Walter wins a free Hawaiian honeymoon from a car wash, so he asks Jaleesa to marry him. Although she is uncertain, she eventually says yes. They plan to wed in two weeks. Jaleesa fears they are rushing and wants to call the whole thing off, but Walter reassures her. During the ceremony, they simultaneously announce that they don't want to get married; Jaleesa believes their interests are too different, while Walter can't fathom a lifetime commitment. They promise to remain friends, even though they will no longer date. Whitley enlists Dwayne's help in planning the wedding. She changes the subject whenever he tries to confess his attraction to her. Dwayne finally pulls Whitley into a kiss, which nearly causes her to faint. He asks her out after the wedding, but she is not ready for a relationship.

Clair Huxtable visits the Hillman campus to videotape the students discussing their goals for the future. Although the taping is supposed to resemble a professional interview, Clair winds up playing the role of counselor. Freddie opts out of the interview in order to work on an archaeology assignment. She notices discrepancies between the Gilbert Hall laundry room and its original blueprints. She knocks down a wall and discovers a hidden room, which was part of the Underground Railroad that aided escaping slaves. Freddie is overwhelmed by her discovery and vows to make a difference with her life.

Whitley is distraught when everyone, including Julian, seems to have forgotten her 21st birthday. Kim has actually remembered, and is planning a girls-only surprise party. Dwayne and Ron decide to kidnap Whitley and throw her in a fountain for some reason. Kim fails to thwart their plans, but Ron falls while climbing the dorm wall and injures his leg. A depressed Whitley gets drunk on cheap wine and has a dinner date with her photograph of Denzel Washington. The girls arrive to take her out; they agree that she should have told Julian about her birthday instead of expecting him to find out on his own. Jaleesa pretends not to care when she sees Walter on a date with the medic who treated Ron. Whitley apologizes to Julian for testing him.