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Simulation if I remember correctly I might be mixing it up with another game in my memory though, it's possible it might be Flower charm sequel I searched for awhile and only found like 4 or 5 games that come close to it.

All I remember is Its a torture/slave discipline/training game that the main heroine is a tall brown haired woman that hates the protagonist I think she's a spy or a agent to get rid of the protagonist but the protagonist gets her in a trap and proceeds to discipline and train her and that the...