Parasuicide patients have been found to lack positive expectations for the future. The aim of the present study was to look at variations in this lack of positive future-thinking as a function of personality status. A sample (N = 442) of repeat parasuicide patients was assessed on positive and negative future-thinking and the presence of personality disorder or personality difficulty. Those with a Cluster B personality disorder (borderline or dissocial) were significantly lower in positive future-thinking than those with no Cluster B symptoms or those with Cluster B personality difficulty. Neither Cluster A nor Cluster C symptomatology was related to positive future-thinking. Negative future-thinking was not significantly related to any type of personality disorder or difficulty. The results are interpreted as evidence of the importance of personality status in influencing positive future-thinking and gives some indications of why those with Cluster B personality disorder have such high rates of recurrent self-harm.