Cleveland befriends Kenny West, a single father who aspires to be a rapper.
Cleveland decides to take him under his wing and help his career off the ground.
Songs: Billy Joel -- "Pressure"
During a "live" taping of the Cleveland Show, Donna & Cleveland attempt to spend an evening in private despite the intrusions of her ex-husband Robert.
In order to get his confidence back, Cleveland decided to get back to his roots by taking a trip to Africa. However, a layover in Hawaii, leads Cleveland to believe his roots aren't necessarily where he thought they were.
Songs: Toto -- "Africa"
After Cleveland forbids Junior from trick-or-treating, he reluctantly attempts to grow up by giving away all his possessions.
Coach Cleveland gets greedy to win the high school baseball state championship game and turns to cheating when his star pitcher goes out for the season.
Meanwhile Cleveland Jr. does whatever it takes to pass woodshop class.
Songs: Bruce Springsteen -- "Glory Days"
After being ridiculed for their weight, Junior & Kendra make their way to Wisconsin where they fit right in.
Meanwhile, Rallo believes Cleveland saved his life from drowning.
Songs: Queen -- "Fat Bottomed Girls"
Donna’s sister, Janet (guest voice Neicy Nash), pays Stoolbend a visit during Thanksgiving.
Things get interesting when Holt falls for Janet and they rush off to Las Vegas to get married, so the Browns rush to Vegas to stop the wedding.
Songs: O'Jays -- "For the Love of Money"
Rallo befriends an old man named Murray when his school performs in a class choir at the Stoolbend Rest Home.
Meanwhile Cleveland trains for a boxing match with his dad, Freight Train.
Songs: Survivor -- "Eye of the Tiger", LeeVees -- "Goyim Friends"
After being chastised by Donna for his laziness, & to compete with Donna's charity work, Cleveland creates the First Annual Charity Beer Walk & gets help from his Quahog buddies.
However, once Donna gets injured during the event, Cleveland must step up and take care of the house while Donna recovers.
Cleveland & Rallo bond over the sport of Mutton Busting despite Donna's objections.
Meanwhile, Junior grows jealous of the time they are spending together and hatches a plan to stop them.
After Donna challenges Cleveland to raise a teenage daughter by himself, she throws a wild party and runs off with her new boyfriend.
It's up to Cleveland & Federline to track her down.
Meanwhile, Rallo wishes himself invisible and thinks it came true.
Songs: Djay -- "Whoop That Trick"
Tim gets the managerial job at Waterman Cable and to Cleveland's surprise is not the easiest bear to work for.
Meanwhile, Rallo uses a pet turtle to prank Junior.
Cleveland and Donna celebrate Valentine’s Day with a trip to Los Angeles & courtside seats to the all-star basketball game.
Meanwhile, Rallo makes friends with a little person at the grocery store and winds up engaged.
Songs: Randy Newman -- "Short People"
Cleveland discovers a shocking secret about his wife & his best friend Terry.
Meanwhile, Cleveland Jr. tries to get Rallo to break a nasty habit.
When Cleveland is invited to Stoolbend Preservation Society after he saves a historic theater, he finds out the ugly truth of the town's history and vows to change its legacy.
To Cleveland's surprise, his mom and dad are forced to sell their possessions after being ripped off in a con.
Meanwhile, Rallo gets a toy Mr. Microphone.
After losing his savings in Cleveland's latest disaster of an idea, Lester takes his own life which leads the Browns to take Kendra in.
-- Everybody Hurts
Donna becomes jealous when Cleveland starts to hang out with their former classmate, Patty formally known as “Fatty Patty,” who has become skinny, beautiful and still has a crush on Cleveland.
Cleveland dumps his friends in the annual Stool Band boat race when his realizes his childhood football hero lives in his town.
Cleveland becomes jealous when Junior thinks Robert is a far cooler dad than he is so he attempts to become closer with Rallo despite Rallo's lack of interest, so he challenges Robert & Cleveland to the 'Cool-Lympics' to decide which one is the coolest dad.
Rallo and his pals Bernard (guest voice will.i.am) and Theodore (guest voice T-Pain) take Murray's advice when performing in their school's talent show.
Meanwhile, Cleveland tries his hand at a cable access talk show.
Cleveland convinces his family to attend comic-con with him so he can premiere his comic book, “Waderman.”
While there, Donna discovers Robert Rodriguez is having a special showing of 'Hot Cocoa Bang Bang', the 70's film she starred in.
Meanwhile, Cleveland Junior rallies the other comic-con patrons to arms when he's realizes the convention has become to commercialized.
Songs: Maria Callas -- "La Mamma Morta"