Sean Young
Ace Ventura: pet Detective (1994): A movie we all grew up with, and probably have pretty found memories of, has one of the most offensive twists in film history. Sean Young’s Lt. Lois Einhorn is actually Ray Finkle. He had a sex change to step into the shoes of a missing cop. The reveal is insanely offensive, as Lt. Einhorn’s skirt is pulled off by Ace, and the whole police department spits up in disgust (at having all hooked up with her or just witnessing her genitals?).