Annabel
Based on a true story, A Sweetest Kiss portrays the dramatic, romantic struggles of a lesbian woman (Alice Mitchell) in the restrictive suburbs of 1950's America. After being estranged by her family, Alice is forced to support herself by working as a street prostitute while confronting potential dangers at every corner. Eventually, an upstanding family takes her in and Alice starts to win them over by adopting their Christian faith while suppressing her romantic feelings toward their beautiful daughter Annabel. But a pious relative Lillian intervenes when Alice and Annabel begin to fall in love. Despite efforts to reject her own passionate feelings and commit more deeply to her religious faith, Alice is drawn back to Annabel each risking everything to follow their hearts. A final confrontation threatens to destroy the complicated façades that confine the community culminating in a final choice for Alice and Annabel.
Annabel
In the mid-twentieth century, Alice Mitchell works as a prostitute on the street. After her situation worsens, she unsuccessfully attempts to reconcile with her estranged family over her homosexuality. She takes shelter at a Christian household and wins them over by falsely adopting their faith, despite opposition from their in-law, Lillian. While there, Alice's infatuation with the family's daughter, Annabel, grows. After Lillian reveals Alice's homosexuality, Alice redoubles her efforts to rid herself of it to no avail as she succumbs to a relationship with Annabel. Their relationship is discovered. In desperation, Alice commits to faith instead and starts a relationship with a man, reconciling her with her parents. But she falters when confronted by Annabel again, struggling to decide between leaving with her and remaining with her own family. Through a final confrontation with Lillian, Alice makes her final choice.