This sounds like an amazing idea to random encounters in DoL. Someone who remembers what we did, and has a special greeting, special personality. For example, if you beat some rapist, he has a chance of getting one of many random personalities, making him into a special enemy, with a different dialogue and specific preference he'll use on you. Or when someone beats you, for example someone who has 3 friends in the group(like that one group in the school), he'll get personality, and his group will become a special encounter.
And if you defeat them, you can send them to prison/asylum/Leighton, removing them from the town, or you can spare them. This definitely would've added more fun to combat, with more consequences to what you're doing in it. I can already imagine how encountering them would result in remembering what happened and ++ Stress | + Trauma. Or maybe + Control, remembering how we defeated them last time.
Though i would imagine it would be hellish to implement.