Background Taking selfies is spreading like a mania across the globe. It may positively or negatively affect the self-esteem of an individual. Objective The present study was undertaken to assess the proportion of medical undergraduates and teaching faculty involved in taking selfies, to compare the pattern of selfie taking among medical undergraduates and teaching faculty and to assess the self-esteem score among them. Subjects The subject consisted of medical undergraduates and teaching faculty of Kasturba Medical College, Mangalore. Methods A cross-sectional study was carried out. A semi-structured questionnaire was prepared. Self-esteem was assessed by using the Rosenberg Self-esteem Scale. Information obtained was analyzed using SPSS 11.5. Results The study included 366 participants of the study population. The Rosenberg Self-esteem Scale conclude that 96% of the faculty and 84% of the students have normal self-esteem. Around 52.73% of them agree that they find selfie taking can be addictive, 43.72% of them agree that selfie taking can have disastrous effects, sometimes even life threatening and 57.92% of them agree that they enjoy the habit of selfie taking and find entertainment in it. Conclusion It was found that most undergraduates and teaching faculty indulge in the act of selfie taking. Students tend to take selfies to share their current lifestyle, whereas faculty take selfies for convenience. It is found that selfies does not affect the self-esteem of an individual as the majority of the population were found to have normal self-esteem.