Defending a victimized peer is a socially risky behavior that may require high peer status and may depend on how popular or disliked bullies are in the classroom (i.e., within-classroom correlations between bullying and status). Past research has investigated defending as a unidimensional construct, though it can involve confronting the bully (bully-oriented defending) or supporting the victim (victim-oriented defending). This study used multilevel modeling to examine the effects of individual peer status, gender, and bullying as well as two indicators of classroom norms—the bullying-popularity norm and the bullying-rejection norm—on both types of defending. Our sample included 1,460 Dutch adolescents (50% girls; M age 11 years) from 59 classrooms in 50 schools. Likability and popularity were positively associated with both types of defending. Being female and lower in bullying was associated with victim-oriented defending, whereas being male and higher in bullying was associated with bully-oriented defending. In classrooms where bullies were more rejected, both types of defending were more prevalent, and the positive associations of likability and popularity with victim-oriented defending were stronger. The positive effect of the bullying-rejection norm on victim-oriented defending was stronger for girls. Moreover, the effect of popularity on bully-oriented defending was stronger in classrooms where bullies were less popular.