This is a missable achievement from Episode 3.
There are 7 demerits in the episode. Three of them are story related.
The first and most "missable" one is right at the beginning. You need to mess with the city gate. To do so interact with the gate outside of Hill Valley with the Tire Iron equipped. Beware that you need to do this before entering the city otherwise you will need to start the episode again!
Inside the city:
interact with the Guard Shack near the Courthouse,
interact with the Squawk Box next to the statue in the park several times and
interact with the Statue (not when Marty's parents are arguing).
The achievement unlocks after the last story related demerit, before your interview with Citizen Brown.