 If you liked
Hayate no Gotoku!
|
 ...then you might like
Maid in Japan
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Both Hayate and Shigeyoshi are boys that to support their parents selfishness that result on they servant life (that they don't really dislike...) at the service of a tsudenre girl and had to support being cross-dressed; however the difference is that Hayate got just a few times into girls clothes while Shigeyoshi must maintain Narumi's identity is a matter of "dead or alive".