If Lucy Fell (1996)

In "If Lucy Fell," Joe and Lucy are not just roommates but also the closest of friends. Lucy is frustrated with her lackluster love life, while Joe is secretly smitten with a neighbor he has yet to meet. In a bid to shake things up, Lucy proposes a bold pact: if neither of them finds a meaningful relationship within a month, they will leap off the Brooklyn Bridge. As the deadline looms, both must confront their fears and desires, leading to unexpected revelations about love and friendship.