Transgender (trans) Americans face disproportionate risks for violent victimization, including intimate partner and sexual violence. In addition, this population often experiences discrimination when seeking help from institutions like housing, healthcare, and the criminal justice system. Still, research on trans individuals’ perceptions of police is rather limited; very few studies have examined these attitudes using quantitative data. The National Transgender Discrimination Survey (NTDS) is one of the largest surveys of trans Americans to date and highlights their experiences of violence and discrimination across institutional contexts. The current study uses data from the 2011 NTDS (N = 6456) to explore the impact of positive and negative interactions with police on respondents’ comfort in seeking help from them. Results suggest that respondents who had negative experiences with the police—specifically harassment, physical assault, and sexual assault—are significantly less likely to feel comfortable seeking police help. Additionally, trans individuals with (1) a more gender conforming appearance, (2) gender-affirming identity documents, and (3) no history of sex work were more likely to be comfortable seeking help from the police. Furthermore, we found that policing encounters and perceptions were both significantly more negative among trans people of color—but interestingly, white trans people were more heavily impacted by these negative encounters. Implications for scholarship on perceptions of police, help-seeking, and queer experiences with the criminal justice system are discussed.