Multiple times, sometimes for better or worse. One better, I suppose, would be having a pretty slutty, purely submissive maid character designed to be the 'fun one' in a context where I GMed a very particular mansion, and then her journey into maturity (18 and socially regressive, now in mid leaning later 20s), more assertive behavior over her own life, working to at least set aside deep psychological issues, and even a bit of a dominance streak, as well as being just plain more socially adept and seeing more value to life than purely carnal behavior.