The music video for “My Happy Ending” was written and directed by MTV and Grammy winner Meiert Avis. It was shot on location in Williamsburg, Brooklyn and Harlem, New York City. The video begins with Lavigne running down Broadway and entering a cinema (the Commodore Cinemas), where she finds the film playing is a montage of her memories concerning a specific relationship she had. At first, the memories (shown in full color) are happy, depicting Lavigne at the park with her boyfriend, as he hands her a flower and they laugh together. They are also shown goofing off inside a laundromat. However, as Lavigne sings “so much for my happy ending,” the memories start losing color. Lavigne and her boyfriend lie in bed together, as she looks at him and he (obviously reeling from a disagreement) stares blankly away.