It is proposed that masculine gender role socialization affects whether men appraise specific situations as stressful. Behavioral research on stress and coping has remained relatively blind to the possibility of significant gender role differences in appraising events as stressful. Therefore, a new scale was developed to measure masculine gender role stress (MGRS). Data were presented to substantiate hypotheses that MGRS scores (1) significantly distinguish men from women, (2) are unrelated to global measures of sex-typed masculinity, and (3) are significantly associated with at least two measures of self-reported stress (i.e., anger and anxiety). Stressful situations represented on the MGRS scale include cognitive, behavioral, and environmental events associated with the male gender role. Factor analysis demonstrates that these concerns cluster in five particular domains reflecting physical inadequacy, emotional inexpressiveness, subordination to women, intellectual inferiority, and performance failures involving work and sex. The findings are discussed in terms of cognitive-behavioral concepts of stress and coping.