I've posted my update up to Bugsy, link in my signature. Note to anyone playing HGSS: Gastly TOTALLY breaks Bugsy's gym wide open.
Anyway, Smaug, you are challenged to never leave gardenia's gym after entering, which is a challenge because I'm forcing you to fight all the gym trainers as well as Gardenia herself. (this is one challenge, not two, because they are directly related and the difficulty of the main condition hinges on the second condition being in place, similar to the evolution restriction KS gave me).
And for Corkscrew, I challenge you to use a Pokemon that has never evolved to defeat Clay (this is your post Elesa challenge).
And for Ziposaki: Any Pokemon that you use that can learn Self-destruct or Explosion must learn it and use it when they are in red health. Pokemon under the Nuzlocke death restriction are except from this. The personality trait is that your character fucking loves explosions. I mean, who doesn't?