Theo has one last final the next day, and he wants to pass so he gets on the dean's list. He has plans for constant study, until he meets Cheryl and is besotted. She is leaving town in the morning. Does he study or go out with Cheryl?
Pam has to study for tests but is easily distracted. Theo tells her she has to study without dancing and music in order to get good grades. Pam wants to go to college, but does not have the money. Her grades are not enough for scholarships.
Cliff's patient & her husband are having a baby any day now and tell Cliff they have everything under control as they read books and watched videos to prepare for the birth. Everything is fine until the actual event starts.
Cliff and Dr Harmon attend a pinochle tournament with their wives. They play a round against each other, and the wives win. Martin & Denise need a babysitter for Olivia and Rudy begs to be the one. Rudy does fine until they watch a scary movie.
It is Cliff & Clair's 27th wedding anniversary. He plans to recreate the Caribbean restaurant where they dined on their honeymoon, in their home. He hires a band, chef, and decorations for atmosphere. The day arrives - and Cliff is sick.
Theo and Denny's girlfriend Ellen are organizing a surprise party for Denny's birthday, but things get complicated when Ellen gets sick and Denny shows up up unexpectedly believing she's having an affair with another guy.
Cliff goes bowling with his father, Elvin, and friends. After the game, with Cliff having a very low score, they go to a bar and make fun of him. The older men reminiscence about the old Negro League. Rudy & Olivia play a joke on Clair.
The daughter of an acquaintance asks Cliff to help her father make peace with someone whom he's been having a long standing grudge with over a car accident. Because she's been seeing the man's son and would like to get married.
Cliff attempts to fix the kitchen sink. Theo starts a volunteer job as an intern at a community center. He helps children with their homework and craft activities after school. He realizes one student has studying problems just like he had.
At the community center, Theo deals with a student that might have dyslexia, another who has a crush on him, one who has to get a job to support his parents, all the while they test their limits with Theo. Theo does his best to help them.
Theo is nervous about his first parent/counselor meetings and student art exhibit. Cliff and family go to the exhibit. Rudy is smitten by one of Theo's students and Theo is smitten by a single mother of a student.
Charmaine is applying to colleges and talks to Pam about attending the same one since they are best friends. Pam realizes she has to get better grades in order to get accepted into any college.
Rudy wants to see a rapper that is performing at a club for older teens. Rudy and her friends lie to their parents in order to get out that evening. When Cliff & Clair find out, they ask Pam to go to the club to keep an eye on Rudy.
Cliff's parents find out that Cliff & Clair are meeting Vanessa's fiancé for dinner and insist of meeting him as well. They want to make sure the guy is good enough for their granddaughter.
Cliff is a chaperon for Olivia's field trip to a museum and he is not looking forward to it. Theo has a fund-raiser plan for the community center - selling silk screened t-shirts. But the t-shirts are not what he expected.
At the community center, Clair gives a legal clinic and Cliff gives a Men's Only clinic. Cliff's clinic teaches etiquette, getting a job, and more. His job session becomes more about being a responsible parent and preventing pregnancies.
Olivia is sad because her father has to return to his ship for duty and Denise is going into town as well. Singer Miriam Makeba visits the Huxtable house.
Cliff & Clair plan a day at home alone, but Vanessa returns from college for the weekend, then her fiancé comes to find Vanessa. Rudy's friend Kenny comes to visit Rudy. They all talk to Cliff & Clair about their relationship issues.
Cliff builds a room just for Clair, her own special place for work and retreat. Everyone, except Cliff, is upset that she wants to be alone and not spend time with them. Cliff tries to explain the purpose of a special room.