When Donna's ex-husband crashes Freight Train's birthday party, Freight Train decides to adopt him; Rallo and Junior track down lost dogs to collect the rewards.

In a mob-style parody in Italy, Cleveland must pick Rallo or Cleveland Jr. as his successor; Cleveland Jr. insists on having a Quinceañera in Mexico; Cleveland builds a robot.

Cleveland Brown and Cleveland Jr. leave Quahog and take to the road. On their way to California, they stop in Cleveland's hometown of Stoolbend, VA, where he reunites with his old high school crush, Donna Tubbs. Cleveland, still in love with Donna, is determined to start a new life with her, even if Donna's kids aren't exactly angels.

Attempting to get Cleveland Jr more friends, Cleveland invites the neighbor kid over to the house. However, when he overstays his welcome, Cleveland has a rough time trying to get him to leave.

Cleveland is upset when he finds out that Donna is still attending a single mothers' support group.

When Cleveland fills in as Santa Claus at his office holiday party, he has one too many eggnogs and lets the truth slip about Rallo’s father.

Cleveland finds out that Cleveland Jr. will inherit all of his ex-wife's belongings and that his parents, Cookie and Freight Train, plan to remarry. To add insult to injury, Freight Train dumps Cleveland as his best man in favor of Donna's ex-husband, Robert.

Cleveland and the gang head to their rival high school for an annual football game; Donna's sexy Halloween costume lands her in trouble with the police.

Donna makes Cleveland go to marriage counseling after he messes up their wedding vow renewal; Junior's refrigerator breaks.

Cleveland's mom, Cookie, runs away with George Clinton and the P-Funk All-Stars; Cleveland Jr. engages in an elaborate fantasy at an office-supply store.

When Rallo starts getting a big head over his bowling prowess, Donna tells him little kids don't have skills; Cleveland, Lester, Holt and Terry try to spice up their friendship.

Cleveland struggles to tell Donna that he took a severance offer and quit his job; Rallo finds a new man for Roberta.

Cleveland discovers a shocking secret about his wife & his best friend Terry. Meanwhile, Cleveland Jr. tries to get Rallo to break a nasty habit.

Cleveland tries to become more racially sensitive after Choni moves into the neighborhood, and Cleveland Jr. becomes jealous after he agrees to set up his new wife on a date with a classmate.

Cleveland, wanting to make his new stepdaughter like him more, asks her to accompany him to the school's father/daughter dance. All goes well until Cleveland has a mishap with the family pet and ruins his chance.

Cleveland and his friends prepare to enter Stoolbend's annual boat race as a team, but when Cleveland's celebrity idol moves to town, Cleveland makes it priority to befriend him. And when his new pal invites him to join his boating team, Cleveland is forced to make a difficult decision. Meanwhile, Roberta gets wrapped up in her dreams of being a superstar.

When Rallo and his pals Bernard and Theodore perform in the school talent show, their rap about fiscal responsibility is not well-received by their classmates. Meanwhile, after Cleveland gets his own cable-access television show, the reviews are less than positive so he takes some tips from the most successful daytime talk shows that appeal to women.

After a nostalgic flashback to the glory days as his high school's baseball all-star, Cleveland visits his Alma Mater to find out there's no longer a team. Principal Wally gives Cleveland one week to raise money to re-build the stadium before the season begins. Cleveland then steps in as head coach and dusts off his retired jersey in an attempt to convince Cleveland Jr. to play ball instead of joining the math club

Cleveland takes a struggling rapper (Kanye West) under his wing and, together, they write and record a new hit single.

After his confidence is shattered, Cleveland plans a family vacation to Africa.

Cleveland Jr. and Kendra, ashamed of their appearance in a swimsuit, feel left out of the fun when the family spends an afternoon in the pool and petition to pass a bill to grant equal rights for those who are overweight. Disgruntled by their defeat in the polls, Junior and Kendra flee to Wisconsin, a land where they feel more free and accepted, and Cleveland and Lester vow to bring them back to where they belong.

When Cleveland sees all of his childhood possessions around town, he learns that his parents, Freight Train and Cookie, have been selling his stuff to get money after being scammed out of their life savings. Together, Cleveland, Freight Train and their friends get together to bring down the con man who targeted their family. Meanwhile, Rallo gets a toy Mr. Microphone and tries his hand at being a commentator, announcer and stand-up comic

Cleveland poses as a woman as part of his plan to get Donna to appreciate him more, while Rallo uses Cleveland Jr. and his baby harness to get revenge on a playground bully.

Donna dumps Cleveland as her partner in a dance competition in favor of Cleveland Jr., so Cleveland vows revenge. But things become awkward when Cleveland Jr. wants to bring their partnership to another level.

Cleveland temporarily loses his hearing after a hunting accident but soon discovers a new way to gain Donna's affection, while Roberta decides to run for student body president against incumbent Cleveland Jr.