A case of concurrent popliteal vein thrombosis and a dissecting popliteal cyst noted on the same MRI exam is described. Pseudothrombophlebitis is a well known entity in which a ruptured or dissecting popliteal cyst clinically mimics thrombophlebitis; the current case can be considered "pseudo-pseudo thrombophlebitis." This case demonstrates the importance of routine review of the venous structures of the posterior fossa for all MRI exams of the knee.