If you liked
Otoko no Ko Tsuma
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...then you might like
Fukakai na Boku no Subete wo
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They both involve a couple, both who are guys, with one dressing up as a girl. While the relationships of both stories are cute and wholesome, they also delve into gender and sexuality, more so in Fukakai than in Otoko. The crossdresser in Otoko considers himself as a guy while the one in Fukakai considered themselves as non-binary, so you can see that it delves into those topics.