The classmates decide to relive their high school glory days by having a sleepover on the football field. Scott W. continues to struggle with his feelings for Maricela. Band Geek Andrew gets the surprise of his life as the classmates dance the night away to a special musical guest! Tom and Kara must make a decision that will change their lives forever.

Jessica is ready to leave the house, and the classmates tell her that her isolating behavior at the reunion has made them feel like they don't know who she is. Maricela finds a Hall Pass and nervously asks Scott W. out again, but Scott isn't sure he's ready for a relationship.

Kara finally confronts Tom over an issue. Tom reveals the truth, leaving Kara stunned. Jessica has finally reached her boiling point and goes on a verbal rampage, making some stunning accusations against some of the classmates.

Liz and Jenny both receive Detentions, and are forced to hash out their problems once and for all. Bad Boy Dennis throws a wrench in Tom and Karas rekindling plans when he asks Kara on a Hall Pass and now Kara must chooseTom or Dennis?

Lynette finally meets her secret admirer, Liz and Jenny are at war, and someone is going to leave the reunion.

Dennis has insulted the whole house, causing some classmates to threaten to leave the reunion. Scott H. 'The Loner,' fulfills a high school dream and takes Kara 'The Homecoming Queen' out on a hall pass. Lynnette 'The Snob' receives a bouquet of flowers from a secret admirer. The classmates gather to decide what to do about Dennis. Some classmates want to give him a second chance, but others want him gone now.

While the class takes a trip to the beach for some fun in the sun, newcomers Dennis and Manny bring chaos to the house. When Dennis finally steps over the line, his actions may cause a classmate to leave the reunion.

Former classmates from Chandler High School's Class of '88 gather on the breath-taking island of Kauai for their 20-year reunion.