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Cleveland pretends to be homeless in order to eat free food. Roberta gets a job at a local department store, where Kenda wishes to be Santa Claus.
Cleveland and Junior attempt to free 27 turkeys prior to Thanksgiving. Donna's competitiveness strains her relationship with Rallo.
Donna is running for a position on the Stoolbend High School Board, but she wants to keep Cleveland out of the picture because of his tendency to humiliate her. Meanwhile, Cleveland Jr. must take up a school sport in ordernot to be flunked out of High School, but he's reluctant to wear a speedo while diving off the high board.moreless
When Freight Train neglects his wedding anniversary with his wife, Cookie, she becomes really incensed at him! Cleveland tries to do Freight Train a favor by buying Freight Train tickets for him to take Cookie to see George Clinton in concert; but when George Clinton shows interest Cookie, she returns the interest by running off with George Clinton to be his number one squeeze. Freight Train tries to forget about Cookie, until he realizes he would do anything to have Cookie in his life again. So Freight Train enlists Cleveland and his friends for help in winning Cookie back! Meanwhile, Cleveland Jr. learns what it is like to work in a real office job.moreless
Donna wants another baby, but Cleveland doesn't have the nerve to tell her that he had a vasectomy. Meanwhile, Rallo gets the lead role in the community production of "Annie".
Cleveland is forced to reconcile with a rodent in the house.
On a Halloween-themed night, Cleveland and the gang visit their rival high school in Goochland for the annual football game, but when Federline destroys the car belonging to Cleveland's arch-nemesis Chet Butler, they must find a way to escape their enemy's home turf. Meanwhile, Donna dons a sexy Halloween costume that gets her in trouble with the cops, and Roberta and Cleveland Jr. play pranks around Stoolbend when they dress up as Donna and Cleveland.moreless
After Rallo's latest prank gets Junior kicked out of scouts, Cleveland wants to send Rallo to juvenile detention.
Devout church choir girl Vanessa catches Cleveland Jr.'s eye, and he eagerly volunteers to go on a church trip to be in her good graces. Vanessa's fellow choir member, Hunter, confronts him for going to church for the wrong reasons, but the tables turn when Vanessa winds up being a handful for the boys. Meanwhile, Donna's ex-boyfriend returns home from Iraq and discovers that she is married.moreless
When Cleveland finds out that Holt will not be spending Thanksgiving with his family, he asks him to babysit Rallo while the gang opens a new airport pub. Holt quickly realizes that babysitting is an easy way to meet girls, so he uses Rallo as a chick magnet. Meanwhile, Cleveland winds up in an un-piloted plane in danger of crashing, so Holt and his drill sergeant father, General Richter, must work together to bring Cleveland back to safety.moreless
To help pass time while posing in a holiday nativity scene, Cleveland tells his family his own version of one of his favorite holiday stories, "Die Hard." In Cleveland's version, when Waterman Cable Company is taken hostage on Christmas Eve by a group of terrorists, including Tim the Bear, Lester, Federline and Kendra, a barefoot Cleveland – wearing a tank-top much like the one Bruce Willis wore in the movie – must endure window-shattering shoot-outs and fist fights with his friends to save his wig-wearing wife, Donna, in a parody of the greatest holiday-themed blockbuster movie ever told.moreless
Roberta gives Cleveland Jr. a makeover, and his stylish new look provides him with the confidence to approach Daisy, a misfit who catches his attention. But when Daisy mistakes Cleveland Jr. for a woman, they decide to make a statement and go to the prom as a gay couple. Meanwhile, Cleveland's authority as his favorite snack food's ultimate expert is threatened by another fan.moreless
It's Homecoming Weekend at Cleveland's alma mater, so he volunteers to accompany Roberta on a college visit as an excuse to relive his crazy college days. But when Cleveland's fraternity chapter gives him a less-than-brotherly welcome, Roberta comes to the rescue and discovers a bright future in higher education. Meanwhile, Rallo helps Cleveland Jr. learn to sleep without his beloved stuffed animal.moreless
Cleveland makes Donna jealous when he gets too close to his spontaneous female co-worker Tina. Later, Rallo and Cleveland Jr. shoot footage of Cleveland's workplace high jinks and create a music video that goes viral and catches the attention of a big time music producer. But the tables turn when the producer professes his love for Donna.moreless
Cleveland infiltrates a women's support group after Donna joins and starts complaining about how he treats her; Rallo and Cleveland Jr. try to stop a playground bully.
Excited to spend quality father-stepson bonding time with Rallo, Cleveland takes Rallo to his very first magic show, where they get hired to be the opening act. Thanks to Rallo's sharp wit in the role of the puppet, Cleveland and Rallo's ventriloquist act becomes a hit. As their act gets rave reviews by fans and ventriloquist critic Graham Kensington, Rallo grows tired of Cleveland taking all the credit for their success. Not one to be taken for a dummy, Rallo proves that he is the heart of their comedic act.moreless
When Rallo's elderly best friend Murray gets a new girlfriend named Hazel, Rallo realizes that Hazel is after Murray's money and tries to save him from making a costly mistake. Meanwhile, Donna tells Cleveland that he's too fat and needs to lose weight, so she signs him up for the gym. But instead of working out, Cleveland takes a lazy short-cut to achieve results.moreless
A storm hits the towns of Stoolbend, Quahog and Langley Falls. In Stoolbend, the Brown/Tubbs family tries to salvage what's left of their vacation. Meanwhile, Cleveland Jr. shocks everyone with a proclamation of his religious beliefs.
When Jr. starts dating a very attractive young lady, Cleveland gets green with envy and suspicious of her motives. When things start to get too serious between the two young lovers, Cleveland suspects that the young woman is using Jr. to get a green card.
Determined to claim the first place trophy at the annual "Dancing with the Stools" ballroom dance competition, Donna recruits Cleveland Jr. to be her partner. But their hopes of taking home the big prize miss a beat when Cleveland Jr. professes his love for Donna just moments before their well-rehearsed routine. Meanwhile, Roberta babysits Rallo for a week, and learns that domestic responsibilities are not as easy as they seem.moreless
Cleveland relies on energy supplements to keep himself awake in order to work overtime and earn enough vacation time to go on a Spring Break cruise with his family. But when his energy pill addiction forces him into rehab and his desperate attempt to escape to the cruise liner goes wrong, he finds himself held hostage by pirates threatening the safety of those aboard the ship, including his own family.moreless
Cleveland is labeled "The Whitest Man in America" after he wins a dance competition for the chance to attend a pop sensation's concert. Unable to shake off his new reputation, Cleveland is determined to understand his roots and where he came from. Everything starts to make sense when he is reunited with his former nanny Barbara, a high class woman with a taste for refined culture. But even though Cleveland's nanny influenced many of his interests growing up, Cleveland finally learns that happiness comes from being comfortable in your own skin.moreless
Cleveland Jr. profiles his dad for a report on his favorite American, but when Cleveland falls off the toilet and suffers a concussion, he loses Cleveland Jr.'s admiration. Meanwhile, Rallo gets excited when he realizes he's grown tall enough to ride his favorite roller coaster.
When Cleveland and Rallo both have to come home early after getting scared while at their respective slumber parties, Donna makes them spend the night in a haunted house to prove how brave they both are. Elsewhere, Cleveland's new friend is on a murderous revenge rampage after being rejected by Cleveland and his other friends. Meanwhile, Roberta is stuck in a love triangle between a vampire and a werewolf.moreless
Rallo's viewing of Tim Gunn's reality show is interrupted when Cleveland decides to watch the college basketball tournament with Freight Train, but he quickly becomes frustrated when Freight Train enjoys spending quality bonding time with Cleveland Jr. instead. Once Cleveland learns the real reason behind Freight Train's cold attitude, he is determined to find a new father figure and goes head-to-head against his dad and Cleveland Jr. in the two-man golf tournament. Meanwhile, Rallo purchases a fancy sports car, but his speedy ride with his buddies takes a dangerous drive off-course.moreless
When Donna has a midlife crisis, Cleveland must come up with a clever way to sneak off with his buddies on a hunting trip without her finding out. But a hunting accident leaves Cleveland slightly deaf, and his scheme to agree to all of Donna's ideas backfires when she makes a drastic life change and decides to go back to school. Meanwhile, Junior is up for an easy reelection as Student Body President, until Roberta decides to run against him.moreless
Cleveland is upset when he finds out that his best friend Peter Griffin came to Stoolbend and did not call him to hang out. In an effort to bond with his other friends, he takes them on a camping trip hosted by guest star Ric Flair that quickly turns into a dangerous redneck, hillbilly huntdown. Meanwhile, Rallo competes in a Quiz Bowl tournament after being forced to enter by Donna to prove that he is just as smart as the other kids in his class.moreless
Hoping to lift Donna's spirits on Mother's Day, Cleveland hires an actress to play Donna's estranged mother, Dee Dee Tubbs. But when an unexpected event leads the real Dee Dee to find Cleveland, he stages one last effort to reunite Donna with her mother, and the unlikely meeting helps the two women forge a new mother-daughter bond.moreless
Cleveland confronts now super-famous rapper Kenny West about not sharing credit for the megahit they created together, "Be-Cleve In Yourself." He winds up discovering Kenny's involvement in a secret hip-hop society with will.i.am, ?uestLove, Bruno Mars and Nicki Minaj. Meanwhile, Cleveland Jr. starts a polka band after being rejected by his school's marching band.moreless
Cleveland is embarrassed when he learns that Cleveland Jr. was the only student to attend school on "skip day."