PURPOSE: Little is known about the dieting experiences of obese adolescent boys, as the majority of studies on obesity in children and adolescents have included only girls. This qualitative study was designed to explore the ways in which male middle school boys attach subjective meanings to their obese bodies, and experience dieting practices in their everyday lives. METHODS: Fifteen obese boys aged 14 to 16 were interviewed via in-depth, face-to-face interviews. All interview data were audiotaped, transcribed, and analyzed using thematic analysis. RESULTS: Having a large build and increased strength that prevented bullying by peers had positive meanings participants attributed to their obese bodies. However, negative meanings existed as well, including feeling heavy and having no physical endurance, having a clammy and odorous body, and being bullied and vulnerable to disease. With respect to dieting experiences, multiple positive and negative subthemes were identified. CONCLUSION: The findings of this study show the intersection between adolescence and everyday life challenges for obese middle school boys in the Korean culture. Further, recommendations for healthcare professionals include a gender-specific approaches when intervening and planning programs for obese adolescents.