Although malevolent individuals may be willing to use any tactic necessary to obtain sex, not all antagonistic traits will predict coercion or coaxing in all situations. A sample of 447 adult men, collected in two waves, reported their intentions to engage in coercion or coaxing of hypothetical targets. Study 1 provided three hypothetical scenarios that result in sexual rejection: (a) an expensive date, (b) a stranger, and (c) a relationship partner, and Study 2 provided the same scenarios, and three additional scenarios: (d) a rival’s partner, (e) a bet, and (f) a powerful person. A Structural Equations Model indicated that a common antagonistic factor, indicated by Social Dominance and the Dark Triad traits of psychopathy, narcissism, and Machiavellianism, predicted coaxing across all situations, whereas only psychopathy predicted coercion across all situations. In addition, narcissism accounted for additional variance in coaxing when rejected by an expensive date. These findings suggest that across the different scenarios, psychopathy is primarily associated with coercive tactics and the common malevolent core among the traits is associated with coaxing tactics.