Associations have been found among sexting, attachment insecurity, emotional dysregulation, and sexual and risky sexual behavior in young adults. In a sample of 92 young adult women in romantic relationships, this study aimed to examine whether emotional regulation might constitute an indirect pathway linking attachment and sexting, and the potential implications for engaging in condomless sex. Findings revealed that in young adult women in romantic relationships, attachment anxiety was associated with sexting through difficulty controlling impulses during moments of emotional distress. Also, sexting directly predicted condomless sex. Attachment avoidance and anxiety were both associated with sexting in the bivariate correlations. Findings highlight the role of digital technology in understanding how people's negotiation of needs for attachment and emotional regulation might lead to risky sexual behavior. Interventions targeting the interplay of attachment, emotional regulation and technology use may positively impact relational and behavioral health outcomes. (C) 2017 Elsevier Ltd. All rights reserved.