Story related and cannot be missed.
After exiting your mothers apartment for the first time at the start of chapter 2, you see a debt collector harassing your sister, Francesca. Beat him up to pop this achievement.
This is essentially a tutorial on how to fight. The game will guide you through the fighting controls,(Hold A to dodge, B to light hit, Y to heavy hit, and after knocking your opponent over you can press B as they are getting up to finish them off.)
You will not even take damage from the enemy until the game says "teach this idiot a lesson" after that point, if he punches you, you lose health.