201 - The Kiss -- Following the death of her grandfather, Jen debates her own future after figuring out that Dawson and Joey are now a couple.
202 - Crossroads -- Abby Morgan begins to become a negative influence over the lonely Jen who takes her out carousing for guys and drinking.
203 - VOTED OFF ROUND 6
204 - VOTED OFF ROUND 7
205 - VOTED OFF ROUND 1
206 - The Dance -- The night gives Jen a chance to use Joey's mistakes to try to get back together with Dawson, but it doesn't work.
207 - VOTED OFF ROUND 4
208 - The Reluctant Hero -- Joey's 'semi-date' with Jack for a moonlight picnic prompts a resentful Dawson to join Jen at a bash house party, thrown by Chris Wolfe, where she gets drunk once again and he ends up saving her from doing some things she'll regret.
209 - VOTED OFF ROUND 3
210 - High Risk Behaviour -- A series of 'horrifically epic' tryouts for his latest movie project, now involving a teen romance, prompt a steamy dialog between the two stars Chris and Abby, while director Dawson and producer Jen decide that they may have to recast Abby's role.
211 - Sex, She Wrote -- Abby and Chris find an anonymous love note at school and set out to find who wrote it. Abby figures out that the author and intended recipient apparently has sex the night before and, in her true devious fashion, she sets out to expose the affair. The three suspect couples are: Dawson and Jen; Joey and Jack; Andie and Pacey.
212 - VOTED OFF ROUND 2
213 - His Leading Lady -- Jen, now working as Dawson's producer, meets a new potential boyfriend for herself, Tyson 'Ty' Hicks whom is hired as a props man on Dawson's set along with other Capeside High volunteers.
214 - To Be Or Not To Be... -- Jen finds Ty Hicks to be full of surprises of not only being part of a bible study group, but having a liking for blues music by taking her out to a local jazz club.
215 - ...That Is The Question -- Jen thinks that Ty may not be the guy for her when she sees little amusement in his stereotypical comments especially over Jack's true sexual orientation, while Grams is surprisingly understanding and supportive.
216 - Be careful What You Wish For -- Jen and Ty finally face up to their potentially irreconcilable differences in which they break up for good.
217 - VOTED OFF ROUND 9
218 - A Perfect Wedding -- The trouble-making Jen and Abby crash the ceremony to steal some food and liquor for another night out which eventually leads to tragedy when Abby falls off a pier while drunk... and drowns.
219 - Rest In Peace -- In the aftermath of Abby's death, all of Capeside is attempting to 'whitewash' her life. But all the hypocrisy is making Jen angry knowing that Abby's 'good life' was all a scam. At Abby's funeral, Jen delivers part of the eulogy where she embarrasses Grams by announcing that Abby taught her the falseness of God.
220 - VOTED OFF ROUND 5
221 - VOTED OFF ROUND 8
222 - Parental Discretion Advised -- Jen becomes more and more depressed over Abby's death in which Jack wonders if she is suicidal. Eventually, Grams asks Jen to come back to live with her and Jack is welcome to live with them too.