Choriocarcinoma is part of a rare spectrum of placental abnormalities known as gestational trophoblastic disease (GTD). It is the most invasive form of GTD, with a mortality rate approaching 100% if left untreated. It spreads predominantly hematogenously to multiple target sites, most commonly the lungs. Due to its hypervascular nature, it is often complicated by bleeding. We describe a case of choriocarcinoma in a 40-year-old female with metastases to the lungs, brain, and bilateral kidneys resulting in large retroperitoneal hematomas.