Presence of pleural effusions bilaterally are frequently experienced in clinical practice. Most of the pleural effusions having bilateral involvement have similar causes. The occurrence of bilateral pleural effusion with various causes for each side, also known as Contarini's syndrome, is rare. Here, we present the interesting case of Contarini's syndrome. Herein, we present the exceptional case of Contarini's syndrome, in a 53-year-old female of carcinoma breast, who developed bilateral pleural effusion of different etiology on both sides. Finally, we conclude that Contarini's syndrome is an uncommon entity. Pleural fluid aspiration from each side for bilateral effusion should be performed to investigate the etiology of bilateral pleural effusion in cases of uncertainty regarding alternate diagnosis.