This article explores the unique and sometimes bizarre experiences that New Yorkers have had with roommates, from filthy living conditions to heartwarming friendships. With high rent costs and limited space, roommates are a common solution in the city, leading to unforgettable stories of fashion-student witches, lost keys, and cramped living arrangements. Despite the challenges, some roommate situations have blossomed into lifelong friendships, showcasing the unexpected connections that can arise in the city that never sleeps.