This study examines the differences in demographic and life characteristics between transgender and female prostitutes in a prostitution diversion program and identifies specialized treatment and exiting strategies for transgender prostitutes. The purpose of this study was to develop a better understanding of the transgender experience in prostitution and to contribute to the descriptive literature. Participants were 465 individuals who were arrested for prostitution and attended a prostitution-focused diversion program. Differences found to be significant between transgender and female prostitutes included demographic characteristics, history of childhood sexual abuse, and experience of violence in prostitution. Implications for treatment, exiting strategies and future research are discussed.