Connor Mead, a fashion photographer and incorrigible heartbreaker, doesn’t believe in true love. His approach to life is superficial and carefree, spending his time seducing women without ever committing. However, everything changes when he attends his brother’s wedding, where his sibling seems ready to take the step that he has always avoided. During the celebration, Connor is visited by the spirit of his deceased uncle, a relationship expert who takes him on a nostalgic journey through his romantic past.
As he revisits his old romantic experiences, Connor encounters his ex-girlfriends, each representing a lesson about love and vulnerability. From his first teenage crush to a complicated relationship that left him heartbroken, these ghosts show him how his fear of commitment and carefree attitude have prevented him from finding true happiness.
As he grapples with his fears and misconceptions about love, Connor also reconnects with Jenny, a childhood friend who has always been there. As revelations accumulate and lessons are learned, Connor must decide if he is ready to open his heart and embrace what it truly means to love someone. In a night filled with laughter, tears, and reflections, Connor must face the ghosts of his past to forge a different future.