Current literature has documented the detrimental effects of cyberbullying which include a range of internalising and externalising problems for those involved. Although critical, this research can sometimes ignore other important elements in a child’s life that can potentially ‘buffer’ the negative psychological effects of such involvement. With this in mind, a cross-sectional investigation of 12-16 year olds [M(SD): 13.5(1) years] in Ireland was used to explore the role of friendship quality, gender and their role in cyberbullying involvement and psychological well-being (N= 2410). The Cyberbullying and Online Aggression Scale was used to measure cyber perpetration and victimisation. A modified version of the Cambridge Hormones and Moods Friendship Quality Questionnaire was included to investigate the peer friendship quality. Finally, the Moods and Feeling Questionnaire and the Strengths and Difficulties Questionnaire were chosen to provide a measurement of psychological well-being. Prevalence rates for various types of cyberbullying roles (cyber bullies, victims and bully/victims) are presented, as well as differences for psychological well-being, friendship quality and cyberbullying involvement. In addition, regression models were used to determine the associations between gender, age, friendship quality and involvement in cyberbullying with psychological well-being. The results are considered in terms of the current literature and directions for future research are suggested.