This article explores how young Brazilian men from poorer areas transcend socio-geographical boundaries by inhabiting the streets of an elite neighbourhood. Drawing on several periods of qualitative fieldwork, the article demonstrates the complex and dynamic character of the relationship between the young men and the formal residents and traders. It reveals temporal patterns of day and night, where the young men's social positions shift from subordinate diurnal (as serving workers) to dominant nocturnal positions (as potential attackers). Analysing the interactional patterns between the two groups regarding sentiments of trust and fear, the multifaceted and sometimes incoherent relations reveal social inclusion and exclusion as well as street protection and crime. The article also dismantles some common dichotomies within research on crime and fear of crime, emphasising that these young men are both victims and offenders, fearful and fearsome.