The Gender-Equality-Personality Paradox (GEPP) is the finding that gender differences in personality are at their largest in the most gender equal countries. Previous known studies have not examined this relationship over time. Examining this linkage is crucial to our understanding of gender differences and personality development. In the present study, we contrast evolutionary perspectives predicting a gender divergence in personality due to progression in gender equality against biosocial perspectives predicting convergence. Using data from all eight rounds of the European Social Survey (n = 235,339) across 32 European countries, we report three findings. First, in accordance with the evolutionary perspective, country-level gender equality is positively associated with gender differences in basic human values. Second, in accordance with the biosocial perspective, we find evidence supporting gender convergence in basic human values. Third, contradicting both evolutionary and biosocial assumptions, we find no evidence that gender equality causes gender differences in values. We argue that there is a need to explore alternative explanations to the observed cross-sectional association between gender equality and personality differences, as well as gender convergence in personality over time.