This study expands upon previous research by examining how the enhancement of a dating profile picture might influence perceptions of interpersonal trustworthiness and how this relationship might further influence the perceived attractiveness and desire to date the respective individual. Participants were exposed to one of four online dating profile conditions and were then asked to rate the attractiveness of the person in the profile, as well as their perceived trustworthiness. The results revealed that men in this study perceived a more attractive female profile picture as less trustworthy, while women found a male with a more attractive profile picture to be more trustworthy. An indirect effects model also revealed that perceived trustworthiness mediates the relationship between similarity and attractiveness, though these effects were not moderated by the picture manipulation itself. Finally, this study found that individuals have greater intentions to date individuals whose profile pictures are perceived as more attractive.