It's less a 'tranny' thing and more a 'twisted fetish/insanity' thing. People who do this choose to become permanent 'bottoms' or Sissies or otherwise live a highly subservient lifestyle to a dominant man/occasionally woman. This is not something in JY's personality makeup.
Also, no professional doctor or surgeon would have ANYTHING to do with such a procedure, and thus are done by other self-neuterers or shaky 'underground' clinics. Again I can't see JY touching this, and you have to have cred with the community which he will neither get nor probably want.