You right on that, even though you orgasm soon after getting hit.Iirc masochism rises when you're hit at 80%+ arousal, not from orgasms. But I may be misremembering.
My way to grind masochism and sado at the same time is to look for hostile NPC who aim to hurt and not to molest, this way I don't need to anger them or asks them to be rough and I fight back to gain sado points.
The guard at Elk Street Compound works if you have access to it.
I usually go fight Remy's guards after playing blackjack with Wren to keep Alex's farm safe. You can control the number of guards you face at the house by playing with Wren.
Usually fighting 2 guards every 1 or 2 days is enough for me to maintain maso and sado close to the max, to overcome daily depreciation. Depreciation is 150 right? 15 is too low, it has been awhile since I play the game so I have forgotten.
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