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Leonato (Clark Gregg), the governor of Messina, is visited by his friend Don Pedro (Reed Diamond) who is returning from a victorious campaign against his rebellious brother Don John (Sean Maher). Accompanying Don Pedro are two of his officers: Benedick (Alexis Denisof) and Claudio (Fran Kranz). While in Messina, Claudio falls for Leonato's daughter Hero (Jillian Morgese), while Benedick verbally spars with Beatrice (Amy Acker), the governor's niece. The budding love between Claudio and Hero prompts Don Pedro to arrange for a marriage.

In the days leading up to the ceremony, Don Pedro, with the help of Leonato, Claudio and Hero, tries to get Benedick and Beatrice into falling in love. Meanwhile, the villainous Don John, with the help of his allies: Conrade (Riki Lindhome) and Borachio (Spencer Treat Clark), plots against the happy couple Hero and Claudio, using his own form of trickery to try to destroy the marriage before it begins.

A series of comic and tragic events continue to keep the two couples from truly finding happiness, but then again perhaps love may prevail.