["Child &Family Social Work, EarlyView. ", "\nABSTRACT\nAlthough the cycle of violence is well‐established in general contexts, limited research has explored it within school‐related gender‐based violence (SRGBV)—violence rooted in sex, sexual orientation or gender expression. Guided by the general aggression model, this study examines how two forms of SRGBV—gender‐based bullying and sexual harassment—relate to adolescents' bullying perpetration. It further investigates the mediating roles of boys‐specific and girls‐specific gender stereotypes and the moderating role of gender, drawing on the gender‐stereotype fit hypothesis. Utilizing data from 37 332 adolescents (mean age = 15.75) across 13 countries on three continents from the 2023 Study on Social and Emotional Skills (SSES), structural equation modelling was conducted. The results indicate that both gender‐based bullying and sexual harassment are significantly associated with increased levels of bullying perpetration among adolescents. Additionally, boys‐specific and girls‐specific gender stereotypes mediate these relationships. When gender was examined as a moderating variable, the associations between same‐gender stereotypes (boys−/girls‐specific stereotypes held by boys/girls) and bullying perpetration were significantly stronger than those involving cross‐gender stereotypes (girls‐/boys‐specific stereotypes held by boys/girls). The findings highlight the importance of developing social policies and intervention programmes aimed at interrupting the SRGBV cycle by directly addressing gender stereotypes—particularly those aligned with adolescents' own gender.\n"]