her head back in pleasure as her chest continued to be assaulted by her challenger. Said man switched nipples before making his. way down to her drenched panties. Ash took a deep whiff of the stain, pressing his nose against the wet fabric. Skyla bucked her hips forward, causing Ash to go even farther.
The young man laughed, "Soon my dear." he whispered, before pulling the fabric off his lover and tossing it aside. Skyla took this moment to surprise Ash. She snuck out from under him and flipped them around so now she was on the top.
"Now I am in control and you are my plane." the woman laughed.
Seeing that his dick got a little excited at her statement, Skyla grabbed ahold of it with both her hands and began to stroke the sensitive organ. Ash moaned, his dick expanding in response to his lover's actions. Once Skyla got the size to her liking she positioned herself over the organ. Ash braced himself as she lined up her entrance with his dick.
"Time to work your joystick" the woman laughed before lowering herself onto the massive member. Her maidenhood immediately accepted her lover's organ, squeezing hard and eliciting moans from Ash. Skyla continued to enjoy her position, bouncing up and down on his dick.
"Oh Arceus, that's amazing" Ash whined, his member going farther into Skyla than he ever thought possible.
"This is even better than my plane" the woman exclaimed, gyrating around in a circle. Ash let out a laugh and started thrusting upward to match his lover's motions. Skyla felt this action and nearly lost it, but was able to fight through the pleasure, as Ash reached up and grabbed a hold of her breasts. This finally was too much for the pilot who came over Ash's chest. The young man responded by firing his own load up and into the woman's womb. Skyla collapsed forward onto Ash's chest.
"That was incredible" she whispered, before kissing her lover.
"It certainly was." Ash returned the kiss.
Skyla sighed and snuggled into Ash, "thank you for coming here and loving me".
"This won't be the only time" the man let out before dosing off to sleep. Skyla soon followed and the duo began dreaming about their future.
Two Years Later
Ash fulfilled his duty to the Unova League and returned to Mistralton where he found Skyla waiting for him. The two of them reignited their relationship resulting in a now pregnant Skyla. The duo was anxiously awaiting their first child and decided that they were not going to pressure said child into either of the parents' careers. All in all, they were excited to be parents and could only be thankful that Skyla had been so stubborn in her gym leader practice.