After taking a group of delinquent teens under his wing, Cleveland encourages the kids to start a cookie business...which the kids misinterpret as advice on dealing drugs.
After he learns about Holt's sex doll, Cleveland sets up Holt with a coworker named Jane, who turns out to be a bully; Cleveland Jr. accidentally consumes Rallo's pet fish.
The Curious Case of Jr. Working at the Stool
Cleveland Jr. takes a job at The Broken Stool, where he infuriates his father by establishing rules; Roberta competes with Lacey, a rich high school student.
Once Upon a Tyne in New York
Cleveland takes Donna to New York City, but ends up spending most of his time bailing out his friends when they get into trouble; Coach McFall tries to reunite with his former love, actress Tyne Daly.
Gone with the Wind
Cleveland's flatulence interrupts a karaoke contest at the Broken Stool, embarrassing Donna no end; Cleveland and Donna have bad news for Cleveland Jr.
Rallo helps Junior as he tries to win the heart of Chanel, a girl he's infatuated with; Cleveland becomes Terry's pimp.
Brown History Month
After Cleveland and Lester get into a fight during Black History month, a judge orders them to work together on a float for a unity parade; Rallo tries to steal Lester's confederate flag, only to become trapped under Kendra's body.