Building on previous research, the authors analyze the interactions between male and female teens belonging to street gangs, with a focus on juvenile prostitution. They show how young men are drawn to gang life because they feel excluded and are looking for a sense of belonging, as well as the opportunity to define a male or macho identity. Pimps lure young women, or girls, into prostitution by offering their prey a tailored mix of love, thrill and money. Authors also present some consequences prostitutes must wrestle with, even after they have left the sex trade. Crucially, these include a credibility deficit when testifying in court. Finally, the authors emphasize the need for preventive strategies towards both male and female teens likely to become involved with street gangs.