 If you liked
Ore, Twintail ni Narimasu.
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 ...then you might like
Fantasy Bishoujo Juniku Ojisan to
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Just like Fantasy Bishoujo Juniku Ojisan, Gonna be the Twin-Tail!! is also a comedic series where the protagonist gets gender bent, Mitsuka Souji might be able to switch back and forth but the way some of his friends react to the changes come into play frequently, you will also find a lot of similarities in the sense of humor that both anime use parody their respective genres, Fantasy Bishoujo with isekai, and Twin Tail with magical girls.