Eric moves back home and Cory promises to find him a place to stay. Things take a strange turn when Eric's new roommate turns out to be Shawn's half brother Jack.
Cory turns the camera on Eric, Shawn, and Jack to make a film about them, but soon a fight between Shawn and Jack erupts and Topanga wants Cory to intervene.
Shawn has a hard time with the news that Cory applied to Stanford, a school Shawn could never get into. Shawn starts to suspect he and Cory are going to grow apart and decides to end their friendship sooner rather than later.
Jack puts girls in front of friendship when he falls for a girl named Millie. Eric, on the other hand, soon discovers that the girl is a witch but Jack is in too deep to see the truth. This puts the two at odds. Meanwhile, Topanga overcomes her fear of flying when she and Cory travel to Pittsburgh.
Cory tells Shawn about the lost purse mix-up and Shawn realizes he might be in love with Angela. However, Angela might not feel the same way. Across town, Jack and Eric are nervous about hosting Thanksgiving dinner for the Matthews family in their new apartment.
The girls want to go dancing but Shawn and Cory aren't in the mood. The ladies go out on the town with two handsome co-workers. Shawn and Cory fight their jealousies and try to figure out how to make their girlfriends happy.
Topanga spends her first Christmas at the Matthews home. Cory is happy at first but when traditions clash, he starts to have misgivings about their future together.
On Valentine's Day, Shawn's ex-girlfriends are so certain he is going to ruin his relationship with Angela that they kidnap him in order to keep him from hurting her. Meanwhile, Cory must face the music when Topanga reads Lauren's letter.
Lauren travels to Philadelphia to see Cory, and Topanga tells Cory to go out with her to test his feelings. Despite Shawn's warnings that it's a trap, Cory agrees to go out with Lauren. Eric proctors for Feeny's citizenship class.
In an effort to numb his heartache, Cory steals a bottle of whiskey from Alan. He offers to share the bottle with Shawn and the two drown their sorrows. Trouble arises when Shawn discovers he likes the alcohol a little too much.
Cory and Topanga are back together but decide to keep it a secret from Shawn. They pretend to still be arguing to make Shawn think he is the one who reunited them.
The group is getting ready to graduate and Mr. Feeny assigns them one last assignment about what they are feeling the last few weeks of school before graduation.
