© 2020 Elsevier Ltd We investigated the relationships between boredom susceptibility, perceived meaninglessness, and attitudes to sex among heterosexual and bisexual men. We propose that meaninglessness is associated with men's increased endorsement of sensational and uncommitted sex via boredom susceptibility. In Study 1, we found a significant indirect relationship consistent with our hypothesis. In Study 2, we replicated this finding in a larger sample. Further, we showed that using sex as a coping mechanism to deal with unpleasant affective states explained the relationship between boredom susceptibility and our sex composite. Specifically, meaninglessness in life was associated with increased boredom susceptibility. In turn, boredom susceptibility was associated with the use of sex as a coping mechanism, which ultimately was associated with increased endorsement of sexual sensation seeking and promiscuous attitudes. We discuss these findings in light of research on sexuality, boredom, and meaninglessness.