Film-buff Dawson finds his best friend, Joey, growing jealous of his attraction to a neighbor's granddaughter. Meanwhile, pal Pacey falls in love with a mystery woman, who is really a teacher at Capeside.

Dawson casts Jen as the new leading lady in his film, but creates a messy off-camera scene during her date at the school dance. Meanwhile, Joey confronts Mrs. Leery about her liaisons; and Pacey gets under Tamara's skin with his public flirting.

When a major hurricane moves inland, all take refuge in the Leery home, where Dawson rages at Jen about her past, and Mitch storms out after learning of Gale's affair. That leaves a tormented Dawson to deal with their fallout. Meanwhile, Pacey ruins his brother's chances to get with Tamara at her beach house.

On Dawson's advice, Joey attempts to heal the wounds of her new romance with Jack left shattered by rumor and innuendo, but when Jack confronts his innermost secrets, their lives and everyone's close to them will never be the same again. Meanwhile, for the first time in his life, Pacey stands up for what he believes in when he takes on an abusive teacher, but the consequences of his convictions are more than he could have imagined.

(Part 1 of 2) Five years have passed and everyone is reunited in Capeside for a special wedding. Dawson has been living in Los Angeles producing his autobiographical television series 'The Creek' but has never forgotten the love of his life, Joey is a successful book editor living in New York with her boyfriend but comes home to realize she still loves her childhood sweethearts, Pacey is the owner of the new Ice House and still carries a torch for Joey, Jen is a single mom living with Grams and managing an art gallery in Soho, and Jack is a teacher at Capeside High and has fallen in love with Deputy Doug. Together all the secrets come out as tragedy and love becomes clear.

(Part 2 of 2) Five years have passed and everyone is reunited in Capeside for a special wedding. Dawson has been living in Los Angeles producing his autobiographical television series 'The Creek' but has never forgotten the love of his life, Joey is a successful book editor living in New York with her boyfriend but comes home to realize she still loves her childhood sweethearts, Pacey is the owner of the new Ice House and still carries a torch for Joey, Jen is a single mom living with Grams and managing an art gallery in Soho, and Jack is a teacher at Capeside High and has fallen in love with Deputy Doug. Together all the secrets come out as tragedy and love becomes clear.