Based on ethnographic data collected at a gay bar with sexual minority youths as dancers or strippers, this study calls attention to the gazes through which adults view and position male youths. It highlights a dancer named Austin, who at times engaged in the underground hustling economy centered in the bar. The findings suggest that the social assets he developed allowed Austin to leverage certain advantages. An argument is presented for rethinking (or queering) the use of the administrative gaze of professionals who work with sexual minority youths. Implications for educators, youth workers, and researchers are discussed.