Season 1: Episode 3: Kiss (A Prelude to A Kiss)
Dawson struggles to create the perfect setting for his first kiss with Jen, and Joey argues that all the scheming and planning to make the moment ideal is proof that Dawson is living in a Hollywood dreamland. His weekend plans with Jen are foiled again, as he is enlisted to be the production assistant on a film project for the class that he's desperate to join, but Dawson finally gets his romantic moment with Jen, who realizes at the last minute that everything is just a little too contrived. Meanwhile, Joey meets and falls for a handsome and wealthy boarding school student, who is equally taken with her. Pretending to be someone she's not to impress him, Joey jeopardizes her chances with him. Meanwhile, Pacey continues to doggedly pursue Ms. Jacobs, who shows signs of cracking under the pressure.
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