02 -- "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.

04 -- Hurricane

As a hurricane approaches Capeside, emotions run as high as the winds. Worried that her son may be on to her, Gale has her worst fears confirmed and realizes that she now has no choice but to come clean to her husband. Accusations and mistrust don't stop there, however, as neighbors Grams and Jen come over to Dawson's house to weather out the storm and clash with Joey's pregnant sister Bessie and her fiance, Bodie. And Dawson, who is already at the end of his rope over his mother's infidelity, lashes out at Jen over his own disillusionment with the fact that she is not a virgin. Meanwhile, Pacey is annoyed when he ends up at Tamara's house not alone, but in the company of his brother Doug, the dutiful cop.

06 -- "Detention"

Dawson, Pacey, Joey and Jen all wind up spending an 8-hour Saturday in detention at Capeside High under the supervision of Mrs. Tingle, the school librarian. Abby Morgan, a fellow trouble-maker, stirs the pot by initiating a telling game of truth or dare to break up the monotony of the day. Afraid that Jen isn't physically attracted to him, Dawson's insecurity causes him to fight with Pacey. Matters are only complicated by the drawn-out truth or dare kiss between his best friend and his girlfriend. Later, Jen airs her frustration about not being accepted in the small town and frankly questions Joey about the friction between the two of them. While coolly composed most of the time, Joey panics when her intense feelings for Dawson threaten to boil over after she is dared to kiss him.

08 -- "Roadtrip"
Dawson is miserable after being dumped by Jen, and Billy convinces him to ditch school to go to a club in Providence with Billy, where they can have their pick of eligible college co-eds. When Pacey catches wind of the plan, he invites himself along. All the way to Providence, Pacey chides Dawson about being too much of a nice guy, and Dawson sets out to prove him wrong. Surprising even himself, Dawson successfully picks-up his dream girl of the evening at the club, but with his mind still on Jen, he stops short of a rebound affair. The evening ends with a confrontation between Billy and Dawson, who both still want Jen back. Meanwhile, Joey accepts a ride to school from Warren, a brash football player, who then spreads a rumor that they slept together. Jen convinces Joey to take revenge and comes up with a plan to put Warren in his place. But, when Joey pretends to be pregnant, the lie gets out of control.

10 -- "Double Date"
Unable to accept his breakup with Jen, Dawson seeks solace and advice from Joey, who must continue to mask her own feelings. Pacey abets Dawson in coming up with a save-face way to becoming "friends" with Jen that proves to be more than a bit misguided. Acting nonchalant about Jen's upcoming date with Cliff, Dawson goes so far as to pretend that he has a date for the same evening, and then suggests they make it a foursome and Dawson has to come up with a date-fast. Dawson's date immediately suspects she's being used but Dawson is able to allay her fears-for a while. Once the foursome hit the local carnival, however, the ugly truth rears its head for all to see. Meanwhile, to their mutual displeasure, Pacey is forced to spend remedial marine biology time with Joey, but a their project wears on, Pacey's attitude toward his lab partner takes an unexpected turn.

12 -- "Decisions"
Joey is given the opportunity of a lifetime when she is chosen to represent the highschool for a year in France. Escaping Capeside has been her life's dream, but now that Dawson sees her in a more romantic light, she is terribly torn. Adding to the stress, it is Joey's turn to visit her father in prison for his birthday and she decides to confront him with all of her anger and hurt. When Pacey decides to clear the air with his brother, Doug, he learns that Doug's relationship with their father is not as perfect as he'd believed. Meanwhile, Jen and Grams are elated when Gramps comes out of his coma, but when his conditions worsens they find common ground in their anguish. When Jen then seeks comfort from Dawson, Joey is horrified to find them in what appears to be a compromising position.

03 - "Alternative Lifestyles"

When Jen and Dawson get paired up in an Econ class as a pretend couple who must come up with a "family budget," Abby convinces Jen to seize this opportunity to seduce Dawson, while Pacey's pairing with Andie brings them closer and reveals the truth about Andie's family. Meanwhile, Mitch rides Dawson about the new sexual nature of his relationship with Joey, and announces to Gayle that he has decided that an open marriage would be the best thing. And, Joey begins to see a whole new world of possibility and empowerment when she does research for her Econ project with an unmarried businesswoman.

#204 - "Tamara's Return"

Joey's new interests cause she and Dawson to bicker, and Tamara's return to Capeside throws Pacey for a loop.

08 - "The Reluctant Hero"
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Dawson's distance from Joey causes him to rely on Jen, who is in serious need of support herself, and in an atypical more, Pacey comes to the rescue of Andie and her troubled mother.

#209 - "The Election"

During the student body election, Abby attacks Andie in a below-the-belt smear campaign, and Dawson starts to believe that life is too short to always play it safe after Mitch and Gale opt for divorce.

#210 - "High Risk Behavior"

It seems that the hormones of the Capeside teens are in overdrive - Dawson can no longer deny his lust for Jen; Pacey and Andie plan a night of fantasy; and Joey allows Jack to pose for a sketch - in the nude.

Season 2, Episode 14 – Aired: 2/10/1999
To Be Or Not To Be ... (1)

In a compelling two-part episode, the Capeside High School gossip mill kicks into overdrive after Jack bears his soul in a English assignment and is forced to expose his innermost secrets while reading the poem aloud in class, leaving Dawson, Joey, and Andie shaken by the implications of what it all means. Meanwhile, Pacey tries to defend Jack in the face of an adversarial teacher, and Jen finds her latest suitor Ty is full of surprises.

Season 2, Episode 15 – Aired: 2/17/1999
... That Is The Question (2)

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.

Season 2, Episode 16 – Aired: 3/3/1999
Be Careful What You Wish For

On the night of Dawson's sixteenth birthday, Pacey and Andie follow her therapist's advice and throw themselves into an unabashed night of recklessness and the blues. Meanwhile, back at the Leery house, Joey is organizing a surprise party for Dawson, meanwhile Jack has a few surprises of his own. Jen and Ty face up to their potentially irreconcilable differences; and Gale and Mitch come to a decision about how to raise their son in light of their separation.