Research suggests that interacting with women may encourage civic and prosocial attitudes, yet findings to date have been limited to democracies notable for their egalitarian norms. Using simulated contact experiments under controlled conditions, this article tests hypotheses for the first time in Saudi Arabia and Kuwait, arguably “hard cases” given persistent norms of patriarchy and gender segregation. Yet, despite stronger contexts for male dominance, results suggest that interacting with women may indeed steer Saudi and Kuwaiti men toward more civic and other-regarding orientations, including aspects of tolerance, egalitarianism, openness, and community rule-following. These findings add much-needed comparative perspective to experimental research on mixed-gender dynamics and align with broader work highlighting the benefits of diverse interactions for groups and nations.