<p>This study tested predictions derived from evolutionary models that bullying same- and opposite-sex peers can be adaptive and associated with enhanced romantic engagement. Indonesian adolescents were initially assessed in the 10th-grade (<i>n</i> = 462, 256 girls; <i>M</i>_age = 15.14, <i>SD</i> = .62) and reassessed two years later. The sex composition of bully-victim dyads and popularity were measured using classroom peer nominations, and romantic involvement was self-reported. Path analyses revealed that bullying of same-sex peers was concurrently and positively associated with romantic involvement for both boys and girls in the 10th-grade, but not two years later. Bullying of opposite-sex peers was concurrently associated with romantic activity at 12th-grade for boys and longitudinally predictive from 10 to 12th grade for both boys and girls. Popularity moderated the association between same-sex bullying in the 10th grade, and the associations between opposite-sex bullying and romantic involvement in both grades, with results suggesting that the association between bullying and romantic involvement was stronger for adolescents low in popularity. These results suggest that bullying same- and opposite-sex peers may be romantically advantageous for some adolescents, perhaps for those who have trouble attaining romantic involvement through other means.</p>