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.
When Topanga proposes for him to marry her at graduation, Cory is absolutely stunned. However, when everyone else has conflicting views on the subject, Cory and Topanga quietly slip away to elope.
Eager Cory visits his guidance counselor to prepare his college schedule and ethsuastically picks the hardest classes, but he soon realizes it's too hard.
After Cory is introduced to art prodigy Alexandra Nechita, he develops an inferiority complex and blames his lack of skills on his "average" father. Meanwhile, Alexandra, lonely touring without anyone her own age, befriends Morgan.
After a director has Shawn and Topanga kiss while making a promotional film, Cory-certain the duo are harboring romantic feelings for one another-directs them to go on a date and explore their emotions. Meanwhile, Eric and Jack pretend to be mannerly in front of Rachel.
Cory may be possibly expelled from college, when he knocks a teacher out the screen-window of the commons room. However, that same teacher hit on Topanga in her dorm last night, and he's lying about it.
Cory loses his engagement ring when he goes to a bikini club with scantily-clad waitresses to prove that he still fits in with the rest of the guys, despite being engaged.
In an effort to become more popular, Eric creates a TV show similar to The Truman Show featuring his roommates, but it's Rachel who becomes the campus darling. Meanwhile, Cory and Shawn expect special treatment from Mr. Feeny.