He paints his whole head with the paint but then it gets washed off,then he kills his brother (if his brother isnt dead already) then he cries and he cant stop crying and then it forms like a pattern under the eyes
Rose comes back and has no idea what's been going on since she's been in the grave for a decade.She sees Milo depressed and turns evil and bullies him,making Milo add darker paint onto his legs making him look edgy and a better delinquent
Milo then kills Navy and your other oc's.He then is going out of town to kill more people,he gets arrested and thrown in jail for 20 years.According to google wolves like only 6-8 years so he'll die by that time.