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 "Cleveland's Angels" mission.

The episode was rated 7.45 from 95 votes.

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.

The episode was rated 7.50 from 103 votes.

When Cleveland needs a new job, Tim hooks him up at Waterman Cable. However, when Cleveland becomes the top salesman, Tim is green with envy and wishes for bad things to happen to Cleveland. But when Cleveland comes up on some bad luck and misfortune, Tim has a change of heart.

The episode was rated 7.52 from 165 votes.

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

The episode was rated 7.52 from 137 votes.

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 neighbor, Lester.

The episode was rated 7.57 from 102 votes.

Cleveland and Donna are excited to have the house to themselves when Cleveland Jr. and Roberta go on a school trip to Washington, D.C., but a disgruntled Rallo will do whatever it takes to keep Cleveland and Donna apart. Meanwhile Roberta's partying gets out of control and Cleveland Jr. comes to her rescue.

The episode was rated 7.65 from 122 votes.

Cleveland and Donna get mugged at an ATM and Cleveland gets shot, and the media makes it seem as if he was a hero. Meanwhile, Roberta convinces Rallo that she might be dying of a terrible disease and makes him do her bidding.

The episode was rated 7.67 from 99 votes.

Ms. Eck encourages Roberta to change her appearance in an attempt to teach her an important lesson; Cleveland and the guys try to invent an infomercial product.

The episode was rated 7.68 from 118 votes.

Roberta and Rallo have a surprise for Lacey, Roberta’s wealthy rival. Meanwhile, Cleveland Junior learns responsibility while working at The Stool, but when he starts making changes to the guys’ hangout, a feud erupts between father and son.

The episode was rated 7.68 from 111 votes.

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.

The episode was rated 7.69 from 170 votes.

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.

The episode was rated 7.75 from 104 votes.

Cleveland Brown returns to his hometown with his high-school sweetheart.

The episode was rated 7.81 from 242 votes.

When Holt confesses to Cleveland that he wishes he had a special someone in his life, Cleveland tries to set him up with cat-loving Jill; Cleveland Jr. and Rallo anticipate the birth of Rallo's pet fish.

The episode was rated 7.83 from 103 votes.

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

The episode was rated 7.89 from 141 votes.

Rallo gives Cleveland Jr. tips on how to woo the girl of his dreams; Cleveland Jr. challenges her boyfriend to a rap battle.

The episode was rated 8.02 from 96 votes.