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Love him <3
he said himself he likes to wear female clothes for fun lmao
I'm pretty sure they're not trans, but a transvestite. Meaning they only crossdress for fun and have no intention of actually transitioning, since they're totally okay with Haruhi calling them her dad, and in the live-action, they all call Ryoji a transvestite.
Top tier anime father right here!
They got her gender wrong. She is not a male.