Willona's latest boyfriend, Jeffrey, has been showering her and Penny with extravagant gifts even though they've only been seeing one another for a couple months. Little does Willona know, that he is part of a plan to make Willona look like an unfit mother, a plan engineered by Penny's birth mother.

When Willona goes out of town, she leaves Penny in Florida's care. Shortly after, Penny comes down with a virus and Florida takes her down to the free clinic to be examined. Florida quickly comes face to face with the hardnosed doctor who's out of touch with the people in the ghetto and who's also planning to leave, right in the middle of what seems to be an epidemic.

Cliff’s pinochle partner becomes ill and can't play in their monthly match against Russell and his partner, Homer. So Cliff teams up with his rather stuffy former English teacher, Professor Bennington Foster, who proves to be a formidable pinochle player. Russell tries to stretch the rules to beat his son, unaware that Cliff’s fine and upstanding partner has a few tricks of his own. Meanwhile, love is in the air when Theo sends away for a $19.95 genuine diamond ring for his new girlfriend, Tanya.

Cliff "Combustible" Huxtable is thrilled when his former college track rival, Colonel Sanford B. “Tailwind" Turner, invites him to run the prestigious anchor leg of a charity relay race in the Penn Relays track meet. He's flattered to be asked to join the four-man mile relay, and is even more excited to discover that his formerly fleet-footed opponent, Charlie Stevenson, is now fat. But Cliff doesn't realize he's in for the surprise of a lifetime.

After a friend has a mild heart attack, Cliff struggles with his cravings when Clair insists he cut down on fried and fatty foods. Also, the Huxtables help Denise prepare to leave for her freshman year at Hillman College.

Havoc erupts in the Huxtable home when Rudy spots a snake in the basement and Cliff "Bring ‘Em Back Alive" Huxtable is determined to catch the slithery serpent. The Huxtables rest easier when Theo assures them that the snake can't climb out of the basement. But their relief is short-lived when an hysterical Clair discovers the snake in her bedroom.

Regine is the only juror holding up the potential acquittal of Sara McQueen, a beloved elderly movie star accused of arson. When her friends talk about the case and joke about the juror being an idiot, Regine cannot help but defend herself. Max (as an officer of the court) forces her to tell the judge that she discussed the case, and he throws Regine off the jury and finds her in contempt of court. She is sentenced to 50 hours of community service at a monastery, but gets booted for hitting on one of the monks. Regine begins to wonder if she has some deep insecurity that causes her to chatter constantly. Just then, Max arrives at the apartment and announces that Sara McQueen was caught torching a 7-11. The vindicated Regine decides that her big mouth is a gift. Synclaire worries when Harold, one of her regular callers to a hotline for unemployed actors, stops calling. After she tracks him down to see if he is all right, he is so touched by her concern that it lifts his spirits. One of his co-workers on a window-washing job comes by a few days later and tells Synclaire that Harold fell to his death, but had finally been at peace. Meanwhile, Max and Kyle play a game of strip poker.

Kyle and Overton return to Cleveland for a reunion at their high school, which is about to be demolished due to asbestos. Kyle has a run-in with Lester Tate, the bully who tormented him throughout his youth, and finally stands up to the man. He points out that many of Lester's victims are successful, while he is a loser. When Lester reveals that he is homeless, everyone turns against Kyle. Kyle tries to apologize to Lester, but catches him stealing shoes from kids' lockers. Lester taunts and threatens Kyle, who tells him his attitude is the cause of his problems. Kyle locks Lester in a janitor's closet and calls the police. After Synclaire is mistaken for class cut-up Helen Robinson, she impersonates the woman and keeps her admirers entertained. The real Helen finally approaches and thanks Synclaire for letting her have a night of peace and quiet. Max publicly insults the garbage workers' union. The men begin dumping trash outside her apartment until Khadijah and Regine force her to apologize.

On her way out of the hospital following hemorrhoid surgery, Khadijah makes a date with a doctor named Charles. When she learns that he was her anesthesiologist, she becomes embarrassed and is unable to show any physical affection toward him. After he makes a fool of himself in the batting cage at the hospital's charity carnival, Khadijah's mind is eased and she kisses him. Regine begins moonlighting as a wedding coordinator. Her first clients are a spooky couple with bizarre supernatural powers, such as the ability to call Regine over a disconnected telephone. They wish to hold their ceremony in a cemetery, and are thrilled by Regine's suggestion of throwing the bouquet into an open grave.

Max is stunned to learn that her boyfriend, Gary, is a virgin. She has serious doubts as to whether she should deflower him, but eventually goes through with it. She is saddened when Gary heeds her advice and decides not to crowd her, but maintains her bravado in front of her friends. Kyle sees through her act and realizes that she is hurt, and she confesses that she can no longer simply chew men up and spit them out. Kyle takes her to dinner to talk things over. Khadijah, following Regine's suggestion, "borrows" some ski clothing for a weekend with Charles. Her plan goes awry when the store burns down before she can get a refund.

A young mother with big dreams is run down by an SUV while taking a walk. But was it an accident, or something far more sinister? An investigation uncovers a twisted love triangle – and a woman with dark secrets hidden deep in her past.

At 18, a driven young woman falls for an older man and she thinks she has found a partner she can start a family with. When a romantic rival threatens her dream, devastation turns to rage, and her bright future takes a dark turn she never saw coming.

When Belinda Henry, a lonely divorcee, meets aspiring model, Keith Henry, her way of life shifts from pain to pleasure. Later, young love turns deadly when Keithron Fields walks into Ashley Ervin’s life.

Dwayne and Walter go to North Carolina to recruit a basketball player. Jaleesa is not impressed by Col. Taylor's ability to repair the broken heater in Gilbert Hall.

Whitley struggles to find the right job after graduation. Dwayne plays host to a new student.

Whitley thinks everyone has forgotten her 21st birthday, so she throws her own party. Jaleesa is upset when she sees Walter on a date.

Walter discovers that Kim is working a night job to make ends meet and tells Whitley and Freddie, who ask everyone to stuff the tip jar at the Pit. Dwayne and Ron appear in a commercial to earn some extra cash.

Cliff’s pinochle partner becomes ill and can't play in their monthly match against Russell and his partner, Homer. So Cliff teams up with his rather stuffy former English teacher, Professor Bennington Foster, who proves to be a formidable pinochle player. Russell tries to stretch the rules to beat his son, unaware that Cliff’s fine and upstanding partner has a few tricks of his own. Meanwhile, love is in the air when Theo sends away for a $19.95 genuine diamond ring for his new girlfriend, Tanya.

Cliff "Combustible" Huxtable is thrilled when his former college track rival, Colonel Sanford B. “Tailwind" Turner, invites him to run the prestigious anchor leg of a charity relay race in the Penn Relays track meet. He's flattered to be asked to join the four-man mile relay, and is even more excited to discover that his formerly fleet-footed opponent, Charlie Stevenson, is now fat. But Cliff doesn't realize he's in for the surprise of a lifetime.

After a friend has a mild heart attack, Cliff struggles with his cravings when Clair insists he cut down on fried and fatty foods. Also, the Huxtables help Denise prepare to leave for her freshman year at Hillman College.

Havoc erupts in the Huxtable home when Rudy spots a snake in the basement and Cliff "Bring ‘Em Back Alive" Huxtable is determined to catch the slithery serpent. The Huxtables rest easier when Theo assures them that the snake can't climb out of the basement. But their relief is short-lived when an hysterical Clair discovers the snake in her bedroom.

The whole Huxtable family joins together to make Grandma and Grandpa Huxtable's 50th wedding anniversary a special evening. Cliff arranges for The Count Basie Orchestra, led by Frank Forster, to perform its famous "April in Paris" and his parents' favorite piece, "Shiny Stockings." The Huxtables perform another spirited lip-sync, as they did for the grandparents' 49th, this time to James Brown's "I Got the Feelin'."

Theo and friends are supposed to be studying for their college entrance exams but instead the conversation keeps turning to girls. In particular, Theo can't decide if he should stay with his current girlfriend, Tanya, or ask out a new girl at school. Meanwhile, Cliff dons the wardrobe of a perfect English gentleman and joins Rudy for a spot of tea.

Cliff and Clair have their hands full with Vanessa, after the rebellious teenager ignores their order not to wear make-up - and comes home from school with the evidence all over her face. Also, after learning about fire safety in school, Theo urges his father to examine the smoke alarms in their home and arranges for a family fire drill.

When Theo receives a mediocre grade on a history paper that he thought he aced, his grandparents give him some insight on how to improve his grades. When both Cliff's and Clair's parents come to the Huxtable home for dinner, Theo learns that the subject of his history paper, the Civil Rights March in Washington D.C., was a remarkable event that deeply touched the lives of his parents and grandparents.

Theo wants to take flying lessons after he is impressed by a guest speaker at his school - a World War II fighter pilot. When Theo asks Cliff’s permission to fly, Cliff jokingly reminds his son of all the other professions he has considered in his young life. Meanwhile, a bossy Rudy introduces the family to her first boyfriend, a boy she clearly has wrapped around her finger.

When Vanessa invites two friends over to visit, they see the large, well-furnished Huxtable home and report back to the other kids at school that Vanessa is a rich girl... and decide she must be stuck up. Angered and insulted, Vanessa gets into a fist fight to defend her reputation.

Denise is sure her English paper deserved an “A,” but discovers the difference between high school and college when her professor gives her a “D.” When she comes home from college for the weekend, Denise must explain to her parents why her grades are faltering. Also, when Clair takes to her bed with a pinched nerve, Theo helps out with the family chores - much to Cliff's amazement.

While Clair is away, Cliff takes care of the family, which now includes a lost puppy that Rudy found. Cliff agrees to keep the dog until the weekend, when the family flies to Washington, DC to meet Clair. Meanwhile, Vanessa sulks and mopes around the house because he family's trip falls on the same weekend as her friend's big party. But Cliff insists that Vanessa go with the rest of the family.

When Cliff’s father and his old Army buddies join Cliff in a pinochle game, Cliff is frustrated because the older men keep talking about the Army and won't let Cliff get in a word about his days in the Navy. Cliff becomes further exasperated when his father pulls one of his notorious pinochle hoaxes, with Cliff as the victim. Also, Vanessa is excited about her date with Tyrone, until she decides she also wants to date another boy.

When Clair and her mother-in-law go to Hillman College to visit Denise, Cliff and his father, Russell, are left in charge of the kids. Russell is pleasantly surprised to see first-hand what a good father Cliff is. Needless to say, all does not go smoothly when Clair is away: Russell helps out when Theo has girl problems; Rudy has a spat with her "boyfriend" Kenny; the sidewalk outside the Huxtable home is in dire need of repair; and a tired Cliff is summoned to deliver two babies.

Sondra and Elvin visit the family on their way to the theater, just as Theo "Monster Man" Huxtable practices for a big wrestling match. When Elvin volunteers to teach Theo some expert wrestling moves, he has to break it to Sondra that he won’t be able to go to the theater with her. The family, thinking Elvin's decision will lead to one of Sondra and Elvin’s infamous fights, is shocked when Sondra readily agrees that Elvin should do whatever he feels like doing.

Grandpa and Grandma Huxtable go all-out to entertain Rudy when the youngster spends the night at their home. Meanwhile, with Cliff and Theo left alone in the house, Cliff decides to hold the first meeting of the Huxtable Men's Club. But their plans are thwarted when Theo has a surprise visitor - the girl of his dreams, Lana Herman.

A thrifty Cliff pretends to be a man of meager means when he shops for a new car. But his attempt to hustle the salesman fails when a window shopper recognizes the disguised Cliff as Dr. Huxtable. Meanwhile, Rudy cuts pictures out of a book for a school project, unaware that she’s destroying Cliff's prized encyclopedia collection.

Denise impatiently waits at home for her blind date, but is confused when Cliff leaves with the boy she thought she was to meet. And when Vanessa's ex-boyfriend, Robert, comes over and finds her in the company of two other guys, the lovesick teenager begs Cliff to help him win Vanessa back.

After Imunique screws up at work, Delroy fires her. Jasmine immediately starts being overwhelmed at all her new duties, only to find out that Imunique has been sneaking into the office and sabotaging everything. Jasmine is finally able to get Delroy to apologize and hire her back.

Delroy and Bridget become friends with an overly-friendly couple, Ron and Tina… who turn out to be swingers. Meanwhile, Latrell tells a joke on stage that was written by his “little brother” Jalen. After the joke is a success, Jalen sues Latrell for joke jacking.

Imunique fights off a burglar and becomes a local celebrity. However, when the police want her to identify the guy, she isn’t sure she wants to rat. But when the burglar attacks Ms. Earleane, Imunique has a change of heart. Meanwhile, Delroy teaches Jasmine how to close deals… but she ends up teaching him a thing or two.