The role of structural factors when evaluating the vulnerability of HIV/STI risks among young gay, bisexual, and other men who have sex with men is an important area of focus for HIV prevention. Using cross-sectional data from young men living in Metro Detroit. (N=319; ages 18–29; 50% Black, 25% White, 15% Latino, 9% Other Race/Ethnicity; 9% HIV-positive), we examined whether transactional sex with casual partners was associated with neighborhood-level socioeconomic disadvantage and individual-level factors (race/ethnicity and sexual identity, socioeconomic status, HIV/STI diagnoses, and substance use). Youth living in greater socioeconomic disadvantage reported more transactional sex (b=.11; SE=.04; p≤.01). This relationship was mitigated once individual-level correlates were entered into the model. Multi-level efforts to counteract socioeconomic deficits through community and individual level strategies may alleviate youth’s exposure to transactional sex and reduce their vulnerability to HIV/STI risks.