 If you liked
Pretty Face
|
 ...then you might like
Kakumei no Hi
|
Both are about a delinquent boy who becomes a girl via surgery and has to cope with this sudden change, though for different reasons. In Pretty Face he has to conceal his true identity while assuming that of his crush's identical twin sister, while Day of Revolution has him replacing his former identity with a new female one, which his old friends find out about very quickly.
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Recommended by lithiumflower