Christina Walters is a successful interior designer in San Francisco who has always played the dating game by her own rules. But when she meets Peter, a charming and handsome man who doesn't fall at her feet like all the others, she finds herself unexpectedly smitten. Despite her best efforts to keep things casual, Christina finds herself falling deeper in love with Peter, but he suddenly disappears from her life without a trace. Determined to find him and figure out what went wrong, Christina embarks on a wild road trip adventure with her quirky friends Courtney and Jane. Along the way, they encounter a series of hilarious mishaps and unexpected surprises that challenge Christina's ideas about love and relationships. Will she find Peter and win his heart back, or will she learn that true love requires more than just playing by the rules?

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Some movies that have similar genres and were produced around the same time as The Sweetest Thing include Where the Heart Is, Life Is Beautiful, Sideways, No Reservations, Bubble Boy, Stranger Than Fiction.

The Sweetest Thing was released in theaters on April 12, 2002.