The adventures of the "Family Guy"'s neighbor and deli owner, Cleveland Brown.

Cleveland tries to make inroads with his new stepdaughter Roberta by asking her to accompany him to the school's father-daughter dance.

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.

Tim gets Cleveland a job at the cable company where he works, and soon Cleveland becomes the top salesman, surpassing (among others) Tim, who doesn't like it one bit. Voice of Arianna: Arianna Huffington.

After Cleveland has "the talk" with Roberta, Cleveland Jr. becomes scared and takes a vow of chastity. Meanwhile, Rallo becomes a church greeter

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

Cleveland celebrates his first Thanksgiving with his new family and discovers a surprising secret about Donna’s Auntie Momma...

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 eggnogs and lets the truth slip about Ralloa 's father. With Ralloa 's admiration for his dad destroyed, Cleveland tries to reconnect father and son in an attempt to save Ralloa 's Christmas spirit. Meanwhile, Roberta becomes an animal rights activist and tries to save a reindeer

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.

In order to teach her an important lesson, Roberta's new teacher encourages her to alter her appearance. Unbeknownst to him, Cleveland Jr. befriends, and falls in love wit the disguised Roberta.

Coach Cleveland comes to the rescue of frustrated parents by taking a group of delinquent teens under his wing. With the help of Cleveland Jr., he creates a new club dubbed , The Crazy Eights,, and hopes that it will keep the kids on the straight and narrow. However, he is soon mixed up in bad business, and only the , Crazy Eights, can help him out.

Holt admits to Cleveland that he wishes he had a special someone in his life. Determined to help his lonely friend, Cleveland introduces Holt to Jill (guest voice Fergie), a cat-loving redhead who ends up being more than a handful. Meanwhile, Cleveland Jr. and Rallo anticipate the "birth" of Rallo's pet fish.

Cleveland teaches Junior responsibility by challenging him to get a job, and to his own delight, Cleveland Jr. lands a job working at The Stool. However, when Cleveland Jr. starts commenting on the number of beers his father consumes and sets limits on the guys' time at the bar, a feud erupts between father and son. Meanwhile, Roberta competes with Lacey (guest voice Ashley Tisdale), the rich girl in school, and gets more than she bargained.

Cleveland and Donna road trip to the Big Apple for an overdue honeymoon, and to Donna's dismay, Cleveland allows the Stoolbend gang to tag along to help Coach McFall rekindle a long lost romance. Although, when Tim finds himself in a compromising situation and Lester's language gets him into trouble, Cleveland is forced to choose between his wife and his friends.

When Cleveland and Donna are mugged at an ATM, Cleveland is accidentally wounded in the tussle. By the time the story hits the local news, the attention goes to Cleveland's head, but Cleveland's version isn't the whole story. Meanwhile, Roberta takes advantage of Rallo, who thinks that his sister is dying of a terrible disease

When Cleveland is diagnosed with high cholesterol, Donna puts him on a new high-fiber diet, which causes an intestinal backlash. It may stink up the place, but Cleveland quickly realizes his gas might score him a few points in the Broken Stool's karaoke contest. Meanwhile, Quagmire pays a visit to Stoolbend to deliver Cleveland some upsetting news.

Acting as his brother's wingman, Rallo gives Cleveland Jr. a few pointers on how to win over the girl of his dreams Chanel (Taraji P. Henson). Although when Cleveland Jr. finds out her boyfriend is local rap star Kenny West (Kanye West), he challenges Kenny to an epic Stoolbend rap battle to compete for Chanel's heart

Cleveland and Cleveland Jr. teach Donna and the kids their tradition of celebrating Black History Month. However, when Rallo learns about his heritage at school, he provokes Cleveland into a battle royale with his neighbor

After Cleveland gambles away Roberta's college fund, Kendra discovers that Cleveland was actually cheated out of his money and recruits Donna and Arianna for a mission.

Much to his dismay, 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. In the end, though, Cleveland steps in to save the day in the season finale, which also features a special musical number by Earth, Wind & Fire.