Ghosts of Girlfriends Past (2009)

In the fast lane of life, celebrity photographer Connor Mead thrives on his commitment to eternal bachelorhood and juggling multiple romantic entanglements. However, his cynical attitude towards love casts a dark cloud over his younger brother Paul's upcoming wedding, much to the disappointment of those around him, especially his long-time crush Jenny, who has always been impervious to his considerable charm. A pivotal moment arrives when, after a night of revelry, Connor receives an unexpected visit from the spirit of his deceased Uncle Wayne, a charismatic womanizer who once served as his mentor. Through a series of encounters with three ghosts representing his romantic past, present, and future, Connor is taken on a poignant journey to confront his own beliefs and behaviors. Will he be able to break free from his self-destructive patterns and embrace the possibility of true love?