This study aims to explore the relationship between social anxiety and Theory of Mind (ToM) ability. Findings are evaluated in the context of theoretical models (Clark & Wells, 1995; Heimberg et al., 2010), to aid improvement of the understanding of social anxiety disorder (SAD). Two hypotheses are proposed: (1) social anxiety will negatively associate with self-report and objective measures of ToM ability; (2) objective and self-report measures of ToM will be positively associated. Literature assessing the relationship between social anxiety and ToM has not produced consistent results and has exclusively focused on ToM decoding and reasoning ability. This study is the first to explore the relationship between social anxiety, cognitive and affective ToM ability, and self-reported ToM ability. A correlational study was conducted (36 participants), comparing Social Interaction Anxiety Scale scores (SIAS; Mattick & Clarke, 1998) for social anxiety levels; Interpersonal Reactivity Index (IRI) perspective-taking subscale scores for self-reported ToM ability (Davis, 1980); error rate (in millimeters) on the Paper and Pencil Sandbox Task (Coburn, Bernstein, & Begeer, 2015) for cognitive ToM ability; and reaction times on the Yoni Task (Shamay-Tsoory & Aharon-Peretz, 2007) for cognitive and affective ToM ability. Contrary to expectations, no significant relationships were found between any of the measures. The results prompt re-thinking regarding the mechanisms of SAD and offer insight into the complexity of the relationship between social anxiety and ToM ability. However, the implications can only be inferred within the context of the study limitations, these are discussed alongside recommendations for future research.