Asperger's Syndrome (AS) is a lifelong developmental disorder that affects numerous aspects of people's lives, particularly social skills associated with understanding and interacting with others. AS is similar to High-Functioning Autism (HFA); clinicians and researchers often consider these concurrently, as here, although there is a greater focus on AS in this paper. Individuals with AS/HFA appear to be at a greater risk of 'psychiatric co-morbidity as they transition from childhood to adulthood. The revie~ :paper considers possible barriers to a successful transition through adolescence such ;as social skills, stigma, bullying and adjustment. The empirical paper presents a qualitative study designed to understand some of these barriers faced by adolescents (aged 12-18) with ASIHFA Results indicate that the participants progress through a process of discovering the meaning of AS/HFA and that this is affected by other issues such as managing the label and experiencing stigma, bullying and difficulties with friendships.