akasaka_ryounosuke aoyama_nanami fujii_masahiro maid rita_einswoltz sakura-sou_no_pet_na_kanojo thighhighs trap

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Yup. He doesn't wear women's clothes in the series so far as I can remember but the hair is normal for him.
Radioactive said:
I have a feeling that's a trap?
I have an urgent incoming communique from Admiral Akbar for you sir.
He does wear that uniform once in the series. Not for long, though.