This article is based on a study undertaken in 2005. It was conducted under the supervision of Professor Carolyn Kagan and with the approval of an ethics committee from the department of psychology and speech pathology at Manchester Metropolitan University. Case examples are explored of two male young offender prisoners who have Asperger syndrome (AS). Their perception of prison life and issues related to them are discussed and the types of problems they encounter in prison that are attributable to their developmental differences are highlighted. Potential areas for future research that became apparent during the study are noted at the conclusion of this article.