If it were me, I would chose Jonin Kushina,
Like you said, the dress is a little frumpy and you might not feel very comfortable in it, not to mention it sort of limits your posing abilitys, if you are Jonin you will have props to pose with, and be able to move around better through the convention
I would leave my hair down or just put it into a low pony tail, everyone will still know who you are, and your costume will look good, I personally wouldn't notice a thing like that if I saw your cosplay I wouldn't think it was wrong just because you had your hair down
you could also buy wefts and add them to the wig, to get it into your pony tail, or I think arda even sells whole pony tails you could just place one where it should go and add the rest of your hair into it, or use it for the hair she has on the sides of her face
or maybe do some styling to your wig to make it look like it has 9 animated tails, that would be cool too
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