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Social anxiety involves excessive fear when there is a perceived threat of negative evaluation (Wong & Rapee, 2016). Individuals with social anxiety tend to use maladaptive strategies to avoid negative evaluation, such as experiential avoidance (Asher et al., 2021) and limiting intimate self-disclosure (Alden & Bieling, 1998). Recent data suggest that individuals with social anxiety tend to prefer online communication to face-to-face communication (Kamalou et al., 2019). Other studies suggest that individuals with social anxiety experience similar levels of anxiety during online and face-to-face communication (Doorley et al., 2020). It is unclear how past findings generalize to videoconference communication or face-to-face communication with a protective face mask. The purpose of the current study was to compare how individuals experience unmasked videoconference and masked face-to-face communication. Sixty-four undergraduate participants with traits of social anxiety engaged in a 45-minute conversation task. Dyads were randomly assigned to complete the task in a masked face-to-face or unmasked videoconference condition and completed measures of state anxiety, perceived threat of negative evaluation, experiential avoidance, and self-disclosure intimacy following the task. Analyses suggested the unmasked videoconference condition was associated with greater state anxiety and experiential avoidance, whereas the masked face-to-face condition was associated with greater perceived threat of negative evaluation. There was no difference between the two conditions on the self-disclosure measures. The results indicate that masked face-to face communication and unmasked videoconference communication have different effects on psychological processes associated with social anxiety.