Engaging in romantic relationships at work, especially with one’s superiors (i.e., hierarchical workplace romance; [HWR]), has generally been shown to negatively impact the participants involved. However, less attention has focused on its impact on the career advancement of lower status romance participants and when such an impact is exacerbated. Two experiments show that third-party evaluators were less likely to promote (Study 1) and select lower status HWR participants for training opportunities (Study 2) than their counterparts not in an HWR. Moreover, the negative career ramification of an HWR was stronger for men romantically involved with their female superiors than women with their male superiors (Study 2). This research highlights the need for organizational members to be aware of biases associated with HWR and gender role–based status expectations because past achievements may be discounted for lower status HWR participants, especially men.