In an online survey with two cohorts (2009 and 2011) of undergraduates in dating relationships, we examined how attachment was related to communication technology use within romantic relationships. Participants reported on their attachment style and frequency of in-person communication as well as phone, text messaging, social network site (SNS), and electronic mail usage with partners. Texting and SNS communication were more frequent in 2011 than 2009. Attachment avoidance was related to less frequent phone use and texting, and greater email usage. Electronic communication channels (phone and texting) were related to positive relationship qualities, however, once accounting for attachment, only moderated effects were found. Interactions indicated texting was linked to more positive relationships for highly avoidant (but not less avoidant) participants. Additionally, email use was linked to more conflict for highly avoidant (but not less avoidant) participants. Finally, greater use of a SNS was positively associated with intimacy/support for those higher (but not lower) on attachment anxiety. This study illustrates how attachment can help to explain why the use of specific technology-based communication channels within romantic relationships may mean different things to different people, and that certain channels may be especially relevant in meeting insecurely attached individuals’ needs.