Skyla or Winona?

Winona for sure! Much prettier than Skyla, seems less of an airhead, wears practical flying clothes, and is a really good trainer. Sorry but Skyla is just over the top with fanservice. I don't think that little of clothing is very becoming anyhow. :/
 
I really like Skyla. I enjoyed the conversation with her before you go to the Celestial Tower. They make her into a character that truly loves to fly. I do agree that she isn't much of a Gym Leader due to the fact that her Gym comes second in her life, but I still think she's an interesting character overall.
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Well I like Skyla better in everything but challenge. Better design, better gym, and actually served a purpose where Winnona is just sort of waiting at her gym indefinably.

But I think it is unfair to credit Skyla with a better gym because her gym was on the DS. So I don't think it is fair to give her a point there because her gym probably couldn't have existed on a Gameboy cartridge.

But, in the end, a Gym Leader is a Gym Leader, and exists only for the reason of being a challenging battle, which is something that Skyla epically fails at. Plus, she didn't serve an incredibly big importance to the story, just a single side quest. So my vote goes to Winnona.
 
Winona, I could refer her as The Original One, Skyla's just a copy-cat. But I like her clothes design.
 
Winona has always been a cool gym leader imo, but has really bad fashion sense. She was so cool in the anime, but Skyla just looks way cooler to me. Skyla it is :) Just though.
 
I see Skylar as just a piece of eye candy that was not a challenge at all like others have stated i found Winona quite challenging but i found Skylar easier than other Gym leaders.
 
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