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Ash isn't really that into girls. He's more of a pokephile, and a hot ticket one at that. His first kiss was Latias after all, but I think I have a perfect plan.
>set up camp in the middle of the woods
>have Clemont and Bonnie go do third wheel things so you and Ash will be alone
>sit and talk with him around the fire until Pikachu falls asleep
>tell him there's a pokemon trapped somewhere
>at this point strip your leggings and lift your skirt
>"ash quick there's a Magikarp stuck down here!"
>Ash although hesitant will be willing to help in anyway possible
>"Well it sure smells fishy down here"
>"Stick your finger in and wiggle it around. The Magikarp will think its bait"
>Try to contain your emotion as Ash vigorously fingers your private area
>Eventually ash will begin to question his actions
>say "maybe if we go in water the Magikarp will come out"
>Walk down to nearest lake or stream
>Contain yourself as Ash strips himself to swim
>pull close to his body as he fishes in your vagina
>Say "Maybe we need a bigger bait" and look down at his nearly unsheathed crotch in the darkness
>remind ash of the situation and he'll comply
>have ash bob his bait in your insides and pull yourself closer to him
>use his super rod to catch that Magikarp
>the disturbance will eventually attract fish pokemon
>claim one if them to be the formerly trapped fish
>return to camp and tell ash to keep quiet
>"you were a great hero Ash, but please don't tell anyone. It's embarrassing"
>continue your fishing trips with Ash until he's a full fledged fisherman
Also you may want to switch which pokemon/hole you use in your story to make it more believable each time.