Note: This takes place during season 19 of the series, since I hate Sun and Moon's art style and prefer Ash and Serena plus the electric siblings. In this:
Ash is 16, Serena is 15, Clemont is 15, Bonnie is 9
Chapter One: Snowballs
When Ash disappeared into the cold and frigid forest, no one expected Greninja to, also, follow in Ash's footsteps and to vanish out of thin air. Only one person wanted to try and find Ash. Only one single person out of Clemont, Bonnie, Dedenne, Pikachu, and Serena wanted to try and find him. No not the gym leader, Clemont and his nine year old sister, Bonnie. It was not the electric copycat of Pikachu, Dedenne. It was not even Ash's first and for a time, disobedient pokemon, Pikachu. Serena, Ash's crush was the only one, who wanted to try and find the sixteen year old boy. She could not stand another second, not knowing where the raven hair kid was. So, in the blink of eye, she started her hunt.
~1 hour later~
Serena had finally found some footprints in the snow. Two pairs. One of them she could easily tell that it was indeed the Orange Island champion. But the other one was that of a Pokémon. A two legged, amphibian footed pokémon. Ash's Greninja! She quickly took off, knowing that this was the way to find Ash. In only seven minutes, the raven boy was seen on the log, just looking down into the white wonderland. What had those two battles do to him? Sereena upon glancing at him had called out his name.
"Ash!" She said while panting up the the trail of footsteps that now only had one pair. As she grew more exhausted while running towards Ash, the more happy and more excited she got. Although her facial expressions were not showing how happy she was, she was ecstatic to finally see Ash. Ash then looked up to see a girl exhausted from running. Then, for about five or six long and awkward seconds, Ash finally spoke words, though very sadily and unlike him.
"I'm sorry. I shouldn't of let ya like that." Ash tipped his hat before looking down again, more saddened and broken before Serena quickly broke the silencing, seriously told Ash:
"Ash, if something is bothering you, you can talk to me." Ash had no response and just continued to stare at the ground, while Serena walk closer can closer to the boy from Pallet town.
"I-I listen anytime you want." She said joyfully, as if not seeing that Ash was just sitting there in his most depressed state he had ever been in their journey. Noticing how Ash did not respond she stared at him for a bit. Just waiting for her idol to say anything. His lips were sealed shut, as if he were a statue.
"Seriously," The cheery girl started, "Anytime anywhere." But still no response. No nod of approval or a yes. No confession. Serena then thought it was her time to try and get him to talk, never thinking that this would be her biggest mistake.
"I know how you feel, I've been there." She answered the silence, expecting a response of anytime, a happy one or depressed one. But nothing but the chilly breeze whipping away at their noses.
"Remember when I goofed at the showc…" She started, not expecting to be interrupted by a angry Ash. Ash never snapped at anyone, let alone his friends.
"YOU DON'T HAVE A CLUE HOW I FEEL!" He yelled to his best friends face. His hands were now in fists. His feet firmly on the ground, now supporting the rest of his body mass. His butt had left the seat, he was now in rage mode. All Serena could say was... nothing. She was mortified and saddened. Something in him clicked. Ash never did this, he never did this. He helps people, not hurt, Serena thought to herself while holding her hands on her heart. Something then clicked inside Serena like Ash.
"TELL ME ABOUT IT!" She screeched at Ash, causing him to actually respond for the second time today.
"It's none of your business, leave me alone!" Ash told the girl, causing her rage to get the better of her. As Ash turned around he sighed. Ash had never done this to anyone. Not even his Mom. Not Gary, Professor Oak, Brock and Misty. No one had gotten an answer like that from the scrawny kid Ash. Serena had notice his chest though, a bit swelled up, since the last time they saw each other. Ash then tried his best to just calm his nerves and just tell Serena the truth, tell her everything. Then his head was hit with a bunch of pain and coldness. Luckily his hat was not hit. Instead, it just sat on his head. He quickly turned around and rubbed his head that hurt. He saw Serena just looking down, and started her speech.
"The Ash I know is full of energy. He is a leader, always tries his best, he is always positive and he never gives up. He hangs in there 'til the very end. YOUR NOT ACTING LIKE THE ASH I KNOW!" She said looking up to finish the last part and to throw her two snowballs in her hands. Both of them hit, one on his face while the other had to hit is hat. Revealing his secret that no one besides from his Mom and Gary Oak had known. More hair was on the ground. Serena was about to say STOP! And GIVE ME BACK THE REAL ASH! But stopped. She just looked at him.
"Ash?" She stared. Ash then got his hat back near the tree, instead of just laying on the ground, thinking about how much he messed up, and how his head was in immense pain, he just shot back into the air, his hair going down to his shoulders. She then looked at him, just her eyes were now in just tears and sorrow. Ash just looked at her and put all of her hair back in the iconic red and white semicircle, like Red who was a local legend known for winning the league and then disappearing off.
"Meet me here again at eleven PM, Serena, I will tell you everything about me, no lies no nothing. But you have to speak of nothing that just happened, deal?" Ash said reaching his hand out towards his best friend since three years old. Serena took a few seconds to just ponder on what just happened. Questions rose up and down in her head. Why did he not tell me? Why is he talking like this to me? Has everything I known about him, been a lie? Can I still like him?
"Earth to Ser? Helloooooo?" Ash said while waving his femanent hand at Serena's smooth hand and just looking at his best friend, knowing she found out. Ash then just sat down on the log, looking down to cry at himself. Then a hand was placed on his shoulder. Ash looked up, only to see the girl she had just yelled at for no reason.
"Tell me the truth Ash." She said seriously and took a seat next to ash on the small log.
"B-but… ugh… fine." Ash said taking off his cap, to show his long hair, while taking things out of his pockets, making his hips look larger. Then, Ash took some bags of air out of his legs, revealing how skinny they were.
"Well, Serena, take a look at the real me!" Ash said excitingly while tears were coming out of him, revealing his makeup and his kept away emotions.
All Serena could do is comfort him.