Fuck
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Fuck
(Warning: this AU doesn’t put a lot of characters in the best of light)
Mmmm something something midevil!au where Ash is still the Chosen One but is actually a Slave.
He is one of King Lance’s slaves that tend to the multitude of Pokémon around the Kanto castle and when King Leon comes over to work out a trade with the Kanto King he see’s Ash. Witnessing for the first time a legendary/mythical appear and gently walk/swirl around Ash while he’s combing through an Arcanines tail fur.
There’s a prophecy that the Chosen One will save all of man and Pokémon kind in the far off future and for years there’s been contests and other events taken place to decide who’s the fated Chosen One.
Leon immediately requests that the “black haired boy slave stationed at the guard dog tower on the north east side” be part of the trade of other slaves and materials. King Lance agrees, not before eyeing Leon weirdly since that slave is nothing special, and soon Ash is whisked away.
King Leon can now use Ash for his own gain, paired up with his consultant Rose, he keeps Ash chained to his bed with a collar. Only allowing him to leave his chambers for an hour of sunlight. The implication of keeping Ash chained to the bed should give you other ideas what King Leon does.
every place outside of the immediate land of Wyndon that surround Galar he takes Ash with him. Always escorted by severally large and armed guards at all times to make sure he doesn’t escape and that nothing kidnaps Ash.
This eventually leads to King Leon taking Ash with him to go plead to the mountain king, also called the Dragon Lord, the great King Raihan. His land is filled with strong dragon Pokémon found no where else in the world and his land is almost double the size of Leon’s. 
He sees Ash meekly standing behind King Leon a ways with guards surrounding him. At first Raihan thought that Leon brought him a sacrifice to appeal to the King and the old Gods, Zazamenta and Zacian, that sit on top of the large mountains. 
Leon refers to Ash as his personal slave and Raihan is immediately disgusted with the king. Not in the fact that he has a personal slave but on the fact that Leon apparently can’t take well care of Ash who was still dressed in almost ragged clothes with holes and also can’t keep proper warmth up in the mountains.
For Raihan to give away his precious dragons, even though their definitely on the weaker side, he requests Ash to be apart of the deal. King Leon is immediately on edge and snappy which makes Raihan want the slave even more.
Poor Ash is just standing in the corner of the room wide eyes. Glancing back between his current king and the Hammerlocke King. Eyeing up the o up and mentally calculating what the best offer is.
The two kings argue back and forth before Raihan settles down and says that “no dragons shall be traded with the kingdom of Wyndon unless the Kings personal slave is transferred over to me.”
Ultimately Wyndons protection is more important then Leon’s almost desperate attempts to keep Ash under lock and key. Regrettably and very angrily he motions for his guards to allow some of Raihan’s guard tk escort Asb out of the room and to Raihans chambers.
What meets Ash there isn’t a new collar with a chain attached to one of the large oak poles that surround the giant bed but instead another slave holding thick robes and motions for the guards to leave and bring Ash over to the kings personal bath.
It’s... akward but Ash stays silent for the duration. Only making noises when a slave pokes at a bruise King Leon liked to give him regular during their... personal time together. Soon he’s rapped up in warmest clothes he’s ever had and tucked into the Kings bed with promises of warm food on the way.
Ash is... puzzled to say the least.
Hatshipping "You're sopping wet."
“You’re sopping wet.” Leon noted. Eyebrow raised as Ash stood in their mud room, soaked to the bone with Pikachu equally as wet on his shoulders, the rain only pounding harder against the windows by the minute.
“We haven’t gotten the mail in like two days.” Ash muttered lamely. Foot shifting and his cheeks rosy red. “It needed to be brought in. Important documents and all.”
Said important documents were wrapped up in his raincoat. Heavy stack almost as big as Pikachu and Leon sweat dropped from the size.
“And no umbrella because?” He asked.
“Fucking wimdy.” Ash growled. Making Leon chuckle as he brought over a fresh warm towel and wrapped it around both Pikachu and Ash.
“Such a goober.” Leon mumbled against Ash’s lips as they shared a kiss.
Headcanon: When Ash finally beats Leon, said champion takes Ash's hand, goes down on one knee, and proposes to Ash on live television in front of the entire region.
Leon: no one could ever beat me, you’re truly the one for my heart
Ash: S I R
Headcanon: When Ash beats Leon and becomes the World Champion, he is faced with mountains of paperwork that fill an entire room. Ash simply says, "Fuck this." He throws a lighted match into the room and travels to Postwick so that he can go cuddle with Leon.
Ash: how tf did you deal with this!?
Leon: I didn’t, Rose did
Leon: "wait how do you know ash?" Lance; *stares* "... Ash is my son." And just... the reaction and the horror that Leon must be feeling. He was in the presence of his boyfriend's dad and not know it!
Leon: I’ve choked on a mint for a minute straight in front of this man....
Leon: I will never know peace
Headcanon: Ash loves to steal his boyfriend Leon's capes.
Leon only has one and it’s official Ash’s once he doesn’t need it anymore. Once he becomes Chairman Ash spends the time slowly taking off all the logos sewn in or pressed on. Leaving only a red and gold cape thick enough to be used as a blanket. Sometimes, during the winter, Ash would drag it out with the other blankets and toss them on the bed. Arranging them until the old cape is at the absolute foot of the bed and nothing higher. Sometimes Ash will use it himself, adding a nice royal look to an outfit for a Gala and it always brings a sappy smile to Leon’s lips when he sees Ash in it. His wonderful tiny boyfriend taking someone from his past and reusing it for something even better.
Leon/Ash - “Turn up the heat/put another log on the fire, the rain brought a chill.”
“Turn up the heat, the rain brought a chill.” Ash muttered from under the mountain of blankets hes piled high on Leon’s bed. Leon didn’t even know he had that many blankets in his house.
“Your from Kanto, how aren’t you used to the cold.” Leon asked before moving to the thermostat in the room.
“Your from Galar, how aren’t you used to the hail?” Ash snarked. Head poking out to send a weak glare over to Leon before dragging it back under the covers. “Maybe I’m destined to be Alola’s Champion because I can’t fucking live in cold weather.”
“Maybe.” Leon added unhelpfuly before moving back to the bed and wiggling under the coveres. Pulling Ash snug to his bare chest even though Ash whined how he’d gotten cold. Though he settled down quickly when Leon started rubbing his back.
The rain against the roof made one of the most soothing sounds Leon could remember. He’d always loved rain when he was a just a toddler. Though his boyfriend despised it greatly, at least he loves to cuddle.