When an evil presence from Phoebe's past life starts to threaten her with a violent death in the present, she decides to cast a spell to go back to the 1920's and stop him. While there, Phoebe discovers that the Charmed Ones past lives went down the dark path, and as a result, puts her present life on the line in order to change the past and vanquish Anton. Meanwhile, Piper discovers that her present life is similar to her past one, in terms of who to choose in her love life. Prue discovers a new passion.

When Prue gets her first photography assignment, photographing the "unluckiest woman in San Francisco," she unintentionally gets on the bad side of a darklighter when she casts a spell on Maggie Murphy – a future whitelighter. Looking to take his revenge out on Prue by sending her terrifying messages telepathically, Piper and Phoebe are racing against time to save Prue before she takes her own life. Leo then makes a huge sacrifice to stop the darklighter's plan and ultimately gets his wings back.