A special guest comes for a visit to the Hill home, Calvester's former cell mate.
Calvester's former cellmate pays a visit to the Hill family, but his intentions are not truly known.
Calvester's new parole officer is his former childhood bully and plans on making his life hell. But the family call in a secret weapon when he decides to move into the Hill home and demands that everyone waits on him hand and foot.
Winston believes he can make some quick money by becoming a rapper, but the transition has the household upside down. When he battles a hard core gangsta rapper, it just may change him back to his conservative ways.
Calvester is unsure about his family ties with a long lost brother, who has stopped by for a visit.
Cali Cal turns on the charm when the Hill's receive new neighbors, Brenda and her daughter Jamilia. But when Brenda helps Heather discover her "sista" side, Mrs. Hill has tgo go "black" to get back her daughter.
The Hill family is blackmailed when Clavester's new boss, a famous photographer, plans to publish revealing photos of a young Ashley, causing Cali Cal to come to the rescue and keep from having the family jewels exposed.
Ashley's rich mom comes for a visit to the Hill home and she quickly falls for Calvester's charming personality. Winston and Ashley try and rush their marriage so they can get Calvester out of their home.
Winston is shocked when his old football buddy shows up in town...as a woman.
Calvester discovers he will be sent back to jail unless he finds a full time job. But by faking a disability to get a job in lingerie store causes Cali Cal to work long hours to keep up his charade.
Winston uses Calvester's rap moguls to drum up more business after his huge real estate deal falls through.
Winston laughs after Ashley announces she wants another child. But when he discovers she is searching for a sperm donor, Calvester must help Winston stop the stork!
Calvester must face the circumstances after he accidentally sells some of Winston's prized possessions.