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 order not to be flunked out of High School, but he's reluctant to wear a speedo while diving off the high board.moreless
Cleveland is forced to reconcile with a rodent in the house.
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
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.
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 and Junior attempt to free 27 turkeys prior to Thanksgiving. Donna's competitiveness strains her relationship with Rallo.
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
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
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
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
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 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.moreless
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
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
After Rallo's latest prank gets Junior kicked out of scouts, Cleveland wants to send Rallo to juvenile detention.