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1. Ash's Conditioning - Ash and Jessie by Spation

   Fandoms: Pocket Monsters | Pokemon - All Media Types  

   • Explicit
   • No Archive Warnings Apply
   • F/M, Other
   • Work in Progress

   18 Feb 2026

   Tags

   • No Archive Warnings Apply
   • Satoshi | Ash Ketchum
   • Satoshi no Pikachu | Ash Ketchum's Pikachu
   • Pikachu (Pokemon)
   • Musashi | Jessie
   • Kasumi | Misty
   • Imite | Duplica
   • Joui | Nurse Joy
   • Masturbation
   • Therapy
   • Psychology
   • Doctor/Patient
   • Humiliation
   • Verbal Humiliation
   • Foot Jobs
   • Foot Fetish
   • Handsfree Ejaculation
   • Ejaculation
   • Plotting
   • Ash - Freeform
   • Jessie - Freeform
   • ash and jessie
   • Pokemon
   • pokemon sex
   • Pokephilia
   • Tiny penis
   • Small Penis
   • Small Balls
   • small testicles
   • small genitalia
   • foreskin
   • nutsack
   • Large Breasts
   • Tomboy
   • Crossdressing
   • trap
   • Flat Chest
   • Large Butt
   • buttocks
   • Thighs
   • Teasing
   • S&M
   • Light Sadism
   • Masochism

   Summary

   Ash, the ace trainer is in a slum! He has had his worries eat away at him until one day an opportunity is presented to him to have sessions with a psychiatrist.
   Little does he know that Jessie has perfected her disguise and even majored psychology to have a completely bullet proof cover. This time around she is set out on taking revenge on him for all the humiliation she had to face during all those years.
   However, little does she know that Ash's issue, and also Pikachu's are just perfect for this plan - both of them have the tiniest genitalia and accordingly large insecurities.

   Read on as Jessie sets up one date after the other for Ash to turn him into the worst pervert the regions have ever seen to tarnish his good name. But will she really succeed or will Ash just have the best time of his life?

   Language:

   English

   Words:

   19,072

   Chapters:

   11/?

   Comments:

   30

   Kudos:

   60

   Bookmarks:

   17

   Hits:

   6,700