If you liked
Maid in Japan
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...then you might like
Tutor Maid
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The plot is similar: the protagonist is a young boy forced to crossdress. Another character forces him to become a maid and he has to take care of a stranger.
The person for whom the main character works is also similar: it's is a person who, at the beginning, didn't want a maid, but who was obliged to have one by someone from their family.