With Mr. Feeny reluctantly agreeing to moderate, Cory and Topanga play "The Fiancée Game" to prove how compatible they really are. However, they are stunned to learn that new roommates Eric and Rachel know more about each other than they do. This leads to Topanga making the ultimate decision that she and Cory need to live together on campus.
Cory is thrilled because he thinks that he will finally lose his virginity. But this is not Topanga's intention. She feels that living together will help them to learn more about each other. This plan backfires when they both learn various aspects of each other's lives that are not so pleasant. In Topanga's case, she is horrified by Cory's toenail clipping. His newly-trimmed cuticle lands in her facial mask, the attribute that Cory does not like about Topanga.
Meanwhile, Shawn ignores Jack's repeated calls to go through their late father's belongings. Later, the two half-brothers agree to get this important task done. However, they also learn hidden secrets that cause great anger. Shawn comes to learn that Chet went to Jack's stepfather for financial aid to pay for Shawn's college education.
After taking some time to "cool down", Shawn decides to take his father's trailer "out on the open road". Cory agrees to join him "just for the weekend". In a bizarre twist, Shawn insists on saying goodbye to Topanga. This makes Cory fear that Shawn may not be returning for a while, so that he can "find himself".