This study examined how urban youth experience sport in free gym settings through an ecological evolution perspective. The researchers observed basketball games and social interactions at a high school gym and two recreation centers over 5 months. They identified 7 categories of participants based on their roles and behaviors: Bullies, Jousters, Posers, Benchies, Hangers, Venerators, and Contestants. The hierarchy among these groups determined how games were organized. The researchers concluded that physical educators should acknowledge these social constructs and how they impact youth development, and leverage free gym time and sport to promote inclusive practices and social development.