The present study examined whether Dark Triad traits explain variance in men’s adherence to traditional masculine norms (Playboy, Self-Reliance, Emotional Control, Winning, Violence, Heterosexual Self-Presentation, Risk-Taking, and Power over Women). Two-hundred and thirty-seven English speaking men (aged 18 to 62 years) completed online versions of the Self-Report Psychopathy Scale-III, the Narcissistic Personality Inventory, the Mach-IV, and the Conformity to Masculine Norms Inventory-29. Results from regression analyses showed that the psychopathic trait Callous Affect positively predicted men’s Need to Win, Emotional Control, Violence, and Power Over Women; Erratic Lifestyle was a positive predictor of Risk-Taking; and Antisocial Behaviour was a positive predictor of Playboy. Machiavellianism predicted only Violence. The Narcissistic sub-trait Leadership positively predicted Risk-Taking; Manipulativeness predicted Risk-Taking and Violence; Superiority predicted Risk-Taking and Power over Women; Vanity predicted Self-Reliance; and Exhibitionism predicted Emotional Control. We conclude that whilst Callous Affect appears to hold the highest predictive validity, the Dark Triad traits differentially predict adherence to specific masculine norms.