Recent conceptualizations of psychopathy are moving toward more inclusive, purely trait-based models. However, researchers continue to heavily rely on assessments of psychopathy that include categorical behavioral elements. The newly developed Comprehensive Assessment of Psychopathic Personality – Institutional Rating Scale appears to be a promising interview-based measure of psychopathy, but research on its reliability and validity is in its infancy. As a second issue, the vast majority of research on psychopathy, particularly in offender populations, is conducted with male participants. Nonetheless, the growing body of literature involving incarcerated females suggests gender differences in the prevalence and manifestation of psychopathic traits. Reasons for these differences are unclear, but some have proposed socialized gender roles as a contributing factor. With a sample of 52 female 49 male offenders recruited from a large, metropolitan jail, this dissertation evaluated the construct validity of the CAPP-IRS and examined the effect of gender role conformity on the manifestation of psychopathic traits. Results indicated that a three-factor model of psychopathy represented by antagonistic interpersonal relations, restricted emotions, and disinhibited behavior best fit the data. Findings further suggested convergent and discriminant validity for the CAPP-IRS. Additionally, masculine and feminine gender role conformity differentially related to psychopathy, but generally accounted for a small proportion of the variance in psychopathic traits. Recommendations for future research on the CAPP model and its assessment as well as implications for the clinical assessment of psychopathy in women are discussed.