As Cleveland and his friend/co-worker Terry are driving around at work, they have a flashback of their days on the high school’s baseball team where Cleveland, known as “Hot Brown” was the all-star and had his jersey retired after his senior year. After the two go to the mall and beat up a swarm of [...]

When Cleveland Jr. and Roberta go on a school trip, Cleveland and Donna are excited to have the house to themselves. However, Rallo tries his best to keep Cleveland and Donna apart. Meanwhile Roberta’s partying gets out of control and Cleveland Jr. comes to her rescue.

When Cleveland fills in as Santa Claus at his office holiday party, he has one too many egg nogs and lets the truth slip about Rallo’s father, whom he believed to be an FBI agent. With Rallo’s admiration for his dad destroyed, Cleveland tries to reconnect father and son in an attempt to save Rallo’s [...]

Cleveland celebrates Thanksgiving with his new family, with his parents due to arrive. However, his mother Cookie disapproves of Donna for not falling for Cleveland 25 years ago. His father LeVar “Freight Train” Brown downright hates Cleveland, but had left his mother twice for a waitress. Things become hostile until Donna’s Auntie Momma arrives. Cleveland [...]

Cleveland and Donna get together with the neighbors, but while Cleveland is enjoying himself, Donna is less than thrilled and gives Cleveland the cold shoulder. When invited to spend more times with the neighbors, Donna decided to sneak out and spend more time with her old friends at a single mothers gathering. Getting away from [...]

While watching a baseball game at Stoolbend Stadium, Cleveland sees Roberta kissing Federline Jones. Cleveland tries to talk to Roberta about maintaining her virginity but while she admits she has yet to do anything, she also makes it clear that it is none of his business. Following the news of an abstinence lecture in church [...]

Cleveland still has a hard time getting a job around town. However, Tim the Bear helps him get a job at his workplace called Waterman Cable; the owner, Mr. Waterman, isn’t exactly pleased that Cleveland is African-American. Then suddenly, Cleveland begins to make record sales faster than Tim could and lost his 200 dollar bonus [...]

After coming home to find Rallo hanging out with his friends and Roberta on several phones with her friends, Cleveland becomes concerned that Cleveland Jr has no friends after catching him counting to 1,000,000. Cleveland takes Jr. out to find a friend, but only gets his wallet stolen by one kid and almost gets arrested [...]

Cleveland is excited to have a new family, but his step-kids don’t warm up to him. He finds out from Donna about a father-daughter dance, the Daddy-Daughter Dinner Dance, and tries to coax his new step-daughter Roberta into going with him. She is at first annoyed and unwilling to go, but eventually accepts when he [...]

Cleveland tells his friends that he has lost ownership of his house to his ex-wife Loretta and gained custody of their son, Cleveland Jr., and begins to worry about his future. After Peter (once again) destroys the front of Cleveland’s house while he’s in the tub, Cleveland decides he has finally had enough of everyone [...]