Association with a deviant peer group is a robust correlate of juvenile antisocial behavior. The current study focused on whether this association differed for antisocial youth with and without callous-unemotional (CU) traits and whether potential mediators of this association differed for the 2 groups. Deviant peer group association was examined in a community sample (N = 98) of high-risk youth. The sample was assessed at 4 yearly intervals. Across all assessment points, children with conduct problems and CU traits showed the highest level of affiliation with deviant peers. At the first 2 assessment points, this effect was largely mediated by dysfunctional parenting and problems in the child's social relationships. In contrast, the mediational role of these variables was much weaker at the last 2 assessment points.