At his new film school in Boston, Dawson runs into the socially awkward Oliver, who wants Dawson to direct his film. Jack's unhappiness with the frat house comes to a head, while Jen is struggling to keep her radio sass in her current state of puppy love bliss. Joey is asked out by Elliott, but lies to get out of it when Wilder hosts a literary group at his house.
- James Van Der Beek as Dawson Leery
- Katie Holmes as Joey Potter
- Joshua Jackson as Pacey Witter
- Michelle Williams as Jen Lindley
- Kerr Smith as Jack McPhee
- Ned Brower as Elliott Sawyer