Using data from qualitative interviews and police reports, latent class analysis is used on a sample of 54 repeat stranger sexual offenders who committed 204 sexual assaults to identify discrete contexts present at the time of victim encounter that influence these offenders’ decision to use more than one location to commit their crimes. Five distinct classes are identified: residential outdoor common area, spontaneous/quiet outdoor site, residential home, active green space, and indoor/public gathering place. An investigation into the outcome(s) that most often result from the offender’s decision to move the victim during the sexual assault indicates that those who move the victim from an active green space overwhelmingly engage in sexual penetration, as well as forcing their victims to commit sexual acts on them. Crimes where the victim is moved from a residential home show evidence of the offender physically harming the victim as well as using more force than necessary to complete the assault. Implications for situational crime prevention are discussed.